Maid to Serve: Birthday Sissy Ch. 01

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*Author’s note: This is my first story, so be kind. Also, read the description and tags. If this isn’t your scene, don’t bother reading or commenting*

Matt glanced at his watch as he opened the apartment door: 10:30 p.m. already. He stepped inside, closed the door, and let his messenger bag slip off his shoulder and onto the floor.

The apartment was a classic one-bedroom studio. Although small, it felt spacious. And with its hardwood floors, high ceiling, tasteful fixtures, and 22nd-floor views of downtown, it seemed luxurious. The front door opened into the entryway, which had a shoe rack on the right and bathroom door on the left, then a well-equipped kitchenette running down the rest of the hallway. In the main space was first a small circular dining table, enough only for two chairs, and a black leather sofa. At the rear of the apartment was the bed. Behind it, a combination wardrobe and vanity sat flush against the wall, next to the balcony’s sliding glass doors.

And sitting on that bed, in her white business blouse, black midi pencil skirt, and dark nylons, was Britney. The blouse was still tucked in and hugged to her perky, B-cup breasts. She toyed absentmindedly with her straight, shoulder-length black hair.

“Hi honey. Long day?” she asked without looking up from her phone, on which her fingers continued to tap furiously.

“The longest. I’m fucking beat,” Matt said as he kicked off his shoes at the edge of the marble-tiled kitchen area and made a beeline for the couch, grabbing the TV remote along the way.

Matt and Britney had been married two years. Both now in their early 30s, hey had moved into the apartment a year or two before the wedding. The studio was enough for them at the moment as they saved for a place of their own. It was also near the courthouse where they both worked, Matt as a paralegal and Britney as an attorney. The marriage had been smooth sailing so far, but like with any long-term relationship, the spark wasn’t quite as red hot as it had been.

Ten minutes passed, with Matt’s eyes glued to the box and Britney’s fingers glued to the screen.

“Honey,” Britney said, breaking the comfortable silence. “I had a really long day too. I was on my feet for most of it. Could you shut that off and…” She trailed off as she kicked her feet slowly up and down at the end of the bed.

“Sure,” Matt said. He got up, walked to the foot of the bed, and eased onto his knees as Britney wriggled her long, tan legs out of her stockings. Matt licked his lips at the sight, then cracked his thumbs and got to work, left foot first.

After enjoying the massage quietly for a few minutes, Britney opened her eyes and looked down at her husband.

“Your birthday’s coming up…” she said, trailing off again.

“Yeah,” Matt said. “Two weeks or so I guess.”

“Yes, it falls on the Saturday.”

She closed her eyes and enjoyed the foot rub in silence for another minute before speaking again, her eyes still shut.

“I’ve been thinking about your gift.”

“Oh yeah?”

“Mmhmm,” Britney nodded. “In fact, I’ve been doing more than thinking about it. I’ve got it all planned out.”

Matt perked up. “So it’s an experience rather than a thing?”

“Oh yes, it will be an experience alright,” she said with a menacing smirk that was only half-ironic. “We’re going to explore your maid fantasy.”

Matt froze, his fingers curled around Britney’s toes.

“What?” he said, the blood draining from his face.

It was six months ago that Matt had told Britney about his burgeoning kink. “Forced feminization,” he’d called it, and had specifically mentioned a scenario where he was coerced into servitude as a maid, replete with French maid’s outfit.

Britney had been a willing partner, but after two roleplaying sessions in which she had dressed Matt in some of her own looser-fitting garments, things fizzled. In a discussion shortly afterward, Matt explained that aside from feeling it was a little too weird to ask Britney to go further–to be as dominant and assertive as he had in mind, and for her to see him decked out in the whole shebang, from heels to undergarments to wig–that post-orgasm, he had little interest in the activity.

Since then, Matt had avoided indulging the kink. But now, to his utter surprise, Britney had resurrected it.

“Your fantasy where I force you to dress up like a maid,” she said, as if Matt wasn’t aware. “We’re going to do it. At least, we’re going to dip our toe in, like you had wanted.”

Matt’s mind raced and his penis twitched. What did she have in mind?

“On your birthday, that Saturday evening, I’m going to invite Alexa around for dinner. You will be our maid.”

Matt audibly gulped. “What?!”

The idea on its face turned Matt on like nothing he could remember but he didn’t for a second believe it would actually happen. He wouldn’t even want it to–not in front of anyone else.

