My Summer Job, Chapter One - Sex Stories

My Summer Job, Chapter One

... minimum wage, doing shit I didn’t want to do. “Try the adult jobs,” she suggested. I did. God, I wish I had born with a vagina. Most of the jobs were for female “models,” online “adult actresses,” and nude dancers. No good. I eventually figured out how to filter the results, and found six jobs for males. Two were for gay porn actors (no, thanks) three I couldn’t understand, and one was for a party entertainer. It paid $50 an hour. Party entertainer it was. Instead of a phone number the ad listed a Skype address. I called it up and sent a contact request referencing the ad. I turned to Christine and we started kissing. I got my hopes up for more sex, and then my Skype account chimed. The contact request was accepted by somebody named JSD followed by a bunch of numbers. Immediately I had a video call from him. Of course I answered. The guy looked really old, about thirty or so. He had a thin face and an even thinner beard. “You don’t look old enough to be a G-Man,” he said. “Most federal agents are a LOT older.” He got me laughing. “No, I’m not a federal agent, that’s my nickname. What’s your name?” I asked him. “I’m Jake. ...

... So, you’re interested in the job, right?” I nodded. “You know it’s for a party entertainer, right?” I nodded again. “So, who is that behind you and why are you both bare-chested?” Oops, I forgot Christine was behind me. I motioned her to move away from the camera. “That’s my girlfriend. We’re bare-chested because we were, ah, you know, in the bedroom.” I actually blushed. Jake took it in stride. “Stand up,” he told me. I glanced down at the slowly diminishing bulge in my boxer briefs, and figured what the fuck. I stood up. “Skin-tight white boxer briefs. Good. Be sure to wear them tomorrow. Show up at nine p.m. and be prepared to stay for four hours. That’s $50 an hour, or $200. And, you also might get some tips.” This sounded like the perfect job. He sent me an IM with the address. Good, it was less than five blocks away. “Is this just a one-night job?” I asked. I needed to find something closer to permanent in order to stay in the apartment. “For now, yes,” Jake answered. “Depending on how you do, there could be a lot more work.” “I’m not gonna blow it,” I assured him. “That’s a shame,” Jake replied, then he signed off.