Whitney is confident she'll win an escape challenge, even goading Ted by saying he can use all of the rope, because she's brought special rope. When Ted discovers this, he uses real rope instead and crushes Whitney in bondage, including a chest tie, a brutal layered gag and a vibrator tickling her clit while she struggles uselessly until she cums and loses the bet!

Whitney is cocky and confident as he binds her hands. She's up for this escape challenge, and she is positive she's going to win it. It seems she brought some trick rope that will fray apart with a little strug...

Whitney is confident she'll win an escape challenge, even goading Ted by saying he can use all of the rope, because she's brought special rope. When Ted discovers this, he uses real rope instead and crushes Whitney in bondage, including a chest tie, a brutal layered gag and a vibrator tickling her clit while she struggles uselessly until she cums and loses the bet!

Whitney is cocky and confident as he binds her hands. She's up for this escape challenge, and she is positive she's going to win it. It seems she brought some trick rope that will fray apart with a little struggling, but Ted discovers her secret and pulls out the real rope instead.

Unaware her ruse has been discovered, Whitney goads her to make it tight and use all of the rope, which she does in earnest. He ties her wrists into a large band of rope followed by her knees and ankles. He then ties her chest, framing her tits with thin twine, as an almost giddy captive shakes her breasts for him.

"Don't forget the elbows", she chides, and he crushers her arms together both above and below the elbows. Tired of her over-confidence, he straps a ballgag deeply into her mouth before brutally wrapping tight microfoam over her face. The strain is immediately visible as her eyes widen and her face reddens, but she'll be out of it in a couple minutes her her mind.

He then slides a vibrator between her legs, snuggly against her pussy, and turns it on to immediately begin stimulating her clitoris. She begins to struggle in earnest, thinking she's bound in magician's rope that will start to fall off from friction. She thrashes and grunts, flailing her arms about and kicking her legs, as she attempts to fray the rope.

As the minutes pass she begins to realize that things are not going as planned. The ropes are not loosening and her bondage is still completely humbling. She is now moaning through her gag as the vibrator stimulates her closer and closer to orgasm and losing the bet. Sweat is now building on her chest and her face grows more red with her straining. She struggles harder, but it has no effect. She cannot fathom why the rope isn't coming off, and now she's struggling to avoid cumming.

Minutes pass as she struggles to no avail and the vibrator works her now moist pussy, massing her clit until she cannot hold back anymore and groans into her gag with her first orgasm. Still, she struggles, hoping he didn't notice but her five minutes is also almost up. She wriggles and moans and groans and cums softly again until he eventually returns, pushes the vibrator closer to her pussy and milks his cum cow for one last orgasm.

With the gag finally removed she claims she just needed more time, just five more minutes, and they agree to give her one more chance at victory!