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Spanking Straight Boys: Drake in the Spanking Tower

Posted on March 29, 2023 2:15 am by Ward 1 Comment

Spanking Straight Boys: Drake in the Spanking Tower

Drake is a very hot 19-year-old with stunning looks. Tom thinks Drake is used to being adored. It makes spanking him all the more satisfying.

Drake had never seen the spanking tower before today. He couldn’t figure it out. It confused him more than any other boy Tom has put in it. He tried to climb on top of it at first. Tom has to tell him how to get in the tower. Once he’s in the tower, Tom begins spanking Drake by hand. He then uses a leather strap, a paddle and two flogs on him.

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Spanking Straight Boys: Joey’s First Spanking

Posted on March 22, 2023 2:22 am by Ward 1 Comment

Spanking Straight Boys: Joey’s First Spanking

Joey is a 24-year-old Hispanic straight boy with a great butt. Before today, he had never been touched by a man and had never done any type of adult work.

Joey took longer to decide to do a video than just about any model we’ve shot. He would periodically contact us at the last minute saying he wanted to shoot, but every time it would fall through. Tom expected this time would be no different. This time, however, Joey follows through.

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Spanking Straight Boys: Josh’s Wedgie Spanking

Posted on March 15, 2023 2:25 am by Ward 2 Comments

Spanking Straight Boys: Josh’s Wedgie Spanking

Josh is a 19-year-old straight boy who arrives to find a surprise today: two clips on a rope hanging from the ceiling. Tom asks Josh what he thinks the clips will be used for. Josh says maybe to attach to his feet or arms. Wrong!

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Spanking Straight Boys: Hours Late

Posted on March 8, 2023 12:55 am by Ward Comment

Spanking Straight Boys: Hours Late

Terry is a 20-year-old straight boy. He had a long drive to get to his spanking today. He texted Tom what he was on his way and gave an estimate of a few hours. He showed up hours late for the shoot, blaming an accident and the resulting traffic. However, it became clear that, even under the best of conditions, Terry couldn’t have hoped to arrive when he said he would in his text.

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Spanking Straight Boys: Cooper Breaks Down

Posted on March 1, 2023 1:34 am by Ward 2 Comments

Spanking Straight Boys: Cooper Breaks Down

Cooper is a 19-year-old straight boy with a beautiful face, blond hair and a big, round butt. Cooper has been coming to his shoots in a nice little white compact car. He got the car from a friend’s mother in exchange for having sex with her. Yes, that’s right, Cooper is buy-sexual. If you buy him something, he might sleep with you!

It was a reliable, fuel-efficient car. Cooper says he sold the car, but Tom seems to remember Cooper saying he borrowed money on it and lost it when he didn’t make the payments on time. Either way, that car was gone, so Cooper had to buy another one. He bought one a few days before this shoot. The car broke down on the long drive, and Tom was out in the wee hours of the morning helping Cooper to get the car running again.

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Spanking Straight Boys: CJ Over The Knee

Posted on February 22, 2023 1:52 am by Ward 7 Comments

Spanking Straight Boys: CJ Over The Knee

CJ is a hot 23-year-old straight boy with an amazingly round and firm bubble butt (one of the best we’ve shot). Today he’s back for his second spanking. Tom told him to dress nicely and he did, wearing a navy blazer, dress pants and a pair of loafers.

As is virtually always the case with every shoot, CJ didn’t ask for any details about today’s spanking. He is very surprised to learn he’s going over Tom’s knee, as you can see by the look on his face.

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Spanking Straight Boys: Darren’s Fucking Spanking

Posted on February 15, 2023 1:15 am by Ward 1 Comment

Spanking Straight Boys: Darren’s Fucking Spanking

Darren is a hot, muscular straight boy with a huge cock. He has had sex with a lot of women in a lot of settings, and has described many of his sexual exploits to Tom. Tom wants to see Darren in action, so he has him fuck a sex toy while Tom gives him a hard spanking.

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Spanking Straight Boys: Terry’s First Spanking

Posted on February 8, 2023 1:01 am by Ward 1 Comment

Spanking Straight Boys: Terry’s First Spanking

Terry is a blond 20-year-old straight boy. Before today, he had never done any type of adult work. This video begins with a brief interview. Terry’s no stranger to physical discipline, but it has been a while since his last spanking.

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Spanking Straight Boys: Carter Outside

Posted on February 1, 2023 1:30 am by Ward Comment

Spanking Straight Boys: Carter Outside

Carter is a 24-year-old straight college student. Tom wanted to put him in a somewhat exposed setting for this spanking. Mission accomplished.

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Spanking Straight Boys: Future Plans

Posted on January 25, 2023 12:13 am by Ward Comment

Spanking Straight Boys: Future Plans

Tom has been spanking Josh for quite a while now. Tom gave Josh his first-ever spanking when he was just 18. He told Tom then that this was going to be a one-and-done thing. It’s almost four years later and Josh finds himself over Tom’s knee once again.

Years have passed and Josh hasn’t reached any milestones in life. He hasn’t graduated and isn’t currently attending college. He hasn’t trained and developed any skills for a trade. He isn’t pursuing a dream. He doesn’t really have any plans except plans to make plans at some point in the future. Put simply, Josh lacks direction.

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