Be a Dear [TG/Hypnosis]

Tier reward for Unsurpassed Travesty

Jack isn't too keen on his girlfriend's couple costume idea, but whenever she says a particular phrase, he finds himself strangely compelled to go along with it and act the part. 

~

Jack shifted uncomfortably. He’d been wearing these heels for less than a minute, and his feet already ached. He pulled at the bra strings through his dress, causing the beanbags he’d stuffed in the cups to move against his chest hair. 

“Is this fluffy thing really necessary?” He asked. “Or any of this?”

“It’s called a crinoline,” Chloe reminded him. “And yes, it’s needed to make your skirt poofy, it was the classic look of the fifties.”

“Glad you remembered that and none of the important parts of the costume,” Jack muttered under his breath, and Chloe gave him a sharp look.

“Be a dear and stop complaining, will you? This is going to be fun!”

 Jack opened his mouth to continue complaining but shut it when he thought better. He hadn't been super keen on this plan, to begin with: him going as the crazy, murderous housewife while his girlfriend dressed as the male murder victim. Chloe had said it would be funny, him in the dress all splattered with fake blood, carrying around a toy carving knife. It was a stupid idea, but she had a way of making things make sense in the moment. Only she’d forgotten to get fake blood or the knife, so now they were just…a 1950s couple. So he was standing there in a stuffed bra, heels, and pearls, wearing a fancy dress and apron. 

“I guess I am just worried about rolling my ankles in these heels.” He sighed. 

“Don't worry about it!” Chloe grinned. “You’ll be fine, be a dear and practise for me again. Remember, just like I taught you.”

Jack sighed and walked up and down the room, making sure to add a bit of sway to his hips so that the skirt swished from side to side. One foot directly in front of the other, causing the heels to click and his gait to appear more feminine. It was hard at first, but after a few wobbly steps, he found himself gaining confidence.

“Hey…this isn't half bad.”

“See! Women have been wearing heels without rolling their ankles for centuries. I knew you could do it. Now, let’s get to the party. I can’t wait to see everybody’s reactions!”

Embarrassment swirled in Jack’s gut, but he couldn’t bring himself to complain. Chloe had worked hard on the costumes after all, even if she’d forgotten the best bit. It was just one night, after all. He could be a fifties housewife for one night. It was just a joke. Still, as they walked up to the frat house, Jack’s stomach began to twist. They passed several people on the way in, and they all barely hid their snickers behind their hands. 

“They’re laughing with you.” Chloe insisted.

It didn’t feel like they were, though. He pressed his lips into a thin line; maybe he could just wear it for a few minutes and then slowly start shedding layers. People did that all the time once they started drinking. 

“Be a dear and smile,” Chloe whispered. “The perfect housewife was never dour.”

Jack forced his lips into a bright, cheery smile and pushed open the door, masterfully stepping over the rolling cans in the doorway that somebody had clearly thought would make a funny joke. 

“Aw man, we thought you’d trip for sure!” Chase groaned. “Especially in those shoes!”

Jack chuckled and held up his hand to give Chase a high five; they had several classes together. Would have been roommates if Chase hadn't decided to pledge to this frat instead. They got on well, and Jack was keen to catch up. Secretly, he was a little jealous that Chase had gotten into a frat while he hadn’t. At least tonight, he could get a taste of that life. Maybe even convince a few of Chase’s brothers to let him pledge next year. 

“Do you have any idea how long it takes to press a dress like this?” Jack said, putting on a fake female voice. “Why, I couldn’t risk it getting dirty!”

Chase threw back his head and laughed, and Jack felt his nerves melting away. 

“Man, you’re really getting into character. Good on you.” Chase snickered. “Chloe, was this your idea?”

Chloe nodded as she wrapped an arm around Jack’s waist and pulled him to her side. 

“Yes, isn’t he utterly darling?”

“Uh, sure.”

“Heh heh, okay, that’s enough of that,” Jack said, cheeks burning. “It’s just a joke costume, I was going to have a clever and-”

“Jack, be a dear and go get me some punch?” Chloe interrupted. “Nobody needs to hear about what the costume could have been. It’s perfect the way it is.”

“Oh, come on, it’s been forever. Let’s go catch up.” Chase said, but Jack shook his head. 

“We’ll catch up in a second, I’ll just grab Chloe her drink.”

