First Anal Date Videos The Only First Anal Date Video Collection You Need!

For every teen couple a time comes when a guy first reaches for a tiny little hole right below his girlfriend's vagina. Exploring this new pleasure territory is so arousing that it seems like his cock just craves to get inside. Come watch real couples try anal sex for the very first time and remember, there's just one step from pain to pleasure!

First Anal Date Videos 16

Thumbnail of Study Buddies Unite for... 'Exam Prep'!
18+ amateurs, Anal, Blowjob, Brunette, Couple, fingering, Games, Girlfriend, Oral, Orgasm
03:02
Study Buddies Unite for... 'Exam Prep'!
2 months ago
First Anal Date
Thumbnail of Slim Beauty Gets a Hole Surprise!
18+ amateurs, Anal, Blonde, Blowjob, Booty, Butthole, Couple, fucking, Girlfriend, Oral, Orgasm, Skinny, Small breasts, Sucking
03:02
Slim Beauty Gets a Hole Surprise!
2 months ago
First Anal Date
Thumbnail of Shower Sex with Girlfriend: A Surprise Call!
18+ amateurs, Anal, Bathroom Sex, Blonde, Blowjob, Butthole, Couple, Ex, fucking, Girlfriend, Oral, Orgasm, Sexy Beautiful, Shower Sex, Virgin
03:04
Shower Sex with Girlfriend: A Surprise Call!
2 months ago
First Anal Date
Thumbnail of Make Up Sex: Anal After a Fight!
18+ amateurs, Anal, Blowjob, Brunette, Couple, Female Pornstar, fingering, Girlfriend, Oral, Pornstar, Tight Butt
03:00
Make Up Sex: Anal After a Fight!
2 months ago
First Anal Date
Thumbnail of First Anal Fun with Your Boyfriend!
18+ amateurs, Anal, Blowjob, Boyfriend, Brunette, Butthole, Couple, Female Pornstar, fingering, fucking, Girlfriend, Oral, Orgasm, Pornstar
03:03
First Anal Fun with Your Boyfriend!
2 months ago
First Anal Date
Thumbnail of Anal Newbie: First Time Fun!
18+ amateurs, Anal, Blowjob, Boyfriend, Brunette, Couple, Cute, Cute Girls, Female Pornstar, Girlfriend, Oral, Orgasm, Pornstar, Skinny, Small breasts
03:02
Anal Newbie: First Time Fun!
2 months ago
First Anal Date
Thumbnail of Girlfriend's Anal Surprise: A Couple's Passion
18+ amateurs, Amateur, Anal, Booty, Couple, Girlfriend, Orgasm
02:47
Girlfriend's Anal Surprise: A Couple's Passion
4+ years ago
First Anal Date
Masha
Thumbnail of Teen Anal Action: Steamy Couple Fun!
18+ amateurs, Amateur, Anal, Couple, Girlfriend
02:45
Teen Anal Action: Steamy Couple Fun!
4+ years ago
First Anal Date
Thumbnail of Alice's Anal Adventure: Worth The Wait!
18+ amateurs, Amateur, Anal, Couple, Girlfriend, Orgasm
02:50
Alice's Anal Adventure: Worth The Wait!
4+ years ago
First Anal Date
Alice
Thumbnail of Blind Anal Date with Vanessa: A Steamy Surprise!
18+ amateurs, Amateur, Anal, Couple, Girlfriend
03:00
Blind Anal Date with Vanessa: A Steamy Surprise!
4+ years ago
First Anal Date
Vanessa
Thumbnail of Couple's Anal Adventure: Rachel's POV
18+ amateurs, Amateur, Anal, Couple, Girlfriend, POV
02:52
Couple's Anal Adventure: Rachel's POV
4+ years ago
First Anal Date
Rachel
Thumbnail of Alina's Steamy Anal Date Night
18+ amateurs, Amateur, Anal, Couple, Girlfriend, Orgasm
02:59
Alina's Steamy Anal Date Night
5+ years ago
First Anal Date
Alina
Thumbnail of Tight Anal Action with Emily!
18+ amateurs, Amateur, Anal, Booty, Boyfriend, Couple, Girlfriend, Licking, Oral, Pigtails, Tight
03:06
Tight Anal Action with Emily!
5+ years ago
First Anal Date
Emily
Thumbnail of Blondie's Anal Virginity Loss: A Couple's Hot Adventure
18+ amateurs, Amateur, Anal, Blonde, Boyfriend, Couple, Girlfriend, Orgasm, Pigtails
02:56
Blondie's Anal Virginity Loss: A Couple's Hot Adventure
5+ years ago
First Anal Date
Maja
Thumbnail of Pam's First Anal: A Couple's Intimate Moment
18+ amateurs, Amateur, Anal, Anal Virgin, Boyfriend, Couple, fucking, Girlfriend, Orgasm
03:02
Pam's First Anal: A Couple's Intimate Moment
5+ years ago
First Anal Date
Pam
Thumbnail of Kitchen Kink: Polina's Anal Adventure!
18+ amateurs, Amateur, Anal, Couple, Girlfriend, Kink, Kitchen, Orgasm, Pigtails
03:01
Kitchen Kink: Polina's Anal Adventure!
5+ years ago
First Anal Date
Polina