So thismorning, after my orgasm, I asked Sissy if he'd like to be allowed towear a bra. Naturally, he jumped at the chance, barely noticing just howtight it was as I slipped it over his head. A glance down showed him atfull salute. Though already warmed, his enthusiasm warmed me further andI jumped him. By this point, I don't even need to warn him not to cum -Sissy knows to wait for my permission which is often, but not alwaysgiven. After my second orgasm, I gave him a nod and a few short thrustslater, he exploded.It's always nice to see Sissy satisfied - again part of the rewardsystem. But now here he was coming down from a high and discipline mustbe maintained. I love this particular bra on Sissy. It is so tight thathe can't even get it back over his head without my assistance. And notthat he ever, ever, takes off any article of clothing I've placed him inwithout specific approval, knowing that there is just no way he can isan extra thrill.So in a way, this was a set up. Sissy had. " He's not Simon when he's in a dress and make-up," she replied. "Rightnow she's called Simone."I gave my farewells to Simon and was relieved to get outside and intothe fresh air. I ran home keeping what I had seen and heard to myself.In some ways I was quite excited that I was being trusted with thissecret situation.After that weekend when I called round, I found that Simon was regularlydressed as a young teenage girl. Even to the extent that he wore shoeswith small heels while his hair was all brushed out and hanging downpast his narrow shoulders. Even his eyebrows had been plucked andarched, while he wore pierced gold or silver earrings that dangled fromhis ears.Each time I called by over that spring term it seemed he was becomingless of a boy and ever more of a girl. I didn't understand why it washappening and when I tried to find the real reasons, he would just tellme that he didn't want to talk about it or if I didn't stop asking Ishould go home.Obviously all these obvious.
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