Becoming a Cuckold, Ch 3 – Our First Dates
Life settled down into a quasi routine. I still had a couple days off to decompress from our vacation, adjust for jet lag and the like. Mistress took me to a BDSM shop the first day after we returned. She picked out three cock cages in progressively smaller sizes. The first one might allow some blood flow and swelling of my cock, but the last one wouldn’t allow me to get hard at all. We went back to the house and Mistress put the first one on and then we watched porn and she masturbated for me while testing the device. It hurt. It hurt – substantially. This was going to be hard. I worked at not getting erections when I received sexual stimulation. I had enough control at the end of the week, I mostly didn’t suffer much. After a week, I was placed in the next smallest size, and I was struggling again.
We also bought a treadmill and stationary bike. Mistress liked it more than a gym membership as she wanted me to do my exercising at home where I could remain naked, collared, plugged and caged. It was aerobic, so it ought to do the trick. Riding a stationary bike while wearing an anal plug was not fun. I ended up standing on the pedals instead of sitting on the seat. Maybe I should have gotten a StairMaster instead.
I went back to work. Every day Mistress would start me off with sex, we’d shower and I’d dress, wearing an anal plug, my new cock cage and one of Mistress’s panties. Just before I left the house, Mistress would remove my collar. I’d work all day, and when I returned to the house, I was re-collared, have supper, then both of us spent time exercising, followed by more sex. She made sure every one of her holes was used every day. She wasn’t shy about any of them. She preferred vaginal sex, but she even gave me top notch blow jobs twice a week.
“I have to stay in practice,” Mistress said. “I don’t want you to get better than me at blow jobs like you are at cunt licking.”
I think her comment was supposed to be a joke, but she had me practice sucking her strap-on a couple times a week so I wouldn’t get out of practice either. She made sure I was able to swallow it all. I also gave her lots of oral sex, licking her every day, sometimes more than once. Also about once a week, Mistress would peg me, fucking my ass to get me used to it, reminding me of what was coming down the pike. She also made sure I received a punishment once a day to stay in practice. Usually, I was punished for cumming without permission. I may be getting sex a couple times a day, but not every time did I get permission to cum.
When Domina came the second weekend we were home, she asked me how I was doing and making sure Mistress was following the rules of her agreement. I said Mistress treated me fine. Domina paddled both of our asses forty times on general principles, having us bent over the arm of the couch. Can I say now how odd it was having my younger sister paddling my naked ass. Mistress orgasmed from her spanking. I didn’t as I had a cock cage on. The pain kept me from an erection. After our spanking, Mistress had to lick Domina’s cunt to five orgasms.
“You’re not getting enough practice, Marnie. You should be licking more cunt. Do I need to send some of my girlfriends over for you to practice on?” Domina asked.
“I’m having my college girlfriend over next weekend, Domina. Both Richard and I will get plenty of cunt licking practice, I’m sure. She’ll also be the first female I give to Richard to meet my monthly goal. I’m hoping she’ll be a rather frequent visitor, though I don’t expect her to be the only female I let Richard fuck. If you have any girlfriends interested in male sex, I’d certainly be willing to consider them.”
“Fine, I won’t come again next weekend to check on him. Just text me to let me know how things go.”
“I found a nice bisexual male to start Richard on the week after.”
I was wondering when that was coming. Seemed it was coming a hell of a lot sooner than I wanted it to. It was the reason I was practicing cock sucking and getting pegged.
“I might drop by for a few hours for that encounter. Let me know when he’ll be here and I’ll make arrangements.”
“Yes, Domina. Thank you.” Oh, goody. My sister would get to witness my shame and mortification.
“I’ll tell Mother you got some exercise equipment instead of a gym membership. I doubt she’ll have a problem with it. Keep up the good work. It looks like you each lost a pound or two and are looking a little tighter.”
Domina kissed me before she left, a sisterly kiss, nothing more.
On Friday morning, Mistress reminded me Cheryl was coming for the weekend. “She’ll get here before you get back from work. I’ll explain our deal to her and remind her she needs to keep it on the down low. If we’ve had sex before you get there, she’ll probably still be naked if she’s agreed to have sex with us as a couple. When you get home, I want you to strip off down to your underwear. I want her to see you in your darling little panties, then come find us and I’ll put your collar back on.
“I won’t remove your cock cage right away. I’ll probably make you watch us have sex first so you can work on not becoming erect when visually stimulated. You’ll be wearing the smallest one today. I’m sure you’ll be thinking of sex with her all day, so you’ll get lots of practice remaining limp before you get home.” She patted my cheek and kissed me. “She’ll be staying until Sunday morning, so we’ll have lots of time to fuck her. She wants to take us out to dinner on Saturday night. We’ll dress up. I’m looking forward to it, aren’t you, dear.”
I was looking forward to it more than next weekend. I’d always enjoyed Cheryl’s company and she was a stone cold fox. “Yes, Mistress.”
I tried to stay really busy on Friday, because every time I thought of what the weekend was bringing, I’d start to get erect and this cock cage was the smallest Mistress owned and it didn’t allow for any expansion at all. I’d have to let my thoughts settle and for the pain to stop as I managed to get myself under control.
Images of Cheryl naked were buzzing around my brain the entire commute home. I’d seen her in a bikini a few times when we’d gone to the beach on Long Island in the summer between our junior and senior years. She was more athletic than Marnie, not quite as chesty, but very well put together. What my dad used to call, built like a brick shithouse. When my thoughts drifted to her in that tiny swimsuit, I paid for it. A couple people on the subway saw me flinch and ask if I was okay.
“Pulled muscle,” I said, “just have to work through it.”
I got to our apartment and hobbled to my door, imagining what I might see there. I entered and did as Mistress ordered, removing all of my clothes at the entry except the ridiculous frilly panties I was wearing today, ones with ruffles on the buttocks. I heard sex noises coming from our bedroom and went to it, the door open.
Upon entering, I saw the two girls on the bed in a sixty-nine, Cheryl on top, my wife buried in her pussy. What an ass! I knocked politely to announce my presence. The reluctantly pulled apart, like they had sticky surfaces.
“Richard, say hello to Cheryl.”
“Hello, Cheryl, good to see you again.”
“Especially like this?” She waved to indicate her lack of clothing and calling attention to her pert, perky boobs. I saw those puppies and winced.
“Especially like that,” I groaned.
“What’s the matter with you?”
“Cock cage,” I whimpered.
“What’s he talking about?” Cheryl asked Marnie.
“Before I tell you, how do you like the panties? Turn around Richard so she can see the ruffles.”
I spun in place. As soon as I wasn’t looking at them, the pressure on my dick subsided moderately.
“Cute,” Cheryl said.
“You can take them off now, Richard. Stay turned around so she can see your firm ass.”
I dropped my drawers.
“Turn around and approach the bed.”
I turned around and walked to the bed, the pressure coming back.
“My, my, what is that device on your dick, Richard?” Cheryl asked.
“My cock cage. Mistress has control of my erections and orgasms so I’m not allowed an erection unless she releases it. Doesn’t really stop me from getting the need for one, only from allowing me one. At the moment, it’s quite painful,” I grunted.
“Why don’t you release the poor boy, so I can see what we have to work with this weekend?” Cheryl said.
“He’s learning to control himself. I want him to watch us for a half hour as we have sex so he can practice his restraint.”
“Isn’t it excruciating?”
“Very. It’s how he learns not to get an erection until I release him. If it gets too painful, I’ll send him to start on dinner. Once he’s no longer looking, it should diminish.”
I wasn’t sure about that, but it could get easier.
“Pull up a chair, Richard and watch the show,” Mistress said.
I got the chair from her make-up table and took a seat. They resumed having sex. It’s a good thing she’d made me practice watching porn and her masturbate for the last three weeks or I wouldn’t have made it. That’s how I got through it, pretending it was a porno movie and I wasn’t watching the woman I love fucking her most excellent girlfriend.
They finally stopped, both of their faces smeared with their juices.
“Incredible!” Cheryl said. “You have to stop. I’m so fucking sensitive at the moment. Are you sure you haven’t been licking cunt all your life?”
“Just during the last few weeks,” Mistress, said, laying back on the bed, breathless and panting. “We both underwent cunt licking training with some very talented sex slaves, though. If they wanted to, they could make us scream. We heard it several times. One of them even made Richard’s sister, Alexandra, scream in the dressing room at a Department Store.”
“Public sex, amazing. Can Richard take off his cage thing now?”
“Oh, no. It’s locked on. I have to remove it,” Mistress said. “I keep the key around my neck so I don’t lose it. I’m not sure I can even break or cut it off, it’s so tight over his cock.”
“Let’s take a look,” Cheryl said, looking at my caged junk.
Mistress took it off and I was finally able to expand. “Wow. I thought he’d be smaller given the size of that thing. He actually has a very nice dick.”
Mistress kissed the end of it. “He does, and it’s all mine to do with pretty much as I want.”
I felt as if I could take a deep breath. It didn’t take long before I was hard. Mistress put cock and ball rings on me to keep me that way.
“So how is it you started doing this stuff?” Cheryl asked. She was tugging on my ball sack at the time.
“I have to admit, it’s my fault really. Despite Richard being a good lover, he makes love to me all the time. It turns out I’ve got a submissive streak in me and I wanted someone to take me and ravage me; fuck the shit out of me really. Turns out, Richard is more submissive than I am. He couldn’t give me what I needed, so I was kind of looking for some big strong guy to grab my hair, force his cock into my mouth and then force his way into my virgin ass.
“I was being a general ass about it, just a bitch about sex in general, refusing to give Richard blow jobs, not having sex very frequently, pushing him to maybe raping me. Then, they had this strip contest planned where all these ex-military, hard bodies would strip and the women would vote on best strippers and they’d win prizes, sex with the women sex slaves. I wanted Richard to sign up to strip and offer myself as a prize, hoping to get what I wanted, permission from Richard to let another man fuck me.
“One of the slaves was a psychology student who was studying submission. She gave us all surveys which helped determine what my problem was, why I was being so bitchy. She also learned Richard couldn’t give me what I wanted. I wanted a Dominant to take charge of me and Richard isn’t. I am a switch, so I was trying to Dominate Richard, without having a clue what I was doing. Instead of just telling him I was going to fuck someone else, I was trying to get him to give me permission to fuck someone else, which he was unwilling to do. All of a sudden, I find myself in submission myself, and I’m suddenly getting all the fucking I need, treated like the submissive slut I wanted to be. When I found out what we were, we got trained so we wouldn’t hurt each other physically and how I could Dominate Richard and still be a submissive.”
“So who’s your Dominant?” Cheryl asked.
“Richard’s mother, primarily, though since she’s out of the country for the next several months, Richard’s sister is handling us.”
“Richard’s mother and sister are your Dominants? And they know what you’re doing to him?”
