Tampons Up the Tushy- Uh Oh, You’re On the Rag!

Sometimes you sissy boys make requests that baffle even our more experienced humiliation mistress girls. In your quests to directly experience every little last aspect of womanhood, you actually resort to inserting tampons into your anus. This is strange, inexplicable, and ultimately inexcusable.
There is a lot to being a woman that is unambiguously pleasant. The enhanced empathy, the persistent warm regard for all living things, the sensation of nylons or a perfectly fitted silk dress. But no. Some of you guys want to go for the very worst of the worst. You want to experience the joys of menstruation, and you think that inserting a tampon into your rectum is somehow comparable to the pains women feel on a monthly basis.
Well, if you’re so determined to directly empathize with the very worst that womanhood has to offer, we could round out the experience by kicking you in your testicles, hard. This would come after having you drink down a gallon of whole fat milk, and then doing hundreds of forced reps of situps and crunches for those abdominal cramps. Yes, THAT would round out the experience very evenly.
Unless this sounds appealing to you, maybe you should just stick to the cross dressing.

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