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I grew up in a conservative, religious household, and until I was 25, I'd only had oral sex. (Because, you know, it's not really sex.) By the time I was 25 I'd shed most of my religious upbringing and just really wanted to get laid. So I met a guy at a bar one night, and I did. Didn't tell him I'd never had vaginal intercourse, and he didn't ask. I did tell him it had been awhile since I'd had sex. We dated for a little while, and he never said anything about my lack of skill in the bedroom. Based upon my experience, I'd suggest a one-night stand with a guy you judge to be kind. Generally, men in that circumstance are just happy to be having sex.