“Don’t worry, and keep going,” Britney said, motioning toward her feet. Matt slowly resumed the massage.

“You kağıthane escort won’t be wearing a maid’s outfit or makeup or anything, but you will be doing… well, everything else.”

She picked her phone up from beside her and unlocked it to reveal a long list. She allowed Matt to have only a brief glimpse of it before turning the screen back to her.

“You will prepare the apartment, do the place settings, prepare a three-course meal plus drinks. You will serve us everything, and bus the dishes. You’ll do everything a good maid should.”

Matt thought for a moment before replying. He knew the idea excited him–his already raging erection was proof enough of that–but it still seemed crazy. Even without a maid outfit, the whole scenario would surely raise Alexa’s suspicions. And while the risk of being exposed in such a situation was a definite turn-on, it surely wasn’t a risk he actually wanted to take.

“Honey, I appreciate the thought and the effort, but I don’t want Alexa knowing about this. That’s crazy.”

Britney scoffed.

“I know, don’t be silly. First of all, you can trust Alexa. She’s a mature adult. But that’s beside the point because she’s not going to know. Like I said, you won’t be wearing a maid’s outfit or anything like that. She’ll just think you’re a nice, attentive husband, which you are. The whole ‘femdom’ power dynamic,” Britney made finger quotes as Matt recoiled in embarrassment at having explained the term to her, “that will just be for you and me to enjoy in secret.”

Matt gave an uncertain nod. Britney turned her phone off and placed it back down on the bed, then glanced slyly at him. Their eyes met.

“And before then, we can do some practice. We’ll even play dress-up so you can have a proper feel for the role on the day.”

“What?” Matt asked in a hushed tone.

“Go to the wardrobe. Open the top drawer.”

Matt raised his eyebrows. What was she up to? This was all moving fast. But he was too excited to question it. Besides, he reasoned, this was probably just a bit of fun for tonight. There’s no way they would follow through on all this.

He walked around the bed to the wardrobe and opened the top drawer–the underwear drawer.

“Do you see it?” Britney asked?

How could he not. Inside were four neat stacks of Matt and Britney’s underwear, all neutral blacks, whites, and greys. And sitting atop the center of the four stacks was a neatly folded pair of brand-new bright pink women’s panties. Matt’s heart jumped in excitement.

“Yes,” he said.

“Bring them over.”

Matt walked back to the foot of the bed and handed the panties to Britney. She scooted over and sat on the bed in front of Matt. Without speaking, she began undoing his belt.

Matt blushed. This was literally a dream come true.

Britney removed the belt then pulled down Matt’s jeans. She saw his penis, already engorged and straining against his briefs.

“So excited already?” Britney said with a smirk. “You really are a little sissy, aren’t you?”

Matt flinched. Britney was speaking to him in exactly the way he had fantasized, but her words still stung. This was just a fantasy after all, an indulgence. But Britney’s words and tone seemed to imply otherwise, that she really did view him as weak. And yet, this made him even harder.

“Take them off,” Britney said as she tugged on his briefs. Matt stepped out of his jeans then removed the briefs. His cock stood fully upright. Britney gave it a single quick tug.

“I don’t think I’ve ever seen you this hard before. And all for some pink panties.” She picked up the panties and held them up to Matt, holding one end with each hand.

Matt tried to protest. “I’m just as hard as–“

“Shhh,” Britney said, and gave his penis a light slap. “Now put these on.”

Britney draped the panties over Matt’s penis. He took them and gave them a quick once-over. These were nothing like the underwear he’d worn in their earlier roleplaying sessions. Those were Britney’s everyday panties: plain cotton ones designed for comfort, and quite a bit smaller than Matt needed. By contrast, these were definitely designed to be pleasing to the eye, made of lace and adorned with bountiful frills. They were what he had imagined for this fantasy. However, holding them now in front of Britney felt entirely different than he’d imagined. The feeling of emasculation was stronger and more demeaning. He licked his lips nervously.

“Come on,” Britney said.

Matt stepped carefully into the panties and pulled them up around his waist. They were tight but comfortable, and sandwiched his erect cock flat his stomach.

Britney took in the sight and felt a spark of electricity somewhere inside her. Rather than being incongruent, the highly feminine panties, coupled with Matt’s visibly throbbing cock, did make for an erotic sight, she thought. She also suspected there was something else she liked about the situation, but now wasn’t the time to dig into that.

