Drake
Drake is another celebrity that has captivated audiences for quite some time. His on-again, off-again romance with Rihanna was one of his most notable partnerships. It catches other people’s attention when musicians start dating.
Outside of this partnership, Drake has been in a few high-profile relationships and has even been the cause of various celebrity dating rumors, including allegations regarding Drake’s romance with Nicki Minaj.
Jennifer Aniston
Jennifer Aniston’s celebrity skyrocketed in the 1990s because of her portrayal as Rechel on Friends. She dated Daniel McDonald, Jon Stewart, Adam Duritz, Tate Donovan, and Paul Rudd during the 1990s.
Jennifer Aniston and Brad Pitt married at the turn of the century, but the couple divorced in 2005. Aniston re-entered the dating scene in 2006, this time with Vince Vaughn. Paul Sculfor, John Mayer, Harry Morton, and Justin Theroux followed him.