Gay Extrim

Sean, a 24-year-old straight military boy with a great ass, wanted a chance to earn more than a video would usually pay. However, he didn’t want to also do a sexual video for our other site (RedHotStraightBoys), so the only option Tom could give him was to do a much longer, harder spanking.
The negotiations for this spanking were complex, and you can read a more detailed description of them in the narrative for the first part of this spanking (Sean’s First Spanking). One interesting point of negotiation was that Sean wanted to remain clothed for the entire video! Of course, that was a non-starter for Tom and Sean had to give up on that goal.
In this video, you’ll see Sean go back over Tom’s knee for the second part of his spanking. What Sean didn’t know was that he had really already had what amounted to a full first spanking in part one. If Sean wanted the full amount he might earn this day, he was going to have to endure quite a spanking. When Tom tells Sean he isn’t even halfway through his spanking, Sean confidently states he won’t give up on it. That’s not a smart thing to say. It tells Tom that he should continue with a harsh spanking.
Sean has an increasingly tough time handling this spanking. He continues to bite/suck his thumb periodically and curses frequently under his breath. At one point, Tom stands him up for part of his spanking, and then orders him onto his knees for another. Sean obeys, though it’s clear he doesn’t want to.

Format: mp4
Duration: 18:20
Video: 1280×720, AVC (H.264), 4816kbps
Audio: 181kbps

File size: 671.7 MB

Read more

With Jay’s boundaries to be "ass-essed," he meets up with Rave. "Down to chill?" Rave asks; his big cock has got some plans for Jay’s hole. Getting more head from the Asian bottom, the top gives a, "good boy;" remember Jay’s comment about, "the bigger the better," well this ought to work out, and in, nicely. Reassuring Jay about the sling, Rave says he is, "gentle, to start." Eating his partner’s perfect hole, Rave has to work on opening Jay up more before they fuck for StraightMenXXX. "Fuck, you’re still tight," Rave says; Jay quips, "fuck that’s deep." With the two rocking the sling, the top’s hot body tenses and flexes. Hitting "the spot" perfectly, Rave gets Jay to shoot precum with each thrust. The sight off the bottom’s juice has the top close; he pulls out and drenches Jay’s groin. Panning back, the sloppy hole of Jay gives a wink to the fun; but it ain’t over yet.

Format: mp4
Duration: 21:51
Video: 1920×1080, AVC (H.264), 7141kbps
Audio: 250kbps

File size: 1.2 GB

Read more

Eric is a 19-year-old straight boy. He’s a hot guy with a great face and ass.
Eric isn’t the least bit happy about this spanking. He waited a year to agree to this video. He seemed to understand the humiliating aspects of it before he arrived, and he had apparently decided to be strong and defiant throughout it. That’s all well and good, but, if you insist on acting like a man, Tom will make sure you take a man’s spanking.

As explained in the narrative to the first part of this spanking, Eric had shown up late for this shoot and was completely distracted about lost phone numbers on his broken cell phone. It was a valid concern, but Tom wanted him focused on this spanking. By the end of this video, you will see that he is.
Tom went to work on Eric with his hand and a steel ruler. Next came a harsh hairbrush session followed by the small PVC flog. Eric scowls at the camera throughout, but he is obedient and addresses Tom with grudging respect. Eric’s anger continues all the way to the end when he gets dressed angrily after the spanking. If you can’t imagine how someone gets dressed angrily, watch Eric at the end of this video.
Be sure to listen all the way through the end credits to hear Eric’s evaluation of his spanked butt. Just a few minutes after he gave his evaluation (but unfortunately after all the cameras were off), Eric said something along the lines of "So, this is submission porn. You want guys to break down like bitches." Tom told him no, that isn’t what he wants, and that guys don’t have to break down during their spankings. Eric replied, "Good, because I’m nobody’s bitch."

