Feels like a summer song, and Wikipedia says it was big in the summer...going back to 1995, here's "I Wish" by Skee-Lo:
Skee-Lo - I Wish by christ88
Still looking for more songs to add. I have a couple in mind, one from the 1980s and one from this year sometime. I'd love to hear your input. Check out this post, which has links to my previous summer playlist posts.