See Pictures of Mad Men's January Jones Dating Ashton Kutcher in the 1990s Real Life Surprising Celebrity Romance Flashback: Mad Men's January Jones and Her '90s Love Ashton Kutcher by POPSUGAR Celebrity 19/2/11 4 Reactions 0 Shares Print 0 0 0 0 0 January Jones is back on the big screen soon with her thriller Unknown, which Buzz thinks is an entertaining ride. The Mad Men actress turned out on the black carpet earlier this week for the LA premiere with costars Diane Kruger and Liam Neeson, but around 10 years ago she had another buddy to keep her company at movie events. She and Ashton Kutcher were an item for some time, though January might not look back on their bond with fondness. Let's take a walk down memory lane, from before Ashton was Mr. Moore and January was Betty Draper — click through to see their '90s romance! Source: WireImage Start Time For Love What’s Your Reaction? 0 0 0 0 0 0 Ashton and January were together for Cartier's launches of the 21 de Cartier watch in April 2000. Source: WireImage 1 / 10 Big Smiles What’s Your Reaction? 0 0 0 0 0 0 January dressed up to support Ashton at the Dude, Where's My Car? premiere in LA in December 2000. Source: WireImage 2 / 10 Tight Squeeze What’s Your Reaction? 0 0 0 0 0 0 Ashton and January cuddled up at the January 1999 Fox TCA All-Star Party in LA. Source: WireImage 3 / 10 Man in the Middle What’s Your Reaction? 0 0 0 0 0 0 Jon Abrahams joined the couple in October 1999 to celebrate the opening of Hugo Boss's store on Sunset Boulevard. Source: WireImage 4 / 10 Dressed to Thrill What’s Your Reaction? 0 0 0 0 0 0 Ashton and January hit the St. Jude Gala in Beverly Hills during March 1999. Source: WireImage 6 / 10 Lots of Love What’s Your Reaction? 0 0 0 0 0 0 January was by Ashton's side at the February 2000 premiere of Reindeer Games. Source: WireImage 6 / 10 Young Love What’s Your Reaction? 0 0 0 0 0 0 They attended the Race to Erase MS Gala in LA in April 2000. Source: WireImage 7 / 10 Funny Faces What’s Your Reaction? 0 0 0 0 0 0 Ashton had to make a few jokes at the Cartier party. Source: WireImage 8 / 10 Bright Duo What’s Your Reaction? 0 0 0 0 0 0 Her silver suit was similar to Ashton's dark one at the 2000 Dude, Where's My Car? premiere. Source: WireImage 9 / 10 Head to Head What’s Your Reaction? 0 0 0 0 0 0 January was in a familiar dress for the February 2000 premiere of Reindeer Games. Source: WireImage 11 / 10 0 0 0 0 0 Back to Homepage Read More Celebrity CouplesNo Strings AttachedCelebrity PicturesFlashback FridayPop SlideshowJanuary JonesMad MenAshton Kutcher no strings attached Friends With Benefits vs. No Strings Attached: How to Tell Them Apart 08/7/11 Ashton Kutcher Talks On Screen Nudity, Realism and the MPAA's Rating System For No Strings Attached 25/2/11 Ashton Kutcher Talks Relationship Advice, Romance, and Love in a Digital Age For No Strings Attached 24/2/11 Ashton Kutcher Attends London Interviews and Signs Autographs For No Strings Attached 11/2/11 Ashton Kutcher Promotes Sex Friends in City of Love 09/2/11 Ashton Kutcher and Demi Moore Stay Attached as They Land in Europe 09/2/11 celebrity couples Nicholas Hoult Says the Sweetest Things About Jennifer Lawrence 2 days ago Johnny Depp and Amber Heard Do Date Night in Her Hometown 2 days ago Kim and Kanye Set a Wedding Date! 4 days ago Hollywood Sweethearts Bring Some Love to Oscars Night 5 days ago Brad Pitt and Angelina Jolie Celebrate a Special Win 1 week ago Amy Adams's Fiancé Will Embrace Her Success on Sunday 1 week ago littlemunchkin 3 years No way, what a weird couple!! He looks wild... chocolate79 3 years wow.. odd couple, but she looked really happy.. nothing like she is now..