Sexcapades of a Shy Guy – pt. 1 [MF]

Disclaimer: This story and most I intend to write involve infidelity. If that’s not your cup of tea, please move on to the next post.

So, the backstory. I have always been a shy guy. Quiet. Well-mannered. Qualities that don’t serve one too well in the dating game. But a combination of growing up in a broken home and getting access to porn at too young an age led to some sexual deviancy that would inevitably lead to some pretty entertaining stories.

This first story is how it all started.

It was my senior year of high school. My girlfriend at the time, Stephanie, and I had been dating since 7th grade. She was big into saving it for marriage. We lived in a small rural town in Ohio with pretty traditional values, so it wasn’t abnormal. And for the most part, I didn’t really have a problem with it.

Until I met Alyssa.

Alyssa was a sophomore. Alyssa was hot. Hotter than Stephanie. Alyssa was one of the only Hispanic girls in the school. She had big brown eyes, the dark hair and dark skin, as well as the curves to match. But she never left her boyfriend’s, Danny, side. Also, we’d never spoken.