Well, this could be a somewhat strange story.
Anyway, about 5 years ago, on one of my female friend's birthday surprise parties, me and 2 other friends thought it would be a great surprise to dress up as the opposite sex. So, while my other friends were keeping her occupied, we went over to the neighbor (we had asked them in advance if it would be OK), in to their son's room, whom they claimed to be away that night (I'm sure you know where I'm going with this). Anyway, there I was in a very hot pink dress, with hot makeup, nailpolish, balloons, bra, putting on the leggings, while my friend had a purple dress, with his back towards the door, jumping up and down trying to put the leggings on, and my third friend putting balloons in the bra, when suddenly, the door opens, and in stumbles a shocked guy in his early 20's. He stand there, one foot inside the room, just staring. At this point, my friend have his ass up in the air, bent over forward, turning his head towards the shocked guest, stuttering something similar to "Hello", while me and my other friend are working really hard not to burst out laughing at the hilarity in the whole situation. Out shocked guest now turn around really fast, saying something similar to "I'm sorry", and proceed to run down the stairs. At this point we all fell over laughing.
Yes, we got very pretty pictures from that day. No, I do not want to share them.
To add to this, my friend's girlfriend was dressing up as a guy, and my female cousin were in charge of putting on the makeup and give us the seal of approval that we looked like hot, respectable young ladies. One can only imagine what the guy might have been thinking.