“They not only know, they imposed limitations on what I could do, at least until Richard and they are sure this is really what he wants. I can’t publicly humiliate him or feminize him. I can make him wear panties under his work clothes, but not dresses as his work clothes. I can’t give him woman’s jewelry or embarrass him at work or among our friends. I can’t permanently mark him, scar him or tattoo him without her permission. I can’t have children unless it’s Richard’s child.”
“But she knows all the other things you’re doing to him. Making him wear a cock cage and make him watch you have sex with other men?”
“Yes. She even knows I made him suck cocks and clean up my pussy after they cum inside me. The first time was on her wedding night. I fucked two of the groomsmen.”
“Why does she allow you to do these things to Richard?”
“She’s a Dominant herself and has two submissive sex slaves, one male, and one female, who are engaged to be married. She sees how happy they are as submissives and feels if Richard is a submissive, he should be able to live that life if he wishes to live it and be happy. It doesn’t matter if society thinks it’s wrong. The only thing that matters is if Richard is happy as a submissive. He gets to be the submissive he was born to be. I get to be both submissive and Dominant towards him and we can live a more fulfilling life.”
“Are you happy being a cuckold, Richard? That’s what you are if Marnie is fucking other men and women in front of you?”
“That’s a difficult question, Cheryl, and one of the reasons there are some limitations at the moment. Although I might be born a submissive, I wasn’t raised submissive. What I learned were societies rules for men and women and expected relationships and what marriages should be like. I had expectations growing up of what my marriage would be like, even though my parents had a terrible marriage. What mother told me is to let go, surrender my ego and let myself be what it’s in my nature to be. Because of the societal rules I learned, I’m still clinging to those expectations to a certain extent.
“Although I believe I am a submissive, and have enjoyed parts of submission, I’m still internally fighting between my nature and learned behavior. Watching Mistress have sex with other men hasn’t been pleasant. Sucking their dicks to get them hard so they can fuck her and licking their cum from her cunt is hard. Doing what she wants as it pertains to those things has been difficult. I fight it because it isn’t how I was raised.
“Next week, she wants me to have sex with a man, a bisexual she’s found for both of us to fuck. She wants full subservience despite my being heterosexual. She wants me sucking his cock to completion, she wants me to fuck his ass and allow him to fuck mine. I’m scared and I don’t want to do it, but it’s a test of my obedience as her submissive. This is where I really have to surrender my ego and my will to my Mistress. To give up those parts of me, that control over myself, and give it to her.
“That’s why it’s a difficult question to answer. When I can submit fully, my expectation is that I will be happy, because submission is my nature. I recognize that because I’ve greatly enjoyed much of it, but I’m not there yet. I’m still fighting against my nature. Mistress expects my full obedience and I’m still scared to give it. Every day, it gets easier, but I’m not to the point where my obedience doesn’t affect me. Where I can watch another man fuck my wife and it’s perfectly okay because I want to see her have pleasure, from whatever source she takes it from. I still feel shame and humiliation in watching it. It’s easier watching her have sex with you. I don’t feel as threatened by it.”
“That’s a very good answer.”
“The person who was teaching us has reached the point she’s not affected by things expected by her submission. She gratefully shares her Master with her fellow slaves, or any other person he wants to have sex with. She believes that at its penultimate, love means wanting the very best for the person you love, no matter how it affects you. You freely give all you can if it’s for their benefit. I’m not there yet, but I’m working towards it.”
“What are you getting out of your submission?”
“Mistress no longer plays sexual games with me. She’s required to surrender sex to me every day, orally, vaginally and anally. Games aren’t needed as it’s no longer a power trip. She has the power and I recognize that, but as my Mistress, she’s responsible for seeing to my care and well being. She can’t ignore me as a result. My own sexual libido has increased due to my submission, as Mistress’s has. We’re both having lots of sex with each other in addition to anyone else.
“Because she’s free to have sex as she chooses, she must give me some of it back. I have to watch her having sex with others, so I’m allowed sex with others. I’m to have sex with any other woman once a month. You’re the person she chose for me this month. She also wants me having sex with the other men she’s having sex with, which is why she wants me having sex with men. If there is any other person, man or woman, in our bed, we can both enjoy pleasure with them.”
“Do you believe you’ll enjoy sex with other men?”
“I think someone sucking my cock is gender neutral. I expect I’ll enjoy it no matter who sucks it. What will be difficult is taking pleasure in sucking someone else’s. I expect I’ll have difficulty with it, but might at some time in the future, be more indifferent to who I’m giving pleasure to. That will come as I learn to surrender my will and seek to obey completely what Mistress requires of me.”
“Would you mind if I came and watched you attempting to surrender your will?”
Surrender my will, right. “You want to watch me suck another man’s cock, don’t you?”
“Bluntly, yes. I want to see all aspects of you having sex with another man.”
“That’s not up to me. It’s up to my Mistress.”
Please don’t make me do this in front of other people, I thought. It will be hard enough as it is.
“Alexandra wanted to witness Richard’s submission as well. She’s a lovely woman. Perhaps you’d enjoy sex with her as well,” Mistress said. “She’ll expect acts of submission from me as well. It’s likely we’ll both be punished, as a reminder of our submission. We’ll have you both.”
Shit! It was going to happen whether I wanted it to or not. Surrender, Richard. Let go. Hopefully, I wouldn’t puke again.
“Why don’t we eat now and then Richard can show you what a good cunt licker he is. The stewardess, Natasha, from our SAS flight, thought he was better than I am. One of the other slaves said that being in a sixty-nine with another woman while a man fucked you was the very best of both worlds and what she enjoyed the most.”
“All of that sounds like fun,” Cheryl said. “I’m looking forward to it.”
So was I. The cock and ball rings were going to keep me hard until I orgasmed. The sooner the better or my balls would be killing me. I couldn’t wait to sink my cock into her tight snatch. I made dinner while Mistress and Cheryl got caught up. The nice part about it is they were both still naked. There was a reason I didn’t mind wearing the cock and ball rings. I’d be hard anyway.
They sat down to dinner and I served the meal. As I dished them up both of them liked playing with my bat and balls.
“How is he staying hard like this?” Cheryl asked.
“The rings keep blood trapped in his dick,” Mistress replied. “He should be like that until I allow him to cum. Then he might lose his erection, though he’ll still have a larger dick because of the trapped blood.”
Cheryl saw a bead of pre-cum on my cock and licked the tip. It twitched when her tongue ran over it.
“Don’t make him cum,” Mistress said. “He requires my permission before he can cum.”
“What happens if he cums without permission?”
“He’s punished, usually with a spanking to his bare ass or possibly whipping his cock and balls. I’ve been thinking of possibly another punishment, though I haven’t tried it yet.”
“What’s that?”
“Have you ever had a vibrator on your clit for so long it became painful.”
“Not intentionally, a lover I had once did it to me.”
“Male or female?”
“Female.”
“She probably knew what it would feel like. While I was going through my submissive and Dominant Training, they put this gadget on me called a Slave Trainer. It kept you on the edge of orgasm without climaxing for as long as the battery lasted. It was the worst punishment I underwent. Theoretically, they could put a new Trainer on and keep it going indefinitely. I swear I might have been willing to do anything someone wanted at the end of the three hour charge, let alone longer. I never came that close to using my safe word, even when I got an anal train run on me after the stripping contest.
“Unfortunately, they don’t have anything like it for men, and I’m sure part of the reason is a man can probably imagine himself into a climax without any stimulation whatsoever. But the opposite is true, just like you and the vibrator. Over stimulation can be nearly as bad. I was thinking of applying a vibrator to his cock for as long as I want. Or some kind of milking machine that keeps sucking until he’s got no more sperm to give.”
“I imagine that would be pretty bad.”
I could imagine the same thing. It wasn’t a pleasant thing to think about. They went back upstairs while I grabbed a quick bite and cleaned up, with orders to come up as soon as I finished. When I joined them, they’d been playing some more and Mistress showed off my cunnilingual skills. I was allowed to make Cheryl scream, although Mistress captured her screams with open mouthed kisses. I was finally allowed to cum while fucking Cheryl as she and Mistress sixty-nined with each other. It was a massive orgasm for me I’d been hard so long.
I got to clean up Cheryl, while Mistress cleaned me up, recognizing I couldn’t really clean myself off. She also removed the rings, allowing me to go without something on my cock for the first time in the last eighteen hours. I slept in between the two women and during the night, if either of them felt the need, I was to pleasure them to orgasm. Cheryl used my services twice, Mistress once.
******
The following morning, I relieved each of them orally, then Mistress demonstrated how she could deep throat me, allowing me another orgasm. I was required to wash both of them in the shower, then Mistress had me lick Cheryl’s asshole while she licked her pussy, double teaming her between us.
“Since you’re a submissive, can I order you around?” Cheryl asked me.
“Only my Mistress has the right to order me around, and through her submission to my mother and sister, they can order me. I can refuse any of your orders unless Mistress tells me I must accept your orders as coming from her, but they’d have to comply with my slave agreement with her, with the same limitations and safe word. I’m not submissive to the entire world of Dominants.”
“Maybe you’d let me borrow him for a weekend to deep clean my house,” Cheryl said.
“If I did, who’d deep clean my cunt?” Mistress replied. “I have to provide him the sexual services of all three of my fuck holes as ordered by my Mistress. Would you allow him to fuck your ass?”
“Does he really fuck your ass every day?”
“Not necessarily to completion, but he does stick it in my ass on a daily basis. I find I enjoy ass fucking almost as much as cunt fucking. After we go out to dinner, I was thinking you might like to fuck his ass with a strap on while he’s fucking mine. It would almost be like you’re fucking my ass by proxy.”
“I used to think you were so straight laced, Marnie.”
“I was straight laced until after Mistress proved to me what a submissive slut I was.”
“How did she do that?”
“Made me strip off my clothes, suck her fiancĂ© off twice, get fucked by both her slave and fiancĂ©, lick her other slaves twat, then sold my mouth and cunt to whoever could come up with a quarter or fifty cents for several hours, man or woman. Straight laced got knocked right out of me. I can’t say I didn’t like it though. As I said, I was a submissive waiting for someone to fuck hell out of me. As it turned out, it was several someones.
“Richard, even before he took his collar, took my anal virginity because he was my husband and my Mistress felt he should be the first one to take me there, then watched six other men fuck my ass while he fucked another woman and when they were all done, he fucked my cunt, then licked all that cum out of my tenderized asshole and what he squirted in my pussy.”
“You’re joking!”
“It wasn’t as bad as it sounds. I had enemas ahead of time to clean me out. I’ll be doing the same to Richard and myself this evening so I can clean him up after he’s fucked my ass and he can lick my asshole clean. Neither one of us is into tasting shit. It’s why I waited until the shower to tell him to lick your shitter. I’ll do the same thing next week so Richard can suck the cock that fucks his ass.”
