Seated next to Aniston was Reese Witherspoon, whose expression was decidedly unreadable. She did appear, however, to crack a smirk at the dating joke.
Aniston and Pitt wed in 2000 and divorced in 2005 after he infamously struck up a relationship with Angelina Jolie. Six children later, he and Jolie have also since call it quits.
Despite their painful history, the two have maintained that there's no lingering bad blood. Both were up for Golden Globe awards on Sunday night, so there was no question they'd cross paths — and according to Pitt, that was just a fun perk of the evening.
"I'll run into Jen, she's a good friend," he told Entertainment Tonight on the red carpet ahead of the ceremony.
Lest fans have any doubts, the friendship isn't just talk: In February 2019, Pitt attended Aniston's 50th birthday party, and he was also reportedly on the guest list just last month for her holiday party.
"The important people in her life gathered to celebrate with her," a People source said of her birthday bash. "Brad fits into that group, and it was natural that he would want to come."
Jennifer Aniston and Brad Pitt together
Jennifer Aniston and Brad Pitt together
Brad Pitt and Jennifer Aniston during The 56th Annual Primetime Emmy Awards - Red Carpet at The Shrine Auditorium in Los Angeles, California, United States. (Photo by George Pimentel/WireImage)
LOS ANGELES - SEPTEMBER 12: Actor Brad Pitt and actress Jennifer Aniston attend the 51st Annual Primetime Emmy Awards on September 12, 1999 at Shrine Auditorium in Los Angeles, California. (Photo by Ron Galella, Ltd./WireImage)
Brad Pitt and Jennifer Aniston (Photo by Barry King/WireImage)
Jennifer Aniston and Brad Pitt shopping in Los Angeles, CA.
November 23, 1999
UNITED STATES - circa 2000: Actress Jennifer Aniston with actor Brad Pitt. (Photo by The LIFE Picture Collection/Getty Images)
Jennifer Aniston and Brad Pitt (Photo by Jim Smeal/WireImage)
371747 01: Brad Pitt & Jennifer Aniston attending the Los Angeles Premiere of the new movie 'Erin Brockovich'. Westwood, California. March 14,2000. (Photo by: Brenda Chase Online USA Inc./Liaison Agency)
LOS ANGELES, CA - SEPTEMBER 10: Actor Brad Pitt and wife actress Jennifer Aniston arrive at the 52nd 2000 Primetime Emmy Awards on September 10, 2000 at the Shrine Auditorium in Los Angeles, California. (Photo by Ron Davis/Getty Images)
Brad Pitt and Jennifer Aniston at the premiere of 'The Mexican' at the National Theater in Los Angeles, Ca. 2/23/01. (Photo by Kevin Winter/Getty Images).
Brad Pitt and Jennifer Aniston during 'Rock Star' Los Angeles Premiere at Mann Village in Westwood, California, United States. (Photo by SGranitz/WireImage)
Jennifer Aniston & Brad Pitt during Spy Game Premiere at Mann National Theatre in Westwood, California, United States. (Photo by SGranitz/WireImage)
Jennifer Aniston and Brad Pitt arrive for the Golden Globe Awards at the Beverly Hilton Hotel in Beverly Hills, California January 20, 2002. (Photo by KMazur/WireImage)
Brad Pitt and Jennifer Aniston at the premiere of 'The Bourne Identity' at Universal CityWalk in Los Angeles, Ca. Thursday, June 6, 2002. Photo by Kevin Winter/ImageDirect
Jennifer Aniston and Brad Pitt arriving at the 54th Annual Prime Time Emmys. (Photo by Frank Trapper/Corbis via Getty Images)
UNITED STATES - JANUARY 12: Jennifer Aniston and Brad Pitt attending the premiere of 'Along Came Polly' at Grauman's Chinese Theater in Hollywood, CA 01/12/03 (Photo by Vinnie Zuffante/Getty Images)
SANTA MONICA, CA - MARCH 22: Actors Jennifer Aniston and husband Brad Pitt attend the 2003 IFP Independent Spirit Awards on March 22, 2003 in Santa Monica, California. (Photo by Jon Kopaloff/Getty Images)
Courteney Cox, Jennifer Aniston & Brad Pitt (Photo by Steve Granitz Archive 1/WireImage)
Brad Pitt and Jennifer Aniston at the Zeigfeld Theater in New York City, New York (Photo by Kevin Mazur/WireImage)
Brad Pitt, Jennifer Aniston during Warner Bros. Premiere of 'Troy' in New York City at Ziegfeld Theater in New York, New York, United States. (Photo by Sylvain Gaboury/FilmMagic)
CANNES, FRANCE - MAY 13: Actors Brad Pitt and Jennifer Aniston attend the World Premiere of epic movie 'Troy' at Le Palais de Festival on May 13, 2004 in Cannes, France. Aniston wears a dress by Versace. (Photo by Dave Hogan/Getty Images)
CANNES, France: US actor Brad Pitt and his wife Jennifer Aniston arrive for the official projection of US director Wolfgang Petersen's film 'Troy' , 13 May 2004, at the 57th Cannes Film Festival in the French Riviera town. Hollywood took over the French Riviera today as Brad Pitt and his co-stars of the epic movie arrived to present their 175 million dollar (147 million euro)-plus swords-and-sandals feature, being shown out of competition, in the blaze of Cannes publicity. AFP PHOTO/FRANCOIS GUILLOT (Photo credit should read FRANCOIS GUILLOT/AFP/Getty Images)
Actors Brad Pitt and Jennifer Aniston attend the premiere of Petersen's movie 'Troy', at the 57th Cannes film festival. (Photo by Stephane Cardinale/Corbis via Getty Images)
Jennifer Aniston and Brad Pitt at the The Shrine Auditorium in Los Angeles, California (Photo by Gregg DeGuire/WireImage)
Brad Pitt and Jennifer Aniston during The 56th Annual Primetime Emmy Awards - Audience at The Shrine Auditorium in Los Angeles, California, United States. ***Exclusive*** (Photo by Jeff Kravitz/FilmMagic)