He was legitimately tempted by Mindy.
Lurleen had an unrequited crush on him.
He got married to Amber in Vegas - and accused of bigamy (technically it wasn't) when this was discovered by Marge before he dumped her on to Abe - she would die soon afterwards.
Julia was insane and blackmailed him (although technically he was just living common-law at that point thanks to the Wedding for Disaster retcon).
He made an ass out of himself at a house party drooling over Maude.
He made an ass out of himself at a work party dancing with Princess Kashmir.
He flirts with some girl named Sylvia at a party in a flashback shortly after getting married.
I THINK that's everyone.
Ashley Grant.
I mean, not really. But that's just such an amazing screengrab.