“Wow,” kaman escort she purred. “Now back to work.”

With that, Britney fell backward onto the bed. She backed up to the pillow and stuck out her feet. Matt got back onto his knees and resumed the massage.

“How do you feel in them?” Britney asked after a minute.

“They feel fine,” Matt replied, not wanting to give away how exciting it was wearing the panties–and doing so at his wife’s request.

Britney wasn’t letting him off, though.

“Does my sissy like them?” she asked in a kind of mock baby voice.

Matt nodded nonchalantly and continued rubbing Britney’s feet. Inside, though, his mind was racing. Part of him was anticipating the two weeks ahead and the dinner with Alexa, but most of him was looking forward to the passionate sex they would almost certainly share tonight. And the sooner, the better.

He switched his left hand to Britney’s left foot, keeping his right hand on her right foot. He began kneading the sole of each foot, just below the big toe. He then started slowly moving upward, kneading as he went so as not to draw attention to his migrating hands. A minute later, he was past her ankles.

Britney knew what he was up to. This would not do.

“Ahem?” she said. “You’re not finished…”

Matt returned to her feet.

“And don’t get any ideas about finishing tonight.” Britney smiled, partly so Matt knew she was serious and partly at her own cleverness.

Matt did his best to make puppy dog eyes but Britney wasn’t to be swayed.

“Listen babe, I thought about this, because I know this is something you were really into. I want to make sure we go through with this, and do it properly. So I’m going to lay out some ground rules.

Matt gulped.

“Firstly, I’m not taking no for an answer on this dinner. I am doing this is for you, after all, and I have this all planned out. This is happening.” Britney was surprised by how resolute those words sounded coming out of her mouth. She had a demanding job but was never one to be commanding like that. She was also surprised at how much she enjoyed that feeling of power.

Riding that wave, she pushed her feet a little harder into Matt’s hands, forcing them toward his face.

“When we tried this before, you said you had no interest in this fantasy for days or weeks after cumming. So one way we’re going to make this time a success is by making sure you don’t cum.”

Matt corked his head a little and looked up at Britney quizzically for a moment before smiling dismissively.

“So no sex? That whole time?”

“Not only that…”

“No blowjobs? Or hand jobs either?”

“Correct. Including hand jobs of the self-given variety. No sex, no masturbation. No orgasms, period. We need to keep you horny and ready to give yourself over to this experience.”

“No orgasms at all? I don’t know if I’ll be able to hold out that long.”

Britney suddenly pushed her right foot forward, tucking her toes under Matt’s chin and using them to direct his gaze from her feet to her face. Time to show him how serious she was.

“Well luckily, dear, it won’t depend on your willpower.”

Britney withdrew her feet from Matt’s hands and rolled onto the other side of the bed. She reached over and opened the top draw of the bedside stand. After clamoring around for a moment, her hand came out carrying a small fabric pouch.

Britney sat up cross-legged on the bed and patted the spot beside her. Matt joined her.

“What’s that?” Matt asked.

Britney didn’t reply. She opened the pouch and retrieved the object inside: a glistening, stainless steel chastity device, complete with a tiny gold padlock keeping the cage and ring together.

“You know what this is, don’t you?” She didn’t wait for a response. “I know you do. I remembered you telling me about these. So I ordered one last week, and we’re going to make good use of it.”

***

Matt stepped out of the bathroom, still in his shirt and with his panties around his knees. He gingerly fondled his cage-encased privates.

“Does it hurt?” Britney asked as she reclined in bed with a broad smile.

“No. It pinched when I first put it on, but I think it was just some pubes that were caught.”

“Let me see.” Britney beckoned with her finger. Matt walked to the side of the bed and began to climb onto it.

“Stand up,” she commanded, and felt another rush of power radiate from her flushing face down her body.

Britney sat up and swung her legs off the side of the bed, placing one on either side of Matt and using them to pull him closer. She leaned her head forward until it was a few inches from his cage and examined it.

The device was a good fit. The cage’s net-style sheath was just big enough to fit Matt’s flaccid penis. The metal ring that it locked into was just wide enough to be comfortable while still preventing escape.

“This model is called ‘the Mini,'” she said. “I knew it’d be big enough.”

