I am trying to find a comedy where this guy goes to a party to meet the girl he likes and he loans out his car and has mishaps all night but between each one trying to get his car back he sees the car from time to time it is a convertible and its playing the same song and he tries all night to get his car back and gets it back at the end of the night.

What year/decade did you see it?

It sort of sounds like
A Keanu Reeves movie from 88

The Night Before

A beautiful popular girl loses a bet and must
Go to the prom with a geek. They get lost on
The way to the prom and end up on the tough
Side of town. They stop off at a bar, and the guy
Orders a drink that floors him. He wakes up the
Next day without his date, without his car, and
Without any memory how he got in the alley. He
Must retrace his steps to find them all and
Rescue the girl

view trailer

Oh my gosh I have been looking and looking for this movie for the longest time you are awesome this is it Thank you so much!!