My Evolving Transition – Ch. 03 - Sex Stories

My Evolving Transition – Ch. 03

Road trip from embarrassment

The most gullible person in my town and world was me. After that night when I willingly let two strangers fuck me, people I knew snickered or mocked me. I can say one thing I enjoyed it will it was happening not knowing that it was a trap.

There were signs I should have paid more attention to before blindly going to that party.

“I’m going to have you craving cocks and turn you into fag, before you know it,”

was one of Tiffany’s taunts, while nailing my ass with her strap-on dildo. I paid little attention to those taunts back then, as she was turning me on with her strap-on buried deep in my ass. Those were the early warning signs that I should have paid attention to and ignoring them.

Back then, I had no idea what my true orientation was, or to have sex with anyone but Tiffany.

I was a sheep and Tiffany was my shepherd, before I knew it, I was craving her to use her strap-on, on me. I hadn’t twigged to what she had set in motion, and what was to come.

It was all leading towards the New Year’s Eve Party when her plan was hatched. That’s when my world turned upside down. It wasn’t just about having sex with men, it was how much I loved it and how my profile changed or looked in my town. and at the time loved it. I found out, that while a man had his cock buried inside my mouth, I couldn’t help but look up into his eyes. That look, as I milked his cum into my mouth drove me wild with lust. It was a minor distraction while his ...

... friend had his cock buried deep in my ass.

I was oblivious to the outside world while this went on, I was in lust for their cocks.

Then my entire world turned on its head. Within an hour, images started appearing on the internet and cell phones, of me covered in cum and engaging in acts of gay sex. Tiffany stopped taking my calls, and soon I knew why. It was all a nasty plan of hers, she had a reputation for breaking boy’s hearts. I later found out why.

I felt ashamed, and depressed, and locked myself in my loft. I isolated myself from everyone, even my mother. Here I was in deep regret, on the verge of a breakdown, and contemplating dark thoughts. I knew I needed to get out of town, ASAP.

I had money stored for college that I used to buy a bus ticket. So, I wrote a letter and left it on my bed for my mother to find.

Then, early the next morning I snuck out and caught the bus interstate and planned on doing a tour around the country.

*

The first bus trip out of town was a 4-hour journey to the state’s capital, where once there, we had a three-hour stopover until the tourist bus arrived.

So, I spent a few hours window shopping at the nearby mall before I had a snack and beer at a bar. What caught my eye the most, was all the girls dressed scantily in the mall. I admired how they easily could walk the streets dressed how they were. A part of me wished I could wear clothes or a dress like them or be one of them. The last thing on my mind was, wanting to hook ...