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Upskirt galleries

Upskirt galleries featuring the all natural nude models from abbywinters.com. There are 130 upskirt galleries available at Abby Winters Girls.

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16 7,520 Feb 8, 2026

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16 12,183 Jan 27, 2026

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16 12,516 Jan 25, 2026

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16 9,807 Jan 24, 2026

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16 6,961 Jan 19, 2026

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16 10,890 Jan 15, 2026

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Australian amateur stripping in the rain

16 10,334 Jan 9, 2026

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16 12,077 Dec 27, 2025

Freckled redhead amateur lifts up her skirt in bed

7 8,687 Dec 24, 2025

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16 10,322 Dec 19, 2025

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8 9,800 Nov 20, 2025

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17 17,087 Oct 5, 2025

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12 16,292 Sep 30, 2025

Cute redhead amateur exposes her thick ginger bush

16 25,129 Sep 14, 2025

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16 11,953 Sep 5, 2025

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16 12,244 SamaraAug 9, 2025

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17 13,709 Aug 4, 2025

Cute blonde amateur pulls down her panties on the terrace

12 12,777 Jul 28, 2025

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8 11,390 Jul 2, 2025

Sexy brunette amateur with a perfect ass

16 17,604 Jun 11, 2025

Chubby redhead amateur exposes her thick hairy bush

21 21,690 Apr 4, 2025

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16 23,364 Jan 8, 2025

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12 24,061 Jan 3, 2025

Top 15 must-see upskirt pics from Abby Winters

21 23,948 Oct 7, 2024

Chubby brunette amateur shows off her big saggy tits

20 23,811 Sep 6, 2024

Cute nerdy amateur exposes her hairy pussy and asshole

20 26,839 Jul 21, 2024

Blonde amateur lifts up her skirt and reveals her hairy pussy

20 25,678 Jul 11, 2024

Nerdy brunette lifts up her skirt and spreads her hairy pussy

16 67,339 Sep 25, 2023

Cute freckled redhead lifts up her skirt

16 41,489 May 22, 2023

Freckled brunette amateur lifts up her skirt and reveals her hairy bush

16 44,632 May 9, 2023

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16 28,473 Apr 8, 2023

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16 45,522 Apr 6, 2023

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16 34,641 Mar 19, 2023

Cute freckled blonde with firm tits lifts up her dress

16 38,967 Mar 13, 2023

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16 32,996 Feb 11, 2023

Blonde with fair skin lifts up her skirt to fuck her shaved pussy

17 28,070 Feb 1, 2023

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16 59,199 Jan 8, 2023

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16 35,414 Jan 2, 2023

Cute brunette musician lifts up her skirt and strips naked

16 35,588 Olivia LustDec 28, 2022

Cute brunette pulls down her panties and fucks her shaved pussy with a toy

16 29,293 Dec 20, 2022

Cute blonde amateur Alice lifts up her skirt and spreads her ass and pussy

16 41,234 Dec 6, 2022

2,079 Nude Girls | 7,238 scenes | 9,954 videos | 998,408 images

Upskirt galleries

Insanely cute freckled redhead lifts up her skirt and exposes her tight bald pussy

16 40,572 Myra GlasfordDec 4, 2022

Arie in Meaty Lips by Abby Winters

12 47,227 Dec 3, 2022

Roselina in Tiny Breasts by Abby Winters

16 29,648 Nov 12, 2022

Pearl in Naked In The Forest by Abby Winters

16 43,436 Hot PearlOct 22, 2022

Wendy T in Outdoors by Abby Winters

16 31,641 Oct 9, 2022

Upskirt shots of an hairy amateur

15 37,439 Sep 4, 2022

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16 25,590 Sep 3, 2022

Curly-haired brunette amateur lifts up her skirt

16 35,635 Aug 16, 2022

Hairy brunette amateur nude in the pool

12 23,984 Jun 25, 2022

Cute brunette amateur stripping on a chair

15 36,560 May 1, 2022

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15 47,633 Apr 22, 2022

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12 35,571 Mar 27, 2022

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14 44,172 Feb 22, 2022

Good looking brunette Eve S strips off her blue dress and flashes her tits

16 40,703 Feb 10, 2022

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16 34,071 Jan 5, 2022

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16 28,555 Jan 3, 2022

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16 40,216 Oct 23, 2021

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16 30,809 Sep 28, 2021

Cute amateur with blue eyes fingering her hairy pussy

12 61,155 Sep 22, 2021

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14 42,216 Sep 6, 2021

Lovely blonde stripping in her backyard

16 46,330 Aug 17, 2021

Cheeky brunette with big tits stripping on a chair

16 47,260 Aug 9, 2021

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16 45,374 Aug 3, 2021

Nerdy Asian girl shows off her bush in a forest

16 38,021 Jul 22, 2021

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Cute Asian spreads her hairy pussy and asshole on a chair

16 38,437 Jul 10, 2021

Busty blonde stripping in the garden

16 29,393 Jun 20, 2021

Lesbian amateurs licking and fingering each other

20 32,565 May 31, 2021

Pale blonde fingering her meaty pussy by her house

16 31,893 May 25, 2021

All natural redhead fingering her ginger bush

20 45,063 May 23, 2021

Exotic amateur plays with her hairy pussy in a forest

20 37,086 May 9, 2021

Cute blonde amateur lifts up her skirt in a forest

12 29,568 Mar 6, 2021

Hairy redhead amateur spreads her big pussy lips

16 35,949 Feb 2, 2021

Black-haired amateur takes off her striped socks

16 24,650 Jan 23, 2021

Flexible amateur shows off her amazing body

16 37,942 Jan 21, 2021

Brunette amateur plays with her big clit

14 41,417 Dec 24, 2020

Chute brunette amateur spreads her hairy ass on the couch

12 38,484 Dec 10, 2020

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16 29,777 Dec 10, 2020

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16 48,481 Nov 18, 2020

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12 52,198 Nov 14, 2020

Blonde amateur spreads her creamy pussy

16 25,870 Nov 2, 2020

Lesbian lovers licking and fingering each other

16 35,427 Oct 29, 2020

Hairy redhead with freckled stripping

12 19,640 Oct 1, 2020

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16 20,996 Aug 21, 2020

Tanned brunette toying her shaved pussy

16 21,038 Jul 8, 2020

Short-haired hairy blonde with puffy nipples stripping

16 113,495 May 23, 2020

Blonde amateur shows off her round ass

16 50,864 May 4, 2020

Nerdy brunette teen spreads her hairy holes

16 36,129 Apr 13, 2020

Freckled brunette amateur rides a weird toy

16 31,865 Apr 1, 2020

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