If y’all have been following my previous [posts](https://www.reddit.com/r/SluttyConfessions/comments/yjud1d/i_27m_love_making_my_friends_wife_34f_feel_guilty/), you might not know that I have other FWBs, but this other one is one of my top favorite go-to fucks.
She’s currently a grad student at the university of the college town/city I live in, and we’ve been fucking for about three years. She wasn’t my first sexual experience with a trans woman, which was coincidentally during my undergrad. Between that and now, I’ve only had two, but hoping for more.
I met my trans FWB at a charity event that my company was hosting. She was one of the college volunteers that was also assigned to my team’s station. I didn’t know she was trans at the time. All I knew was, when she walked in wearing the tight red volunteer shirt and her sexy demeanour, I was hooked.
At first I played it cool, introduced myself, and kept it professional, mostly to not to look like an absolute perv around my colleagues. As much of a horndog as I am, I love my career and would never directly mix my professional world with my sexual one. I have never had any any sexual relationships with anyone at work.
I laid on some really soft game to pique her interest by being chatty with her and also her fellow-college volunteers, so things looked pretty normal to outside observers. As spent more time chatting throughout the event that’s when I found out she was a senior at college and trans. Once she told me, memories from my first sexual experience with an MtF came flooding in; probably one of my top 5 best blowjob experiences. My need to seduce her only grew.
As the volunteering event came to a close I manage to get her Snap and IG. By that evening I switched up my game and started just DMing her. By midnight we were full on sexting. I told her about my first sexual experience with a trans person which turned her on, which then she asked me if she could replicate that feeling and sensation.
Without hesitation I booked her an UberX from her dorm to my place. As soon as she got there we made out and she gave me a new entry to my top 5 blowjobs of all-time. After I recovered from coming, she asked me to fuck her. I have done anal several times before then, but never with a trans woman. Luckily for her, I was still super horny and as soon as I got hard she was moaning until I unload an ungodly amount into her bussy. She also came a few seconds before I did, because I also jerked her off from behind. Sadly, no round 3, because she told me she had a test in the morning. Booked her a normal Uber to get home, and the rest is history and we’ve been fucking ever since. She is the longest, most-consistent FWB I’ve had since I moved to this city.
Source: reddit.com/r/gonewildstories/comments/yr2smd/imve_been_fucking_a_grad_studenttf_since_she_was