[M/F] First Time with a Transgender Woman

TLDR: My tinder date had more than I expected, I didn’t stop.

–This is my story from college last year. I’m reposting because I don’t have access to my old account, I want all the people who followed me to be able to find me!–

Hello everyone, I am 24 and not exactly sure what I’m into. I always thought I was straight into cis women exclusively then I met a beautiful woman who happened to be trans a few years ago. I had no idea which to me at the time was surprising, I always thought you could tell, either from the body type or the way of speech. This experience really confirmed to me that trans people are the sex they identify as. Anyway, the date went really great! We went ice skating and to dinner and had a great time talking. Definitely my best tinder date ever haha.

After dinner we were holding hands walking back to my car and when I opened the door for her instead of getting in she turned to look at me, tell tale kiss me sign, so I did. And we were heavily making out in a maggianos parking lot lol. She broke off the kiss and asked to get into the car so we could talk. I assumed she wanted to go to one of our places to have sex.. I was right but that’s not what she said.

Step Sister Corruption Part 92 – Day 55 Endurance (fiction, M/F/F, d/s, teaching, step siblings, con)

*Gabe*

I can’t believe the girl’s talked me into this shit.

After my birthday, on Monday we had our meeting with Dr. Braxter letting her know that we will participate in her test being subjects but had to meet a few of our demands.

Our first demand was that Summer be included in the same test as us.

The second was we be tested at the same time.

And three Dr. Braxter got us a contract outlining everything and get us the most money without losing their ability to sell their eggs so they could get extra money.

That was the girl’s main concern being so they could get as much money as possible.

Dr. Braxter of course agreed with her own privados. The girl’s needed to switch to the o-plug which they admitted they had. Dr. Braxter was taken back for a moment but asked how long ago. The girl’s admitted not long ago but it was long enough for Dr. Braxter to request an emergency egg test.

Dr. Braxter wanted me to go do an endurance test. And required the girl’s to submit to a full calibration test before she could proceed on anything.

Fucking my first guy [MM]

One evening, my wife and I were talking and she, out of the blue, said, “I want to watch you fuck a guy.” I shook my head like I wasn’t getting what she was saying and she repeated it, adding, “Up the ass, your dick in his ass.” We had been playing with guys before, I gave a guy, Paul, my first full blow job a couple of month before, managing to cover my face with his cum. She licked it off, which was surprising and I must admit, felt really weird but resulted in me getting blown by her. I still love it when she sucks my cock. She was never interested in being fucked in the ass. We did try it, but it has never been a feature of our sex lives together.

I knew Paul wasn’t interested in being fucked, so we had to look a little further. We advertised in the usual contact magazines we had then, and after a few weeks, we met up with a guy, a bottom. The kids were at their grandparents, we were hosting, and this guy turned up. Kevin was smaller then me, about 2 inches smaller, young, early twenties, and I thought was struggling a little with his sexual identity. Being bi- then was not something talked about a lot, it was one or the other, at least not until people like David Bowie came along and HIV forced the conversation.

Journal #1: [MM] The time I (18M) got more than I bargained for with a random man (M30’s) from Craigslist personals. Long and hot story from when I was in college.

I have always been a very sexual person. Coming up, I had done a lot of solo sexual exploration, this led me to discovering tons of fantasies, fetishes and kinks in my head, but living at home, I never really had an outlet for them. Throughout high school I had the same girlfriend and we had a great sex life, basically humped like rabbits, but it was always pretty standard sex and at the time I was pretty ashamed of the abstract sexual thoughts I had concocted in my head and never broached the subject with her. One of the biggest ones was loving to wear women’s clothing, make up, shoes – which I later found was called Cross Dressing. For me Cross Dressing wasn’t really inherently sexual, but it was a way for me to transform from a boy to a girl, the thought of which just made me happy (more to come on this in another story).

Fast forward to college. I move into the dorms with my new roommate, who was openly gay, we’ll call him Dan. We were pretty close (just as friends) and soon made friends with several people from our floor, we’d all go out together, eat together, study together you name it, we were close.

[FFFF] Russian sauna: Part 2

Hey y’all, thanks for your patience! Here’s part 2 of the steamy Russian banya story. XOX

~

“Bella!” Anya pulled me in to kiss my cheek before handing me a glass of red wine. “Come in, please! Shoes off!” She waved her hand to the shoe rack next to the door. “And take some slippers.” She had a row of fresh hotel slippers next to the shoe rack. Pretty impressive, I thought to myself, if unusual.

“It’s Russian custom,” she said, reading my thoughts. I nodded instinctively, following her through the foyer into the kitchen, where I was greeted by two more incredibly beautiful women in robes and slippers. I noticed suddenly I was the only one actually dressed.

“Everybody, this is Bella, my sauna friend. Bella, this is Karine and Nadia.” Karine and Nadia all waved and smiled at me.

[Group] Exploring my deepest desires in the dark steaminess of a Russian sauna…

Note: Light BDSM themes. It’s an all-girl orgy, y’all!

