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Upskirt galleries

Upskirt galleries featuring the all natural nude models from abbywinters.com. There are 168 upskirt galleries available at Abby Winters Girls.

Cute amateur with black hair spreading in bed

16 7,001 Jul 22, 2026

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16 8,164 Jul 19, 2026

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16 8,260 Jul 13, 2026

Lovely amateur spreads her ass and pussy on a chair

16 7,291 Jul 10, 2026

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16 6,452 Jul 8, 2026

Cute brunette with puffy nipples naked in a river

16 9,301 Jul 7, 2026

Lovely amateur stripping in the kitchen

16 9,947 Jun 28, 2026

Brunette amateur spreads her creamy pussy in bed

16 10,743 Jun 26, 2026

Hairy brunette amateur pulls down her thong

16 11,445 Jun 23, 2026

Cute blonde amateur fingering her shaved pussy

16 8,275 Jun 20, 2026

Cute brunette fingering her creamy pussy in bed

16 12,875 Jun 16, 2026

Cute amateur pulls down her panties on the couch

16 5,418 Jun 10, 2026

Cute redhead with puffy nipples stripping in the backyard

16 9,838 Jun 7, 2026

Freckled redhead spreads her wet hairy pussy outdoors

16 12,264 May 31, 2026

Redhead amateur exposes her meaty pussy and big clit in a park

16 16,177 May 30, 2026

Blonde amateur with firm tits stripping outdoors

16 9,364 May 28, 2026

Brunette amateur with firm tits lifts up her skirt outdoors

16 9,077 May 25, 2026

Short-haired amateur lifts up her dress in a field

16 13,767 May 23, 2026

Cute redhead lifts up her skirt on the balcony

16 10,274 May 22, 2026

Nerdy brunette amateur spreads her ass and pussy in bed

16 9,187 May 13, 2026

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16 8,976 May 10, 2026

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16 10,047 May 4, 2026

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16 12,341 Apr 20, 2026

Busty brunette amateur spreads her hairy pussy on a balcony

16 12,704 Apr 19, 2026

Upskirt galleries

Freckled brunette spreads her hairy pussy outdoors

16 10,104 Apr 16, 2026

Freckled amateur toying her creamy pussy

16 16,134 Apr 13, 2026

Cute amateur spreads her creamy hairy pussy in a field

16 19,016 Apr 10, 2026

Freckled blonde girl spreads her wet pussy in the backyard

14 13,333 Mar 31, 2026

Cute blonde with firm tits naked by a window

16 14,738 Mar 30, 2026

Cute nerdy amateur exposes her hairy bush in a field

16 11,666 Mar 27, 2026

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16 13,094 Mar 23, 2026

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16 11,590 Mar 22, 2026

Freckled brunette amateur exposes her creamy pussy outdoors

16 10,485 Mar 19, 2026

Cute amateur fingering her hairy pussy on a chair

16 15,199 Mar 5, 2026

Hairy brunette amateur stripping on a balcony

16 14,867 Mar 3, 2026

Redhead amateur plays with her huge clit on the couch

16 23,007 Mar 1, 2026

Hairy brunette amateur stripping after a rave party

16 7,941 Feb 28, 2026

Cute shaved girl lifts up her skirt on a chair

16 11,263 Feb 26, 2026

Brunette amateur toying her thick hairy bush

16 18,795 Feb 22, 2026

Muscular brunette with short hair stripping on a chair

16 14,537 Feb 8, 2026

Cute amateur spreads her hairy ass and pussy on the couch

16 20,916 Jan 27, 2026

Upskirt pics of a cute shaved brunette stripping in a tree

16 18,065 Jan 25, 2026

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16 14,135 Jan 24, 2026

Blonde amateur exposes her big firm tits

16 10,470 Jan 19, 2026

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16 16,441 Jan 15, 2026

Chubby brunette with big tits spreads her shaved pussy in bed

16 22,125 Jan 12, 2026

Australian amateur stripping in the rain

16 14,294 Jan 9, 2026

Cute shaved brunette exposes her wet pussy in bed

