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The movements are small but energetic, my pounding on his sphincter leaving us both drenched in sweat, me from exertion; him from pain and fear. After a minute I look and see that my efforts are succeeding in tenderizing this tight young muscle; the first inch of the oversized glittery toy now firmly ensconced and gripped by the tight ring. I apply more lube, and resume my thrusts, harder and longer now as he is stretched wide enough and I just need to force in 2 more inches before I let his anus tighten on the narrower shaft of the dildo. Another minute of pounding, Jimmy’s screeching having descended into exhausted grunts, and I have gained no more than a half inch more. I adjust my grip on his thighs, and brace my legs beneath me to power my thrust, ready to stop the moment I’m in. I take a breath and hold it before pushing forward inexorably. Jimmy tries to lift away from me, his toned muscle defying my hands, but his restraints only allow him so much before he cannot go further. Kaitlyn stopped next to me, slipped her hand around mine, and led me over to a padded armchair. Adrienne grinned and let me go while I followed Kaitlyn like a lost puppy and let her push me down into the seat. I opened my arms to her as she sat sideways in my lap and wrapped an arm around my head. Still in full seduction mode, she continued to pose, lift up her chest, and smile while explaining, "My mother's singular goal was to find a sugar daddy to take care of me and thus 'own' me. I can't really blame her, as life turned out pretty well for her. I lost track of how many boys I teased and toyed with for 'practice'. I tried to do the same to John, and even though he already had Taylor, for a little while I thought I could be perfectly happy forever as his well-funded mistress."Suddenly, Kaitlyn stopped putting on a show and gave me a plain look. "John and Taylor taught me how to respect myself better than that. To value myself above being some man's 'belonging'. And then I met.
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