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Anal training journey: Pleasure and Discipline



His excitement was palpable as he prepared to take the largest dildo he’d ever tried. This was new territory for him, and while he managed it beautifully, we both knew that taking my whole fist would require something more training. Moments like this might feel spontaneous, but to go further, doing your anal homeworks is essential. In Chastity, he will have plenty of "homeworks" to do.

buttplugs and fisting
Some equipment

He hadn’t done much regular practice before as he was at the beginning of his Anal training journey, which made today's accomplishment even more impressive. But a full fist is no small feat.

This milestone was a perfect start, though, and left us both eager to continue the journey.

With care and patience, each step forward becomes as exciting as the final goal. And for him, this is just the beginning.

From now on, every day is anal day.


In need of some stretching?

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