All Over the Guy (2001) on Netflix

Eli and Tom are successfully featured in this movie as two meant-to-be lovers. The movie is mostly flashbacks recounting the moments where each of the individuals' friends take turns to pair them up. Tom having emotionally-distant alcoholic parents and Eli hailing from a pair of Jewish psychiatric who taught him to be emotionally open, making him neurotic, couldn't make the two further apart. Surprisingly or fortunately, despite the two different guys, the two individually believe in finding the one and it takes a blind date from Jackie and Brett who believe in their match. An interesting match-up between the two, from two very different backgrounds will keep you glued especially with the touch of comedy, the sarcasm of the two and their involved friends.