Blushing Femboy's Inflatable Anal Adventure

This sissy's anal training begins with a simple, yet daunting inflatable plug. He teases his hole with the tip, his breath hitching as it enters. Inch by inch, he takes the plug, his ass stretching to accommodate the intruder. Once fully seated, he inflates it, feeling every vein and ridge inside him. He masturbates feverishly, his tiny tits bouncing, as he rides the plug, chasing his first anal orgasm.

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