Top Surprise Videos

Green-Eyed Stepmom
21.4K • Aug 1
Green-Eyed Stepmom
Aderes Quin, Alina Voss
A Romantic Time For The Whole Fam
13.7K • Sep 12
A Romantic Time For The Whole Fam
Charlie Forde, Coco Lovelock, Rachael Cavalli, Summer Kline
Strap In For A Surprise
7K • Oct 24
Strap In For A Surprise
Kyaa Chimera, Pixie Smalls
Just Play Along
5.9K • Oct 9, 2021
Just Play Along
Alyia Brynn, Lilly James
Eavesdropping on Mom: Part One
5.5K • Feb 8, 2016
Eavesdropping on Mom: Part One
Ava Addams, Darcie Dolce
Going Down The Thong Path
2.9K • Nov 22, 2025
Going Down The Thong Path
River Lynn, Taylor Vixxen
Borrowing From Dr. Stepmom
2.5K • Dec 6, 2025
Borrowing From Dr. Stepmom
Gal Ritchie, Lolly Dames
Better Than The Real Thing
2.3K • Jan 3
Better Than The Real Thing
Annie King, Selena Love
Family Spa Day
2K • Jun 22, 2024
Family Spa Day
Chloe Surreal, Danielle Renae, Little Puck
Strappy Birthday!
1.8K • Oct 11, 2025
Strappy Birthday!
Annie King, Emma Rosie, Kylie Le Beau
An Irresistible Distraction
1.6K • Sep 20, 2025
An Irresistible Distraction
Ameena Green, Khloe Kapri, Rose Carter, Shay Sights
Tricking Her Nearsighted Stepmom
1.5K • Oct 26, 2024
Tricking Her Nearsighted Stepmom
Hailey Rose, Lexi Luna
Back Home To You
1.4K • Feb 22, 2025
Back Home To You
Freya Parker, Siri Dahl
No, YOU Go First!
1.3K • May 4, 2024
No, YOU Go First!
Chloe Surreal, Serene Siren
Working Off Her Debt
1.3K • Dec 18, 2021
Working Off Her Debt
Aliya Brynn, Mona Wales
Shy Squirter
1.3K • Jan 4, 2025
Shy Squirter
Chanel Camryn, Rachael Cavalli
You’re Too Important To Me, Sweetie
1.2K • Jul 12, 2025
You’re Too Important To Me, Sweetie
Scarlet Skies, Serene Siren
Exploring Nude Horizons
1.2K • Aug 30, 2025
Exploring Nude Horizons
Alison Rey, River Lynn, Siri Dahl
You’re Taking Your STEPSISTER To Prom??
1.2K • Jun 7, 2025
You’re Taking Your STEPSISTER To Prom??
Ameena Green, Annie King, Kelsey Kane
Family & Sitters, Reunited!
1.2K • Jun 10, 2023
Family & Sitters, Reunited!
Aiden Ashley, Hazel Moore, Siri Dahl, Victoria Voxxx
Stuck Snooping
1.2K • Dec 31, 2022
Stuck Snooping
Cory Chase, Laney Grey
You Tricked Me
1.1K • Aug 17, 2015
You Tricked Me
Cherie DeVille, Samantha Rone
May I Please Watch?
1K • Mar 25, 2023
May I Please Watch?
Bunny Madison, LuLu Chu, Maya Woulfe
Caught Skipping
967 • Sep 27, 2014
Caught Skipping
Brandi Love, Halle Von
Stepdaughter’s Classroom Crush
967 • Mar 1, 2025
Stepdaughter’s Classroom Crush
Chloe Amour, Little Puck, Lulu Chu
Precious Keepsakes
929 • Dec 16, 2023
Precious Keepsakes
Anna Claire Clouds, Slimthick Vic
Measure Pleasure
872 • Aug 3, 2024
Measure Pleasure
Bianca Bangs, Laney Grey, Pristine Edge
Stepmommy’s Little Product Tester
862 • Jul 13, 2024
Stepmommy’s Little Product Tester
Kimmy Kimm, Serene Siren
You’re Under OUR Roof Now!
842 • Mar 9, 2024
You’re Under OUR Roof Now!
Chloe Surreal, Laney Grey, Mellanie Monroe
Tension At The Table
822 • Feb 24, 2024
Tension At The Table
Dee Williams, Sophia Burns
Stop Fucking All Our Stepmoms!
820 • Feb 17, 2024
Stop Fucking All Our Stepmoms!
Chloe Surreal, Demi Hawks, Serene Siren
Girl’s Night In
818 • Jan 10, 2015
Girl’s Night In
Lisa Ann, Lola Foxx
Hidden Vibrations
794 • Jul 27, 2024
Hidden Vibrations
Alexis Tae, Brooke Barclays, Chloe Surreal, Sophia Locke
What Happened, Sweetie?
792 • Sep 21, 2024
What Happened, Sweetie?
Kimmy Kimm, Sophia Locke
Flooded With Affection
770 • Apr 26, 2025
Flooded With Affection
Angelina Moon, Christy Love, Lily Starfire
Mother-In-Lust: Part II
758 • Sep 19, 2015
Mother-In-Lust: Part II
Gracie Glam, RayVeness
Maybe I Like Girls
757 • Feb 10, 2024
Maybe I Like Girls
River Lynn, Sophia Locke
Protective Of Our Family
756 • Mar 11, 2023
Protective Of Our Family
Chloe Temple, Lexi Lore, Serene Siren, Spencer Scott
Crash On The Couch
751 • Jul 29, 2023
Crash On The Couch
Alexis Tae, Alison Rey, Rachael Cavalli, Syren De Mer
A Gooner Like Her Stepmom
734 • May 27, 2023
A Gooner Like Her Stepmom
Lily Larimar, Rachael Cavalli
The Family Portrait
729 • Nov 12, 2016
The Family Portrait
Brett Rossi, Samantha Hayes, Tanya Tate
A Family That’s Stuck Together, Stays Together
717 • Nov 12, 2022
A Family That’s Stuck Together, Stays Together
Athena Faris, Jamie Michelle, Kylie Rocket, Rachael Cavalli
Just Couldn’t Wait
709 • Sep 21, 2019
Just Couldn’t Wait
Gia Paige, Reagan Foxx, Whitney Wright
Vanity Runs In The Family
686 • Aug 19, 2023
Vanity Runs In The Family
Aften Opal, Natasha Nice
Stepmom’s Mind Games
679 • Oct 14, 2023
Stepmom’s Mind Games
Bridgette B, Charlotte Sins, Melody Marks
The Neighborhood Snoop
671 • Aug 20, 2022
The Neighborhood Snoop
Laney Grey, Serene Siren, Spencer Scott
Parent Teacher Secrets
651 • Sep 22, 2018
Parent Teacher Secrets
India Summer, Kalina Ryu, Karlee Grey
Someone Who Truly Appreciates Her
615 • May 11, 2024
Someone Who Truly Appreciates Her
Chanel Camryn, Dee Williams
1 2 3Last »