Home - WAYBIG
Upload
Browse Channel

Family Roleplay Videos

689 scenes and galleries
Content
All Videos Galleries
689results
Featured Performers

Popular in Family Roleplay

Reese Rideout Reese Rideout 17 recent appearances Brody Kayman Brody Kayman 15 recent appearances Asher James Asher James 15 recent appearances Jack Valor Jack Valor 13 recent appearances Nicholas Michaels Nicholas Michaels 12 recent appearances Jax Thirio Jax Thirio 12 recent appearances Guy Spencer Guy Spencer 11 recent appearances Colby Tate Colby Tate 11 recent appearances
Deeper Learnings Fuck My Ass and Teach Me, Daddy! Deeper Learnings Fuck My Ass and Teach Me, Daddy! Tripp TallonCasey Cohn BY: Family Dick Aug 22, 2026 75%
Help Me Stop Gooning! Lend Me Your Ass Help Me Stop Gooning! Lend Me Your Ass Marcus McNeillNicholas Michaels BY: Brother Crush Aug 25, 2026 100%
Help - The Spencer Stepfamily Vol. 1 Help - The Spencer Stepfamily Vol. 1 Guy SpencerGray West BY: Transcest Aug 14, 2026 50%
Goodbye to Girl Problems: Archer Gets Fucked by Daddy Goodbye to Girl Problems: Archer Gets Fucked by Daddy OzHawkDaddyArcher Black BY: Family Dick Aug 07, 2026 0%
Prove You Are Mature and Obedient: Be My Dog for the Day Prove You Are Mature and Obedient: Be My Dog for the Day Only MattNicholas Michaels BY: Family Dick Aug 05, 2026 100%
Fraternity Fantasies: Legacy Privileges Fraternity Fantasies: Legacy Privileges Josh BradyBeaux Matthews BY: Next Door Taboo Aug 01, 2026 78%
My Step-Bro The Tight End My Step-Bro The Tight End Ryder OwensMiles Fallon BY: Family Creep Aug 17, 2026 71%
Do You Like Daddy’s Clothes? Caught Playing Dress Up Do You Like Daddy’s Clothes? Caught Playing Dress Up OzHawkDaddyArcher Black BY: Family Dick Jul 30, 2026 50%
The Brooks Stepfamily Vol. 4: Sweat The Brooks Stepfamily Vol. 4: Sweat Stevie TrixxJosh Reaper BY: Transcest Jul 30, 2026 67%
No More Bedtime Stories, Only Ass Poundings No More Bedtime Stories, Only Ass Poundings Brian BondsDevinBWC BY: Family Dick Jul 22, 2026 67%
You Fucked My Cake, Now Fuck My Ass! You Fucked My Cake, Now Fuck My Ass! Cisco SilvaLuke Mimo BY: Brother Crush Jul 22, 2026 100%
Soledad, Part 1 Soledad, Part 1 Jake PrestonOliver MarksCarter Collins BY: MEN.com Jul 20, 2026 80%
My Step-Bro Does Porn My Step-Bro Does Porn Alfonso OsnayaVincent Grey BY: Family Creep Jul 20, 2026 89%
You Can’t Kick a Ball, But You Can Drain My Balls! You Can’t Kick a Ball, But You Can Drain My Balls! Brian BondsDevinBWC BY: Family Dick Jul 18, 2026 100%
Extended Stay Vol. 3: Goodbye for Now Extended Stay Vol. 3: Goodbye for Now Derek SpearsColby TateGuy Spencer BY: Transcest Jul 16, 2026 33%
You Got Me Back In Business, I'll Get Your Backside Stuffed! You Got Me Back In Business, I'll Get Your Backside Stuffed! Nicholas MichaelsTripp Tallon BY: Family Dick Jul 11, 2026 100%
The Brooks Stepfamily Vol. 3: Caught The Brooks Stepfamily Vol. 3: Caught Girth BrooksStevie Trixx BY: Transcest Jul 02, 2026 100%
