I was completely confused of whether I should enjoy her or be a perfectionist. But, the lusty side of me won here. I don’t even know what thoughts w...re going through her mind. She looked so nervous. Perhaps the dilemma of whether this is right or wrong was pinching her. Nevertheless, she chose to enjoy the moment.So, I was surprised at myself by what I did next. I just picked the straps of her shining black one piece dress from shoulder, and slid them down from her shoulder. She didn’t resist.. I would guess her to be in her late fifties. She was very well educated and I could tell she was very wealthy. She asked me to sit with her and keep her company. After we got in the air I made both of us some drinks and we started talking. We hit it off almost immediately, we were laughing and having a great time. Our conversation started pretty tame but got pretty raunchy the more we talked. Then out of the blue she asked me about the mile high club and if I was part of that. I thought it. "Hey John" she says "Are you gunna be here tonight, im having Christen over and you have the better tv. We wanna have a movie night" I'm planning on staying home, but what the fuck, why not do something nice. And who knows what i may get out of the deal. I mean, her friend is a pretty good looking girl. And from what gets said at school, Shes not the hardest girl to get with. So with the image of Christens nice ass in my mind, i say "If you pick out some good movies, then you can use my tv. But. You know it was good last night – just what I needed.”I kissed her. “Yes, you’re right, it was very good last night.”“It can be good this morning,” she grinned, as her hand trotted down to grasp my erect penis.I rolled her onto her back, cupped her sex, and made to excite her little bud. She caught her breath. I made a move to add my mouth for her pleasure, but she shook her head.“I want it missionary with my legs over your shoulders,” she gasped. “Put it in me.”She spread her legs wide enough.