~

I met Anya at the women’s only spa in town, in the dry sauna. I noticed her immediately; I always came on the same days, the same times, and had not seen her before. I would learn later that she usually arrived after I’d gone home. This day had been a fluke. I saw her first when she had passed me a few times in the hall between the sauna and the soaking tubs, a flash of dark, curly hair and breasts that draped down her body elegantly. Her brown nipples stared at me as we passed, our bare shoulders nearly grazing each other. The soft hair on her arms bristled against mine. I shivered, despite the humidity. She was on her way to the dry sauna, and I was on my way to the cold tub. After I saw her swish into the dry sauna, I changed my mind, opting instead for a cold dunk from the bucket shower.

I pulled the rope and a frigid splash ached down my shoulder blades, trickling down my lower back to sputter out between my thighs. I pulled it again. My nipples hardened toward the water. I felt the warmth between my thighs escalate. I pulled the rope again. Then I turned back to the dry sauna.

[MFF] They called it “Torture Time”, it was anything but torture

I was so inexperienced at the time that the thought of being with two girls at once had never even crossed my mind. It was the early 90s and a much more innocent time before the invention internet porn. I was still jerking off to the lingerie catalog from Sears or a playboy when I was lucky enough to get my hands on one. I was so happy one girl was willing to have sex with me and I wasn’t sure anyone else ever would again.

It was the summer after we graduated high school and my girlfriend Emma (name changed) had decided to take our relationship to the next level and we had sex for the first time the night after graduation and the following weeks consisted of having sex all day while her parents were at work. It was that exciting kind of sex where everything is new and awkward. You’re exploring and learning and you never really get to have that feeling again. All these years later I still look back on that fondly.

Have I got a Problem? [MF][MF] [MFM][Oral, anal]

Have I got a problem?

I’m 24 years old, 5’11” tall, 34C breast, 24″ waist and I can lie and say a 34″ butt, which is really more like 36″ or even a bit larger. I have blonde hair and blue eyes, and this is about how I got over a couple of problems.

My first problem was Sean. He is a year older than me, a shade taller, seriously fit, a cross-country runner, black hair with dark eyes. He’s a great guy, a long dick and knows how to use it. I love it, in my mouth, in my pussy or up my ass, I just love it. His attitude is positive, his aroma is just unbelievably sexy and I don’t know why that’s important, but just the smell of him attracted me, right from the start. I was dating, and fucking, Sean for about nine months when I met my second problem, Dylan.

Dylan is also a year older than me, a shade taller, seriously fit, an exercise physiologist, black hair with blue eyes. He’s a great guy, a long dick and knows how to use it. I love it, in my mouth, in my pussy or up my ass, I just love it. His attitude is positive, his aroma is just unbelievably sexy and I don’t know why that’s important, but just the smell of him attracted me, right from the start.

He needed the money. He enjoyed the stripping, even though it was men in the audience. He loved the first gay blowjob he got.

Oh well. I started unbuttoning my 501’s. I was getting into it now and teased with each button. When they were all done I sort of plumped my dick through my underwear – a sort of preview. The crowd gave absolutely no reaction. From their level of interaction I might not even be there. I turned around and dropped my jeans, jutting out my ass and wiggling it. I didn’t lose them completely, yet. I let them hang loose as sort of a prop. There was a guy in the second row, so I went to the seat in front of his and dropped my pants and played with my dick through my shorts right in front of him. I strutted around, remembering all the girl strippers I’d seen.

I was still very nervous. I felt silly. I was out of body. I was sort of channeling Mick and the gals and letting this mixture of influences drive my actions. If I had been the one driving I would have frozen in terror and probably stood there till closing. But somehow these other influences wafted by and took over. I was more of the passenger in my own body than the driver. I was actually having fun.

Poetry & Blood Part 15 [FF] [BDSM] [Mind Control] [Vampire]

**Chapter 15: The Body**

**Miss Lancaster**

“Thank you, we’ll let you know next week.”

Miss Lancaster sighed and rubbed the bridge of her nose between her eyes as the nervous middle-aged woman slipped out of her office. That was the fourteenth interview today. None of them were good enough. None of them had the strength to replace Angelica.

They thought they had solved the Angelica problem with Carol, but she nearly had a psychotic episode during her first Muse Session. Then they tried Stephanie, but she quickly started asking too many questions. They were looking for their third replacement to Angelica, which they needed before they could fill the other vacancies in the staff.

And it all fell on Miss Lancaster.

She alone had to manage Camille’s mental state. She had to keep Emma a secret. She had to manage the business and legal side of Camille’s work. She was acting as agent, babysitter, employer, and confidant. On top of that, Camille was unravelling. She had become increasingly paranoid that other people knew about Emma. She said she had writer’s block. The editors said that Camille’s work rambled or sometimes lacked coherence. She spent long hours in her room, rereading old poems she had written to Laura Karnstein.