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Ginger had on an attractive, fur-lined coat over her dress. All I could see was the bottom portion of a floor length green gown. Her hair was in a pretty bun, and she was beautiful! When she stepped away from her husband and took my hand, I led her to the car and opened the door for her. I watched her slide in, and noted the slit in her dress. Guys appreciate those things.When I turned onto the freeway only a couple minutes later, I looked over at the beautiful woman sitting beside me. I could hardly believe that we were finally doing this, the culmination of my fantasy from over twenty years ago. Next to Michelle, Ginger was my dream-come-true woman!It's hard to explain, but in high school, I was so shy and couldn't ask any girl out. I had wanted so badly to ask Ginger on a date, and now we're going to the most exquisite dance of the year in Eastern Oregon or Washington and then spending the rest of the night together. It seemed surreal that it was actually happening!The snow fell. ”"Would you like to be?" Hmm, I’m not sure. Won't it hurt?" How about we try it and see? I'll be very gentle. If it hurts, just tell me to stop. My cock is so wet, it will likely slip right in and not hurt you at all."Quickly, I drop my pants and shorts. My cock is hard and sloppy wet. I place it against his anus. Very gently, I push inwards… slowly, slowly… I don't want him to feel any hurtful pressure. Suddenly, his anus relaxes and my cockhead is inside.“Ahh,” he gasps.I stop pushing, holding my firm shaft. ”Is it okay?"“Mmm," he croaks and coughs to clear his throat. “Carry on.”I put some more pressure into my thrust and my cock goes in further. I pull back a little, and push in again. I repeat this a few times, entering him a little more each time.I hold his hips and, several gentle slow strokes later, I’m almost fully into his ass. I fuck him slowly and very cautiously. He likes it. He is moaning and humming softly. Finally, I push in all the way and hold it there for a moment..
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