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Let’s say your job is to please me how I want this 3-day weekend, however and whenever I want, but you’re not allowed release until after midnight Sunday.’ I feel you wiggle a little more in my lap and smile as you feel the reaction you’re expecting. You smile and add, ‘When you give in and ask me to come, you’ll have to give my car a full detail. And I don’t mean taking it somewhere, it’s you doing it all’ you finish with a laugh. Your laughter causes the same reaction and I ask ‘What if I win?’ I feel you grind on my growing erection and laugh louder with a ‘No way that’s gonna happen, I can see you looking at my chest now and feel what the idea does to you. If I didn’t stop right here, I think I could get you to finish in your pants.’ Your brashness catches me off guard but I let out ‘What if…’ Before I can finish, you complete the thought, ‘Won’t happen but if you can pull it off, you can have me any way you want after. And I mean any way, any time, any how.’ You feel me throb. For now at least”. My first thought was that a friend of mine who I had known for over thirty years (since we were in sixth grade) was going to do something rash in his life. When I called him, I was fully expecting to hear his last words, and there was nothing I could do to save him. But that was not the case. Steve told me that he is transgendered. I had a little bit of a surprise in my voice, when I said “Really?”, but other than that, it was more like questions entered into my mind. “How did you find out? When did you start dressing up in women’s clothes? Did your wife ever catch you dressing up? How far down the transgender spectrum do you think you’ll go?” So many questions went through my mind with that phone call. After a while, I told him that I support him and will always be there for him. A week later, I texted him and asked if he was free on the weekend. His reply was that he had potential plans on Saturday but will call if things change. Just before Saturday, we got into.
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