Cheryl looked at me. I wasn’t going to lie about it, so I nodded. I knew why she was shocked. If anyone had told me two months ago that after my mothers wedding I’d lick my cum and the sperm of six other men out of my wife’s gaping asshole, I’d have thought they were high on something. It wasn’t my proudest moment, but even now, I didn’t regret it. I already knew my wife was my Mistress and I was along for the ride.
I essentially waited on them the rest of the day like the good little boy I was. No one bothered to dress and Cheryl felt friendly towards us. They enjoyed sex with each other fairly frequently, but both of them enjoyed my services as well. After a particularly nice rug munching, Cheryl asked Marnie for permission to let me cum and as I stood beside her chair, she sucked me off. It wasn’t close to the blow jobs Mistress gave me, but I was happy she found me so pleasing she was willing to swallow my sperm.
Before we went out for dinner, Mistress put me back in my cock cage. She fondled my ball sack until my burgeoning erection became painful, then she smiled at me and told me to control myself better.
“Tonight Richard, I’m going to feed you. I want you to sit with your hands behind your back and wait for me to put food and drink in your mouth. I looked at the website for the restaurant Cheryl is taking us this evening and it’s quite swanky. They even have tablecloths. I think it will embarrass you to be fed in such a place. When we’re done with the main course, while Cheryl and I are eating dessert, you’ll be dining on Cheryl’s pussy under the table to thank her for taking us out. I hope you don’t get an erection, Richard, as it will be quite painful as I’ve just demonstrated. Cheryl, you may wish to forgo underwear tonight.”
Cheryl was shocked to hear Mistress’s plans for the night, but also excited. Her nipples got hard as she thought of me between her legs during the dessert.
That evening, we went to The River Cafe, a very nice restaurant at the foot of the Brooklyn Bridge across from Manhattan. The views were amazing, the food top notch, the ambience mellow. In addition to pre dinner cocktails, we had a nice bottle of red wine. The tablecloths weren’t floor length, they only came down about a foot below the table top, so I knew I might be visible when I was under the table, though thankfully, our table was on the side and not in the middle of the room.
As she told me she’d do, Mistress didn’t allow me to eat my own food. I sat with my hands behind me and she cut up my food and fed me, all while talking to Cheryl. The people at the surrounding tables must have thought I had some muscular affliction which didn’t allow me the use of my hands.
I had to fight my erection all night, I was so aroused by my treatment. The moment she fed me the last morsel of my food she ordered me to the floor. I took a quick glance around hoping no one was watching at the moment I slid off my chair and under the table. Cheryl parted her legs to give me access to her honeyed folds. Even before I put my head under her dress, I could smell her arousal, perhaps some of it Mistress’s as well as she’d enjoyed our little performance.
I took my time. I enjoyed being between Cheryl’s legs lapping her tangy nectar and it was the only dessert I’d be allowed. If only an erection didn’t keep trying to make an appearance while wearing my cock cage.
Our waiter came to take the dessert order. He noticed me under the table as he walked up.
“If the gentleman has lost some silverware, I’d be happy to replace it.”
“The gentleman has lost nothing but his pride,” Mistress said. “He is thanking our hostess this evening for the wonderful meal she’s paying for. Ignore the gentleman. He’s of no consequence. I think your tip will reward your discretion.”
I heard him snicker, but he otherwise ignored me and took their orders. I wasn’t trying to make Cheryl scream as she wasn’t the one being humiliated. Each of her orgasms was quick and relatively quiet on her part. She couldn’t help but make a little noise, usually low moans I could barely hear with her thighs wrapped around my ears.
Another couple came to the table. I could see their legs, a man and a woman.
“Excuse me for interrupting, but I couldn’t help but notice what was going on at this table. Do you mind if we sit down and chat for a moment?”
“Help yourself.”
He sat down in my vacated chair and the woman sat down beside him.
“I’m William Thornhill and this is my lovely wife, Evelyn.”
Shit! I stopped licking. William Thornhill was my boss, although I was so far down the corporate ladder, I doubted he knew who the fuck I was. Not that ‘I’ didn’t know who he was. Most people at least recognized his name, even if they couldn’t pick him out of a crowd. I didn’t have to worry about an erection now. My cock shriveled up to nothing.
Mistress said, “I’m Marnie Farber and this is my very good friend from college, Cheryl Cooper.”
“And the gentleman under the table?” he asked.
Please don’t tell him, I thought. Not my fucking boss. Of course, she didn’t read my thoughts.
“My husband, Richard. We’re pleased to make your acquaintance, Mr. Thornhill. Your reputation precedes you.”
Cheryl grabbed my hair and pushed me up against her pussy. I guess it didn’t make any difference now. I resumed licking.
“Farber. It’s not a common name. I recently met a woman by that name, Lynn, as I recall. Any relation to you or your husband?”
“My mother-in-law and Mistress.”
“Your Mistress? I only knew about two and you weren’t one of them.”
“I’m a more recent acquisition. I don’t think I’d have been chosen as her submissive if she weren’t trying to protect her son.”
Oh, goodie. Tell my freaking boss everything you can about the worm that works for him.
“If I might ask, how long as your husband been your submissive?”
“Less than a month,” Mistress replied. “We kind of came into it together.”
“He’s very obedient,” William observed, since I was still licking Cheryl’s pussy. Despite the fluids I was lapping up, my tongue felt dry.
“I’m very pleased with him,” Mistress said. “It hasn’t been easy for him but his mother said the quicker he could surrender his ego, the more he’d enjoy his submission. He’s trying very hard.”
“I’d like to discuss this more at some point. I’m curious. Here’s my card. Please give me a call when you’re both free.”
“I’d be happy to. Richard, why don’t you come up and say hello to Mr. and Mrs. Thornhill. It’s not often we meet such distinguished people. Leave Cheryl’s cum on your face.”
Ah, fuck! Could this night get any worse. Since William was occupying my chair, I came out between Cheryl and Mistress and stood.
“Hello, Richard,” Mr. Thornhill said, sticking his hand out. “Pleased to meet you.”
I took his hand. “I’m deeply sorry, Mr. Thornhill.”
“For what?”
“Well, you know, the thing, being on the floor, what I was doing down there.”
“Obeying your Mistress. Hardly anything to apologize for.”
That was surprising. “Yes, sir.” Then my day got even weirder.
“I’ve heard very good things about you, Richard. Intelligent, hard working, takes direction well. Your supervisors are very pleased.”
“Sir, I’m confused. I’m so far down the totem pole I didn’t think you’d know the first thing about me and I was sincerely hoping you didn’t, considering how you just found me.”
William chuckled. “I’ve actually been following you fairly closely. I took a hand in your hiring.”
“Sir?”
“We’ll discuss it when you come over to my place and I can find out the story behind you being on the floor tonight. Hopefully, this week. I’ll be going to California in a week.”
“We’ll be there, Mr. Thornhill,” Mistress said. “I’ll confirm sometime tomorrow.”
“I’ve taken care of your bill, including a big tip for the waiter to ignore you. Have a good evening.”
They took their leave and we looked at each other.
“How the hell do you know William Thornhill?” Cheryl asked.
“I don’t. I work for one of his many companies. Ground floor job. I’ve never met him and don’t have the foggiest clue how he knows me. I was hoping he wouldn’t know me from Adam considering what I was doing when he stopped at our table. I don’t know how he knows Mother Mistress and that she had two slaves.”
“Well, he knows you take direction well and are obedient,” Mistress said. “You can wipe your face now.”
I did. In addition to everything else going on in my life, I had to worry about what Mr. Thornhill thought of me being on the floor in a nice restaurant, licking the pussy of someone, not my wife. At least he didn’t seem horribly shocked, but perhaps after he considered it a while, he would decide I wasn’t a very good fit for his company.
Sure enough, when we checked on our bill, it had been paid.
“How big was the tip?” Cheryl asked.
“Four hundred, Ma’am.”
That was as much as the meal was, with a very good bottle of wine. “It pays to have friends in high places,” Cheryl said.
We went home and Mistress and I both had enemas to clean out our bowels. My cock cage was removed and my dick got hard thinking of what was going to happen next. Mistress got on her hands and knees and I lubed her up before gently entering her bottom. While I was bent over her, Cheryl lubed my ass and she slipped Mistress’s strap-on up my back door. There was a nice slow double ass fucking, Mistress cumming three times, me cumming once without permission.
Mistress cleaned off my cock afterward, I licked her asshole and Cheryl’s strap on clean, confirming what Mistress said we’d do, then both Mistress and I licked Cheryl to a couple orgasms apiece. Once again, I slept between them in case they had need of my services. Cheryl did once.
The next day, Cheryl left around ten after a leisurely breakfast I prepared.
After providing another oral orgasm by yours truly to Cheryl before she left, Mistress said, “Come over next Saturday. I’ll fuck the guy Friday myself and save most of the gay sex for Saturday. That’s the day Alexandra is coming over. If you want some totally random sex with a stranger or you get along with our Domina, you can have sex with either or both of them. Domina is a total ginger haired fox. The bisexual hunk has a good sized dick and is movie star handsome if his pictures can be believed.”
“I’ll be here,” Cheryl said.
There, Mistress said it. Gay sex. Not just getting someone ready to fuck her or cleaning up afterward. I was going to be having gay sex. I was going to be unabashedly fucking and sucking cocks. It didn’t matter if I wanted to or not. My sex life no longer belonged to me. It belonged to someone else, and Mistress could do as she pleased unless I chose to use my safe words. As much as it scared me, I didn’t want to use them.
Mistress called William Thornhill after Cheryl left and made an appointment to meet him at his home in Manhattan Tuesday night at seven-thirty PM when I got home from work. She spoke to him for nearly an hour and I had no clue what she spoke to him about. I had no idea what he wanted from me and my Mistress. It couldn’t be to blackmail me. He probably sneezed away more money in a day than I made in a year, unless it was for sex. God, I hoped not.
The rest of the day I spent licking my Mistress to five premium orgasms, then she fucked me, letting me use every hole before allowing me to cum in her mouth.
******
Tuesday rolled around like a freight train, and I was stuck on the tracks staring at the lights of a huge train barreling down on me. For the first time in as long as Mistress made me wear my cock cage, I didn’t have to worry about an erection hurting me. I was jittery all day and it affected me. My immediate supervisor noticed and said something.
“What’s got you so jumpy?”
Of course I couldn’t tell him Mr. Thornhill caught me licking strange pussy under the table at a restaurant. If he didn’t know now, there was no point in telling him.
“Am I going to get fired? Have you heard anything?”
“Why would you get fired? You’re doing great work here.”
“Mr. Thornhill invited me to his residence tonight with my wife and I don’t know what that means.”
