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Helping Claire · Part 1

Helping Claire · Part 1 (1/2)
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PART ONE I was on my lunch break at the restaurant where I work when my phone beeped with a message. It was Claire, my close friend and one time nemesis! Looking it over, I read “Hiya Sweetie! BIG fav to ask you!! Your day off tomorrow right? Any chance you could help me out tomorrow night? PLEASE say yes!! If you're gonna be free want to come over tonight I’ll fill you in on the details? We can have a sleepover!” Hmm interesting. “Sure babes 🙂 I get off at nine. I'll come on over!” Having sent my reply, I got back to serious business – finishing my sandwich!

Later that night I messaged her again as I clocked out. Her reply was instant, “We are waiting outside for you sweetie!”

I frowned. “Who’s we?” I thought. Stepping out I saw she was in a car with her boyfriend Collin. Happy I didn’t have to walk after a long day, I got in and said, “thanks for picking me up guys!”

Collin smiled at me from the rear view mirror, while Claire turned in the front passenger seat to face me. “Marie, we really appreciate you helping us out on this! It's a big deal for us and I just know you're gonna have fun too! You’ll love it!” So saying she sat back in her seat as Collin pulled out into traffic. I might have wondered at this point what was going on, but honestly I was too tired to care. My feet were sore and I needed to sleep!

Arriving at a rather large mansion in the better part of town, I looked at Claire, puzzled. This wasn’t her place?! She looked back over her shoulder at me and beamed. “Wait until you see inside Collin’s house sweetie! It's huge and the bathtub is to die for. It's got a jacuzzi and everything.”

Leaving the car and walking to the front door, I had to agree with her. It was certainly a big old house. Entering a big hallway, Collin took my coat and I followed Claire through into an extremely large sitting room. An entire wall was made up of a 7 seat couch, while two leather arm chairs were set facing an enormous flat screen tv mounted on one wall. Glancing around the room, I saw expensive looking pictures on walls, shelves full of ornaments and no less than THREE giant bookcases rammed with books.

“Have a seat, Marie.” Collin startled me as he walked in just behind me and spinning on my foot I got my first chance to take a proper look at him.

Taller than me, he was at least six foot two and had broad muscular shoulders. Dark haired and reasonably good looking with that cute smile he was giving me. Then I noticed his eyes. Smiling at me as they were, there was more than that there. Intelligence mixed with darkness I thought as he gazed into my eyes and made his own assessment of what he found there. I was struck by the similarity of that measuring gaze… where had I? Hanna. “It's like looking at a male Hanna,” I thought, then the moment passed.

I looked around as Claire sat down on the couch and patted the cushion next to her. “Right here sweetie,” she beamed at me.

As I sat down gratefully, Collin called, “want a drink?” He disappeared into what I assumed was the kitchen. He came back holding a bottle of Prosecco and two glasses. Opening it up, he poured the wine and handed them to Claire and me.

Looking at her, she seemed nervous and as I opened my mouth to ask what was going on she blurted out “What are you wearing? Is that really your work uniform? How much makeup?”

I sighed to myself and began to reluctantly explain. “A new owner bought the restaurant three months ago. She used to be an air stewardess, who rose quite high up in the management of the airline and then retired totally loaded. Since she bought the place she's been implementing a bunch of weird ass rules. I think she thinks she's running a cabin crew!” Looking at the raised eyebrows I continued on, “She started by raising our wages from 10 an hour to 14 right? But that extra four is only if we play ball and she FINES us if we mess up. I lose an hour of bonus rate if I’m late at all. So I have to be on the floor ready to work at 9am this Saturday or I get docked.” Looking at Collin I saw him frown thoughtfully at this information. “He has noted I need to be at work with time to spare Saturday morning,” I thought to myself.

“Gillian, the new owner,” I continued on, “insists that we SMILE. Literally. All day while on the floor. She said she doesn’t care if our boyfriends just dumped us or our goldfish just died, that's not our customer's problem and if we make it theirs guess what? Hours bonus pay. Do you have any idea how hard it is to smile for ten hours straight? My face ached for weeks.”

Claire patted my hand “and the uniform huh?” she asked.

