Fantasy Island

Then again, maybe Robert wanted to keep something like this to himself?

My mind was racing and my cock was straining against the cage as I found it impossible to focus, settle my head, or have a moment’s peace without a random thought disrupting my day.

Ann had came home Sunday afternoon. It was a bout 2pm. She had been at her assistant’s apartment since 8pm Friday night.

Friday night, she gave him a blowjob in the kitchen of the apartment, with the shades open. She had “teased” him all week by wearing low cut tops, higher skirts, garter belts, and they had instituted a “no panties Friday” office policy (Ann’s suggestion with Joe’s help).

Joe had convinced her to shave her pussy completely bald, and to wear revealing clothing to work. It had its charms. Her red hair and knockout body did not hurt either.

After getting his load off, the assistant did not feel like eating Ann’s pussy, no matter what she did. She got upset about it and was just about ready to leave when his room mate came home. The room mate was a carbon copy of Ann’s assistant and (as far as Ann could tell) would / could / should measure up in all ways.

Ann saw Greg and calmed down right away. She decided to spend the night as they had planned, and the three of them started drinking. She got her assistant drunk, and then he passed out. Greg and Ann helped him to bed, and then went back into the living room.

The room mate was very charming and very horny. He had broken up with his girlfriend of six months a few weeks ago and just never felt like doing anything. He confessed that being around Ann made him feel alive.

Ann wore a white top that buttoned down the front with no bra. She wore a red skirt, no panties, and black heels. She showed up ready to fuck, but “someone” had been beating off all week (Ann assumed), so once he blew his load in Ann’s mouth, he was done.

Ann was pissed about it, but now she was all better. She cranked up the heat by unbuttoning the top two buttons. “Do you feel any more alive when I do this?” Ann asked Greg.

Greg was no slouch. He took the hint and kissed Ann on the lips. “Yes” he answered after the kiss. Ann smiled and then shoved her tongue in Greg’s mouth and he pulled her in closer. Ann could feel his hard cock against her thigh. It made her even wetter.

The two of them made out for a few seconds and then rushed into Greg’s room. The two got completely naked and jumped into Greg’s bed. They started making out and exploring each others’ bodies. Ann grabbed his cock and started stroking it. Greg took his time exploring Ann’s body. He made her feel like a queen.

Greg was “first” to make a move, and he slipped down between Ann’s legs, found her freshly shaved pussy and plunged into her. His tongue sent shockwaves through her body. She held Greg’s head in place and lifted her hips to grind against his face. She came instantly, filling his mouth with her sweet nectar. Greg swallowed all that he could, and continued eating her pussy.

Another orgasm ripped through Ann’s body, making her moan deeply and pull Greg’s head into her pussy even deeper.

Just as Greg was about to stop, Ann chanted, “Don’t Stop… something big is happening… OH GOD… I’m coming.”

Greg needed no other encouragement. He pushed his own face into Ann’s married pussy, parting her shaved lips even more, and tongued her clit harder than he had ever tongued any other woman in his life.

In about 30 seconds, Ann let out a howl and shot a stream of pussy juice all over Greg’s head. She had NEVER squirted before Greg, and now that it had happened, she was loud and unforgiving.

As soon as it passed, she pulled Greg in for another “treatment” and within a few seconds, Ann was screaming out “OH GREG!!!!! Greg.. Greg… Greg…”

As she screamed out his name, she shot fluid into the air, and all over Greg’s silk sheets.

Greg lowered his head back down and licked off the extra juices.

Ann’s body tingled all over. She was in a place no other man had EVER put her, and she wanted more. She was panting and weak from her body being out of control.

“If he can do this with just the tongue, what can his dick do?” she asked herself.

She pulled Greg up from between her legs and kissed him passionately, mouth open and tongues rubbing. She could taste herself all over Greg’s face. She loved it. She loved everything about this moment and this man.

She could no wait to see where things were going.

Greg steadied himself with one arm and guided his cock head against Ann’s pussy. She was so wet that Greg slipped inside of her with a little effort.

“Oh my GOD.” Ann blurted out loud.

Greg looked down at her, “You okay?” he asked, worried.

Ann pulled him down for more kissing, “Everything is wonderful.”

Greg moved in and out of Ann slowly. Her poor “neglected” pussy had not been treated the way it should have been in the past, leaving her wanting more most nights. Joe had done a miserable job of satisfying her, and now she had a green light to be treated “this way” and there as no turning back.

Ann watched as Greg was careful to move slowly. Ann cooed with the way he was treating her, moan with each movement and eagerly awaited the moment when he would flood her pussy. She wanted this so bad. Everything was perfect.

Greg started moving in and out of Ann, moving faster and taking longer strokes.

“Its happening again.” Ann announced to Greg.

A few more strokes of his cock, and Ann was gushing all over the bed again. She sprayed more this time around that before.

Greg quickly slipped his cock inside of Ann and raised her hips off of the mattress. Her shoulders were the only thing touching the mattress. Her titties rolled against her cheeks as Greg angled her hips just right. The head of his cock, rubbed the inside of her clit, massaging it in just the right way.

Ann blurted out, “I’M CUMMING AGAIN.”

Greg went into action. He wrapped his arms around Ann’s legs and pinned them against his torso. He used the strength of this shoulders and back to hold her hips off of the mattress, and to fuck her properly.

His cock slipped in and out of Ann and it made a sloppy sound. As Ann was screaming loudly, Greg continued to pound her pussy. As she squirted out more fluid, her pussy contracted around Greg’s cock, squeezing him with each inward thrust. This made Greg want to shoot his load.

“Oh SHIT Baby… I’m gonna explode!!!” Greg yelled.

Ann reached for Greg’s muscular ass and pulled his hips and thighs to her.

“Cum inside of me. I want to feel you explode.” Ann grunted.

Greg worked his lower body faster than before and within a few seconds, Greg grunted really loudly as his cock filled Ann’s married pussy, he exploded inside of her, granting her wish.

Ann could feel his balls against her ass. She could feel them move with each twitch of his cock, and each spurt of cum Greg shot into her.

The sensation was beyond belief for Ann. She moaned with deep satisfaction as she was filled with a stranger’s cum. A “stranger” that earned the title “Best She ever Had”.

Greg let go of Ann’s legs, and he lowered her hips onto the silk sheets. He kept his cock buried inside of her, and she wanted him to stay inside of her. She wrapped her long legs around him and they kissed and grunted for several minutes until Greg’s cock started to go soft.

Greg rolled off of Ann and Ann raced to the bathroom where she hovered over the toilet and several drops of semen dripped from her pussy. Her knees shook. Her body tingled. This was just the beginning of her experience with Greg.

She wiped away what she could and returned to the bedroom. Greg was laying on the bed, his cock still erect, but softer than it was before. There was a wet spot in the middle of the bed bigger than Ann’s hips.

She should have been embarrassed.

“Every man before Greg has been successfully shamed tonight.” she thought to herself.

“You okay?” Ann asked innocently.

Greg lifted his head, “Never better.”

Ann was relieved. She crawled back into bed with Greg and cuddled him. She fell asleep in the wet spot, on Greg’s chest, and she slept until noon.

The next morning Ann woke up alone. Greg had drawn a rose on a sticky note and left it on the pillow. He wrote his cell number under the rose.

Greg had to work a delivery route to help pay off the furniture his girlfriend bought and then she left him after two payments. He has a month or two left, and three months left on the lease. Then he was moving out.

Greg had just found out that his former girlfriend had cheated on him WITH his current room mate (Brian), but he could not find a place to live and afford to pay off the furniture, so he was “stuck”. Brian did not know that Greg knew, which kept things peaceful (for now).

When Greg saw Ann, he decided to get revenge. He was tired of Brian bragging about how he was going to have an older woman over and how she wanted to spend the night with him. “blah blah blah” Greg thought to himself.

Greg never anticipated what happened last night would be some of the best sex of his life.

Ann knew that her assistant would be hung over and pretty much a shit for the day. She also knew that once he found out what happened last night he would turn into a little bitch, and eventually ask for a transfer. Right now, Ann was okay with that. Greg had given her something she NEVER had before, and Ann was ready to hang onto that for a while. “I’m gonna wrap my pussy around that and ride it out.” she joked to herself.

Ann wanted to stay in bed and relax. She couldn’t.

She heard movement outside and assumed that Brian was leaving for the day. She heard the door shut, and lock. She snuck a glimpse out the window blind and saw her assistant leaving with a back pack.

“Granola Boy will be gone all day.” she joked to herself.

She decided to wait it out a few minutes and then tidy up a bit. Then (she promised herself) she would leave.

Ann got up and started snooping so she could find something to wear. She found a dresser drawer with some of Greg’s T-shirts in it. She slipped one on over her naked body. “Aren’t I just the roommate darling.” she thought to herself. It was long enough to just cover her ass, if she did not bend over.

Ann got up and stripped the bed, then threw the sheets in the washer. She fluffed her skirt and top, then hung them up in Greg’s bathroom.

She straightened up the kitchen, started the dishwasher, and wiped off the counters. She bagged up two bags of trash, and set them by the door.

The sheets finished and Ann threw them in the dryer. They wouldn’t take long, so Ann rushed to finish up before either of them got back.

She slipped back into Greg’s room and picked up a few things, found a laundry basket and filled it.

Her phone’s text chime went off.

Joe – “Everything okay?”

Ann – “YES. I am fine. Best sex of my life last night, wicked story. Will tell all when I get home. If not home by 2, will call.”

Ann finished that text and the phone went off again.

New Number (Greg) – “Hey sleepy head. Almost done at work, you want some lunch?”

Ann – “Hey Sexy. That sounds good, but I’m not really “dressed” for lunch.”

Greg – “Will bring you something to help keep your strength up. What do you like?”

Ann – “Craving a burger.”

Greg – “I know a place. Be there in 30 minutes.

Ann – “How long does Brian stay gone for on the weekends?”

Greg – “He left for his Sister’s place, won’t be home until late Sunday.”

Ann – “That’s a game changer.”

Ann – Sent a pic of herself in Greg’s shirt, standing on front of the bathroom mirror.

Greg – “I cannot drive with a hard-on.”

Ann – “Take your time, get you and that cock here safely. Getting into the shower.”

The sheets finished and Ann whipped them out of the dryer. She slipped them back on the bed, made the bed, and she jumped into the shower. She finished and wrapped herself in a towel. She walked out into the bedroom to find her new favorite shirt. She slipped it back on and walked out into the kitchen. She LOVED the feel of the air against her pussy lips, especially when Greg was the only one that would get to see how she looked in his shirt.

The door clicked and Greg walked in with two bags.

