worst sex ever? Hmmm.. It'd be really hard for me to classify any sex that I've had as.. terrible, per say. I've had sex with someone whom I have no problems saying that I regret, simply because I regret pleasuring such a terrible terrible person.. I think back and wonder what the hell I was thinking, only to remember I had just had a break u, was on the rebound.. and managed to somehow downgrade in the most severe way possible.. not an ugly gal either, so I'll let you assume just how bad her personality and quirks were.