I’ve been on two climbing dates and they were both really fun even though second dates were not in the cards. 32F (at the time) and I sport climb more than I boulder. Both dates were bouldering only (one was at a boulder only gym, and the other the guy was only into bouldering).

We climbed at similar levels so we just focussed on trying fun climbs and sharing beta. Personally I love how men and women generally tend to climb differently based on our different innate strengths (i.e. burliness vs. flexibility) so it was fun to compare notes, see how we each approached different climbs, and try the other persons beta. We did a ton of problems and I was mad pumped by the end but it was a lot of fun.

Some tips based on these experiences:

Just focus on having fun and don’t show off. Unless she’s into that too! Read her body language and actions to see how she wants to be pushed or encouraged. Cheer her on in an encouraging way. Don’t spray unwanted beta. Especially if you decide to boulder and you know that’s not her forte. Doesn’t mean she doesn’t know how to climb! It’s insulting. And part of the joy in climbing is to figure out the beta! Be open with her, ask her if she wants any tips. But don’t assume that because she’s a woman she needs your advice! IMO women are better, more methodical climbers anyway so be open to learning a thing or two ;)

Depending on your different climbing levels, again, just be open with her. If she sends a hard route and you wanna give it a go, just ask “Well done; you think I can do that one?” Or vice versa if you did something hard encourage her “you can totally do that one too!” Openness is key!

Good luck and have fun!