“If you were being fired, you wouldn’t be going to his residence, and he definitely wouldn’t do it in front of your wife. That would be hard core heartless. He’d have me can your ass and be done with it. Sounds instead like he’s taken an interest in you.”
Why? To have sex with me or my Mistress now he knew I was a submissive? What did he want with me?
“What’s he like?” I asked.
“I don’t know, I’ve met him like once for ten seconds. He’s way above my pay grade. I hear he’s a pretty nice guy unless you fuck up big time, then it’s adios, don’t let the door hit your ass on the way out.”
So was I waiting for the door to hit my ass on the way out? My boss didn’t think so.
I went home, Mistress dressed me in something less formal, adding a butt plug, and we took the subway to Manhattan. There was a maid or someone to answer the door.
“Mr. and Mrs. Farber, how good of you to come. Mr. and Mrs. Thornhill are waiting in the drawing room. Please follow me.”
A drawing room. Is that where I’d be shown the door.
As the maid led us to what I assumed was the drawing room, Mistress said, “When we get there, Richard, I want you to remove your clothes.”
“Mistress?”
“You heard me. You will remove all of your outer clothes down to your cute little panties.”
“You can’t embarrass me in front of the people I work with.”
“You didn’t address me as Mistress. I’m going to punish you in front of Mr. Thornhill for that. As for embarrassing you in front of Mr. Thornhill, he saw you licking Cheryl’s cunt under a table at The River Cafe. He already knows you’re a submissive sex slave. If he’s going to fire you for it, he’s going to fire you. What difference does it make what you do now?”
“If he didn’t want to fire me before, don’t you think he’d fire me when I strip in front of him and his wife, wag my wienie in front of them, Mistress?”
Okay, there was a little bit of sarcasm with that last Mistress. I’m sure she heard it as much as I did.
“You’re not waving a wienie in a cock cage. You are what you are, Richard. There’s no denying it to Mr. Thornhill. If he has a problem with it, he’s going to fire you. If he doesn’t have a problem, then he’s going to expect sex slave behavior.”
“Can I at least ask if he has a problem with me stripping in front of his wife, Mistress?”
“So if he has no problem with it, you’ll do as I ask?”
“You are my Mistress.”
“Good, I’m glad we agree.”
Fuck! I was going to get so fucking fired.
A few seconds later, we arrived at the drawing room. Mrs. Thornhill was seated on a small settee. It looked like an antique. Mr. Thornhill was standing next to a serving cart. He was putting ice in four goblets.
“Good, you’re here. I was about to pour a drink for my wife and I. Can I pour you one too?”
“Before you pour us a drink, sir, I need to ask you something? You may not want us to stay.”
“Ask away.”
“My Mistress wishes me to undress sir, down to my underwear. I wanted to make sure that was okay with you and your wife. If it’s not, we’ll be happy to leave.”
“Do you always do what your Mistress tells you?”
“I try to, sir. Sometimes I’m not successful, for which I’m punished. She means to punish me in front of you and the Mrs. for not addressing her as Mistress just now, sir.”
“I see. You’d best do as your Mistress says.”
He turned to me as with a red face, I started to remove my shirt, then my pants, before realizing I couldn’t get them over my shoes and socks, so I pulled them up again. I sat down in another delicate looking chair and took those off first, before standing and dropping my pants. When I was finally down to my frilly panties and cock cage, I stopped and just stood there, hands at my sides.
“Would you like that drink now?” William asked.
“A double would be nice, sir.”
“I don’t think that’s wise,” he said. “We have some important matters to discuss. I think you should have a clear head.”
“Am I being fired, sir?”
“Not yet. We’ll see. Do you need a paddle?” William asked Mistress.
“Brought one, actually. Thanks anyway. Over my lap, Richard. Hands and feet on the floor. Count and thank me for each one.”
“Yes, Mistress.”
I bent over her lap and Mistress pulled a leather paddle out of her purse and proceeded to give me the hardest spanking she had ever administered, thankfully, just ten strokes. I counted each one and thanked her.
I stood up next to her.
“I’d offer you a seat, Richard,” William Thornhill said, “but it appears to me you’ll be more comfortable standing.”
My ass was on fire, so he wasn’t wrong. He handed me my drink, then handed one to Mistress and Evelyn, before picking up his own.
“Nice panties,” Mr. Thornhill said.
“Thanks, my wife picked them out for me.”
All three of them chuckled.
“I have a very important job I need to fill, Richard. The person who held that job would be exposed to a lot of sensitive information. Are you a man who can keep secrets?”
“It wouldn’t involve criminal activity, would it, sir? I won’t hide criminal acts.”
“No criminal behavior. This information of a sensitive nature would be more personal, though there’d be an immense treasure trove of business and corporate information they would have access to, all of which would be confidential until such time as I release it. I suppose it would be a good position to conduct corporate espionage in, but I’m assuming you’d have no problem keeping those.”
“Are you considering me for this position, sir?”
“I’m thinking about it.”
“I’m perfectly capable of keeping any secrets which don’t violate any laws, sir. I’m standing in a glass house. I can’t very well throw stones, can I?”
He smiled. “Evelyn.” That’s all he said. It must have been pre-arranged. When he said it, Evelyn stood up and removed her clothes until she was totally, like bare ass, totally naked. She then sat down, spread her legs and started to masturbate.
For the first time that day, blood tried to flood my dick and it became painful to have my cock cage on.
I looked at Mr. Thornhill, to find him looking at me, then Mrs. Thornhill, one hand caressing her own breast, and the other stroking her slit, then looking at my own Mistress. It actually confused me again, because it seemed like something about sex, not business.
“What am I doing here?”
“My wife and I enjoy the same relationship you and your wife enjoy, except she’s the submissive, not me. I need a personal assistant, someone who would be by my side frequently, sometimes at all hours of the day and night. As such, that personal assistant would learn of the relationship we have with each other. Such information could be used to embarrass me, and more particularly, my wife, as she’s on your side of that power exchange. It would be more damaging to her than it is to me, because the submissive is looked upon as the weaker of the pair by people who don’t know better.
“I don’t believe that’s true. It takes a lot of courage and fortitude for her to masturbate in front of people she barely knows. I spank her fifty times every morning so hard, I don’t believe I could stand it, yet she takes it every day. I don’t think she’s weak at all, but that’s not how most people would perceive it. The person who took that job would have to keep our relationship secret. There are a few, very select people, who know about her submission, and I trust them implicitly. I need someone I trust to work with me. I’d like that person to be you.”
“How do you even know me, sir? Why offer this to me?”
“I mentioned I know your mother. I’m very good friends with Joshua Greenbriar, in fact, I attended his wedding in St. Barths. I then traveled on his ship for about a week with Evelyn, and two other people I’m close to. I met Lynn at that time. Joshua told me he’d run a security check on Lynn before he offered her the position of his surrogate. He learned about you and your sister and was quite impressed about some of the things he discovered about you. He said I might want to take a look at you for a job.
“I did look and I was impressed, so you got offered a job to see what you’d do with it. I even had you get more responsibility than one would normally see at that level of the company. You handled everything well. I kept an eye on you and you impressed your supervisors and you impressed me. You’re intelligent, dedicated, fast on your feet, and hard working. Normally, I’d be looking at you for another rung up the ladder in a different capacity, but then I see you licking Ms. Cooper’s cunt in the restaurant. I realize you’re someone who’s now become a part of the life my wife and I need to keep secret. Who understands that life from personal experience.”
“Master, may I cum, please,” Evelyn said.
“Yes, you may, dear. Cum for Richard and Marnie. Show them what a slut you are. Then you will stop.”
Evelyn climaxed, moaning, and the pain in my penis got worse. I groaned. She stopped when her orgasm ended and closed her legs again
“Control your cock, Richard. It’s my cock now,” Mistress said. “You’ll have to excuse him, Mr. Thornhill. Richard’s in a cock cage and he’s enjoying your wife’s orgasm too much.”
William laughed. “After running into you on Saturday, I was struck that you might be the man I want for the position. I spoke to a few people on Joshua’s ship and they were quite impressed with you. Your mother informed me of how you became submissive, and Marnie, for that matter. I wanted to speak with you more and try to gauge whether you’re the man for the job. I think you are.”
“I’m not sure I understand. Don’t you see me as being weak and ineffectual? I would think you’d want someone strong and forceful for the job you’re talking about.”
“Being submissive doesn’t make you weak. I already said my wife takes a spanking every day that I couldn’t take. I’m very good friends with a submissive, female Los Angeles County Deputy Detective who could take your head off. Another friend, a petite woman who’s 5-2 and a buck-ten dripping wet, survived a gang rape and killed a man who was trying to hurt her friends. Your mother’s two submissives are very capable individuals who I’d trust with my life. Choosing to submit to a person you love and trust, does not make you a pushover or inept.”
“Even if I’m a cuckold who lets other men fuck his wife?”
“I’ve let other men fuck my wife. Women too. Am I weak? It’s the nature of Dominance and submission and if we choose this life, we choose the trappings of this life. What would you do if I tried to hurt your wife or fuck her against her will?”
“I’d kill you or die trying.”
“You don’t sound weak to me. You sound like someone who’s given something very valuable to his Dominant and hopes that she takes care of it for you. You’re obeying her will as you promised you would. It makes you a man of your word as far as I’m concerned. Walking in here, the home of your boss, and taking off all your clothes and exposing your frilly panties, is not the act of a weak person. It is the act of an obedient one, and I can respect that from a person who has a submissive nature. Licking the cunt of a woman in a restaurant in public is also pretty ballsy. I expect obedience from my employees and I’m disappointed if I don’t get it. I also expect it from my submissives, which is why she masturbated for you, despite her shame in doing so.”
“So what are we talking about here, sir?”
“My traveling personal assistant, sticking with me no matter what I do or where I go, seven days a week. You’d help me manage my personal and business life. The job pays $300,000 a year to start, rising to $500,000 after a twelve month probationary period to prove you have what I need. Because you need to be close, I’d need you to move to a 2500 foot furnished apartment here on Central Park West a few doors down from here which will be provided to you along with a car if I need you to drive for some reason. You’ll also have quarters in my California house. Your wife can start picking out the furniture she wants for your new residence. Someone will be in contact with her. I expect you to tie up any business you have on your plate by Friday. You have Monday off because your Mistress tells me this weekend will be very stressful for you.
“Next Tuesday, one week from today, my business manager will start sending you information you need to know for your new job. You’re to study it diligently for the rest of the week while I’m in California. I’ll expect you to have everything you need packed by Saturday, eleven days from now. Movers will be coming to pick it up and taking it to your new apartment. The following Monday, you’ll report here for your new job. Oh, and by the way, I have another submissive as well. She’s currently in California, looking after my house there. She’s part of the reason I’m going to California at the end of this week. Any questions?”
