I’m a 26 YO M2F transwoman and a freshman attorney working in a large lawfirm. The partners at my firm are well aware of my gender identity although we all agreed that I preferred to not be outed to the rest of the firm staff as my goal has always to live my life consistent with my gender.
I transitioned at 19 and have been on hormone therapy for 7 years. My transition has gone very well, no one ever realizes my beginnings as a genetic male.
3 weeks ago, a partner in the firm started showing interest in me, in a way which got my radar tingling. I say this because the partners know my past; the complete me. I was shocked and of course flattered that this gorgeous man was showing interest in me.
He’s about 30 years my senior and a strong daddy type black male with high cheekbones and a strong brow and shaved head.
So I guess I instinctively began wearing slightly shorter skirts to work and purchased a couple bras with a size smaller cup to project my breasts just a tad bit in order to keep this beautiful mans attention and it worked.
One evening at work, he invited me to have drinks after work and I couldn’t contain my excitement. We had a few drinks to losen up and I, desperately wanting to know if this was a dream or real, asked him if he was aware of who I was “genetically”. He said he was, but that he was also insanely attracted to me and just wanted to see if there might be some chemistry between us.
I was so excited. Later he asked me over to his house, we made out for what seemed like two hours then had amazing sex. I left his house early the next morning to go home and clean up, do my makeup and put on clean clothes, then back to work.
He was just as friendly at work the next day. That evening, he invited me over again. I assumed he would so I brought a change of clothes and underwear and some makeup with me in a bag to work that day.
We had amazing sex again, I slept there and we had great sex for breakfast as well.
That went on for about a full week. Then he suddenly turned cold. When I brought it up at work after 3 days of him not showing me any attention, he told me that he was concerned because the partners expressed some disappointment with him for seeing an employee. I have been emotionally devastated but I know we have a policy on the issue so I can’t do anything to solve the issue. I’ve considered looking for another practice to work for so I can continue our relationship but I know it’s too soon and I’m reacting emotionally and not rationally. It’s too soon in my career to consider quitting and I love the type of work I’m doing.
All that said, this man is super hot and he seems to be infatuated with me too. Before I transitioned, I was living as a gay man and I had all the dick you could dream about. Since I’ve realized I’m a woman and transitioned, I don’t date near as often and I more often than not hook up with men who fetishize me instead of guys who just are attracted to me.
It’s a difficult life and I guess I’m just wondering how far this relationship could go if I pursued it.
What would yall do for the great dick? Pass and keep my job or find a new job and go for it?
Tag: Gay
[MM] mutual masturbation with my best friend
Please don’t judge me because of the silliness of the event :)
My friend bought a 4$ google vr carboard. He recommended that for me and I also bought one. When I went to my friends house, we tried to watch vr porn. It felt really good and we started to rub pillows to each other’s dicks. We had a limited time and we couldn’t continue.
[FF] For Molly…
I walked into the office and sat down at my desk on a usual Monday morning. As I started powering up my Mac book my desk phone rang.
It was Nathan, my boss. He told me I had an assignment today and it was to buddy up with a new colleague who was over here from America.
Instantly I remembered he had told me about this about a month ago and I completely forgot to put it in my calendar. Shit. We had to prepare a presentation together and we only had a week to do it. I was supposed to have done all my research for my part of it and I’d done absolutely nothing. What a way to start my day!
Nathan told me my colleague was waiting at reception and that he’d bring them up to my office soon. I used that opportunity to go grab myself a coffee and start researching a little.
I walked back into my office and to my surprise, there was a woman sat in front of my desk. I don’t know why I’d assumed Nathan meant a guy. She turned around and got up to greet me:
Maria – The Girl Next Door
The last photograph was the same pose but the girl was on her stomach. Maria rolled over and rested her head on Simon’s lap. “Oh!” Her head popped up. “OH WOW! You’ve… got a HARD ON!” Maria exclaimed. Then she giggled. “Oh, did I do that to you?”
“What do you think? Of course you did, as I said, I’m not gay!” replied Simon.
Maria laughed; and then she gazed with a look of curiosity at the prominent bulge in Simon’s jeans. She picked up the black folder. “Is… it like that?” she asked. There was a nervous tone in her voice now.
On the page was a picture of a naked man sitting on a stool with a very large endowment standing upright against his belly, the head of his cock obscured his navel. Simon went a little pale. “Well, similar, I guess”, he said.
“You wish!” commented John.
The following image was of the same man with one of the girls on the wall pictures. They were in a very arty looking nude pose, the man lay on his back on the floor with the girl behind him on her side with her head propped on her left elbow. Her right hand rested on the man’s thigh.
Give and Take, Part 1 [F/M] [Femdom] [Pegging] [Mature]
WARNINGS: Includes homophobic/transphobic language. This is Part 1 of 4.
Two days ago, Natalie had woken up with a pounding headache and chills, fully in the grip of the flu. The timing could hardly have been worse.
Granted, she had plenty of PTO left at work, no upcoming appointments she couldn’t reschedule, and her son and his wife had finally decided to sleep train the baby—yes, *they* had been nothing but gracious about the news—had even sent her a bouquet of flowers, thank-you note attached. They sat wilting in a vase in the hallway.
In other news, Tom had been sent to the store that afternoon to restock on Nyquil and honey lozenges, and come back with two bottles of wine. He plunked them down on the coffee table–littered with the corpses of several dozen Kleenex–and spoke first, with an air of forced casualness. “Want a glass?”
