The Pool Party

My second day of chastity and I had a pool party I was supposed to go to. This is the day I was talking to Sir Rob, before he officially came on. I hadn't heard from Sir Rich yet that day and asked them both whether I should wear the device to the party. They, of course, both ended up telling me a resounding "yes!" What's a boy to do? He has to do as he's told, right? 

My original plan was to wear a speedo underneath my trunks, but that made the bulge stick out too much. I was worried that someone might notice. Notice what exactly? That I had a massive bulge and they'd speculate on how large my package might be? So the straight guys might be jealous and the straight girls might be upset because they know I'm gay. No one would really know what was going on, but there's that fear that someone will ask "what is going on down there?" Maybe someone would brush against it and notice a hard substance brushing back. The hostess of the party has sat on my lap a few times at work. She's even thrusted her crotch at my ass as if she had a dick. That's the funny thing to her because she doesn't. I even thrusted back. I won't be doing THAT anymore.

It might not even be such a big deal to her. She and her boyfriend are pretty into BDSM and she's all too comfortable sharing her swinging and flogging stories with me and some others. We've even gone to a fetish club together one night and watched some live flogging and other bondage scenes. Her boyfriend flogged my chest a little that night as well. So it wouldn't be a big thing for her, but there's something intrinsically private about me and some of the BDSM aspects I like. I don't go sharing all of it with people.

Anyway, it was early and not many people were at the party. We had some drinks and mostly chilled in the hot tub. I managed to head into the bathroom and take some shots of my locked up cock with my new trunks.

When the sun went down, it was some cards and table games. My other co-worker and I drove together, and she wanted to leave early, so we did before any real partying could happen. There was one point where skinny dipping was brought up. I'd never done it, and it couldn't have occurred at a worse time. Thankfully, it was never pursued.