It's too small!" he whined."No, it isn't. It is the perfect dress size for you-- a Junior Miss size five. You're just not familiar with how much tighter girls' clothing is. Just keep huffing and puffing-- you'll get it on!"Jill gritted his teeth and managed at last to wriggle himself into the pink denim miniskirt. Sampson had been impressed-- Jill had properly tucked the blouse into the skirt, sucked in his breath and zipped it up gallantly. The denim compressed the pantied teen buns delightfully, giving the thirteen year old a shapely little figure!"And finally, what do girls wear on their pretty feet, Jill?" "Shoes." He knew what was coming. Sampson could tell. He had asked him what kind of shoes girls wore, like his own mother wore to be pretty for his father. "High heels," the thirteen year old had responded limply. He took the pair of three inch pink pumps and slipped into them with quiet submission. Sampson then told him to stand up. The feminized boy did so with. I'm gonna try and slip my finger into you now. Just relax your ass as much as you can. I know it'll feel strange at first and you'll not want to let anything in there. But trust me, if you just relax and let it slide into you nice and easy.........you're gonna love it." Okay, John," she said nervously, " I'll try." I watched her take a deep breath and let it out slowly. As she did, I applied a little more pressure with my finger and watched the tip start to slide into her. It went about an inch into her and then I felt her sphincter close down hard on the invading digit and push it back out. I had expected this and held it against the tight opening as she looked up at me anxiously. " Oh, I'm sorry, John. I didn't mean to do that. It just seemed to happen." The expression on her face told me she seemed more upset about possibly disappointing me than actually having something inserted into her tight virgin ass." That's okay, honey. That's just your body's natural reaction. It's.
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