I have quite a few embarassing moments leading up to sex (I once fell asleep on a girl because I was too drunk to stay awake, even at the prospect of 'getting it on.'
But as far as worst...well, that would have to be the wannabe pornstar.
She made a big display of everything. I helped her out of her clothes and she kept...I don't know how to say this...'offering' herself kind of like an animal in heat will 'offer' themselves. Not to mention the strange looks she kept giving me as I was removing her clothes. I didn't realize it then, but I do now as it's the look all the girls give the guys in the movie. Sort of non-verbally asking, "Is this what you want?" Normally, that's pretty hot, but with her it seemed...forced.
When we actually got around to the sex, she was all over the place. Moaning, gyrating, limbs flailing wildly, hands grabbing at the bed like she was holding on for dear life. Again, all very hot, if I had been touching her. I mean, there was a moment where I was trying to put my feet on the floor to gain better positioning. I adjusted the condom, moved some shit on the floor out of the way to stand, reached over and dimmed the lights. All the while, she's still going at it. It was like I wasn't even there.
I just found it really difficult to believe that this girl was having the experience of her life while I was busy (not touching her, mind you) fine tuning my approach.
It certainly helped my reputation though. When I came out afterwards (I was at a very big party) my friends stood in awe at my sexual prowess. Yes, she was making that much noise. And it's not to say I didn't enjoy it as even bad sex is still sex, right? It just wasn't as enjoyable as any of my other sexual encounters.
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