I saw them both looking me over: seeing the white blouse I wore that was fitted and didn’t hide my curves. Trimmed with yellow stitching, its sleeves ended with buttoned cuffs halfway down my forearms, which I have to admit is practical while cleaning tables. Across my left breast “Marie” was stitched in yellow thread. No chance of losing a name badge! I was wearing a tight yellow knee high pencil skirt, with white tights and yellow three inch heeled shoes. The yellow tie around my neck was held in place with a gold tie pin. My hair was scraped tightly up into a sock bun on the top of my head, wrapped with a bright yellow scrunchie.

Then of course was the heavy makeup… “I don’t mind the makeup so much, I got used to it after a while. Gillian insists we touch it up throughout the day to keep it perfect, but she provides the makeup and it's not cheap muck either! She's spending a fair bit of money buying us the good stuff. Some of the girls left because of the heels though! Imagine making a waitress work a whole shift in high heels?! She says she did it on the airlines on 14 hour flights and that means so can we. Honestly I’m used to wearing heels all the time anyway? It gets a bit much sometimes but I can manage. This uniform is ugly for sure though, but the worst bit is the hair!”

I took a big gulp of wine as Claire nodded at me, but I could see Collin’s quizzical look. Of course. He's a boy he wouldn’t know. “I’ve got waist length hair”, I said looking at him. “It's heavy and tightly rolled all up on one point around a hair doughnut like this, it pulls on my scalp and gives me a headache. I have to use a ton of product on it to keep it up all day and as you can see,'' I turned my head to the side and around so he could see the pins pushed into my hair on the back and sides of my head, “it takes a lot of bobby pins to keep it immaculate all day, which my tyrant boss insists on. All adding to the stress of it.”

I looked back at Claire as she asked “Well sweetie why don’t you quit? There has to be dozens of waitress jobs around?”

I just shrugged at her. “Money,” I admitted. “Believe it or not there's a method to Gillian's madness. Trade is up, tips are up and now I stopped being fined three times a day for forgetting to smile or being late…” I shrugged and sighed. “I am making a hundred and fifty percent at least of what I was making six months ago and way more than I could make elsewhere. So I am officially stuck,” I concluded glumly.

Claire smirked back at me, “Admit it, you love it sweetie. Has she called you a good girl yet?” They couldn’t see my blush under my make up, but clearly they read my reaction as Collin grinned and Claire laughed. “You're SUCH a good little sub sweetie,” she giggled at me.

“Anyway guys, enough about me! What do you need help with tomorrow?” I announced, really wanting to change the subject! Looking between Collin and Claire, I heard Claire clear her throat as she sobered and gazed at me nervously. I wondered why she was worried? It's not like I judge? Worst that happens is I say no right? “Sweetie…Marie I lost a bet with Collin. Well more of a forfeit really and erm.. Well I agreed to help him out with something. I need your help, you are like literally the only person I know who could do this, so erm…” Claire broke off looking at Collin, who snorted and laughed.

Collin had pulled a wooden chair across the room while we had been talking and now he sat down on it facing me. “Marie, I won't beat around the bush. Claire has told me about the fun little games you like to play with each other. I understand I have you to thank for introducing her to bondage.” He winked at Claire who turned bright red and looked at the floor. I started laughing to myself in my head as he continued on. “Tomorrow night my friends will be arriving here for the grand finale of a long D and D campaign that I have been DMing for over a year and Claire has agreed to help out, haven't you babe? And to recruit you to help too!”

“Ok” I nodded. “I have heard of this roleplay stuff. So you want me to help out? Should I be a wizard or a…”

Claire interrupted me, “No Sweetie. We want you to be the Elven Princess!” Looking at my raised eyebrows she looked at Collin again.

“Marie, tomorrow night,” he announced in a deep voice, “The Archdevil Megadomph will attempt to enter the mortal realms! His army of followers, led by the Dreadlord Zack, have kidnapped the only daughter of the elvish king and intend to sacrifice her on the altar of doom, thus opening a portal to the fourth plane of hell! All that stands between the destruction of the world are a small band of brave adventurers. Will they succeed in crossing the plains of bones? Can they fight through the army of darkness? Can they face and overcome the Mighty Dreadlord? The fate of us all rests on their success! Pray. PRAY they succeed!”

