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I love dressing up as a hopelessly horny sissy while using some sort of chastity to prevent me from getting hard. There is just something special about spending hours trying to sissygasm from riding a huge dildo, while my flaccid penis can only flop around leaking pre-cum. If I just jerked off I'd be done in 10 minutes at the most, but in chastity, the orgasm builds for hours, slowly. The closer I feel to a prostate orgasm the more passionately I need to use the full length of my dildo, pushing my boipussy out so i can take the entire length in one motion. As soon as I can't get it any deeper I clench down around the shaft and squeeze on the up stroke like my life depends on milking the sperm from the cock onto my prostate. Rinse and repeat until my useless soft sissy clit is dripping a steady flow of precum, my eyes roll back in my head concentrating a wave of euphoria from deep in my quivering pussy over to my straining pulsating chastity clitty..
And the thing is... As of yet, i've only managed to get right up to the edge of a full hands free prostate orgasm... but I can linger in that feeling, gasping for breath, knowing that if I push this feeling just a little bit further i'll get to commit myself to being a limp sissy anal slave. Just like the hundreds of hours of sissy training and sissy hypno promised! the only chance i'll have to orgasm like a man is if it amuses the man i'm serving to take off my chastity cage and order me to get hard... (omfg, I just imagined being released from chastity and instead of being allowed to cum like a man, I have to lie back while he unloads his huge load of sperm all over my half limp sissy clitty and balls... pushes my knees back next to my head and makes me hold my legs while he surprises me with new, smaller chastity cage... fitting it tightly around my sperm covered, useless cock and balls and locking it... And since i was an obedient sissy and didn't touch myself at all when the cage was off, I'll get to use Daddies big stick to keep my training going. And as i climb on top to ride his long fat cock, his cum is dribbling out of my cage and down to my pussy, grabbing the base of his cock i rub the tip over my asshole and up under my tight little steel wrapped balls.
As the tip of his cock glides smoothly into its home, I quiver in pleasure and realize how lucky I was to stumble into Sissy Hypno and Feminization training videos. If I never bought poppers, I wouldn't have been so incredibly horny that I bought my first dildo and lingerie. I may never have experienced the unparalleled feeling of a prostate orgasm.. And I wouldn't have a Mans sperm dripping from my little chastity cage to be used as Lube for me to get bareback bred until I cum like a good little limp anal sissy princess.