Format: mp4
Duration: 12:26
Video: 1280×720, AVC (H.264), 4813kbps
Audio: 179kbps

File size: 455.4 MB

Read more

First Contact Video! In this video you’ll see Cole touched by a man for the first time. Cole is our second new model this month. He’s a muscular, hung 20-year-old straight boy. He is an exceptionally nice and responsible young man who came in to pay off an overdraft on his checking account. Sadly, the charge that caused the overdraft was unauthorized. His bank wouldn’t reverse the charge, so Cole has left holding the bag. He’s about to start a new chapter in his life and needs to take care of this debt before he does.
Cole drove quite a distance to appear in this video. He had agreed to notify Tom both when he left and when he was an hour away. He failed to do either. As a result, Tom spent the whole morning not knowing if Cole was coming or not. That makes for a longer, harder spanking.
This video starts with a brief interview with Cole during which you’ll get a feeling for what a nice, respectful young man he is. But then it moves on, as it must, to the matter at hand. It’s time to pay the price for financial irresponsibility (even if it wasn’t his own).
Tom uses his hand, a ping pong paddle, plastic ruler, birch, electric paddle, Wartenberg wheel and a wooden spoon on Cole’s round, firm butt. It isn’t long before Cole is squirming and gasping. The spanking is clearly harder than Cole had expected. Cole repeatedly covers his mouth with his hand during the spanking and, by the end of the video, Cole can be seen wiping his eyes.

Format: mp4
Duration: 30:04
Video: 1280×720, AVC (H.264), 4825kbps
Audio: 184kbps

File size: 1.1 GB

Read more

First contact video! This video shows the first time Daniel has been touched by a man. Daniel is a very boyish 19-year-old straight college student. He is a virgin in almost every way, having never gotten anything but what he described as a "sloppy " blowjob from a girl that he can barely remember (since he was , too).
This isn’t just the first time Daniel has been spanked on video. It is the first time in his life that he has ever been spanked. He did not agree to do this video quickly. At first, he would only do a solo video for our other site (RedHotStraightBoys). Luckily, after a couple of weeks, he agreed to do this spanking video.
Even though this was Daniel’s first spanking and the first time he was touched by a man, Tom still put Daniel over his knee. Daniel had been difficult in the negotiations, and Tom decided that he needed to put Daniel over his knee so that he would get the full effect of submitting to a spanking. He wanted Daniel to understand from the start what he had agreed to.
Once Daniel is over his knee, Tom lays out the rules to him and begins the spanking. Daniel rolls his eyes at the beginning of this spanking. He’s lucky Tom couldn’t see him do that. However, by the time Tom pulls Daniel’s pants and underwear down, Daniel’s initial air of defiance has disappeared. Tom has put Daniel into a completely submissive position that he has never experienced before, a fact that shows in Daniel’s face.
Tom spanks Daniel by hand and with a ping pong paddle. He also touches Daniel as he pleases. It’s all part of ensuring that Daniel understands his proper place. Daniel handles the spanking relatively well. It’s clear that the reality of submitting to the spanking is more troubling to Daniel than the spanking itself, and Tom is content that that is enough for this boy’s first-ever spanking.

Format: mp4
Duration: 13:00
Video: 1280×720, AVC (H.264), 4786kbps
Audio: 179kbps

File size: 473.5 MB

Read more

Anthony is a hot, hung, muscular 20-year-old straight boy. He hates being spanked, but he likes the money more than he hates the spanking. This is Anthony’s second spanking video, shot after his first and before the "Anthony Returns" videos.
Anthony is a tough, somewhat cocky boy. As we learned in his interview video, he’s been in many fights and he isn’t afraid to throw a punch. However, as soon as the spankings begin, Anthony has always reverted into an obedient boy. A few smacks on his ass and he is both polite and and respectful.
This session was a lot harder than his first, and Anthony almost wouldn’t return after this shoot. It begins with Anthony ordered to strip down and get on the spanking bench. Tom straps him in and then goes at him with his hand and a host of implements (including a large paint stick, birch, large leather slapper, rubber slapper/paddle, small oak paddle and a brief session with the much-dreaded cane).
Anthony doesn’t take this spanking well. He kicks his legs fiercely and screams loudly; louder than any boy has yelled in any spanking Tom has given thus far. In fact, Anthony yells so loudly at one point (when Tom is using the rubber slapper/paddle on him) that Tom was afraid any passersby might become alarmed and somehow intervene. Still, that didn’t deter Tom. He carries on with Anthony’s harsh session. The small oak paddle is just as bad.
The video ends with Anthony staring at his bright red ass in the cameras (a delay which costs him a few more swats by hand). Afterward, Anthony told Tom this session almost made him cry. You’ll see him coming close a few times.

Format: mp4
Duration: 27:19
Video: 1280×720, AVC (H.264), 4843kbps
Audio: 184kbps

File size: 1.0 GB

Read more