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Most boys learn the first time after a di...

Most boys learn the first time after a discipline session from Jeff Sterne. Unfortunately for Mikey Woods, he was called in for another hard lesson. Not only is Mikey subjected to relentless hand swats and leather paddle lashes, but he is stuffed with Ste
02:42
2220 views 2014-09-19

Jeff Sterne isn't to happy with Riverz re...

Jeff Sterne isn't to happy with Riverz recent performance, so he bends him over the knee and gives him a good whacking.
00:32
2314 views 2014-09-18

Dustin Fitch and Julian Smiles have a che...

Dustin Fitch and Julian Smiles have a cheap boss, which means they're stuck sharing a hotel room together.
02:36
2106 views 2014-09-18

Watching Hurston pound Wolfe's hole makes...

Watching Hurston pound Wolfe's hole makes Ferelli crave rod
02:00
1760 views 2014-09-13

Turk Melrose reveals a sleazy fetish to s...

Turk Melrose reveals a sleazy fetish to share with his buddy Winter Vance
02:33
2395 views 2014-09-11

Coach Ryan has to make sure that Josh is ...

Coach Ryan has to make sure that Josh is disciplined for losing the game. Sometimes, a good behind smacking is needed to get your point across.
01:20
2387 views 2014-09-06

Up to no good as usual, we came across Do...

Up to no good as usual, we came across Dominic, age 20. He was on his way to the library to study for an exam when we deviously stopped him. Dominic has various fetishes, but has never had the opportunity to try a facial. jizz in and see this tale unfold.
03:00
1692 views 2014-09-05

After some probing questions, Sterne find...

After some probing questions, Sterne finds out that Felix has never been disciplined, and is not taking life seriously. He resolves to spank that smirk right off of Russo's face. The fine latin teenie realizes that Sterne's not messing around when he brin
00:47
18588 views 2014-09-03

Here is a hot and sweaty spanking fetish ...

Here is a hot and sweaty spanking fetish scene featuring hot lover Michael Lee and adorable teen twink Keith Conner. This is the moment that Keith has been waiting for. As soon as he sets his eyes on Michael Lee’s gigantic penis, Keith gets face down on
02:33
2185 views 2014-09-03

It's charming obvious that when it comes ...

It's charming obvious that when it comes to pleasure from pain, Kyle and Matt have it slammed down to a science. Put it this way – if you've ever wanted to see 2 hot twinks taking part in a serious session of hardcore BDSM, this is the place where you w
02:29
1969 views 2014-08-30

Studio newcomer Caleb Johnson is an insta...

Studio newcomer Caleb Johnson is an instant favorite amongst our dedicated members. Watch and listen as Jacob fields some of the steamiest questions then treats his viewers by stroking his throbbing dong. As if swallowing his thick creamy load onto his wa
02:40
1557 views 2014-08-30

Hunky art teacher David seduces pretty yo...

Hunky art teacher David seduces pretty young student Robbie in detention
02:33
2740 views 2014-08-27

Tory Mason gets fed and banged by his cap...

Tory Mason gets fed and banged by his captors Turk Melrose and Winter Vance
02:33
2927 views 2014-08-22

Alvarez fucks Knight's behind in every po...

Alvarez fucks Knight's behind in every position until he cums!
02:00
1784 views 2014-08-16

Alexsander Freitas isn't much of a garden...

Alexsander Freitas isn't much of a gardener, so Wade Westin puts his hired help to better use!
05:03
1926 views 2014-08-16

Aiden says he's a real greenhorn when it ...

Aiden says he's a real greenhorn when it comes to naughty fetishes. Nevertheless Andy lures him to the dark-- or shall we say "wet" side-- for a lesson in men's moisturizing! Who wouldn't agree to a creamy, gooey session with Andy on the facial
03:00
1511 views 2014-08-15

Bubble butt teenie Chase teen has never b...

Bubble butt teenie Chase teen has never been tied up before. Brycen Cox is ready to show him how it's done. Brycen pulls the horny massive assed twink's belt off and starts spanking him with it. Brycen pulls Chase's pants down and begins eating the southe
01:02
1691 views 2014-08-13

Trystian's Fratboy fantasy came to life w...

Trystian's Fratboy fantasy came to life when he finds his campus crush, Bryce Wilson blindfolded, naked and strapped to a chair, not knowing what Trystian charming has in store for him. The uncertainty excites him to no end, judging by how hard his gigant
02:40
1817 views 2014-08-06

King continues his aggressive fucking of ...

King continues his aggressive fucking of Carter's tight ass
02:00
1604 views 2014-07-30

5 boys with a lust for hard rod and warm ...

5 boys with a lust for hard rod and warm cum share a bed and get each other off!
02:33
3219 views 2014-07-27

Wearing a gas mask & fetish gear, Jordano...

