Regarding Mia’s sexual satisfaction, I was number one.
Let me explain:
Young, inexperienced “boys” blow their loads, and they are done, not even aware that their partner is left still wanting.
My satisfaction was predicated by HER satisfaction, even if I didn’t get to orgasm…or especially, if I was made to wait, anticipating orgasm, and then finally allowed my orgasm.
We discussed her preferences during non-sexual times, and I applied it during sex. That became our dynamic – she instructed with “Ooohs”, and “Ahhhs” and groans, and I paid close attention, and worked toward HER satisfaction.
She realized that I was turned on by servitude, and she liked being “served”; she grew into “expecting” my utmost efforts.
Our #1 problem: being young, try as I might, I came way too fast. Viagra was the answer; it made me extra hard, and I could go indefinitely. I made her cum every time. Suddenly she LOVED sex. She wanted sex morning and night.
Our second issue, once I came, it took a long while for me to re-engage.
She preferred me hard and horney and ready to serve.
This became the genesis of our Dom/sub dynamic.
I made it clear, if ever she felt that she might want more fucking, my orgasm should be denied. I’d eventually be allowed to cum, but only when she was satisfied.
Orgasm denial was our game. The more she embraced her power, the more submissive I became.
I became expert at inducing her orgasm, licking, fucking, grinding, more licking, exactly as she queued…
Once she did cum, she liked me to be perfectly still. Inside her pussy, I remained hard, and didn’t so much as twitch, which was exquisite torture, which I found intoxicating.
I was addicted to these moments; I had just made my Mistress cum. She’d be enjoying afterglow, my hard cock still nestled deep in her tight beautiful pussy, and I yearned for orgasm, that was granted at her whim.
We evolved. She thought I should swallow my cum; (a fantasy I’d once mentioned).
Now comfortable in her role as the Dominant partner, once she was fully satisfied, she allowed me to straddle her, and stroke my cock. She’d put lube on her finger, and then stroke my anus, and I’d squeal like a little slut, and cum on her belly, and then, like a dog, I’d slurp my cum until it was all swallowed.
She mentioned making me her pet, her collared, begging puppy.
One afternoon, I was naked except for my collar, and she tossed a tennis ball around the house, and I barked and yelped, on all fours, retrieved the ball in my mouth, and brought it to her, dropping it in her lap. That incident ended when I started humping her leg with my hard cock. The ball was tossed aside and we fucked on the couch, but I’d evolved from merely her sex-slave, to future puppy-slave, and no end in sight.
We developed a routine. I rarely came inside her any more; she enjoyed teasing my “boy-pussy” as I jacked-off. She loved my whimpers as her finger teased my anus, and how it always induced my orgasm.
She teased, “You like my finger in your little pussy-hole? Now cum like a good cum licker,” and I always erupted, and then as I licked up my cum, she’d tease, “Soon you’ll be sucking cock!”
I shared with her a related fantasy – feminization.
Immediately we jumped in the shower and shaved my body. I was rock hard. We fucked in the shower, and continued in bed. It was indescribably hot, and we both came at the same time. We laid still, and my cock shrunk and slipped out of her pussy.
“Clean-up time, my hairless slave-girl.”
I slid down, and kissed her pussy. She squeezed and my cum oozed from her opening, and I licked and licked, until she nudged me away.
We returned to the shower, where I dropped to my knees, and worshipped my Mistress.
I grew my hair long and learned to style it.
I started wearing panties and camisoles around the house, and to sleep at night, and she became used to seeing me dressed as her femmy-sissy-slave.
She did zero “work” around our sexuality. Typical horny guy, I made all the suggestions, and she merely agreed. While I straddled her and jacked off, I suggested a dildo in my ass would enhance the experience, and her only response was, “I appreciate that you’ve always kept your ass clean, but now you need to keep your ass cleaned inside and out, if you know what I mean.”
So now I willingly endured powerful laxative sessions.
