They were all in uniform, which surprised him, since this school only catered to eighteen and nineteen year olds. They were pretty in that careless wa... that rich girls can be. A very attractive woman in her early forties met him in the entrance hall. She was wearing a high-collared white blouse with pearls, a fairly tight black skirt to just below the knee, and moderate-heeled black shoes. "Pleased to meet you," she said, "I'm Lucy. Please follow me, class starts very soon." He followed her. Well it wouldn’t be the first time. I thought “This will definitely be an interesting trip home” and proceeded to lube up my asshole then the pink. Once thoroughly lube I slowly inserted the pink cock in my ass. It took a few minutes until I had it fully seated and buzzing. Man did that feel good! Not only was my ass buzzing but my cock was rock hard before I got back to the table. Kay was getting up when I got back and we left. As we were walking to the car she said “Now you know how hard it. Then one night it happened, Jill's car was in the shop and really severe thunderstorm had hit, Jill was going to have to take the bus that night, but being a gentleman Jared offered to give her a ride.Jill accepted the gracious offer and they loaded in to his car and headed for her apartment in the driving rain and wind. They arrived at Jill's apartment and she invited Jared to come up and see her apartment. At first Jared said "I don't think my wife would approve." As he smiled wryly.Jill. But then I realized, she was looking straight up at me.For a minute, I thought I am going to lose my job, but then she gave me a kinky wink. For a few more minutes, we were looking at the car and that’s when she dropped the keys again.This time I was like fuck this shit and grabbed her ass and started to grind my dick against her. At first, she was startled and started to ask me what the fuck are you doing and stuff. I told that bitch that she knew she wanted it and don’t act like she isn’t.