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

Georgie Darby - Navy Lace - Lap Dance 1
12:08 | Sep 22, 2023
Georgie Darby
Jenny Oops - PinupFiles -25th Anniversary - Set 2
Jenny Oops - PinupFiles -25th Anniversary - Set 2
20 Photos, 00:0 | Sep 21, 2023
Jenny Oops
Subrina Lucia - Bella Yellow 2
29:41 | Sep 19, 2023
Subrina Lucia
Jenny Oops - PinupFiles - 25th Anniversary 2
09:24 | Sep 15, 2023
Jenny Oops
Tori Hendricks - 25th Anniversary - Set 3
Tori Hendricks - 25th Anniversary - Set 3
18 Photos, 00:0 | Sep 14, 2023
Tori Hendricks
Brandy Robbins - Sunsual Shower 2
23:32 | Sep 12, 2023
Brandy Robbins
Stacey Poole - New Blue Pool 1
15:40 | Sep 8, 2023
Stacey Poole
Pinup Files Classically Inspired Busty Pinup Girls Pinup Files GET YOUR PASSWORD
Jenny Oops - PinupFiles - 25th Anniversary - Set 1
Jenny Oops - PinupFiles - 25th Anniversary - Set 1
20 Photos, 00:0 | Sep 6, 2023
Jenny Oops
Fiona Siciliano - Pink Sauna 2
18:13 | Sep 5, 2023
Fiona Sciciliano
Jenny Oops - PinupFiles - 25th Anniversary 1
Jenny Oops - PinupFiles - 25th Anniversary 1
11:06 | Sep 1, 2023
Jenny Oops
Pinup Files Classically Inspired Busty Pinup Girls Pinup Files GET YOUR PASSWORD
September Carrino - Pinup Cami - Remastered - Photoshots - Set 1
September Carrino - Pinup Cami - Remastered - Photoshots - Set 1
22 Photos, 00:0 | Aug 30, 2023
September Carrino
Demmy Blaze - White Pearl 2
24:09 | Aug 29, 2023
Demmi Blaze
Maria Body - Big Plums 2
25:58 | Aug 26, 2023
Maria Body
Makayla Melons - Pinupfiles 25th Anniversary - Set 2
Makayla Melons - Pinupfiles 25th Anniversary - Set 2
20 Photos, 00:0 | Aug 24, 2023
Makayla Melons
Amber Campisi - PinupFiles - T-Shirt 2
10:23 | Aug 22, 2023
Amber Campisi
Makayla Melons - PinupFiles 25th Anniversary 2
13:20 | Aug 19, 2023
Makayla Melons
Lana Kendrick - PinupFiles 25th Anniversary - Set 2
Lana Kendrick - PinupFiles 25th Anniversary - Set 2
20 Photos, 00:0 | Aug 16, 2023
Lana Kendrick
Kitty Cute - Savoy Blue 2
16:48 | Aug 15, 2023
Kitty Cute
G.G. Doll - Thatch Parasol 3 - Glorious
12:56 | Aug 12, 2023
G.G. Doll
Makayla Melons - PinupFiles 25th Anniversary - Set 1
Makayla Melons - PinupFiles 25th Anniversary - Set 1
20 Photos, 00:0 | Aug 9, 2023
Makayla Melons
Pinup Files Classically Inspired Busty Pinup Girls Pinup Files GET YOUR PASSWORD
Kira Liv - Floral Gold 4
29:30 | Aug 8, 2023
Kira Liv
Makayla Melons - PinupFiles 25th Anniversary 1
09:47 | Aug 5, 2023
Makayla Melons
Jana Defi - Vol. 28 - Set 2
Jana Defi - Vol. 28 - Set 2
25 Photos, 00:0 | Aug 2, 2023
Jana Defi
Jenny Oops - Office Girl 3 - Lap Dance 1
18:54 | Jul 31, 2023
Jenny Oops

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

Become a Member!

Newest Pinup Files Models

View All
Makayla Melons Makayla Melons 4 Updates
Demora Avarice Demora Avarice 4 Updates
Tori Hendricks Tori Hendricks 5 Updates
Cassie0pia Cassie0pia 4 Updates
G.G. Doll G.G. Doll 10 Updates
Georgie Darby Georgie Darby 11 Updates

Our Most Popular Models

View All
Tessa Fowler Tessa Fowler 109 Updates
Jana Defi Jana Defi 153 Updates
Anya Zenkova Anya Zenkova 63 Updates
Sarah Nicola Randall Sarah Nicola Randall 53 Updates
Samanta Lily Samanta Lily 72 Updates
Stacey Poole Stacey Poole 63 Updates
Pinup Files - Tessa Fowler Tessa Fowler All-time favorite 30GG-27-31 Pinup model
  • 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!