Once I took the laxative, I needed to be near the bathroom for the entire day. There were times when I’d gone thru the “cleaning” process, and she just wanted to go to bed. I had invested hours and discomfort, taken my Viagra, and was ready for sex…only to be denied.
She was completely unencumbered she by our sexuality, while I thought about it constantly. She enjoyed having a slave, while I obsessed on BEING a slave.
Fortunately, she was easy to seduce. I’d massage her feet for a moment, or neck, or back, and stroke near a breast or her pussy, and she’d remember, “Oh yeah, I love fucking”, and it was on!
An idea: I told her I wanted to wear a bikini for a boating weekend, and have a bikini tan. An entire weekend of me serving her, while the sun baked a bikini “tattoo” onto my body.
Once school started, there were very few boats on the lake.
Not another boat in sight; we had total privacy.
I had the perfect bikini; the top fit snugly and my nipples were perfectly centered in the triangular bras. My bikini tan would look just like any woman’s. The top tied behind my neck and across my back, so there’d be tan lines there as well.
The bottom fit perfectly. My balls were nicely contained, and when I was hard, I could shift my cock to either side, and it was still completely inside the bikini bottom. Lastly, it was clearly a women’s bikini bottom, with narrow sides, so the tan would be totally feminine.
The weather was perfect, warm sunny days, and cool nights.
I laid the seats down and using massive cushions, effectively turned the entire boat into a giant bed. Mia laid back nude, and I began massaging tanning cream into her body.
I started at her feet, and worked up her legs, and by the time I reached her pussy, she was ready for sex.
I’d already, “flushed” my “boy-pussy”, and taken a Viagra.
I served her like a true slave, grinding my pelvis into her clit, and she enjoyed a powerful orgasm; I had not yet cum. As always, I was still, my hard cock still inside, while she enjoyed her afterglow.
She eased from her afterglow; eyes still closed, she quietly uttered, “Lick.”
I gently withdrew, and slid back till my face was at her pussy, then licked up and down her slit, and inside her opening. I knew her clit would still be sensitive, as I’d served her in this manner many times. This was more a “cleanup” process.
When she’d had enough, she instructed, “In the water. Lose the woody.”
The water was chilly, and my cock shrunk quickly.
Back in the boat, I put on my bikini. My hard “maleness” was reduced to a cute boy-bump in my bikini panty. We lounged and snoozed and sun-bathed for 3 or 4 hours. Mistress pealed my bra to the side and smiled, “Nice tan line,” and I began to harden.
She ordered, “Take off the bikini. Let’s see how you look with tan lines.”
Naked, I stood before her. My hairless body glowed, oiled and tanned.
“Oh my God,” she exclaimed. “You look so feminine!”
She grabbed her bag, “Sit, I want to do your make up.”
First my eyes, then cheeks, and finally lips. Then she put product in my hair, and styled it back. Smiling, I posed for numerous photos. She showed me the photos, and I was shocked. I was a beautiful! Boy to girly-boy. I became so excited, “Please Mistress! Please fuck me!”
She smiled and stroked my cock, then laid back, and teased, “Ok. Let’s have a little of that girly dick.”
I entered her pussy and it was ecstasy! “Oh Mistress! Let me fuck you! Let me make you cum!” My Viagra supplemented cock was rock hard. I ground my pelvis into her clit, and she came hard, her juices bursting forth. As always, I was still thru her afterglow.
“May I cum Mistress?”
“Not now. Get in the water. Keep your face and hair dry. Lose the woody.”
I was so horny, but I submissively succumbed, and lowered into the cold water with a floaty, and my hard cock, once again, went soft.
I climbed back into the boat, put my bikini bottom back on, and she said, “Do my feet.”
As I massaged, I groaned, “Please Mistress!”
Grabbing a dildo, she said, “Lets have a little fun. Cut a little hole in the ass of your bikini so you can fuck yourself.”
I carefully cut the hole, salivating, anticipating being dildo-fucked while still wearing my bikini bottom.
