Entire cultures were obsessed with the idea that a virgin must bleed on her wedding night or else she is not a virgin and has shamed her family. Sheets with blood on them were prepared in advance to save everyone's humiliation. It's fucking ridiculous.
No girl should be nervous that she may not bleed on her first time, let alone have the onus on her to prove she's a virgin in the first place.
But perhaps Jill not bleeding is just another nail in the progressive coffin that J.A.L has been battling, first people of varying sexuality being accepted, and now virgins not bleeding! What is the world coming to!
We'd all be pretty sober. She mentioned it once in episode 6, brought it up again in a scene in ep 7, and I believe that was it. Now if we had to drink every time someone here made a big deal out of it, we'd probably all be dead from alcohol poisoning!