“Does any part of my job description include having sex?”
William smiled. “Not with me, and I’d have to know you much better before I let you have sex with my wife or Regina, my other slave. You should probably ask your Mistress. You don’t have control of your sex life, she does.”
“If I’m traveling with you frequently, would my Mistress be with me?”
“Sometimes, not all the time. It might depend upon how long you’ll be gone. Short duration trips, unlikely. Longer ones, possibly. If I’m traveling with one or more of my submissives, it’s more likely.”
I looked at my Mistress, who was grinning ear to ear. “If you don’t take the job,” she said, “you’ll be punished, severely.”
I looked back at Mr. Thornhill, who was also smiling. “I guess I’m taking the job.”
“Sounds like a man who values his backside. I’ll let your current supervisors know they need to hire your replacement. Would you like to take a look at your new apartment? It’s pretty empty right now, but the view is very good.”
“You may dress to go there, Richard, but you’ll remove all of your clothes once we arrive, including your panties,” Mistress said. “Just like our current home now, I expect you nude all the time within the residence unless I give permission otherwise.”
I put on my clothes and William took Mistress and me to a building about a half block from his. Our new apartment was on the top floor of a twelve story building overlooking Central Park. The view of the skyline was spectacular. I removed all of my clothes, leaving only the cock cage and anal plug to hide my assets. Does it say anything about me I was more comfortable without the panties, than in them? At least Mrs. Thornhill didn’t come with us so my dick was quiescent again.
“This apartment comes with three bedrooms and an office. I’ll show you the office first, then you can wander around and check out the rest of the place. If you’ll come with me.”
He led us to a shelf lined office around fifteen by twelve which had a nice desk, a fantastic desktop computer on it with two wide screen monitors, laser printer, wifi router and all the other goodies. There was a top end laptop still in the box with a leather briefcase designed to carry it.
“You can replace the desk if you don’t like it. This is your home, so I expect you to make it yours. There’s a folder on the desk that gives you the temporary passwords you need to sign onto the network and my email accounts. Change those immediately. The information you need to learn your new job will be couriered to your current residence on Tuesday, or in the case of some things, accessed through your new computers, with instructions which will come through the same courier. Feel free to walk around and inspect everything. Kick the tires, shall we say.”
Mistress and I went on a walkabout in the new apartment. The Master bedroom was around twenty by sixteen feet with two walk in closets, his and hers. The Master Bath was also huge with both an enclosed shower and a bathtub with Jacuzzi, two sinks and a dressing table between them. The bedroom had a balcony overlooking the Park.
The other two bedrooms were as big as the Master Bedroom in our old apartment, with a shared bathroom nearly as luxurious as ours, and another half bath near the great room.
A large, well appointed kitchen topped off our new living quarters, which I appreciated as Mistress usually had me cooking meals on the weekends.
“Bill, this place is fabulous,” I said when we rejoined him.
“I’m glad you like it. You’ll work like a dog to earn your money, but the benefits should help counter that.”
“I can’t thank you enough, sir. I thought I was going to get fired tonight. I couldn’t imagine why you wanted to see me. It wasn’t this,” I said, waving my arm around the luxurious accommodations, “especially after you saw me on Saturday night.”
“That actually kind of tipped me towards you for this job. I wanted someone who understood this life and what it means to the people who live it.”
“Mr. Thornhill,” Mistress said, “I believe my slave and I need to anoint this place. With your indulgence, sir, I’m about to suck his cock until he cums, then make him lick it off the floor.”
“It’s your place. Do as you wish.” He started checking his phone.
Mistress unlocked my cock cage and knelt down in front of me. “Ask for permission to cum, and I’ll give it. I want you to spill your cum on the floor and lick it up.”
I looked at the floor, a gleaming, white tile. At least it looked clean.
“Yes, Mistress.”
In front of my number one boss and owner of a major conglomerate, Mistress sucked my cock, waited until I asked for permission to cum, then released me from her mouth and jacked me off to finish until I shot off like a cannon, then made me crawl on the floor and lick it all up.
“Finished?” Bill said when I stood up again.
“Until we get home and he fucks me ragged and I make him suck his cum out of my cunt as a reward for being such a good boy,” Mistress said.
“Fine, grab your new laptop, briefcase and the folder with your log on information.”
I went back to my new office, grabbed what I needed, then returned to the entry where Mistress put me back in my cage, and I got dressed. Bill locked up, then handed Mistress the keys and we returned to his residence.
“We have some food for you laid out in the dining room, canapĂ© type snacks and the like, nothing too heavy considering the hour. Plus, you can have another drink if you want. No need to remain clear headed anymore.”
Of course, Mistress made me strip again when we entered his residence. His wife remained nude and despite having just cum hard in my new place, suffered quite a bit of discomfort for the rest of the evening.
On the subway back to Brooklyn, I asked, “Did you know he was offering me this job, Mistress.”
“No. I knew he was interested in considering you for another position, but not what it was or any of the details or benefits. I knew nothing about the new apartment, rate of pay or anything like that.”
“Did you know he wouldn’t care if I stripped down, Mistress?”
“No, but he did tell me I could treat you the same in his home as I did in ours. The rest was all me.”
I nodded thoughtfully, then kissed her. She snuggled against me.
“I’m so looking forward to our new life, Richard. It seems exciting times are coming our way.”
A hell of a lot different than they’d been a month ago, that’s for sure.
******
The next morning, my supervisor congratulated me on my new job.
“I told you, you were doing a great job. Do you know what your new job consists of?”
“Personal assistant, manage his business and personal appointments. A lot of travel apparently. He expects me to be with him most of the time.”
“Good job. Let me know what you can’t finish by Friday and I’ll assign it to someone else.”
Not having to worry about losing my job, the next thing I had to worry about was my weekend. William had said it would be tough for me, enough so William had given me Monday off to recover. I could feel my stomach start to churn the closer it got.
******
Friday night I got home from work and found Mistress had made supper for me. I took off my clothes and hung them up before sitting down to eat.
“Are you nervous, honey?” Mistress asked.
“What’s giving it away, Mistress?”
“The fact you’re hardly eating, even though I made your favorite meal. It will be okay, Richard. All I need you to do is surrender your will to me and obey. Don’t worry about it, don’t think about it, just surrender.”
“Yes, Mistress.”
We took a shower together and brushed our teeth to prepare for company before our guest arrived at 7:30. I was waiting naked except for my cock cage when Mistress let him in. He was around six feet tall, 190 or so pounds, solidly built, short hair, mustache, and he was handsome, objectively handsome. I thought most people of either gender would think so, kind of how Brad Pitt was perceived by most people to be good looking.
“Richard, this is Andre. He’s going to introduce you to male on male sex. Would you like to see the cock you’re going to be fucking and sucking?”
Could I say no? I wanted to. Surrender and obey me. That’s what my Mistress required of me. Surrender your will, your ego, and obey me.
“I may as well, Mistress.”
“Let me help you with your clothes, Andre,” Mistress said, starting to unbutton his shirt.
First his shirt, then his shoes, loafers without socks, then lowering his jeans, a huge bulge in his boxer briefs. It didn’t look hard, and still looked to be seven inches long. Mistress lowered his briefs and I was looking at a limp, black snake, looking to be two inches in diameter with a huge set of balls dangling four inches below his groin. I gulped. Mistress tried wrapping her hand around the shaft. She couldn’t touch her fingers with her thumb.
“Mmm, lovely. A big black lollipop.” She popped the top three inches of his cock in her mouth. Thirty seconds of sucking added another inch and he still wasn’t erect.
“Beautiful, Andre. I’m going to love feeling this bad boy inside my tight little cunt. I have a request for you.”
“What’s that.” His voice was a mellifluous tenor which sounded as if he could do voices for commercials that would convince you to buy anything.
“I want to spend most of this evening fucking you. Except for Richard getting you hard enough to fuck me again, I’d like to save most of the guy on guy fucking for tomorrow. We’re having a couple women come to check out the action and I think they want to see you two boys fucking. They’ve already seen me fucking men. It’s possible either or both of them will want to fuck you too. I have no control over that.”
“That’s fine,” Andre said, “but you’ve got to remove that thing on his dick. I want to see what I get to play with and maybe mess with it a bit.”
I hoped to keep it off for the rest of the weekend. If I had to do this, I should get something to make it bearable.
“As long as you don’t make him cum. I want him to be desperate to orgasm tomorrow. This morning is the last time he gets to cum today. He’s doing without until the rest of our company arrives tomorrow.”
“I can work with that.”
Mistress took off my cock cage and he looked. It wasn’t near as impressive as his cock. At least he didn’t laugh. He moved close to me and took hold of my cock.
“Shouldn’t have a problem swallowing this cock,” he said, my dick starting to swell in his hand.
“Let’s retire to our bedroom and you can demonstrate how to fuck me with your big black cock.”
Mistress took his hand and led him to our bedroom. He kept hold of my cock, pulling me along with them. Mistress had a nice romantic setting with the sheets turned down and welcoming and several candles lit around the room for ambience. She drew him onto the bed.
“Richard, why don’t you get Andre nice and hard so he can fuck me.”
And so it began. I mumbled, “Yes, Mistress,” and took hold of his impressive member. I remembered my training and began the process of pleasuring him although I knew Mistress didn’t want him to finish in my mouth. I figured the longer I sucked him, the less time he could spend plugging my wife’s cunt. I could get the first seven inches down without much difficulty, the last two or so inches were proving to be more difficult. It wasn’t even the length as much as it was the width. I don’t think my throat was as big around as his dick. After getting all of him down, I pulled off and swirled my tongue around the purplish-black head, gathering some of his pre-cum.
“He should be ready to fuck, Mistress.”
Andre moaned. “This boy’s got skills. I thought you said he didn’t have much experience.”
“He had some general oral sex training when I did, but he didn’t get to practice on any cocks until I fucked the best man and another groomsman at his mother’s wedding. That was mostly like now, just getting the men ready to fuck me again. If it’s all the same to you, Andre, I’d like to ride you cowgirl until I get used to the size of your big prick.”
Andre was agreeable and he got on his back. Mistress asked me to put his cock in her and she balanced on her knees over his shaft. I aimed him at the wet hole that was her pussy and she slowly sank down his big dick. Mistress orgasmed before she was halfway down, moaning quite vociferously as he stretched her out. Not even Sven’s big dick had strained her pussy this much.
When she rose back up, her juices coated his bat. Damn, I was getting another erection watching my wife fuck his huge cock. What was the matter with me? She slid up and down a dozen times, cumming again.
“It’s so damn big, Richard. It feels like he’s splitting me in two. I love this cock. Lick my asshole, Richard.”
She leaned down and spread her cheeks.
Surrender and obey. I began licking, conscious of the big cock less than an inch from my lips doing the nasty in my wife’s cunt, slurping and sucking sounds as he plunged in and out of her wet box, stretched so wide to get around his prick.
