Brad Pitt’s Romantic Odyssey: From First Flames to Ines de Ramon

In a dawn-lit reverie of Hollywood hearts, we witness Brad Pitt’s love story unfurl like a rose whose petals carry echoes of laughter and heartbreak. The world watched as the 61-year-old legend, known for baring chiseled abs on screen, chose discretion over spectacle in his real-life romance with jewelry executive Ines de Ramon. They danced in secret for 16 months—first spotted together in November 2022—before gracing the British Grand Prix last summer and stealing the spotlight at the 2024 Venice International Film Festival.^1
De Ramon, whom cameras caught wearing a subtle “B” charm last August, brings her own chapter of romantic lore. Once married to Vampire Diaries alum Paul Wesley (wed 2019, separated 2022; divorce finalized March 2024), she now navigates love with the cinematic star nine months after Pitt and Angelina Jolie’s divorce settlement closed their eight-year marriage saga in April 2024.^2 Love and timing, it seems, are strangers never met.
Rewind to the start of Pitt’s four-decade journey under the glimmering California sun. In the late ’80s, before nicknames like “Brangelina” dominated tabloids, he wooed pop singer Tiffany—affectionately proposed as “Braditta”—while portraying her on-screen beau in Dallas (1987–1988). Though their affair brightened tabloids, Tiffany found her own path come 1989 when she married Trent Valladares at 17, leaving Hollywood’s party behind.
Next, the silver-screen hopeful found himself engaged to his Cutting Class co-star Jill Schoelen. With $800 to his name and three months of promise, he flew to Budapest at her request—only to discover she’d fallen for her film’s director. “I was so shocked I said, ‘I’m outta here,’” Pitt later confessed to The Sun, his poetic journey taking a turn for solitude.^3
January 1989 brought a celebrity crossover: Pitt landed a cameo on the sitcom Head of the Class opposite a Riverdale actress whose divorce from boxing icon Mike Tyson had just inked. Whispers of on-set toking and backstage goodwill swirled around the actor, cementing his image as Hollywood’s free-spirited romantic force.
From fledgling young flings to headline-grabbing marriages, each encounter carved a verse in Pitt’s love anthology. With Angelina, he co-parented six children before their split in 2016; with de Ramon, he savors the quiet strength of a modern partnership that launched under the radar. What will the next chapter hold for this silver-screen heartbreaker?
In the garden of celebrity romance, every petal plucked leaves a story behind—and Pitt’s bouquet is far from spent. The final curtain of this act may fall, but the prologue to Brad and Ines’s shared future is only just being penned. A bittersweet ending, or merely the beginning? The ink dries on yet another chapter of human folly.
Sources: Celebrity Storm and E! Online, People Magazine
Attribution: Creative Commons Licensed