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I say private pleasure because I had never plucked up the courage to go out in public. In fact, I had never even told anyone about my cross-dressing. I also say private because the act of dressing up as a girl invariably resulted in sexual pleasure through masturbation. Ever since I was a young boy I had cherished the look and feel of soft feminine underwear adorned with pretty bows hugging tightly at my cock. — I stood there in Steph and Jack’s single-bedroom apartment, looking out through the window at the courtyard, breathing heavily. I’d known ever since I’d accepted to take care of the place that I wouldn’t be able to resist. So far I had managed to limit myself to sneaking a look in Steph’s underwear drawer and only briefly opening the wardrobe to see her collection of dresses. That was three days ago. I turned around and looked down at the bed. My cock was already quivering at the thought of wearing her delicately embroidered yellow summer dress, with its frilly white hemline.. " I take it that you never had an orgasm before today?" Not like this. I've fingered myself and it felt good. But not like this." I'm glad you had fun. I want to be a full-service boyfriend." You certainly fulfilled your service today. I want today to be a day we both remember. Will, I want you to take my virginity today." Abby, are you sure? It probably is going to hurt." I know. I've been planning this for awhile. You're going to be gone for next nine weeks while you work at scout camp. I won't see you again until we go on our trip to Algonquin. I want today to be the day."I got up and went to my bureau. I pulled out a condom."No, we don't need that Will."I had a startled look on my face. "I don't want you to get pregnant Abby." I started taking the pill six weeks ago. I didn't want our first time to be with a piece of rubber between you and I."Abby lay down on my bed and spread her legs. I said, "No, I think I should be on the bottom for your first time. You can control how fast.
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