Red Riding Hood (Halloween 1)

Hello there dudes and dudettes!

I wish you all a happy Halloween, and that you all enjoy this scary time with this cap that was created in tandem with eight88!
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Yeah, I know Halloween is over. And I am sorry for not giving you a cap earlier, sadly this took a bit more time than expected, been a bit busy lately and a bit mopy still from getting my account nuked.

But I still hope that you can enjoy this caption, especially since this is part of a series, and that there are more Halloween themed captions to come.

And with that I wish you all a great time, and stay happy and healthy!

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Mike could barely discern the voices of his sister and her friends. His senses are overwhelmed by the party noise. He tried to gaze into the bathroom mirror one last time before the girls barged in and threatened to expose him or, worse, actually go on with their jokes from earlier.
“Michelle, come out!” His sister’s voice called. Mike glanced at the door and back at his reflection, ‘Michelle’ was the name of the sexy red hiding hood that looked back from the mirror.
“Came on, the big bad wolves still want to dance with you!” “Hhmpf. Sure, I’m coming out.”

Mike had always been a prankster. He had Loaded water guns with juices that would stain clothes or pour colorant into water supplies so people would think they had dirty water in their showers or their taps. Once, he even put some weird powder in his sister’s dress so she would be all itchy during a date.
Of course, he avoided being too mean in his pranks, but they almost always involved some excellent dose of gross humor or humiliation. Once he even switched one of his pal’s swimming trunks for string bikini bottoms at school.

Well, his latest prank involved Halloween costumes, to be precise, his sister’s and her friend’s costumes. "They did leave the purchase order unfinished and the computer unlocked, so I guess they are kind of asking for it!" he thought to himself, rubbing his hands together with a smirk.
He had seen each version of the costumes the girls had chosen, and while they looked cool, they lacked something that had been too common to ignore in this season’s parties.
“Slutty and sexy, lots of skin... Tight... yeah, those girls are going to look great in this!”
Costume after costume, he would remove the tame version and add a brand new slutty version of it to their cart on the site.

Once he was done with his mischief, he made a hasty retreat, and shortly after Mike left, his sister and her friends returned.
"Oh, this party will be a blast, especially with the awesome costumes we choose" Mike's sister Hailey exclaimed as she continued to talk with her friends about the upcoming Halloween parties they planned to attend this year.
They were so deep into their conversation that they did not spare the computer screen a second glance before sending the order.

And so weeks later, two days before the parties, a parcel arrived that Hailey eagerly took from the postman before calling her friends over in glee, not wanting to unpack her costume without the others, and just a few minutes later, the eager group of girls where in Hailey's room, opening what they thought where their fabulous costumes.
"Oh, I can't wait! We will all look so awesome! Especially you with that detailed Red Riding Hood costume!" one of the girls said to Hailey, and with a big grin and a nod, she unpacked her costume, only for her cheery attitude to die when she saw what was in the package.
"No. No, no, no, no, NO! This can't be!" she shouted, nearly in tears as she looked at the joke of a costume.

Because instead of her chosen option, she got a tight Red Riding Hood costume with a skirt that barely reached over her ass, with sexy white ruffles all over the chest area that left ample cleavage to be seen thanks to the built-in corset.
The other girls panicked and started to unpack their costumes, and to their shock, each and every one of them was a cheap, sexy version of their chosen ones.
"This has to be a mistake! They got us the wrong order!" One of the girls shouted, logging onto the computer to refund and complain to the shop site, only to find out that their order actually consisted of this cheap slutwear.

Hailey was furious with herself, thinking she had messed everything up, afraid her friends would be mad at her. She started, “I will make sure we have the right costumes. I’m sorry.” The girls were good friends, but they had little time to get another order.
One of her friends, Vanessa, checked the order and the purchase confirmation while the other girls discussed. “Wait a moment, the time of the order is wrong. We were at the coffee shop. We took that group selfie, remember?”

Right then, something clicked in Hailey’s mind. The pieces fell together, and she was almost sure her brother was the culprit. This situation had his typical practical joke signature all over it. But then, looking at the costumes and knowing all of them were studying makeup and transformation techniques for theater and movies, she knew precisely the proper punishment for the little jester of a brother. “Girls, I think this was another prank by Mike.” All of them groaned at the nuisance.
“But I’m sure we have the perfect lesson for him right in front of us!” she continued and grabbed the hood of her costume, presenting it to her friends and waggling her eyebrows.

