I saw it on a UHF channel late night as a kid that played urban music videos (rap & R&B).
Two teenagers were having a date. The male in the music video is the artist. A scooter was involved.
Quite possibly at a carnival or an amusement park? The date goes on long. Both fell asleep at a bench. The woke up either in the middle of the night or the next morning. Guy takes girl home in the scooter.