Wearing a gas mask & fetish gear, Jordano whips slave Franco
03:00
1743 views 2014-07-21

Bad boyfriend Preston Stone soon learns t...

Bad boyfriend Preston Stone soon learns that the "first step is admitting it, and the second step is taking it" and take it he surely does in this hard spank scene. This is a tough-love session where Jeff Sterne breaks Preston down, swatting the platinum
00:48
1935 views 2014-07-16

Jimmy fucks Vaughn's perfectly round behi...

Jimmy fucks Vaughn's perfectly round behind & drills him
03:00
1759 views 2014-07-06

The Cage (Part 1) - Chase teenie wakes up...

The Cage (Part 1) - Chase teenie wakes up feeling disoriented and confused until it all slowly comes back to him. He is in Skyelr's dungeon, locked up in a cage. The confusion dissipates as he feels warmth rushing through his body as he sees his Master st
05:18
2417 views 2014-07-04

Starring: Jeff Sterne, Drake Isaac, Luke ...

Starring: Jeff Sterne, Drake Isaac, Luke Allen
00:28
2455 views 2014-07-03

On Santa's slutty or nice meter, Sencer's...

On Santa's slutty or nice meter, Sencer's in the red. He's been a bad BF and now he needs his nasty spankings to get his twinky presents.
00:35
3616 views 2014-06-21

Josh Vonn gets a wide injection from twin...

Josh Vonn gets a wide injection from twink JJ Stone in the doctors office!
05:01
3142 views 2014-06-20

Dustin Fitch thinks Julian Smiles' dong i...

Dustin Fitch thinks Julian Smiles' dong is his pillow, oops? This week on My Gay Boss!
02:36
1974 views 2014-06-19

Giovanni Lovell is just the extra bit of ...

Giovanni Lovell is just the extra bit of flavor Mike Manchester is looking for this week!
05:04
3014 views 2014-06-14

Tanner Sharp & Elijah White aren't very s...

Tanner Sharp & Elijah White aren't very subtle about what they want to take Jasper Robinson home for but twinks will be twinks. Tanner is a spunky blondy 18 yr cougar who's hungry for dick. He slurps down Jasper's and Elijah's monstrous, wide schlongs get
01:32
3348 views 2014-06-03

The lovely and attractive Kurt Summers wa...

The lovely and attractive Kurt Summers wakes up to find himself in the hot jock Evan Parker's sex dungeon. Evan starts his bondage fetish by trying to choose the right toy to punish Kurt's smooth little ass. Evan quickly moves on to punishing Kurt's tight
01:59
3821 views 2014-05-31

In a bear bar brawl, lucky TJ wins himsel...

In a bear bar brawl, lucky TJ wins himself a boy to spank. Tossing off Vince's clothes and tweaking his nipples hard causes his twink prize to squirm with pleasure and pain. TJ has his way with Faulkner, his new toy. After rimming Vince's tight little but
00:32
3218 views 2014-05-28

All of the hardcore buttplay makes Reed's...

All of the hardcore buttplay makes Reed's schlong rock hard.
02:03
1973 views 2014-05-25

Coby new to spank wishes he had done bett...

Coby new to spank wishes he had done better with his performance at the recital, than maybe he wouldn't had suffered the consequences of a nice red booty.
02:20
2223 views 2014-05-19

2 guys tagteam a mouth and a ass with the...

2 guys tagteam a mouth and a ass with their humongous dicks
02:00
1807 views 2014-05-17

Jimmy mounts towering giant Alexander & p...

Jimmy mounts towering giant Alexander & pounds his load out
02:00
1846 views 2014-05-15

These studs spin Weston around like their...

These studs spin Weston around like their own private sex toy
02:00
1837 views 2014-05-09

fresh new teenie Hayden Chandler has agre...

fresh new teenie Hayden Chandler has agreed to let Michael Lee spank his pretty little booty on camera. Hayden’s lovely bubble booty gets slapped with a unprotected hand, a paddle and even Michael’s throbbing dick. Michael eventually gets blown and ri
02:11
2348 views 2014-05-07

Austin Tyler was looking for some proper ...

Austin Tyler was looking for some proper punishment, so he hired daddy Tucker McKline.
02:36
2034 views 2014-05-05

Jack Diamond is a little young thief, ste...

Jack Diamond is a little young thief, stealing money from Renaldo's wallet, and he is not happy. Sir Noir begins with a series of hard swats of the hand over Jack's jeans, then switches to his new bigger, meaner wooden paddle. As we've seen before he is m
02:34
2750 views 2014-05-05

Kyle Ross is abducted by an underground g...

Kyle Ross is abducted by an underground group of unprotected sex crazed twinks. Dragged in unconscious as the twink deviants have their way with Kurt Summers. Finding himself naked in a cage Kyle is then met by the hot smooth bod of Jacobey London and he
01:04
2448 views 2014-05-04

"Fuck strap-ons"! Parker Perry mounts Dav...

