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Holly Garner Vol 6 Set 1 Pinupfiles

Come hang out with Holly Garner by the pool, she even has a squirt gun on Pinupfiles. Holly is all about tiny bikini wear lately and I don't blame her, wet boobs are the best kind.
- December 21, 2024
- Big Ass, Big Boobs, Holly Garner, Hosted, Pinupfiles
- bikini, blonde, huge boobs, pawg, pool, pov, russian, shorts, stacked, thick, thong, voluptuous
Rachael C Pinupfiles 24th Anniversary Video

Check it out, Rachael C is back to do the Pinupfiles 24th Anniversary. She's having a blast talking to you in black lace lingerie with her huge tits bouncing around, and yes, she busts out the oil for this one.
- December 19, 2024
- Big Boobs, Hosted, Pinupfiles, Rachael C, Videos
- bbw, bedroom, blonde, british, cleavage, lingerie, lipstick, oil, pov, thick, voluptuous, webcam
Melissa Debling Vol 1 Set 2 Pinupfiles

Melissa Debling is the busty holiday babe of your dreams, ready to pose under the mistletoe on Pinupfiles. Melissa has worn red for many years, so it's nice to see her doing green now.
- December 17, 2024
- Big Boobs, Hosted, Melissa Debling, Pinupfiles
- babydoll, blonde, british, christmas, cleavage, holiday, huge boobs, pov, stacked, thick, thong
Kira Liv Santa Girl 4K Pinupfiles Video

Kira Liv plays santa girl with her massive tits hanging over the edge of a chair on Pinupfiles. Funny enough, that's what I asked for this year, a voluptuous blonde babe with endless boobs.
- December 14, 2024
- Big Ass, Big Boobs, Kira Liv, Pinupfiles, Videos
- christmas, chubby, holiday, huge boobs, lipstick, pawg, pov, stacked, thick, ukrainian, voluptuous
Kym Graham Sexy Santa Pinupfiles Video

Kym Graham is sexy santa and she is here to say you've been good enough for a face full of boobs on Pinupfiles. The holidays are a time of cheer and a time of seriously huge boobs that you dream of having.
- December 9, 2024
- Big Ass, Big Boobs, Kym Graham, Pinupfiles, Videos
- british, brunette, christmas, holiday, huge boobs, lingerie, lipstick, pawg, pov, stacked, thick, thong, voluptuous
Cheryl Blossom Vol 3 Set 2 Pinupfiles

By request is Cheryl Blossom busting out of her black top for Pinupfiles. I had many things to say, like how busty girls in glasses are very sexy, but Cheryl's boobs has my head spinning again.
- December 8, 2024
- Big Ass, Big Boobs, Cheryl Blossom, Hosted, Pinupfiles
- blonde, cleavage, glasses, huge boobs, panties, pawg, pov, russian, thick, voluptuous
Holly Garner Pink Pool Holiday Pinupfiles Video

It's a pink pool holiday with Holly Garner where the water is plenty on Pinupfiles. Holly loves being in the pool recently, so it's nice to just have her splashing those massive boobs.
- December 5, 2024
- Big Ass, Big Boobs, Holly Garner, Pinupfiles, Videos
- bikini, blonde, huge boobs, pawg, pov, russian, stacked, tanlines, thick, thong, voluptuous, wet
Luna Amor Red Christmas Lingerie 2 Pinupfiles Video

It's a holly jolly christmas with Luna Amor as she rolls around in bed on Pinupfiles. Celebrating the holidays never looked so good, because she's a stacked beauty in red lace. Have you been good?
- December 3, 2024
- Big Boobs, Luna Amor, Pinupfiles, Videos
- bedroom, brunette, holiday, huge boobs, lap dance, lingerie, pov, romanian, stacked, thick, voluptuous
Sophie Coady Green Neon 2 4K Pinupfiles Video

Come watch Sophie Coady in her green neon as those big tits spill out on Pinupfiles. This video is indeed 4K which means you get to see more of this redhead's lovely skin, close up with so much detail.
- November 22, 2024
- Big Boobs, Pinupfiles, Sophie Coady, Videos
- british, chubby, huge boobs, pawg, pov, redhead, stacked, thick, voluptuous
Jana Defi 35MM Vol 6 Set 1 Pinupfiles

