Skip to main content

TIFU by losing my cellphone at the grocery store

Post a Comment

TIFU - Possibly - Sex With Trans Girl

I don’t know how to feel, I recently had sex with a trans woman. I met her at the club I saw her dancing and I had no clue she was trans. We started talking and instantly had a connection. Her voice was obviously a bit different but I didn’t ever have the idea that she might have a penis I just let it slide because I didn’t want to sound weird or rude by asking. We talked and danced for a little while and decided to go back to a hotel together. When we were walking into the room she kind of hinted at something by asking if I like women with a little extra too them, not knowing what she meant I just said , “depends what you mean by that haha” and tried to laugh it off. as we were kissing on the bed and we slowly started undressing I realised she was undressing a lot slower then me and started to kiss my abs and lower groin area. She gave me oral sex and then took off her dress. I could notice a little bulge but like I said before I didn’t want to see outlandish by even considering she was a trans and we kept on kissing. 5 minutes in she told me she was trans. I stopped and thought about it for a few seconds and just kept going. It felt really good it was very passionate and I always wanted to try anal with a girl. The issue is I didn’t use a condom, and I feel shame for even doing it. I don’t know if I should feel this way or not. I know I’m straight as within my 22 years of life I’ve never even thought of men or trans girls sexually. I’ve only ever found cis females attractive. Should I feel ashamed?

TL:DR I Had Passionate Raw Anal Sex With a Trans Girl and I Feel Weird About It

Labels:

Comments

Post a Comment

Popular posts from this blog

TIFU by walking into a glass door.

This just happened barely 30 minutes ago. Ended up with a nose bleed and some of the worst nose pain in my life. I can’t even wear glasses without the pressure hurting my nose. So, how did I make the same fuck up a bird would? I put on my sunglasses to leave an appointment and ended up walking nose first into a glass door. Shambling back in shock, I had no damn clue what I had just done. It shocked me so bad that I didn’t comprehend it until I felt liquid drip down my nose. I had turned into the world’s bloodiest leaking faucet. Someone witnessed this in their periphery and asked me if they needed to phone someone. In a panic I basically wailed for them not to, even though I would soon freak out and think I need an ambulance. Someone else came by and ended up giving me paper towels, which quickly looked like I had murdered a mouse with them. My nosebleed soon stopped but not before someone else checked on me. TLDR; fought a glass door and lost. I do not envy the janitorial staff. ...
Post a Comment
Read more

TIFU by asking my boss why his cock got hard on my leg.

***not a fake post. I’m F 32, He was standing over one of my legs while I was sitting in front of him facing him (spinal adjustment) and he spread my knees with his leg, put his hand on my stomach and then there was a ton of sexual tension and I felt his cock grow into my leg and then start to fill with blood and then twitch on my leg. My boss has been leading me on for two years in subtle ways. Lots of waist pinching, close moments, and “were you good while I was away(s)?” Mostly breadcrumbing himself out to me while his wife (who I also work with) became increasingly hostile towards me. He is someone who has been a mentor to me for ten years. The two of them seem to be having marital problems on and off. The other month, while in close proximity, he started to get hard on my leg and moved when he noticed. A while later, I asked for an open conversation on the attraction between us and what to do about it. It has been distressing me and I had reached my limit. I figured since we’ve...
Post a Comment
Read more

TIFU by going through my girlfriend’s old photos

My girlfriend and I have been together for 9 months or so and things have been up and down but I love her a lot and she loves me a lot. We’re both 20 and she’s had a lot more experience sexually than I have and this has always bothered me but besides that we have a pretty good relationship. We’ve talked about our pasts and she’s had some pretty bad experiences that caused her to kind of go off the rails up until we met. She’s all in on me and I’m all in on her and she’s expressed a lot of regret about her past choices and I’ve tried to be as understanding as possible but I’ve always had some insecurity regarding it. Well anyways last night I was on her laptop and saw her photos were linked to it and I stupidly clicked on it and started going through them. Don’t need anyone telling me that it was dumb and an invasion of privacy because I really realize that now and I will never be going through any of her stuff again. Anyways I ended up seeing a lot of shit. Clicked on a folder that...
Post a Comment
Read more