Caitlyn Jenner Steps Out in New York, Looks Gorgeous in Fitted Black Dress and Heels — Plus, That Hair!

Caitlyn Jenner
Caitlyn Jenner stepped out for dinner in Tribeca on Monday, June 29 MachettePix/

Caitlyn Jenner has got it going on. The transgender star, formerly Bruce Jenner, stepped out in two chic black numbers in New York City on Monday, June 29.

PHOTOS: Caitlyn through the years

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With her hair down in loose curls, Jenner, 65, first opted for a black wrap dress for dinner, which she paired with hoop earrings, easy black flat sandals, and an Elisabeth Weinstock snakeskin clutch. 

Caitlyn Jenner Back of Dress
Caitlyn Jenner showed off her physique in a fitted black dress on June 29. MachettePix/

The I Am Cait star dined at Tribeca eatery Tutto il Giorno. Prior to her dinner, a source tells Us Weekly she gave a speech at a LGBT community center. 

Following her meal, Kim Kardashian’s stepparent changed into a fitted black dress and black slingback heels. She traded her snakeskin clutch for a beaded one. 

Caitlyn Jenner
Caitlyn Jenner opted for a casual wrap dress for dinner in Tribeca on Sunday. @PapCultureNYC/Splash News

The former Olympic gold medalist looked equally as gorgeous for a girls’ dinner Sunday night.


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“Such a fun dinner in NYC w/ this powerful group of trans women,” Kris Jenner’s ex, clad in a black long sleeve dress, wrote on Twitter alongside a snap of her eight pals. “They are all so beautiful.”

Earlier on Sunday, Caitlyn, who revealed during an emotional Diane Sawyer interview this past April that she’s been transitioning from male to female, made it rain at the PH-D Rooftop Lounge at Dream Downtown in Manhattan in honor of the Gay Pride Parade.

PHOTOS: Celebs coming out stories

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Caitlyn’s series, I Am Cait, premieres Sunday, July 26, at 9 p.m. on E!

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