I don't lie to people I know or people I KNOW I'm going to encounter in the future.
That being said.
Random people whom come across me... well... they're too good to pass up for some fun.
A couple of years ago I was on break from work and decided to buy a cassette converter for one of the company trucks so I could listen to my laptop through the pickup's sound system. Well, while I was sitting in my car fiddling around with the packaging (to this day, I don't know why I was so damned intent on opening the package, considering I have only a CD player in my car) I didn't really take notice of the pickup that had pulled next to me in the parking spot. Then after a while, I get a shout out from a woman half hanging out of the passenger side of the window. She's obviously blitzed, and once she finds she got my attention, she smiled charmingly and said this: 'Hey, what's you're name?'
Me: 'I'm C.J.'
A long pause, then this: 'My friend and I were checking you out; but she thinks you're a girl. I win 5 bucks if you're really a guy.'
Me, I smile back and lower my voice slightly: 'Well, what do YOU think?'
At this point, I hear some commotion from the passenger side, something about me being a dyke. Up until that comment, I WAS going to tell the truth; but a little switch went off inside me said 'Fuck this *****; she's losing five bucks!'
The girl I've been talking to leans back out the window and says, 'I think you're a guy.'
I lean out my window as well (I don't really have much of a chest for a woman, anyway, and I know that if I hold my posture at certain angles, I can definitely pull off looking like a guy) I replied back: 'Well, looks like you won yourself five bucks, have fun tonight, girls.' With that, I drove off, laughing all the way back to work.