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  • Spanking Straight Boys: Owen in the Stockade

    Posted on May 15, 2024 12:10 am by Ward 2 Comments

    Spanking Straight Boys: Owen in the Stockade

    Owen is 21 and straight. Tom has spanked him with many implements in many positions. Today, Owen is in for some new experiences: being locked in a stockade and punished with a surprising new implement! In Colonial times, a person locked in a stockade (also known as a pillory) would likely face being pelted in the face with rotten fruit, or worse. Tom’s concentrates on the other end.

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    📂This entry was posted in Bondage Male Spanking Spanking Straight Boys straight guys 📎and tagged bondage Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: Russell On The Rail

    Posted on May 8, 2024 1:47 am by Ward 3 Comments

    Spanking Straight Boys: Russell On The Rail

    When Russell first came to us, he was a mouthy young man with a bad attitude. Over the course of a series of spankings, Russell has learned to be obedient and respectful. Tom doesn’t believe this has changed Russell’s nature, but just teaching someone like Russell to conform is an accomplishment. Knowing when to hold your tongue and behave is important.

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    📂This entry was posted in Bondage Male Spanking Spanking Straight Boys straight guys 📎and tagged bondage Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: Blocking Tom

    Posted on May 1, 2024 2:53 am by Ward Comment

    Spanking Straight Boys: Blocking Tom

    Uri, 20 and straight, is back for another spanking. Tom didn’t think he’d be coming back, and neither did he. In fact, he was so sure he wasn’t coming back that he deleted Tom’s contact information and blocked him. He had a change of heart, found a way to get back in touch, and here he is for his second spanking.

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    📂This entry was posted in Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: Tom Spanks Darren and Vince

    Posted on April 24, 2024 1:59 am by Ward Comment

    Spanking Straight Boys: Tom Spanks Darren and Vince

    Darren and Vince have just finished spanking each other. Now it’s time for Tom to spank both of their already red, sore butts. Tom has them kneel on the couch and then goes hard at both of them.

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    📂This entry was posted in Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: Landon In The Spanking Tower

    Posted on April 17, 2024 1:59 am by Ward 4 Comments

    Spanking Straight Boys: Landon In The Spanking Tower

    Landon, age 20, is the latest straight boy to walk in and find a strange, foreboding looking contraption in the room. Like most, he doesn’t know what the spanking tower is or how it works, but, like all the rest, he knows it can’t be good.

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    📂This entry was posted in Bondage Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: The Evil Eye

    Posted on April 10, 2024 5:41 am by Ward Comment

    Spanking Straight Boys: The Evil Eye

    Terry, 21 and straight, is back. Today he’s in for a hard caning and a whipping with a martinet. Tom pushes Terry hard. Terry struggles to maintain his composure under the sting of the cane and the whip. He’s holding back tears many times. At one point he looks over his shoulder to give Tom a dirty look (the evil eye).

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    📂This entry was posted in Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: Carter and Josh Side by Side

    Posted on April 3, 2024 2:20 am by Ward Comment

    Spanking Straight Boys: Carter and Josh Side by Side

    It’s been a long day for straight boys Carter and Josh. First, Tom had Carter straddle Josh. Tom then gave Carter a long, hard spanking. Next, Tom had them swap positions and gave Josh an equally hard spanking. Now Tom has the boys get up on their hands and knees, side-by-side, while Tom spanks and paddles both of them.

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    📂This entry was posted in Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: A Quiet Place

    Posted on March 27, 2024 4:09 am by Ward 4 Comments

    Spanking Straight Boys: A Quiet Place

    Tom grew tired of Darren’s chatty nature long ago. Today he brings Darren out back, bends him over a table and tells him to be quiet. Darren starts talking at one point, but Tom shuts him down, in the way Tom does so well!!.

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    📂This entry was posted in Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: Whose Ass?

    Posted on March 20, 2024 2:47 am by Ward Comment

    Spanking Straight Boys: Whose Ass?

    Josh showed up about two weeks late for this spanking. He had to reschedule because he had been spanked in a video for someone else, and the other spanker left some bruises.

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    📂This entry was posted in Bondage Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

  • Spanking Straight Boys: Uri’s First Spanking

    Posted on March 13, 2024 3:17 am by Ward Comment

    Spanking Straight Boys: Uri’s First Spanking

    Uri is Tom’s newest model. He is 20 and straight, and he’s never done any type of adult work before. Before today, he had never been touched by a man.

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    📂This entry was posted in Male Spanking Spanking Straight Boys straight guys 📎and tagged Male Spanking Spanking Straight Boys

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