Pegging
A girl in school once dared me to let her peg* me. We were 14. My reputation at school was so low that if I had done anything it'd be public knowledge, in the local papers, etc.
I wimped out. Sure, I'd get to say I'd had anal sex with some girl in the year, but come on. That's just not right.

*When a female wears a strap-on and buggers a male up the arse.
**It would be at least partly true.
( Grokthought wouldn't pay that for Chinese 5-Spice, Tue 6 Nov 2007, 5:51, 3 replies)

Should have told her
that you would, only if she let you do it to her first.

Same result- she would have backed down, fast!
( The Resident Loon Not a demographic. Do not measure., Tue 6 Nov 2007, 14:31, closed)

Her name wasn't Emily, was it?
I went out with a girl a couple of years ago who, a couple of months into the already-rather-sexually-deviant relationship if she could take me up the arse with a strap-on.

I left, rapidly.
( Shegetz Chris Kamara's comedy moustache, Tue 6 Nov 2007, 17:42, closed)

No
Her name was Annie. She was related to that guy who walks Britain naked, if that's any indication of sanity.
( Grokthought wouldn't pay that for Chinese 5-Spice, Thu 8 Nov 2007, 6:09, closed)