Tom Brady’s Dating History, From a Playboy Playmate to a Supermodel

Tom Brady had a legendary NFL career.  His 22 seasons will likely never be matched.  He finishes with seven rings and a number of NFL records.  He had an impressive off the field career as well, it wasn't Derek Jeter level or anything, but he did just fine for himself.

The future Hall of Famer retired from the ladies back in 2009 when he married supermodel Gisele Bundchen.  Here are four ladies Brady was linked to before settling down with Gisele.

Layla Roberts

Brady was briefly linked with 1997's Playmate of the Month for October Layla Roberts back in 2002.  She also had some minor roles in a couple of movies.

Another Layla that has got us on our knees. Happy Birthday to Miss October 1997, Layla Roberts. [pic]: pic.twitter.com/KJL1YgCNz2

— Playboy (@Playboy) October 22, 2013

Tara Reid

Layla wasn't the only actress that Brady dated.  He was also rumored to have dated Tara Reid in 2002.  The two never confirmed they had a relationship, but Tara did admit the two locked lips.

The beautiful #tarareid pic.twitter.com/GPRN0l7DHy

— The Hottest Celebs Pics (@HubFamous) February 3, 2022

Bridget Moynahan

Brady wasn't done with actresses.  He dated actress Bridget Moynahan for three years before parting ways in 2006.  The two have a son together.

BRIDGET MOYNAHAN pic.twitter.com/ujLS9W2s70

— FAMOUS WOMEN (@Kevin10919728) January 27, 2022

Meghan Vasconcellos

Brady was also linked to Patriots cheerleader Meghan Vasconcellos while he was dating Moynahan in 2006.  This is another rumor that has never been confirmed.

Take a look at his wife Gisele below!