Serena’s Romantic Journey with Alexis Ohanian

Leslie Wardman
Jul 9, 2025

From Friendship Circles to Forever: How Serena Williams and Alexis Ohanian Found Love

In the world of celebrity romances, chance meetings at red-carpet events or collaborations on set are often the go-to fairytales. But sometimes, love begins where most real-life relationships do — through a friend, in a casual setting, and with a dash of unexpected chemistry.

One such modern-day love story? The legendary tennis icon Serena Williams and Reddit co-founder Alexis Ohanian. Their romance didn’t spark in the glitz of Hollywood or over a business deal — it began with a little nudge, a chance encounter, and the classic meddling of mutual acquaintances who just knew they’d click.

The Meet-Cute — with a Twist

Back in 2015, Serena was staying at the Cavalieri Hotel in Rome, prepping for the Italian Open. Alexis, coincidentally, was also staying there for a tech conference. The pair had never met before — and honestly, came from entirely different worlds. A mutual friend encouraged them to sit together at breakfast.

At first, Serena wasn’t impressed. Alexis unknowingly sat too close to her table (which she found slightly annoying), and she even jokingly told him there was a rat near his seat to scare him off. But Alexis held his ground with a calm, cool demeanor. Intrigued by his confidence and dry humor, Serena invited him to sit with her crew. That small act of friendliness quickly turned into hours of laughter and a surprising connection.

Building on Friendship First

After that breakfast, things didn’t immediately turn romantic. The two kept in touch, exchanged texts, and built a genuine friendship. Despite their vastly different professions and public personas, their shared values — ambition, drive, family, and humility — laid the foundation for a strong bond.

They took their time. Serena invited Alexis to watch her play at the French Open. He said yes, even though he had little idea about tennis. As their connection deepened, so did their appreciation for one another’s world.

The Proposal — Straight Out of a Rom-Com

Fast forward to December 2016 — Alexis proposed at the exact same hotel where they met. He even recreated their original breakfast moment, complete with a playful nod to that infamous rat joke. It was quirky, personal, and perfect — just like their journey.

Why Their Story Matters

Serena and Alexis remind us that love doesn’t have to come from the expected places. You don’t need a dating app algorithm or a red carpet to meet “your person.” Sometimes, it’s just about being open — to introductions, to new people, and to the idea that love can show up in unexpected forms.

As a power couple now raising a beautiful daughter, they’ve become a symbol of modern love — rooted in friendship, mutual respect, and a willingness to bridge very different worlds.

Matchmaking Lesson: Keep Your Circle Open

Whether you’re a high-profile athlete or a tech entrepreneur, the takeaway is the same: being open to introductions — even seemingly random ones — can change your life. Matchmaking and mutual connections still work, even in 2025.

So the next time a friend offers to introduce you to “someone they think you’ll click with,” say yes. You never know — your Serena or Alexis might be just one conversation away.

Leslie Wardman

Leslie is the Founder and Matchmaker of Ambiance Matchmaking. Her 30 years in the matchmaking industry has given her one-of-a-kind insight and intuition in the dating and relationship space. In her writing, she combines her own personal experience with dating, marriage, and divorce, with the knowledge gained from working with hundreds of thousands of singles. She is the author of Love, Dating & The Beatles and is currently writing her second book, Marriage & The 17-Year Itch.

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