Our dildo was made to fit in a belt, so women could “strap-it-on”. It had a large rubber base that kept it lodged against the bed, holding it snuggly in my “sissy pussy”.
I lubed my ass, laid back, and eased the dildo in.
What a site! Laying in our boat/bed, in my bikini, with a dildo in my sissy pussy.
I was excited! I quickly worked it in, to the hilt, and then worked my hips, fucking myself.
She handed me her make-up mirror, and I admired my pretty, made-up face, and femmy features. “Look at what a pretty girl you are, fucking yourself like a slut.” It was true. With the makeup, I made an attractive girl, and I was all slut.
My cock was rock hard in my bikini, and Mistress lightly traced a finger up and down, “I want to take you to a public beach, feminized, you so everyone thinks you’re a girl, then put a plug in your ass, and make you sunbathe. Then make you hard in your bikini panty, so everyone realizes you’re a sissy.”
Her teasing made me sooo excited. I rocked harder on the dildo in my “pussy”.
She teased, “I bet you can cum like this, just from anal. Can you do that?”
It felt like I could! I was soooo ready to cum! Right at the edge, working the dildo in and out, becoming more and more active, fucking myself harder and harder!
Mistress continued to tease my cock, “That’s a good slut,” teasing, barely touching my cock, “Cum for me like a good little slut.”
But I couldn’t quite get there! I couldn’t cum!
I knew better than to touch myself; I kept my hands to my sides.
“Please Mistress,” I begged! “Please make me cum!”
She smiled, “I want you to cum like a girl,” moving her hand up and teasing a nipple thru my bikini top.
Rarely did she employ bondage, but I had slip-knot ties already in “spread-eagle”
position, so she merely had to say, “Let’s get you looped,” and I submissively stretched my arms to the sides, and she slipped a loop over each wrist, and I was helpless.
She smiled, “That’s a good girl,” and the world was still, except for my panting, and my hips, working up and down, side to side, trying to maximize my self-fucking, trying to make myself cum.
I begged, “Please Mistress!” And she reached down and shoved the dildo, and ground it to my opening. It was ecstasy! But not quite enough….and I still could not cum. I was sooo close!
She laid beside me and fed me a nipple to suck on, which made the moment even sexier, pushing me even closer, but minutes passed, and I could not orgasm.
She switched sides, and I nursed on her other nipple, while her fingernail traced up and down my cock, and I groaned, working my hips on the dildo.
Never had I wanted to cum so bad!
Finally, she straddled my face, and I licked and worshipped her pussy.
Then she slid down, pulled my bikini aside, and freed my needy cock.
She straddled, and eased me into her perfect pussy. It was heaven!
“Oh, thank you Mistress!” Over and over, “Thank you Mistress! Fuck me Mistress! Oh, fuck me!”
She took her time. This was a “mercy-fuck”, and I’d best show my appreciation.
She eased me all the way in, and gingerly rested her weight on me. I was perfectly still, allowing her body to adjust. More exquisite teasing, but my orgasm was in site! She began small, tenuous, movements, and it didn’t take much!
“Mistress, you’re going to make me cum.”
She merely smiled, increased her movement, and I began.
The orgasm started from deep within me. The dildo enhanced, and my ass clamped as I blew my first shot, and then second, and on and on. It was the longest orgasm of my life. “AHHH, AHHH, AHHH,” over and over, as Mistress looked down on me.
She never stopped her movements. She just kept fucking me. My cock, (Viagra enhanced), stayed hard, and she continued to fuck me, as if I had not cum.
There was a moment of torture, but we shot past it, and soon she was gyrating on my cock. Hands on my chest, she fucked and fucked, and the minutes rolled past, her using me like a sybian machine.
Finally she twitched, closed her eyes, and I felt her cum, a rare vaginal orgasm, her juices soaking over me. As always, we were still for her afterglow, and she gingerly dismounted me.