“That’s wonderful, honey. It feels so good, I’m going to cum again.”
She did too. I could feel her pucker flutter as she spasmed. They continued fucking and Mistress was cumming fairly often, her sphincter spasming every time her pussy did.
“You like watching your woman cum on nigger cock?” Andre asked.
I was hard as a rock. I imagined it was stupid to deny I wasn’t excited.
“I enjoy my Mistress receiving pleasure from any source, man or woman,” I said, “and I don’t like the word ‘nigger’. It’s rude and racist, even coming from you.”
“What’s rude is how much I love this tight, white cunt and how it clings to me. Are you hoping I breed her?”
“No, she’s on birth control until she wants a child with me.”
“What happens when she don’t want your dick anymore because she’s had mine, she so stretched out, she can’t feel you anymore?”
“That’s pure shit,” I said. “A baby is bigger than your dick and I never heard any woman stopped fucking her husband after she had a child because she was too stretched out to feel his cock anymore. That’s why they exercise their cunt muscles.”
Andre laughed. “You got some fucking stones. Why you let other men fuck your woman?”
“For the same reason I’m going to fuck you. Because she wants me to. I decided to submit to her, to obey her wishes, so I surrender to her will.”
“You don’t want to fuck me?”
“Not particularly, but I’ll do it because my Mistress wants me too. I’m demonstrating my willingness to do what she wants, to obey her no matter how much I’d prefer not to.”
“I’m going to enjoy fucking you, even more because you don’t want to. I’m ready to cum now, you going to watch me fill her cunt with my cum?”
“Please do, Richard. Watch closely,” Mistress said. “I want you to watch, then suck his cock clean, and lick my cunt. I”m going to be so messy. I feel like I’m sloshing.”
I obeyed. Andre gave two or three more deep thrusts, then his dick flexed over and over, each twitch, another load of cream deposited in her cunt. Mistress climaxed again as he pumped her full of cum, so much even her tight snatch couldn’t hold it all in. It squeezed out from between their flesh, his dark ebon dick and her pink, spasming pussy.
“Fuck, that’s some primo pussy there, Richard. You a lucky man to have this cute cunt in your bed.”
He pulled out, his snake slithering out of the soaking sheath, a flood of fluids released as if a dam had broken. I grabbed his cum soaked hose, closed my eyes and shoved it into my mouth, licking and sucking to clean it up. More of their combined juices were leaking out of Mistress, running over his cock and balls. I lapped it up as quickly as I could to get to the copious fluids spilling out of her folds.
“Get over my face, Mistress,” I said, and she smiled and squatted over me and I pulled her close, licking and sucking the goop seeping from her pussy, swallowing rapidly to keep up with it.
“You’re such a good boy, Richard. I’m so proud of you.”
I couldn’t speak. Her pussy lips were almost smothering me. I licked her until she gasped in another orgasm, releasing more of Andre’s cum with her contractions.
When Mistress felt she was properly cleaned up, she lay down on the bed. “What an incredible fucking. That was marvelous. I love a big cock. Richard, you have to get him erect again. Then I’d like to get over you in a sixty-nine and let Andre fuck me again from behind. You can lick and suck on my clit and get me going, then I want you to suck Andre’s balls.”
It was not lost on me that it would give me an even closer view of Andre fucking my Mistress, and pumping her full of his cum.
“Yes, Mistress.” Surrender my ego. Obey my Mistress. Submit to her will.
I obeyed. I opened my mouth and accepted his huge dick, licking and sucking to get him hard. Andre put one hand on my head, encouraging my fellatio. He put his other hand on my cock and started pumping it, stroking, strengthening my own erection. I’d been hard for a long time, and started to get close. Mistress was paying attention.
“You have to stop, Andre. He won’t last much longer.”
He released me, my balls aching with the need to cum. It took ten minutes of jacking and sucking his cock before he was ready to fuck again. I lay down on the bed and my Mistress got over me, her pussy still wet and slowly leaking Andre’s previous discharge. She spread her legs on either side of my face and I started licking her pussy, paying attention to her clit while Andre lined up behind her, the dark, flared head of his dick, finding her sheath and pushing deep inside her until his sack rolled over my forehead.
I waited until Mistress had two orgasms before abandoning her clit. Surrender my ego. Obey my Mistress. Submit to her will, not mine. I began sucking his balls. Andre moaned, loving it. His hair was kinky and longish, and it felt strange in my mouth, even more so than Cheryl’s pussy hair had, but then again, his ball sack could never be confused with a pussy. I shuddered, but kept licking and sucking, so close to his cock sliding inside my Mistress, making her cum, shivering and trembling every time she did. Moaning and begging him to fuck her. Fuck her hard and own her cunt, to make her his.
Even knowing she was doing it to enforce my submission, by increasing my humiliation and shame like making me suck his cock and lick his balls, it hurt. My ego wasn’t dead yet. I still struggled with it, wrestling with it. I wanted to bite his testicles off, not suck them in my mouth. Making me do those things, tell me those things, didn’t increase Mistress’s pleasure, it established her Dominance. Just like not letting me cum tonight, and inviting Domina and Cheryl to witness my mortification tomorrow didn’t increase her pleasure. She’d cum as much regardless what I did. It was to increase my feelings of submission towards her, for me to prove to others I accepted her Dominance; to recognize her as my owner, my god, my beginning and ending in her hands.
Andre groaned and I felt his nuts drawing up, preparing another load of sperm for my Mistress, my wife. She begged for it.
“Fuck me, Andre. Cum inside me. Fill me with your cum. I want it. Make me cum on your cock. Own this white cunt.”
Over and over, drilling the words into my brain in a searing pain, like she was branding my soul.
Surrender your ego, I told myself. You submitted for her pleasure; to obey her, to live your life for her. It’s no reflection on your worth as an individual or as a man. Mr. Thornhill believes in you, in your strength and your ability. He’s going to pay you massive sums of money. He doesn’t care if you’re submissive. Let go.
Andre let go, gasping and freezing inside Mistress’ cunt, his cock pumping again, more cum, filling her up, a sperm pumping station. I caressed his balls with my tongue, licked his shaft as it slid in and out of her, tasting both of them, raw sex. Mistress gasping, shuddering, cumming again, her pussy clutching his cock like a lover, contracting, trying to vacuum the cum from the balls I was licking. Surrender.
His testes stopped twitching in my mouth, his sack relaxing and becoming looser. He groaned and his cock slipped out like a baby with a final push, accompanied by a gush of fluids, the placenta, in the form of cum, his and hers, spewing out behind it. I closed my eyes again, blindly licking, cleaning, trying to get every drop, scooping it with my tongue, sucking it out of her gaping, raw, well fucked cunt. I got every drop I could, then excused myself, went into the bathroom and heaved up my guts, expelling everything. Despite that, my dick was still hard and my balls ached. How fucking sick was I?
Mistress came into the bathroom behind me. She sat beside me and stroked my hair, my face, my shoulders, as I got the last of the sour bile out of my stomach, spitting and coughing.
“I know it’s hard, Richard. I want you to know how much I love and appreciate what you’re doing, how strong you are.”
“I don’t feel strong, Mistress.”
“I know you don’t. It’s still your upbringing getting in the way, but I tell you truly, I don’t believe I’ve ever met anyone stronger than you’ve been today. It goes against everything you’ve ever known and believed, and still you did it for me. You can’t believe how much I love you for it. Despite that, I know tomorrow will be harder. I’ll apologize in advance for what I’ll ask you to do tomorrow.
“Go ahead and shower. I won’t ask more of you tonight. I’ll fuck Andre again in the morning, then we’ll both be getting enemas before Cheryl and Domina arrive.”
I knew now why Mistress told Thornhill I’d need Monday off. If tonight was any indication, the next two days would be hell.
******
Andre fucked Mistress again in the morning. She knelt in front of him after I got his cock hard, and put it inside her. I watched from underneath her, not as close as last night, but close enough to hear the slapping and the squelching of their fluid slicked flesh, to see the slime of their sexual lubrication coat his cock and drip from her leaking folds. To hear her moans and whimpers as she orgasmed and his sack swinging back and forth as he sawed into her flesh. To see his prick swell and flex as he emptied himself, more mess to clean up, although they used the shower instead of my tongue this morning, while I fixed breakfast. I wondered if it would be easier having sex with Andre myself instead of watching him fuck my wife. I suppose I’d be finding out soon.
After a light breakfast, Mistress and I took care of our cleansing ritual. We’d each done it enough that we were relatively clean inside and didn’t require as much fluid to clean us out. Andre watched a little TV while we were gone. None of us bothered to dress. I couldn’t, Mistress because she expected Domina to use her even as I had sex with Andre, and Andre because he didn’t have anything to hide.
Domina arrived at ten, about two minutes before Cheryl. We introduced them both to Andre. He seemed to appreciate both of them. They were lovely women after all, and if he liked sex with men, he also enjoyed it with women as the last fifteen hours had proven over and over. It felt strange to be naked in front of Alexa, more so because I had another erection. I was already getting used to Cheryl’s presence, though both of them watching me go through what I was about to do, disturbed me almost as much as me doing it in the first place. It seemed like my first real sex with a man should be more private than it was going to be.
“Andre, this is our Domina, our surrogate Mistress in the absence of Richard’s mother. She’s here to monitor my treatment of her brother and to reinforce my submission. It’s likely I’ll be licking her cunt and being punished at some point today. The other woman is my friend, Cheryl. She spent last week with us and wanted to see Richard with another man. What they do while they’re here is up to them, although I think Cheryl is drooling now she’s seen your cock, so who knows.
“Since Richard has cleansed his ass, what I was hoping, is that you’d fuck Richard in the ass, and when you’re done, he’ll suck you to another orgasm. Would you have a problem with this? We can get into some other things later after lunch.”
“Sounds fine. Do you fuck Richard’s ass with a strap-on?”
“I do,” Mistress replied, “does that make a difference?”
“From the back, doggy style?”
“Yes.”
“Has he ever kissed a man, romantically, passionately?” Andre asked.
“No, not to my knowledge.”
“If I fuck him like you do, he’ll be able to pretend to himself that it’s you fucking him. He won’t even have to look at me and see it’s a man fucking him. It will make it easier for him to accept. I understand you’re doing this to test his submission by making him do things he doesn’t want to do?”
“That is the purpose.”
“I suggest I fuck his ass face to face, and that we kiss as I fuck him. It will be hard to pretend to himself it’s you. He’ll be forced to accept it’s a man fucking him.”
“That sounds like an excellent suggestion,” Domina said. “I want to see that.”
“So do I,” Cheryl said. “Sounds like fun.”
Just when you think things can’t get any worse, they do.
