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wittlesissybaby
wittlesissybaby

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Correcting the Captive (Custom Caption)

“I dunno Dana, watta you think? Do you like the blonde wig, or the brunette?”

“Oh definitely the blonde! It’s fitting for a dumb bimbo like him!”

Leonard didn’t know where they came from. He’d checked into a hotel that he’d used on his wife’s card, but there was no way she could have known he was planning to meet another woman there.

Instead of Tracy–the girl he met online–being there, he was tackled from behind by three women. It wasn’t until he came to that he noticed they were all his wife’s best friends.

“We are sick of how you treat Penny!” they berated him while they tied him up.

“What kind of a man does that to a woman he loves?”

“He’s not a man at all, that’s why!”

They had it all planned. Leo screamed and whined behind the duct tape while they showed him the different clothes they’d picked out for him to wear. Everything from a frilly maid dress, to even a skimpy nurse outfit.

When Leo tried to pull away and free himself he ended up falling next to the one in the middle.

“Awww! I think someone wants to be a slutty school girl!”

Now Leo was tied and stuffed in the outfit, struggling as much as he could in the chair without wriggling the giant plug stuck up his butt. “This is what you get for being such a pain in the ass!” they told him as they inserted it.

“Do you think I went too heavy on the eye shadow?”

“Na, It’s perfect for a little whore like him!”

“It’s looking like we’re gonna have to call him a ‘her’ now!”

“Make sure to get plenty of pictures! If he so much as blinks the wrong way at Penny after this, we’ll have plenty of blackmail to unleash upon the world!”

They arranged him in different poses, making him do more and more humiliating things for them to document.

“Guys, I know this might sound crazy, but what if we add a little something else to his outfit?”

“Like what? High heels? His toenails just got painted, it’ll ruin it.”

“No no…even better. I was thinking something like…a diaper.”

They all gasped, then laughed collectively.

“You can’t be serious!”

“Oh I am. Penny’s always complaining about how he never puts the seat down, or pees all over the place. So maybe we…take his potty privileges away.”

They nodded in agreement, still a little hesitant.

“Where would we even get a diaper to fit him?”

She smiled and walked over to her bag, pulling out a very large, fresh, pink disposable diaper. “I found them online and thought it was perfect! Apparently people have a fetish for this sort of thing…”

“Well not Leo…” they laughed, watching him squirm and writhe in his chair in an attempt to beg and plead. “He looks like he’s about to piss himself!!”

“Hurry! We better get that diaper on him then!”

But when they went to lift his skirt, poor little Leonard’s penis was sticking straight up in his panties, fully erect and leaking.

“Awww! Looks like somewon enjoys their little outfit and the thought of wearing a diapurr!!”

“Good thing I brought along this little thing called a ‘chastity device’ too!”

Correcting the Captive (Custom Caption)

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