24 Matches Found
Cougar Sightings 13 (2023)
- Studio: Brazzers
- Studio: Devil's Film
- Starring: Leiliani Wood, Raven Flight, Rita Daniels, Sydney , Sydney Hail, Anthony Rosano, J. Crew, Marco Banderas
- Movie Synopsis: These gracious grannies are ready to turn up the heat; and we don't mean in the kitchen! Just because they're over the hill doesn't mean they can't get down and dirty! Watch Rita Daniels, Sydney, Rave... Read more
- Studio: Taboo Heat
- Starring: Cory Chase, Sydney Hail, Luke Longly
Sydney Hall in My Horny Mom (2018)
- Studio: Taboo Heat
- Starring: Cory Chase, Sydney Hail, Luke Longly
Step Mother Son Perversions Vol. 3 (2018) Compilation
- Studio: Manipulative Media
- Starring: Andi James, Ariella Ferrera, Paris Knight, Reagan Foxx, Sydney Hail, Vanessa Cage
- Tag Line: Let Mommy Make It Better...
Stepmoms Regretful Tease (2019)
- Studio: My Pervy Family
- Starring: Sydney Hail, Tyler Steel
- Movie Synopsis: Mom caught me taking a peak at her toned body while she was rinsing off. It's not my fault she forgot her towel! And when she started playing with herself, it was impossible for me to look away. When... Read more
Drilling Mommy 5 (2019)
- Studio: Reality Kings
- Starring: Brooklyn Chase, London River, Sarah Vandella, Sydney Hail, Tiffany Brookes, Vanessa Cage, Kyle Mason , Markus Dupree, Ramon Nomar, Robby Echo
- Movie Synopsis: Oil Change Kyle Mason and I were driving around the neighborhood. Kyle was soon to be married and I was concerned that he was making a mistake since his wife might be the last and only pussy he'll ev... Read more
My Hot Horny Aunt (2019)
- Studio: Manipulative Media
- Starring: Addie Andrews, Andi James, Crystal Rush, Sheena Ryder, Sydney Hail, Vanessa Cage, Levi Cash, Ricky Spanish
- Tag Line: You Have Always Been My Favorite... Nephew
Family Attraction #6, A (2021) Compilation
- Studio: Digital Sin
- Starring: Arietta Adams, Chloe Cherry, Lilly Ford, Sovereign Syre, Sydney Hail, James Deen, Michael Vegas, Ramon Nomar, Steve Holmes, Will Pounder
- Movie Synopsis: Its not supposed to happen, but a family attraction can't be ignored, especially if mom and her daughters are smoking hot and hungry for stepfamily cock! Watch as these blended families fuck each othe... Read more
Drilling Mommy 7 (2019)
- Studio: Reality Kings
- Starring: Alena Croft, Katie Morgan, Kimmy Granger, Lisa Ann, Sydney Hail, Victoria June, Charles Dera, Johnny Sins, Jordi El Nino Polla, Xander Corvus
- Movie Synopsis: These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a ... Read more
Blackmailing My Step-Mom (2019)
- Studio: Manipulative Media
- Starring: Addie Andrews, Blaten Lee, Crystal Rush, Misha Mynx, Sydney Hail, Tucker Stevens, Brick Danger, Levi Cash, Peter Green, Tyler Steel
- Tag Line: Trust Me... No One Has To Know
Moms Bang Teens Vol. 34 (2019)
- Studio: Reality Kings
- Starring: Alex Blake, Alexis Fawx, Cory Chase, Harmony Wonder, Riley Star, Tia Cyrus, Vienna Black, Vina Sky, Juan El Caballo Loco, Ricky Spanish
- Movie Synopsis: Lovely blondes Riley Star and Tabitha Jordan share a cock. Busty MILF Alexis Fawx and brunette Harmony Wonder team up on a dick. Sydney Hail and Alex Blake enjoy a threesome with a hung stud. Vina Sky... Read more
Sneaky Sex 15 (2019)
- Studio: Reality Kings
- Starring: Ivy Wolfe, Karma RX, Paisley Rae, Sydney Hail, Tiffany Watson, Brick Danger, J-Mac, Justin Hunt, Ramon Nomar, Zac Wild
- Movie Synopsis: Whenever the moment hits, passions arise and the need to find a convenient place to fuck quickly comes into play. Sneaking around has never been so fun!