Britney grinned. kapaklı escort Erect, Matt was quite average in both length and girth, but Britney often joked about his lack of size. It was true that Matt wasn’t huge downstairs, and the teasing was something she had an inkling he liked.

“Do you think you’ll be comfortable wearing this until your birthday?” she asked.

“I have no idea. It feels OK now but maybe it’ll get sore after a while, or maybe it’ll irritate me after exercise or get an infection or something.”

“Well don’t worry about hygiene,” Britney said. “You’ll be allowed to take it off every night when you shower.”

This caught Matt a little off-guard. He’d been excited about this entire experience, and the chastity device–something he’d continued fantasizing about even after moving on from feminization–was the icing on the cake. The thought of being in Britney’s control to such an extent was super exciting adjective.

He also knew that what she said was true: keeping him horny and orgasm-free would only continually heighten his engagement with the experience and his enjoyment of it. So the thought that he might have the chance to masturbate once a day was something of a letdown, both because it implied Britney might not be taking it as seriously as he wanted and because he knew he wouldn’t be able to keep himself from cumming for two weeks of showers.

“Of course,” Britney added, “you will need to be supervised.”

“Huh?” Matt said reflexively, even as a sense of both relief and concern dawned on him. Yes, she was serious about this… But might that be too serious, even for him?

Britney reached out and lifted the tip of the cage with her left hand. “We need to do this right,” she said, and began caressing Matt’s balls with her right hand. “No orgasms.”

She continued to gently move her fingertips around Matt’s testicles and peered at his cock as it began to squirm.

“Hmph,” Britney chuckled as she ran her fingers from his balls up to the ring. She slid her finger along its curve for a moment then pushed a fingertip against Matt’s balls and under the ring, testing the tightness.

She then moved her fingers up to the cage and let them dance around the sheath, sometimes slipping into the holes of the metal netting and finding flesh.

Matt’s cock quickly engorged. The mere fact that Britney had taken control so proactively and brought enforced chastity into their lives was hot enough already; in the bathroom, he had needed to use cold water to get his penis small enough to fit into the cage. But this teasing now–the fluttering of Britney’s fingers on the metal–was nearly unbearable. His penis was pressing hard against the restraints in every direction, meaning each of tap of Britney’s fingertips made even more contact.

Matt let out an almost pained-sounding moan of pleasure and frustration.

“It’s getting tight. Does it hurt?” Britney asked.

“Not really. It’s uncomfortable but it doesn’t hurt.”

Britney smiled. She opened the palm of her hand wide and wrapped it around the cage, then began jerking it slowly up and down.

Matt threw his head back and moaned again.

“This is great, honey. It’s got me so hot,” Matt said.

He lifted his head back up and started kissing Britney passionately on her left shoulder. She continued stroking as Matt sucked and nibbled his way up to her neck. This never failed to get Britney wet, and it wasn’t failing this time. As Matt switched sides, working his tongue around the base of her neck, Britney began to moan, too.

She closed her eyes. “I think I need you…” she said.

Suddenly, she let go of Matt and laid back on the bed, backing up until her head was on the pillow.

“Give me they key,” Britney demanded.

Matt clenched his fist in victory. “Yesss!” He dashed in the bathroom and returned with the tiny key to his cage’s lock.

Britney took the key and placed it in her shirt pocket. Matt watched in confusion as Britney hiked up her skirt.

“Take off my panties,” she said.

Matt obliged and dropped them onto the floor.

“Now your panties,” she said in an almost whisper. “Pull them back up and get to work.”

Britney grabbed Matt by the shirt. He hurriedly got the panties back up to his waist just as he was pulled onto the bed, his face landing between Britney’s legs, an inch from her visibly wet pussy.

Matt did as he was told. He started by moving his tongue in circles around the hood of Britney’s clit, being sure not to make contact direct just yet. He then slowly increased his range and pressure, eventually transitioning to making wide rings around her entire pussy.

As Matt continued, sometimes stopping to lightly slip the very tip of his tongue inside her pussy, Britney felt her body begin to pulsate and sweat. She looked down at her husband. He’d always been eager to please, but the way he had acquiesced so quickly was a surprise and a thrill.

Feeling the first signs of an approaching climax, Britney threw her head in the air. As she did, she caught sight of herself in the wardrobe mirror, which sat against the back wall, facing the bed. From her angle, she could see it all: herself, legs spread wide, and Matt with his head buried between her glistening thighs. The act had never been so empowering before.

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