The two sat down and ate some of the best burgers Ann had ever tried. The fries were made of the same quality. She needed something to eat and this was the best food she had eaten in a while.

“So, I know you are older than Brian and I. What is the story with the two of you?” Greg asked.

Ann looked at Greg. “Brian is my assistant at work. I have been teasing him all week. I was supposed to come here and spend the weekend, but he must have decided that his sister’s place is more interesting.”

“I don’t know how.” Greg shot back.

Ann looked at Greg. “I am married.”

Greg had a hurt look on his face.

Ann held up her finger to pause his reaction, then she continued, “I am telling you this because I want you to know two things. One, my husband WANTS me to have sex with other men. As long as I go home and tell him everything that happens, he is okay with this arrangement. Its called Cuckolding.”

The look on Greg’s face changed from hurt to confusion. “He wants you to have sex with other men, then TELL him about it?”

“I know. I do not get it either. Something about the humiliation, and belittling him that makes it better for him.” I have read. “Its a clinical documented sexual disorder.” Ann finished.

Greg was silent.

Ann got worried. “Do you want to know what number two is?”

Greg paused for a second. He thought to himself, “Fuck it, I am in this deep.”

Greg looked at Ann and swallowed really hard. Ten different remarks came to mind, but Greg decided to let Ann define this moment for both of them. “Yes, I would like to know what the second thing is.”

Ann took a drink and looked at Greg, right into his eyes. “I don’t want to do this anymore. I HATE IT. I hate the idea of having random men view me as nothing more than a piece of ass. I want LOVE. I want a meaningful physical relationship with one man.”

Ann paused, her voice was cracking. She took a second and then pressed on. She cleared her throat, “In addition to all of that bullshit, I don’t want to go home.”

“You are a married woman and I -” Greg started.

A tear welled up in Ann’s eye.

“WAIT.” Greg gathered his thoughts for a second. “What did you say?”

Ann looked at Greg. “I don’t want to live the life my husband wants for me. I want ONE man, a man that makes me happy. A man that leaves me notes, takes care of me, makes me feel like I am the center of HIS universe. I want to feel like I did last night, with you.”

Greg’s mood instantly changed, for the better.

Ann looked at Greg. She needed him to say something back to confirm her feelings. Greg could not form a sentence right now because he was in shock. He held up his finger and acted like he had a French fry stuck in his throat.

He bought enough time and when he raised his head to look Ann in the eyes, she saw that his eyes had welled up a bit.

“After my girlfriend dumped me, I wasn’t interested in finding another relationship. That lasted for a while. I hated it. Then I saw you last night, and all of that changed.” Greg replied.

Ann started to cry.

Greg was soft and gentle when he reached across the table and wiped away her tears.

“Brian is gone for the night.” Greg started. “You want to make a fort and watch old movies?”

Ann looked at Greg. It was the goofiest thing she had ever been asked in her adult life, and the first response from her lips was, “Hell YES.”

The two covered the windows, stacked up couch cushions, and ordered pizza – they both loved supreme pizza with everything.

They watched old black and white movies, ate pizza and then Ann decided it was time to go to bed. She shut the movie off and kissed Greg.

“I washed the sheets today.” she whispered.

Greg kissed her back and they went to bed.

The next morning, Ann and Greg thought it would be “best” if she was not there when Brian got back.

Ann got up and fixed Greg breakfast, then she got changed into her own clothes and she left, leaving Greg the promise that she was done with anything her husband wanted.

Ann got home and told Joe that she had a wonderful time with her lover and that she was going to spend next weekend with him.

Joe started to protest.

Ann looked at him as only a fire-eye red headed woman can and reminded him, “This is what you wanted. Me fucking some hot stud on the other side of town, REMEMBER?”

Joe nodded.

“Its my birthday.” Joe added.

Ann looked at Joe and said, “Well then you can sleep well knowing I got you EXACTLY what you wanted.”

Then Ann leaned in and whispered in Joe’s ear, “I squirted this weekend. It was amazing. He made me squirt 4 different times. Just know that each and every time you see me with a cold drink, ALL I am going to be thinking about is replenishing my fluids so I can squirt harder than the last time.”

Joe’s dick got hard just with the words Ann told him. She reached down between Joe’s legs and found his hard dick. With her head still by his ear, Ann grabbed his dick and then told Joe, “His cock is much bigger than your dickie, and it stays hard. He knows how to eat pussy too.”

Joe’s dick twitched as Ann spoke. “Oh.. and he loves the fact that I am shaved. He said to tell you thank you.”

Ann let go of Joe’s dick and walked off to take a shower and put on something less than flattering. She could have walked around naked, but Joe did NOT deserve that. He deserved to be tormented, and left to wonder what Ann’s new lover looked like. He deserved to sit around with an aching hardon and have images of Ann’s wet pussy being filled with a healthy cock.

Ann took a shower, shaved her legs and got dressed in a pair of baggy shorts and a loose fitting shirt. She wore a bra and made sure Joe knew that she had no interest in him tonight.

Ann slept very soundly that night. Greg sent her a heart via text message.

Monday morning, Brian came in 10 minutes late. His shirt had a stain on it, and his pants were wrinkled. He acted as if nothing happened.

He stopped by Ann’s office and asked how her throat was.

Without looking up, Ann replied, “My throat is a little sore, but not as sore as my pussy. After you passed out on me I had to go find some cock. Glad I did too, because it was some of the most fantastic work I have ever had done on me. I need you to give the Brass Report today. My throat is sore from having some of the best orgasms of my life with my new lover. Too bad you ran out to your sister’s this weekend. You REALLY missed out.”

Brian had a worried look on his face. “Well, its not my sister’s. I just tell my room mate that. I am seeing his old girlfriend. Not too long ago, he had to work late and she came over early. We ended up in bed together and she broke it off with him later that night. I just tell Greg its my sister’s place so he wont be suspicious. I think he is still in love with her.”

Ann was floored. “So you were going to cheat on her, with me?”

“Well, yea, she is alright, but you are a cougar.” Brian admitted.

Ann laughed at herself. “So you are not too serious about this girl?”

“No, not really. She just likes the idea of banging someone right now. I think she is seeing a few other guys too. We don’t go anywhere, I just go over, get a hotel close by and she comes over and we fuck. She told me that she will fuck me every Saturday and every Wednesday if I make sure she gets the furniture Greg is paying on. Poor sap. She is stringing him along until he has the furniture paid off, then I am going to kick him out and she will come over and take the furniture.” Brian admitted.

“That is simply devious.” Ann chuckled. “I like her. You should make sure we meet some time. Maybe a threesome in the future?” Ann suggested.

Brian nearly swallowed his tongue. “How do I get her to go for that?”

“Just mention it to her. Tell her you know an older woman that wants to have a threesome and you thought of her to help get the job done. See what she says.” Ann suggested.

“I’ll do it. We still doing Free Fridays, no undies?” Brian asked.

Ann smiled. “You KNOW it.”

Ann fake smiled and then told Brian to close the door.

Ann called a few apartment complexes that day. She found a nice place close to work and campus for Greg.

Then she called a moving company and arranged for ALL of the furniture in the apartment to be removed. She listed Greg as the point of contact. She paid extra for the Saturday pick up, but she figured if she was there in a low cut top, no panties and a nice pair of heels the “boys” wouldn’t mind.

Then she sent Greg a text.

Ann – “Call me as soon as you can, wonderful news.”

Greg – “Call in 10.”

Greg called in 11 minutes, not that Ann was counting. She explained that she had opened a lease on an apartment nearby his place. “There is just one problem.” Ann said.

“What is that?” Greg replied.

“I need a room mate. Not just any room mate.” Ann replied.

Greg was nearly in tears of joy when Ann said that.

“What about Brian?” Greg asked.

“I will make you a deal Greg. YOU make sure you are ready to go by Saturday, and I will tell you some news that will make you GLAD you are getting out of that place.” Ann said.

“Brian is fucking my ex, isn’t he?” Greg said.

Ann’s mood changed with Greg’s. “Yes my Dear, I am afraid so. And she is stringing you along so she can get the furniture – after you have it paid off. She is only fucking him so he will kick you out and then SHE will come over and take it while you are out on your ass.”

“That fucking asshole.” Greg said.

Ann waited, “Greg, calm down, I have movers coming over on Saturday to pick everything up, and they will take it to the new place. Call in sick for work.”

“I can’t do that, I almost have this shit paid off.” Greg said.

“I will pay it off for you. I want to keep that bed and the cock that comes with it, at all costs.” Ann said. “OH.. Baby, listen, Brian thinks that I want to have a threesome with HIM and your Ex. I really want to you there when we break this news to them.”

Greg started laughing uncontrollably. “THAT is a devious plan if I ever heard one. I will be packed up Friday.”

It was a long week filled with ups and downs. At home, Ann was nothing short of a complete bitch to Joe, which made him believe she was really into it. At work, Ann treated Brian like a college kid, making him run errands, do stupid things, and do more than he had signed up for. She wanted him to quit, but she was NOT going to fire him.

On Friday, around lunchtime Ann decided to have a little fun.

“Brian, could you come in here please?” Ann yelled from her desk.

Brian jumped and came running. Ann made sure she was sitting on the edge of her desk, knees apart just enough to give Brian some home, but not so far apart that he could see Greg’s pussy. “Oh it definitely belonged to Greg.”

“Brian, its time to see if this “hot little piece of ass” is going to play ball. I want you to text her and tell her that you want to fuck on Fridays AND Saturdays for the month of October.” Ann instructed Brian.

“Why would she change the deal now?” Brian asked.

Ann thought to herself, “Idiot.” Then she said, “She isn’t changing the plan, YOU are. You have the power to do that, and IF she will play along with this, then she will play along with the threesome.”

Brian nodded.

Ann continued, “With things being this close to being paid off, she is not going to risk losing the furniture, and if she will agree to this, then we can let her off the hook with the threesome in a week or so.”

“You are awesome.” Brian said.

He pulled out his phone and texted her. It chimed right away.

Brian jumped out of his seat. “She said YES.”

Ann looked at Brian. “Splendid. Go home, pack and meet her there tonight.” she told him.

Brian nodded. He stood up and walked out of Ann’s office.

“Brian..” Ann said softly.

Brian turned and faced Ann.

“Stop beating off so much, and when you fuck this girl tonight, pull out and cum on her face.” Ann said.

Brian’s face turned red.

“Its time to find out just what this little bitch is made of, especially if all of THIS is going to be sharing a bed with her.” Ann finished.

Then she waved Brian out and away he went.

Brian went back to the apartment and packed in a rush. He was in such a hurry he left his condoms on his bed.

