https://www.transhero.com/tags/long-skirt/ Mon 27 Apr 2026 05:58:18 +0200 https://www.transhero.com/videos/148025/lory-lace-s-interrogation-took-an-unexpected-turn/
I get a lot of thieving milfs in here, but I knew I was in for a treat when I brought Lory into my back office for interrogation. Those massive tits were enough to make me sing, and I knew she was guilty from the jump, but they always try and play innocent. Sure, I played along with her little game - the truth would come out soon enough. I found a big bottle of oil in her bag. So I thought - If it’s oil she wants, it’s oil I’ll give her. I slathered those big milky tits with a hot splash of oil, making sure to work my hands down her perfect curvy body, enjoying every inch as I moved closer towards that pussy of hers. She was shocked and disgusted, but she secretly liked being treated like this - I could tell from her attitude she liked being put in her place from time to time. What kind of guy would I be to deny her of this fucked up fantasy? I took complete control and taught this busty babe a lesson she won’t soon forget… ]]> Tue 17 Mar 2026 21:19:36 +0200 https://www.transhero.com/videos/148025/lory-lace-s-interrogation-took-an-unexpected-turn/ https://www.transhero.com/videos/145210/innocent-librarian-caught-stealing-gets-a-thorough-search-c-stylex/
Why are the innocent-looking ones always the worst? A cute librarian went into my store today. I keep an eye on these ladies because they know how to play nice and get what they want, but not on my watch. As soon as I noticed that she was hiding some books in her purse, I took her back to my office for questioning. She tried to give me a lame excuse about her library being defunded and how she just wanted the books for the kids, but rules are the rules and I can’t let her get away with shoplifting. She must know who is in charge here, so a thorough cavity search is due to ensure she is not stealing any more stuff. Plus, I get to fondle this hottie and press my cock against her naked body. It kinda makes me wonder how dirty she is willing to get if she wants to walk away a free woman… ]]> Mon 16 Mar 2026 13:49:33 +0200 https://www.transhero.com/videos/145210/innocent-librarian-caught-stealing-gets-a-thorough-search-c-stylex/ https://www.transhero.com/videos/194637/delete-that-risky-footage-equals-step-threesome/
Ivy loves fucking her stepdaughter Sia, they’ve been at it for months now and the sex is so fucking good they can’t keep their hands off of each other. This morning, Ivy sees Sia doing the dishes in her school uniform and can’t resist lifting her skirt and groping her cute little ass. Sia loves it too but worries her stepbrother Axel might hear them, so Ivy takes his car and finds a quiet parking stop where they can go at each other like crazy before Sia goes to college. They didn’t know that Axel had a security camera installed in his car, which he could access from his phone, so as soon as he saw what they were doing he recorded it and vowed to get back at them! You see, Axel’s not the brightest dude in the world, so when he confronted his stepmom, he didn’t really know what to ask for in return for his silence. Still, Ivy is as bright as she is a slut, and quickly realized that by sucking his cock and making him happy she’d get the phone from him and delete the video herself. So she drops to her knees and starts deepthroating her stepson’s big cock. He’s a bit surprised but it feels so fucking good, after all, she’s a fucking pro at it. He’ll never admit it, but he’s always fantasized about it. Ever since his dad married that hot MILF he’s wanted to have her on her knees at his mercy. But suddenly, she tries to take the phone away from him mid-blowjob and he realizes she’s just using him, so he leaves angry and still holding all the cards. Ivy tells Sia what’s happened and they decide they have to join forces to get rid of that video as soon as possible, so they come to Axel’s room and crawl up on his bed to fulfill his ultimate family fantasy: fucking his cute little stepsis and his hot MILF of a stepmom at the same time. They take their clothes off and start sharing Axel’s cock, passing it back and forth as they suck on it and deepthroat him like the good sluts they are. Sia then rides her stepbro while her mommy rubs her pussy and later eats her stepmother out while Axel pounds her from behind. Ivy let’s her stepson pound the fuck out of her pussy and then jerks his cock into her lovely stepdaughter’s throat until he explodes all over her face! ]]> Mon 16 Mar 2026 13:48:33 +0200 https://www.transhero.com/videos/194637/delete-that-risky-footage-equals-step-threesome/ https://www.transhero.com/videos/168362/how-we-f-ck-in-the-shadows-brides-of-dracula/
Reagan is the sexiest vampire in all the land. The busty bodacious vampiric babe is no stranger to taking what she wants, and her wives, Kenzie and Crystal, always reap the benefits with her. A tradition they love to celebrate is Halloween – also known as “Vampire Thanksgiving.” With Donnie working as Reagan’s sex minion, planning for the big day has never been easier. He’ll have his work cut out for him as he attempts to satisfy all of the vampire’s deepest desires. ]]> Fri 13 Mar 2026 05:21:58 +0200 https://www.transhero.com/videos/168362/how-we-f-ck-in-the-shadows-brides-of-dracula/ https://www.transhero.com/videos/171950/family-dinner-turns-scandalous-as-emma-starletto-seeks-help-feat-ophelia-kaan/
