https://jerkwell.com/tags/teacher/ Mon 19 Oct 2026 18:22:37 +0200 https://jerkwell.com/videos/8254/mylf-fantasy-lessons-from-the-school-s-three-hottest-teachers-sarah-arabic-tori-cummings-scarlett-venom-sage-roux/
Sarah Arabic, Tori Cummings, Scarlett Venom and Sage Roux play the three hottest teachers in school, and one lucky student gets a private anatomy lesson. The lesson turns hands on fast, with all of them trading turns on his cock. A MYLF Singles fantasy with a lot of big tits in one room. ]]> Fri 09 Oct 2026 09:45:24 +0200 https://jerkwell.com/videos/8254/mylf-fantasy-lessons-from-the-school-s-three-hottest-teachers-sarah-arabic-tori-cummings-scarlett-venom-sage-roux/ https://jerkwell.com/videos/8250/overachiever-vince-karter-gal-ritchie/
Mr. Richards (Vince Karter), a high school vice principal, is relaxing in the teacher's lounge when Kimberly (Gal Ritchie), a student, sneaks in to speak with him. Mr. Richards can't help but grin, knowing that Kimberly must be here for a favor of some sort. Indeed, Kimberly explains that she is trying to qualify for a scholarship, but since she's been doing so many extracurriculars, her grades have dropped. She'll lose the scholarship unless Mr. Richards is willing to alter the grade she got on a recent exam. Mr. Richards is amused- this isn't the first time Kimberly has asked him for such an... unconventional favor. The last time she did, he got something in return: her virginity. So, if he's going to have to step in and save her once more, what could she possibly offer him that he hasn't already gotten from her? Kimberly is stunned, but in a moment of sheer desperation, comes up with an offer Mr. Richards can't refuse. If he helps her, she'll let him not only fuck her again, but she'll let him cum inside her too. Mr. Richards can't say no to that. He hikes up her skirt and starts fucking there and then in the teacher's lounge, with a shocked yet willing Kimberly going with it. Even when another teacher (Daniel Shar) comes in to grab some coffee, Mr. Richards continues without hesitation, chatting away with the teacher as if nothing was awry. After some free-use sex and a good pounding, Mr. Richards finishes with satisfaction, leaving Kimberly panting and breathless in the lounge. ]]> Fri 09 Oct 2026 04:15:45 +0200 https://jerkwell.com/videos/8250/overachiever-vince-karter-gal-ritchie/ https://jerkwell.com/videos/8224/detention-bound-kali-roses-zoey-uso/
Zoey Uso plays a student who gets detention on purpose, knowing her hot teacher Kali Roses will be there. The lezbebad scene kicks off when they're alone, and it turns out this has been their thing for a while. Kali uses Riley's necktie to tie her up while they go at it, making the after-school fun even hotter. ]]> Wed 07 Oct 2026 17:16:51 +0200 https://jerkwell.com/videos/8224/detention-bound-kali-roses-zoey-uso/ https://jerkwell.com/videos/8173/detention-turns-into-an-orgy-johnny-ford-shadow-spikey-dee-trevor-brooks/
Johnny Ford gives Trevor, Shadow, and Spikey D's in class, then calls them for detention after hours. The boys are confused but get hard as he scolds them, so they strip him and turn him into their pig bottom. Mr. Ford gets his ass pounded raw on sayuncle.com while they shower him with cum to make up for their grades. ]]> Wed 07 Oct 2026 01:10:39 +0200 https://jerkwell.com/videos/8173/detention-turns-into-an-orgy-johnny-ford-shadow-spikey-dee-trevor-brooks/ https://jerkwell.com/videos/8043/intimate-lessons-lily-labeau-max-fills/
Lily LaBeau gives Max Fills a lesson he won't forget in this Sweet Sinner webscene. She starts by showing him exactly what he's missing, teasing him until he can't take it anymore. Before long, she's bending over to take care of him, giving him every inch in tight, slow strokes. The tension builds until she lets him finish deep inside, leaving no doubt he's learned his lesson. ]]> Mon 05 Oct 2026 14:59:53 +0200 https://jerkwell.com/videos/8043/intimate-lessons-lily-labeau-max-fills/ https://jerkwell.com/videos/7988/loose-enough-to-learn-jennifer-white-natalie-brooks/