A few hours later, Ann left work and headed home. She insulted Joe some more, then gave him a list of chores as long as his arm, which included making his own birthday cake.

“I am NOT to be disturbed this weekend, I will be home Sunday afternoon. If I can walk.” Ann teased.

Friday Night, Ann and Greg met at a nice restaurant. They had a nice elegant sit down dinner and talked for 3 hours non-stop.

As they were leaving the parking lot, Greg looked at Ann. “I guess you have to go home now?”

“I got Brian to leave early and leave town early today. He is going to bang your ex some more, but it gives us the last weekend in that place, and a fresh start in OUR place.” Ann said with a smile.

Ann and Greg drove back to the apartment and got out of their “fancy” clothes. They got into bed and rubbed against each other and talked. Greg had a hard-on from just looking at Ann and she wanted his cock, but she also wanted to celebrate moving into their new place together.

Ann decided to go down on Greg and give him a blow job. She took his cock into her mouth and started bobbing up and down on his shaft.

Greg moaned deeply as she the head of his cock slid across Ann’s tongue and rammed the back of her throat.

She moved between his legs so she could stick her lovely ass into the air, look Greg in the eyes, and so she could use her tongue on the bottom side of his cock head. That gland was “key” to making a blow job memorable.

Ann cradled his balls in her hand gently as she slid her mouth up and down Greg’s cock.

He tried to pull her off of him, but she refused to let go of his cock. After the second or third time, Ann incorporated her hand, and started pumping his shaft faster.

“You want me to cum in your mouth?” Greg asked in a husky whisper.

Ann replied with a mouth full of cock, “UH HUH”

Greg laid back and relaxed about the same time Ann started going faster and harder at her efforts.

The room had just gotten quiet, except for the sounds of Ann slurping Greg’s cock when he let out a grunt and his cock jumped in Ann’s mouth. A heavy stream of semen shot into the back of Ann’s throat, and she gulped it down as quickly as she could. She knew there was “more to follow, more to swallow” and Greg did not disappoint her. The second and third thrusts were almost as heavy and Ann gulped them down with a sense of pride.

Greg groaned as this experience. It was the first time his load was ever swallowed and the experience excited him more than he anticipated.

Ann was still cradling his balls when he shot the first load into her mouth. She gently rubbed Greg’s inner thigh and it added to the sensation for him.

Ann gripped the base of Greg’s cock with her finger and thumb and “milked” the last few drops from Greg. Greg flinched as she got to the head, and Ann swirled her tongue.

Ann lifted her head and smiled as she looked up at Greg. At this point, she expected nothing in return. Greg had other ideas.

Ann moved up Greg’s body to cuddle him by his side.

Greg pushed her onto her back, laid down between her legs and spread her pussy lips open. Without a word he opened his mouth, stuck out his tongue and made contact with Ann’s clit. The “forcefulness” that Greg used, (firm but gentle) let Ann know his intent. His movement caught her off guard, but once his tongue made contact with her, all protests were voided.

Ann moaned out loud. That was followed by “OH FUCK YES.”

Ann held Greg’s head in place and ran her fingers through his hair. The taste of his cum lingered in her mouth and she savored the meaning of having his cum in her belly, and his tongue ON her clit in the same minute of the night. It brought her a level of fulfillment, and lustful pride.

Ann’s first orgasm hit her hard and fast. Mostly because she had done little to nothing all week at work but think about Greg’s cock. She KNEW what she was going to do to this man the minute she got up in the morning. When this orgasm sent a shock wave through her, the images of her imagination from the past week flooded her mind.

Swallowing his load – check.

Letting him take her from behind – pending.

Having an orgasm so strong her eyes rolled into the back of her head – CHECK.

Watering the bed down with a steady stream of warm pussy juice – CHECK.

Ann shot a stream of warm fluid into the air and let out a scream that the neighbors heard. As soon as she stopped twitching, Greg moved in for another taste, and within seconds, a another surprise orgasm released more of Ann’s juices.

Greg fingered Ann as she moaned, “Keep licking me Baby… I want to cum again.”

Greg made Ann cum like this about 3 times. His hair was partly wet, and the bed was soaked (again).

Ann’s knees shook. Her body was tingling from head to toe. She laid in a puddle of warm pussy juices, the happiest woman on the planet.

Greg got up and grabbed a towel for Ann to wipe off with.

Once she was dry, she mopped up the puddle in the bed. Greg went to the bathroom and toweled himself off. He came back just in time to see Ann bent over, standing at the edge of the bed, toweling up the puddle.

Greg stood behind her, his cock was hard from listening to have such powerful orgasms.

“Lets save that for tomorrow night, in our new place.” Ann suggested.

Greg took the hint and moved to the other side of the bed. Ann tossed the towel into the basket and slid into bed with Greg. They fell asleep cuddled up together.

In the morning, Ann and Greg got up, had a quick cup of coffee. Ann showered, then got dressed in tight t-shirt with the neck cut out. She wore a skimpy bra a size too small. The lace peeked out of the top. She had on a pair of short shorts, socks and sneakers. She put her hair up in a pony tail.

After going through the kitchen and pulling out all of his things, Greg loaded up a few more boxes. Once Ann was done in the bathroom, she bagged up all of her belongings and put them in a small suitcase.

The two loaded most of the boxes and totes into Greg’s small pickup. The remaining boxes and trash bags of Greg’s clothes fit in Ann’s car.

The movers showed up a few minutes past 11am. Greg showed them what needed to be moved out and helped move some of Brian’s things out of the way.

As the movers took apart the bed and moved the nightstands and dressers out, Greg checked the living room for any movies or games he may have loaned to Brian and Brian “forgot” he had.

Brian was very anal about Greg staying out of his room. He usually locked his bedroom door. In his haste to go bang Greg’s ex-girlfriend, he left it unlocked and open.

Greg opened the door and looked inside. He found 6 movies that were his, four different games, and a few trinkets that he thought he had lost. In addition to this, he found a leather jacket the Brian said he left at his sister’s place and would bring back “when he could remember”.

Ann found Greg in Brian’s room. “Anything in here yours Sweetie?” Ann asked.

Greg looked at Ann, “Yeah, about a dozen things in here that I have done without for about 3 months now.”

“Take them back.” Ann said.

Greg looked at Ann. “Then he will say that I broke in here and took MORE than just my things. This is unusual for him, he never leaves his door unlocked.”

Ann looked around Brian’s room. “We could hide a body in here and this fucking slob wouldn’t know.”

The two laughed at the joke. Ann looked at Greg. “We’ll take your things back, then we will lock the door and when he comes back Sunday, he will think he did lock it on his way out.”

Greg said, “I don’t know, he is very consistent.”

“All the better.” Ann said. “He will not suspect that HE left the door open, or that you had access without him knowing. THIS was meant to be.”

“You sure?” Greg asked Ann.

Ann leaned in closer to Greg’s ear so the movers would not hear what she had to say. “I am so sure of this that I will bet you a week of blowjobs vs. a week of eating my pussy.”

Greg blushed a bit. The innocent boyish charm still lived inside of him.

“Eventually he will notice.” Greg replied.

Ann stepped back and said, “I will bet you he says NOTHING between Monday and the end of the month. If he does, you win. If he doesn’t, I WIN, and I have already set the stakes of the wager.”

Greg looked at Ann. “You are serious aren’t you?”

“Honey, when it comes to – ” Ann stopped. She leaned in to Greg’s ear once more. This time, she cupped his cock and his balls while she spoke in a husky whisper. “Honey, when it comes to the quality of orgasms I get from you, they are ALL serious.”

Ann moved her hand up and down before she stepped back from Greg.

Before Greg could say anything, Ann picked up the jacket (again) and looked at Greg. “If you are so sure of yourself, what do you have to lose?”

Greg shrugged his shoulders and smiled. “You are ON.”

Ann looked at a pizza box on the top shelf of a computer desk that was held together with clear packing tape and roofing nails. Brian’s bed rested on cinder blocks, his sheets were dingy, no pillow case, and the desk chair had 4 of 5 legs attached. There was a poster on the wall of three topless women on motorcycles, and a cork board with old memos thumb tacked to it. “I cannot believe this pig works for me.” Ann said in a disappointing tone.

“Well this is mine, this movie is mine, THIS series set is mine, these games are mine, and this jacket is mine.” Greg said.

Ann held up the jacket and smelled it. “OH my God. We’ll get it cleaned. TODAY.”

Greg smiled at the gesture. He did not realize that Ann was serious.

“Get the rest of your things, we are leaving this dump in a few minutes.” Ann said.

Greg picked up the cases and checked to make sure everything was in them. He scooped up the stack of DVD sized cases and turned to walk out of room. Ann piled the jacket on top of the stack that Greg carried out of the room. It took both arms to carry everything.

Greg looked on Brian’s bed. “Oh look, fuck boy forgot his cock socks.”

Ann laughed. As Ann turned to leave the room, she saw a thumb tack in the cork board. An evil grin appeared on her face. “I will get the door Honey.” Ann said as Greg made is way out.

Ann stopped, pulled the tack out of the cork and walked over to the bed. She poked holes in all of the condom packages, and then set them back down on Brian’s bed. She smiled as she pushed the tack back in place.

Ann locked the door, then pulled it closed behind her.

The movers were packing out a few smaller items, then the mattress would be carried out. Greg’s room would be empty after that.

Greg carried his things down to his truck and then rushed back upstairs to help the movers, which they refused to let him help.

As the movers carried out the last of Greg’s items, Greg took a few pictures of his room, which was Ann’s suggestion.

“Should I leave the keys here?” Greg asked Ann.

“Oh no. You will ruin all the fun we are going to have with these two.” Ann said to Greg.

“Turn off the lights and lock your bedroom. Brian needs to think you are here for another week, maybe two. If we can sell this until the first of the month, even better. When he is ready to kick you out, THEN we can give him the keys. When they open an empty bedroom and your ex girlfriend finds out she has been fucking that idiot for free, THAT will be the karma you have been looking for Honey. Take the keys with you, I have a better idea on how to get them back to Brian.” Ann said.

Greg was a little behind on all of this, but Ann more than made up for it.

Ann gave Greg the address and HIS key to their place. He left and went to start unloading.

Ann went to flirt with the movers and give them a bit of a show. Then they would follow her to the new place, unload and their day would be over.

About 80 miles away, Brian was trying to find condoms in a drug store. He had managed to get a hotel room for two nights and was just waiting until 7pm for his Friday piece of ass. He had started to unpack and discovered they were missing, so here he was.

Greg’s ex (Bree) was working at a grocery store and would be off by 6:30. Then she would drive to the hotel, let Brian fuck her, then go home and shower.

