CrossdressingChapter 4 of 6Ongoing

The Maid

The Maid - 04

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The Maid - 04

The Maid

By Maid Jazz

04

Sarah glanced around looking for Rita and frowned. Her fellow maid had been there moments before. She could see Will and Trish helping Vivian, along with a dozen customers, but no Rita. Curious she headed into the store room and froze. Rita was pressed up against one of the shelves with a massive man holding her in place. He had one massive hand clamped around the back of her neck and the other pinning her arms overhead.

"At last you arrive." The man growled. "Your friend here isn't the one I truly wanted."

Sarah's eyes widened in recognition. He was the tough guy who had hit on her in the mall. Apparently he was a sore loser. Narrowing her eyes she watched him closely as she approached.

The man grinned as she easily came within reach. "Kneel down," he ordered, squeezing Rita's neck.

At her squeak of pain Sarah did as ordered. She looked up at the man as he leered down at her.

"That's right bitch. Know your place," he laughed.

Sarah kept a neutral expression. "Let her go and I will do what you want."

The man reached out and grabbed a fist full of her hair and pulled her close. She let out a gasp of pain, to his delight. Absentmindedly he tossed Rita into another shelf, she hit hard and fell in a heap.

Sarah couldn't tell if she was OK as she didn't even stir. She hid her rage as the man freed his cock. It dangled right in front of her face as it slowly thickened.

"You know what to do," the man growled grabbing her head with both hands.

Sarah nodded and leaned forward. Her left hand braced herself while her right pressed a small device into his balls and hit the trigger.

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The man's shriek brought dozens running. They burst into the store room to find Sarah leaning over Rita's crumpled form. Off to the side, lay a muscular man, folded in half and shrieking as he clutched himself.

Will reached his maids in moments and bent down beside Sarah. "She alright?" He asked in a worried tone.

Sarah shrugged. "I think so. She will have one heck of a headache when she wakes up though." She pointed to the large lump on the poor girls head.

Will glanced over at the man who others were helping. "What happened?"

Sarah gave a sad laugh. "He didn't take rejection well. Was waiting back here for me and Rita got caught in the middle of it."

Will's look turned murderous and Sarah laid a hand on his arm. "Don't," she whispered when he looked at her. Slowly he relaxed before giving a nod.

"Let's go" he declared, scooping Rita into his arms. He rose and slowly carried her out of the back room. As he entered the main area Vivian lay a robe over the nearly naked maid and gave him a sad look.

"Can you deal with that?" He asked motioning to the back room.

At her nod he turned and headed for his car. Sarah caught up to him before he had gone far. She had pulled on her maid outfit and carried Rita's folded over her arm. They gathered almost as many stares on the way out but no one came close once they spotted his expression.

At the car, Will slid into the passenger seat with Rita on his lap. He strapped himself in before holding her securely. Sarah waited for his nod before starting the car.

With a roar it came to life. With the squeal of tires, they were off.

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Sarah parked the car after dropping Will at the front door. She found herself thanking her lucky stars that she had gotten assigned to such an amazing person. He had carefully cradled Rita's form for the entire drive, ensuring her safety. The medical team had been waiting for them and he had set her onto the gurney before they rushed inside.

She quickly moved through the house heading for her room. As expected she found them both in Will's room. Rita had been tucked into his massive bed and looked much better. An IV was hooked up to her while sensors monitored her status.

Will was sitting in his favorite chair, though he had turned it to face the bed. She could see the worry on his face and it warmed her heart. She quietly moved up behind him and began to massage his head. She worked slowly and gently. Gradually she felt him begin to untense.

"She will be OK." Will declared. "Just a bad knock to the head."

Sarah murmured agreement and shifted down to work on his shoulders.

"What did you do to that man?" Will finally asked.

Sarah gave a small laugh. "You know our tazers?"

Will nodded. "The super powerful, single use, ones?" He took a drink of water.

"Yea," Sarah paused. "I kinda unleashed it into his balls."

Will choked on his water and the subsequent coughing fit woke Rita.

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"I assure you, I feel much better," Rita stated for the tenth time. "So stop asking!" She looked rather cross with her new boss as he checked on her once again. She had been up for several hours and was freshly showered and cleaned up.