Chase rolled his eyes and muttered something that might have been the word ‘whipped’ under his breath as Jack turned and walked away. His dress swirled around his ankles, and the crinoline caught on his leg hairs, making them itch as the fabric tugged at them. Then, Jack discovered the trick: if he swayed his hips in an even more exaggerated way, the fabric moved too quickly to catch. Yeah, it felt a little ridiculous, but at least he was comfortable. Chaloe gave him a look of approval when he returned, two plastic cups of strong-smelling punch in hand. 

“I knew that costume would suit you.” She said, “Be a dear and keep that up, won’t you.”

Jack laughed good-naturedly, he didn’t intend to. But then, as they made their way across the room, he found he couldn’t make himself walk any other way. His hips seemed to have a mind of their own, sticking his ass out and sashaying from side to side. It just felt right, no matter how hard he tried, he just couldn’t remember how to walk any other way. 

He lifted the punch to his lips and drank, grinning as he and Chloe went from person to person, catching up. Maybe they could talk about him pledging with next year's cohort if he could find Chase again. Unfortunately, Chloe insisted on dragging him over to all her friends. He could only take so many conversations about their sorority life and make-up before his brain felt like it was melting. 

After a minute, he said, “I’m going to go find some of my mates. You’ll find me, if you need me?”

“It won't be hard.” One of the other women giggled. “In that dress, you’ll stop traffic.”

Jack stuck his tongue out at her, only for his cheeks to burn with embarrassment at the action. Chloe and her friends giggled, and Chloe patted him on the shoulder.

“Sounds good, but be a dear and fix your make-up. Your lipstick is all smudged.”

Lipstick, he wasn't weathering any lipstick. No, wait, he was. Jack licked his lips and felt the slightly sticky, waxy substance coating them. A quick glance down at his plastic cup showed a dark pink ring left by his lips, and he blinked in surprise.

“Yeah, of course.”

He couldn't be walking around with smudged lipstick. People might think he was some sort of whore. In an almost trance-like state, he moved to the bathroom and reached into his purse. Funny, he didn't remember bringing a purse, but he must have since it was hanging off his shoulder. Inside was a tube of dark pink lipstick.

“...huh. What am I doing? This is stupid.”

He went to put the lipstick back in the mystery purse but then froze; those words echoed in his mind: ‘Be a dear and fix your makeup’. This costume…it was just a joke; it wouldn’t be very funny if he didn’t go all in. Chloe was right; he should fix up his makeup. His hand was raised back to his face, and a fresh layer was carefully applied, puckering his lips a few times to make sure the spread was even. 

“There. Perfect.”

He stepped back out into the party with a fresh smile on his face. He felt oddly right in the costume now. Maybe he was getting used to it. He glanced around, looking for Chase, when a loud voice cried out from the kitchen.

“Chug! Chug! Chug!”

He walked in and saw a classic sight; a half empty beer pong table and two competitors chugging away as they threw the ball back and forth. Chase was there, egging on another player and waved him over.

“You want in on the next round?”

“Hell yeah!” Jack grinned. “I freaking love beer pong!”

It would also be the perfect excuse to show off his boozing prowess to impress the other frat brothers all crowded around the table. He was gearing up to start when Chloe appeared and pulled a face. 

“You’re not going to play that stupid game, are you?”

“Why not?”

“Well, it’s not very becoming behaviour. You’re supposed to be an upstanding housewife, remember.”

Jack chuckled uncomfortably. Chloe was really leaning into this whole costume idea. Then again, with the way he was treating his makeup, maybe he was, too. His hands fidgeted with the pearls around his neck.

“Well…I mean, it’s just a costume.”

“Yeah but half the fun of costumes is getting into character,” Chloe replied. “Be a dear and play the part, won’t you?”

  “Well…uh…I…I guess I could.”

Jack looked forlornly at the beer pong table but found himself suddenly uninterested. Now that she’d pointed it out, beer pong really was a stupid game. And not very safe either. Beer was spilling all over the kitchen tiles, making them slick and sticky. Disgusting, how was nobody else bothered? The more he looked, the more problems Jack saw. The sink was full of dishes, and the benchtops were coated in chips, half-eaten pizzas and punch. What sort of junk were people putting in their bodies? 

“Yo, Jack, you ready to face off?” Chase yelled, smiling as he held up a ping pong ball.

“No thanks, I am going to fix this floor. Where is your cleaning cupboard?”

“M-my what?”

“You know, the cupboard where you keep your vacuum and mop.”

Chase just blinked at him.

“Uh, in the hall, I guess.”