Saturdays, she had a friend drive her to the hotel so she could have a few drinks before letting Brian touch her. “Its almost over.” Bree kept telling herself.

Brian made his way back to the hotel and at 7pm, there was a knock at the door.

“I have to get back to work in an hour, so lets get this over with.” Bree said as she walked into the room.

Brian was worked up. He had the condoms laid out.

Bree pulled her pants and panties off and started giving Brian a hand job. Once he was hard enough to fit the condom, He would roll it on, and then Bree would bend over and Brian would “take” her. Bree preferred this, but sometimes she would lay back and let Brian take her missionary style.

Bree was smaller than Brian, and she had already had sex today, so Brian was just using her to get off, at least that is how Bree defined this.

Bree was also screwing the store manager, who wanted to fire her, but decided that a nice piece of college girl ass was better than training a replacement. Bree was exploiting that situation too.

Brian had Bree bent over the bed and pushed his way inside. He did not care that Bree found no pleasure in this arrangement.

Bree just wanted to fuck everyone that could do something FOR her in return. As soon as the furniture was in her place, Brian would not be of use to her.

Little did she know.

Brian pushed his way into Bree and grabbed her hips. He tilted her hips and did something different this time around. As he moved in and out of Bree, she felt herself get aroused and she started to enjoy herself. She started to moan, and Brian had never heard her do that before.

Right as Bree’s orgasm was about to let loose, Brian stopped fucking her, pulled out, stripped the condom off and jacked off until he shot his load all over her ass.

Bree was disappointed, so much that she became angry with Brian.

“What the FUCK was THAT?” Bree yelled.

“I wanted to try something new.” Brian replied.

Bree looked at Brian, “Next time, you finish in the rubber!!!”

Brian looked at Bree, “Next time, you will be naked, or the deal is off and I tell Greg everything.”

Bree thought about it for a second. “I have to go back to work, dumbass. This Friday thing doesn’t work into my schedule.”

Brian looked at Bree. “It fits mine, so you will do as I wish, or you can kiss that furniture good bye.” Brian said as he motioned his hand waving good-bye.

Bree was PISSED but she had no leverage. She said nothing. She glared at Brian who was laying on the bed, his lifeless dick pointing away from Bree.

Bree reached for some tissues to wipe herself clean. She had to go BACK to work, close, and then bang her boss before he went home to his wife and kids.

Bree let out a sigh. “You are right. Tomorrow night will be much better.”

Brian smiled.

“Where are the other condoms? I like them much better.” Bree said.

“I forgot them at home, so I had to buy these. Next week I will have the better ones.” Brian explained.

“I’m on my period next week.” Bree announced.

Brian looked at Bree. “Oh. Well, the next time you want to make a payment, I will have the ones you like.”

Bree smiled.

“Since I have to wait, we should meet at my place on Wednesday, then Friday and Saturday HERE. We can sneak you in and out since Greg will be working.” Brian said.

Inside Bree was fuming mad. She had very little money as it was. “Okay. Wednesday, your place, then Friday and Saturday HERE.” Bree confirmed.

This made Bree’s blood boil. She thought to herself, “Rotten son of a bitch.”

“I have to get back to work.” Bree said.

Brian looked up from his phone and said. “Okay, let me know when you get into town on Wednesday.”

Bree calmly left the room. She wanted to scream. She walked to the elevator, got outside and walked to the back of the hotel. She walked up to her car door and let out a scream.

Bree raced back to the store, clocked in and relieved her co-worker. This left HER, the manager she was fucking, and a stock boy in the store.

Like every Friday night, the stock boy would bring in the carts, mop the floors, then clock out and leave.

Bree would stay later to help go over the books, and once the stock boy was gone, her clothes would come off and she would “work” on the manager so she was allowed to keep this job.

The manager was a nice enough guy, he was just unfaithful to his wife. Bree was not smart enough to blackmail him, so she tried to enjoy sex with him. Earlier she was so close to having her first orgasm with Brian that it kept her distracted through the rest of her shift.

Now here she was, in the manager’s office, against the wall while he shoved his small penis into Bree.

“Brian IS bigger.” Bree kept thinking to herself.

Bree tried to enjoy herself, but as soon as she would get into it, her boss would cum. It was embarrassing, but it kept Bree’s job safe. She was not great at what she did, so she had to “supplement” and this was the trade off to her laziness.

As usual, Bree would clock out around 9:30, walk to her car and then drive back to her sister’s house where she lived in a small room nearly rent free.

Brian decided to get on the same page as the rest of the crowd so he sent Greg a text:

Brian – “Hey roomie… you still at work? My sister needed some stuff moved, so I got off work early and left for the weekend. Wont be home tonight or tomorrow night.”

Greg laughed when he got the text.

Greg – “Yep, almost done and then headed home. I need a beer.”

Brian – “How much longer you have to pay on this furniture? I miss our game nights.”

Greg – “I have less than $1000 to go. The holidays may bring on some overtime. I hope to have it paid off just before Thanksgiving.”

Brian – “Dude, this has taken forever.”

Greg – “Tell me about it. Looking forward to sleeping in a few days after I get this shit taken care of.. and I will still kick your ass in Call of Duty.”

Brian – “Sounds like a bet I am willing to take!!!”

Greg left it at that.

ALL of Greg’s belongings were out of the apartment. He was getting settled in with Ann (part time) until the time was right.

As the movers put the bed back together, Greg took the opportunity to get unpacked, hang up ALL of his clothes and just take it all in.

Ann walked around the apartment measuring windows, bending over at “just the right time” so the movers could have a show, and flirting with them so they would not forget that she was hardly paying them anything. It worked.

Greg was all smiles.

The movers left and Ann and Greg were alone, at last.

Elaine had just finished a leg workout that would have killed a normal person. She still had a lot of her core strength and very powerful legs from her college career as a gymnast.

Elaine had taken to Cuckolding Ted with a quickness. She enjoyed it and needed very little time to consider the benefits.

After Ted had stood by the car door while Elaine let some muscular stranger fuck her in the back seat of their Cadillac, she knew this was what Ted wanted.

Elaine had been back to the same club four different times and had fucked the same guy five separate times. Two more times in the back seat, once in the women’s room, once upstairs in Derricks suit, and (after the weather had gotten warmer) she let this same muscle man bend her over the hood of a strange car in the back of the parking lot and fuck her. The allure of getting caught fucking like that (in public) is a factor, but the fact that another couple sat in that very car and watched as Elaine took that massive cock inside of her married pussy and had multiple screaming orgasms before her “boyfriend” exploded inside of her was a little beyond embarrassing for her. As soon as the two were standing on their own, the couple started the car, backed out of the stall and sped off.

Elaine colored her hair after that incident, and they did not see each other for a while.

Now Elaine was a member of a Cross Fit gym. She had packed on a little muscle and slimmed down a bit. The couple in the strange car would STILL recognize her, so she lived with that each day, but all in all, she still had more confidence.

Elaine was working out and fucking personal trainers in her gym. She was being handed off to their friends and would be used as they saw fit. Her birthday was fast approaching, and Ted was more excited that she was because HE had arranged a special event for her.

Ted decided that he wanted Elaine to have a gang bang. Multiple men fucking her, shoving their cocks in her face, handing their dicks to her to stroke, and just a constant barrage of hard cocks shooting loads of semen at her.

Ted had rented Derrick’s suit at Club Mett, and had designed a special “viewing” for himself to watch and record the event. Elaine had mentioned it before, but never really did anything more to make it happen.

Ted had 6 different guys lined up. Elaine had met all of them, and had sex with four of them in the past.

Ted announced that she should not make any plans for her birthday and let him worry about surprising her. Elaine agreed, with some hesitation.

The couple got dressed up and headed out to the club. She had eaten an early dinner and would show up with an empty stomach.

Ted drove Elaine to the club and parked the car.

“Inside is your birthday surprise. There are six guys that fit your preferred physique and features waiting for you upstairs in the suite. I have rented it all night.” Ted started.

Elaine’s eyes got huge.

Ted continued, “All of these guys have agreed that you are to be treated with the utmost respect tonight, and each has vowed two weeks of celibacy, for you.”

Elaine could not wait to get inside. She had not had any “action” in almost two weeks. Now she knew why.

“I am willing to record this if you like. I am willing to witness this if you prefer. That is your party upstairs, so you let me know.” Ted finished.

Elaine’s cunt was throbbing. Her clit was numb. She was speechless.

“I want you there. I want it recorded, but ONLY by you. No phones or other devices in there. When I am done, I am DONE.” Elaine said – as if she had rehearsed it.

Ted agreed.

The two walked in, walked upstairs and were greeted by “The Crew.”

The Crew consisted of three bodybuilders, one power lifter and two cross fit trainers.

The gentlemen stood in two rows of three, shoulder to shoulder as the Guest of Honor was ushered in. The room was very warm. Each member of “The Crew” wore a loin cloth to cover their cocks. Nothing over their asses.

Ted and “The Crew” agreed that there would be a ceremony of sorts where Elaine was offered to the group. Ted stood Elaine on a chair and removed her clothing as each of the gentlemen stood at watched. As Ted removed her clothing, he recited this speech:

“To all members of “The Crew” I offer to you Elaine. She is a Goddess and comes here seeking your cocks. I am her husband, and I offer her unto you to do with as you please, with HER permission.” Ted spoke ceremoniously.

At this point, Elaine’s top was off, her bra off, and her nipples were hard. She still wore her wedding band, and she had a small thin chain around her neck with a key hanging off of it. Her muscles were toned and her abs slightly defined.

Ted removed her shoes, and unzipped her skirt.

Elaine closed her eyes and allowed the skirt fall to the floor. Under the skirt, she wore thong panties. Elaine could feel all eyes on her body. She enjoyed the attention.

“As I uncover my wife and offer her to The Crew, I understand she will not be returned to me in the same condition. She will be tired, physically exhausted, and sore for the days to come. Small consolations for the honor she will receive as she earns the badge as a member of the She Tribe.” Ted finished.

As Ted peeled her thong panties down her legs, Elaine stepped out of them. She kept her shoes on.

The Crew stepped forward in two ranks of three men on each side. Elaine was instructed to turn her back to the group, and on their count, she would do a trust fall into their arms. Elaine held her hands over her head, counted “THREE – TWO – ONE” and fell backwards off of the chair.

The Crew caught her, carried her across the room, and then posed for a group photo.

Elaine stood completely naked in the middle of the group, three hulking men on each side of her in loin cloths. They took several different poses.

“Passion Ring. NOW.” One of them said.

Elaine was surrounded my a ring of men and she took turns kissing each of them for 20 seconds each. After each man had their turn with Elaine, she would step to the right. As she returned to the beginning, each man was naked.

