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Me: When will they come back?Mom: I don’t know – sometimes at night.Me: So, we’ve got enough time. When are we going to try out?Mom: Try what out?Me: The dress, mom.She was now smiling a bit.Me: Mom, please. At least a few dresses?Mom: Oh God! Fine, stop whining now.I got happy and smiled. She, too, laughed and relaxed on the couch.Me: So when are we going to do it?Mom: Let me sleep for a while now.She laid down saying that and closed her eyes. I was frustrated thinking of waiting. I got. It figures, a middle aged guy like me getting dumped by his company’s downsizing, then ending up groveling for a living working at one of those super stores at minimum wage and minimum hours. The way things are going. Lately I am beginning to think I am really a loser. Chicago was sure different when I was young and in school there, every old fart and a lot of the young ones wanted my ass. I even picked up spare change blowing guys in Grant Park. Alas, as I began getting older fewer offers were. I had been totally sexed up and mad with lust for the days after hearing them talking about me in such an explicit way.Ryan played football at the time for a local team on a Saturday and three of his friends played for them too. Normally we took it in turns to drive them to the away games (us and the other boys parents). Ryan had been injured playing in practice during the week and was going to miss the match. Both Connor and Niall’s parents (Sheila and Craig) had already made plans as it was. He pulls and pushes the butt plug some, then spanks me again, first on the left then the right. Juices are trickling down my leg. I’m anticipating another slap to my pussy but he enters me with force. “You may not cum, you will not cum until I say you can.”“I’ll try Sir, oh please”, I beg. He’s pushing in and out of me with the speed of a race car. He grabs my hair in one hand and my right breast in the other. I’m trying so hard not to cum and just as I am about to lose control, “Cum, right.
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