I lost my virginity to the lamest guy ever. He lived in the ghetto, could barely string together a sentence and dealt crack and PCP. Constantly getting picked up the police. I was a suburban boarding-school type girl and his whole world was unfamiliar to me. I pretty much don't tell anyone how I lost my virginity.
Despite the circumstances, I don't regret it. I just wanted to get my virginity over with. I've never attached any emotions to the idea. I had already made a point to break my own hymen so my first time wouldn't be painful. And yeah he was lame, but he was good in bed and he was very kind to me. It's not the most glamorous story, but I think the first time is overrated anyway.