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Chapter 11
by RemytheWhite
What do you do?
Go tug the little guy
You went into the bathroom and stripped. Reaching into the pocket, you retrieved your prize before dropping your pants by the door, discovering that, by some miracle, you had managed to put the plug in your pocket amidst the whole kerfuffle earlier. You breathed a sigh of relief, imagining how embarrassing it would have been for your sister to discover you pillaging her thongs and her toys.
Looking at your sister's skimpy string and her surprisingly large butt plug, you found yourself thanking God for your sister's slutty, yet genuinely refined taste. It was what you imagined a model would wear under all her clothes. Like, maybe even a Victoria's Secret model. You grabbed your staff, imagining your favourite Angels strutting down the catwalk. After managing to find the footage from all the shows online, you had spent the summer watching and rewatching the show from every single year. Seeing all those stacked, fat-assed PAWGs flaunt their gorgeous bodies across the stage, their gorgeous curves jiggling never failed to grab your eye. You imagined Gisele's thick thighs framed by sexy garters, Adriana's tight ass in a skimpy thong, the Fantasy Bra caressing your sister's big tits...
Whoa. Where did that thought come from?! As a horny teenaged boy who had nothing but his hand to fuck, you had always tried to sneak a peek at any tits you could, even if they were your sister's. But lately, you had found yourself lusting after her a little more than usual. She had just gone on that vacation with her best friend, Marie, and you'd found yourself denied the only real-life boobs you had ever come close to. Your sister wasn't normally shy about showing them off, and had a lot of tight clothing and more than a few cleavage-baring shirts. But she was gone for a couple weeks, and when she had come back just a couple days before you both were due to leave, she had yet to wear anything that so much as suggested that she had breasts, which was incredibly disappointing. That was probably why you were extra turned on by them today, even going so far as imagining them to be bigger than normal.
Regardless, the thought still turned you on. Seeing them even half-covered by a towel was glorious after their absence, and you became certain that they would look great upon stage. You went back to pumping, one hand holding up her plug that you would love to see wedged in her tight asshole, although it appeared as new as the lingerie, and the other clasped tight around the panties as you gripped your dick. Oooooh... that felt good. You found yourself getting weak-kneed, having to put your hand on the bathroom wall to steady yourself. You were leaking like a faucet, and by now, your sister's g-string and your hand were coated. A string of precum hung all the way from your tip to the floor; for some reason, you found that kind of hot. Even after it had gotten you in all this trouble. Thinking back to how your sister talked about you as a girl and called you 'wet,' it made you embarrassed, but in this moment, it contributed to your arousal. You groaned in ecstasy.
What's next?
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A Sissy Story
or... Going Down the Rabbithole
An ordinary straight white boy slowly goes down the rabbithole and becomes a sissy for men to use.
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- sissy, sissification, feminization, dress up, femboy, femboi, crossdresser, crossdress, chastity
Updated on Oct 18, 2022
by PinkRebecca
Created on Feb 21, 2020
by PinkRebecca
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