Jack turned on his heels, avoiding the sticky patches on the floor and made his way down the hall. This frat house really was filthy. He should give it a clean. That would surely impress the brothers enough to give him a shot. Plus, he’d be in character for his costume! It took him a while to find the mop and bucket; they were behind a bunch of hockey sticks at the back of a cupboard. It was almost like the guys who lived here never cleaned! 

He made his way to the bathroom to fill the bucket and find some soap,  only to find the bathroom occupied. A half-dressed young woman was sitting on the bench, legs spread with a man thrusting into her. 

“Agh!”

“Wha-dude, this place is occupied!”

Before Jack could stop himself, he clutched his pearls and locked eyes with the irritated-looking woman. 

“Why I never. This sort of behaviour is unbecoming of a young lady. Are you married?”

“M-married?” The woman choked out and laughed. “What the fuck? Get out of here so we can get back to it!”

“Well!”

Jack scoffed and closed the doors. Young people these days! He bustled back to the kitchen, which had thankfully been abandoned. The beer pong table was soaked in beer, and Jack put his hands on his hips and shook his head. 

“I have my work cut out for me.” 

He busied himself scrubbing the table, mopping the floor and cleaning the dirty dishes. It was oddly satisfying; if it weren't for the low lights and loud music, it would almost be relaxing. A few people came through the kitchen and gave him some odd looks, a few snickered, but nobody stopped him. 

“There, spick and span!” Jack grinned, looking back happily at the kitchen. “Now, about that food.”

What these people needed was some proper home-cooked fare, not this takeaway junk. But it was a party, and there was no time to do a proper pot roast. Jack clicked his fingers in delight: cookies! That’s what this party needed! Luckily, he managed to find all the ingredients necessary to make a nice large batch of chocolate chip cookies. 

“Good thing I wore my apron tonight!” He said.

He was just taking the first batch out of the oven when Chase and a few of his frat brothers appeared.

“See, man, I told you! He’s cooking!”

“Jack, mate, what are you doing?” Chase gaped.

“Why, making some party favours, of course!” Jack replied. “Here, taste! Careful though, they’re still hot!”

Jack stuffed one of the cookies in Chase’s mouth before he could protest. He watched as he chewed on it.

“It’s good, but uh, why are you baking? This is a Halloween party.”

“Oh, my stars!” Jack felt his cheeks burn red. “You’re right, I should have made something more on theme. A themed party is such a delight, don't you think?”

“...You’re really taking this whole ‘housewife’ costume seriously.”

“Of course!”

Jack beamed wide, showing off his pink lips and swishing his skirt. He was so glad Chloe managed to find a bullet bra that fit him properly, his bust needed the support. On some level, he knew something was different; didn't he have bean bags in those cups before? He didn't have breasts a few hours ago, did he? 

“It was funny for a bit, but maybe you should take a break,” Chase suggested, and Jack’s brow furrowed.

Maybe he was right, maybe this joke had gone far enough. But he’d gotten so comfortable in his outfit that he didn't really want to take it off. Which…was weird right? Shouldn’t he be uncomfortable? He remembered how the crinoline caught on his leg hair a few hours ago, experimentally popped one leg and felt his hand along it. Smooth, utterly smooth. 

Chase had already returned to the rest of the party, too drunk to realise the odd dread settling over Jack’s face. Something weird was going on. He didn't shave, he certainly didn't have real breasts and…and why did he want nothing more than to go back to making more cookies for the boys right now? 

“There you are. You look like you’ve really fallen into the role!”

Jack whirled around to see Chloe in the doorway.

“Chloe, something weird is going on! I-I think I’m turning into my costume!”

“What?” She laughed. “Darling, don’t be silly; that couldn’t happen.”

“But…but-!”

“Be a dear and stop worrying.” She cooed. “You were so happy before, why don’t you go back to cooking and cleaning, that’s what you really enjoy, isn't it?”

Jack blinked as a strange sense of calm washed over him. Chloe was right, he was being silly. Of course, nothing strange was going on. He was just discovering a new side to himself. A blank, pleasant smile formed across his face and Chaloe patted his cheek affectionately. 

“That’s my girl, now chop, chop! This frat house is such a mess, and I told Chase and his brothers you’d clean it for them.”

“Of course! I’ll start right now, may as well get a head start. If I wait until the end of the party, I will have twice as much work!”

Jack dusted his hands on his apron and took the final batch of cookies out of the oven before beaming at his girlfriend. He was so happy. 

“You enjoy the party and leave this to me!”

Chloe smiled at him. 

“Thank you, dear. I just knew this would turn out well.”