When I got there, I sat at the bar, it was an older crowd late 30’s to 50’s I would say, and here I am 18, and nervous as hell, everyone was nice, I even got hit on by a few guys, I mainly just sat there watching the baseball game on tv. Just as I was about to leave I hear a voice say ‘honey is this your first?’ First what I ask? ‘Dressing up?’ as I turn around I see this late 30’s tall red headed goddess, umm sort of I stuttered, ‘you did good hun, my name is Jessica’ We sat and talked for about two hours, she was so nice to me, before I left I ask her what she would charge to help me with makeup, nails etc, she said ‘Honey, nothing at all, here is my number, call me, and I’ll have you over for a makeover. Over the next two weeks Jessica, and me talked multiple times a day on the phone, she told me how she had been kicked out of her home at sixteen as her parents didn’t accept her transformation, and really we talked about everything, the girls who’d been shitting on me, my classes,. ....." she said, leading towards the rest of the sentence... "have you ever done anal?" I must have looked stunned as she grinned and sniggered at my reaction."Well, er, yes. I have" Really.....? I LOVE anal........ Does that surprise you, Simon...?" she asked all coyly."Well to be honest......" I tailed off"To be honest, its not something you expect your 'Mummy' to do, is it darling...?" she looked at me all self-satisfied. "Well, I have news for you..... " and with that she got off the bed, slipped through the door and disappeared for a few moments. When she reappeared, she was holding a bottle of ...... LUBE! My MUM had a bottle of LUBE hidden in her bedroom????????? bloodY HELL!!!!! "Got this for my vibrator darling..." She said as she pumped some into her hand. "Now, I am going to lube YOU up, and you can do me in a moment" and her hands went straight to my cock and started to rub it all over my shaft - I struggled to stop myself cumming as she was getting me sooo aroused. I.
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