I was 23 at the time, in graduate school, and living in upstate New York. She was 51, smoking hot, slim, blonde, fake b-sized breasts, right around 5 feet, and tan (but not overly tan). I wasn’t actively seeking a cuckold experience, but was seeking a cougar. We met online through OKCupid, exchanged pictures, and set up a time to meet next week at a local bar for a few drinks before hand. The fact that I was her first cuckold was particularly exciting for her. I also texted with her husband throughout the week prior so he felt comfortable with everything and to talk about what I was going to do to his wife—he loved to hear about my plans and then used the texts to tease his wife. She never allowed her husband to come watch, however.
Author: Throwawaysrgreat333
The time I [m] fucked a pro[f]fessor from AM
Hi, Gonewildstories! Long time reader, but first time poster. Hope to post more in the future if people enjoy my real-stories and writing. This story is about my best AM find.
She was a local linguistics professor. Early 40s, dirty blonde, petite, short, a cups, and shy/nervous. (I was 24 at the time, athletic, and straight forward with what I wanted sexually) I was her first AM hook-up. After chatting on AM, email, and over the phone for a couple of days, we met up at a bar half way from each of us. We bar hopped for a while in our neighborhoods, which was super risky for us both but that’s what we wanted—we wanted to build the moment and risk to make the whole situation, not just the sex, even more taboo and hot. We actually ran into some of my friends and role-played as old friends just catching up. We flirted and touched each other, in public, for a couple of hours until we couldn’t stand it any more and went back to my place. My roommates and girlfriend were out of town, but most of my neighbors (I lived in a multi unit block of row houses) were home.