Clip preview

Predicament Endurance Whipping (720p)

Studio

Syren Productions

Duration

0:36

Category

whipping

Price

$10.99

Published

Jul 4, 2026

Jessica ryan has devised a devious whipping challenge for bart. she tells him that if he manages to pass, their will be a nice reward. but if he fails, their will be a worse punishment than the whipping. the first challenge is for bart to balance on the headstand chair as jessica whips his ass and back with a thin long switch and her galley whip. jessica seems to find this game quite amusing and bart passes the first test. part 2 has bart having to stand on the bottle cap platform while he holds on to the pulley above him. having to endure the whipping while your feet are in terrible pain is no picnic. jessica throttles him with her whips but he survives part 2. the reward seen in another clip is a face sitting handjob!