Clothing swap with Cindy
For most of my time in college, I lived in a frat house. All the guys in my fraternity were friends with all the girls in the sorority next door. Sororities were not allowed to have alcohol in their houses, but fraternities were and my house always had a keg.
The girls from next door, and sometimes girls from other sororities, spent a lot of time at our house and we were always happy to supply the beer to keep them coming over. We often played various games, including a variation of T-or-D.
We wrote dares and truth questions on index cards and put them in a bucket. Each player, on his turn, had to pull out a card without looking and tell the truth or complete the dare shown on the card. We liked getting our friends naked, and most of the dares involved at least some nudity.
One night about ten of us were playing and I sat to the right of Cindy (not her real name) because I simply liked to be near her. On my turn, I pulled a card that dared me to exchange all clothing (including socks and underwear) with the person on my left for half an hour.
We both had to stand in the middle of the room, in full view of the whole group, while exchanging clothing, at the beginning and end of the half hour. Well, since I had sat on Cindy's right, she was on my left. We were both mortified, but got into the center of the room and started to strip.
Fortunately, we were about the same size, but boys and girls are not proportioned the same. I had on a tee shirt, blue mini-briefs, blue jeans, athletic socks, and black sneakers. Cindy had on a frilly girly pink pullover shirt, a pink cotton bra, frilly pink panties, blue jeans, frilly pink socks, and pink sneakers.
Generally, my clothes were a little large on her and hers were a little small on me. I got a boner while exchanging clothes and her panties couldn't contain it. I couldn't quite close the fly on her jeans, so my boner and pink panties were visible for the whole half hour.
Fortunately, we had all had a few drinks and everyone in the room was really good friends. It was embarrassing as can be, but we survived. Cindy and I became extra good friends after that day.