https://www.transhero.com/tags/older-vs-younger2/ Mon 27 Apr 2026 03:34:11 +0200 https://www.transhero.com/videos/307523/make-me-proud-make-me-cum/
Miguel hears rumors about his stepson Rob. Word on the street is that the boy is a fancy gay, one horny bottom who loves fucking around. Shocked, the Latin Papi calls Rob for a serious talk. The twink tells him the truth: he is gay and he is proud of being able to fuck around with older guys, his favorite. Miguel tells him the story of his youth about the time a schoolmate tried to seduce him. Eager to see what his stepson can do, Miguel surprises Rob by pulling out his massive cock. Stunned by his stepdad’s huge tool, Rob gets on his knees and starts sucking it. The boy relishes his stepdaddy’s cock, gagging on it to make him proud. Miguel is also amazed by his stepson’s skills, choking Rob harder and harder to test him. Seeing how much cock Rob’s mouth can take, Miguel turns his boy around and slowly stuffs up his sweet asshole. Rob takes his stepfather’s dick like a pro, getting filled up on all fours. Miguel raises the bet by fucking his stepson upside down with passion. As he shoots all of his load on the twink’s luscious body, he tells Rob he’s proud of his skills. ]]> Thu 19 Mar 2026 10:10:43 +0200 https://www.transhero.com/videos/307523/make-me-proud-make-me-cum/ https://www.transhero.com/videos/294537/kinky-coin-game/
Dakota is stuffed in cash after ripping off his friends playing card games. His stepdad Joel doesn’t approve of his dishonest methods so he decides to teach him a lesson with a different game: strip “flip a coin”. After a couple of rounds, Dakota is completely naked and pissed at Joel, discovering that the coin is rigged. Joel explains that he shouldn’t be doing the same to his friends and moves on to the next part of his lesson: a nasty plow! ]]> Wed 18 Mar 2026 16:06:17 +0200 https://www.transhero.com/videos/294537/kinky-coin-game/ https://www.transhero.com/videos/342818/the-doctor-s-special-serum/
Skylar is worried about aging quickly and losing his cute looks. But Dr. Beaux has a special serum and won’t let that happen. His special juice comes from his cock, and it’ll mean he has to cum all over Skylar’s sweet twink face. Skylar is ready for anything if it means he can hold on to his youthful looks. Beaux fucks Skylar hard, topping the sweet guy and stretching out his tight hole. When Beaux feels his load coming, he shoots his spunk all over Skylar’s face. ]]> Wed 18 Mar 2026 15:47:24 +0200 https://www.transhero.com/videos/342818/the-doctor-s-special-serum/ https://www.transhero.com/videos/265808/a-confidence-boost-from-stepdaddy/
Brody can tell his stepson is getting depressed; Dakota is doubting himself and feeling insecure. His stepdad wants to do anything to make him feel better but can't come up with a better idea than hugging him. Still with his arm around the twink’s shoulder, he realizes his stepson has a boner. Dakota is so embarrassed he wants to hide under a rock! Brody knows that he has to make the situation better, so he takes off his pants so his stepson can see that he is also aroused. Trying to get his confidence back, Brody leans into Dakota's dick and gives him the confidence boost he so desperately needs by showing him how hot and desirable he is. ]]> Wed 18 Mar 2026 14:32:35 +0200 https://www.transhero.com/videos/265808/a-confidence-boost-from-stepdaddy/ https://www.transhero.com/videos/214413/fuck-that-entitled-brat/
On a hot and busy day, Adam, Caden, and Evan are working hard on their mechanic workshop when Jack shows up. His car just broke and he needs urgent help, so the mechanics try to repair his vehicle as fast as possible. Rather than being patient, Jack is kind of a dick about it, constantly asking the guys when the car will be ready and telling them that he has urgent business to attend to. The guys quickly get fed up with the bratty boy’s entitled attitude so they try to drive him away so they can do their job peacefully. Jack shows his asshole side once more and demands to speak to the manager, prompting the guys to finally lose it. Eager to teach the spoiled brat a lesson, they throw him to his knees and show him what happens when in their shop you pretend that you are better than everyone else. ]]> Wed 18 Mar 2026 03:01:43 +0200 https://www.transhero.com/videos/214413/fuck-that-entitled-brat/ https://www.transhero.com/videos/346717/in-great-shape/