She wore a sleepy smile, and I expected her to straddle my face, so I could lick her clean, but this time, she undid my wrists, and playfully jumped into the water.
I grabbed a couple of floaties, and followed. Both of us freshly fucked, the moment was perfect, as the sun began to recede.
She commented, “Tomorrow, we try again. I want you to cum just from dildo fucking. I want you to fuck yourself, and cum like a girl.”
“Yes Mistress. It’ll be my pleasure! Can I straddle you, and try it that way?”
“Of Course,” she smiled.
Back in the boat, we snacked, both naked. Mia had an all-over tan, and me with a fresh, stark, bikini tan, of which Mia was amused and amazed.
Almost dark, the light was perfect for sensual photography.
She fixed my makeup, and took a series of nude photos, which would soon be on the web. The shots were outstanding, me in various poses in the water, and on the beach, sporting girly makeup, a bikini tan, and a hard cock. Some shots my hardon was hidden, and I was very “femmy”. Other shots my rock hard cock was prominently jutting from my femmed bikini body. Mia was amused by the thought that men would be looking at her femmed slave, stroking their cocks.
She had me put on a see-thru nighty, which made my bikini tan opaque and alluring. We took photos on the shore. A sexy girl in lingerie? No, a hard cock poked out, the subject was a very sexy fem-boy.
She teased, “Give us a “come-fuck-me” look. Make those men jack off and cum while they’re dreaming of fucking you. I’m gonna make you a star!”
She mused….with very little effort, she could use my photos, and recruit a stable of sissy slaves. I would just be one of many. She teased, “Maybe I’ll make you kneel and suck them off. Or collar you, and make you bark like a dog, my little pet, sucking off other sissies.”
My cock grew even harder, “Yes Mistress.”
She smiled and spread her legs, and I kissed and worshipped until she beckoned, and for the forth time that day, we had sex.
That night, I told her I was her slave for life. She could have other men, but I would remain devoted to her alone. She knew this was true.
A few weeks later, she mentioned a man with whom she’d been flirting. I was excited by the idea of being her cuck-slave. But the reality was she spent all her time with him, and I was relegated to occasional texts.
Weeks turned into months, and I walked around the house dressed in sissy attire, alone, with a hard-on, dreaming of Mistress Mia. Occasionally I texted her a photo, and she’d send a sexy reply such as, “Think of me as you lick up your cum,” or “Where’s the collar?” or “That make-up is lame, I taught you better.”
I wanted to text all the time, but resisted.
Out of the blue, I received a text, “Get a French maid outfit, and be here on Saturday at 10:00 am; you’ll be cleaning my house. Make sure your ass is clean, and plugged; I want you stretched and ready. Drive from your house dressed in your outfit. Hope you don’t get pulled over!”
I was both scared and excited. I shopped various adult stores, and purchased three different (black) French maid outfits, of which I combined into one glorious outfit. The top was sheer bodice with spaghetti straps and garters holding up seamed stockings. Then shear thong panties, and a fluffy little tutu that barely covered my panties, and 4″ high heels. In the “bra” of the top, I inserted water filled breast forms, which gave my body a convincing femmed look. My makeup was perfect, and my long hair was professionally styled…I was a believable slut French maid.
The drive was nerve wracking, and I parked in Mia’s rear turn-around, and went to the back door. She wore a short, sheer robe. “She smiled, “You look so cute! I love the outfit and styling. Come in.”
“Yes Mistress,” I shyly whispered, my cock a tiny nub in my panties.
I followed as she regally strolled. We entered the living room and there sat her boyfriend, James! I was in shock!
He smiled a cheshire smile.
My mouth agape, I heard Mia’s voice, “I showed James your photos. We’ve decided we need a slave. On your knees!”
She spoke to James, “Later, we’ll see how her bra tan is looking!”
James also wore a robe. He stood, and his semi-hard cock poked out, and he approached. His cock was at my mouth. It was a moment of truth! And very little time to think. All that came to mind was serving Mistress Mia for life, and I opened, and welcomed the first cock of my life.
