u/Unhappy-Rub9918

Picture this, Im in college, 21 years old, not social at all, only 1 'actual' friend and hes going to a different college on the other side of the country. Never had a girlfriend, never even kissed to begin with. Most of the time I spent behind my computer playing games and chilling with some 'online' friends on discord ect...

I basically started this femboy/cd thing in lockdown as a JOKE, ordering thigh high socks, fishnets and chokers, eventually tried shaving, loved the feeling of smooth skin, started taking pics and posting to 4chan and reddit, started getting some freaky captions and texts in my dm's and it slowly worked on my mind. Next thing I know, I ordered a dildo, looked at guides on how to clean ect... Loved the feeling of riding dildos so it got to the point where I struggled getting hard without a dildo in my ass lol.

And when dildos couldn't satisfy me I turned to hook up sites and started looking for the real thing, got an insane amount of messages but almost nobody was serious enough to actually meet up. Well until a guy started typing how badly he needs a hole to fuck so he can relief some work stress. Not gonna lie it sounded hot as fuck and he looked normal enough and not like a serial killer in his 50-60s, so I gave it a shot.

He gave me his location and I went to his place that same night. He opened the door, pulled me in, pointed me to the bathroom and told me not to come out until im fully ready. So I went in, got some fancy new lingerie from amazon (lol), trusty old pair of black stilettos and black stockings, wig and the most basic make up.

Opened the bathroom door, he looked at me, says 'oh fuck come here', I almost trip trying to walk to him and hes already grabbing my ass and kissing me up and down. That was probably the first time in a long time that I got hard without touching myself first. He started stroking me slowly while kissing and I could feel my legs shaking already. He grabs my shoulders, forces me to crouch and pulls down his pants. Bam, his dick right on my forehead lol. I start sucking it and its kinda freaking me out how fast its going. Before I know it, hes flipping me around and lubing up my ass.

It goes in and all i felt was pure bliss. First few thrusts he was gentle and then he flipped his switch. Grabbed me by the shoulder while in doggy and started fucking me rough like we were dogs let loose. He was stretching me out so good and I couldn't tell if it was pain or pleasure. He was all over me.

Wasn't long until he completely laid down on top of me and fucking me pronebone. There I was, laying on my stomach while this guy was pumping his stress away into my hole lol. I had a moment of realization and for some reason I didn't care. I legit got fucked in the ass before I fucked a girl and I didn't care about it. Aaaand he came. He shot his load on my back, smacked my ass a couple of times until it turned red and told me that its the best pussy hes had in a while.

I laid there next to the used condom and kept thinking about what happened. It probably helped that I didn't cum so I didn't hit the 'post nut clarity' vibe. He allowed me to shower at his place so I cleaned myself there and went back home. He already left me a few texts saying we need to meet again and we did. We repeated this probably like 15 times before he ended up getting a 'girl friend' and he threw me to the side :(

All that was going on while I was just that loner shy guy in my college class. lol.

okey so this happened just last weekend and i wanted to share my close call

I have been dressing up on and off for about 5 years now, started by secretly trying on my sisters stuff and it got slowly out of control. Its still a secret, nobody knows but I own around 10 different pairs of heels, a bunch of female clothing, countless lingerie and stockings, few wigs.. you get the idea..

Im single and live in the same house as my parents but we have separated households so hiding that stuff is easy. In the last years I frankly got 'bored' of just dressing up and riding dildos and all of that stuff in my own place so recently I have started going out dressed at night to look for that 'getting caught' adrenaline and thats exactly what I got last weekend.

Friday night, freshly shaved most of my body, cleaned my ass, put on my new chastity cage and did some warm up riding in the shower. I really want to cum hands free just from anal stimulation and I have been trying for some time now. Got out of the shower, put a butt plug in, put on some lingerie and went to lay down in bed. Started scrolling reddit, saw some hot posts, got horny quickly and thats where I got my idea.

Basically 15 minutes away from my place there are a few 'known' spots for where people park their cars do their thing, mostly on the weekends and I thought it would be a great idea to go there dressed up and try riding my dildo there. So I packed my stuff, grabbed my car and drove to the place. It was just around 2am so when I got there it was just as expected, nobody there. There is this overpass close by so I thought to check there too. Also empty. I park up the car at the underpass, get out and started changing into my slutty outfit.

I could feel getting hornier and hornier and I could feel the rush.. I fucking loved the feeling of a slight breeze on my legs while wearing stockings, made me feel insanely sexy. Started walking up and down the overpass when i eventually had enough, grabbed my dildo, lubed it up and suction cupped it to the overpass wall. Pulled my thong to the side and just leaned against it. It slid right in and my ass cheeks hit the cold wall. That shit turned me on, it legit felt like a switch got flipped. I started bouncing on it like I was crazy. I felt precum just leaking slowly out on the ground and I even started moaning.

And thats when I saw the ceiling of the overpass slowly get brighter and brighter. A fucking car was coming my way and it was legit around the corner. I dont think I have ever ran that fast in heels before. I got in the car and tried to drive off and lucky as soon as I turned my key, my car lights turned on and the other car got 'spooked' and stopped. Turned my car around and drove the other way IN HEELS (I drive manual btw hehe). Driving away, got me thinking how I ran to the car in a girly way and for some reason that started turning me on again.

I drove to another spot that was close by, parked my car, left the lights on just so IF ANYONE ELSE GETS THE IDEA TO COME HERE they see me and back off (hopefully lol), opened my trunk and started riding my dildo again. Thankfully I packed my favourite vibrator with me and I had to use it to finally cum. Made me lay there for 5 minutes and just think what happened. I felt so lazy I basically just put on my baggy pants and hoodie and drove home like that. Got back to my place and just instantly started riding my dildo again. Gave up trying to do it and used my vibrator again. Tucked myself into bed at 5.30am and fell asleep.

IM DOING IT AGAIN THIS WEEKEND!!!