My Straight Flatmate turned me into his Sissy Crossdressing Fuck Buddy (Part 1) [M] [24] [Bi]

*(Thanks for everyone who’s enjoyed the stories written so far! My mental health hasn’t been great at the moment but I’m happy to channel some positivity and helping people through these stories! More parts to come soon!)*

Weeks have passed. My first experience having gay sex still protrude my consciousness and I’m still aching for more cock, more experiences and being more submissive than ever before. It taught me that having sex with a man isn’t just something I like. I needed it. My flatmates had returned from the extended holiday period. I lived with 5 others, all studying a variety of courses with little overlap. We were all a little different, but we got on, and that’s the most important thing.

I’m still haunted by the thought of being caught having sex with another man. Did my flatmate hear it? Did he hear me? Did he hear me getting fucked? Moaning? Did he hear me wanting to suck cock, get fucked? Did he hear me acting slutty?

These questions ring around me head. His room was next door to mine. And I know the walls are thin. Like really thin. If he’s talking to someone in his room, I can here it. Which means only one thing. He could hear me…

Getting fucked and creamed in Public for the first time. [M] [Bi] [24]

(A random story from around 4 years ago, I’ll be writing up the roommate story as soon as its finished as its very long with multiple parts! Enjoy this short story!)

My university town was tiny and had a small cinema alongside a more popular chain which 99% of people went to. I discovered that the cinema was a hotbed for cruising due to its small foot traffic. Great I thought. I wanted to cruise and get fucked. I was craving cock that week and decided it was a good idea to visit. Even if nothing happened, at least I tried right?

Viewing a few public forums, the cinema was in disrepair. Missing seats, terrible audio and little variability in film choice. Seedy was an understatement. But I didn’t care. I wanted cock. Lots of cock.

Tuesday arrived. I decided this was the day to go. Was this even a cruising spot anymore? The website suggesting it was was old, outdated and there was little evidence people even go there anymore. I prepare like normal. Clean myself inside and outside. Place condoms and lube in my pocket. I was ready. Worse comes to worse? I get to watch a new film.

From Straight to Curious (Part 4) FINAL [M]

(Thank you to everyone who has read Part 1,2 and 3. Check those out before reading this one if you haven’t already! This is the Final part of this story, but like I’ve mentioned I’ve got 100’s more stories to come!)

I’m lying, naked on my bed after the best experience of my life. Cum and lube, leaking out of my ass onto the bed. But I love it. “I’m such a slut” I think to myself. My cock begins to get hard again. Just the thought of being fucked again made me rock solid, hard and horny. I reach down to my ass, grab a finger and wipe the cum mixture onto it, lift it towards my lips and taste his cum. OMG! I’m in love. I love cum! And I wanted more…

The next day, I was having a full length mirror delivered. I needed one to groom myself in the morning and the one I had previously was too small. I carried it upstairs when it hit me. OMG! Imagine if I could see myself being fucked? I fell to my knees. Fuck! The thought alone was so powerful, having that image in my head of seeing myself being fucked, a cock going inside my ass, seeing it go in and out of me hard and deep. I was in awe. I placed the mirror next to the bed, where my head was when I was being fucked last night.

From Straight to Curious (Part 3) [M]

(please read part 1 and 2 on my profile if you haven’t already)

“Knock Knock”

Fuck. What do I do? I’m lay on all fours with a cock in my ass having the most orgasmic slutty moment of my life only for everything to come crashing down to reality with a knock at my door. What the fuck do I do? He pulls his cock out of my and I quickly point to the corner of the room, out of sight of the door so nobody could see him. My cock is still hard as a rock with lube and precum running down my ass and leg. I’m panting for air after regaining a sense of reality as I stumble towards the door. My dressing gown is hung behind it as a hurriedly put it on.

“Knock Knock”. Fuck really? They aren’t going away? I open the door to a small crack. Its my fucking flatmate…

From Straight to Curious (Part 2) [M,24]

*Thanks for everyone who read Part 1! If you haven’t feel free to read it on my profile*

So lets go back a few months. I decided that if sex with another guy was something for me, I needed to prepare. I read plenty of advice stating that it would hurt the first time and to use plenty of lube. But I wanted it to feel good. To ensure this I purchased an anal training kit. It arrived with four butt plugs, from small to XL and instructions as and when to increase the size. I inserted the small butt plug into my ass with plenty of lube and… it felt really good! Not going to lie, it hurt at first, but the second/third time of wearing it felt amazing with no discomfort. After a week, and every week after, I’d train my ass by increasing the size and by the end of the month the XL buttplug fit me like a glove. I felt prepared.

From Straight to Curious (Part 1) [M,24]

Hi. From the age of 19, I’ve always wondered what it would be like to have sex with another man. I considered myself straight, having several girlfriends and always believed that this was me until I eventually met “the one”. When I moved to university, it was a chance for me to explore myself, seek goals and opportunities I didn’t have back home. I could be a new me.

My university was around 60 miles away from home. Far enough to seek new opportunities, but close enough to return at anytime. In my second year, I developed a relationship with a girlfriend which was fun, but not fulfilling. This eventually broke up badly leaving me in quite a bad place mentally. But I was free…free to explore.

I decided since I was single to explore the sexual side of myself that always scratched the back of my head. I wasn’t physically attracted to Men, but I always enjoyed the thought of being submissive to one. Why, I don’t know. Perhaps I just wanted to be dominated, the thought of being owned. I wasn’t sure at the time, but I knew that this might have been the only opportunity and period to explore in my life.