Pupcups Next Lesson: Good Girls get their Holes Stuffed

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150 views • Apr 17, 2026 • 12:19 4K
Princess Honey and I have finished Pupcup’s transformation, and now it is time for the next step in her training, getting her holes stuffed and stretched. Dressed in delicate lingerie and still flushed from her makeover, our shy little toy is about to get her virgin ass filled with our perfect cocks.

Under our direction, Pupcup learns what real surrender feels like. We double team her, me fucking her throat while Princess fucks her from behind. She’s new to blowjobs and keeps gagging while trying to deep throat it all. We take turns guiding her, testing her limits, and praising her when she’s taking it like a good girl. Halfway through we switch and it is my turn to fuck Pupcup’s ass while she gets to worship Princesses feet and gag on her toes. 

By the end, Pupcup is no longer pretending to be a sissy. She is devoted, eager, and ready for a bigger size!