Definitions by TallyTod

Ass-hole dating 

When one person doesn't want to date another person but at the same time doesn't want to not date that person, resulting in an awkward limbo of confusion that lasts who knows how long.

"He's been talking to her for 8 months but won't ask her to date him? That guy must be into ass-hole dating.

Ass-hole dating by TallyTod May 27, 2017