Up to this point I had slept with two women who weren't single. I wasn't prepared to be in a relationship prior to my twenties. For one, I liked having random fun. I also couldn't trust any woman. Carrie was a year older than me and we had a few classes together. She was sexy; 5"4 with blue eyes, blond hair, great body and the face of an angel. She was the wanted one in our class. No joke, a gay guy confessed having a cru...

After my first sexual encounter I was off to college meeting new people from all over Canada. Back in high school you'd see plenty of cute girls. In college there was a graduation and indoctrination, so to speak, to women. One girl from my class took a liking to me right away. Her name was Ally, a ginger about 5"3 with C-cup breasts and sexual aggression. Being the naive boy I was, I didn't really show interest in her bec...

Thank you for reading my first story. This takes me back to senior year in high school in June. I was a pretty straight-edge guy and quite naive. My first time was not planned, and it was an unexpected surprise. She was a blonde standing about 5"3 with an athletic build – the volleyball type. We had been in the same English class the entire semester and she had a boyfriend. Because of her relationship I didn't expect her...