https://jerkwell.com/categories/teacher-student/ Sat 24 Oct 2026 21:45:29 +0200 https://jerkwell.com/videos/8257/tasting-the-tutor-lana-smalls-leah-hayes/
Lana Smalls plays a student who can't stop flirting with her tutor, Leah Hayes, during a home study session for transfixed. She keeps pushing boundaries, even asking what cum tastes like. Leah tries to stay professional, but when she admits she's never tasted it, Lana suggests they swap to find out. The lesson turns into a messy, cum-filled session where they both get what they wanted. ]]> Fri 09 Oct 2026 17:25:32 +0200 https://jerkwell.com/videos/8257/tasting-the-tutor-lana-smalls-leah-hayes/ 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/8174/step-mom-detects-some-big-dick-energy-skylar-snow-wrex-oliver/
Wrex Oliver is doing laundry when his mom, Skylar Snow, comes in to help him. She waits just a moment before telling Wrex that his energy feels off. She suggests that he take his shirt off and then offers to do the same so he feels more comfortable. Then, Skylar offers to try to do a chakra energy transfer that involves her massaging Wrex's thighs. The next day, Wrex has a bad day at school so Skylar offers him a skin to skin energy transfer. She sees Wrex's boner and claims that it's emanating bad chakra. She needs to do a full cleanse. Sucking and stroking the D doesn’t fix it, so Skylar knows that in the name of being a good step mom she's going to have to go all the way. Wrex gets to watch his busty stepmilf ride his dick as he lays beneath her. Turning around, Skylar goes in reverse cowgirl while watching Wrex over her shoulder. She's determined to make him cum, so she gets on her knees for a doggy style pussy pounding. Wrex enjoys his busty step mom on her back and then pulls out so he can blow his load all over those luscious tits. ]]> Thu 08 Oct 2026 16:24:14 +0200 https://jerkwell.com/videos/8174/step-mom-detects-some-big-dick-energy-skylar-snow-wrex-oliver/ https://jerkwell.com/videos/8170/wrestling-mom-for-pussy-asteria-jade-wrex-oliver/
Wrex Oliver is home from school early. His mom, Asteria Jade, asks him how things were and Wrex talks about how he beat half the football team at arm wrestling. Asteria challenges Wrex to arm wrestling, and she wins by showing off her titties. The next time they go at it, Asteria tells Wrex they're playing so she can see his dick. This time, Asteria drops her whole robe and wins again. Wrex gives her what they agreed to, popping his hardon out. His horny stepmilf can't help herself; she starts stroking and sucking him off while imagining taking that nice cock inside her. Laying on the bed, Asteria spreads her thighs to encourage Wrex to do just that. After plowing Asteria's landing strip twat as she lays on her back with her thighs spread, Wrex lays down to let his mom ride his dick. Asteria gets on her knees next for a proper pussy pounding. Putting Asteria on her back once again, Wrex gives her one last go with his dick. Then she's there with her hands and mouth, stroking him off until he gives her a mouthful of cum. ]]> Thu 08 Oct 2026 13:14:54 +0200 https://jerkwell.com/videos/8170/wrestling-mom-for-pussy-asteria-jade-wrex-oliver/ https://jerkwell.com/videos/8169/step-mom-wants-to-make-me-cum-in-sixty-seconds-kate-dalia-wrex-oliver/
Wrex Oliver is really frustrated when he gets home from school because he's got a new nickname he doesn't like because it makes fun of his dick. His step mom, Kate Dalia, tries to make light of it. She comments that her nickname used to be Sixty Second Kate because she can make any guy cum in 60 seconds or less. Later, Wrex returns to Kate and confesses that he doesn't have a girlfriend right now and no one will date him because of his nickname. Kate is happy to check and make sure Wrex doesn't deserve his nickname, and when she finds that he doesn't she offers to show him how she earned hers. Next