In June 2021, Blair Underwood and his wife of 27 years, Desiree Underwood, announced their split. Desiree filed for divorce and they made a joint statement, talking about their journey and their love for one another. They have three kids together, all of whom are adults now. Crash-cut to this month, roughly seventeen months after Blair and Desiree filing for divorce… and Blair is engaged. He’s engaged to a woman he describes as “friend” for 41 years.
Blair Underwood and actress Josie Hart are engaged after 41 years of friendship. The “Sex and the City” alum announced the exciting news on Instagram after walking the red carpet together for the first time as a couple.
“The most amazing, brilliant, beautiful, hilarious, thought provoking & insightful person I know who continuously lives life out-loud,” the actor captioned a picture of the two. “The future is crazy-bright Girl! None of us ever know where God will guide our paths. She’s had my back since before I even became an actor. When a 41 year friendship slaps you in the back of the head & blossoms into romance, you stand up, pay attention & step forward in gratitude.”
So now there’s a conversation happening about male-female friendships and whether Blair was cheating on his wife with his “friend” Josie and whether Josie is the mistress/jumpoff/special friend. We don’t know! I don’t know. I don’t live inside the When Harry Met Sally Cinematic Universe – I believe men and women can be good friends without anything romantic or sexual happening. But I also believe that there’s a good chance Blair was telling Desiree, “we’re just friends, nothing is happening” only to start up with Josie the second he was divorced.
This Blair Underwood story is making me crack up bc I know for a fact at least one or two of my exes was side eyeing me for marrying the girl best friend I told them not to worry about 😭😭😭😭
One of my exes actually commented “FINALLY!” under our pic on IG LMFAO she knew!
— Ash Money Records™️ (@LightsPlease___) November 23, 2022
When he proposes to the bitch that he told you not to worry about for 27+ years straight. pic.twitter.com/qjeHZuqSU3
— slim. (@MissKilahMarie) November 23, 2022
Photos courtesy of Avalon Red, Cover Images.
BEVERLY HILLS, LOS ANGELES, CALIFORNIA, USA – SEPTEMBER 21: Blair Underwood arrives at the BAFTA Los Angeles + BBC America TV Tea Party 2019 held at The Beverly Hilton Hotel on September 21, 2019 in Beverly Hills, Los Angeles, California, United States. (Photo by Xavier Collin/Image Press Agency),Image: 537767277, License: Rights-managed, Restrictions: WORLD RIGHTS – Fee Payable Upon Reproduction – For queries contact Avalon.red – sales@avalon.red London: +44 (0) 20 7421 6000 Los Angeles: +1 (310) 822 0419 Berlin: +49 (0) 30 76 212 251, Model Release: no, Credit line: Xavier Collin/Image Press Agency / Image Press Agency / Avalon 
WEST HOLLYWOOD, LOS ANGELES, CALIFORNIA, USA – SEPTEMBER 01: Actor Blair Underwood arrives at the Los Angeles Premiere Of FX Networks’ ‘Impeachment: American Crime Story’ held at the Pacific Design Center on September 1, 2021 in West Hollywood, Los Angeles, California, United States.,Image: 629922890, License: Rights-managed, Restrictions: , Model Release: no, Pictured: Blair Underwood, Credit line: Xavier Collin / Image Press Agency / Avalon 
50th International Emmy Awards Featuring: Blair Underwood Where: New York, New York, United States When: 21 Nov 2022 Credit: IRIS ZIMMERMAN/INSTARimages.com/Cover Images
50th International Emmy Awards Featuring: Blair Underwood and Desiree DaCosta Where: New York, New York, United States When: 21 Nov 2022 Credit: IRIS ZIMMERMAN/INSTARimages.com/Cover ImagesncG1vNJzZmivp6x7pLHLnpmirJOdxm%2BvzqZmcHFkZoRye8GlmKKqj6q7pbHRsKaonI%2BewKCxzaCYoJ2UlMGwq8moqqKdj52us8C%2BoaCsl5KawLWrxaugnqaUlLynq5NqlrKdkafAcA%3D%3D