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Showing posts with label Spanking Straight Boys. Show all posts
Showing posts with label Spanking Straight Boys. Show all posts

Tuesday, July 25, 2023

Darren on the Spanking Bench

 




Darren, 25 and straight, is back. Today he’s going on the spanking bench for a hard spanking.








Tom has never liked how chatty Darren can be, and he has decided to remedy that with this spanking. He spanks Darren by hand and with a leather belt. 





As soon as he begins spanking Darren, Tom realizes that Darren is feeling this spanking much more than any other (Darren later said something about the bent-over position making it sting more). 




Tom leans into it and makes sure that this spanking leaves an impression. Darren yells repeatedly, but Tom doesn’t let up. When it’s over, Darren is quiet and subdued. He displays none of his usual cockiness and is quite ready to leave





Darren on the Spanking Bench

Spanking Straight Boys










Sunday, July 9, 2023

Terry's Wedgie Spanking




 Terry, 20 and straight, knew he was going to be spanked today, but he had no idea that he was going to get a wedgie, too. 




He is the first boy who ever looked at the clips hanging from a rope and immediately guessed they were for a wedgie. His only other guess was that maybe they were for his ears! (That would be painful.)




Terry gets a hard spanking and an epic wedgie in a pair of white briefs. The wedgie actually lifts him off the floor (that’s only happened once before). The spanking includes Tom’s hand, a leather whip/strap, a wooden shoehorn, and a wooden spoon. 




Terry can’t decide which was worse: the wedgie or the spanking!"





Terry's Wedgie Spanking

Spanking Straight Boys






Monday, June 26, 2023

Vince's First Spanking

 



Tom puts Vince on the table and fully restrains and gags him. 





He then begins spanking him by hand and also uses a birch, riding crop, and a tawse. 





Vince hasn’t been spanked in many years. He struggles with the sting of the spanking. 





He tells Tom the tawse is the worst.
After unbinding Vince, Tom has him bend over the table for more spanking. 





It’s another excellent position to show off Vince’s butt, which has gotten very red."





Vince's First Spanking

Spanking Straight Boys











Tuesday, June 20, 2023

Russell in Baseball Gear Part 2

 




Russell is as cute as a button, but his appealing facade hides his stubborn and contrary nature. 




Russell does not hesitate to speak his mind. A series of spankings have brought Russell somewhat in line. He’s less likely to get mouthy, but he has made it perfectly clear to Tom that he does not like being spanked.







This is the conclusion of Russell’s baseball gear spanking. He couldn’t look cuter or hotter than he does in a baseball uniform. His butt is already quite red, but it’s about to get redder still. Tom spanks Russell quite a bit by hand but also gives him a hard session with the belt. Russell slowly goes from a jockstrap and socks to complete nudity, kicking, grunting and complaining as the spanking progresses. 





He also repeatedly grabs and pulls at Tom’s pants, unaware that Tom really likes that. He wipes at his eyes at least once, 





but is far too proud and stubborn to shed any tears





Russell in Baseball Gear Part 2

       Spanking Straight Boys








Wednesday, June 14, 2023

Mindfulness




Nineteen-year-old straight boy Landon is back for his second spanking. At his first spanking, he readily admitted he needed help with motivation. Today he says that, while he has been more motivated, he needs to be more mindful. Tom’s happy to help.






Tom tells Landon to get on the table and begins spanking Landon’s round, muscular butt by hand and with a variety of implements including a yardstick and a silicone taws. Landon finds the tawse very difficult to take.





It drives him near to tears (and he might actually be wiping away a couple). The intensity of the spanking does keep Landon mindful of what’s going on, so Tom’s making progress





Mindfulness

Spanking Straight Boys








Tuesday, May 30, 2023

Terry's Fucking Spanking

 Terry's Fucking Spanking


Terry is a 20 year old straight boy. Today he gets to have fun fucking a sex toy. However, it’s only fun until Tom starts simultaneously spanking him.




Terry has trouble concentrating on his sexual performance as the spanking progresses. 




Tom spanks Terry by hand and with a yardstick, a large antique fraternity paddle and a riding crop. 






He then tells Terry he has to finish fucking




the sex toy and cum in a set period of time to avoid a lot more spanking. Can he do it?"






Terry's Fucking Spanking

Spanking Straight Boys 









Thursday, May 25, 2023

Joey Over the Knee

 

Joey Over the Knee




Joey is a 24-year-old straight boy. 




He’s a hot guy with a great face and body. He only very reluctantly agrees to do spanking videos. It doesn’t seem to be the embarrassment that gets to him. Instead, with Joey, it seems to be all about the sting of the spanking.


Today he finds him


.


self over Tom’s knee, and, like so many of the other young men Tom spanks, Joey hadn’t expected to be over the knee. As is always the case for they boys who don’t expect that, Joey doesn’t expect it because he didn’t ask.




Tom spanks Joey by hand and with a leather slapper. Joey’s ass gets red quickly and he is writhing about and complaining almost from the start. 




He reaches back and rubs his butt several times, and, when he does have to get up,




he walks around like a scolded boy. He’s a great Spankee.





Joey Over the Knee

Spanking Straight Boys 






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