I blinked as he stopped talking and turning to Claire. I opened my mouth to speak at the same time she did. “NERD!” we said it together, then collapsed laughing holding each other and I felt a tear roll up in the back of my eye. “Ah,” I caught my breath and turned back smiling to Collin.

He was just grinning at us both. “Ok here's where you come in, Marie,” he said. “I think saving the world deserves a reward, yes? And the princess should be grateful, VERY grateful to her rescuers. Plus if I’m being honest half my friends are still virgins and I want to make this really memorable. Especially for Stefan.”

He looked over at Claire who interjected, “Stefan’s his younger brother. You’ll like him! He is tall too. Not bad looking. He’s just kinda shy you know? Never had a girlfriend, can’t even go up to a girl to talk to her. He graduated college last month and enlisted with the Airforce. Anyway we can’t send him away to fight as a virgin now can we?”

I frowned at them. “You want me to sleep with your brother?” I asked.

“Nope sweetie.” Claire looked at me worriedly trying to gauge my reaction. “We want you to sleep with all of them. Well except Collin of course. He’s mine.”

Her hard stare got my back up right there. “Hey you don’t need to warn me off Claire,'' I snapped at her angrily. “I don’t sleep with my friends' boyfriends, you know that! I don’t even sleep with their exes! No matter how cute they are!” I side-eyed Collin as I glared at her, until I heard him laugh.

“Your objection is Claire getting territorial?” He leaned over and kissed her forehead, then winked at me. “I’ll run the scene and make sure you are ok. Blink twice for yes and three times for no when I check in on you ok? You need to stop? Open and close your eyes rapidly and keep blinking at me when I check in. Got it?”

I nodded mutely at him, wait, had I just agreed to…? “Why isn’t Claire the princess?” I asked lamely.

Collin raised one finger, “I don’t share her either, at least with the boys,” he winked at me raising another finger, “and two, she has another job to do.”

I looked over at her and she looked at her feet. “Well?” I asked.

Her eyes shot back up to me and blushing again she snapped, “I’m the tavern wench!”

I couldn’t help it, I just started laughing again. Claire glared at me as tears started rolling down my cheeks and giggling helplessly. I took another long drink of my Prosecco. “Is that a yes then? Collin asked, grinning at me again with that oh so devilish smile of his. I was still giggling too hard to talk so I just nodded. I had no idea what I was letting myself in for, but it was gonna be fun finding out.

Claire stood up then and grabbed my hand. She was still blushing as she snapped at me, “come on let's get you ready.”

“What do you mean?” I asked her, puzzled.

“To do your hair takes about fifteen hours,” she replied. I stood up wondering what on earth she planned to do to me.

“Goodnight Marie!” Collin called after me as Claire led me upstairs.

I had a thousand questions as she led me into a bathroom, but all I could do was whistle appreciatively at it. “You were right, this is impressive!” I told her. That seemed to mollify her somewhat as she started helping me get undressed. As I stripped, she took off my shoes for me, then started removing the pins from my hair. “Don’t lose those will you? I’ll need them for work on Saturday.” Claire just snorted at me and made a point of putting them together in a bowl by the sink along with the hair doughnut, hair bands and scrunchie.

Leaning over the bath by Claire, I waited patiently as she took a shower hose and washed my hair. She was strangely gentle with it, running her hands through it, feeling it and smelling it. I started to wonder if she was getting off on this? Shampooing first to remove the product in my hair, she started with a pink hair dye. I was somewhat alarmed by the dye, but I stayed silent as she dyed my eyebrows as well. As we waited the forty minutes before she rinsed it clear, Claire gave me a backrub. Crouched over the bath as I was, I could feel the tension easing as she cooed at me “Sweetie you must be exhausted. Don’t worry, you can sleep soon.” Finally, looking at her watch, she rinsed the dye from my hair and gently towel dried my hair. “There, that wasn’t so bad, was it sweetie?” she asked. Leading me by the hand she led me through the hallway to a bedroom.

