Category: Daddy/Boy

Watch the latest and hottest videos featuring Daddy/Boy

A mature daddy with a younger boy is match for those who like the excitement of age difference. As the word daddy evolved into the general sense of older, dominant counterpart, the expression daddy & boy does not necessarily implie any incest or real life daddy & son setup (although it very well could be). If you are into daddies taking their turns on hot young studs check out these studios: MEN.com, IconMale, Lucas Entertainment.

Videos featuring Daddy/Boy

Sort: Date | Title | Views | | Comments | Random Sort Ascending
View:

The Secret Life of Married Men – Part 3 – Bud Harrison & Tobias

123 Views

Tobias has taken to cruising for hot husbands in the local dog park. Bud Harrison is just the kind of...

Every Town Secrets – Part 2 – Billy Santoro & Michael Del Ray

356 Views

Paperboy Michael Del Ray has something naughty in mind—he’s skipping school to suck Billy Santoro’s raging cock. Billy follows the note left in the morning’s paper, leaving the door unlocked and his sex-drive in overdriv...

Undercover Stripper – Part 1 – Manuel Skye & Skyy Knox

1.20K Views

Manuel Skye is going undercover as a stripper to investigate criminal activities—but before going out on the job he needs to receive training from Skyy Knox. The guys go from stretching hamstrings to holes after Skyy put...

The Secret Life Of Married Men – Part 1 – Will Braun & Trevor Long

1.37K Views

Roman Cage gets a taste of Diego Sans beautiful dick. Once mounted up, Roman’s ass is slammed from behind, the inside of his hole massaged by Diego’s pulsing cock. Diego fits in like a puzzle piece, sending shockwaves of...

Ass Raid

1.43K Views

Champ Robinson and Tex Davidson were hanging out in my hotel room after a shoot. Young bottom Chance Summerlin stopped by hoping to get a peak of his favorite porn star. Seconds later Chance was on his knees with his mou...

With Him – Dennis West & Griffin Barrows

509 Views

Dennis West and Griffin Barrows prepare for their first scene together. Griffin swallows Dennis’ dick, getting it nice and lubricated for his tight bottom. Dennis plunges his tongue into that tight hole, working it open ...

From A(pp) To Z – Kaden Alexander & Jordan Levine

584 Views

Jordan Levine works Kaden Alexander into a hot fucking frenzy with his engorged rod traveling in and out of Kaden’s back entrance....

Max Sargent & Brandon Wilde

885 Views

Jimmy's Dad needs him to clean up his neighbour's attic before he can go outside and hang with his friends. Jimmy is fed up with sweeping all the dust up so he throws the broom to the side and begins complaining to his d...

Beefy Gay Threesome – Ken Summers, Rico Marlon, Sergeant Miles

1.64K Views

Sergeant Miles doesn’t know what’s going on with his relationship (or lack thereof) with Brian Bonds, the star of “Breeding Prince Charming.” He sees the other contestants around him getting a shot to raw-dog the slutty ...

Fostter & Fabio Toba

1.85K Views

Timtales is excited to introduce a bareback newcomer: Fabio Toba. Opening that raw hole for the first time is Timtales exclusive Fostter Riviera. And he's at his best! Fostter teaches Fabio how to take a thick cock deepl...

The Nerd And The Escort – Will Braun & Jordan Levine

1.83K Views

This nerd is ready to fuck for the first time. Who better to pop his cherry than beefy Jordan Levine? Will Braun awkwardly invites him into his hotel room and watches and learns as he undresses. Will is complete with Jor...

Tim Kruger & Jairo

788 Views

Flashback to our London trip. Tim met Jairo, the beautiful fuck butt from Colombia. Turns out Jairo is not just an expert at deepthroating, he is an artist at it! Tim has never been deepthroated like this before. Don’t m...

Dalton Sirius & Ivan Gregory

1.08K Views

Dalton Sirius was crazy horny that day. He took ownership of Ivan Gregory’s bare hole like no one can. His thick Venezuelan cock raw fucked that strong bottom for hours. What a possessive macho fucker! ...

Gabriel Cross & Alex Mecum

859 Views

As he sits in cap and gown after his graduation ceremony, Gabriel Cross reflects on the roller coaster ride that brought him here, specifically, his university romance with Alex Mecum. Gabriel recalls how Alex, then an a...

