As a gay teen heading into adulthood in the early 2000s Dan was lucky. The Internet had made finding other gay men much easier. Mobile phones, those old indestructible Nokias, and crazy flip-phones meant you had privacy when communicating. Society was opening up and you could find people like yourself and build confidence with them at your own pace. Webcams and messenger chat apps could set the stage for personal encounters. The universe was headed in the right direction....

"Hi, Bobby. How you doing?"
I looked up to see Janey from an adjacent work group.
"Doing fine, thanks for asking."
"I don't recall seeing you here recently." I was sitting at the bar of the local after-work watering hole.
"No, been busy and, quite frankly, haven't felt all that sociable."...

Note: This is a work of fiction set in a college/university. All characters in this story are 18 years of age or more.
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It was the first day of college and Albert made his way to his dorm room. He, a 6 feet 3 inches tall muscular guy and a gay top, longed to fuck a bottom. When he got to the dorm his roommate was already there. "Hi I am Deng, but people call me Denny!" Before Albert was a 5 feet 8 inches tall slender Asian. The kind of guy Albert fantasised about fucking all the time. The two hit it...

Carol's Dream - To Be Observed
This was supposed to be an Illustrated story, but Literotica's new rules mean that the images of Carol have been deleted and I'm publishing it here in the Exhibitionist and Voyeur category.
Jack - My wife Carol had always been fascinated by the thought that someone would be watching her. Like a lot of women, she wanted to be desired, but it was more than this. She wanted to be the object of a man's full attention and she often dressed to try to get that reaction. What wa...

It was Friday afternoon. I had taken time off. It was warm and so I preferred sitting in the garden with a beer rather than in the car, on my way to yet another client. On the terrace, in my easy chair, under the awning, it was fine. I tried to do some reading, but nodded off to sleep after only one page. I dreamed my favorite dream, 'Girls Island', in which I get to choose a new princess from 250 girls every day, with me stranded on a desert island for unclear reasons....

I waited until the kids were asleep. My hands couldn't stop shaking, so I did the dishes just to keep them busy. She walked in halfway through -- hair damp from a shower, loose shirt, no bra - nipples poking against the thin almost translucent fabric, that casual intimacy that used to make my chest ache with love. Now it just made me feel sick....

This is a dual POV series... See "Angels Landing (Katie's POV)" by KatieEmily
All my stories are fiction and all characters are presented as 18+ years of age.
Antonio Ruins Chrissy
Julia smacks her lips and then smacks your ass. Giggling, she stands and gives you a kiss on the lips. Spitting a half a mouthful of our musky amalgam into your mouth and stripping off her neon green bikini. She slips back into her sundress and heels saying..."Wow that was good you two, but I need to get back down to the...

I was a second-year college student, fairly handsome, 6' 1" tall, and with an athletic build.
I lived in the college dorm and shared my room with a fellow guy who eventually left campus at the end of the previous (first) year. It was nice to have the entire room all for myself for a change. It was quiet and I didn't have to share the kitchen or the bathroom with anyone (not to say suffer anyone's snoring!)....

All sexual situations involve only 18+ characters. Scenes containing children are in no way shape or form intended to be sexual, but are for purposes of characterization and world-building.
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A hot spring wind blew off of the rust-colored waters of the Heart Sea, over the iron-walled city of Ithanus. The streets were thronged with tens of thousands of people, and perhaps half a million called it home. It was, at least as far as anyone knew, the largest city in the world....

Home-schooling has its advantages. For one, I have more control over my curriculum. Which means that as of today, I have already earned all the credits I need to graduate and can pretty much do whatever I want.
I decide to seriously pursue French, which will complement the International Relations degree I plan on earning. When I was young, I wanted to be a nurse like my mom. But then I was selected to participate in the Model United Nations Conference in New York City. For a week, I served on the UN Econ...

Another of Bennett's crew had arrived by chopper, with the Soldiers of Human Liberty insignia painted on its sliding doors. Bennett had waited patiently for his arrival, near the point of being fed up with his men not doing enough to stop the resisting forces.
"Liberty ten to liberty leader," said the pilot. "Liberty ten to liberty leader, come in."...

Standing in my office looking out over the city, I slipped my hand into my pants and began to rub my swollen lace covered cock. My phone beeping brought me out of my trance, licking the pre come from my fingers and checked my message, "30 minutes be ready bitch," my hands began to shake as I stripped off my suit and shoes and stepped into the pair of high heels beside me. Sitting at my desk I secured my long blonde wig to my head and applied some makeup. Standing my pulse quickened as I waited....

Episode 3: Plugged & Paraded
Brandon waited outside Club Indulge, hands tucked in his pockets, nervous energy buzzing through him like a second pulse. He wore what she told him to wear: fitted jeans, no underwear, a tight black tee, and the discreet stainless-steel plug she'd delivered to his doorstep two hours earlier in a velvet box....

Hello all!~ This is a mostly accurate story of how I started my sissy journey. Any and all feedback would be appreciated. Thank you for taking the time to read my story!~
The day started off like any other for Grayson as he relaxed after a day of college classes in his dorm. The door to his bedroom firmly shut as he laid back in his bed, scrolling on his phone looking to roleplay with. His eyes scanned over low effort post after low effort post but eventually stopped. The name "BBWsweetie19" popped out a...

