Frat Boy Turned - Origins

This is a bit of an origin story, so hopefully you all like it! Also, it's my first story I've ever written, so I'd love to hear any feedback/ideas on where to take it next. I've read stories here for years and finally felt like it was time to contribute to the library as well in case anyone else has similar interests!

Disclaimer: I was 18+ when all of this took place, as were any of the other parties included.

I had always loved when my sisters would make me play dress up with them growing up -- something that I never thought much of until I stumbled across tumblr in high school. I innocently made a tumblr profile one day in high school and quickly found my way to the porn side of the website (obviously, this is before they changed their rules to limit pornography on the site).

It all started out so innocently, mainly just looking at naked girls, straight sex gifs, porn links, etc. Eventually, I found CFNM and was harder than ever. I think that was the first time I realized that I was naturally submissive. I loved the idea of being naked while sexy women teased and played with me.

If you're familiar with the porn spectrum, which I assume you are if you're reading this, you know that the CFNM tags quickly led to the women making the men try on their panties to further humiliate them as their cocks strained against the soft, pink fabric.

I was hooked. I came so hard so many times imagining that I was those men being made to wear panties in front of those sexy, dominant, women.

Next was sissy porn. When you start searching for men wearing panties, you'll find out what a sissy is really fast. And that rabbit hole only gets deeper.

I wanted so bad to get to wear all of the cute, soft, and pink outfits -- the panties, bras, lacy lingerie, booty shorts -- you name it. It didn't take long for me to sneak into one of my sister's rooms to find some panties I could try myself. I dug to the bottom of her panty drawer, trying to find something she wouldn't notice was missing. I grabbed one pair from the back corner and scurried back to my room before anyone could walk down the hallway.

There it was. My first pair of panties to try on. While they "made me" play dress up with them growing up, it never involved panties - only the princess dresses, gymnastics leotards, etc. I was kind of sad that they weren't pink to match all of the gifs and tumblr posts that I had jerked off to so many times, but beggars can't be choosers. As I felt them, I could tell they were a typical bikini cut, nothing too risqué, but I wasn't ready for a thong or lace just yet. These were white cotton with little pink flowers decorating them, but they did have a cute little bow on the front right at the top.

I slid them on, my little cock already fully erect from excitement. Gosh, I LOVED how soft they were. I loved how they cupped my butt perfectly. They felt amazing. I looked at myself in the mirror and loved how cute I looked in them. I knew my sister wouldn't be getting them back anytime soon.

Luckily my sister and I were basically the same size, from the waist down that is. I was around 5'8", slim, and fit. I played soccer and ran cross country in middle and high school, so I had a good body. Knowing what I know now, I was the stereotypical twink. I just didn't know that term back then.

Anyways, I kept that pair of panties hidden in my room and would wear them in private every time I scrolled tumblr. I was perfectly happy with my little secret and had no intention on going any further - a quick jerk was really all I was after and if panties helped me get there, fine with me.

Little did I know what was in store for me down the road.

As I kept perusing tumblr, I was gaining quite the impressive following from all of my reblogs. Apparently there were lots of people interested in the same mix of straight, CFNM, and sissy porn as I was.

The sissy posts I would repost never included much with guys. Obviously, I saw tons of hard cocks and sissies giving blowjobs or taking cock in their tight holes as I scrolled, but I just "ignored" them as I chose what to save/repost. Eventually though, my liked posts started to include some of the cleaner pics of a cute guy in panties with another shaved cock in his mouth -- what harm could it do?

Around that time I started to get dms from other people on tumblr. It was thrilling to get that attention from followers telling me how much they loved my blog. One in particular seemed to stand out (tbh i think his name was that dominant guy or something like that). It didn't bother me that he was a guy though, I was getting more comfortable with that idea. If these guys were playing with dildos and toys in the posts, it's only natural to want the real thing after a while.

We chatted for a while on and off and eventually I felt comfortable enough to send a pic of myself in the panties I had. After his reaction, he was able to convince me to post it to my blog too. I was so nervous to post an actual pic of myself online, but figured it couldn't hurt anything since my face wasn't in it. I made sure my room wasn't identifiable and all when I took it. And gosh, did it have a crazy reaction - hundreds of likes and reblogs in just a few days!!

I think it was around that time that I really started getting into chastity posts too. At first, I was a little confused at why someone would want to have their cock in a little cage, but with the few people chatting with me on tumblr I felt like it wasn't super weird. They could see I was reposting a lot of chastity stuff (a natural progression looking back) and all encouraged me that it was normal for submissive guys to want to try. I loved all of the captioned pictures of mistresses teasing guys with keys as they locked their little cocks away. I even liked the ones with guys doing the teasing too. As long as it involved me losing control of my orgasms, I was into it.

Sadly, I was still living at my parents house so I couldn't get a cage of my own. It was just an interest/idea when I was jerking off anyway. Butttt, I was leaving for college in just a few months.

Those months went by pretty fast. I was the typical, popular high school guy on the outside. I had tons of friends, went to all the parties, even had a girlfriend. But when I got by myself, I would scroll for hours as I played with my hard cock enjoying all of the attention I was getting from dominant guys, girls (at least their profiles said they were), and other submissive guys online. It was never more than that though, I had no intention on actually acting on any of these crazy fantasies. They were just that - fantasies. I was still a normal guy and planned to be at college too. I couldn't wait for the fraternity parties, drunken nights, and college girls.

I made it to college and somehow lucked out with no roommate my first semester. I was at a big state school and couldn't wait to join a fraternity. And that's exactly what I did. I was living every straight guys dream. I couldn't bring myself to delete my tumblr though. I was addicted to the attention.

I'd have girls come back to my dorm after parties to hook up just about every other week if I was lucky or if I didn't get too drunk myself. A few times they somehow managed to leave their panties behind. I think it was kind of their way of having an excuse to come back. I didn't mind though, because then I could try them on and snap a few pictures to post online.

One night I did get a little too drunk and ended up stumbling my way back to my dorm by myself. Got back and naturally wanted to jerk off, so I opened tumblr to see what I could find. Tons of chastity porn that night. I even found one story about a college guy getting caught trying on a girls panties that he had fucked. It was so similar to my own situation, I was hooked. As I read on, the girl came back to get her panties and left with no issue. Until the next day when she came back again saying they were oddly stretched out. She accused him of wearing them and could immediately tell she was right based on the way he was blushing. That's when she threatened to tell all of her sorority unless he put on a chastity cage for her that she pulled out of her purse. She kept him locked up for days as she made him eat her out and make her cum.

I came all over myself as I read this. Then drunkenly decided to order my own cage to try.

It finally got delivered to my little PO Box. I distinctly remember my hands shaking as I unlocked the door hoping it was discreetly packaged. Luckily it was and I scurried back to my dorm to try it on -- which took quite a while since my little cock was so excited. I finally got it on, twisted the lock, and put the key in my desk drawer. I couldn't wait to take pics to post for all of my followers.

I knew I was hooked from the moment that key pulled out of the lock. Little did I know that this was still just the beginning of my sexual journey.

End Part 1

Please let me know what you think!! I'm thinking part two will catch up to my sophomore year living in the frat house. Yes, I get caught in case you're wondering.

Would love to have this story progress and then add on some of my own fantasies that I wish would happen down the road too. We'll see what you all think!