Brad Pitt turns heads in blue velvet blazer for another date night with Ines de Ramon

Brad Pitt has a lot of fans questioning if he's going through a midlife crisis as he continues to experiment with some unique outfits. 

The actor debuted another confusing outfit during a romantic night out in New York City with girlfriend Ines de Ramon on Saturday, June 14. The 61-year-old, who turned heads earlier in the day with an eccentric ensemble alongside Jimmy Fallon, was seen holding hands with the 32-year-old jewelry executive as the couple enjoyed a dinner date.

© XNY/Star Max

The outing follows closely on the heels of Pitt’s recent style transformation, which he first revealed while out with de Ramon. The makeover drew comparisons to his Fight Club alter ego, Tyler Durden, with many noting the actor's embrace of the character’s “sleazy style.”

For this latest appearance, Pitt sported a bold, blue velvet blazer paired with loose-fitting denim jeans. He completed the look with a partially buttoned striped shirt and black shoes. Ines complemented his bold outfit with a chic look of her own, donning a sleeveless white top adorned with feathered hem details and matching trousers. Her dark hair was parted down the middle and styled in soft waves that cascaded past her shoulders.

© Jose Perez/Bauer-Griffin

The couple, who began dating in 2022, looked happy and relaxed as they made their way toward a lively restaurant in the heart of the Big Apple.

Meanwhile, Pitt has been busy gearing up for the release of his highly anticipated sports drama F1, set to hit theaters on June 27.

Alongside promoting the film, Pitt continued to unveil new elements of his evolving midlife makeover this week. He was spotted with a fresh buzzcut, wearing a silky lavender shirt unbuttoned at the collar and a pair of black velvet pants — an outfit once again reminiscent of his Fight Club character.

Earlier the same day, Pitt turned heads once more while filming a segment for The Tonight Show with Jimmy Fallon, dressed in yet another bold outfit.

The press tour for F1 — directed by Joseph Kosinski — features an all-star cast including Damson Idris, Kerry Condon, Javier Bardem, and Tobias Menzies.