His hands gripped my head, (I held my hands tight behind my back), and he was kind, not causing me to gag as he fucked my mouth. It seemed forever, but was actually just minutes, and he groaned, and his cum flooded my mouth, and I swallowed.
I had just given my first blow job. I never had gay fantasies, but had always known, when Mistress demanded it, I’d suck a cock. My own cock remained soft and tiny, ensconced in my panties.
He backed away, and Mia was sitting on the couch, robe open, knees up, and legs spread, stroking her shaved pussy. James went to the bathroom, and I remained on my knees, staring at the stroking, sultry Mistress.
Mia looked at me, “Bravo! And your sissy-cock stayed all femmy in your panties! Come worship Mama’s pussy,” and I crawled to her.
I sooo missed her. I sooo loved worshipping Mistress. My cock grew; my sheer panties could barely contain it. She fingered her clit while I licked, and quickly came, her acrid juices filling my mouth. “Good girl,” she smiled. “I’ve missed you.”
Precum soaked into my panties.
“Let’s fix your lipstick, and put you to work,” she said standing, “This way.”
She handed me a half Viagra, “Take this,” smiling. I could only hope.
Moments later I was vacuuming. I was to vacuum every floor, then use the dust attachment and hit every base board, the entire house! It would take hours! All the while, with a plug in my ass.
They had me cleaning about an hour, then to the Family Room, where they sat on the couch, still in their robes, watching me work. Mia instructed me to turn off the vacuum and stand before her. “Remove your panties and plug. Leave on you cute little tutu.”
James’ eyes widened when he saw the plug, which (although clean) I wrapped in a tissue. Mia instructed me to re-lube my “pussy”, place my hands on the coffee table, and spread. I was about to be fucked.
She kneeled beside me and began teasing my cock and balls, “You’re such a good slave.” The Viagra was kicking in, and I was quickly rock hard. James watched, idly stroking himself, and went behind me, and his robe hit the floor.
His cock slid into my stretched “pussy” with no resistance, he said, “I love ass-fucking!”
Mia joked, “So does our little sissy. Now you can have all the ass-pussy you want!”
I wanted to somehow rebel, but I was in heaven; my cock being stroked, and James fucking me felt fantastic! “Mistress, I might have a sissy-gasm!”
She removed her hand, “Do so, if you can,” and she retreated to the couch, her robe open, she watched and lightly stroked her pussy.
James’s hands on my hips, fucked me hard and and fast, and soon he grunted, and I felt his cum in my “pussy”, warm and slick. I felt him begin to soften, wishing it had lasted longer, as I was right on the edge of my sissy-gasm. Instead, I was wildly excited, and as many times before with Mistress Mia, my orgasm was denied.
James disappeared, and Mia said, “Stay still and squeeze; I want a video of cum leaking out of your ass.” It was degrading, and exciting, as she filmed, “That’s perfect! Oh, it’s running down! Good sissy!”
Finally she gave me a tissue, and I cleaned up.
“Come with me,” and we were soon in a bedroom, where she kissed my lips, “You are so lovely! I’ve so missed our games!”
She pulled down my fluffy tutu, and I stepped out, standing before her in my (breast form enhanced) bodice, with my garters holding up my seamed stockings, and heels. On her knees, she stroked my cock, and the Viagra did it’s magic; I was rock hard in seconds.
She laid on the bed and spread, and I dove in, worshipping her pussy. She tugged, “Get up here,” and I kissed her as my cock slid in, and we both groaned.
“Oh, I’ve missed this,” she moaned.
I fucked her like always, grinding my pelvis, tending to her cues, giving her the best possible sex I could. I could tell she was getting close, “CUM,” she said, “I want to feel you cum!” And months of my yearning for Mistress burst forth! It was the best moment, the best orgasm, it was ecstasy!
I drove home, in my Slut Maid outfit, smiling all they way home, knowing it was not over. In fact, it was just the beginning.