16 14,126 Jan 5, 2026

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

Upskirt galleries

Freckled brunette lifts up her skirt in bed

16 17,188 Jan 2, 2026

Sporty blonde amateur shows off her huge puffy nipples in a field

16 15,872 Dec 27, 2025

Freckled redhead amateur lifts up her skirt in bed

7 11,958 Dec 24, 2025

Upskirt pics of an athletic blonde amateur with pencil eraser nipples

16 13,458 Dec 19, 2025

Chubby brunette lifts up her dress and exposes her hairy pussy

16 11,630 Nov 24, 2025

Petite redhead teen with a big hairy bush

8 13,119 Nov 20, 2025

Freckled redhead with big natural tits masturbating

17 15,511 Oct 10, 2025

Chubby 18 y/o blonde showing off her big tits

17 10,667 Oct 6, 2025

Brunette amateurs with tan lines rubbing her big aroused clit

17 22,627 Oct 5, 2025

Flat-chested blonde amateur in panties in a forest

12 20,717 Sep 30, 2025

Cute redhead amateur exposes her thick ginger bush

16 30,326 Sep 14, 2025

Lesbian amateurs having sex in bed

16 14,685 Sep 5, 2025

Chubby amateur with huge tits and nipples

16 15,249 SamaraAug 9, 2025

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17 16,336 Aug 4, 2025

Cute blonde amateur pulls down her panties on the terrace

12 14,583 Jul 28, 2025

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8 13,231 Jul 2, 2025

Sexy brunette amateur with a perfect ass

16 20,044 Jun 11, 2025

Chubby redhead amateur exposes her thick hairy bush

21 23,766 Apr 4, 2025

Brunette amateur plays with her hairy pussy

16 24,813 Jan 8, 2025

Hairy lesbian fingering her lover's asshole

12 26,076 Jan 3, 2025

Top 15 must-see upskirt pics from Abby Winters

21 25,125 Oct 7, 2024

Chubby brunette amateur shows off her big saggy tits

20 25,352 Sep 6, 2024

Cute nerdy amateur exposes her hairy pussy and asshole

20 28,224 Jul 21, 2024

Blonde amateur lifts up her skirt and reveals her hairy pussy

20 26,636 Jul 11, 2024

Upskirt galleries

Nerdy brunette lifts up her skirt and spreads her hairy pussy

16 69,714 Sep 25, 2023

Cute freckled redhead lifts up her skirt

16 42,555 May 22, 2023

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

16 45,760 May 9, 2023

Shaved brunette amateur lifts up her dress in the library

16 29,352 Apr 8, 2023

Gorgeous busty girl toying her shaved pussy in bed

16 47,120 Apr 6, 2023

Freckled blonde amateur toying her hairy pussy

16 35,751 Mar 19, 2023

Cute freckled blonde with firm tits lifts up her dress

16 40,052 Mar 13, 2023

Chubby blonde amateur toying her meaty pussy in bed

16 34,235 Feb 11, 2023

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

17 29,116 Feb 1, 2023

Cute blonde lifts up her dress to finger her hairy pussy

16 61,132 Jan 8, 2023

Cute shaved brunette lifts up her skirt and spreads her legs

16 50,648 Jan 4, 2023

Cute hairy blonde toying her ass and pussy

16 37,005 Jan 2, 2023

Cute brunette musician lifts up her skirt and strips naked

16 36,880 Olivia LustDec 28, 2022

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

16 30,303 Dec 20, 2022

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

16 42,425 Dec 6, 2022

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

16 41,758 Myra GlasfordDec 4, 2022

Arie in Meaty Lips by Abby Winters

12 48,842 Dec 3, 2022

Roselina in Tiny Breasts by Abby Winters

16 30,558 Nov 12, 2022

Pearl in Naked In The Forest by Abby Winters

16 45,295 Hot PearlOct 22, 2022

Wendy T in Outdoors by Abby Winters

16 32,778 Oct 9, 2022

Upskirt shots of an hairy amateur

15 38,564 Sep 4, 2022

Oksana B in Lacy Lingerie by Abby Winters

16 26,306 Sep 3, 2022

Curly-haired brunette amateur lifts up her skirt

16 36,630 Aug 16, 2022

Hairy brunette amateur nude in the pool

12 24,565 Jun 25, 2022

High resolution sample from abbywinters.com

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