Al Roker puts his daughter Leila in an awkward position by making her choose between him and her fiancé. What happened?

Al Roker‘s daughter, Leila, recently got engaged, but an unexpected twist arose when he playfully put her in an awkward position—choosing between him and her fiancé. Find out how the beloved TV personality handled the big family moment.

Al Roker’s Heartfelt Reaction to His Daughter Leila’s Engagement

Legendary “Today” show anchor Al Roker has always been known for his warm personality and family-oriented nature. When his daughter, Leila Roker, announced her engagement, he took to social media to share the exciting news with his followers. However, the joyful occasion came with a lighthearted yet unexpected moment that put Leila in an awkward position.

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Roker, 70, revealed that Leila’s longtime boyfriend, Sylvain Gricourt, proposed to her during a romantic trip to Venice. The proud father posted a series of photos capturing the special moment, expressing his happiness for the couple. “Well, it is now official. @gricourt.thegreat has proposed to my little girl, @leilaroker, in the romantic city of Venice. We could not be happier and look forward to planning for these two wonderful young folks coming together,” he wrote on Instagram.

Leila, 26, and Sylvain, 33, have been together for seven years, with their love story beginning when she moved to Paris. In her own Instagram post, she gushed about their relationship, calling her fiancé her “best friend” and sharing a close-up of her stunning pear-shaped diamond ring.

The Playful Dilemma: Al Roker’s Surprising Question

While the engagement was a moment of celebration, Roker couldn’t resist adding his signature humor to the occasion. In a family gathering following the proposal, he jokingly posed a tricky question to Leila: “So, if you had to choose between me and Sylvain, who would it be?”

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The room reportedly erupted in laughter as Leila, caught off guard, playfully dodged the question. “Dad, you’re putting me in an impossible position!” she said, trying to navigate the moment without offending either of the two most important men in her life.

Roker, ever the entertainer, continued teasing, adding, “I mean, I changed your diapers, taught you how to ride a bike—surely that counts for something?”

The lighthearted exchange quickly went viral, with fans praising Roker’s sense of humor and his affectionate relationship with his daughter. Social media users chimed in, sharing their own stories of parental jokes and playful family banter.

Family Reactions and Wedding Planning

Despite the humorous moment, Leila’s engagement has been met with overwhelming joy and support from her family. Her mother, Deborah Roberts, who married Roker in 1995, expressed her excitement in the comments section of Leila’s post. “We could not be happier and more joyful! Welcome to the family, Sylvain! Now let’s plan a wedding,” she wrote.

Other friends and followers showered the couple with congratulatory messages, with many admiring Leila’s pear-shaped ring. “Congrats and best wishes! (Way to represent for the pear shape girlies!),” one person commented. Another added, “Leila!!!! Tearing UP happy tears over here, this is sooooo amazing!!!!! Congratulations!!!”

Sylvain also took to Instagram to share his excitement, calling the proposal the “best thing” he has done in his 33 years. The couple has not yet announced a wedding date, but their engagement has already captured the hearts of many.

As Leila embarks on this exciting new journey with her fiancé, it’s clear that her family’s love and support will be by her side every step of the way—even if it comes with a bit of playful teasing from her father. Al Roker’s humorous take on the engagement only highlights the deep bond he shares with his daughter.

Stay tuned for more updates on their wedding plans and other heartwarming celebrity moments!

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