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Diaper Pegging
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Pegging is a mainstream kink. Sissy/feminization is a fairly common kink. ABDL is a niche kink. At the bottom of this funnel is a fantasy that I have always wanted to live out.

While I don't enjoy chastity – I'm a very slutty princess – I do love the idea that my orgasms need to be contained to my diapers. That thought is deeply embedded in my diapered-sissy-princess fantasies: all orgasms come from diapers or anal stimulation – and preferably both at once.

I am wearing a diaper, and it has over the past few hours grown steadily wetter. The vibrating butt plug inside me hums gently. I'm wearing a cute white top with my boobies underneath, and my favorite pink skirt on the bottom. Thigh high socks complete the outfit. Underneath the outfit and over my diapers, I am wearing a strap-on.

In this arousal-fueled world, my partner deserves to be fucked by a cock. She deserves that, but I'm not allowed to use mine to make it happen. Diapered princesses are allowed to have as many orgasms as they want, but those orgasms have to happen inside their diapers.

My answer to this is to have the best of both worlds. My partner gets a good, long, hard fucking, free from the limitations of ejaculation, while I get to hump the inside of my soaking wet diapers with every thrust.

She tilts her head back and closes her eyes while I thrust in perfect rhythm. She is in her own world, her own fantasies taking over as I fuck her. We have all the time in the world. My orgasm will take longer than hers, much longer.

After several minutes, I feel the tingle of arousal and the beginnings of sensation as she arrives at her first orgasm. She cums, and I swell inside my diapers as she moans. Such a good sissy, she tells me over and over. While her pleasure and these words would normally bring me to the breaking point, I am limited by the confines of the pink diaper hanging around my hips.

I need to catch up to her, so I begin thrusting harder and faster, my diaper bouncing off her ass, bringing me closer and closer. With the increased intensity, she doesn't need long – a second, screaming orgasm follows her first.

I can feel it coming. The sensations are too much – my partner's moans, the butt plug stimulating my hole, the sodden diaper, hearing it crinkle and slap against my partner's ass – this is how a good, wet princess gets to orgasm. My partner can see it in my face and encourages me. She tells me that I'm a pretty princess, that she loves me, that she wants me to cum. My breath shortens, my thrusting grows frantic, and then I release. My partner fingers her clit so that she can orgasm with me one last time. I cry out in pleasure as I spurt jets of cum into my wet diaper, and her sex clamps down on the rubber cock. We fall to the side of one another, satiated.

This fantasy began as a way to have diapered orgasms and still please my partner who does not like wearing diapers, but it has evolved since then.

Maybe my partner is a diaper girl too, and we're playing princess. She decides that I need to know what being penetrated feels like – that's life as a princess, after all. She wears the strap-on over her diaper, pulls my wet goodnites to the side, and fucks me.

Or... maybe my partner is another diapered sissy princess like me. We can't have orgasms outside of our diapers unless they are from anal stimulation. Maybe this other sissy is in chastity? Who knows. Maybe I'm the more dominant sissy, the one who is allowed to have orgasms and doesn't need chastity.

We take turns with our stapons. Two horny princesses, in love with their diapers, thrusting away at each other. Who cums first: the sissy receiving the good, hard fucking with the strap-on, or the sissy humping the inside of a wet diaper with every thrust?

It doesn't matter to me. I would love to be both.

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1 year ago