https://jerkwell.com/tags/punishment/ Mon 19 Oct 2026 19:01:46 +0200 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/8244/you-both-have-to-eat-my-pussy-until-you-learn-some-manners-venus-valencia-chanel-camryn/
Venus Valencia catches her step daughter Chanel Camryn and her stepbrother messing around in her room, so she decides to teach them a lesson. First, she spanks them and makes them eat her pussy for respect, but they're still confused after. Later, she walks in and clears things up by turning it into a hot threesome to bring the family together. The MYLF Singles scene keeps things strict but ends with everyone getting along really well. ]]> Thu 08 Oct 2026 00:02:03 +0200 https://jerkwell.com/videos/8244/you-both-have-to-eat-my-pussy-until-you-learn-some-manners-venus-valencia-chanel-camryn/ https://jerkwell.com/videos/8107/homewrecking-her-pussy-haley-reed-selena-ivy/
Haley Reed shows up at Selena Ivy's door as the woman who ruined her relationship. Feeling guilty, she offers to let Selena punish her however she wants as atonement. Things quickly turn rough as Selena takes full control in this Lez Be Bad setup, making Haley pay for her past actions. ]]> Tue 06 Oct 2026 14:33:47 +0200 https://jerkwell.com/videos/8107/homewrecking-her-pussy-haley-reed-selena-ivy/ https://jerkwell.com/videos/7971/stuck-and-spanked-lexi-luna-leana-lovings/
Lexi Luna and Leana Lovings do Mommy's Girl again. Della sneaks into Sharon's room to grab her phone back, but gets stuck under the bed. Sharon catches her and offers a spanking instead of grounding her, then pulls her out for more fun, including extra spanking. It starts as punishment but ends way hotter. ]]> Mon 05 Oct 2026 14:00:25 +0200 https://jerkwell.com/videos/7971/stuck-and-spanked-lexi-luna-leana-lovings/ 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/7883/asses-on-the-line-xtian-mingle-colt-spence-phoenix-leo-victor-pleases/
Colt Spence and Xtian Mingle are security guards roughing up Phoenix Leo and Victor Pleases in Young Perps. They catch the half-naked boys causing trouble and drag them into the back room. After threatening to call the cops, they force the boys to kiss and slow dance until they behave, turning them into obedient toys. ]]> Mon 05 Oct 2026 01:13:39 +0200 https://jerkwell.com/videos/7883/asses-on-the-line-xtian-mingle-colt-spence-phoenix-leo-victor-pleases/ 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/7854/plugged-and-punished-danielle-renae-bianca-bangs/
Danielle Renae plays the pissed-off step mom who catches Bianca Bangs sneaking in after skipping chores. She's about to punish her with a spanking, but things change when she finds a butt plug in the way. From there, it's not a lecture anymore, just the two of them going at it in Mommy's Girl style. ]]> Sun 04 Oct 2026 23:32:27 +0200 https://jerkwell.com/videos/7854/plugged-and-punished-danielle-renae-bianca-bangs/ https://jerkwell.com/videos/7788/craving-her-haley-reed-parker-ambrose/
Haley Reed plays the girlfriend's sister who ruined the relationship, and Parker Ambrose confronts her for it. After the argument, things turn into a rough, taboo payback in the Sweet Sinner series. The tension builds until she gets taken hard as punishment for messing things up. ]]> Sun 04 Oct 2026 20:09:47 +0200 https://jerkwell.com/videos/7788/craving-her-haley-reed-parker-ambrose/ https://jerkwell.com/videos/7744/she-grounded-me-so-i-ll-free-use-her-while-i-m-stuck-at-home-elise-london/
Elise London stars in this usepov scene where a strict mom returns from vacation to find her step son threw a wild party. After grounding him, she enforces her freeuse rules with hard, relentless drilling—turning punishment into pleasure as she becomes the sex doll he craves. The tension between discipline and desire makes this a must for fans of dominant moms and eager sons. ]]> Sun 04 Oct 2026 17:41:55 +0200 https://jerkwell.com/videos/7744/she-grounded-me-so-i-ll-free-use-her-while-i-m-stuck-at-home-elise-london/ https://jerkwell.com/videos/7697/show-and-hell-natalie-brooks-victor-ray/
In the PureTaboo series, Natalie Brooks and Victor Ray play students forced into a steamy encounter by their strict teacher, Elizabeth Skylar. After catching them texting, the teacher punishes them by ordering them to fuck right there in detention. The blonde and brunette couple obey, with Logan thrusting deep into Harper as their teacher watches. This taboo teacher-student scene includes hard fucking and a power play in a forbidden school setting. The authority figure gets off on blackmailing the reluctant students into intimacy, making this a hot scenario for fans of coercion and strict discipline. ]]> Sun 04 Oct 2026 15:10:23 +0200 https://jerkwell.com/videos/7697/show-and-hell-natalie-brooks-victor-ray/ https://jerkwell.com/videos/7513/loyalty-can-be-trained-charlotte-sins-diana-grace-scarlette-moon/
Title : Loyalty Can Be Trained Studio : Adult Time Actors : Charlotte Sins, Diana Grace, Scarlette Moon ============================================================ Charlotte Sins has been cheating on her girlfriend, Diana Grace... not only that, but the person she's cheating with is none other than Diana's best friend, Scarlette Moon! One day while Charlotte is strap-on fucking Scarlette, they get a shock when Diana catches them in the act. Diana is furious about the betrayal, but surprisingly she decides to give them both a sexy punishment, which Charlotte and Scarlette eagerly agree to. Diana dons her own strap-on and femdoms both Charlotte and Scarlette in a raunchy threesome, including a strap-on sex train! ]]> Fri 24 Apr 2026 04:11:17 +0200 https://jerkwell.com/videos/7513/loyalty-can-be-trained-charlotte-sins-diana-grace-scarlette-moon/