I had known my friend Patrick for over a year and we had become really good friends, we basically lived at each others houses and were inseparable. One time I stayed the night at his house and we were home alone, his sister was at her friends and his parents were going to be gone until after midnight.
It was only ten something and we were bored so Patrick suggested we play truth or dare. I agreed and we started playing. At first we both kept picking truth, but eventually we both worked up the courage and started doing dares. They were dumb dares like prank calls and stuff, until he dared me to stand on the porch naked for one minute. I didn't want to, but at least his yard was blocked by trees so no one saw me, it was kind of exciting but I really wanted to get him back. So I dared him to get naked and dress up in his sisters clothes and make-up.
He was horrified and wasn't going to do it but I finally teased him enough to make him. He was gone for like 10-20 minutes until he walked back into his room, wearing his sisters purple panties and purple bra, he was wearing red lipstick. I could see his dick through the panties, it was semi-erect, seeing him dressed like that, and seeing his semi got me hard. He saw that I was hard and started laughing at me, asking if I was gay for him. I said no, he looks like a girl, he said you really think so? I said yeah your really hot.
It was his turn to dare me and he told me to get naked so I did. I dared him to kiss me and our lips touched, he held his lips against mine and I opened my mouth and we started french kissing. He put his hand around my cock and jerked me off while we kissed. It was the first time another person had touched my dick and I came quickly. I slowly took off his panties and jerked his dick until he came all over my hand. I made him taste his cum and then we kissed some more.