Come check out rare 35MM pics of Jana Defi in her blue babydoll in this Pinupfiles special. Jana has many great sets on this site, like the tight shirt but I really dig her display of lingerie.
- November 16, 2024
- Big Boobs, Hosted, Jana Defi, Pinupfiles
- babydoll, brunette, candid, cleavage, czech, huge boobs, stacked, thick, thong
Julia Oliver Pinupfiles Debut 2 Video

Julia Oliver does her second debut with oil and now I'm officially in love with this Pinupfiles beauty. Many expressed lust for Julia's tight shirt boobs but now it's time to see her topless wet boobs.
- November 16, 2024
- Big Boobs, Julia Oliver, Pinupfiles, Videos
- bedroom, brunette, candid, jeans, oil, pov, stacked, thick, ukrainian
Julia Oliver Vol 1 Set 1 Pinupfiles

Julia Oliver is now showing off her perfect boobs on Pinupfiles, and you get a first look. Julia Oliver made waves with her sexy video so now get ready for spank bank material.
- November 8, 2024
- Big Boobs, Hosted, Julia Oliver, Pinupfiles
- bedroom, blonde, candid, cleavage, pov, shirt, stacked, thick
Beth Lily Vol 3 Set 3 Pinupfiles

Beth Lily does cleavage the best when she's on Pinupfiles. This is part of her halloween series where she plays a busty firewoman who heats things up even more!
- November 6, 2024
- Beth Lily, Big Boobs, Hosted, Pinupfiles
- blonde, british, cleavage, costumes, huge boobs, pov, slim thick, stacked
Julia Oliver Pinupfiles Debut Video

Julia Oliver makes her debut on Pinupfiles by wearing a sexy pink lace bra while playing with her boobs. Julia is very friendly and sexy, which makes her even more attractive!
- November 4, 2024
- Big Boobs, Julia Oliver, Pinupfiles, Videos
- bedroom, brunette, candid, huge boobs, lingerie, pov, stacked, thick
Marina Juicy Blonde Vol 1 Set 2 Pinupfiles

Marina Juicy Blonde is back as the busty maid pouring oil all over her big boobs on Pinupfiles. Marina has left quite an impression in the big boobs world and I believe she will go onto great things.
- October 30, 2024
- Big Boobs, Hosted, Marina Juicy Blonde, Pinupfiles
- blonde, cleavage, costumes, huge boobs, oil, pawg, pov, russian, stacked, tanlines, thick, voluptuous
Maria Body Halloween Stripes Pinupfiles Video

Maria Body is wearing her halloween stripes while showing off her huge boobs on Pinupfiles. It's that time of year for festive titties and Maria is quite good at swinging hers.
- October 30, 2024
- Big Boobs, Maria Body, Pinupfiles, Videos
- blonde, cleavage, halloween, huge boobs, pov, russian, stacked, thick, voluptuous
Erica Campbell Beauty Day Pinupfiles Video

It's a beauty day for Erica Campbell in this rare newly remastered Pinupfiles video. Erica Campbell may be a blast from the past but her 4K videos are now making it seem much more real and recent.
- October 21, 2024
- Big Boobs, Erica Campbell, Pinupfiles, Videos
- american, brunette, oil, pov, stacked, thick, thong
Leanne Crow Halloween Blouse Pinupfiles

Leanne Crow is wearing her tight halloween blouse in this special Pinupfiles series. Ok there's nothing spooky about this, unless boobs bigger than your damn face is spooky, then BOO!
- October 18, 2024
- Big Ass, Big Boobs, Hosted, Leanne Crow, Pinupfiles
- bbw, british, brunette, chubby, cleavage, halloween, huge boobs, pov, stacked, thick, voluptuous
Marina Juicy Blonde Sexy Maid Oil Pinupfiles Video

Marina Juicy Blonde is rubbing oil on her big maid boobs today on Pinupfiles. This video proves that Marina Juicy Blonde loves roleplay and being your perfect fantasy babe.
- October 16, 2024
- Big Boobs, Marina Juicy Blonde, Pinupfiles, Videos
- blonde, costumes, huge boobs, lipstick, messy, oil, pov, russian, stacked, thick, voluptuous, wet
Marina Juicy Blonde Vol 1 Set 1 Pinupfiles

Marina Juicy Blonde now has great photos of playing the busty maid on Pinupfiles. Marina has left a lasting impression on me, considering her vixen vibes and love for fruit.
- October 12, 2024
- Big Boobs, Hosted, Marina Juicy Blonde, Pinupfiles
- blonde, chubby, cleavage, costumes, hanging breasts, huge boobs, pov, russian, skirt, stacked, stockings, tanlines, thick, voluptuous
Jana Defi Vol 24 Set 2 Pinupfiles

