Stevie Wonder "Go Home"

Speaking of Stevie Wonder, he managed to top both the Dance and Adult Contemporary Charts with "Go Home". His mid-tempo synth-laden tune took its sweet time to become a hit. Originally recorded in 1984, Stevie actually performed the song on Saturday Day Night Live a year prior.  It was released in 1985 and turned into a #1 song in 1986.

Paula Cole "I Don't Want to Wait"

Despite serving as the theme song for The WB's teen drama Dawson Creek, Paula Cole's "I Don't Want to Wait" managed to set a record for most consecutive weeks on the Top 50 without cracking the Top 10. The song also managed to set another record: it's one of 32 songs in history to remain on the charts for 50 weeks ("I Don't Want to Wait" charted for 56 weeks). 

Glenn Frey "True Love"

Glenn Frey's last big solo hit happened in 1988 when "True Love" climbed the charts. It went all the way to #13 on the Hot 100 and #2 on the Adult Contemporary Charts. 

Mariah Carey "Love Takes Time"

"Love Takes Time" almost never happened. Mariah Carey's debut album was already complete when she recorded the song. Since her album was in the process of being pressed into CDs and (at that time) cassette tapes, no one at Columbia Records wanted to add it. So Mariah went straight to the top and played the ballad for a record executive who liked the song, but didn't want to stop production of the album just to include another ballad. Mariah protested and eventually got her way. "Love Takes Time" is the name of the song, but the song itself took next to no time. From start to finish, the song took three days to complete -- something virtually unheard of. "Love Takes Time" became the album's second single and proved Mariah to be correct -- the song hit #1 on the Hot 100, Adult Contemporary, and R&B Charts in 1990.