Dr Fist

977 Views

In the doctor's office exam room, Seamus O'Reilly is bent down on all fours and taking two fingers up his tight hole from Hugh Hunter. As Seamus bears down on the examination table, Hugh slowly introduces more fingers in...

Uncle Spencer

908 Views

Kory's plane arrived late so he didn't show up to his step uncle's house at the agreed time. He walks into his step uncle's house while calling out his name but he no response back. He walks into his room and sees his s...

Raw Slut Hole

695 Views

Dakota Rivers and Brendan Phillips waste no time getting to know each other. The two are more than eager to discover each other’s perfect bodies, quickly tearing their clothes off and Brendan going straight for Dakota’s ...

Deep Hole Dungeon

617 Views

Blond and smooth, Cody Winter sprawls across a leather bench. His sir, D Arclyte, rubs his hands along Cody's lean body. Their shiny black harnesses squeak against the leather bench as Cody rips off his codpiece to revea...

Bathhouse Bait – Shawn Andrews & Billy Santoro

899 Views

Horny straight guy watches his friend cool off in the shower....

Sorry Sister – Brenner Bolton & Dennis West

980 Views

Brenner Bolton runs into his sister’s old ex from college—Dennis West. The guys catch up, and Brenner is reminded of the crush he had on Dennis all those years ago. Things escalate and heat up once back at Brenner’s for ...

Bad Cop

1.05K Views

Leo is chilling out smoking some medicinal herb when power hungry cop Bruce comes around the corner and begins to harass him. Leo is within his rights to but Officer Bruce could care less. He has other things on his mind...

I’m The Boss

798 Views

Young Michael Delray is a jealous lover who doesn't like that sexy Billy Santoro has been talking to an ex behind his back. Watch Michael show Billy whose boss as he fucks the older power bottom into a state of lustful s...

Punished By A Hunk

1.06K Views

Trent is asking his stepdad Alexy if he can go out with friends to party for the night. Alexy reminds him that he is still grounded for the next few days and he is not allowed to go party at all unless he grabs him a bee...

Pool Daddy – Jaxton Wheeler & Marco Montgomery

1.61K Views

It's a hot summer day and Jaxton is hard at work pulling weeds and cleaning up the pool at his client's house. He's been working his ass off for hours and finally decides that maybe today is the day he'll take a dip in t...

Paying Fines

500 Views

Sam is in trouble with the law and this time Officer Ducati is going to make him pay his dues. Sam has been busted beating off in the storage room again and his friend has ratted him out to cover his own ass. Officer Duc...

Mr. Big

755 Views

Sam is on his daily paper route routine but today is going to be different, extremely different. Word on the street is that this one house all his friends skip has a beast of a man who only comes out at night to pick up ...

Don’t Screw With Daddy

997 Views

Chase is being punished with chores for not coming home on time. His Stepdad John is making him clean the pool, rake the yard and move some plants around. Chase isn't happy about it one bit and ends up breaking the rake ...

Spies – Part 1 – Dirk Caber & Jacob Peterson

1.17K Views

The assignment: find the mole working in the Russian intelligence section of the FBI. Step one: Dirk Caber infiltrates Jacob Peterson’s tight ass with his smooth cock....

In The Closet – Billy Santoro & Michael Delray

821 Views

Billy Santoro sits at his desk writing. He is attentively typing away as Michael Del Ray sneaks into the room, startling him. Billy tells Michael about the call from his old married boyfriend. Distressed, Michel demands ...

Daddy Dearest – Adam Russo & Calvin Banks

1.74K Views

Hot daddy Adam Russo can't resist young, hung stepson Calvin Banks and gives in to his lustful urges. Watch the sex hungry young stud fuck his new daddy fast and hard with his huge monster cock....

Young And Hung – Adam Russo & Dirk Wakefield

1.33K Views

Hot ginger Dirk Wakefield seduces his friend's closeted stepdaddy Adam Russo for some forbidden older/younger sex. Watch the sex hungry college boy take the hairy daddy's hot, steaming load of cum after being fucked and ...

Escorts & Daddies – Adam Russo & Roman Todd

2.13K Views

Closeted daddy Adam Russo is in love with bad boy escort Roman Todd, and sneaks off to meet the tough talking stud for a good hard fuck. Watch hairy daddy Adam take it long and deep and shoot his hot load in an earth sha...

Page 1 of 2412345...1020...Last »