San Francisco and would reminisce for a second with his friend or by himself and then would keep going along with whatever was happening. This happened probably a good 7 or 8 times when i was watching.
The movie was a romantic comedy, the guy was basically a Player and kept getting in funny situations with girls he met, but he ultimately was just doing it for fun cuz the girl he loved was well the girl he loved.
If anyone knows what the movie was called please let me know! Thank You
-jas