Out in remote farmland, a family connects at the dinner table for some big news. Daughter Emma is finally of age to be arranged for marriage, and her father Jack has found the perfect deal. Upset by this announcement, Emma figures that the only way she can remain unengaged is if she becomes impregnated by another man. So, she enlists the help of her stepbrother Spikey to make sure that her cherry is popped and filled with cum. ]]> Fri 13 Mar 2026 05:17:27 +0200 https://www.transhero.com/videos/171950/family-dinner-turns-scandalous-as-emma-starletto-seeks-help-feat-ophelia-kaan/ https://www.transhero.com/videos/145562/case-no-8002505-the-magic-milf/
Penny is a wicked woman with a talent for sleight of hand. She has no issues swindling her customers with her theatrics, but one day, her actions come back to bite her in the butt. Officer Mike interrogates Penny and learns of her thievery - now it’s up to him to bring the milf to justice. She isn’t going down without a bit of a fight, and she knows just what kind of man Mike is. All she has to do is offer up her pussy and suck his cock a little, and she knows he’ll turn a blind eye to what she’s done. Her suspicions are true, and Mike folds as soon as she’s naked and on her knees with his cock in her mouth. The stunning milf pushes his shaft far down her throat before she lets him fill her up. Mike has his work cut out for him and gives Penny every inch of his cock, working his hardest to satisfy the busty babe. Mike cums hard for Penny, painting her face with a sticky mess. ]]> Thu 12 Mar 2026 19:41:28 +0200 https://www.transhero.com/videos/145562/case-no-8002505-the-magic-milf/ https://www.transhero.com/videos/192421/a-tale-of-two-mandys/
What’s up, Mylf lovers? We’ve got a wicked awesome Classics update, so let’s have some fun! This one comes from the amazing PervMom series and was originally published on October 21st, 2022. It’s a big-time fan favorite and remains a must-see movie to this date. You get double Mandy in this scene, as it features Mandy Rhea and Mandy Waters, two unbelievably hot milf superstars hungry for cock. In this scene, Mandy and Mandy, milf adoptive sisters, constantly feud with one another for the attention of Nicky. They both want his cock, and Nicky is surprised to find how eager they are to make him cum. But the women don’t know how to work together and always attempt to one-up each other. Nicky shows them that it’s way more fun if they mess around together as a loving threesome versus a rival one. The Mandys get to work on Nicky’s cock. After their blowjob competition, they see that Nicky is right, and they’d have more fun riding his cock as loving sisters. It’s the ride of their lifetimes, and Nicky has to do everything he can not to cum right away. It’s hard when he has the pussy lips of two of the most stunning milfs in the world wrapped around his cock. They bounce up and down on him and, in the moment, even get swept up in a bit of girl-on-girl action, eating each other’s pussies. Nicky busts his load for the horny mature chicks and sees that this will be the last time the Mandys ever fight again. ]]> Wed 11 Mar 2026 11:05:22 +0200 https://www.transhero.com/videos/192421/a-tale-of-two-mandys/ https://www.transhero.com/videos/375708/we-live-to-serve-you/
Elias is getting too old to still be living at home, so his stepmom Lolly and her sister Suki keep fighting about whose fault it is. Elias tells them that they haven’t really helped him out to leave the nest, so the ladies decide to teach him how to survive by himself in the real world. Lolly and Suki put everything in their hand to ensure that the boy learns the basic skills to become independent, including their hot bodies, sweet boobs, and lubricated pussies, as Elias freeuses his stepmom and step-auntie while grasping what it takes to live on his own. ]]> Tue 10 Mar 2026 01:20:40 +0200 https://www.transhero.com/videos/375708/we-live-to-serve-you/ https://www.transhero.com/videos/246248/breaking-the-fast/
Jimmy and Parker want to go to a party, but they’re shut down by their stepmoms, Mandy and Spencer, because it’s Yom Kippur. They must act tough, but Mandy and Spencer are just as horny as Jimmy and Parker and can’t wait to break their fast. Thinking they’re alone, Mandy and Spencer have a little girl-on-girl fun, but their stepsons catch them in the act. If the milfs want their stepsons to keep this a secret, they must offer something for their silence. The milfs get right to work and show Jimmy and Parker things they’ve only ever dreamed of! ]]> Mon 09 Mar 2026 21:09:45 +0200 https://www.transhero.com/videos/246248/breaking-the-fast/ https://www.transhero.com/videos/391472/favorable-odds/
Oliver is trying hard to impress Maximus to get an important job. Oliver’s stepmom, Charli, comes to the rescue to teach Oliver a thing or two about playing cards. ]]> Sun 08 Mar 2026 11:37:52 +0200 https://www.transhero.com/videos/391472/favorable-odds/ https://www.transhero.com/videos/282160/guess-who-s-camming/
Summer seems like the typical nice and sweet suburban mom. Yet, this gorgeous housewife has a secret: she is a very famous camgirl, offering jaw-dropping shows for her huge fanbase. When her stepson Rion finds out, he talks her into performing a very private presentation for him in exchange for not telling Summer’s husband about her naughty talent. ]]> Fri 06 Mar 2026 17:35:23 +0200 https://www.transhero.com/videos/282160/guess-who-s-camming/ https://www.transhero.com/videos/319870/take-it-from-a-milf-a-shoot-your-shot-extended-cut/
This Freeuse Fantasy update is an extended cut from the Shoot Your Shot movie. In this extended cut, Charley Hart plays a fantastic leader who always looks out for the best interest of the employees. Nicky has been falling behind at work, so Charley calls him into her office for a chat. She wants to get to the bottom of what’s been bugging Nicky and she's determined to find a way to keep him motivated. ]]> Thu 05 Mar 2026 02:11:30 +0200 https://www.transhero.com/videos/319870/take-it-from-a-milf-a-shoot-your-shot-extended-cut/