Will nodded relenting. "Alright. But let me know if anything comes up."

"I will."

"Ahem," Sarah coughed. They both jumped having forgotten she was even there. "We need to get moving."

"For what?" Will asked. He couldn't remember any plans.

Sarah rolled her eyes. "We never did finish our shopping yesterday."

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When they entered the garage they found a dozen guards waiting for them.

"Whats going on Rick?" Will asked the head guard already guessing the answer.

"We are to escort you if you leave the estate," Rick replied. He was the typical body guard with a massive frame and chiseled features. "Your parents have taken away your vehicles due to yesterdays incident."

Will sighed, "I gathered as much. So what's the deal?"

Rick seemed relieved at the response. "We take you in a limo with a lead and tail car."

Will winced but nodded. The girls had already convinced him to go and he wasn't about to disappoint them. Plus he needed to get Rita back out there so she wouldn't retreat into her shell.

"Lets go then."

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"This one!" Sarah exclaimed, dragging Will towards the entrance. A half dozen guards entered before them and swept the store as customers and staff stared wide eyed. Sarah acted like they weren't even there, as she started browsing the racks of corsets on display. The store seemed to be half fetish wear and half party wear. The excited maid gravitated towards the fetish gear of course.

Will just followed along behind her, enjoying the show.

"I think this would fit you perfectly," Sarah proclaimed, holding up a pair of latex pants to Rita.

Rita, who wasn't paying full attention, took them before glancing down in surprise at the weight. A quick check revealed a pair of massive dildos mounted to the crotch. She blushed crimson as she fairly threw the pants onto the shelf. Chuckles rose from the watching guards.

Sarah soon had a basket full of clothes and rushed for the change rooms, calling the other two after her.

Rita looked at Will questioningly.

He just grinned, "I find its easier just to go along with it. Plus, its usually a lot of fun." He moved to a chair in the change area and waited as the girls both headed into the same booth. They were soon giggling away as clothes rustled.

With a shake of his head he pulled out his phone and checked on his stocks.

"Can you come help me master?" Sarah called in her damsel in distress voice.

Will found his cock instantly hard, as that tone usually led to much fun, for all parties involved. He put his phone away and rose with a grin. He motioned Rick to move back a bit and the guard flashed him a grin as he did as ordered. Several guests complained as they were herded away but one glower from a guard sent them on their way.

Rick gave Will a wink as he turned away with a grin. 'Lucky bugger.'

Will stepped into the change booth and froze. Both girls were down to their underwear and locked in a passionate kiss. Their hands glided over each others bodies as they moaned. His cock threatened to burst through his pants as he enjoyed the show. The girls continued for over a minute before breaking the kiss. They both pulled back slowly, with that highly aroused and sultry look in their eyes.

"Join us master." Sarah half asked half commanded.

Will wasn't about to argue. He stepped over to them and wrapped his arms around them. They both snuggled in, kissing his neck and running their hands over him. Sarah slowly slid around behind him, as Rita met him for a kiss. Their tongues slid over one another as their breathing quickened.

Will only vaguely realized his clothes were being removed, as the girls continued to shower him with affection. He slowly leaned forward, nibbling his way down Rita's neck. She gasped and arched into him as his hands slid around her back and released her bra. Still on her arms he just lifted the front up as he sucked her right nipple into his mouth.

She gave a louder moan and grabbed his hair. She began to direct his head as he licked, sucked and nibbled her breasts. She had her head thrown back as she gasped and vibrated beneath his touch. The sounds she made just served to ramp him up even more.

Sarah's hands were working constantly towards her goal. She loosened his pants and let them pool around his ankles. Her hands then slid under the waist band of his boxers and cupped his ass. She loved how he jumped before leaning back into her touch. Grinning she leaned forward and nibbled on his shoulder while kneeding his ass. The three of them fell silent as they put all their attention into pleasing each other.

Will gasped as small hands gripped and massaged his cock. He pulled back from Rita's breasts and just enjoyed the sensation. After several moments Sarah slid his boxers down out of the way and had him step clear. He opened his eyes and realized Rita had moved.

She was bent over leaning on the padded bench. Her ass stuck up behind her just shy of his cock. He loved how her teal panties were framed by the garter straps. Not needing any encouragement he stepped up behind her and slid his cock along her sex. They both moaned at the feel of satin sliding against them.

