How do you usually initiate intimacy with a partner?

The Digital Lead-up: Sending suggestive texts during the day.
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The Direct Approach: Asking or stating exactly what I want.
Votes: (0%)
The Reactive Way: I usually wait for my partner to start.
Votes: (0%)
The Subtle Hint: Physical touch, lingering kisses, or "the look."
Votes: (0%)

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Reply: Crossdressing for fun

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Topic History of: Crossdressing for fun

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Brent

5 months 4 weeks ago

I was fifteen and decided to dress up with my sister's clothes. I wore a top and a skirt and one of my mother's wigs (from when she was on cancer drugs). Her shoes were too small but I fit them in, and went outside, and out the back fence gate, and stood at the corner of the service alley as people drove by. I didn't have on underwear, and this man came walking by, and I pulled up the skirt and he saw that I was a boy.

He chased me down, beat me up, sucked my dick, fucked my ass. I went home with a black eye and a sore asshole. It was fun.

That in short is how I got into crossdressing and approaching men.

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