It was a big room, with a large king size bed and a long dressing table with a huge mirror and a chair. Huge double windows took up one wall and I saw past the net curtains, a balcony with a chair. Eyes moving around the room, I noted the large wardrobes and an open door to an ensuite bathroom. Turning wide eyed to Claire I saw her look of pride.

“Do you like it, sweetie? This is just one of four spares.” She smirked at me, before adding “this could be your room if you wanted. If you played your cards right. It's bigger than that room you rent in that little shared house.” She moved me round to the chair before the dressing table. “Collin has asked me to move in with him," she announced proudly, her eyes shining with delight as we stared at each other's reflections in the mirror. A firm push from her hands on my shoulders plomped me onto the chair. “Something to think about sweetie after you enjoy tomorrow.”

So saying, she took a brush and with a far away look in her eye started to brush my hair. I hate others doing my hair, I always have. My aunts used to punish me as a child by taking out my braids, brushing and pulling my hair fiercely until I cried. Threatening to cut it short like a boy if I misbehaved. I was tired though and didn’t want to argue with her. Seemed easier to just let her do what she obviously had planned for me.

“Elf princess huh?” I asked.

She smiled dreamily at me and started pulling out strips of a cut up bed sheet. “Princess Marie!” she replied, spraying my hair with a holding lotion. It took her over an hour to section out small pieces of my hair and wrap it EXTREMELY tightly around a piece of that cotton cloth, before wrapping the cloth up and around the bound hair. Taking the hair she then tied it tightly in a knot on my head.

She repeated this fifty to sixty times (I honestly lost count), but well before she was finished I was already complaining at the tightness. “It is pulling Claire… This hurts Claire… I have a headache! You know I have a headache… Claire, I just want to go to sleep. Can’t we do this tomorrow Claire?” Somewhere along the way, she wordlessly and without changing that dreamy expression on her face opened a drawer in the dresser. I didn’t see what she took out, so I didn't resist as she rested her hands on both my upper arms, then slid them down to my wrists gently pulling them behind my back. The click of the handcuffs made me react though. “Claire, what the..mpphhh!”

The metal ring of a spider gag was pushed between my teeth. The buckle around the back of my head had a small padlock placed in it, before Claire tightened an under chin strap to its buckle on my right cheek. As the padlock to the understrap was clicked into place she smiled dreamily at me, seemingly in her trance state. “Thats better,” she murmured, before continuing tying my hair

I was crying softly to myself as she neared the end of it, gazing at her reflection. Claire seemed lost in her own happy little world and I had to wonder what kind of weird fucked up kink this was? Each hair section had been pulled so tightly I could feel my scalp ache from it and as she finished up I watched her reach a hand to my face and gently brush away a tear. “Oh sweetie it has to be this tight, or they will fall out as you sleep” she murmured. “They have to be left in fifteen hours to really hold, so I’ll come back for you then alright? You said you were tired, you could use the rest.”

Claire led me over to the bed before frowning. “Sweetie, it's past midnight so I will leave you until four in the afternoon ok? Now we don’t want you fiddling with my hard work, so you will have to stay tied up I’m afraid. Hmmm, but what if you need to use the bathroom? I’d better diaper you just in case. Don’t want you wetting the bed now do we?”

I umphhed at her as she pulled open a drawer and pulled out a diaper and then her eyes lit up as she spotted something else. “Sweetie, look!” she exclaimed, holding up to me a clam vibrator. “I thought I’d lost this! It's perfect for you, you will want to be nice and wet and horny tomorrow for the boys.'

I shook my head frantically at her as she pushed me down onto the bed. I tried to struggle, but she sat on top of me and restrained as I was. I had no chance. Soon the vibrator was pressed tightly on a low setting against my clit as the diaper was strapped tightly around my waist. I was crying in earnest now as she laid me on one side of the bed then flicked the end of the duvet cover over me. She grunted a little as she pushed me over on my side, rolling me up in the duvet cover into a cocooned tube. Back over to her drawer she went and returned with 3 belts that she wrapped around my shoulders, waist and knees. Buckling them tightly, she left me trapped, unable to do anything more than flex my knees and wiggle ineffectually. The humiliation of being diapered blended with the fear of the edging I was about to endure.