Don't you love when Jana Defi is posing in her panties for the special studio series on Pinupfiles? I certainly love Jana's choice of underwear because her massive boobs always contrast it so well.
- October 10, 2024
- Big Boobs, Hosted, Jana Defi, Pinupfiles
- brunette, candid, czech, huge boobs, panties, pov, stacked, thick
Marina Juicy Blonde Sexy Maid Pinupfiles Video

Marina Juicy Blonde is playing the sexy maid in her Pinupfiles debut video, and what a maid she is! Marina certainly is making more of a mess as she gets her boobs all messy and sucks on them.
- October 7, 2024
- Big Boobs, Marina Juicy Blonde, Pinupfiles, Videos
- blonde, cleavage, costumes, lipstick, messy, pawg, pov, stacked, thick, uniform, voluptuous
Stacey Poole Purple Passion 4K Pinupfiles Video

Stacey Poole does a video called purple passion and it made my mouth drop because of Pinupfiles. It looks like Stacey is even more busty today, her boobs are so damn engorged and bouncy. My god.
- September 30, 2024
- Big Ass, Big Boobs, Pinupfiles, Stacey Poole, Videos
- british, brunette, cleavage, huge boobs, lingerie, pov, stacked, thick
Jana Defi Vol 19 Set 2 Pinupfiles

Jana Defi can make a tank top look tiny with her incredibly huge boobs on Pinupfiles. I'm left speechless by Jana's intoxicating smile that is matched by her massive breasts. How about you?
- September 28, 2024
- Big Boobs, Hosted, Jana Defi, Pinupfiles
- brunette, candid, czech, huge boobs, panties, pov, stacked, tank top, thick
Cheryl Blossom Navy Lady 2 Pinupfiles Video

Cheryl Blossom is the navy lady shaking her big tits in one of the best POV videos on Pinupfiles. Cheryl Blossom looks so sexy wearing glasses, proving that nerdy busty girls are where it's at.
- September 24, 2024
- Big Ass, Big Boobs, Cheryl Blossom, Pinupfiles, Videos
- blonde, dancing, glasses, huge boobs, outdoors, pawg, pov, russian, stacked, thick, thong, voluptuous
Busty Ema Red Rider Pinupfiles

Busty Ema is the red rider in her sheer red robe as she poses for Pinupfiles. You should check out Busty Ema's red rider video because she shows off so much skin and tits, it's amazing.
- September 21, 2024
- Big Boobs, Busty Ema, Hosted, Pinupfiles
- bbw, bedroom, brunette, chubby, cleavage, huge boobs, pawg, pov, robe, romanian, stacked, thick, voluptuous
Busty Ema Red Riding 4K Pinupfiles Video

Busty Ema is like red riding hood in her sexy robe while she poses half naked for Pinupfiles. This video proves that Busty Ema is definitely showing off skin and she LOVES it.
- September 16, 2024
- Big Ass, Big Boobs, Busty Ema, Pinupfiles, Videos
- bedroom, chubby, cleavage, huge boobs, pawg, pov, robe, romanian, shaved pussy, stacked, thick, voluptuous
Lorna Morgan Vol 11 Set 2 Pinupfiles

Lorna Morgan is rocking a sexy red top as she shows off some serious cleavage on Pinupfiles. Luckily for us, this is set 2 which means Lorna let's her huge boobs loose and I mean that in the most literal term.
- September 12, 2024
- Big Boobs, Hosted, Lorna Morgan, Pinupfiles
- bbw, british, brunette, chubby, cleavage, huge boobs, pov, stacked, thick, voluptuous
Demmy Blaze Lace Bed Video

When Demmy Blaze poses in bed, she likes to wear the sexiest lace dress. I just love watching her dip and sway, slowly remove her clothes until she's laying naked and honestly, that's the perfect view.
- September 12, 2024
- Big Ass, Big Boobs, Demmy Blaze, Hosted, Pinupfiles, Videos
- brunette, candid, dress, high heels, lipstick, pawg, shaved pussy, thick, thong, ukrainian, voluptuous
Kelly Mellons Pinupfiles 25th Anniversary

Kelly Mellons takes off her robe and continues to celebrate the 25th anniversary of Pinupfiles. Kelly's big smile is only matched by her even bigger boobs that have a life of their own! Haha.
- September 11, 2024
- Big Boobs, Hosted, Kelly bustygirl00, Pinupfiles
- bbw, blonde, chubby, huge boobs, lipstick, pov, robe, stacked, thick, voluptuous
Busty Ema Black Diamonds Pinupfiles

