Latest DatingMyStepson Videos

Showing Him How To Spoil A Lady
10.6K • Jul 18
Showing Him How To Spoil A Lady
Tori Cummings, Enzo EastDatingMyStepson
An Exercise In Seduction
15.3K • Jul 8
An Exercise In Seduction
Cory Chase, Enzo EastDatingMyStepson
My Stepmom Is the Perfect Date
15.6K • Apr 16
My Stepmom Is the Perfect Date
Sophia Locke, Arin JonesDatingMyStepson
She Wants Coffee and My Cream
11.7K • Apr 1
She Wants Coffee and My Cream
Diana Grace, Gunnar BishopDatingMyStepson
Show Me That Youre Good Enough
15.3K • Feb 10
Show Me That Youre Good Enough
Talia Mint, Sam BourneDatingMyStepson
I Have to Have Her
11.7K • Jan 6
I Have to Have Her
Sharon White, Sam BourneDatingMyStepson
I Didnt See This Cumming
21.6K • Oct 15, 2025
I Didnt See This Cumming
Shalina Devine, Nikki NutzDatingMyStepson
Country Milf Is Too Much to Handle
14.3K • May 29, 2025
Country Milf Is Too Much to Handle
Silvia Saige, Sage RouxDatingMyStepson
Her Moms Traditional Technique
11.8K • Jan 29, 2025
Her Moms Traditional Technique
Millie Morgan, Parker AmbroseDatingMyStepson
Showing Her Mom My Best Moves
18.3K • Jan 17, 2025
Showing Her Mom My Best Moves
Bunny Madison, Parker AmbroseDatingMyStepson
Her Mom Took Me for a Test Drive
13.2K • Jan 8, 2025
Her Mom Took Me for a Test Drive
Cherry Kiss, Parker AmbroseDatingMyStepson
There Is No Resisting Her Mom
16.7K • Nov 20, 2024
There Is No Resisting Her Mom
Texas Patti, Alex ChargerDatingMyStepson
Manifesting A Great Fuck
21K • Nov 1, 2024
Manifesting A Great Fuck
Veronica Leal, Alex ChargerDatingMyStepson
Dropping My Balls In Her Moms Pocket
18.3K • Oct 18, 2024
Dropping My Balls In Her Moms Pocket
Rebecca Volpetti, Alex ChargerDatingMyStepson
A Game Of Dare Always Spices Things Up
17.8K • Oct 3, 2024
A Game Of Dare Always Spices Things Up
Shalina Devine, Alex ChargerDatingMyStepson
Putting In The Effort
19.3K • May 29, 2024
Putting In The Effort
Cassie Del Isla, Juan El Caballo LocoDatingMyStepson
Learning Some New Moves
33.4K • May 16, 2024
Learning Some New Moves
Crystal Rush, Rion KingDatingMyStepson
Playing My Cards Right
17.4K • May 3, 2024
Playing My Cards Right
Pristine Edge, Jayden MarcosDatingMyStepson
Coming Clean
20.5K • Mar 29, 2024
Coming Clean
Micky Muffin, Sam BourneDatingMyStepson
All In
14.2K • Mar 20, 2024
All In
Kira Queen, Matthew MeierDatingMyStepson
Candlelit Romance
22K • Mar 7, 2024
Candlelit Romance
Shalina Devine, Alex ChargerDatingMyStepson
Filled Up Before Dinner
18K • Feb 28, 2024
Filled Up Before Dinner
Shalina Devine, Sam BourneDatingMyStepson
Pleasure By The Pool
21.5K • Feb 16, 2024
Pleasure By The Pool
Micky Muffin, Shalina Devine, Matthew MeierDatingMyStepson
It Started In The Jacuzzi
20.8K • Feb 7, 2024
It Started In The Jacuzzi
Micky Muffin, Matthew MeierDatingMyStepson
I Aced Her Hole
25.2K • Jan 25, 2024
I Aced Her Hole
Micky Muffin, Alex ChargerDatingMyStepson
Going Overboard On Her Pussy
24.1K • Jan 12, 2024
Going Overboard On Her Pussy
Kira Queen, Sam BourneDatingMyStepson
Massage Queen
24.4K • Jan 3, 2024
Massage Queen
Kira Queen, Alex ChargerDatingMyStepson
Stepmoms Secret Confession
24.4K • Sep 28, 2023
Stepmoms Secret Confession
Pristine Edge, Jimmy MichaelsDatingMyStepson
Riding More Than Bicycles
18.6K • Sep 27, 2023
Riding More Than Bicycles
Crystal Clark, Jimmy MichaelsDatingMyStepson
Turning Up The Heat
24.8K • Sep 26, 2023
Turning Up The Heat
Cassie Del Isla, Jimmy MichaelsDatingMyStepson
The Milf Youd Want To Marry
21.6K • Sep 25, 2023
The Milf Youd Want To Marry
Bunny Madison, Jimmy MichaelsDatingMyStepson
Massage And More
27.7K • Sep 16, 2023
Massage And More
Sarah TaylorDatingMyStepson