Author: MyCupIsRed

Hooking up with the girl who took my virginity. [F]

It was my 23rd birthday. A few days prior I ran into Michelle at the Walgreens by my grandparents house. Michelle had straight light brown hair that came right passed her shoulder blades in the rare even that she didn’t have it pulled back into a simple pony tail. She had dark brown eyes and aggravatingly clear skin. She was a Senior when I was a Sophomore in high school and I’m surprised that she even gave me the time of day back then.

As she’s ringing me up I mention to her that my birthday is coming up. She asks if I’m still at the same place and I tell her I am. She smiles at me and says “Cool, so I can stop by and bring you a birthday present then.” Me, geeking internally, was held back by what I remember as a smirk, but was probably closer to full on cheesing.

She was always so smooth and well composed. Funny as hell. And she was so gorgeous in that girl next door sort of way. Authentic. Effortless. Charismatic. I could go on for days. Read more »

The [F]irst time a partner let me play alone.

So this happened in college. I’m 20 at the time and I end up meeting Michael through a classmate of mine that I had a group project with. We hit it off immediately. I’m not looking for anything at the time, but there is definitely a spark.

We’re both sarcastic fucks. It’s like we have secret conversations with our commentary that no one else around gets or notices. We start off as friends. Then we become friends with benefits. Then we become boyfriend and girlfriend. Not long after he drops a bomb on me. He wants to have a threesome with his best friend.

Our sex life is pretty good and a threesome with 2 guys isn’t something I thought I’d ever do, but I’m really into him and his friend is pretty fucking hot. Now this isn’t about that threesome, but it opened the door to me being with other people. It turns out he’s really into that. Like he starts asking me about different guys I’ve been with, but at this point I’d only been with him, his friend, another friend of mine, a random hook up and then this guy from high school. I started with guys pretty late. Until I was 17 I was sure I was gay. Turns out I’m bi and pretty much equally attracted to both sexes. Read more »

The time I [F] blew a random guy in his car for 2 hours.

This story happened last year. I was staying at my parents house for the night and I wanted to hook up, but I didn’t want to bring the guy over. My parents have really loud dogs, so trying to sneak a strange man over is no bueno.

I scrolled through my tinder matches and tried to cast a large enough net. Eventually me and one of my matches decide that he’s going to drive over and we’re gonna hook up in his car. When he arrived, I immediately noticed how tiny his car was. I’m petite myself, but I remembered how uncomfortable car sex was in high school and just decided we should stick to oral.

I want to blow him first cause I’m selfish and I just want to go straight to bed after getting off. That was a bad idea.

We start making out in the back seat. He’s an okay enough kisser. He starts playing with my tits and I’m getting really turned on. I’m talking dirty to him. I don’t remember exactly what I said, but I usually stick to a similar script that seems to work with all guys. “I can’t want to taste you.” “I want your cock in my mouth.” The usual. Read more »