Poe: Just before he went on the mission to Jakku
Han: In a bar after some drunken pilot started flirting with you.
Ben: After you had completed your training and was an official Knight of Ren.
Finn: After he returned from Star Killer Base
Luke: When you became a Jedi Knight
Obi-Wan: He asked you out on Genosis before the Jedi came because he thought you both were gonna die and he had to ask before he died.
Anakin: He asked you out before he went to Tatooine to find his mother dead.
Hux: After he had finally got Star Killer Base operational you were with him when he announced it then afterward he asked you out as the beam hit Coruscant.
-Crystal