Busty Ema is rocking black diamonds in this big tit bouncing, leg spreading nude set on Pinupfiles. I'm serious when I say that Busty Ema is the most delicious babe with a plump pussy you will see all day.
- September 9, 2024
- Big Ass, Big Boobs, Busty Ema, Hosted, Pinupfiles
- bedroom, bodystocking, brunette, chubby, cleavage, huge boobs, pawg, pov, romanian, shaved pussy, stacked, thick, voluptuous
Busty Ema Black Diamonds 4K Pinupfiles Video

Busty Ema is posing in black diamonds like the most busty babe on Pinupfiles. Oh wait, Busty Ema might be the most busty, considering her tits are mega large and in charge! I had to say it.
- September 2, 2024
- Big Boobs, Busty Ema, Pinupfiles, Videos
- bedroom, brunette, cleavage, huge boobs, lingerie, pov, romanian, stacked, thick, voluptuous
Chloe Kendall Black Diamonds Pinupfiles Video

Chloe Kendall is excited about posing in black diamonds lingerie while shaking her tits on Pinupfiles. This video is a testament to Chloe's vixen vibe along with her perfect thick hips.
- August 24, 2024
- Big Ass, Big Boobs, Chloe Kendall, Pinupfiles, Videos
- bedroom, british, brunette, huge boobs, lingerie, pawg, pov, stacked, thick, thong, voluptuous
Cleo K Cup Messy Cleo Vol 1 Set 1 Pinupfiles

Cleo K Cup is rocking black lace lingerie in her debut gallery on Pinupfiles today. I was going to say more but Cleo still entices me with her large breasts and vixen vibe, do you feel the same?
- August 10, 2024
- Big Boobs, Cleo, Hosted, Pinupfiles
- bedroom, brunette, huge boobs, lingerie, lipstick, milf, netherlands, pov, stacked, thick, thong
Cleo K Cup Black Noir Debut Pinupfiles Video

Cleo K Cup makes her debut in black noir lingerie as she shows off her huge boobs on Pinupfiles. Cleo is actually well known for her breasts already but it's nice to get a more casual POV view of them.
- August 5, 2024
- Big Boobs, Cleo, Pinupfiles, Videos
- brunette, cleavage, huge boobs, lingerie, lipstick, netherlands, pov, stacked, thick, wig
Cheryl Blossom Azure Blues 3 Glorious Pinupfiles

Cheryl Blossom shows off her azure blues in bed, which is actually her eyes but you thought it was boobs. Just kidding, Pinupfiles knows you love seeing Cheryl's massive boobs just swinging and swaying as she dances in bed.
- August 3, 2024
- Big Boobs, Cheryl Blossom, Hosted, Pinupfiles
- bedroom, blonde, chubby, cleavage, glasses, huge boobs, panties, pov, russian, stacked, thick, voluptuous
Viola Crush Pool Table 1 Pinupfiles Video

Viola Crush has her boobs out at the pool table on Pinupfiles and now she's making me want to play a game. The fact that billiards and boobs go so well together means there some be a topless league!
- July 29, 2024
- Big Boobs, Pinupfiles, Videos, Viola Crush
- billiards, brunette, chubby, huge boobs, lipstick, oil, pov, stacked, thick, ukrainian, voluptuous
Korina Kova Vol 1 Set 2 Pinupfiles

Korina Kova is even better on set 2 because her huge tits are already exposed on Pinupfiles. Korina is making me jealous of a lollipop which is quite impressive, but when it's in between her boobs... can you blame me?
- July 27, 2024
- Big Ass, Big Boobs, Hosted, Korina Kova, Pinupfiles
- bikini, brunette, canadian, food, huge boobs, outdoors, pawg, stacked, thick, thong, voluptuous
Maserati XXX Smoky Lace Lap Dance 2 Pinupfiles

Maserati XXX is doing a smoky lace lap dance on Pinupfiles that will make you believe you are right there! Maserati has the most perfect bouncy hangers and I'm quite jealous of those hands that get to touch.
- July 20, 2024
- Big Ass, Big Boobs, Hosted, Maserati XXX, Pinupfiles
- bbw, bedroom, brunette, chubby, ebony, huge boobs, jamaican, lap dance, pov, stacked, thick, voluptuous

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