"Fuck strap-ons"! Parker Perry mounts David Chase hard in their sweaty jockstraps!
02:37
2094 views 2014-04-29

Saint relentlessly rides Reynolds' hole u...

Saint relentlessly rides Reynolds' hole until both studs cums
02:00
1738 views 2014-04-28

Wagner turns the tables on West, choking ...

Wagner turns the tables on West, choking him with his rod!
02:00
1754 views 2014-04-27

Hunky muscle daddy Collin has some specia...

Hunky muscle daddy Collin has some special plans for teenie guy Ryker
05:04
4516 views 2014-04-27

With a hot student like Colby needing a f...

With a hot student like Colby needing a favor it's no wonder hung teacher Scott abuses his position
02:33
2390 views 2014-04-23

Ethan Conner doesn't quite know what he's...

Ethan Conner doesn't quite know what he's in for when he gets called in for a dose of teenie discipline. Spank master Jeff Sterne punishes the poor twink's cheeks with an arsenal of wooden and leather paddles until they're bright flaming red.
02:38
2145 views 2014-04-22

Marc Dylan gets fucked by a predator in h...

Marc Dylan gets fucked by a predator in head-to-toe leather
01:59
2106 views 2014-04-22

Martin was out to meet a prospective room...

Martin was out to meet a prospective roommate. and found his next gay hookup! He ran into Luke on the way, and was so horny that he couldn't wait for the new roomie! He flashed a sly smile when we mentioned "fetish" and was oh-so-delighted whe
03:00
1599 views 2014-04-20

Alexsander Freitas isn't much of a garden...

Alexsander Freitas isn't much of a gardener, so Wade Westin puts his hired help to better use!
02:36
1881 views 2014-04-19

Mecelli shoves his snake deep down D'Mach...

Mecelli shoves his snake deep down D'Macho's hungry throat.
02:00
1716 views 2014-04-16

Kayl is a pretty thing with our favorite ...

Kayl is a pretty thing with our favorite kinds of fetish, a fetish for massive cock! We liked Kayl's good looks so much we had to give him not 1 first large meat, but two! We got right down to business with 1 giant gay dong in his mouth and another stuffe
03:01
1541 views 2014-04-14

They make him watch as Houston bends Dick...

They make him watch as Houston bends Dickson over and mounts!
02:00
2284 views 2014-03-28

Hung hunk Evan Parker is up to his cougar...

Hung hunk Evan Parker is up to his cougar tricks again and he has bubble booty Chase teen all tied up. Evan breaks out a variety of toys to start off this naughty fun and after mercilessly abusing Chase's mouth and ass Evan ties the teenie young to a sex
02:27
2032 views 2014-03-28

Keegan is a small town boyfriend from Tex...

Keegan is a small town boyfriend from Texas with a normally rough exterior. Renaldo wants to see what this happens when he's at the end of a paddle. As we've learned before Renaldo is not a gentle disciplinarian. A few hard swats with his hand alone does
02:37
1587 views 2014-03-27

Dom Trenton has James locked in a cage - ...

Dom Trenton has James locked in a cage - he's been a bad dog
02:01
2307 views 2014-03-27

It seems that Derrick Porter's lack of di...

It seems that Derrick Porter's lack of direction and discipline is taking him nowhere fast. Jeff Sterne gives the yellow-haired twink BF his first dose of corporal punishmentever. Its a special case so Porter gets the hands-on spank treatment, and not 1 u
00:48
4855 views 2014-03-27

D'Macho gets on all 4's, Currero rides hi...

D'Macho gets on all 4's, Currero rides him like a jackhammer
02:00
2329 views 2014-03-27

Spankings at Twink Inc. delivers yet agai...

Spankings at Twink Inc. delivers yet again with another magnificent spanking scene. This one features two adorable twinks that have a fetish for spanking and are proud of it. And they should be, it is quite an entertaining and wild pastime. Nothing gets
02:29
1442 views 2014-03-27

Marc is at it again with his leather harn...

Marc is at it again with his leather harness powering through this spank scene.
02:36
1865 views 2014-03-27

Christian Collins and Kurt Summers are 2 ...

Christian Collins and Kurt Summers are 2 ravishing twinks with a game plan to get their balls out. Kurt gets Christian's shorts down to reveal to his gigantic boner and shows just how hungry for schlong he is. Christian does't even bother undressing Kurt,
00:57
4519 views 2014-03-27

Wade gets sent to the counselor's office ...

Wade gets sent to the counselor's office for shooting spit wads. Renaldo believes in corporal punishment, and immediately bends the wild twink over his lap. After using his hand for awhile, the severe latin punisher brings out the paddles. Even after t
02:20
2145 views 2014-03-27

Sterne leaves these three teenie twinks w...

Sterne leaves these three teenie twinks with some serious welts on their smooth, teenie, freshly paddled butt cheeks.
02:28
2148 views 2014-03-25