thing Wrex knows, he's got his perky mom's mouth on his dick while she pops her tits out to flash him. Hopping onto the couch, Kate spreads her thighs for Wrex so he can pound her. Then she gets on her knees so he can do her in doggy. After another BJ, Kate sits Wrex down so he can enjoy himself as she rides him in reverse cowgirl. Kate turns around for cowgirl so Wrex can admire her tan lined tits squishing in his face. Finally, Kate delivers one hell of a deep throat blowjob until Wrex pops all over her tits. ]]> Thu 08 Oct 2026 10:42:50 +0200 https://jerkwell.com/videos/8169/step-mom-wants-to-make-me-cum-in-sixty-seconds-kate-dalia-wrex-oliver/ https://jerkwell.com/videos/8245/never-have-i-ever-banged-my-step-sis-leo-malone-lola-valentine/
Lola Valentine plays a stepsister who gets grounded with her stepbrother Leo Malone after school. When their mom leaves, the two start a game of Never Have I Ever, and things take a dirty turn when he admits he's a virgin. She talks him into taking her virginity, but he slips up and ends up doing anal instead. Lola loves it, and they finish with a messy creampie. Out of the family knows how to turn punishment into pleasure. ]]> Thu 08 Oct 2026 00:23:10 +0200 https://jerkwell.com/videos/8245/never-have-i-ever-banged-my-step-sis-leo-malone-lola-valentine/ https://jerkwell.com/videos/8232/you-ve-never-seen-driver-s-ed-like-this-anissa-s-backseat-lessons-anissa-kate/
Anissa Kate plays the driving instructor who turns the lesson into something way more fun. She's got big tits, a perfect ass, and takes charge in the backseat. The student can't resist, and she makes sure he learns a thing or two. GotMylf knows how to keep it real with mature women who know exactly what they want. ]]> Wed 07 Oct 2026 20:25:41 +0200 https://jerkwell.com/videos/8232/you-ve-never-seen-driver-s-ed-like-this-anissa-s-backseat-lessons-anissa-kate/ 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/8204/stepbros-christmas-cock-is-fetch-s39-e2-cheerleader-kait-enzo-east-megan-marx-mia-river/
Mia River moves to a new school and gets a makeover from her classmates Cheerleader Kait and Megan Marx. When she admits her crush is Kait's ex and her future stepbrother, Enzo East, the girls plot to set them up. Mia overhears, flips the script, and invites them over for a foursome where Megan takes Enzo first, but everyone gets a turn. The girls play with his cum at the end. It's from the Nubiles-Porn series, so you know it's hot. ]]> Wed 07 Oct 2026 05:35:52 +0200 https://jerkwell.com/videos/8204/stepbros-christmas-cock-is-fetch-s39-e2-cheerleader-kait-enzo-east-megan-marx-mia-river/ https://jerkwell.com/videos/8183/what-are-you-staring-at-angel-elias-ezrah-mahomes/
Ezrah is this tiny, pee-shy twink who gets bullied by Angel at school. One day, while trying to piss in the bathroom, Angel stands next to him and pulls out his huge cock, making Ezrah stare. Angel catches him looking and tells him to suck it, which the shy twink does right away. The whole thing goes down on sayuncle.com, and it's wild how fast Angel takes control. Ezrah gets hard and takes every inch, loving the way his bully dominates him. ]]> Wed 07 Oct 2026 03:18:12 +0200 https://jerkwell.com/videos/8183/what-are-you-staring-at-angel-elias-ezrah-mahomes/ https://jerkwell.com/videos/8184/no-peeking-or-you-ll-get-your-black-hole-creamed-angel-elias-trevor-elastic/
Angel Elias is jerking off in a bathroom stall when she catches Trevor Elastic peeking from next door on sayuncle.com. The shy guy freezes as she screams at him, but she takes control, grabbing his ass and bending him over. He surrenders to the fantasy as she stuffs his tight hole in the school bathroom. It's a rough, relentless fucking for the nervous peeping tom. ]]> Wed 07 Oct 2026 03:14:52 +0200 https://jerkwell.com/videos/8184/no-peeking-or-you-ll-get-your-black-hole-creamed-angel-elias-trevor-elastic/