https://jerkwell.com/models/ryan-driller/ Sat 24 Oct 2026 22:54:42 +0200 https://jerkwell.com/videos/8234/swap-family-mischief-s11-e8-enzo-east-millie-morgan-poppy-applegate-ryan-driller/
Enzo East starts trouble by grabbing Poppy Applegate's clothes while she's showering, then does the same to Millie Morgan. The ladies turn the tables by getting Ryan Driller involved, and soon everyone's naked. Poppy and Millie team up on Ryan, sucking and riding him while Enzo watches. After some teasing, Enzo has to make it up to both, ending with creampies for all. The whole thing escalates fast, and the Nubiles Family Swap series delivers exactly what you'd expect. ]]> Wed 07 Oct 2026 21:09:16 +0200 https://jerkwell.com/videos/8234/swap-family-mischief-s11-e8-enzo-east-millie-morgan-poppy-applegate-ryan-driller/ https://jerkwell.com/videos/8052/family-fun-3-scene-3-octavia-red-ryan-driller/
Octavia Red has a surprise for her step dad Ryan Driller after he tells her the divorce is final. She doesn't hold back, going straight to her knees before moving to full-on sex in different positions. The Reality Junkies series keeps it raw, with no buildup, just the step daughter taking what she wants. ]]> Mon 05 Oct 2026 15:07:33 +0200 https://jerkwell.com/videos/8052/family-fun-3-scene-3-octavia-red-ryan-driller/ https://jerkwell.com/videos/7992/unholy-man-melissa-stratton-ryan-driller/
Melissa Stratton walks in on Ryan Driller fapping to a porn mag in his office. She starts off upset but quickly changes her mind, convincing the priest to relieve his urges with something much better. The Caught Fapping series delivers again with a hot, unexpected hookup. She takes charge and shows him exactly how to handle temptation. ]]> Mon 05 Oct 2026 14:16:46 +0200 https://jerkwell.com/videos/7992/unholy-man-melissa-stratton-ryan-driller/ https://jerkwell.com/videos/7918/playing-with-my-stepmother-melissa-stratton-max-fills-reagan-foxx-ryan-driller-ken-feels/
Melissa Stratton plays the mom in this Sweet Sinner series, and the tension is real. A college kid recognizes his dad's new fiancée as a porn star, leading to awkward family dinners and even more awkward sex. Max Fills, Reagan Foxx, Ryan Driller, and Ken Feels all get involved in the stepfamily fun, with multiple scenes that go way past polite small talk. ]]> Mon 05 Oct 2026 13:13:36 +0200 https://jerkwell.com/videos/7918/playing-with-my-stepmother-melissa-stratton-max-fills-reagan-foxx-ryan-driller-ken-feels/ https://jerkwell.com/videos/7877/sugar-and-creampies-summer-kline-ryan-driller-ryan-driller-summer-kline/
Summer Kline is all smiles when Ryan Driller gifts her a fully-furnished house for six months. She's grateful, but he has another treat in mind, a creampie, and she's totally down. They go at it hard, and he fills her up with a thick load. This one's from DevilsFilm, and it's all about the payoff. ]]> Mon 05 Oct 2026 00:59:26 +0200 https://jerkwell.com/videos/7877/sugar-and-creampies-summer-kline-ryan-driller-ryan-driller-summer-kline/ https://jerkwell.com/videos/7708/goodbye-lucille-step-sis-is-my-fuck-doll-now-sophia-sterling/
Pure Taboo brings Sophia Sterling, Maisey Monroe, and Ryan Driller together in a messy situation. Anna's stepdad tries to play wingman for her crush, but Bailey ends up flirting with him instead. They sneak off under a blanket, fuck while the daughter is nearby, and barely avoid getting caught. It's a risky, tension-filled scene with a juicy payoff. ]]> Sun 04 Oct 2026 15:17:20 +0200 https://jerkwell.com/videos/7708/goodbye-lucille-step-sis-is-my-fuck-doll-now-sophia-sterling/ https://jerkwell.com/videos/7638/stealing-her-crush-maisey-monroe-ryan-driller/
Puretaboo's Maisey Monroe and Ryan Driller star in this steamy step dad/step daughter tease. Maisey Monroe plays a lesbiandate who seduces her step dad while the step daughter is in the room. The scene leads to a hidden blanket blowjob and intense bed sex before almost being caught. This forbidden pussy swap happens at home during a movie night, with the step daughter completely unaware. The hot, petite blonde gives the step dad a wild ride, pushing the limits of their taboo relationship. Words like step dad, step daughter, and lesbian will help viewers find this scene. ]]> Sun 04 Oct 2026 14:21:25 +0200 https://jerkwell.com/videos/7638/stealing-her-crush-maisey-monroe-ryan-driller/ https://jerkwell.com/videos/7483/stealing-her-crush-ryan-driller-maisey-monroe/
Title : Stealing Her Crush Studio : Pure Taboo Actors : Ryan Driller, Maisey Monroe ============================================================ A lesbian teen, Anna (Sophia Sterling), invites her bisexual crush Bailey (Maisey Monroe) over for a movie night to get to know her better. Anna's step dad Jake (Ryan Driller) is supportive and plays wingman in an attempt to help Anna, but it backfires when Bailey starts coming onto HIM instead. Bailey cheekily invites him to watch the movie with them, which leads to Bailey tempting Jake to fool around with her under a shared blanket. All the while, Anna is unaware. When Anna finally leaves the room for a short time, Bailey and Jake have lustful sex with a major almost-caught moment ]]> Thu 16 Apr 2026 04:05:09 +0200 https://jerkwell.com/videos/7483/stealing-her-crush-ryan-driller-maisey-monroe/ https://jerkwell.com/videos/4050/mom-pays-sis-to-fuck-virgin-brother-cassidy-klein/
Cassidy Klein moves back home and ends up next to her virgin stepbrother Ryan Driller. Their mom Claudia Valentine catches Ryan spying on Cassidy and offers her money to sleep with him. Cassidy takes the deal, they hook up with oral, multiple positions, and he cums on her face. It's an Adult Time production. ]]> Tue 16 Jan 2024 05:07:00 +0200 https://jerkwell.com/videos/4050/mom-pays-sis-to-fuck-virgin-brother-cassidy-klein/