"Please!" She begged in a whisper.

Smack!

Sarah gave her fellow maids ass a hard slap.

"Please master!" Rita corrected herself.

"Good girl," Will praised, as he pulled her panties to the side. He lined up his cock and slid it in in one smooth stroke.

"Mmmmmphh!" Rita screamed into the cushion as an orgasm swept over her.

Will fought to control himself, as her pussy clamped down on his cock. He slowed his thrusts but that almost made it worse.

"Not yet," Sarah whispered in his ear before twisting both his nipples hard.

"Aaaah!" His startled cry seemed to echo in the small room. The pain was just enough to pull him back from the edge.

"Keep going," Sarah whispered in his ear. "Don't stop or cum till I say."

Will frowned for a moment before nodding. His thrusts had barely lost pace and he quickly got back into them.

Rita clutched the bench and cried out in joy as his cock pounded into her.

Will jumped as Sarah wrapped something around his waist., as his momentum faltered she pushed on his back to get him to continue. He hesitated for a moment before her urging won out.

He half watched her as she finished buckling a severe looking black corset around his waist. He began to grunt with the thrusts as she tightened the laces. She used his motion to assist her and soon had it laced tight. With a sly grin she folded a flap over the laces and zipped it shut. A small latch then clicked shut. She tucked the key into her bra before grabbing the next item.

Will just humored her, knowing where it would end up. He might have thought differently if he had noticed the lock. The feel of sliding into Rita's pussy had him rather distracted, so he allowed his maid her games.

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Will stirred from his position with a content sigh. He was on his knees laying atop Rita's back. She moaned when he shifted and began to stir as well. They slowly got their strength back and rose to their feet.

"What on earth are you wearing?" Rita asked with a giggle.

Will shrugged, "Sarah was busy while she waited." He glanced around and realized she was no where to be seen. "Where is she anyway?"

Rita shrugged, "She said something about paying for our purchases."

"Figures," Will grumbled, trying to reach the ties on the corset. "Can you get this for me?"

"Of course master." Rita beamed, motioning for him to turn around. She tugged on it for a few minutes before sighing. "It seemed to be locked on," she declared.

Will sighed. "Of course it is. I bet you Sarah isn't in the store anymore either"

Rita quickly got dressed and upon checking found out she had headed for the limo already.

With no other option Will quickly pulled his clothes on over the garments he was wearing. A silky black thong had replaced his underwear and stockings were on his legs. While he could have removed those the corset couldn't be. All or nothing he figured knowing he would at least get great sex out of wearing them.

Hoping nothing was visible, he headed back out into the store. Rick flashed him a congratulatory look and winked. "I trust you had a good time sir?"

"Very much," Will replied. "Let's go home."

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Will climbed into the limo and froze. Rita hopped in behind him and started laughing.

Sarah had strapped herself into one of the slave restraints mounted to the floor. It kept her on her knees before Will's normal spot. A hood covered her head leaving nothing but her mouth visible. Small holes allowed her to breath through her nose. Her hair popped out of the hood in a pair of pig tails. Her hands were cuffed behind her back with padded leather restraints.

Will scooted into place and quickly freed himself from his pants and slid the thong aside. His rampant cock stood proud as he grabbed onto her pigtails and drew her into position.

"Spank the little tease!" Will ordered.

Rita flashed him a grin and shifted to a seat beside her fellow maid. She raised the skirt out of the way. She began to gently rub her ass as Sarah began to bob on her masters cock.

Will stifled a moan, as Sarah's tongue and mouth worked his cock. He leaned back and just soaked in the attention.

Smack!

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XXX

Will climbed out of the limo with Rita shadowing him. He tried to move smoothly with the corset crushing his waist and making him hold the proper posture.

Rick stood waiting and gave him a nod. "Will that be all for today?"

"Almost," Will replied. "My maid has misbehaved," He declared, motioning into the car. "Have her brought to my room for punishment. Do not remove any of her restraints."

Rick nodded trying to hide a grin. "I understand sir. It will be done."

"Perfect." Will gave him a nod. "Thank you for today." With that, he strode into the house.

