Meghan Markle’s Most Hilariously Awkward Celebrity Interactions

Meghan Markle has been a woman of two worlds for a very long time now. After all, she’s an American who married one of the most famous Englishmen in the world, living in his native country for years before moving back to the United States. On top of that, Meghan has also led two distinctly separate lives: that of a Royal duchess and that of a beloved celebrity. While she now has her own variety show, Meghan mostly left the world of entertainment behind and fully embraced the lifestyle of the Royal family. But she still has plenty of actions with celebrities, both on her own show and in various public appearances.

Meghan Markle gained widespread recognition due to the success of her own TV show, Suits. Because of this, you’d think she’d be right at home when interacting with other celebs. However, the exact opposite ended up happening. Somehow, Meghan’s interactions with celebs have just gotten increasingly weird since she married into the royal family. Don’t believe it, or maybe you just want a closer look at the dirty details? Either way, keep reading to discover Meghan Markle’s most hilariously awkward celebrity interactions!

Getting weird with Brooke Shields

Meghan Markle and Brooke Shields are two celebrities who normally don’t spend much time together. That all changed in 2024, when they both attended a Women’s Day panel at SXSW. There, the audience discovered in real time just how different these two women really are. When Meghan started talking about being an advocate for women at a young age, Shields Shields felt uncomfortable with Meghan’s approach when she began discussing her advocacy for women at a young age. about how she did it. As she later recalled on The India Hicks Podcast, she found it strange because Meghan “kept saying she was 11!”

In Shields’ estimation, Markle was being too serious…so serious, in fact, that she was in danger of losing her audience. To lighten the mood, she humorously referenced one of her older movies, Blue Baby. “When I was 11, I was playing a prostitute!” This got laughter and applause from the audience, so Shields’ plan was a success. Still, it made for an awkward moment with her fellow guest. Markle was trying to emphasize the significance of feminism, while Shields was humorously reminiscing about her childhood experiences of portraying a hooker on screen!

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Drew Barrymore goes for the hug

Occasionally, Meghan Markle’s most awkward celebrity interactions are less about what she says and more about what she does. Sometimes, it’s more about what she doesn’t do! Case in point? When Meghan appeared on The Drew Barrymore Show, the titular host went to hug the visiting royal. However, Meghan was visibly uncomfortable, basically withdrawing her body rather than returning the other woman’s affection.

Even if you know nothing about Meghan’s personal history, this was pretty awkward to watch. But if you do know what she has said about other royals, she comes across as a huge hypocrite. You see, Meghan has previously complained about William and Kate not returning the hugs that she offered. Clearly, she feels rejected when other people do it to her, but Meghan had no problem rejecting someone else’s hug on live television. Talk about awkward!

Gwyneth Paltrow and Reese Witherspoon avoided photos with Meghan Markle

One of the more interesting things about celebrities is that being famous doesn’t keep them from being wowed by other famous people. That’s why so many actors don’t hesitate to snap pictures with Meghan Markle when they are given the opportunity. After all, how often do you get a chance to pose with a Royal? However, Meghan has proven to be a controversial celeb…controversial enough to be snubbed by certain celebrities. Reportedly, that includes both Gwyneth Paltrow and Reese Witherspoon!

All three of these ladies attended the G9 Ventures Business Summit at Amy Griffin’s home. An insider told NewsNation that Paltrow and Witherspoon were generally avoiding Meghan and went to great lengths to avoid taking any photos together. According to the blunt insider, “They know that if they are in a picture with (Meghan) it is a tacit approval of her that she can use to promote herself. Meghan can show up at events where they are at, move into their neighborhood [in California] but they are not friends.” 

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Oprah Winfrey and Mindy Kaling got Meghan’s name wrong

We’ve had different flavors of awkward celebrity interactions with Meghan. Sometimes, it’s her refusing to return a hug, and sometimes, it’s her just freaking out other celebs. The last example of an embarrassing interaction is much more direct: other celebrities getting Meghan’s name wrong! This includes Mindy Kaling, who called the other woman “Meghan Markle” while appearing on her show. Meghan awkwardly told her guest, “I’m a Sussex now,” to correct her.

Ironically enough, it was the new last name that was hard for Oprah Winfrey to pronounce. At one point, she was asked whether she’d find it acceptable to receive live chickens as a gift. She then joked that she would take them from her new neighbors, “Susexesssss.” Oprah stretched the last name out, emphasizing how weird it sounded while she laughed and repeated it: “the Susexesssss!”