Andre smiled. “I like introducing new cucks into the fold, giving them their first taste of gay sex. I’m looking forward to it. Come here, Richard. Let me show you how it’s done.”
“Don’t you want to use the bed?”
“No, I want to do you on the floor.”
I was shivering, but I walked forward. Andre was about two inches taller than I was, more firmly built, harder. I’d just started working out again. As soon as I was in range, he pulled me closer, closer, until our dicks touched. I felt his huge salami dangling between his legs. Then our chests touched and he grabbed the back of my neck and turned my head to the side and kissed me. The small mustache he had was the same kinky hair of his pubes. It felt odd touching my lips, as if I was kissing pussy. His lips were harder than a woman’s, more demanding. I could feel his tongue thrusting at mine, insisting on entry.
When I opened my mouth, it tangled with mine, thicker than a woman’s tongue. I could taste his breakfast, the coffee he had. All in all, he wasn’t a bad kisser, just different, so much different. I felt his cock swelling, getting larger, rubbing against me. Andre reached down between us, grabbing my own, massaging it, caressing my balls, making me hard in turn.
After kissing for several minutes, he pushed me down my knees to finish what nature had started.
“Suck it, make it hard, then ask me to fuck your ass.”
I looked at Mistress. Her eyes were alight with delight. She was sitting down, touching herself, a finger lightly sliding up and down her slit, slick with moisture. Both of the other women were seated as well. Domina had a hand on her clothed boob, squeezing it, breathing hard. Cheryl wasn’t touching herself yet, but she was panting too, her mouth open. I turned back to his sausage, opened my mouth, stretching it around his girth. Still he grew, taking up space in my mouth.
It was an awkward position. His cock was trying to rise up, my throat only wanting it to bend down. It pushed more forcefully against the roof of my mouth, yet remained just flexible enough to bend slightly as I swallowed, trying to get him down. When I had the right angle, he held my head and started face fucking me. He was so wide, I had to time my breathing to his cock sliding in and out of my throat, my eyes watering.
“Suck my cock, little cuck boy. Soon your ass gonna feel what your woman’s cunt felt, having my big, black cock filling it.”
He was right. Mistress’s strap on wasn’t as long or wide as Andre’s tool. He was going to go where nothing had gone before unless it was coming out.
Domina tossed a bottle of lube at my knees. “He’s right, Richard. You better lube that tube up or it isn’t going to fit without scraping skin off.”
I released his fully lengthened dick, almost spitting it out, my saliva dripping down my chin. I grabbed the lube and put a huge dollop in my hand. I started oiling it from the head down. Even my fingers didn’t go all the way around it. I figured the closer I got him to climax, the less time he’d spend in my ass, so I was stroking him hard, trying to get him close at least.
“That’s enough, Richard, let him fuck you now,” Mistress said. “I want you to feel his cock in your ass.”
“Don’t forget to ask politely,” Andre said.
“Please shove your prick up my ass and fuck me,” I said, thinking I’d never expected those words to ever pass my lips.
Andre smiled down at me. “On your back and pull your legs backward.”
I did and Andre knelt in between them holding his stiff cock. He placed the plump head against my pucker and leaned forward.
“Oh, fuck!” I gasped, feeling as if my ass was being torn in two as the head pushed through the ring.
“Big, ain’t it,” Andre laughed. “Now you know how full your woman’s pussy felt.”
Andre was gentle; knowing how big he was. He didn’t ram himself into my ass. He pushed, sliding inch by inch up my tortured passage.
“You like it yet?”
“No. How much more do I have to take.”
“About two inches, more or less.”
Please be less.
“This is good,” Andre said. “Most faggots I fuck don’t have assholes this tight.”
Finally, I felt his balls smack against my cheeks. I remembered Mistress’s first anal fucking, and I was glad I’d been gentle with her, remembered she’d taken six more cocks up her bum, including Shed’s massive member, not quite as long as Andre was, but just as thick. Now that Andre was already in me, he bent down and started kissing me again. It felt stranger now, more like making love. Now his cock was buried in my ass.
I could feel my hard cock trapped between us, throbbing, Mistress not letting me cum for the last twenty-four hours plus. Andre started to move; three to four inches out, three to four inches in, my sphincter loosening from the pressure, becoming used to the thrusting, the foreign intruder.
I heard Mistress moan as she orgasmed. I looked and saw her fingers flying through her slit, enjoying her climax.
“Don’t look at her; look at me,” Andre ordered. “I’m fucking you. Now kiss me back.”
I looked, and his eyes were watching me, watching my reactions, reading me. I kissed him back, our tongues tangling again. Andre sped up, fucking me harder, deeper, longer with each thrust. His prick was massaging my prostate with each lunge. I sensed the familiar tightening of my body prior to an orgasm. My balls tightening, my abs, the wonderful feeling of an orgasm about to happen. Andre felt my throbbing cock between us, the surging wetness, my groans of pleasure at my long delayed orgasm reaching fruition. Cumming not on his cock, but because of his cock, so deep inside me.
“Feels good, cuck boy. Finally getting to cum. That’s it. Let go. Relax. Enjoy it.”
He sped up, fucking faster, getting close to his own release, his tongue invading my mouth as he climaxed, throbbing his massive load in my ass, pulse after pulse. Finally still, breathing hard into my mouth. His cock finally shrinking, easing the pressure on my anal ring, sliding out on a wave of cum. Some air passed out at the same time, a fart fucked into my rectum with his pumping dick.
“Clean him up, Richard,” Mistress said. “Suck him off until he cums down your throat. Show him what you’ve learned; what a good cocksucker you can be.”
Surrender, obey, submit.
I began the process of trying to intentionally make a man orgasm in my mouth. Peter had been an accident, not paying attention to the signs of his arousal while watching Sven fuck my wife. I heard Cheryl gasp when his fat crown passed through my lips. The fact he’d just fucked my ass, making it more deviant, more dangerous, more lewd. Mistress made me lick and suck her strap-on after I’ve been cleansed, so the taste is familiar; the lube, the mucus, but different because of Andre’s cum, thick on his shaft. I tried to remember all Beth had taught me about oral pleasure, all Mistress did to me when she seduced me with her mouth.
Searching for Andre’s erogenous zones, his pleasure points, feeling him swell and grow again as I found them, played with them. When Andre was hard again, Mistress coming to me, her tongue dipping into my savaged flesh, licking the cum that spilled from my ass, digging her tongue inside, so soothing after his hard fucking, reminding me I was loved and cherished too.
Sometimes, I had all of his cock inside my throat, sometimes just circling the crown with my tongue, licking the sensitive spot below the glans where the head came together on the underside of his shaft. Sometimes, I lightly stroked the shaft while I rolled his balls in my mouth, sometimes one at a time, sometimes together. I licked behind his balls, the taint, the perineum, so close to the asshole Mistress would eventually make me fuck.
Mistress began stroking my cock with a lubed hand, while she drilled down my ass with her tongue, making me hard, making my cock twitch.
“I want you to cum when Andre floods your mouth with his jism,” Mistress said.
I remembered Domina doing similar while she was whipping me, making me watch my wife suck Joshua’s cock, telling me to cum when Mistress kissed me with his cum in her mouth, passing it to me. I moaned, thinking of it.
Mistress and I both recognized the signs of Andre’s pending explosion. They were the same signs I exhibited every time I climaxed. His breathing grew faster and shallower, his cock started to swell, his balls drawing up. Mistress stroked me faster, harder.
Andre groaned and his cock thrust deeper, starting to throb, pulsing a jet of thick, salty-sweet, viscous, cum in my mouth. I gasped and shot my own load, pumping into her hand as Andre spurted into my mouth, flooding it, filling it, frantically swallowing it as he threatened to drown me in his cum. My own cum shooting across the floor, knowing I’d have to lick it up, clean up after myself.
I gulped, finally able to keep up as the flood slowed, the jets reduced to dribbles, still bubbling over my tongue, Mistress’s hand slowing, squeezing out the last of my sperm. She kissed my neck, abandoning my bottom. I’m sure she got most of Andre’s previous load. I could feel my sphincter closing, returning to normal.
“Do you think you’ll puke again?” Mistress whispered.
I thought about it. Slightly queasy, but not bad, the cum I’d swallowed almost a lump in my stomach, probably imaginary on my part, no more than a tablespoon or three of the stuff, less than a quarter cup of cream.
“No, Mistress.”
“That’s good. Clean up your mess, starting with my hand.”
“Yes, Mistress.”
She fed me her hand, smeared with my discharge. I licked it clean, then found the drops of cum I’d expended past her hand, glittering on the tile floor. I licked it up. I looked at the other two women in the room, my witnesses. Both of them had shoved their hands down their panties and masturbated during my show. Their hands were still there, but immobile, merely soaking in the remnants of their own waves of pleasure.
“Damn, boy, you are one fine cocksucker,” Andre said.
“He licks pussy even better because he enjoys it more,” Mistress said, patting my head. “He’s a very good boy.” She stood up. “Why don’t we take a break. Cheryl, if you help me make a tuna salad, we’ll have that over lettuce for lunch and I’ll crack open a bottle of wine. Domina, you might want to ask your brother about his new promotion. You’ll be the first one we’ve told.”
They got up and went to the kitchen.
“What promotion?” Domina asked.
“Mr. Thornhill asked me to be his personal assistant. I start learning my new job on Tuesday. Next Saturday, we have to be ready to move our things, what we take with us, Domina. Perhaps you’d like some of the things we don’t need anymore.”
“Where are you moving to? Please tell me it won’t be too far away. I need to keep my eye on you.”
“Manhattan, Central Park West, near his house, Domina.”
“No fucking way?”
“Way. Job comes with the apartment, furniture, car, on top of the salary, Domina.”
“How much?”
“Three hundred grand to start. More if it works out, Domina. It will involve a lot of travel. He said I’ll need to go with him most of the places he goes.”
“Are you talking about that billionaire guy, William Thornhill?” Andre asked.
“One and the same,” I replied. “I guess I have more skills than just sucking your cock, Andre.”
Andre laughed. “Are you going to be sucking his?”
“No. He’s not interested in a male cocksucker.”
“He should let you. For the amount of money he’s going to be paying you, he should get his money’s worth because you are a great cocksucker.”
“Where does he compare?” Domina asked.
“One of the best I’ve ever had. Is the missus as good as you?”
“Probably better,” I admitted. “She would get into it more than I would.”
“You sure you don’t get off on sucking cock?”
“Pretty sure. I do get off on being pleasing to my Mistress. She enjoys my obedience. I enjoy obeying.”
“I could swear you were born with a dick in your mouth.”
“Just training,” Domina said, “from a very talented slave.”
“You take the training too?”
“I was paying attention. She thought it might be useful to use on any lovers I took.”
“Do you suck cock as good as he can, Ginger?”