Rita clicked along beside him, blushing as the other guards cast him winks and leers. To her surprise the embarrassment only seemed to make her hotter. She was positively drenched by the time they reached his room.

Within moments of walking in the door she was riding his cock. He lay beneath her letting her do all the work. He sank deeply into the bed with every bounce. He held himself back as she approached climax.

"Don't cum till I give permission," he ordered.

She shook above him, as she fought to control herself. Will grinned and grabbed her hips. He slowed her motion, till he was leisurely sliding in and out. She shook and moaned on every inch of his cock. It felt divine sliding into her. His heat stoked her fire even higher and she was at her limit.

When she started to whimper Will sped up. "Cum for me my little maid," he ordered, as he pounded into her.

Her shriek filled the room as he poured his seed into her. She arched her back and quaked as a massive wave of orgasms rolled through her. With a sigh she collapsed forward onto him and lay there panting.

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Will woke as Rita cleaned him up. She had a soft warm cloth that she gently wiped him down with. He was going to stop her so he could jump in the shower when he remembered he was stuck in the damn corset still. So he let her finish, before climbing out of bed and pulling on some clothes.

Once dressed he shooed Rita into the shower while he opened the outer door. As expected a pair of guards waited with Sarah strapped onto a small cart. She was stuck in the same position she had been in in the limo though a gag had been added to her outfit.

"Bring her in boys," Will ordered, pointing to where he wanted her.

The men quickly guided the cart inside before lifting her off and placing her where indicated. Sarah remained oblivious to her surroundings and was forced to wait.

Will escorted the guards out and sent Rita to grab something for him. She was freshly showered and dressed in a new maid outfit. He felt himself grinning at his choice in a new maid. She was turning out even better than he had hoped.

As he waited, he prepped the room and had a quick snack.

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Rita returned and handed him the small bottle he had ordered. She gave him a quizzical look, "what is it?"

Will popped the top and pulled out a pill. "It's an extremely rare and expensive drug," he replied. "Only the really rich can afford it." He held the pill out and dropped it into her hand. "The affects are temporary but will bring great pleasure."

She held it up and examined it. "So it makes you high?"

Will laughed, "Hardly. It only affects you physically. Go ahead it won't hurt you."

Rita barely hesitated before popping it in her mouth and washing it down with a glass of water.

"It will take a bit to fully kick in," Will declared, motioning to the food. "Help yourself."

They both sat down and enjoyed a casual meal as Sarah moaned and shifted several feet away. She would be able to smell the food but would have no idea where she was.

"Oh wow," Rita exclaimed, as the drug took effect. She rose to her feet and inspected her changed body. The change completed quickly, once it started. She gently ran her hands over her body and stared at the changes.

Will just grinned and motioned towards Sarah. "Want to play?"

Rita's eyes lit up and a sly grin appeared on her face. "Oh very much"

Will motioned again. "How ever you like."

Rita only paused for a second before moving behind Sarah and lifting her bound arms. The position forced her to stay bent over and had both her ass and head at the perfect height. She flipped up her skirt and pulled the soaked panties to the side.

She rubbed her new cock along Sarah's dripping pussy and they both moaned. Will grinned and stepped up before Sarah. He released the gag and pulled the dildo from her mouth.

"Who...." Sarah's question cut off as Will slid his cock into her open mouth. He grabbed her pig tails while Rita gripped her hips.

Rita slid into her pussy moaning the whole way. "Oh my god!" She gasped. "This is amazing!" She began to thrust with a slow even tempo.

Will matched her thrusts so they were alternating. Sarah would slid forward onto his cock and off of Rita's or back onto Rita's causing his to withdraw. Gasps and moans rang through the room as they settled into a good rhythm.

Rita slowly began to speed up as she felt her orgasm coming. Sarah had already been rocked by several orgasms and was constantly moaning and writhing between them. Unable to stop or help them, she was just along for the ride.

Will had been close for a while but held himself back. He watched Rita closely as her thrusts began to lose their rhythm. When her eyes squeezed shut and she threw her head back, he let himself go.

Sarah shrieked as she was filled from both ends. A massive orgasm washed over her and she lost all control. Rita and Will both surged forward when they came burying their cocks to the hilt within the bound maid. It was several seconds before they both pulled out and collapsed into the nearest chairs.

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