Then I heard a slap of a thigh and Vanessa say, quiet, youre going to wake him up. I couldnt believe what I was hearing. I didnt do anything though be...ause to be honest, I was somewhat aroused. I looked through the crack from about five or six feet away, hiding behind a corner which lead to the bathroom. I saw Vanessa there in all her splendor. She was wearing her sweat pants and her sweat shirt was on the floor. She was wearing her bra. It was black and her mildly large tits, somewhat droopy. Which is what he said he was gonna be in. But I didn't know, I didn't know him, it was my first time with a guy. Especially an older one. So this man drives around the gas pumps and I'm thinking "This must be him, I'll just wait until he notices me." He gets out and goes in and walks out after 2 minutes. He gets back in his SUV and drives up next to me and he looks at me, I knew it was him then. I get in we shake hands nice to meet you and have small talk for the car ride, only for about 5. I love the idea of role plays, they have always been my favorite kink in the bedroom and I have always loved all the naughty clothes to wear.Then my mother smiled and told me that the plan had changed somewhat from the time she went to pick me up until now. I asked her what that was but she said it would be a surprise and I was to continue to role play no matter what happens. I just smiled and blushed as I put the finishing touches on the outfit. The only thing I did not like about the outfit. During this time June called me on my mobile, welcoming me back, and inviting me to dinner. As evening fell, I drove out to June's Both Ways Lounge, after ensuring my anus was scrupulously clean, in case it would come into use sometime later.June appeared as she always did - a well-preserved, middle-aged woman. Little or no make-up, conservatively dressed, some greying of the hair, no facial lines as yet, not really pretty, but definitely attractive. A MILF? Possibly. Almost immediately I felt.