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I'm about as far from an expert as there is, but I'm in the "fuck if you feel like it's right".
My only first date fuck, it was good that I did. I went through the works with her, going down, fingers and fucking. Multiple times. But it made me realize I couldn't have a long term relationship with her. It may seem petty, but she didn't like being on top and when we tried, she sucked at it. She was also very submissive and wanted me to dominate, which isn't my style, I'm more of a tender her-first person. All in all, it was close to the worst sex I've ever had, and it just nagged at me. Bad kisser (I know my tongue isn't long but I use what I have), bad blowjob (teeth!) and lazy as fuck.
I'm actually glad that one got the sex out of the way. I could be friends with her, but isn't dating about finding that perfect someone? I'm good at sex. Not a big dick or solid body or strong hands, but my effort and touch is the best all girls I've had have ever had (and they tell me this after we break up). I want my perfect someone to enjoy my touch, but also be into it, and give me a little pleasure in return (after she's gotten off a couple times).
My current girlfriend, if you can call her that, pretty much blocks my advances. I enjoy being with her, but our last date goodbye kiss? Closed lip. Yeah, I don't think that's going to work either.
Long story sum up: it needs to be mutual, and if it is, who's stopping you?
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