Top Stepdaddy Videos

Finding the Hole – They Grow Up So Fast
274.5K • Aug 11, 2018
Finding the Hole – They Grow Up So Fast
Staying Up Late – My Troubled Teen
77.5K • Jan 26, 2019
Staying Up Late – My Troubled Teen
Daddy’s Secret Side Job – A Special Place In Daddy’s Heart
58.1K • Feb 16, 2019
Daddy’s Secret Side Job – A Special Place In Daddy’s Heart
Roughhousing With My Boy – My Troubled Teen
57.1K • Feb 23, 2019
Roughhousing With My Boy – My Troubled Teen
Trashy Trailer
52.3K • Feb 29, 2020
Trashy Trailer
Respecting The Family Patriarch – My Troubled Teen
50.8K • Mar 9, 2019
Respecting The Family Patriarch – My Troubled Teen
One For The Neighbors
37.6K • Mar 22, 2020
One For The Neighbors
A Family Dick Halloween
34.7K • Oct 28, 2019
A Family Dick Halloween
Giving It To My Old Man – Yard Work
33.8K • Mar 31, 2018
Giving It To My Old Man – Yard Work
Bring Your Son to Work Day
32.5K • Apr 11, 2020
Bring Your Son to Work Day
Tickle Torture
29.2K • Mar 28, 2020
Tickle Torture
You Promised Not To Tell
26.3K • Jan 30, 2020
You Promised Not To Tell
No More Tattoos, Just Taboo
20.6K • Aug 3, 2024
No More Tattoos, Just Taboo
Aaron Allen, Brody Kayman
Sexerance Part 3: My Outie Is Your Stepdad
20.4K • Jun 14, 2025
Sexerance Part 3: My Outie Is Your Stepdad
Nicholas Michaels, Eddie Patrick
Cole Connor Tickles Twink Skylar Finchh’s Hole With His Cock
19.6K • Sep 14, 2024
Cole Connor Tickles Twink Skylar Finchh’s Hole With His Cock
Cole Connor, Skylar Finchh
Stepdad Takes Me To “Church”
18.8K • Jul 17, 2021
Stepdad Takes Me To “Church”
Andrew Powers, Chris Damned
Welcome Home, Stepdaddy
16.9K • Nov 9, 2024
Welcome Home, Stepdaddy
Dakota Lovell, Greg Dixxon
I Need My Stepdaddy
16.6K • Nov 30, 2024
I Need My Stepdaddy
Chase Puck, Ryan St Michael
Creating My Stepson’s Dating Profile
15.1K • Sep 11, 2021
Creating My Stepson’s Dating Profile
Jax Thirio, Troye Jacobs
A Fantasy in Common
14.6K • Apr 8, 2023
A Fantasy in Common
Dakota Lovell, Derek Allen
What I Really Want
14.4K • Jun 17, 2023
What I Really Want
Brody Kayman, Zacc Andrews
Making Love With a Real Man
14K • Feb 15, 2025
Making Love With a Real Man
Dakota Lovell, Eddie Patrick
A Smell I Love
13.9K • May 11, 2024
A Smell I Love
Brody Kayman, Oliver Beck
It Will Be Our Secret
13.7K • Aug 9, 2025
It Will Be Our Secret
Alex Kof, Gage Palmer
On One Condition
12.7K • Apr 9, 2022
On One Condition
Grant Ducati, Lawson James
You Want More?
12.3K • Feb 20, 2021
You Want More?
Beau Reed, Edward Terrant
Eat Up – Your Stepdaddy Made You Cereal With Cum
12.1K • Jul 26, 2025
Eat Up – Your Stepdaddy Made You Cereal With Cum
Brogan, Jack Valor
Rob Quin Pays the Money He Owes With His Hole
12K • Aug 17, 2024
Rob Quin Pays the Money He Owes With His Hole
Miguel Reyes, Rob Quin
Give Me Your Blessing
11.8K • Oct 22, 2022
Give Me Your Blessing
Asher Day, Jax Phoenix
Hung Dilf Plows Clumsy Twink to Prove Him His Love
11.7K • Oct 5, 2024
Hung Dilf Plows Clumsy Twink to Prove Him His Love
Cole Connor, Skylar Finchh
You Don’t Know How to Use a Condom? Let Your Stepdaddy Teach You
11.5K • Mar 22, 2025
You Don’t Know How to Use a Condom? Let Your Stepdaddy Teach You
Brody Kayman, Jesse Stone
Cleaning Day Gets Filthy
11.5K • Sep 21, 2024
Cleaning Day Gets Filthy
Brody Kayman, Sam Ledger
Hunk Teaches His Twink Boy How to Flip-Fuck
11.4K • Sep 7, 2024
Hunk Teaches His Twink Boy How to Flip-Fuck
Dakota Lovell, Killian Knox
As Big as You Can Imagine
11.4K • Jul 27, 2024
As Big as You Can Imagine
Miguel Reyes, Rob Quin
Need Some Company?
11.4K • Aug 27, 2023
Need Some Company?
Jordi Massive, Rob Quin
A Good Old Spanking
11.3K • Jan 27, 2024
A Good Old Spanking
Alex Gonzalez, Johnny Ford
The Missing Swimming Briefs
10.8K • Nov 18, 2023
The Missing Swimming Briefs
Dakota Lovell, Trent Summers
Father’s Day Pool Table Fuck
10.6K • Jun 19, 2021
Father’s Day Pool Table Fuck
Jax Thirio, Troye Jacobs
Let Me Make It up To You
10.3K • Mar 23, 2024
Let Me Make It up To You
Damian Rose, Jax Thirio
How to Keep Your Balls Dry
10.2K • Mar 2, 2024
How to Keep Your Balls Dry
Benvi, Jax Thirio
New Traditions, New Gifts
9.4K • Jun 16, 2024
New Traditions, New Gifts
Brody Kayman, Dakota Lovell
My Stepdaddy Fucked My Frustration Away
9.2K • Dec 14, 2024
My Stepdaddy Fucked My Frustration Away
Jax Thirio, Max Mabry
Je Suis Horny, Stepdaddy
8.9K • May 24, 2025
Je Suis Horny, Stepdaddy
Angel Santana, Seb Leblan
Girl Problems? Fuck Stepdaddy!
8.2K • Jul 11, 2025
Girl Problems? Fuck Stepdaddy!
Angel Santana, Seb Leblan
Truth or Dare: Let Out Your Wildest Sex Fantasies With Your Stepdaddy
8.2K • Oct 18, 2025
Truth or Dare: Let Out Your Wildest Sex Fantasies With Your Stepdaddy
Caden Dior, Dick Dawson
Our Hot Tub Secret
7.9K • Jul 20, 2024
Our Hot Tub Secret
Brody Kayman, Dakota Lovell
Older is Better
7.9K • May 25, 2024
Older is Better
Brody Kayman, Skylar Finchh
How Hard Do You Want It?
7.8K • Aug 16, 2025
How Hard Do You Want It?
Flynn Fenix, Nicholas Ryder
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