Pinup Files Loading...
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!

Newest Pinup Files Updates

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
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
Pinup Files Classically Inspired Busty Pinup Girls Pinup Files GET YOUR PASSWORD
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
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
Pinup Files Classically Inspired Busty Pinup Girls Pinup Files GET YOUR PASSWORD
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
Pinup Files Classically Inspired Busty Pinup Girls Pinup Files GET YOUR PASSWORD
G.G. Doll - Leopard Vixen 2
24:59 | Apr 15, 2023
G.G. Doll
Casse0pia - PinupFiles 25th Anniversary - Set 2
Casse0pia - PinupFiles 25th Anniversary - Set 2
18 | Apr 12, 2023
Cassie0pia
Samanta Lily - PinupFiles 24th Anniversary - Lap Dance 3
09:23 | Apr 10, 2023
Samanta Lily
Monica Mendez - PinupFiles 25th Anniversary
12:10 | Apr 7, 2023
Monica Mendez

A Breast's Man Paradise | Sexy and Hot Bodies!

Become a Member!

Newest Pinup Files Models

View All
Cassie0pia Cassie0pia 4 Updates
G.G. Doll G.G. Doll 8 Updates
Georgie Darby Georgie Darby 9 Updates
Riv Jones Riv Jones 2 Updates
Kym Graham Kym Graham 8 Updates
Dulce Natalia Dulce Natalia 2 Updates

Our Most Popular Models

View All
Tessa Fowler Tessa Fowler 108 Updates
Jana Defi Jana Defi 152 Updates
Sarah Nicola Randall Sarah Nicola Randall 52 Updates
Samanta Lily Samanta Lily 71 Updates
Stacey Poole Stacey Poole 62 Updates
Maria Body Maria Body 38 Updates
Pinup Files - Kym Graham Kym Graham 34HH-28-34 All Natural Tits
  • Exclusive HD Videos
  • Exclusive High Res Pics
  • Original Busty Content
  • Ultra-fast Streaming & Downloads
  • Weekly Updates
  • Behind the Scenes and Extras
GET YOUR Pinup Files ACCESS TODAY!

SIGN UP and RECEIVE free content and promo offers

Join Yearly for just $10/month! 66% Off!