1. Diddy and Cassie

Cassie is 28 and Diddy is 45.

2. Gabrielle and Dwayne Wade

Gabrielle is 42 and Dwayne is 33.

3. Beyonce and Jay Z

Jay Z is 45 and his wife is 33.

4. Madonna and Guy Ritchie

Madonna and ex-husband Guy Ritchie were 10 years apart.

5. Ray J and Whitney Houston

It’s not clear when they dated, but it was no secret that 31 year old Ray J had an on again, off again with 48 year old Whitney Houston.

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