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She was about 16 at the time so it was all skimpy, mid-drift shirts and silk panties. It was like the mother load of clothes for a beginner crossdresser. That was my first memory of crossdressing. I must have been 13 at the time. I don’t remember what I wore but I remember the feeling. I had the hardest erection ever and I started playing with myself. I was staring at the mirror for like 50 minutes just jerking off non-stop. When I orgasmed, it was like 4 years worth of cum. It was my first orgasm. I think because my first orgasm was connected with crossdressing, my brain probably associates the pleasure of orgasm with dressing up like a girl. This is what we sissies call destiny. I was destined to be a sissy. If I could have it my way, I would make it law for effeminate boys to have their first orgasm this way.I think that’s what kept me interested in dressing up. That rush, heart-pounding, feeling of having the right colorful panties on. It’s like no other feeling ever. I was. Mutual consent is very important whenever BDSM is an entertained concept of sexual expression. Also, you should both agree to some ground rules before you begin.Things You'll Need: Use creative thinking as a lot of what you need can be found without having to shop online or by going to adult bookstores; although these things really create an overall air of excitement when both people are searching the net or cruising the adult novelty stores as a couple.Flogging Tools: Whip, Riding Crop, Paddle or Cat O'Nine Tails. In a pinch you can achieve the same desired affect using the hand, a leather belt or a ruler. I prefer the light wooden ruler; the one with the brass strip running down one side as a straight edge. This works best for breast slapping and some light genital striking. The corner of the brass straight edge can be used to scratch the surface of the skin and really adds to the play! Another solution for a longer reach and a heavier-handed strike is to purchase three heavy-duty,.
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