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Gossip Burst Report

Inside Rashad Jennings' Dating History

Author

Ethan Hayes

Published Mar 30, 2026

Despite appearing on an episode of "Celebrity Dating Game," Rashad Jennings is known for being close-lipped about his love life. 

He has never been linked with anyone publicly, but, according to In Touch Weekly, he has been connected to reality television star Angela Simmons in the past, though this claim has never been substantiated. In 2017, Jennings revealed to People Magazine that he called it quits with his fiancee back in 2014 and had been single ever since. 

"We're so thankful that it didn't happen at that moment because life would have looked completely different," Jennings revealed. "You know how you want something when you want it, the way you want it, but it's just not right? That's exactly what both of us were doing. We both agreed to that. We both were thankful for it."

In that same interview, Jennings told People that he is attracted to an "everyday girl," explaining, "She has to be quirky and spunky, and she has to be able to laugh at herself. I love a goofball! My heart's on lock but I can't stop it if somebody has the master key."