Mom's Bad Decisions 2 (2020)
- Studio: Karups
- Starring: Blaten Lee, Stevie Lix, Sydney Hail, Whitney Morgan, Aaron Wilcox, Juan Largo, Lucas Frost
- Movie Synopsis: Watch as four sexy, older women make the best bad decisions of their lives. Sydney Hail has a craving only a young stud with a big hard cock is going to satisfy. Blaten Lee is in her sexual prime and ... Read more
Mother Knows Best II (2020)
- Studio: Digital Sin
- Starring: Elle McRae, Isabelle Deltore, Krissy Lynn, Sydney Hail, Codey Steele, James Deen, Logan Pierce, Nathan Bronson
- Movie Synopsis: 2021 AVN Award Nominee for Best Milf Movie A stepmother is always in tune with her son's needs. When those needs become sexual, nothing changes. See what happens when beautiful stepmothers Krissy Lyn... Read more
Cougar Trap Hardcut (2018)
- Studio: Score
- Starring: Charley Rose, Karma Karson, Nicky Ferrari, Sindi Star, Sydney , Sydney Hail, Clover, Karlo Karrera, Tony Rubino
- Tag Line: It's Their First Time Fucking On-Camera!
I Boned Your Mom Hardcut 4 (2017)
- Studio: Score
- Starring: Brianna Wildman, Jade Steele, Phoebe Page, Susanna Adams, Sydney , Sydney Hail, Brad Knight, J-Mac, Levi Cash
- Tag Line: Horny Old Moms Fuck Young Studs
MILF Next Door 3, The (2020)
- Studio: Karups
- Starring: Blaten Lee, Carmen Valentina, Ivy Secret, Sydney Hail, Derrick Ferrari, John Strange, Ricky Spanish, Tyler Steel
- Tag Line: She'll Let You Borrow More Than Just Sugar!
Mother's Temptations 3, A (2022) Compilation
- Studio: Digital Sin
- Starring: Becky Bandini, Brooke Banner, Dee Williams , Jelena Jensen, Karla Kush, Marley Brinx, Sovereign Syre, James Deen, Tommy Pistol, Tyler Nixon
- Movie Synopsis: Mom always took care of her stepsons. She cooked, she cleaned, she tucked them in with a bedtime story. But now these boys are men with grown up cocks and shes tempted to have a taste. Lord knows shes... Read more
- Studio: My Pervy Family
- Starring: Sydney Hail, Brick Danger
- Movie Synopsis: Sometimes an ambush is the best approach. I've been fantasizing about my hot stepmom Sydney for awhile now & today, I just went for it. She was laying in bed & I brought my big, hard cock in and start... Read more
- Studio: AMK Empire
- Starring: Alyce Porter, Ava Bella, Kali Karinena, Miss Melrose, Nikki Next, Sydney , Sydney Hail
- Movie Synopsis: Cover model Miss Melrose invites a young girl over, Nikki Next to show her how a MILF lesbian satisfies a younger girl. Ava Bella takes a break from her European studies for some European cock sucking... Read more
- Studio: Touch My Wife Clips
- Starring: Sydney Hail, Brick Danger
- Movie Synopsis: My fit wife Sydney has a plan to get us a free trip to Hawaii - if she can just tack on that clause to my boss Brick's offer, we're golden. Sydney uses her tight body and juicy pussy to seduce my boss... Read more
- Studio: Touch My Wife Clips
- Starring: Sydney Hail, Tyler Steel
- Movie Synopsis: Your wife needs to have some fun too... That's why she invited Tyler over, a well-hung, young, hot stud!! He fucks your wife's cunt better than you ever could! Mad at first, but now you can't stop wat... Read more
My Wife Loves Workers (2021)
- Studio: Touch My Wife
- Starring: Addison Lee, Ashly Anderson, Bailey Brooke, Casca Akashova, Sydney Hail, Vanessa Cage, Brick Danger, Kyle Mason , Peter Green
- Tag Line: "My Husband is Getting a Raise... Right"
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