Old flirty exchanges between billionaire Elon Musk and conservative commentator Ashley St. Clair have resurfaced, and social media can’t decide whether to laugh or cringe. The resurfaced messages, dating back to 2023, feature Musk’s signature mix of humour, innuendo, and eyebrow-raising remarks—interactions that some now find deeply awkward in hindsight.
A Numbers Game Gone Wrong?
One of the most viral exchanges includes a moment when Musk, known for his love of internet culture, tweeted “420”—a nod to cannabis culture and one of his favorite numbers. In response, St. Clair fired back with “69”, an obvious innuendo. The exchange instantly became a spectacle on X (formerly Twitter), with users debating whether it was playful or painfully awkward.
Another eyebrow-raising interaction occurred when Musk joked about the “pull-out method” in reference to a Wagner Group military retreat. St. Clair chimed in, prompting Musk to respond:
“Speaking personally, I obviously prefer the pull in method …”
This exchange didn’t go unnoticed, and St. Clair playfully clapped back with a meme of a dog bonking Musk on the head, captioned “Go to h*rny jail.”
Fans React: Funny or Cringe?
With these messages back in the spotlight, social media users are divided. While some find the humor in Musk’s casual, unfiltered style, others are calling it a “midlife crisis in real-time.”
“This is the cringiest thing I’ve ever seen. Why do billionaires tweet like this?” one user wrote.
“Imagine flirting via meme replies and thinking you’re slick,” another commented.
The resurfacing of these chats comes at an awkward time, adding another layer to Musk’s ever-eventful public and personal life.
The Comments were curated by Bored Panda
A Pattern of Internet Banter
Musk is no stranger to posting wild takes on social media, often engaging with public figures in unexpected and sometimes questionable ways. While his casual online persona has earned him a loyal fanbase, moments like these remind everyone that even tech moguls aren’t immune to embarrassing DMs and awkward jokes.
Whether these flirty tweets will fade into the internet void or become another meme in Musk’s long list of viral moments remains to be seen. One thing is for sure—X never forgets.
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