themariogamer
Sisterly Bet
Published: November 25th 2024, 7:41:17 pm
Hey there.
A reupload of my very first caption created, reupload since my DeviantArt no longer exists.
I hope you all enjoy it still.
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Never make a bet with your sister. This was a lesson Christian learned the hard way.
He and his twin sister, Candace, were always competitive, and one day they decided to make a bet about whose favorite football team would win.
To make the bet more interesting they decided that the winner gets to choose what the looser has to wear for the upcoming prom.
Christian was sure that his team would prove superior and already started to think about what kind of pink and frilly dress he should make his sister, who wanted to go in a black suit, wear.
Sadly for him his team lost decisively, and Christian dreaded about what kind of suit his sister would make him wear instead.
Candace in turn was gleeful, already knowing what she would make her brother wear, and at the day of the prom she drove with him to the mall to get his outfit. She led him to a saloon where a dozen of her friends where already waiting for the siblings.
Christian was not really surprised by this, already expecting his sister to invite her friends so they can see him get dressed in a ridiculous multi-color suit.
What he didn't expect was one of the girls holding a floor length purple ball gown towards him.
"What are you waiting for, bro? Your gown is ready!" exclaimed Candace with a grin.
"Fuck no! I am not going to wear that, you crazy bitch!" shouted Christian before he turned and ran towards the door.
He didn't get far before he was tackled to the ground by the group of girls and his sister approached him, now looking pissed off.
"Apparently my brother is not really happy about his outfit. And I agree, it is much to conservative for him. How about we give this bitch what he wants, girls?"
Immediately the girls holding him began to tear of his clothes, before covering his body in wax stripes and taking turns to painfully rip them off until only the hair on his head was left.
Once hairless one of the girls started to glue some massive breastforms the size of bowling balls onto his chest Christians sister approached with a overbust corset.
She put it on him, put her foot on his back and began to tug, making him wheeze, and when Candace couldn't pull it any tighter the whole group started to tug on the strings.
In the end Christian was left with a tiny wasplike waist, forcing him to take small shallow breaths, and his new breasts, which now looked like a pair of overripe melons, were proudly put on display.
Afterwards the girls glued back his willy and put some black lace panties on him.
Then they grabbed a new dress, a short and sexy piece in sparkling black, and forced it onto him.
After that the girls heaved him up and put him in a chair, where they started to continue his makeover.
They caked his face in waterproof make-up before injecting his lips with filler, making them plump and kissable, before gluing and weaving extensions to his brown hair until it reached his butt.
At last they glued on some pink fake nails, put a studded chocker around his neck and forced his feet into studded 5-inch stiletto heels.
After the whole ordeal Christian could only stare into the mirror in shock.
Here he was, all dolled up, with a dress that barely covered his body, and tits so large he would not be able to see his toes.
All in all he looked like the most glamorous girl he could imagine, and Candace and the girls just grinned, admiring their work.
"My, you look so feminine and frail, Crystal. But don't you worry! Your date, Jack, will make sure you are safe."
Those words made Christians eyes go wide as saucers.
Jack was the quarterback of their school football team, and pure 6'5 feet of muscles.
Candace just grinned, and handed her brother a purse, just as black and sparkling as his dress, and filled it to the brim with lipgloss, cough-drops, lube and condoms.
"Don't worry about the heels too much, I am sure Jack will hold you tight so you don't fall, and I bet you that Jack wont be doing too much dancing with you tonight. But maybe you should start working on your breathing, I heard Jack has great stamina". Candace said with a smirk, making the girls burst out laughing and Christian dread what the night would have in store for him.