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You took something pretty big your first time without a hitch. Now try to relax." She spread my cheeks, and applying her tongue to my asshole.All my concerns disappeared as she worked her dexterous oral digit in my funky darkness. It was like there was an electric wire from my asshole to my cock head, and I was electrified!She pulled out her tongue, and she began to gently smear lube on my anus. I tightened up in fear. She began to stroke the small of my back. "Relax, baby. I know you'll enjoy this. If it hurts I'll stop. Just relax, and when I push in, push out, like your going to the bathroom. You're nice and clean so nothing will happen."As she rubbed my back and my ass, I began to relax, and I welcomed her gloved finger. She reached down with the other hand, and gently massaged my taint & my balls.I closed my eyes, and relaxed. I felt the finger withdraw, and then more stretching as I assume 2 fingers went in. I continued enjoying it as the fingers on my taint & the fingers in my. I was reading nudie mags, wishing for dates with girls, had bought my first wig out of a catalog received from writing off to an address found in the back of one of my mother’s “ladies’ magazines” (and paid with it with a check from my own checking account, funded by my allowance from doing chores, birthday money, Christmas money, etc.) I had it well-hidden and rarely got to wear it (or cross-dress – in my mother’s dirty clothes from the hamper, since I had no female clothes of my own, so as to not raise any concerns). But I had a hand-me-down car, and summer jobs, and pocket money. Some of the pocket money went for the nudie mags, some went for other things – but some went for shaving cream.Shaving cream was the perfect friend for “temporary” cross-dressing. Alone when I got home after school, before the folks got home from their 9-to-5 jobs, I could take long showers. Or even some evenings, when they were glued in front of the television, I could take a long shower. The beauty of a.
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