Natalie did not, in fact, want a glass. Her head was pounding so hard, it felt like her skull was forcing its way out of her skin. She’d spent the last 48 hours wrapped in several blankets on the family room couch, drifting in and out of consciousness while marathoning the Great British Baking Show. *Must it* really *be now?* she asked the universe, but pasted a smile on her face anyway. “Sure, dear. Just a splash.”
[F]ucked a girl I met on Tinder and it was so much [F]un
I had set goals to make this year, my year. I was fitter than I had been in years, regularly working out and seeing amazing results. I even had a brief but extraordinary fling with my gym personal trainer that was hot as fuck but we decided to cool it for a whole multitude of reasons but mainly because we had a good friendship and it was best to keep things professional. I was back in education part-time doing a 6-year degree to start eventually start a new career that would give me purpose, direction and hopefully job satisfaction. In the meantime, I was working retail Monday – Friday 9 to 5 in a stressful job, working out 5 days a week at the gym, on top of trying to make new friends when I had some spare time.
My relationship with my SO is a complicated one. We had been together a long time and were not the people we were when we met. We had both grown and maybe outgrown each other and some might say drifted apart. We are not married but lots of financial and personal obligations we are stuck with each other. As I reached my 30’s my sexual appetite and libido was on fire and through the roof. I realised I was in my sexual prime and a lot of baggage about my sexual side I no longer worried about but I needed constant stimulation, be it intimacy, sex drive and feeling desired and wanted.
Don & Celeste – My first Bisexual Orgy! [Group] [MMFFMM]
I’m not sure how many parts this will take, and I’m going to try and remember as much as I can, but this happened a long time ago.
I had met a couple on a long-since closed adult dating website named Don and Celeste. We chatted back and forth and exchanged pictures for a while, but not much ever came of it until they were about to throw one of their swinger parties. They told me it was a bi orgy party and I should expect at least some soft bi action. I had no idea what I was going to be getting into, but I knew there was going to be at least 2 other men there and 2 women.
I arrived at their house right on time (9pm) and I was the first one to arrive. Don and Celeste greeted me at the door and invited me in and fixed me a drink, I think it was a vodka screwdriver. They told me that it was supposed to be a pretty laid back event and that everyone there was over 40 (except me, I was about 32 I think) and if there was a hard dick, someone should take advantage of it. Don said everyone coming is bi, and no one is off limits unless they say they aren’t interested. Celeste gave me a run down of who to expect.
Playing Footsies, Chapter 5 [MFF] [Foot Fetish]
Will was intent on taking his mind off feet for a while so he laid out his books on his study desk and sat down, determined to get some actual studying done. But naturally, he stared out the window towards the beach and procrastinated.
His next challenge was getting Vicki to do something with hers. If he got the shyest girl to do it then he didn’t see why he couldn’t get Vicki to. He had already planted the seed earlier today, he simply needed to wait and see if it grew into something worthwhile.
A knock on his door made him turn. “Come in.”
Vicki entered, still in her uniform. “There’s some dinner downstairs if you want some.”
“It’s that time already?” Will looked at the clock on his laptop.
Vicki nodded. “But before that, can I talk to you about our conversation today?”
Will’s excitement rose. “Sure. What’s up?” he said, voice calm.
“Well,” she sat down on the edge of his bed and stretched her legs out. The flip flops she had worn yesterday were back on her feet and on hung off her toes. “I talked to Shivani and I casually mentioned feet, ya know, to plant the seed.”
Pink Smoke 2 [Mc] [Femdom] [MF]
Tom woke up slowly from a feverish dream of naked flesh and kisses and moans. His throat ached and his body felt sore. As he regained consciousness, he realized several things at the same time.
First, that he was lying on a bed. He was fully dressed and his trousers felt uncomfortably tight around his crotch.
Second, as he moved around, he found out that he was handcuffed to the bed posts.
Third, that he was a place he didn’t recognize. A beatiful bedroom with wide windows, in a building tall enough to offer a view on the entire city.
Fourth, that Sandra was in the room with him. She was sitting at a small desk in front of a mirror. She was wearing nothing but an aquamarine bra and matching lace panties, her long, slender legs cast to one side as she carefully cleaned her face with a small cotton disk. Tom could see the beautiful line of her delicate neck as she had her hair collected in a bun.
Sandra was humming softly to herself, but paused as she noticed, through the mirror, Tom waking up and struggling weakly against his constraints.
[MM] I finally make my straight work colleague cum
Just a quick recap on my straight mate from work “Jack”. We used to work together and I, along with every other gay and women in the office, fancied the pants off him. Alas he was straight and also had a gf who worked in the same office. Jack was always curious about life in general and eventually his curiosity turned to sexuality. Not long after he started to become curious his gf dumped him, he he saw this as his chance to explore. As one of his few gay friends I was the lucky one he wanted to explore with. I have previously written about a couple of our encounters here [part 1](https://www.reddit.com/r/gaystoriesgonewild/comments/azgp15/my_straight_mate_from_work_becomes_curious/) & [part 2](https://www.reddit.com/r/gaystoriesgonewild/comments/b519jh/staright_mate_from_work_fucks_me_with_my_dildo/).
We hooked up several times over the space of about 6 months and sent each other LOTS of pics and images. He was fascinated by closes up of my cock and ass and we would sext a lot. In fact he wanted to do it even more than I did.