Elaine dropped to her knees, and each man stepped in closer, holding their cocks in her face. I took overhead pictures.

Then The Crew formed a single line, shoulder to shoulder. Elaine remained crouched on her knees with her back to them and her head tilted back. As each man stood behind her, they laid their semi-hard cock across Elaine’s head, allowing their balls to rest on her forehead, and their cocks to lay across her face, lips and chin. I got pictures of each cock ON her face.

After each member had shuffled behind Elaine, they turned and shuffled in front of Elaine. This time through, they rested their balls on Elaine’s open lips, laid their cocks across her head, and I took photos.

When each cock had their turn, the line started over, and Elaine took each cock into her mouth, pausing for a photo on HER signal. This ensured each cock she was to have tonight had the memory SHE wanted captured the way she wanted it.

After all of that, Elaine was hoisted into the air, and carried to what looked like a modified examination table. Her ankles were placed in stirrups, and each member of the crew walked past Elaine and kissed her sweet, smooth, pussy. Each member was given 20 seconds to “greet” Elaine this way. As each member finished, they took a place along the wall.

Then it was time to get to business.

Each member of the crew stepped forward and ate Elaine’s pussy for 2 minutes, non-stop. It was understood that IF she wanted the man to finish, she had the option to hold them in place. But there was to be zero penetration until each member had Elaine’s pussy juices on their face. I clicked away as each member took their turn very seriously. To them, they were honoring her body. I felt like we were in a tribal ceremony.

Elain came twice. The fourth man gave her a very strong orgasm, and the 6th man was “held in place” until she could finish.

Elaine pointed at two different members and each stepped forward. She began sucking one cock and she grabbed the other and helped him ease into her married pussy. A little while later, two more cocks came forward and the same thing happened. Then a few minutes later, the last two men came forward and Elaine was penetrated by the last two cocks.

From there, things got crazy.

One member laid on the floor as Elaine straddled his cock. Then she held one cock in her hand and had a third in her mouth. For the next 45 minutes, her mouth was filled with one of the cocks from The Crew, and her pussy was filled with one of their cocks.

They changed positions at one point and had Elaine bent over the examination table. Each member got the change to take her doggie style, and EACH member made her cum that way.

As the fucking went on and on, Elaine’s gasps and screams of pleasure filled the suite. The wet sloppy sounds of a happy pussy getting non-stop cock filled the room.

Before we had arrived, each man vowed to cum in her mouth, and in her pussy. Anal was a little taboo for Elaine, but if she ever wanted to try it, tonight was the night.

After about four of the guys jacked off into her mouth, there was a small break. The last two guys took turns fucking Elaine. At first it was nice and slow. Smooth and easy. After a few swaps, the two Crew members were trying to out-do each other. They fucked Elaine hard, REALLY hard. Elaine nearly choked from screaming so loud. No matter how fast they went, she kept screaming, “HARDER HARDER.”

When number 6 had finally shot his load inside of her, the last two guys took a small break.

The other four posed with Elaine with their cocks on her head, cheeks and chin. Elaine was in heaven.

She started sucking their cocks, and a bottle of lube was produced and handed to Elaine. She looked at it and nodded YES.

She instructed one of the members to lay on the floor. She straddled him and his cock slid in rather easy.

Elaine motioned for another to move in behind her, and she handed him the lube. I raced to get photos. I struggled to hold the camera steady.

Elaine lowered herself on the cock inside of her, then tipped her ass into the air and waited for the lubed to be rubbed on her asshole.

As “Cock #2” lowered himself into position, Elaine looked directly into the camera with a lustful expression I had never seen in her. I maintained my angle and the focus on Elaine’s face as the bulbus head of the Crew Member’s head slipped in past her muscle. It took several pauses for Elaine, but I was NEVER more proud of her than I was in that moment.

Within seconds, both men were working their cocks in and out of Elaine in a rapid succession, and she was whimpering and moaning with each and every movement.

At one point, Elaine had a cock in her ass, another inside of her pussy, one in her mouth, and one in each hand. I got SEVERAL angles of that moment, and when she had a HUGE orgasm, she screamed through her eyes, keeping the cock in her mouth.

After that, each man wanted to cum in her ass. But only two got to go that far.

Her first double penetration was erotic. When she requested it again from the two members of the Crew that had the biggest members, you could feel the excitement in the room increase.

Elaine had the biggest cock inside of her pussy. She was exhausted and working solely from pride, but she was going to have her gold badge, even if it killed her.

Elaine lubed up her own ass and one of the biggest cocks on the crew lined up behind Elaine. He pushed the head of his cock inside of her and she had an orgasm. I caught that on film, and it is one of the hottest scenes I have ever witnessed.

He pressed the head of his cock into her, deeper and deeper. Each movement he made was felt by ALL of us in the room. Elaine eventually took ALL of that cock inside of her ass. As she worked her hips up and down, the anticipation in the room was intense. Elaine started off really gentle and slow. As the next orgasm started building inside of her, she kept moving faster and harder. Towards the end, Elaine was bouncing up and down, on both cocks. She was screaming almost non-stop as she would make the two cocks disappear, and the reappear. These were the ONLY two members that had no came a second time, and Elaine was not here to disappoint.

She bounced up and down harder and harder. The man on the bottom was the first to orgasm, and he cried out as Elaine squeezed his cock and drained his balls for the second time tonight.

This left the man in her ass, and he was no slouch. He pushed forward on her hips and moves his feet underneath of himself. His thighs were above Elaine’s, and his cock looked like a piston as he moved in and out of her.

The sounds of skin smacking skin filled the room as his powerful hips slapped against Elaine’s toned and muscular ass cheeks. She whimpered non-stop and begged him to cum inside of her ass.

Each of the cocks that Elaine had that night were within an arm’s reach. They did not want her to give up. The Crew Member behind her pounded her ass, harder and faster than any other that night. Elaine took it all in stride.

When he announced that he was going to cum, Elaine screamed out in pleasure as his cock shot a heavy stream so semen into her ass, filling it as the head of his cock slipped in and out of her.

Elaine was panting heavily afterward. I was able to capture the entire “de-flowering” of her ass, and all the cocks she had inside of her that night in the same shot. I was proud of just that achievement, but most proud of Elaine for taking this amount pleasure.

As he slipped his cock out of her ass slowly, the entire crew was there to help Elaine to her feet.

Elaine was covered in sweat, cum, and lube.

The Crew formed two ranks of three, and Elaine stood in the center of the group. Ted shot several photos of his naked wife standing in the middle of 6 muscular men.

The Crew left the room and that left me and Elaine alone.

“THAT was phenomenal.” Ted told Elaine.

Elaine looked at Ted, panting. She managed a smile but nothing more. She could hardly move.

“Water?” Ted asked.

Elaine nodded.

Elaine drained two bottles of water and still could not speak.

Ted helped her to the shower and HELPED her shower, being careful not to get her hair wet.

Ted helped her get dressed and they went home.

About two weeks later, a box arrived in the mail for Elaine. Inside the box was a gold plate. There was a banner in the middle of the plate that read

“FIRST PLACE”

– The Crew

That plate is still in the attic somewhere.

After the gang bang, Elaine had no desire to continue with the lifestyle. She came clean with Ted and they decided to pursue some natural cures for Ted’s ED. They worked.

They are still together and enjoy a very vanilla life together, but every now and then, Ted likes to watch the tape and review the photos.

Brian and Bree continued to see each other. Ann was able to monitor that situation from work because Brian was an idiot, and liked to brag.

Ann pretended to not know anything about Greg.

Brian told Bree that Greg lost his job and the furniture would not be paid off until the end of December.

Brian did not figure out that Greg’s room was empty until 3 weeks after he had moved out. He texted Greg and asked for the keys.

Greg replied and told him his new girlfriend worked in the same office building and he would have her drop them off at his office. Greg told Brian, “Apparently she knows you.” Brian never caught on.

Shortly after, Greg changed his phone plan, had a new number, and blocked both Bree and Brian.

Ann dropped the keys on Brian’s desk while he was out getting another snack and she told him that some cute blonde brought them by while he was out.

Ann collected on her “debt” from Greg and Greg paid it off over 9 days, claiming that there was interest to pay. Ann enjoyed collecting the interest on that debt, but by day 10, Ann needed something more. She sucked Greg’s cock in a grocery store parking lot because she “could not take it anymore”. It was the wildest thing Greg had done in public (to date).

Bree stopped having sex with her manager, after Brian taught her how to set up a camera in her purse. They tried blackmailing the manager, but HE had videos of Bree stealing snacks, beef jerky and a pregnancy test from the store. Bree kept her job, but only if she agreed to take a corporate training class, and work 12 hours for free over the next holiday schedule.

Ann’s plan actually worked out against Brian. Without Greg’s half of the rent, Brian had to find a new room mate, but nobody wanted to live with the slob. He interviewed a few candidates and had a guy move in with him for the last two months of Brian’s lease. He managed to catch up on the rent, but the last weekend of the lease, the room mate took all of Brian’s valuables, which were pawned for $235.

Brian had to pay for the damages to the apartment since he never carried renter’s insurance. Greg never knew Ann plotted against Brian. He just surmised it all as bad luck finally finding him.

Brian got Bree pregnant and they tried to sue the condom manufacturer. They were laughed out of the lawyer’s office.

Brian had to quit working for Ann. He moved across town to be closer to Bree. Brian got a job at the same grocery store thanks to Bree.

About 3 weeks later, Brian was fired for stealing beef jerky and condoms (so he could cheat on Bree). When the store manager found out about this, he told Bree.

She was so humiliated that she broke it off with Brian. She went out on the town with a few friends and had sex with two guys across town. She actually had a few orgasms in the process, and enjoyed having a threesome with two guys.

Brian came back to Bree and patched things up with her. The truth was, he had no place to go, and since Bree’s sister had taken them in, it was the only arrangement they had.

Bree blamed Brian for the loss of the furniture, and made him promise to buy her the exact bedroom suite, and a crib before the baby showed up. Brian had to work at the grocery store AND take a job working weekends to save up enough money so they could get a place of their own before the baby arrived. Bree enjoyed herself for the next few months making quite a few trips across town to suck Jerry’s cock, and to ride Allen’s cock (usually at the same time).

She was still humiliated that she spent all those weekends fucking Brian, but she did still love him. When their baby boy came into the world, they both found focus and settled down. But Bree still gets text messages from both Allen and Jerry.

Ann left Joe and took half of everything she had ever bought him. She had the house sold, and gave Joe some “restart” money.

