First Time Anal First Time Sex Videos(13,266)

Browse 13,266 first time anal first time HD clips at DripFlicks. Most first time anal first time videos here also overlap with Anal, Blowjob, and Big Ass — explore those tags from the chips below the grid. Sort by popularity for the highest-rated, by date for the freshest uploads, or use the HD filter for premium quality only. New first time anal first time clips appear continuously from verified source platforms — bookmark this page if you want to come back for more.

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👍 85% 45:19

Dakota Rain - Her First Time

1,677,349 views ★ 4.25

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👍 85% 6:08

Anna Devito loses her vaginal virginity with Tommys big cock

1,067,403 views ★ 4.26

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👍 86% 27:41

Hot Mandy's First Time Anal

799,369 views ★ 4.28

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👍 83% 6:43

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765,920 views ★ 4.17

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👍 86% 29:37

TUSHY ALL STAR ANAL DEBUTS First Time Compilation

719,908 views ★ 4.28

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713,181 views ★ 3.40

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657,842 views ★ 4.22

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👍 86% 44:35

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631,519 views ★ 4.28

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👍 88% 5:29

Deflowered virgin Alesya Gagarina tries anal sex

611,738 views ★ 4.42

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👍 85% 25:41

First Time Sex Teen - Polina

595,103 views ★ 4.24

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👍 84% 8:06

Angela Suchka Puts Big Cock Into Her Virgin Pussy

572,859 views ★ 4.22

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👍 92% 23:26

First Time With Stepmom

555,773 views ★ 4.60

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549,698 views ★ 4.21

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537,178 views ★ 4.48

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👍 90% 10:26

Sarmishtha Fucked by BF in Shower and handjob First Time

508,089 views ★ 4.51

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👍 87% 24:36

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482,508 views ★ 4.36

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👍 88% 29:07

TUSHY - FIRST TIME COMPILATION VOL. 2

479,592 views ★ 4.39

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👍 88% 30:17

I'm getting fucked by my neighbor for the first time

475,707 views ★ 4.38

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👍 90% 39:57

Russian Doll In A Light Skirt Tries It Upside Down In The Ass For The First Time

463,041 views ★ 4.51

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👍 100% 19:48

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444,778 views ★ 4.99

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👍 90% 36:29

Stepmom's Ass Will Stand It All, This Is Not The First Time

436,214 views ★ 4.51

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👍 88% 6:53

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403,954 views ★ 4.41

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👍 82% 7:54

Indian Bhabhi First Time Hard Anal Sex with Full Hindi Dirty Roleplay_xhRXeHD

399,311 views ★ 4.10

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👍 85% 13:39

Angela Tries Anal Sex For The First Time

375,245 views ★ 4.24

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👍 89% 13:16

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360,550 views ★ 4.44

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Amateur Asian Teen Anal Fucking For The First Time

347,727 views ★ 4.47

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340,823 views ★ 4.32

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👍 87% 27:21

Cute Virgin Teen First Time Fuck at Massage in Parlour

340,711 views ★ 4.34

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👍 92% 22:07

Maddi Collins Tries Anal For The First Time

336,159 views ★ 4.60

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👍 91% 28:07

Darcia Lee First Time Anal

334,085 views ★ 4.56