Kyle has a serious case of dysmorphia. The hunk is fit as a fiddle, with a chiseled body and firm butt, but he just can’t see it. His therapist Brody tries to help him realize that, but Kyle’s anxiety prevents him from realizing how hot he really is. Trying to cure the boy’s particular OCD, Brody proposes to Kyle a body-mapping exercise. The idea is that they both feel each other’s chest and abs with their hands so that the patient can fully comprehend what’s going on with him. As Brody’s blood rushes into his cock after feeling his patient’s ripped body, he decides to show him his dick to evaluate his ability to recognize sizes. Kyle falls to his knees and starts savoring his doctor’s cock. Eating Brody’s meaty shaft takes Kyle’s mind off his body issues, especially as Doctor Kayman turns him over to eat his tight asshole. Getting his hole drilled will put his mind at ease and rebuild Kyle’s confidence instantly. ]]> Tue 17 Mar 2026 04:51:37 +0200 https://www.transhero.com/videos/346717/in-great-shape/ https://www.transhero.com/videos/309678/initiation-is-about-trust/
Elder Russo feels confident and ready for his initiation. He trusts deeply in President Kelson, the man in charge of it. As the man undresses the boy, he can’t help but notice his seductive body and beautiful face. Slowly, he reaches out for Ryan’s bubble butt and starts rimming it. The boy enjoys the ceremony as it shows its sinful side, and he eagerly awaits the President to plow him as a sacred act to become a member of the order. ]]> Tue 17 Mar 2026 03:06:24 +0200 https://www.transhero.com/videos/309678/initiation-is-about-trust/ https://www.transhero.com/videos/345440/if-my-stepson-s-heart-breaks-i-ll-be-the-first-to-fuck-him/
My stepson thought he was going to have sex for the first time today but ended up getting dumped instead. I couldn't handle seeing him like that, and I knew that the only thing that was going to cure his broken heart was getting his dick sucked. That's what I'm here for. If fucking someone is what he wanted, he can fuck me. If licking someone's dick is going to make him feel better, he can lick mine. If getting his ass pounded is going to rise his spirit, I'll get my cock ready. Anything he needs, I'm here for him. ]]> Mon 16 Mar 2026 18:06:39 +0200 https://www.transhero.com/videos/345440/if-my-stepson-s-heart-breaks-i-ll-be-the-first-to-fuck-him/ https://www.transhero.com/videos/314401/sex-is-best-learned-at-home/
Jack is just at that age where he has one thing and thing only in his mind: sex! He is constantly talking about it, he has boners all the time, and he rubs one out whenever he gets the chance. The only problem is that he is kinda clumsy about it and his stepdad Brody constantly interrupts him with his hand on his cock in the most awkward situations. When Brody bumps into his stepson jerking off in the middle of the day on the family couch while watching porn on the family’s big TV, he decides he has had enough of his attitude. It’s not that he wants to repress his stepson’s sexual awakening, but he has to learn to control his urges to be able to have actual sex eventually rather than obsessively yanking his shaft all by himself. And who better to teach him how sex works than his loving and experienced stepdad? ]]> Mon 16 Mar 2026 17:27:54 +0200 https://www.transhero.com/videos/314401/sex-is-best-learned-at-home/ https://www.transhero.com/videos/165410/mr-kayman-s-hardest-lesson/
Mr. Kayman finds Donavin in the bathroom, cutting class again. This is a constant issue, and Mr. Kayman is ready to put this twerp’s truancy to an end. He pushes the frail twink boy around and sets himself up as the dominant one. Seeing Donavin submit so easily turns Mr. Kayman on - he has all the power, and he’ll show Donavin what he does to bad boys who don’t have any discipline. Donavin is shocked when Mr. Kayman pulls out his cock - due in part to it being massive! Mr. Kayman shows Donavin no mercy and fucks Donavin with great intensity. The inexperienced twink learns quickly and starts to enjoy being disciplined in such a way. Mr. Kayman cums and has Donavin suck down his load. ]]> Mon 16 Mar 2026 17:02:32 +0200 https://www.transhero.com/videos/165410/mr-kayman-s-hardest-lesson/ https://www.transhero.com/videos/396523/sacred-reward/
Young missionary Harrison Todd enters the sacred white box to receive his long-earned honor: the anointing ritual. Praised for his good behavior, Todd undergoes a significant rite of passage where President Madison anoints his back, lips, heart, butt, and cock, preparing him for his holy mission. ]]> Mon 16 Mar 2026 13:24:22 +0200 https://www.transhero.com/videos/396523/sacred-reward/ https://www.transhero.com/videos/330963/hard-material/
Professor Matt is mad at Rob, his best student. His grades have been going down since he started going out with his new boyfriend, and the truth is that Matt is a little jealous of his favorite student’s new relationship. Determined to do something about it, the horny professor confronts the boy and gives him something “harder” to try so he doesn’t fail his class. ]]> Mon 16 Mar 2026 11:15:20 +0200 https://www.transhero.com/videos/330963/hard-material/