She and Greg lived in their apartment until Greg finished school. Greg started his practice as a physical therapist. They just bought a house on the golf course, where Joe mows the lawn and Brian caddy’s to make extra money for their 3rd baby.

Brian is proud of Bree, she has done so well and is so important that she has to take trips across town every other weekend to help get another store going. Its the store where Jerry and Allen make her scream THEIR names while they pump her full of cum, but Brian doesn’t need to know that, yet.

As for Jo and I.. things are moving in a different direction for us.

Ted had gotten Elaine to work out all of her frustrations and she decided it was not for her. They patched things up, and moved forward with their marriage. Ted and I have grown distant with nothing in common.

Joe and Ann had split up over this “lifestyle”. Joe wanted it more than Ann did. Ann wanted something different, and she found it when she least expected it.

Now Joe is mowing yards and working odd jobs just to get by. The last we spoke, Joe said that Ann has a younger man in her life and she was doing well.

My wife Jo had exchanged numbers with her old college boyfriend Robert before he left town. He kept in touch and made it a point to returned to town.

When Robert was in town, Jo would leave on a Friday evening and she would come home on Sunday morning. I would have a long list of chores to work off before she returned. If I finished the list, I got to hear about how Robert satisfied Jo, and she would spare no details.

If I did not complete the list, I was denied the details. Jo would use this time to antagonize me even more, prolong my suffering and get me even more sexually frustrated. I learned that my eagerness made me do things I normally would not do, and Jo learned how to use that against me.

Robert had gotten very used to fucking Jo on a regular basis. In fact, he asked for a transfer but got denied.

Jo ALWAYS came home in a great mood after spending a short weekend with Robert. Jo had gotten really comfortable with sending me photos of Robert’s cock in her mouth, his ball in her mouth, and his cock inside of her.

The photos usually matched the story she would tell about how well Robert met her needs. Robert had learned that giving Jo a week’s notice of his visit would make her do more kinky things.

Soon it all became routine for Jo and for Robert, and that was when things changed.

This last visit, Jo requested two rooms in the hotel, side by side with a pass-through door.

I was forbidden to watch, but I was allowed other liberties.

I was stripped down naked, except for my chastity device. I was tied to the office chair in the room and then positioned by the pass-through door, with the door cracked. I couldn’t see anything, but got to listen to Robert and Jo, and it made my cock strain against the chastity device harder than it ever had before.

After everything was in place, Jo walked into Robert’s room and all I could hear were slurping sounds, and a lot of moaning. This lasted for several minutes until I heard Robert say, “Here it comes!!! YES YES YES.. Oh FUCK YES!!! MMMM.. So HOT.. MMMM.. MMMMM.. oh yes.”

I figured out quickly that Jo had given him a blowjob, and judging by his vocal line, it had been a while since he had an orgasm.

Seconds later, Jo walked into the room. She was still dressed. Her lipstick was smeared. Her lips were closed, and there was a fire in her eyes.

Jo grabbed my face and kissed me. She used her fingers and thumb to force my jaw to open, and used her tongue to push a thick, salty load of semen into my mouth. She used her second hand to hold the back of my head, and used her tongue to make multiple passes from her mouth into mine. She shared Robert’s load with me, then stepped back and watched me swallow it. Had I resisted, she would close the door and leave me in the room for house keeping to find then next morning.

Jo licked her lips and smiled with approval. She said nothing.

Jo lifted her skirt and pulled her panties off in front of me. I could see her nipples were hard. The chain around her neck and its key twinkled in the dim light. The act of sucking cock made her moist on most occasions. She had confessed to me before that sucking off Robert, made her wet as hell. She tossed her wet panties into my lap, covering my cage. I wanted to sniff them so badly.

Jo had made a few confessions to me before tonight. She had admitted that sucking cock while fully clothed added to the excitement for her. I remember her also telling me that if she sucks a man’s cock with her clothes on, it “forces” her to swallow, and “do a neater job” than if she is naked. Her comment, “If cum drips onto my tits, that is okay if I am naked, but if I am fully clothed, it makes me want to swallow ALL of the load.” Her words echoed in my head as I watched her strip out of her clothes.

Jo carefully unzipped her skirt, laid it on the bed, then removed her top. She had a skimpy black lace bra on that was a size too small for her chest. She left it on while she pulled her heels off. Lastly, she removed her bra and my cock twitched at the sight of her naked body. I had grown accustomed to seeing her naked with the key around her neck. She never removed that or her wedding band.

She walked over to me and grabbed the back of the chair, spinning me away from the door so I was facing the wall in our room. She pulled me closer to the door and in a loud voice, she asked, “Are you ready?”

“YES.” Robert replied.

What happened next was both bizarre and unexpected. I was wheeled into the next room, Jo pulling the chair and leading me. Robert’s cum was still smeared all over my face. Jo’s panties covering my caged penis.

Robert was laying on the bed, naked. His cock was not completely soft, or completely erect. There was a dim light on across the room.

Jo positioned me near the corner of the bed, close enough to see well and hear well, but not too close (or too far away). Jo walked around the chair and leaned over in front of me. Her huge breasts rubbed against my should, her warm hand rested on my opposite shoulder as she whispered in my ear, “You stay quiet and watch, or this NEVER happens again. Only nod if you understand. Blink hard if you do not understand.”

I waited for Jo to pull away from my ear, then I nodded.

Jo smiled and then stepped away from me and walked over to the bed. She grabbed ahold of the headboard, planted a knee on the mattress by Robert’s shoulder, and then swung her leg over Robert’s head. She lowered her hips to his face, and as Robert’s tongue made contact with Jo’s clit, she let out a sigh and a hiss all at once.

I watched in awe as Jo’s hips sank a little lower, and as Robert’s hands explored her body, Jo’s hips moved against his face in a loving way that just looked like it felt good.

I heard Jo whimper and I watched as her body twitched. Her thigh muscles and her glutes flexed as she had a small orgasm on Robert’s face.

After that, Robert grabbed both of Jo’s ass cheeks and Jo used her shoulders to help steady her body. I heard her moan and hiss as Robert ate her married pussy for several minutes until Jo cried out (loudly). She used her hips to grind against Robert’s face and she screamed, “Robert, Robert, Robert!!!” over and over as she climaxed. I counted six orgasms before I felt my head get light and found myself staring at Robert’s cock, which was hard again, and Jo’s ass as it flexed and relaxed several times over.

Jo rode Robert’s face for a very long time. She was wet when it started, but now between the panting sounds Jo made, there was a sloshing noise that filled the room. Robert ate married pussy like a champion. Much longer than I ever remember eating Jo’s pussy.

“Was this a lesson, or a display of what mistakes I had made in the past?” I kept wondering to myself.

Just when I thought the show was coming to a close, Jo lifted herself up off of Robert’s face and rolled over on his opposite side. Jo kissed him. French Kissed him, tasting herself on Robert’s tongue. She seemed to enjoy it.

After they made out for a few minutes, Jo got up on all fours in the middle of the bed. She had her ass facing the headboard, and looked directly into a mirror that was bolted to the wall. Robert stood behind her, paused and looked her in the eyes in the mirror. Then, by bending at the knee, Robert lowered his hips until his cock was lined up with Jo’s married pussy.

Without hesitation, Robert slid his cock inside of Jo. He grabbed her hips to steady himself, and he pushed his cock all the way in, until his balls were resting against Jo’s ass. The expression on Jo’s face told the tale completely.

I knew she had found more pleasure in being with Robert, but now I could see why. Robert ate pussy better and longer than I did. His cock was bigger around and slightly longer than mine. The head was much bigger than mine. If THAT were not enough, Robert knew what positions made Jo cum the hardest, and the one they had invited me to watch was her favorite.

Robert knew how to fuck too. Something Jo left out of her detailed accounts since their first time together.

Robert pushed his cock all the way in and waited for the rest of Jo’s pussy to open up, and it actually drove Jo crazy with desire. Robert would caress her skin, run his finger tips over her back and ass cheeks and it brought her pussy to life in ways Jo has never been able to describe. Jo watched my reaction. Looking into your own wife’s eyes while a bigger, longer cock is buried deep inside of her pussy is a level of humiliation few reach, but here we were, fully engaged in the act and loving every second of it.

Jo turned her attention back to the mirror. She looked up at Robert. Robert knew she was ready.

I was unprepared for what happened next.

Robert grabbed Jo’s hips and started moving in and out of Jo slowly. Jo whimpered as Robert’s cock head “massaged” her interior walls, pushed against her clit, and bottomed out against her cervix. Robert “worked” his cock like a professional porn star. He sent slowly and first, which drove Jo into a deeper state of arousal. A few seconds later, Jo cried out in pleasure as an orgasm shot through her body, forcing her pussy to clamp down on Robert’s cock.

After her pussy muscles relaxed, Robert started fucking Jo harder and faster. The sounds of skin smacking skin filled the room. Robert was forceful in the way he took Jo’s pussy. His powerful legs and upper body rippled with each thrust into my wife. Jo’s hips were taking a harsh pounding. With each “smack” that filled the room, the skin on her legs moved and Jo herself moaned and whimpered louder and louder with each of Robert’s efforts.

“OHHHHHHHHH FUCK!!!!!” Jo screamed out loud as Robert continued to pound her pussy. Her married pussy never was treated like this, and I was finding out the hard way why that was a mistake I would never live down.

“Robert.. Robert.. Robert.. OH SHIT… YES YES YES YES YES… AHHHHHH.” Jo screamed and chanted, nearly non-stop as Robert continued fucking at an impressive pace.

Sweat was running down Roberts face. He was panting hard. He was STILL on his feet. The angle his cock was sliding in and out of Jo was hitting all of her nerve endings, and it awakened her inner sexual being. Jo was moaning uncontrollably, screaming into the pillow from time to time, but also chanting Robert’s name. She was having multiple orgasms on Robert’s cock, and I do not feel any other cock would have done her any better at the time.

Robert sensed that she was close to another orgasm, and he looked and me and winked.

Then Robert stuck his thumb in his mouth, pulled it out with a heavy coating of saliva on it, and pushed it against Jo’s asshole. Jo encouraged Robert to push it inside of her. Robert needed nothing else to be said.

I watched Jo’s face as Robert’s thumb slipped in past her sphincter. Her eyes nearly rolled back into her head. Robert used his thumb to hold Jo’s ass in place, and then he started to fuck her again.

Robert’s renewed vigor, and his “magic” cock made Jo tingle head to toe. Jo’s enthusiasm to take his thumb in her ass made the moment hotter than before. I feel the fact that her husband was watching her have multiple orgasms with her college boyfriend (who’s thumb was now in her ass) may have added to the situation for Jo as well.