“Alright then, goodnight sweetie, sleep tight! Thanks again for doing this!” She smiled down at me as I begged her with my eyes. I curled up as best I could on that giant bed as I watched her walk out of the door, turning off the lights before she shut it. “Oh God no” I thought to myself. My pussy was soaking and my clit was throbbing. I was so turned on right now it was crazy, even as my headache grew and my scalp seemed to be on fire from whatever Claire had done to me. Rolling over on my back I screamed through the spider gag as I flexed my hips, desperately trying to dislodge that devilish vibrator away from my clit before It went too far.

Failing in that, I could only curse that evil witch for doing this to me as my desire flooded over me. I felt my wetness running into my diaper (damn her to hell for that!) as my pussy simmered and I lost the ability to think through my own intense horny need to cum. “Sleep tight? I’m not gonna sleep a wink and she knew it! Damn it Claire! You said you’d forgive me! You’d said you did!” This was going to be a long long night…

PART TWO On and on it went, the desire coursing through me. My clitoris was hard as a pebble and ached under the torment of the vibrator. The heat in my frustrated pussy was matched by my face as I wept in earnest, my tears cutting through the makeup that the little witch hadn’t bothered removing. I knew I’d look a mess in the morning, but my tears didn’t stop as my torture went on and on and on. I felt myself drifting inside my head, my awareness of time disappearing as all I could focus on was the now, the present, this intense unfulfilled need to cum. Begging incoherently through the gag to cum, I laid back in exhaustion from my writhing struggles and eventually cried myself to sleep.

It was daylight when I woke, momentarily confused by where I was and why I couldn’t move. Remembering came quickly though as I tried to stretch out. My wrists ached where I had lain on the handcuffs and my face crawled with the sticky feeling of having slept in my makeup. The clam vibrator had thankfully run out its batteries, but I was still horny and my pussy ached with need. Rolling onto my side I felt the tension in my scalp from my hair, still pulled tightly in its rolls and my full bladder demanded release. I lay there quietly suffering waiting for Claire, wondering what the time was.

I could feel my dried tears on my ruined makeup, itching and adding to my distress as I fought not to pee myself. Finally though, as the time dragged on, I surrendered to the humiliation and obeyed my body's urgent command. I sobbed to myself as I filled my diaper, swearing revenge on Claire for this. “Oh it is ON!” The thought had a clarity to it that raised my spirits even as my helpless situation made my clitoris hard and I heard my own whimper through the spider gag as last night's simmering began again.

Finally the door to the bedroom opened and Claire walked in. I gave her a hate filled glare as she called out “Morning sweetie are you awake?” She walked over to the bed and we both gazed at one another in surprise at our appearances. I was shocked to see how she was dressed: a tavern wench indeed! Her blond hair was in braided pigtails descending from behind each ear and over each shoulder to hang on the side of each of her breasts. Her low cut white blouse had short frilly sleeves at the top of her upper arms and showed off her cleavage.

Around her waist a green corset seemed to have been very tightly fastened, resembling more of a wide belt, yet I could see from how she breathed it must have been very constricting. Her bosom heaved like a bad romance novel! Her breasts were fighting not to pop from that blouse of hers and I could only imagine her embarrassment at having to serve drinks to a group of boys like that all night! I briefly took in more details, the green ankle length skirt, the green ribbons tied in a cute bow that fastened each of her braids, her green lipstick and the green glittering eyeshadow that filled her entire eye sockets.

That was all I had time to register though as she pulled me to a sitting position and stroked my face. “Oh sweetie! You're crying? What's wrong?” she asked, her concern in her voice as she hugged me.

“Mppghh!” I replied, my attempt at, “Have a wild guess?”

She ignored that though, releasing the belts binding me and pulling me out of the duvet. “Oh you filled your diaper? Good girl. See you did need it didn’t you? Come on, let's get you cleaned up.” Claire seemed oblivious to my daggered glares as she tugged me by a handcuffed arm to the ensuite bathroom.