Natalie Brooks is stressing over a history exam, and Jennifer White offers to help. When the studying gets too tense, Jennifer gives her a massage to relax, but it quickly turns into a full-body rubdown that leaves Natalie worked up. Jennifer takes care of her with a happy ending to finish the lesson. ]]> Mon 05 Oct 2026 14:13:32 +0200 https://jerkwell.com/videos/7988/loose-enough-to-learn-jennifer-white-natalie-brooks/ https://jerkwell.com/videos/7917/deep-inside-her-lexi-lore-clarke-kent/
Lexi Lore knows how to take charge, and Clarke Kent is happy to let her. This Sweet Sinner feature from the Lesson Plans series has her in full control, showing off exactly what she wants. The tension builds fast, and the payoff leaves no doubt who's in charge. ]]> Mon 05 Oct 2026 13:12:28 +0200 https://jerkwell.com/videos/7917/deep-inside-her-lexi-lore-clarke-kent/ https://jerkwell.com/videos/7888/show-and-hell-natalie-brooks-victor-ray-elizabeth-skylar/
Elizabeth Skylar plays the teacher who busted her students Natalie Brooks and Victor Ray texting. After finding their sex tape, she forces them to recreate it right there in detention. Pure Taboo knows how to make punishment feel good, especially when the teacher watches and takes charge. ]]> Mon 05 Oct 2026 01:27:41 +0200 https://jerkwell.com/videos/7888/show-and-hell-natalie-brooks-victor-ray-elizabeth-skylar/ https://jerkwell.com/videos/7879/an-ass-for-an-a-brody-kayman-tony-genius/
Tony Genius half-assed his way through college and now his scholarship's on the line after getting busted for AI cheating. His professor, Brody Kayman, offers a way out, sexual favors in exchange for a passing grade. Tony doesn't hesitate, leading to a bareback interracial encounter under the Bully Him series. It's all about power and desperation, with Tony doing whatever it takes to keep his future. ]]> Mon 05 Oct 2026 01:00:02 +0200 https://jerkwell.com/videos/7879/an-ass-for-an-a-brody-kayman-tony-genius/ https://jerkwell.com/videos/7874/fapping-to-the-teacher-s-voice-kimmy-kimm-jack-desfeux/
Kimmy Kimm gets caught fapping in class and put in detention by her teacher Jack DesFeux. His scolding voice turns her on so much she does it again right in front of him. He notices, calls her out, and ends up bending her over the desk to fuck her as punishment. It's one of those Caught Fapping scenes where the student can't help herself. ]]> Mon 05 Oct 2026 00:39:19 +0200 https://jerkwell.com/videos/7874/fapping-to-the-teacher-s-voice-kimmy-kimm-jack-desfeux/ https://jerkwell.com/videos/7866/do-i-like-guys-or-girls-02-andi-avalon-isabella-jules-seth-gamble/
Andi Avalon opens the door to Seth Gamble, her step daughter Isabella Jules' professor, after Isabella locks herself in her room to figure out if she likes guys or girls. The tension builds when they decide to help her by turning her first threesome into a step mom and professor fantasy instead of involving her boyfriend. The Out of The Family series delivers on the wild idea with Andi and Seth showing Isabella exactly what she's been missing. ]]> Mon 05 Oct 2026 00:19:48 +0200 https://jerkwell.com/videos/7866/do-i-like-guys-or-girls-02-andi-avalon-isabella-jules-seth-gamble/ https://jerkwell.com/videos/7807/the-line-we-pretend-not-to-cross-ts-lessons-scene-1-victoria-grant-dillon-diaz/
Victoria Grant plays a trans coed who gets her professor, Dillon Diaz, alone after class to discuss a plagiarized essay. She takes charge fast, making him go down on her before climbing on for bareback reverse cowgirl on his desk. The TransSensual (TS Lessons) series delivers with rough, confident sex in a classroom setting, no holding back. ]]> Sun 04 Oct 2026 21:15:55 +0200 https://jerkwell.com/videos/7807/the-line-we-pretend-not-to-cross-ts-lessons-scene-1-victoria-grant-dillon-diaz/