I found myself wanting to encourage Robert to fuck her harder, but I am not so sure she could have taken it.

As Robert started pounding Jo’s married pussy just as hard as before, he worked his thumb in and out of Jo’s asshole at the same time.

Jo was screaming, panting, and moaning louder than before.

This did not last very long, and Robert told Jo, “I’m gonna cum. I am going to fill your pussy!!!! HERE is comes.. MMMMMMMMMMMMMMMMM FUCK YEA. MMMM.. Take it all Baby!!!”

Robert KEPT his thumb in Jo’s ass the entire time, and as he shot his load inside of my wife, I watched her face.

Jo looked at me as Robert filled her pussy up. She had an expression of passion, fulfillment, pleasure, and satisfaction all rolled into one look, and we shared that while Robert emptied his balls into her.

Once Robert was done, he pulled his thumb out of Jo’s ass, then slowly pulled his cock out of her ass.

Jo rolled to her side, and held her legs up in the air.

Robert walked over to the chair and pulled a single piece of rope. This untied me and I was “free” to stand up. As I stood, Jo whistled, and then worked her index finger in a “come over here” motion.

I knelt at the foot of the bed, and Jo moved her body to align with my head. She spread her legs open, crossing her ankles behind my neck and using her thighs to pull me in closer.

“EAT” Jo ordered.

A flood of memories and assumptions rushed through my head. Everything from the first Cuckolding story I ever read and how it shaped my fantasies to the wild details that I gleaned from that and other entries which had morphed into thinking about Jo fucking other guys with bigger dicks than me.

I never once considered simple facts like better techniques, more enthusiasm or increased stamina, and how it could be used to please her or fulfill her desires. These were lessons I was learning AFTER the fact, and this meant they were going to be painful.

Early on I only hoped she would learn to enjoy this fantasy, but never considered my part in the introduction, transition, or maintaining this lifestyle.

I thought about how I had beat off in the shower, in the garage, and in the storage shed numerous times thinking about my wife sucking the neighbor’s dick.

I thought about how the simple act of flirting with strangers like Derrick, or people we knew would initiate my imagination and how I would chain together made up events and circumstances that usually ended with Jo having an orgasm with someone else. I thought about different positions, clothing, how to hide cameras, set up meetings, and how it would look (and feel) to watch my wife ride a different cock or to be taken by another man with a muscular build.

I envisioned her gasps for air, her moaning in pleasure, and the whimpers she would make with them while I watched.

I WANTED her please other men, and to be pleased by other men. I reminded myself how my own wife getting fucked by another man excited me, and that what I was about to do had to be done to prove I wanted THAT above all other acts or tokens of affection. I had to prove I wanted her to humiliate me to the extreme, and I had to prove I was going to hold up my end of the arrangement after the deed was done.

I closed my eyes, opened my mouth wide and stuck out my tongue. Jo held the back of my head and guided me up and down the warm and “leaking” slit of her pussy. She pushed my head down and squeezed, pushing out the semen that Robert had just pumped inside of her married pussy.

Robert watched as the white paste rolled out of Jo’s pussy, landed on my own tongue, then disappeared inside of my mouth.

Jo moved my head and rolled her hips upward, forcing me to lick her asshole, then move to her leaking pussy, lapping up any and all residue, then she rewarded me by letting me lick her tender and sensitive clit.

Jo ran her fingers through my hair and moaned deeply as I cleaned her pussy up. “That’s it.. take it all..” Jo hissed softly.

Robert’s scent and his semen were all over Jo’s pussy lips. “Clean the outside as well my Dear.” Jo instructed.

Jo’s fingers lovingly ran through my hair as I ate (cleaned) her pussy. I looked up at her and she was kissing Robert WHILE I ate her pussy. One of her hands was on the back of my head, and the other was on Robert’s shoulder.

The humiliation of eating another man’s semen from your own wife’s pussy could only be multiplied by a few factors.

1) If you witnessed her taking that semen, and still went forward with the act.

2) If she encouraged you to do it, and critiqued your effort.

3) If the “donor” was still in the room, and was getting more attention than the husband.

4) If your wife ignored you WHILE you cleaned her.

I envisioned the site as it would look to a fourth person in the room. The idea made my dick strain against my chastity device. The scent of Jo’s pussy was heavily masked by Robert’s semen, but I knew my wife’s juices were swimming in the fluids I tasted and drank from her.

It had been months since I had an orgasm. Jo was saving my “release” for something special. Tonight was full of new events and new firsts for us both. I was hopeful of having a release tonight, but was smart enough to NOT bring it up.

Robert reached over with one hand and pinched Jo’s nipples while they kissed each other. I heard Jo moan and took this as an unspoken cue from an unlikely adversary. I pointed my tongue and applied more pressure to her clit.

My head was spinning with the image of Jo making out with another man WHILE her husband was eating her freshly fucked pussy. It proved to be a new level of achievement for Jo, and a new low on the humiliation scale for me.

I tried to prove my worth and licked Jo’s clit a little harder. She broke the kiss from Robert to cry out as a small orgasm escaped from her body. I continued licking her as she panted and twisted under my face. She steadied my head with one hand as her hips gyrated against my face. Robert kissed her neck and behind her ear as she climaxed. She held onto him with her other hand as she finished.

I continued licking the outside of her pussy as Jo slowly regained her breathing. Jo sighed with delight as she and Robert watched me obediently finish the duty of cleaning her pussy.

“Clean it up really good Baby.” Jo encouraged me.

I licked Jo’s pussy for a little longer and when she was convinced that it was clean, she gave me the command to stop. I sat back on my knees on the floor. Jo sat up on the end of the bed, her feet and legs hung over the edge. I could feel her body heat against my skin. Robert was on his knees, his side faced me, his cock nearly touching Jo’s arm.

“I want you to thank Robert for fucking your wife and providing a level of pleasure you cannot give to me.” Jo ordered.

I looked at Robert. “Thank you for fucking my wife.”

“NO.. Say it like I said it.” Jo corrected me.

I cleared my throat and looked back to Robert. Then I said, “Robert, thank you for fucking my wife and providing her the pleasures I cannot give to her. It was a fantastic performance, and a well deserved fucking. I hope she receives several more, and enjoys them immensely.”

Jo smiled in approval. She spread her legs and turned my head.

“I want you to tell Robert that this is his pussy and he can eat it or fuck it any way he likes, for as long as he likes and you will support him in any and all ways.” Jo ordered.

Jo ran her fingers over her pussy as she spoke to me.

Robert had turned to face me, seated next to Jo on the foot of the bed.

I looked at my wife’s lover and said, “Robert, that is your pussy and you may eat it or fuck it any way you like, for as long as you like. I will support your choices and encourage you in any and all ways.” I repeated.

Robert grinned. Jo smiled, approving my words.

Robert whispered something in Jo’s ear.

Jo looked at Robert, “Are you sure?”

Robert nodded.

Jo smiled and looked at me.

“I want you to clean Robert.” Jo said.

Fear washed over me. I wanted to protest instantly. I regretting EVERYTHING at this instant.

Jo continued, “If you refuse, this will be the last time you ever watch Robert and I together. It will also be the last time I provide any details of our sessions together.”

The room was silent.

Jo looked at Robert, “Lay back on the bed, it may help.”

Robert laid back on the bed. Jo laid across his abdomen and looked at me as the gears in my head spun faster than they ever had. The key to my cage glistened in the dim light, and the chain flickered as Jo spoke to me.

“Its a big step. Its a big choice. There is a LOT that hangs in the balance.” Jo antagonized me with her words.

Slowly I moved across the floor, closer to Robert’s legs. Jo was inches away from Roberts cock, smiling as I inched closer to a milestone. One SHE had set.

Robert spread his legs apart.

Jo looked at me. It was the kind of look a woman gives you when there is a life changing ultimatum in play. She knew I wanted to watch her with her lovers. She knew I lived for the details of her adventures. She assumed I would have this cock in my mouth based on those facts.

I inched closer, moving my body in between Robert’s legs.

Jo held his cock in her thumb and index finger. She waited.

I lifted my body up and moved my head closer to Robert’s cock.

I lowered my head and opened my mouth as wide as I could.

“Stick your tongue out Dear.” Jo whispered.

I stuck my tongue out and closed my eyes.

Jo guided the head of Robert’s cock onto my tongue and Jo pulled her hand away. I lowered my head even further, filling my mouth with Robert’s limp cock.

“I knew you could do this.” Jo whispered in a husky tone.

Jo put her hand on my shoulder to help me.

“Now, make a tight seal with your lips, and slide that beautiful cock in and out of your mouth.” Jo encouraged.

I moved slowly at first, being careful not to do anything wrong.

“That’s it. You are doing great Honey.” Jo encouraged me. “Just do the kinds of things you would want someone to do to your cock.” Jo finished.

I started to move faster up and down the shaft. The soft warm flesh slid over my lips and tongue smoothly. The taste of Robert’s cum was all over the shaft and each time my mouth reached the base, the dried cum on his balls rubbed on my chin. I was dizzy with excitement and my head felt like it was detached from my body.

My jaw got tired and I pulled my head up to stretch. Jo moved her hand to the back of my neck and pulled my face back down to Robert’s cock. “Nobody told you to stop sucking cock. OPEN YOUR MOUTH. Take it back in. Put that cock back where it belongs.” Jo coached me.

I reopened my tired and aching jaw and slid Robert’s cock back into my mouth. I got back into the rhythm I had just before, and tried to ignore my jaw.

“SUCH a good cock cleaner.” Jo teased and complimented in one sentence.

Her words made me work even harder. I started to go faster. I wanted to pump the shaft with my hand, but Robert was still limp, so it was pointless.

I continued to move my head up and down. Then something happened, and to this day I cannot explain it.

Blood started flowing into Robert’s cock. He was getting HARD in my mouth.

Jo saw what was happening and she nearly squealed with delight.

“You ARE great cock cleaner. Robert is getting hard!!!” Jo said loudly.

Robert started to moan. This ignited something inside of me.

The stimulation was something I had not planned on. It excited me. I wanted to cum in my cage. My cock jumped and twitched inside of its cage.

I was BOTH confused and excited beyond measure. I did not want to stop.

Jo turned over and started kissing Robert. I went on cock sucker “auto-pilot” and kept sliding my mouth over Robert’s cock. Feeling it swell and expand inside of my mouth was a new sensation, and a stimulation I will remember the rest of my life. It kept getting bigger and bigger and I never wanted to stop.

Jo reached looked down at me and put one hand on my head, indicating that I needed to move faster. She continued kissing Robert while I sucked his cock.

Another few minutes of this and I heard some whispering. Jo’s hand was still on my head, but she was no longer guiding my movements. She grabbed a handful of hair and pulled back on my head.

