Glaser similar to several other roasters made fun of Brady’s failed relationships whether it was Bridget Moynahan or Gisele Bundchen.

(L) Tom Brady with ex-girlfriend Bridget Moynahan and (R) Comedian Nikki Glaser (Image via IMAGO)

Nothing is off-limits when it comes to roasting. Tom Brady found that out the hard way on Sunday, May 5, during Netflix’s The Greatest Roast of All Time, when comedian Nikki Glaser brought up his ex-girlfriend Bridget Moynahan.

The production team invited several individuals who have been part of Brady’s life at some point in time. From Bill Belichick to Kim Kardashian, even Dana White was one of the participants who dissed the seven-time Super Bowl winner.

However, perhaps the best low blow came from Glaser, who without wasting any time attacked Brady’s past failed relationship with actress Bridget Moynahan, whom he reportedly left when she was pregnant.

Seriously, Tom, you’re the best to ever play for too long. You retired, then you came back, and then you retired again. I get it; it’s hard to walk away from something that’s not your pregnant girlfriend [Bridget]; it’s tough.

Nikki Glaser said

The stand-up specialist wasn’t finished. She further added that Brady left not because Moynahan was pregnant but because she was losing her appeal.

Hey, to be fair, he didn’t know she was pregnant; he just thought she was getting fat.

Nikki Glaser added

Not very nice words, but Brady knew what he had signed up for, and his awkward laugh was a clear indication of how uncomfortable he was during Glaser’s rant.

Tom Brady married Gisele Bundchen after splitting up with Bridget Moynahan

Only three years after replacing Drew Bledsoe for the New England Patriots starting quarterback role in 2004, Tom Brady officially started dating Bridget Moynahan. However, only a couple of years into their relationship, the now-53-year-old found out that she was pregnant.

Tom Brady and Gisele Bundchen (Image via IMAGO)
In an interview with Harper’s Bazaar, the Blue Bloods star claimed it wasn’t easy to become a single mother suddenly. According to her, she grew up in a traditional household with a similar set of values and virtues, so Brady leaving her before the birth of their child came as a massive shock.

When you’re suddenly pregnant and no one is standing by your side, even if you’re in your 30s, it’s a hard conversation. I’m a traditional girl, and I believe in marriage, and I just always thought that’s the way I’d be doing this.

Bridget Moynahan said

Shortly after their breakup, Brady fell in love with Brazilian supermodel Gisele Bundchen. The 43-year-old agreed that her then-husband relayed to her that Moynahan was pregnant.

After the news became public knowledge, things became difficult for all parties. Yet Brady and Bundchen kept the outside noise at bay and announced their marriage in February 2009, which lasted for 13 years as they too decided to separate in 2022. Tom Brady and Bridget Moynahan share a son named Jack. He also has two children with Bundchen, Vivian, and Benjamin, whom they co-parent.