Category: sexystories

How I got to where I am, true story, male to female

I figure most would not be interested in this, but I figured I might tell you all a story of how I got to where I am now and why failed as a man and seeking to fully feminize now. I’m also just curious on if this is a turn on for real men unlike myself.

For as long as I can remember, I always knew I should of been born a girl. Many little things like being naturally passive. When role playing games I rather be the princess then the knight, Stuf like that. Anyways, I grew up in a pretty tradional family. Had a stay at home housewife/mom. My dad was clearly the head of the household. I have all brothers and they are all manly men type of guys. Cowboys, bikers, football fanatics, that type of thing. My main interest during the time was video games and still is. Read more »

I WATCHED HER GET OFF [mf] [voy] [mast]

It was late. Friday night. I had been out with friends and by the time my Uber dropped me off, I had to pee so bad, I was squirming in the seat. I ran upstairs and made a beeline for the bathroom without even flicking on a light. And that’s when I heard it. A soft moan. I snuck into my bedroom and walked over to the window without turning on a light. And that’s when I saw her. My neighbor. She was lying on her bed, totally naked, curtains up, window open, masturbating. Her hair was soaking wet and there was a towel in the bed next to her.

I imagine she must’ve gotten so horny, she didn’t even bother to towel off. She just grabbed her hitachi wand, dropped onto the bed and got to work.

I felt like a total creeper, but the reality was, I couldn’t look away even if I wanted. She was stunning. Curvy body, wavy blonde hair. I’d seen her around the building, but we never spoke. And yet, here she was, masturbating in front of me. Read more »

Amy [MF] [nc][Str8]

Amy was adorably cute. She was petite, maybe 110 lbs and 5’4” with a mane of curly blonde hair, strong cheekbones, piercing green eyes, a tiny nose and beautiful lips. The type of girl who was stunning without makeup and so wore little of it. Which was a good match for her always fashionable but conservative dress

We were in the dorms together and part of the same group of friends. Early on, I noticed that under her happy exterior she had the vibe. Not the one that most of the girls I go for have – the ones who are on the verge of breaking down any moment, the ones who cut themselves and are always the victim – but it was there none the less. I knew if I had the opportunity she would let me do what I wanted but would put up a fight.

She might have forever remained the subject of dirty fantasies and had me and 2 of my not gone over to play board games with her and her roommates one Friday night.

The six of us played games until about 2 AM, laughing, flirting, eating veggie pizza and in general having a good wholesome time. Read more »

FUCKING A PETIT GIRL [mf] [oral] [mast] [facial]

I’ve always wanted to fuck a skinny girl. I’m a bigger guy—over six feet, heavily muscled, but think, thick, like a linebacker, not shredded. And I’ve always been drawn towards thicker chicks – slight cellulite, big juicy booties, big tits. A booty to slap. Tits to fuck. Something to grab onto.

But something occurred to me the other day. I have exclusively fucked thick chicks. I have never, ever fucked a skinny girl. I’m not talking like, your average looking woman. I’m talking petit. Bean pole. SKINNY. I’m talking about the chick who could never pack on a pound, no matter how hard she might have tried. A cup tits. Maybe a firm little butt. Might not have ever seen three numbers on a scale, if you know what I’m saying. 98 pounds, soaking wet type of skinny chick.

So, I went on a mission. I know a lot of skinnier women—some of us even speak freely about sex. My strategy was to ask the women I am closest with first. I believe in the straight forward approach: “Would you ever wanna hook up?” Read more »

Finally Getting What You Wanted [MF]

His hands trembled as he tugged at the zipper at the back of her red sundress. He had imagined undressing her so many times before. It would be impossible to even count the nights since the day he’d first met her, fluttering around and lighting up the lecture hall with her sweet smile and low cut t-shirts, that he’d spent wondering what it’d be like to have her bare skin under his hands and huge brown eyes staring up at him.

He’d been far too shy then, and there was always another guy with an arm draped around her. Every man around her was driven crazy by her quick wit, her smirk, and the heat in her eyes while she explained how wrong you were. More than once, he’d watch her slip off with those same men at a party somewhere, later pretending nothing had happened.
More than anything, he wanted to see that heat from her.

