This is a work of fiction based on a fantasy that surrounds something that happened (i.e. I did see the craigslist ad.. .and never replied to it). It might not be the sexiest of writing but it is rooted in a lot of truth. This is my very first attempt at writing something like this. I will be posting Part 2 from the woman’s perspective in a few days at which point it will be sexier and far less based in reality.
I was a lonely grad student with debt up to his eyeballs and living in a glorified closet of an apartment. Between studies and work I had so little time for a social life. Women were a thing I could fantasize about and enjoy in my quiet times before bed by the glow of my junk CRT monitor scrolling through pictures and videos on the internet. Occasionally I would get creative. Instead of looking at the porn sites I would try sexy personals sites or craigslist. Not necessarily to find a hookup but to place in my mind a fantasy of what it would be like to find someone on one of these sites and just have hot casual meaningless sex with them. As a virgin who had some back seat dry humping way back in high school and a topless chest to chest makeout session in college I had so little to use as reference from real life experiences of sex. But I would surf and fantasize and masturbate to these vision in my head of what it would be like to reply and hook up with some random stranger. But then i saw that ad on craigslist. That ad stuck out at me so much and I don’t know why.