“That’s enough for today Honey.” Jo instructed.

I leaned back and waited.

Jo got up out of bed and helped me to my feet. I was led back to our room. Jo closed the door behind her. Then she turned and looked at me.

“I would say you are a natural cock sucker after that display.” Jo started. She spoke with a smile, as if I had solved a lot of her problems.

My mind was blank. The empty feeling in my mouth made talking more of an effort than usual. Robert’s cock had pushed my muscles around and made my jaw very tired. All I could think of to say was, “Thank you.”

“I am VERY proud of you. You broke down a LOT of barriers tonight, for you, for me, and for Robert. The future is going to be very different for all of us.” Jo said.

I nodded.

“Robert wants me to take a nap with him before he leaves. His flight leaves at 6:30, so he will be gone before you get up. I will see him off and come cuddle you. We will wake up, check out, and then I have a surprise for you before we go home.” Jo said.

I nodded.

Jo giggled. “Once you have a few blowjobs on your resume, this hard to speak feeling goes away.”

I nodded again.

“Maybe we can work in that in the near future?” Jo asked as she opened the door and disappeared into Robert’s room.

I was left in the room with my thoughts.

I thought of Joe and Ted. How their lives had changed, one for the better, one for the worse. Jo seemed very happy with how our experience had turned out, so I dismissed the ideas of her leaving me, or things turning sour.

I always felt that I wanted this more than Ted or Joe. Tonight signified those thoughts to be completely true.

I heard giggling from the other room. I knew it was Jo. She was having a good time without me, and I was at peace with that. “I wanted this so bad that I even found a way for her laughter to humiliate me.” I thought to myself.

I considered my own life at this point. I was no longer in control of my own orgasms, my own pleasure, or my own preferences. I felt exposed.

My wife was “having her cake and eating it too” and she seemed to be VERT content on never going back. She knew I enjoyed being humiliated. Tonight, I put my own feet in the cement, and she was there to witness the unthinkable for most men.

Most wives would have been divorced after screwing around. I was rewarding that behavior. Why would ANY woman give that up?

Then there was the “discovery” of my own limits and how they did not apply to me the same as they applied to most men. My wife’s eyes lit up when Robert’s cock entered my mouth. They lit up even more when his cock started getting hard, in my mouth. “I definitely passed that job interview.” I joked with myself.

I was nervous that Robert knew the intimate details of our relationship, the arrangement that benefitted him, and my wife, while it short changed me. The “catch” to it all was that this was ALL my doing, my idea, and I had to make the most effort in order to keep things moving.

My wife had a boyfriend that knew a lot of the same people WE knew. That alone was humiliating. Sucking Robert’s cock took it to a whole new level or exposure, trust, and humiliation. I was excited and terrified for the future and I could not share it with anyone.

I felt like I was trapped on an island. All alone. I began to regret each and every choice I had made in this effort.

WHY would any man want to share his wife with another man?

Was this truly what I wanted for:

Myself?

For Jo?

For the men she shared herself with?

I had no control over who said what, and to whom. For all I knew, everyone would know I was a willing cock-sucker by morning.

What man in his right mind would want to risk everything good in his life only to have it taken away by another that may be a better lover?

What motivation does a woman have to stay in a relationship where her physical needs are rarely met?

Joe and Ted would have different answers. At least they had answers. I was left to ponder and wonder “what if” in my moments alone.

I began to question everything and found that I had no answers.

I found that I did in fact live on fantasy island.

I didn’t DARE share this with any of my friends or co-workers. I could not think of one man that I worked with that did not fight to stand next to Jo for a photo, get her a drink, flirt with her, or make an opportunity to talk to her. If I were to tell them she was exclusively available for a no-strings attached physical relationship I would be stampeded in the rush for them to just watch her work on a cock, or swallow a load. Some would stab me just to see her naked. I knew that much. Too bad I never considered these “loose ends” until AFTER the snowball was rolling down the hill.

Only NOW, with my cock straining for release in a plastic chastity device do I heavily consider the consequences of these actions.

The key to my cage remained draped around my wife’s neck like a trophy. In many ways, it was just that, a trophy. I had given her my manhood, relinquished control over our relationship, and let HER make all the decisions for me and for us.

Jo got to choose when I had an orgasm. She got to choose the conditions, then circumstances, and she got to dictate how I earned that from her. SHE carried the trophy around her neck. The power it symbolized was far beyond comprehension before I opened this box, but it was well in focus now. The few that were “in the know” would recognize the symbolism instantly, and they would treat her different because of it. I assumed this would be to her benefit, but now I questioned those thoughts.

A beautiful woman with large natural breasts, a flirtatious character, talkative, aware, and always dressed in sexy clothes drew attention. Jo could shame any woman in those categories because she loved to show off her body. That alone would get men interested in her, and have them doing things to get her attention. Now that very woman was walking around with a small key on a thin chain hanging right in the middle of her tits. Right where 99% of all men would look. “I might as well have took out an ad on social media.” I thought to myself.

Jo loved me, there was zero doubts about that, but I had really fucked up in making these choices. Was I having buyer’s remorse?

I had been successfully cuckolded for months. Jo loved the fact that she could fuck Robert, and other men without consequence to her marriage or impact the life she loved. “Was THAT enough to keep me in the picture?” I scared myself with my thoughts on this topic.

Tonight was the first session that I got to witness, so naturally there were doubts, questions, and concerns. None of them I could share, and those friends that I could share with had moved on. They had been rescued from this island. The small piece of land that I had decided to stay on, while my wife enjoyed herself – with my permission. She was sailing away on yachts while I was dressed in rags.

I remembered master-bating in the shower while I thought of how all of this would look to me. Jo DID look just as I pictured before tonight, and how I imagined her as she told me of the different men she had had sex with, and even orgasmed with.

Her mouth held open, eyes glazed over, the sounds she made while she was feeling the pleasures another man gave to her were louder than I had anticipated, but all in all, Jo reacted to this as I had hoped.

Why was I not happy?

Did I underestimate her abilities to find a stud in the crowd of “unofficial fans only” group of men that I was forced to call friends? Men that (now) I felt could not be trusted for fear of them doing the exact things I had longed for them to do.

Rumors were no different for me at work, or in my neighborhood than anyone else. How would I be able to control that side of things?

Would I WANT to control them?

Would I want Jo to explore within these groups?

Jo was indeed a sexual predator. Watching her take Roberts cock and have multiple orgasms without slowing down told me that I was not worthy of her pussy. Robert “rocked” her world and I saw that as a sign Jo had out grown me and my physical abilities.

It also told me that Robert’s time was limited, but Jo was happy, so I would not rock the boat.

When the time came for a new man, I would support that, and respect the fact that Jo is only doing what I wanted her to do.

I was not worthy of fucking a woman like her. Not any more. She had a sex drive that would outlast many men, and it felt like she was on a quest to sort out those that could, and those that could not keep up. She had sorted ME out because I made it easy. Hell, I literally did it FOR her.

Jo never said it, but I soon realized that I WAS qualified to clean her after she had her fun. I WAS qualified to witness her have that fun, and SHE was entitled to have a rock hard dick that would make her scream and pant uncontrollably. Something I had never managed to do. Something I wanted FOR her, and something I was willing to do unmentionable things to keep in place.

I was also hers to manipulate and control. “I’m sure that would keep me around for a while.”

Jo learned my fantasy better than I ever knew it, and she exploited me to no end and forced me to change to suit her needs and wants. Derrick was right, it was MORE than a fantasy, it is indeed a lifestyle. The night I watched Robert and Jo together was the hottest thing I had ever watched. It was just the beginning.

Jo was driving a wedge between me and her pussy, and not only was I giving her the hammer to do it with, I was showing her how to hit the wedge.

Willingly taking Robert’s cock into my mouth (with her encouragement) and making that cock hard again proved that my role in Jo’s world was to be her servant, a plaything, her experimental accessory to exploit and humiliate to her liking. The very role I wanted. The very person she needed it to be.

I finally drifted off to sleep that night, alone in a hotel bed. I think I slept for a few hours before Jo crawled into bed with me and cuddled beside me. She had saw off the man in her life, now she had come to me in this bed. I stirred a little, but never woke up. A few hours later, Jo’s phone alarm went off.

Jo rolled over and whispered in my ear, “Wake up Dear, we have a busy day ahead of us.”

Jo shook me and my eyes opened. I remembered where I was. I remembered WHAT had happened last night..

“There you are.” Jo said joyfully. She laid one leg on top of me, and rested on my chest. “Good Morning. How’s my favorite cock sucker today?” Jo laughed as she asked.

“Well that cat is out of the bag.” I told myself.

“Fine.” I answered.

“I am so excited. We have a few stops to make before we get home.” Jo repeated.

“You said A stop.” I said in protest.

Jo looked at me. “I said we had a BUSY DAY. Did sucking your first cock effect your memory Dear?”

I said nothing. I just wanted to go home and wash this experience off of me.

“I never said how many stops it was going to take.” Jo said.

I nodded. Jo gave me an approving look.

“I’m going to jump in the shower, you need to pack our things.” Jo ordered.

She walked across the room. I did not move. Jo was standing in the doorway of the bathroom. “LETS GO.” she said urgently. “Once we are done, we are going home.” Jo promised.

I moved slowly and Jo disapproved. Jo saw it. So she added, “If things go as I have planned today, I will let you out of your cage for a while after we get home.”

THAT changed things.

I jumped up and rinsed off in Robert’s room while Jo took her time in our bathroom where her things had been laid out the night before.

I finished and wrapped myself in a towel. I walked back to our room and found my suitcase zipped closed and locked. On the bed, there was a pair of pants, a yellow shirt, Jo’s panties from last night, sox and my shoes.

The bathroom door was locked.

I checked my phone. I had three text messages:

Jo – “Laid out your clothes for today on the bed. Get dressed and be ready soon. I wont be long.”

Jo – “Yes, the panties too.”

Jo – “Good cocksuckers wear black panties. Great cocksuckers wear thong panties. After last night, you will no longer wear men’s underwear.”

I put on the panties, my regular clothes, socks and shoes and I waited for Jo. Less than a few minutes later, she stepped out of the bathroom ready to go. She wore a tight yellow sun dress, no panties, and no bra. She had flip flops on that matched her dress. She made everything sexy.

She stopped to check her look in the full length mirror and unbuttoned the top two buttons, which showed more cleavage. Her “trophy” dangled on the thin gold chain around her neck, resting in the crack of her breasts where it “hid” from plain sight to most other men. The key would have been hidden had she NOT unbuttoned the dress. Now she was sure everyone would notice the key.