“You are so lovely,” he murmured between kisses over her collar bone as he pulled her dress off her shoulders and away from her body. He considered pinching himself to make sure this was real, but if this was a dream he did not want to wake up just as her dress pooled at her feet in the floor. Read more »

An evening with friends [FFM, FM, polyamory]

Sylvia’s husband was such a diva about getting ready for a date. She could never decide if she loved it or hated it, but she wouldn’t complain this time. Tonight was their first double date with a couple they’d just met a few weeks ago, and she wanted the evening to be perfect, and that included Joel’s appearance.

The night had been in the works ever since they’d met Kristy and David at a swinger’s meetup. They had hit it off immediately, and Sylvia hadn’t been on a double date since college. After meeting up for drinks a few times, Joel and Syl knew exactly what they were hoping for tonight. All the flirting that they’d done with each other’s partners was coming to a head, and Sylvia just couldn’t wait. She sneaked into the bathroom behind Joel and wrapped her arms around him in a hug.

“Hi there,” he said, sliding a straight razor across his jaw. Read more »

The Meeting [MF]

My heels clicked on the shiny floor of the hotel lobby and a few heads turned to look at me as I crossed from the reception desk to the elevators hall. I wouldn’t look out of place if it wasn’t for the hour. I was dressed in a business ensemble, well cut since the labels were Italian, as were my heels, but it was conservative with its gray and black tones, plus the slightly transparent shirt was covered by the buttoned up jacket. Nothing to advertise that I was heading to some very un-businesslike dealings.

My executive appearance wouldn’t have stood out within the daily crowd, but the evening crowd gathered to hit the VIP club at the top floor was a different matter. Young women dressed for the kill were certainly a sharp contrast to me. I smiled knowingly and a number of the men around noticed and stared at me wondering. My wicked and confident little smile contrasted with my serious attire and, males on the hunt as they were, they didn’t miss the signal. Read more »

PISS MILF [mF] [piss] [oral] [mast] [creampie] [swallow]

Summer was winding down and I wanted to hit the pool one last time. There’s a public pool in my neighborhood where all the hot divorced moms hang out. A lot of younger guys know that this is THE pool to go to if you wanna bring home a MILF. The best thing about these MILFs are — they just wanna fuck. They don’t care about dinner or drinks. They are in their sexual prime. After years in dead end marriages, they just want to be touched. They will do anything you want. Better yet, they won’t even wait for you to ask. They’re as depraved as you imagine them to be.

Nothing is off limits.

So, I hit the pool and kept my eyes open for an attractive woman with no ring on her finger. And then, I found her. She was a stunning, thick blonde with slight cellulite, a firm stomach, and tits that would blow you away.

I sat next to her and casually said hello. She said hi back, smirking and holding eye contact with me for one … two … three seconds before biting her bottom lip. She looked at my crotch and, as if able to summon her magical powers, gave me an erection as clear as day. Read more »

Roommates movienight [MF] [First person] [Are you scared?] [Storytelling]

When you walked in to my life I’ve just broken up with my boyfriend. After almost 2 years together we decided we grown apart, simple as that. But when he moved out, me and my 2 other roommates needed another fourth party to pitch in for rent. Luckily it was the end of summer and our uni had a announcement board at their website. It’s been just over two weeks since we posted it, and yet another one of the girls who shown interest for the room decided that the rent was to expensive, when I got your phone call.

Your voice, warm and deep, proclaimed interest for the room and asked to come over to have a look. Sadly I didn’t have the time to greet you and therefore let my other roommates take the interview. I got the text from one of my roommates on my way home, you accepted the terms and the rent and was a very likeable guy. Good I thought, only thinking about the money I will be saving on the rent. Read more »

She let them [M/F, nc, prost]

“So, do you want to come by my apartment after we finish up? Can play some games, and I’ll let you borrow The Witcher 3 since you like RPG’s” he asked her. Sarah wiped her forehead and smiled as she loaded up some stock.

“Sure thing, Steve! Don’t really have much planned after that anyway,” she said. He slapped her butt and then laughed, running off. She laughed with him, slapping and just missing him. She shook her head and went back to putting up some merchandise on the shelves. She’d only been at the store for a month but liked it. She mostly worked with guys on the third shift, which was fine with her. She never felt comfortable around other women, not usually. She was raised by her dad and had always been a tomboy. Also, she liked and thrived on attention, which was always easy to come by when it was mostly guys and she was one of the few girls. Read more »