Our Stories: Role Play - Sex Stories

Our Stories: Role Play

It had been about seven months since our experiment with ourfriendly UPS driver. That definitely opened some doors for Sheri and I. I let her do it a few more times with a couple different guys. We even got to the point that once, when I had to travel for work, she picked up a guy and let him fuck her in his car. When she got home, she called me and told me all about it while we both masturbated on the phone. We moved out of our apartment into our first house in 2004. It was the best of times really, but we had been so busy that things started to lag a little in the bedroom. One night, we were talking about fantasies. I told Sheri I had always been curious about prostitutes, but always figured it was too dangerous. On top of that, my wife is still one of the hottest women I’d ever seen, so I thought, in most cases, going to a prostitute would be a step down. That’s when Sheri said, “Why don’t you let me be your prostitute for a night?” She got all excited talking about it. “We’ll pick a day, I’ll have you call me, the whole nine yards,” she said with exhilaration. “We should even avoid each other throughout the day to make it more real.” Obviously, I was all for it. “Okay,” Sheri said, “I need to buy a couple of things and you can’t know what they are beforehand.” She could buy whatever the hell she wanted is what I was thinking. Sheri took a calendar off the wall and circled the last Saturday of the month. It was three weeks away, and I think she wanted to build as much ...

... anticipation as she could. We still had sex in the weeks leading up to our little plan, but it was much less often than usual. She won’t admit it, but she wanted me to be wanting her badly by the time that day came. -------------------------------------------------------------------------------------------------------------------------------------- I woke up that Saturday morning at about 9:00. I’m usually up by 7:00 at the latest, but I had worked late the day before so I slept in. I walked into the bathroom and there was a large envelope on the counter with “Baby” written on the front. I opened the envelope and there were two additional envelopes in the larger one marked first and second. I opened the envelope marked first and inside it was a note. It read, “Baby, this is the last time you’ll hear from your wife today. I decided to go get a massage and some other things so I’ll be away from the house most of the day. Wait until about 2:00 and open the envelope marked second. I love you and I’m really looking forward to tonight. S-“ I’m not going to lie, I immediately went and rubbed one out and the mere thought of what was in store for me later that day. 2:00 wouldn’t come fast enough. I tried watching TV, working out, taking a walk, and even doing a little work. It seemed like every time I looked at the clock, only a couple minutes had passed. I wanted to jack off so bad, but I vowed to myself not to and save it all for that night. Finally, the time had come to open the second ...