Mike got back home from hanging out with his friends at a pub. Unfortunately, all his attempts at talking to the new chicks were unsuccessful. Walking to his room, a little drunk, he was surprised to see the busty friend of his sister, Vanessa, looking terrific in a short dress. “Hey, stud.”
“Wow,” he tried to set his clothes right and moved a hand through his hair. “What brings you to my room, Vanessa?” “Just chilling" she replied with a sultry smile, holding out one of the two bottles of beer that she had with her. "So, how about we have a drink before having some fun?” “Sure.”
Already having alcohol affecting him, Mike downed the whole glass without thinking much about it. He saw Vanessa smiling at him, and after some small talk, where he could barely keep his eyes away from her considerable bosom, he made his move, he started to feel dizzy.

“Hey, what the fuck!” Mike shouted as his legs gave away under him, sending him crashing onto the floor, unable to move more than a few inches.
“Aww. Can’t take a prank when it is on you?” Vanessa mocked with a shit-eating grin.
“Well, this piece of shit could never handle his own humor,” Hailey said, appearing from the door, followed by the other girls. “And now, it is time to prepare Michelle to meet the world!”
And so the girls got a hold of the young man who tried to struggle, but his body did not respond.

Before Mike knew it, the girls were upon him, grabbing pieces of his clothes and ripping them off one by one, leaving him completely naked and confused in a matter of seconds.
"W-Whaw aw you thouing" he tried to say, but his mouth and lips started to feel numb, making the girls laugh at his pathetic attempt to speak.
"Well, my darling brother" Hailey sang in a sickly sweet tone. "We are just getting you ready for your costume. You surely are dying to wear it. After all, you were the one to order it, right?"

This shocked Mike, finally realizing what his sister and her friends were up to, but thanks to the pills Vanessa slipped into his drinks, he was unable to stop what was going to happen to him.
His tormentors quickly began to dress Mike up for the occasion, which started with Vanessa taking a prosthetic vag and gluing it onto his nether regions.
"Just so your little friend won't make any trouble. Not that it looks like it could, but better safe than sorry" she said, making the other girls burst out into giggles as Mike's face burned with shame.
Of course, this prosthetic was soon followed by some fake boobs the girls glued to his chest, which they accompanied by a corset that they wrapped around his stomach before tying it as tight as possible, making the poor guy heave from the lack of air.

Once they were satisfied with how his body looked the girls grabbed a dark wig and filled it with glue before attaching it to his head, and once this was done they continued with make-up.
First came multiple layers of foundation to make his face smooth, after which the girls began to shape his eyebrows into thin feminine arches, adding some eyeshadow and eyeliner to make them pop before the girls finished by painting his lips a nice shade of pink.

They then grabbed the slutty Red Riding Hood costume and pulled it over his head, the built-in corset making sure that his new tits were put on display nicely.
The costume was then finished with a nice red pair of four-inch heels, which did prove a little bit of a challenge to strut around, but unfortunately for the red-hooded maiden the option for freedom was taken since the heels were padlocked, preventing Mike from taking them off.
“And now, that our Little Red Riding-Slut is done let us take this new babe to the party!" Vanessa said, making the girls holler as they dragged their unwilling victim away.

At the party the girls had a blast, forcing Mike to mingle with the party-goers and to dance with every guy that they could find, which was made even worse thanks the the heels he was not used to. Jiggling and wobbling, Michelle’s new cleavage called up attention as 'she' walked through the party, and every few minutes another guy, most dressed as the Big Bad Wolf, danced against 'her'.
Soon, Mike found himself bearing the fakest and uncomfortable grin as he was sandwiched between two guys bigger than him, both just wanting to dance with the hot new babe dressed as Little Red Riding Hood, and the feminized guy could feel their rods pressing against him.

And just as he thought things could not get any worse a flash surprised Mike. "Oh no!" he thought as Hailey had just taken a picture of her brother playing the little minx.
He rushed over to confront her, wanting her to delete the pictures, but she refused with a smirk.
"Now now, don’t make a scene. You don’t want this to be added to the album, do you?” she said, and Mike could only look on in confusion. “Album?”
“We have several pictures of your transformation, and I even got a screenshot of you begging us to wear the costumes!” “What? But that is fake!”

“No one will doubt us since you are actually dressed up and having fun dancing around with jocks by the looks of it” Hailey stated with a smirk,

and Mike only had one word for his situation.
“Fuck!” he exclaimed, causing his sister to giggle.
“Maybe if you are lucky and easy, they will.” She then got a hold of her brother’s hand and continued, “But you still have more parties to go and more costumes to try!”
“Can you at least make it so there are not that many guys surrounding me all the time?” Mike timidly asked, knowing there was nothing he could do but obey his sister.
“Sure, lil sis. I will take care of it!”