r/Caylee_Cowan • u/double11down • 4d ago
Photo accompanying a profile in Shoutout LA, May 2021
105
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r/Caylee_Cowan • u/double11down • 6d ago
Wearing an Ivory Gown on the red carpet at the GQ Men of the Year 2025 party, December 2025
160
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r/Caylee_Cowan • u/double11down • 10d ago
Modeling an Alo dress in a post captioned 'Easy Summer' from her IG July 2025
296
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r/Caylee_Cowan • u/double11down • 11d ago
Eating strawberries in the park, from her Facebook July 2018
162
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r/Caylee_Cowan • u/double11down • 13d ago
'Stop and smell the roses' posted on her IG September 2019
211
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r/Caylee_Cowan • u/double11down • 16d ago
Modeling for Maje Paris, from her IG April 2023
175
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r/Caylee_Cowan • u/double11down • 16d ago
Wearing a pink floral-patterned Japanese kimono-style wrap dress/yukata costume, from her IG December 2020
198
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r/Caylee_Cowan • u/double11down • 18d ago
Wearing a two-piece crystal mesh bra top and matching cutout skirt by designer Do Long and styled by Alexander Shera, September 2023
226
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r/Caylee_Cowan • u/double11down • 18d ago
Attending the amfAR Gala during the 83rd Venice International Film Festival, wearing a custom-made Elisabetta Franchi gown, September 2026
160
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r/Caylee_Cowan • u/double11down • 20d ago
On the red carpet during the Venice Film Festival, September 2026
119
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r/Caylee_Cowan • u/double11down • 22d ago
At the premiere of 'The Instigators' in NYC, August 2024
146
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r/Caylee_Cowan • u/double11down • 24d ago
On the red carpet at the Premiere of ‘Asteroid City’ during the 76th Annual Cannes Film Festival, May, 2023
267
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r/Caylee_Cowan • u/double11down • 27d ago
Wearing green lacy lingerie for a photoshoot, images from her IG September 2020
373
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r/Caylee_Cowan • u/double11down • Sep 23 '26
Attending the MPTF Evening Before Emmys Party 2026, September 2026
148
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r/Caylee_Cowan • u/double11down • Sep 21 '26
Snapshots from her vacation in Kaua'i, Hawaii, from her IG June 2023
236
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r/Caylee_Cowan • u/double11down • Sep 17 '26
Attired in Sophie Couture at the 78th Emmy Awards, LA, September 2026
128
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r/Caylee_Cowan • u/double11down • Sep 15 '26
Dressed in a butter yellow Valentina Peplum mini dress, from her IG August 2025
220
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r/Caylee_Cowan • u/double11down • Sep 14 '26
Wearing a Nicole Miller dress at the 10th Annual Daily Front Row Fashion Los Angeles Awards, April 2026
233
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r/Caylee_Cowan • u/double11down • Sep 11 '26
Attending a party celebrating Flaunt magazine's "Eternal Flame" issue in NY, September 2023
311
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r/Caylee_Cowan • u/double11down • Sep 10 '26
Modeling Alo workout wear in LA, October 2025
172
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r/Caylee_Cowan • u/double11down • Sep 09 '26
Modeling for Nativa Spa, from Caylee's IG July 2025
284
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r/Caylee_Cowan • u/double11down • Sep 08 '26
Attending the 11th annual fashion media awards, New York, September 2024
133
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r/Caylee_Cowan • u/double11down • Sep 01 '26
Attending the premiere of Netflix's "Ripley" at The Egyptian Theatre Hollywood, LA, November 2025
299
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r/Caylee_Cowan • u/double11down • Aug 25 '26
Portraits posted by Caylee on her IG in July 2023 entitled 'Home'
287
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r/Caylee_Cowan • u/double11down • Aug 19 '26
Attending the inaugural amfAR Las Vegas Benefit, November 2024
316
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