Nikki Glaser wasn't ready to retire jokes about Tom Brady's breakup with Bridget Moynahan.
The comedian compared the former NFL quarterback's tumultuous retirement from football to him walking away from the Blue Bloods actress in 2006 while she was pregnant with their son Jack Brady during his May 5 Netflix roast.
"Seriously, Tom, you're the best to ever play for too long," Nikki joked during The Greatest Roast of All Time: Tom Brady. "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, it's tough."
And the Not Safe with Nikki Glaser host wasn't done calling him out either, adding that Tom likely "didn't know she was pregnant" before quipping, "He just thought she was getting fat."
But Nikki wasn't the only one to poke fun at Tom's split from Bridget, who announced her pregnancy a few months after her December 2006 breakup with the football legend. Will Ferrell also took a shot at the 46-year-old's past relationship while on the podium during the Netflix special.
"The last time this guy went truly deep, he ended up paying child support to Bridget Moynahan," Ferrell said for his bit. "I wrote that myself this morning, in the airport bathroom at LaGuardia."
As for Tom—who started dating now-ex-wife Gisele Bündchen the same month Bridget announced she was expecting—he took the jokes in stride. After all, the former Patriots player has previously shared how proud he is to be father to his 16-year-old son.
"I mean my oldest son, Jack, he's an amazing young man," Tom—who also shares kids Benjamin Rein, 14, and Vivian Lake, 11, with Gisele—gushed on DeepCut with VicBlends April 12. "Straight A's. Handles himself so well in groups of people and I see him and he's 16, and I'm like how are you so mature."
Noting that Jack "puts his heart and soul into everything he does," the Super Bowl champion added, "I mean he just, he blows me away with who he is."
Keep reading for more cute moments between Tom and his kids.
Gisele Bündchen shared this family photo on Instagram on Tom Brady's son Jack's 14th birthday, writing, "Happy birthday Jack! We are all so lucky to have you in our lives. Thank you for being the best big brother in the world. We love you soooo much!"
While wearing his Christopher Cloos x Brady sunglasses, Tom celebrates his Super Bowl win with daughter Vivian during the Tampa Bay Buccaneers boat parade.
After winning his seventh Super Bowl, the Tampa Bay quarterback celebrated with his daughter Vivian.
Tom snuggled with his kids John "Jack" Moynahan (with ex Bridget Moynahan), Vivian and Benjamin in this adorable photo snapped by Gisele on Father's Day.
Brady went from quarterback to coach with his son on the beach, writing on Instagram that he's "#dadsfavoriteworkoutpartner."
Gisele shared this adorable photo on Instagram of Tom giving his son a kiss on the forehead.
The whole Brady-bünch posed together at the Mercedes-Benz in Atlanta ahead of the Super Bowl LIII, which the Patriots later won.
Tom lurked as Pennywise the Dancing Clown in a window behind his family as they celebrate Halloween in 2018.
As Tom geared up for another football season, he stopped to give his daughter a little love and clearly this one has her dad's full attention.
In July 2018, the Brady bunch headed out of town for a family vacation and they couldn't look any happier on their horseback riding adventure.
Tom celebrated Father's Day with a family dinner and lots of silly photos with his younger son, Ben.
There's nothing sweeter than seeing the greatest quarterback of all time (he has seven Super Bowl rings) get smothered in love by his three kids.
Even though it was springtime, Tom bundled up with Ben for a fun day outside...complete with a little training.
Tom Brady as the Easter bunny? Who would've guessed?!
The super sweet family was all smiles during one of Brady's episodes of Tom vs. Time.
After playing in another Super Bowl, Tom took a little break with his family, complete with burger time and selfies.
Even though the Patriots lost the 2018 Super Bowl, Tom had his support squad ready and waiting to cheer him up.
Ahead of Super Bowl LII, the Patriots QB posed for pictures with his whole family including Gisele and oldest son Jack, second-born Ben, and daughter Vivian.
The New England Patriots quarterback showed his second oldest son a little love on his birthday in December of 2017, writing, "Happy Birthday to the sweetest 8 year old boy a mom and dad could ever ask for! So filled with love and joy! We are so proud of you Benny! And you shine a light that brightens our lives every day! We love you."
Vivian was the ultimate sous chef as her dad made her biscuits before Thanksgiving and really, what can't Brady do?
The dynamic duo of Tom and Ben spent a November day swinging in a hammock together and we really wish we had some R&R like this in our near future.
Leave it to Tom to teach his son more than just football.
The Brady crew rolled around in the grass and enjoyed spending time together in June 2017 and it really does look like they are having a blast.
Who says you're too old to make funny faces?
When the Patriots headed back to Boston for their parade celebration after their 2017 Super Bowl win, Tom brought Ben along for the ride making him the coolest dad around.
Winning the Super Bowl in 2017 was great, but getting to celebrate with your daughter on the field is priceless.
In 2017, Vivian gave her dad a big good luck kiss before he headed out for a game. Seriously, these two are so stinking cute.
Tom's fans span near and far, but his biggest fans are his three kids and their "Brady" jerseys continually make us love them even more as a unit.
Decorating the Christmas tree is twice as fun when you have your precious daughter helping you out...especially when she's dressed as a fairy!
The football player loves to spend his off time with his adorable kiddos at the beach and we totally approve.