Bet [F]My Virginity, Part 1.5

Part 1! https://www.reddit.com/r/gonewildstories/comments/iulk29/bet_fmy_virginity/?utm_source=share&utm_medium=ios_app&utm_name=iossmf

After my coworker and I made plans for a hotel room, we both realized that maybe we won’t get time off. Our workplace likes to enforce mandatory overtime and they have been for the past three weeks now.

So I texted him, trying to see if we can do something quick before I let him have a whole night to me. We decided on going to his place to do oral for a morning, after work. I was nervous as fuck, so I asked him to lead me a bit.

We got to his room, and I let him massage my breasts through my shirt. He slipped his hands underneath and played with my chest for a bit, unbuttoning my bra and grinding against my ass.

He laid me on his bed, on my back. He left out a stuffed animal for me to hold onto because I was extremely shy and nervous, and I latched onto it. He shimmied me out of my pants and underwear, spread my legs apart, and started his magic.

Bet [F]My Virginity

So I consider it to be a little insane that I’m still a virgin, at 22. But today, I bet my virginity on a simple game of chess, and I lost.

I know this guy has a crush on me, he sends me texts with declarations of his love once a day. I just don’t want to date him, because I don’t want to be in a relationship with him. He gets that, no big deal.

However, the other night, I was a little more daring and I texted him while I was horny. He basically said at one point that he wants to eat me out. And that gave me a naughty idea.

We’d been talking about playing chess together for quite a while, and I mean a little competition is all good in fun. So I texted him, what if your prize for beating me in a game, is that I’ll let you do whatever you want to me.

That caught his attention so fast, because my phone was filled with messages for the rest of the morning. We had decided, with a few fusses from myself and what I’d want, that the bet was on.