Skip to main content

TIFU by thinking it was just period cramps.

TIFU by flashing an entire restaraunt

So this was about a month ago, but I am still mortified. I am a trans woman and have been publicly out for about a year now. A few months ago I started experimenting with more feminine clothing and fell in love with flowy skirts, dresses, etc. I’m sure some can see where this is going…

I was sitting on the curb after work waiting for an Uber. Now, I’ve been wearing skirts and such for a while at this point, and it’s not like I don’t know the obvious “don’t spread your legs” etiquette, but admittedly at times I forget things like this. After such a long day my mind was completely elsewhere, and all I could think about was how badly my feet hurt in the new boots I just bought. I dressed up extra fancy that day because a friend was having a get together later that night. I was a Barista at the time and after a full shift of standing in heels all I wanted was to sit and relax.

So I’m sitting on this curb with my knees to my chest, just scrolling Instagram when I finally look up and.. my heart drops. Across the street, I’m faced with my reflection in the window of a busy restaurant. After a few cars pass I can get a closer look, and that’s when it hits me. I’ve been flashing every poor soul that’s passed me by my bright pink underwear. Immediately I crossed my legs and assume at that point that I was red as a tomato.

I looked closer to see if anyone would’ve realistically been able to see anything, and all I can do is assume the window seaters were too caught up in their own convos too look outside… But the psychic damage had already been done. I hung my head in embarrassment and dipped tf outta there as SOON as that Uber arrived 😭

tldr: I sat on the curb in a short skirt and forgot how skirts work, effectively flashing an entire restaraunt

Comments

Popular posts from this blog

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...

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...

TIFU having sex with the hot tub

Happened a year ago, but today was when I was told how bad this is.    Having sex with the hot tub is a terrible idea.  Not IN the hot tub.  WITH the hot tub.    I like to relax at night in the hot tub.  No lights on, dark sky and all alone in my backyard.  Sometimes, the hot water and bubbles hit the right spot and things can get aroused.  Usually not a big deal and a little masturbation to climax helps with the relaxing part of the evening.  However, this night, I was too stressed to finish, but the erection would not go away.  I decided I had to take care of the issue and looked for the most immediate, intense stimulation by sticking my penis right up against the jet flow.  The feeling was incredibly intense and the desired effect took place within a minute.    Now I could relax.  But, something didn’t feel right.   Touching my semi-erect penis, I realized it was flopped over to the side, half way up...