I guess a little backstory. I'm 21, kissless virgin femanon. I had super strict conservative Baptist parents, who instilled in me this idea that sexuality is evil and sinful and blah blah blah. I had a falling out with them and moved out for college and since then I've started looking at/reading smutty stuff, being a generally introverted computer person who does things like ask 4chan for life advice. But I never really took the next step with it. Until about two weeks ago I'd never even masturbated or had an orgasm.

I got a job at a restaurant a while ago and there's this guy there who we'll call Jeff. He's nerdy but he doesn't really care if people know it, he's good-looking and he's got an awesome sense of humor and we're into a lot of the same stuff and he's got really nice teeth and hnnnnf. We get along really well and talk about art and cartoons and comics and computers and it's definitely flirtatious.

Work people usually go out to the bar after a shift and I've come along a couple times and somehow on one of those excursions my complete and utter lack of sexual experience came out. A bunch of the back of house guys started making jokes about how they would show me what I was missing, but Jeff actually got them to can it. Later he gave me a ride home and it came up again and I asked him if it was weird if I've never masturbated, and he told me it wasn't weird but doing it wasn't something to feel bad about, pretty much everyone does it and it was probably a good idea to get to know my body at least to know what makes me tick. I joked that I'd give it a shot and let him know how it went and immediately felt like an idiot but he just laughed and told me to keep him posted.