Ever wished you'd dated more when you were younger?

My girlfriend does. She'd always considered herself a bit of a Plain Jane, but the truth is she was just shy. As a result, she missed out on a lot of the fun of growing up: no parties, no awkward makeout sessions, no late-night sneaking around. She'd had crushes on a couple of guys, but she was too introverted to do anything about it.

Now she's in her twenties and a year into a committed relationship. I don't think either of us would give that up for anything....but I can't blame her for wondering. Things started to change after we started dating. She's become a lot more confident, learning to flirt and dress up and work out, and started going out to the bar once in a while with her girlfriends. She's even made friends with some guys.

Which led to a slight dilemma: one of her new guy friends seems to have a bit of a crush on her, and she admitted to me in hushed tones that she finds him a bit cute. He's just her type: smart, bookish, a bit of a musician, but confident enough to flirt casually without getting awkward about it.

I admit, I was a bit jealous at first....but soon I was peeking over her shoulder as she texted him, helping her decode the flirty emojis when he texted back. And soon after that I found myself helping her pick out a cute outfit, showing just enough curvature to attract his attention.

And soon after that, I found myself sitting at home alone, staring at my phone and wondering if I should text again. Wondering if she'd need a ride home....or if she'd be staying the night.

Kinks Good girls, smart girls, shy flirting, good writing, outercourse, vanilla sex, mild jealousy and guilt, believable characters with realistic bodies. NSFW

Dislikes Improbably-proportioned body parts, deliberate humiliation, excessively-slutty clothing and bad writing. I'm okay with racial differences, but I'm not into fetishizing them.

If you think you could play as the girlfriend, tell me what she'd like to do on a first date. Chats will be ignored.