The late George Michael was on a major hot streak with his first solo effort after breaking up the duo, Wham! in 1986. His second solo number one was "Father Figure" stayed atop the Hot 100 for two weeks. It was a mid-tempo, torch ballad that had a good five minute length and was played as such on radio.
His album "Faith" would yield two more number ones: "One More Try" and "Monkey", the latter given a raw, new jack swing remix by Jimmy Jam Harris and Terry Lewis who were responsible for Janet Jackson's ascension to the top of the charts, both pop, dance and R&B.
At age 53, Michael would die on Christmas Day of myocrditis. He was an avid philanthropist giving to AIDS charities and to LGBT organizations like GLAAD. He would become an enduring pop/soul icon.
The Billboard Top Five: February 27, 1988
The Pet Shop Boys and Dusty Springfield would hold at the second peak with their "tri-et", "What Have I Done to Deserve This". Chris Lowe and Neil Tennant comprise the duo and it would mark the 60s UK songstress' return to the charts. 1988 was a year of many 60s and 70s artists in comeback mode.
Screen star Patrick Swayze would have his one and only hit with "She's Like The Wind", off his "Dirty Dancing" movie and soundtrack. It was a duet with singer Wendy Fraser. He would go on to star in box office smashes "Ghost", "Point Break" and "To Wong Foo". Sadly, he passed away in 2009 of pancreatic cancer.
UK blue-eyed soul singer Rick Astley made a bid for the top of the charts with his dance/pop debut "Never Gonna Give You Up". It marked the singer's first chart effort and even gave him a fan base in black/R&B/hip-hop music. The song would also become a sort of YouTube novelty when it would used to mask illegally copyrighted material on the video sharing site.
Another comeback story; Raspberries' former lead singer, Eric Carmen with "Hungry Eyes"; also off the "Dirty Dancing" movie soundtrack. Peaked at number four - but, Carmen had another hit poised to break into the 40. His ode to 60s music, "Make Me Lose Control".
Thank you and Happy belated Valentine's Day.