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PinupFiles brings you the biggest and best exclusive collection of big boob content featuring the most beautiful busty pinup girls anywhere online for your viewing pleasure. Come meet them all inside! Updated multiple times a week!

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Tori Hendricks - 25th Anniversary - Set 1
Tori Hendricks - 25th Anniversary - Set 1
25 | Jun 7, 2023
Tori Hendricks
Georgie Darby - Navy Lace 2
23:26 | Jun 5, 2023
Georgie Darby
Tori Hendricks - 25th Anniversary 1
14:13 | Jun 3, 2023
Tori Hendricks
Anya Zenkova - Green Bikini 2
22:29 | May 31, 2023
Anya Zenkova
Bella Brewer - Color Cami 3
17:29 | May 27, 2023
Bella Brewer
Tessa Fowler - Vol. 6 - Set 2
Tessa Fowler - Vol. 6 - Set 2
20 | May 25, 2023
Tessa Fowler
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Maserati XXX - Smoky Lace - Lap Dance 2
17:07 | May 23, 2023
Maserati XXX
Stacey Poole - Green Suspenders 3
13:13 | May 20, 2023
Stacey Poole
Roxanne Heaven - PinupFiles 25th Anniversary - Set 2
Roxanne Heaven - PinupFiles 25th Anniversary - Set 2
20 | May 18, 2023
Roxanne Heavan
Beth Lily - Green Eyes 2 - Remastered
22:10 | May 16, 2023
Beth Lily
Lana Kendrick - PinupFiles 25th Anniversary
21:44 | May 13, 2023
Lana Kendrick
Roxanne Heaven - PinupFiles 25th Anniversary - Set 1
Roxanne Heaven - PinupFiles 25th Anniversary - Set 1
23 | May 10, 2023
Roxanne Heavan
Kym Graham - Astral Blue 2
23:01 | May 8, 2023
Kym Graham
Roxanne Heaven - PinupFiles 25th Anniversary
16:39 | May 5, 2023
Roxanne Heavan
Erica Campbell - Vol. 21 - Set 1
Erica Campbell - Vol. 21 - Set 1
29 | May 3, 2023
Erica Campbell
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Tessa Fowler - Webcam 2 - Remastered
15:08 | May 1, 2023
Tessa Fowler
Subrina Lucia - PinupFiles 24th Anniversary 3
Subrina Lucia - PinupFiles 24th Anniversary 3
09:45 | Apr 29, 2023
Subrina Lucia
Rachel Aldana - PinupFiles - 25th Anniversary
02:25 | Apr 29, 2023
Rachel Aldana
Kira Liv - Vol. 2 - Set 2
Kira Liv - Vol. 2 - Set 2
23 | Apr 26, 2023
Kira Liv
September Carrino - Pinup Cami - Remastered 1
16:24 | Apr 25, 2023
September Carrino
Holly Garner - Steely Button Up 2
22:30 | Apr 22, 2023
Holly Garner
Casse0pia - PinupFiles 25th Anniversary - Set 3
Casse0pia - PinupFiles 25th Anniversary - Set 3
18 | Apr 19, 2023
Cassie0pia
Jana Defi - Day With Jana - Remastered 1
20:12 | Apr 17, 2023
Jana Defi
G.G. Doll - Leopard Vixen 2
24:59 | Apr 15, 2023
G.G. Doll
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Tori Hendricks Tori Hendricks 1 Update
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