The 27-year-old actress and model Caylee Cowan attends TheWrap Power Women Summit 2025 in Beverly Hills.
Continue reading Caylee Cowan Attends TheWrap Power Women Summit 2025 in Beverly Hills 12/02/2025
Caylee Cowan's photos and outfits
Caylee Cowan Attends the Maya Brenner Holiday Collection Launch Event in Los Angeles 11/19/2025
The 27-year-old actress and model Caylee Cowan attends the Maya Brenner Holiday Collection launch event in Los Angeles.
Caylee Cowan Attends the Jay Kelly Premiere in Los Angeles 11/11/2025
The 27-year-old actress and model Caylee Cowan, who has been romantically linked to Casey Affleck since 2021, attends the “Jay Kelly” premiere in Los Angeles.
Continue reading Caylee Cowan Attends the Jay Kelly Premiere in Los Angeles 11/11/2025
Caylee Cowan Does Alo Photoshoot at Milk Studios in Hollywood 11/02/2025
The 27-year-old actress and model Caylee Cowan does Alo photoshoot at Milk Studios in Hollywood.
Continue reading Caylee Cowan Does Alo Photoshoot at Milk Studios in Hollywood 11/02/2025
Caylee Cowan in a Lilac Sweatshirt Was Seen Out for Coffee with Casey Affleck in Los Angeles 11/01/2025
The 27-year-old actress and model Caylee Cowan in a lilac sweatshirt was seen out for coffee with Casey Affleck in Los Angeles.
Caylee Cowan Attends the Springsteen: Deliver Me from Nowhere Premiere in Hollywood 10/22/2025
The 27-year-old actress and model Caylee Cowan, who cast in the film “Year of the Detectives”, attends the “Springsteen: Deliver Me from Nowhere” premiere in Hollywood.
Caylee Cowan Attends 2025 Environmental Media Awards Gala in Studio City 10/11/2025
The 27-year-old actress and model Caylee Cowan attends 2025 Environmental Media Awards Gala in Studio City.
Continue reading Caylee Cowan Attends 2025 Environmental Media Awards Gala in Studio City 10/11/2025
Caylee Cowan in a Purple Sporty Gym Clothes Was Seen Out in Los Feliz 09/23/2025
The 27-year-old actress and model Caylee Cowan, who has been romantically linked to Casey Affleck since 2021, in a purple sporty gym clothes was seen out in Los Feliz.
Continue reading Caylee Cowan in a Purple Sporty Gym Clothes Was Seen Out in Los Feliz 09/23/2025
Caylee Cowan Attends The Strangers – Chapter 2 World Premiere in Los Angeles 09/16/2025
The 27-year-old actress and model Caylee Cowan attends “The Strangers – Chapter 2” world premiere in Los Angeles.
Caylee Cowan in a Brown Leather Jacket Goes Grocery Shopping with Casey Affleck in Los Feliz 09/07/2025
The 27-year-old actress and model Caylee Cowan, who cast in the film “Year of the Detectives”, in a brown leather jacket goes grocery shopping with Casey Affleck in Los Feliz.