She ran a bath consisting of less than a foot of warm water that she sat me in after removing my diaper. Washing me down with a cloth, she made a point not to wet my bound hair, but otherwise cleaned me up and removed my old makeup. “Well I’m sure you had a better night then I did sweetie.”

Claire's breezy conversation was not welcome as I thought to myself, “I doubt it.”

She continued on, “Sir wanted me hot and bothered for today…”

“Sir?” I thought to myself as she giggled.

“It was frustrating to say the least, Marie! I was all tied up and edged to tears. I have a promise though, that if I’m a good girl? I’m going to have the best orgasm of my life. I’m going to be a good girl for Sir. Oh yes!” I wondered to myself what she was babbling about as I felt the cloth move between my legs rubbing on my pussy and I heard myself moan.

“You're going to be a good girl too aren’t you Marie?” The sudden change of tone as she hissed in my ear widened my eyes as she rubbed my groin. “You’d better not ruin this for me sweetie,” the menace in her voice sent a shiver through me as she pushed the cloth onto my clit and began to rub it with her thumb. I felt my body responding, as her thumbs circular motions made it hard and woke up the smoldering fire in my pussy. I moaned from the rough pleasure of it as she grabbed the back of my neck and stared into my pleading eyes. I saw her smile, “You didn’t manage to cum either then?” there was a cruelty in her voice and eyes I noticed. Very different to Hanna.

For Hanna pain was just a means to an end, a way to discipline and to force submission. For Claire? My suffering seemed to make her happy, exciting her. As her thumb continued to work my clit bringing me closer to my orgasm I watched with dismay the smile growing on her face, knowing what she was about to do next…

Sure enough just before I came she stopped and dragged me from the bath. I couldn’t help my pleading whimpers as I begged her to finish me off, even though I knew it would be no use. After toweling me dry, she led me through to the bedroom and pushed me once again in the chair. Meeting my eyes in the mirror she said “Makeup time! I’ll take out the gag now sweetie, but remember what I said about being a good girl yes?” Seeing the hardness in her eyes I nodded. Handcuffed like this it seemed unwise to provoke her, besides I wanted to see where this was going. I’d never seen this side of her before and it was strangely turning me on.

I watched with horror as, after removing the spider gag, she dumped what must have been a whole bottle of foundation on my face, smoothing it around. I'd never worn makeup this heavy before! I thought my face would crack if I smiled, but as she started on my eyes she grimaced at me. "They are boys Marie!" she scolded me "If it's not obvious they won't notice!"

The pink eye shadow was blended with a cute silver glittery effect, similar to how she had done her own eyes with that green and glitter I saw. It was interesting in a car crash kind of way to watch her work, as she applied heavy mascara, blusher and then moved on to my lips with a bright pink lipstick. I looked at my reflection with horror as she smirked at me and said "Ok let's fix your hair".

It was a slow process to slowly unravel each knotted piece of cloth, but each one revealed a tight curl. My hair had been turned into ringlets, wound tightly like a spring and as Claire continued to unwrap my hair I could only watch again with horror. As the last roll was unwound she smiled at me through the mirror and asked “Do you like it sweetie?” She giggled at my mournful groan. “I look like a poodle!” I complained, as she fussed with my curls pulling at them. “You look like a Princess!” She replied as she split my hair down a center parting.

Then leaving three curls on each side at the front to fall past my temples framing my cheeks, she placed my curls into two high pigtails at the back of my head. I saw with dismay that my hair was so tightly curled the pink pigtails didn’t quite reach my shoulders, instead bobbing around as I moved my head. I’ll admit it looked cute, but I felt ridiculous!

Claire was humming to herself as I tested the handcuffs that still held me restricted as I sat naked on the chair. I saw her fiddling in a jewelry box on the dresser pulling out earrings of various descriptions. “These studs will never do sweetie,” she exclaimed, removing them. I was conscious of how hard my clit still was and I could feel the dampness leaking from my pussy that had soaked the chair. I was looking at the worst makeup job I had ever seen on myself and I really did look like a poodle! Yet my crazy friend had succeeded in making me so horny I could feel the looming orgasm behind my eyes. I could feel the build up. It was going to be massive.

Helping Claire · Part 1 (1/2)
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