A dominant young woman and her boyfriend blackmail and sissify a fellow student at university after he was caught secretly recorded them having sex. Liam becomes more compliant and starts to participate in his own sissification.
Tags : transgender, BDSM, fetish, blackmail, gay, femdom, non consensual, sissification, feminisation....

Continuing saga of Geri.
When we got home, Janine said, "Maybe we should fire up one of your joints? To mellow you out? I can tell you are nervous again." I didn't bother answering, just went to my stash. I knew it would take the edge off, and, the LAST time we smoked, I got high and barely hesitated taking Kevin's cock. After the mess with Elliot, I needed to recapture that first feeling. I got a tingling just thinking about it....

"Fuck I can't get the handbrake to work," Wren cries out, clearly at the edge of frustration. I don't completely understand what she's talking about, or exactly why the handbrake of her stunt motorcycle won't work. However, this is something she's been working on for a while. Something important to her....

Warm summer wind blows through the window, sweeping across Wren's soft legs. My fingers trace along the outline of her waist, stopping suddenly at the red lace that hugs her hips. I tug, gently. She giggles. Her burgundy curls twirl around her face as she laughs.
She's so fucking pretty when she laughs....

Laura woke me up from a deep sleep with a kiss on the lips. " Wake up sleepy head, lots to do today. Change in plans that I will explain later."
She had put out a pair of panties, shorts sneakers and tee shirt for our work day, I dressed quickly and went to make coffee.
As we ate breakfast, Laura explained that Billy and Timmy were delayed and would join us tomorrow. She also said it was just as well because she forgot a couple of important lessons for me. After we took care of the deliveries, it was ...

I had never been more turned on and waited expectantly for his next command and the ensuing sex.
"Actually, we've done enough training for today. Now it's your turn to take the wheel," he said breezily.
"Wh-Whaat?" I stammered, looking up hesitantly. I was met by his eyes. There was no hint of a reprimand for looking at him....

My wife Mandy has always been a shy type with a dirty streak. Shes average height & build and has a fantastic arse, B cup but very perky breasts which look great when they're exposed. We've done some private nude sunbathing but never around others.
This was all about to change......
We're in our mid thirties and celebrating...

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Saturday Night
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They arrived home after their day out and the session on the farm. Carmen was physically and mentally exhausted.
The three of them entered the house and Sir headed to the living room.
"Go to your room and get undressed. I'm going to wash you, puerca. I don't think Bunny got all the stink off of you."...

Since it did such a good job fucking my pussy, I thought it might do a mighty job fucking my ass too.


Thrusting Toy Ass Edition by MochaPlayThing

















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Retired statistics professor, Harry Wong, seeks advice after discovering a surprising poem written by his wife, Patricia Wong, a retired mathematics professor. The poem, titled "Chinese granny Loves Erections!", expresses female appreciation for male arousal, particularly when women are the cause. Patricia Wong's writing also highlights a profound sense of blessing and affection derived from witnessing male ejaculation in an act of "extreme onanistic lust." Harry Wong admits to feeling both concerned and ar...

House of Urvile: Poker Night
Her manicured fingers flipped the cards one over top the other nervously before peeling back the edges and glancing at what was hidden underneath. She tried to hide her excitement at what she glanced at briefly. Ace/King was a strong hand and she paid her blind and watched the others at the table join her....

I spotted him immediately. Call it professional experience, or instinct, or maybe some kind of sixth sense, but I always know a good long-term client when I see one. The key is making him think he's in control before pulling the rug out from under him, leaving him disoriented and desperate. A man like this likes the chase almost as much as he likes to eventually submit, but I'm getting ahead of myself....

I've known Ursula Ditko for years. She grew up in my neighborhood and when I first met her, she was a high school student. About a year ago, she went off to college and I didn't really expect to see her again anytime soon. Then she dropped out of school and came back home.
"Did you hear?" my sister asked. "Ursula got into a big fight with her dormmate and now she says she's dropping out of school. I wonder what the fight was about."...

Title: The Unknown
POV: Katie
The blindfold was snug, soft velvet against her skin. Ryan had tied it with surprising tenderness, brushing his fingertips along her hairline before securing the knot. She lay stretched across their bed, arms gently restrained above her head, wrists cradled in padded cuffs they'd picked out together weeks ago. Her ankles were securely tied to the footboard, leaving her legs a little slack to move about, but still forced slightly apart....

Don's cock pulsed its rigidity as it wagged with his movement on all fours, his anus tingling readily at just what he'd allowed himself to be led into. There was no going back now though, stripped naked of his clothes, that cock boned all the more as he watched Cordelia's graceful and beautifully rounded buttocks jostle deliciously in her tight black and revealing lacy leggings, her cynical laughter at him, as Hilda's cane prompted him on his journey to a thrashing, had him long to be caned by her, rather t...

-- A Dissatisfied Man --
It's Monday night. A grueling week of work ahead. Beta sits at the edge of their cold bed in his white briefs, fingers clenched in his lap. Across the room in a single-seat plush chair, Anna kicks her feet up on a footrest and buries her head in a novel. It's been years since her hands brushed his, decades since their bodies tangled in anything close to desire. Beta wonders sometimes if Anna remembers he exists--that he still has a sex drive. Or if the man who kissed her before h...