Sissy's Deep Anal Endurance Test

The MILF smirks, relishing the challenge as she pushes her sissy submissive's limits. She grabs a bottle of lube, coating her strapon generously before plunging it into his ass. She pumps in and out, each thrust going deeper than the last. He whimpers, his asshole gaping as she hits his prostate, sending waves of pleasure through him. She increases the intensity, fucking him so hard his whole body shakes. He struggles to keep up, his handjob sloppy, but she doesn't let up. She wants to see how far he can take it. Just when he thinks he can't take anymore, she pulls out, his asshole clenching around nothing, leaving him gasping for air.

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