I was at a friend's house one day and he had me wear his sister's dress as part of a game of "truth or dare" (Because it wasn't 1 AM in the morning, and we weren't going to play spin the bottle). Afterwards came to me and admitted he himself enjoyed cross dressing on a regular basis. I was ... well shocked ... to say the least, but I accepted his choice and kept quiet about his guilty pleasure.
The next day I was invited to a mutual friend's - who we'll call Sarah - house with my friend, we'll call him Bob. So Bob, Sarah and I were sitting around chatting about things, the whole Bin Laden death, and the Royal wedding. Talk turned to the dress she wore, I was particularly disinterested, but Bob and Sarah were engaged in full conversation. I mutter something about how that wedding dress looked strange. I soon fell asleep beside them (I was exhausted, and talk of the dress was boring me) as I awoke they were snickering to each other.
Sarah greeted me with a huge grin and I was confused, then I saw what was in her hands. A wedding dress, a huge frilly wedding dress, this was her mother's wedding dress which she kept as a memento of her wedding. Unfortunately for me I was about the same size as her mother, I quickly caught on and protested. Unfortunately she and Bob are much stronger than me and the dress was so forced on... dress, veil, heels, everything, ... I was so glad it was just the three of us.
We went back downstairs, and we started playing wedding... Sarah was the groom. After a while of discomfort I began to relax, and it became comfortable. So comfortable I didn't mind being seen by her mother who laughed and told Sarah she was right, I did make a pretty bride. x_X I would do anything to keep the wedding dress on, and was extremely disappointed when I was called to go home that night.