Dick Prints for Father’s Day (and a Super Creamy Finale!) Dick Prints for Father’s Day (and a Super Creamy Finale!) Johnny FordJacob King BY: Family Dick Jun 18, 2026 90%
The Brooks Stepfamily Vol. 3: Time Alone The Brooks Stepfamily Vol. 3: Time Alone Stevie TrixxJosh Reaper BY: Transcest Jun 18, 2026 0%
Peeping The Peeper Peeping The Peeper Josh BradyZac SteeleKai Carter BY: Next Door Taboo Jun 08, 2026 100%
The Brooks Stepfamily Vol. 3: Goodbye for Now The Brooks Stepfamily Vol. 3: Goodbye for Now Girth BrooksStevie TrixxJosh Reaper BY: Transcest Jun 04, 2026 0%
No Followers? Let Me Fuck You Live and We'll Go Viral No Followers? Let Me Fuck You Live and We'll Go Viral Cisco SilvaLuke Mimo BY: Brother Crush May 28, 2026 100%
Don’t Lick Old Cum From My Fleshlight, I Have a Fresh Load For You Don’t Lick Old Cum From My Fleshlight, I Have a Fresh Load For You Zack LamattraqueJeremy Angel BY: Brother Crush May 26, 2026 100%
The Brooks Stepfamily Vol. 3: Opportunities The Brooks Stepfamily Vol. 3: Opportunities Stevie TrixxLane Colten BY: Transcest May 21, 2026 0%
No More Parties Until You Cum Home With Us No More Parties Until You Cum Home With Us Dex DevallJon RyderTripp Tallon BY: Family Dick May 07, 2026 90%
If You Want to Fuck on Your First Date, You Should Get Fucked First! If You Want to Fuck on Your First Date, You Should Get Fucked First! Adam LancerAdam Tyme BY: Brother Crush May 07, 2026 80%
Extended Stay Vol. 3: Caught Extended Stay Vol. 3: Caught Derek SpearsColby TateGuy Spencer BY: Transcest May 07, 2026 0%
Swapping Step-Dads: Revenge Fuck Swapping Step-Dads: Revenge Fuck Derek KageZac Steele BY: Family Creep May 05, 2026 80%
Morning Wood: You're Ready to Take It Like a Man! Morning Wood: You're Ready to Take It Like a Man! Dex DevallJon RyderTripp Tallon BY: Family Dick Apr 30, 2026 92%
One Last Cum Launch Before Space Camp One Last Cum Launch Before Space Camp Zack LamattraqueJeremy Angel BY: Brother Crush Apr 30, 2026 100%
Ripe Armpits, Sweaty Balls and Hairy Assholes: The Perfect Bonding Moment! Ripe Armpits, Sweaty Balls and Hairy Assholes: The Perfect Bonding Moment! Eddie PatrickJacob King BY: Family Dick Apr 28, 2026 73%
Swapping Step-Dads: Sneaking Around Swapping Step-Dads: Sneaking Around Reese RideoutJacob King BY: ASG Max Apr 28, 2026 58%
Game Day With Stepdad Game Day With Stepdad Josh BradyGreg Dixxon BY: Next Door Taboo Apr 28, 2026 92%
Feel Good About Your Dick And Feel Mine Inside of You Feel Good About Your Dick And Feel Mine Inside of You Adam LancerAdam Tyme BY: Brother Crush Apr 23, 2026 88%
You Can't Suck Your Own Cock, But I Can Do It For Ya! You Can't Suck Your Own Cock, But I Can Do It For Ya! Dex DevallJon Ryder BY: Family Dick Apr 23, 2026 100%
The Brooks Stepfamily Vol. 2: Something in Common The Brooks Stepfamily Vol. 2: Something in Common Girth BrooksStevie TrixxLane ColtenJosh Reaper BY: Transcest Apr 23, 2026 0%