“Maybe. I’ve never sucked one as big as yours, Andre, so it’s hard to say. I assume Richard got some practice sucking yours before this morning getting you ready to fuck his Mistress. She told me you were spending the night last night.”
“Maybe you need the practice.”
“I’m thinking about it. I think I need a fucking more.”
“Be glad to accommodate.”
“We’ll see. Richard needs more work first. I think you should sixty-nine, and I want to see him fuck your ass.”
“Yeah, I ain’t sucking him after he fuck my ass.”
“No one’s expecting you to. He took some enemas to clean himself out this morning,” Mistress said. “It’s the reason I shoved my tongue up his bum. I did it too. I think I need to feel your big cock up my ass as well as my cunt. I’ll suck your cock afterwards while he licks my bum hole. Then, I expect you can sixty-nine for us. Lunch is ready. Would you pour wine, honey?”
“Yes, Mistress.”
I poured wine while Cheryl and Mistress set the table. Three of us were still naked, Cheryl and Domina still clothed, though relaxed. Everyone had two glasses of wine, not going anywhere. It helped wash down some of the cum I’d swallowed.
Our meal finished, Mistress said, “It’s time to get comfortable in the bed. Clean up the kitchen and join us when you’re done.”
I agreed and Domina stayed to help. As we cleaned up the dishes, she checked on how I was doing.
“Are you doing okay.”
“As well as can be expected, Domina.”
“Have you thought of using your safe word?”
“I’ve thought of it, Domina.”
“Why haven’t you?”
“Trying to surrender my ego, sublimate my will to Mistress. I figure the sooner I do so, the easier it will be in the long run, Domina.”
“What’s the scoop on your new job?”
“I can’t discuss it with you with others present, Domina. My job entails keeping information regarding my employer confidential. I know I can trust you, but I don’t know about the others. We can discuss it later.”
“If it’s any consolation, I wanted to tell you that watching you suck his big dick and get fucked in the ass was a great show. I couldn’t help but masturbate to it.”
“I wouldn’t call it a consolation, but I’m glad you enjoyed yourself.”
We went to the bedroom and Mistress was sucking Andre’s rod, swallowing all of it as I had. With her smaller, shorter frame, and smaller face, every time she accepted his entire cock, a bulge in her throat appeared all the way to the hollow of her throat.
When I appeared, Andre moaned, “You’re right. She is a better cocksucker.”
Mistress pulled off his cock. “Like we did yesterday, honey. You and me in a sixty-nine with me on top, except I’m going to let this beautiful cock fill my booty.”
“As you wish, Mistress.”
Domina and Cheryl pulled up a couple chairs close to the bed so they could watch. Mistress got over me and she said to Andre, “Just soak your dick in my cunt. It should be plenty wet to shove in my ass.”
“If you’re sure.”
“I’m sure.”
I saw Andre fill my wife’s pussy again, sliding easily inside her. She climaxed as he filled her, increasing her saturation, soaking his cock as she trembled through her orgasm. He gave it half a dozen more thrusts and adjusted his aim, going for the cute little pucker. Mistress groaned as he entered her.
“You’re so fucking big. I love your big black cock, Andre. I could fuck it forever. You need to be a regular guest. Fuck me, fill me with your cum. Make me your ass slut.”
Andre was giving her every inch of his cock on every thrust, from the crown until his prick was buried, his sack tea bagging my face as he fucked her. I concentrated on her clit, knowing every orgasm would ease the soreness created by his thick dick stretching her tiny butt hole. Apparently, I was doing a good job. Mistress was cumming fairly frequently, every three or four minutes, until Andre went rigid, his back bowed, flooding her back door with his jism. I could see every pulse pass through his prick, so close to my face.
In accordance with her plan, Mistress took care of cleaning his cock while squatting over my face so I was left with her gaping asshole. The rim was red and inflamed looking, horribly stretched by his fucking. Given how many times Andre had cum since he arrived, I was surprised by the amount of cum leaking from her ass. Apparently, his balls and prostate worked overtime during lunch to fill his sack again.
“Andre, please get over my husband in a sixty-nine and suck him off,” Mistress said.
I was already in position. I didn’t even have to move. For the second time today, I was faced with the prospect of sucking Andre to completion. The only difference was he’d be sucking me as well. Andre had no problems swallowing my cock. I wondered how many he’d had before me, if he preferred men or women or if he was indifferent to who he fucked.
Domina decided she was tired of just watching so she had Mistress lick her cunt while Andre and I fucked.
I was getting used to sucking his cock, not enjoying it, but getting accustomed to it being in my mouth. He’d cum more often and more recently than I had, so he lasted longer than I did. He swallowed all my cum and kept sucking while I finished him off, knowing I still had to fuck his ass. He got me hard again, and when I was ready, he pulled his legs back like I’d done, opening his body for me.
“I like to face my fuckers,” Andre said, “know who’s got their cock in my ass. I expect some loving, not a ‘wham, bam, thank you, ma’am’ type of operation.”
I looked at Mistress and she nodded. I took some lube and greased myself up. Eying the snake which would be sliding between us, I put my cock at the portal to his muscular bum. I was about to ease it in when he said, “I’m going to fuck your wife later, slip my meat so deep inside her she’s going to forget that little pecker of yours forever. You might want to think about that for a minute.”
I did, less than a minute actually, then slammed my cock as hard as I could up his shitter.
He grunted. “That’s right, cuck boy. I knew you had it in you. Fuck me hard, you bitch.”
As I kissed him, I fucked him a new asshole. I felt his cock get hard between us, sliding between our bellies.
“You feel it, don’t you? The big fucking dick I’m going to turn your wife into my bitch with. I’m going to put her ankles on her ears and fuck so hard and deep it’s going to stick out of her mouth so she can suck it at the same time.”
I started laughing and stopped fucking. “Did Mistress give you those lines because, no offense, those just don’t sound like you at all.”
“You don’t think I can come up with that stuff myself?”
“No, I don’t see you as the kind of asshole who gets off on running other people down. You’re the kind of asshole who likes to get fucked in the asshole, but that’s the whole point.”
He grinned. “Busted.”
“I’m thinking the whole face me while we’re fucking and no ‘wham, bam’ was yours. The rest of it didn’t sound like your script.”
He looked at Mistress. “Sorry, I tried.”
Mistress said, “It’s okay. I was feeling a little sorry for saying all that stuff to him anyway. It seemed a little harsh. I just need him to be obedient, not feel bad about it afterward.”
“He seems pretty obedient to me.”
“He does to me too,” Mistress said, patting my ass. “Go ahead, Richard, kiss the poor guy, give him some loving.”
I resumed fucking him and I kissed him, right up until the time I spurted my cum up his ass.
“I’m going to take a shower with my husband,” Mistress said when it was clear my orgasm was over, “then take him to bed, this bed. I need the rest of you to leave the room. Andre is going to be free the rest of the night, although I will need him again in the morning, so if either or both of you other ladies wants to feel what it’s like to have that big cock in you, now’s your chance. The spare bedroom is made up, the bed will sleep three if you’re feeling kinky.”
Turns out they were both feeling kinky, but that’s another story. Mistress washed me, then took me to bed, sucked me erect and made love to me, riding me. Her cunt didn’t feel that loose to me, though I didn’t have the chance to fuck her ass, because we were both exhausted when we finished. Fucking is hard work. We fell asleep in each other’s arms.
******
Mistress did fuck Andre again the next morning. He was in her cunt and I was in her ass sharing her body. I kind of liked Andre. Nice fellow. I even kissed him goodbye as you’ll see in a minute.
Mistress gave him a thousand dollars as he prepared to leave later that morning. “Wait, you hired him, Mistress?. You hired a professional, a prostitute?”
“I prefer sex worker myself,” Andre said, smiling. “Prostitute is so last century.”
“I figured if he was a professional sex worker,” Mistress said, “there’d be less chance of emotional complications. Keep it strictly business, you know.”
“Speaking of that, I had a really great time,” Andre said. “I’d like to do this again. You were lots of fun and I enjoyed myself.”
“We can’t afford to pay for sex all the time,” Mistress said. “This was a one time thing.”
“I’m not talking about hiring me. I’m talking about a date. Going out in my spare time.”
“Does that mean this one is free,” Mistress asked.
“I’d like to oblige but 40% of this goes to my bookers, and I do have to live. You got me kind of cheap anyway since you had me for two nights, but it sounded fun, and it was. I don’t often get a couple with two other hotties thrown in. I have off nights where I’m not working, if you’re not freaked out.”
Mistress looked at me. I said, “Don’t look at me, Mistress. You know I’m going to do what you want me to. Submit, surrender and obey.”
“If we’re not paying him, it’s personal and there could be emotional issues which crop up?”
“You’re talking about jealousy?”
“Among other things. He would be fucking your wife on a regular basis, no ‘wham, bam, thank you, ma’am’ sex.”
“Do you plan on keeping me in submission and fucking other people, Mistress?”
“I do, but this would be different.”
“Yes, and he’d also be fucking your husband, Mistress, so there’s that. I’m not sure it isn’t better to have one guy we kind of like and enjoy instead of depending on random fuckers we might detest.”
“Give me your personal number, Andre, and let us think about this. We’ll call you if we decide dating might be fun,” Mistress said.
“I hope you call,” Andre said, writing down his number on the back of a business card. “I had more fun than I usually do, and I really like you both. I’d like to see if I can’t get Richard to enjoy sucking my cock since he’s so damn good at it.”
“Be careful, Mistress, if I do start to enjoy it, I might turn out to be the better cocksucker. You won’t be better at anything. Cheryl already thinks I’m the better cunt licker.”
“For someone who’s doing this under protest, you have a pretty good attitude,” Andre said.
“It’s not protest really,” I said. “It’s learning to give up my ego, to forget the way I was raised with certain expectations and social conditioning. Plus, it’s easier to laugh than to cry.”
And that’s when he kissed me, and I kissed him back. Surrender. He kissed Mistress too.
He said goodbye and left. We stopped by the spare bedroom. Cheryl and Domina were still asleep, cuddled naked together.
“I suppose we should let them sleep. They were fucking quite late last night,” I said. “What did you want to do the rest of today and Monday, since I’ve got the day off and I don’t appear to be in the blue funk you thought I’d be?”
“We need to shop for new furniture, start packing the things we want to take with us and decide what to keep or get rid of.”
“Maybe the two deadbeats should help us, Mistress” I said.
“You think Domina would lower herself to helping two slaves?”
“She’d better, we just paid a lot of money for the sex she had last night, Mistress.”
“You’re right. She has a fiduciary responsibility to help.”
“Plus, I’ve already offered her what we don’t want in our new home, Mistress.”
“Fine, we’ll wake them when breakfast is made. Coffee and bacon always eases getting up earlier than you want to.”
I kissed her and we went to make breakfast.