Finn has a massive crush on Rey, and vice-versa. They so CLEARLY want to get together but are still working their way there. Finn turns to Poe, and asks him for his pointers on flirting with girls, asking them out, and most importantly WOOING them and treating them right. Finn knows about dating/sex but he wants a real Romance and amazing flirting crash course 101. Poe tries to encourage Finn to just be direct and TELL HER ALREADY JEEZE but Finn wants this to be romantic and lovely~! WHY WON'T POE JUST HELP COACH HIM INTO BEING A HOLO-ROMANCE HERO?

Poe finally relents. There's just a few problems:

1. Poe is very, very Gay - so maybe his advice needs (heavy) tweaking.
2. Poe's flirting is usually completely awkward and dirty
3. Poe hasn't had time to date lately so he's a bit rusty...

and,

4.) Poe's advice usually leads to disaster and mayhem.

But Poe loves his friends and wants them to be happy together so by god he will TRY TO HELP THEM GET THEIR HAPPY ENDING COME HELL OR HIGHWATER.