If he wasn't such a colossal douche (but I LOVE his accent) I'd probably go for him in every single playthrough, regardless of my Db's gender...as it is now, however, I STILL go after him...but with a mace.
YES!! I love how this ends! Seriously, as a guy, watching my girl play the Thieves Guild, and constantly laughing at her getting upset at Brynjolf not being able to be married... I then knew how she must have felt with my character and Lydia lol. Not going to lie, she even blushed when he said "lass' the first time!