They aren't going to know unless you tell them. And if you're already to the point of discussing sex with someone, you're probably past the point of that being a hangup. It's like worrying about the size of your junk—by the time someone is at the point of seeing it, it doesn't matter.

Sex isn't precious. Don't get me wrong. It's intimate and a wonderful way to feel close to another person physically and emotionally. But I feel like it's so intimidating because people think it's precious. It's just sex. Every single thing in your genetic lineage before you has done it for hundreds of millions of years.

Are you going to get hung up about a woman who tells you she's been with thirty people? She's likely just as self-conscious about being judged. I don't know how to express this in a way that is easy for someone on your side of the conversation to hear. I struggled with it earlier in my life. Just worry about being a person someone would be interested in having a relationship with, and sex will follow.

It's when someone is pursuing sex or marriage or whatever without regard to whom that they come across as desperate and creepy.