10 Button Dress free porn video

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Copyright August 1998 Don Darkdom all rights reserved. Permission to read and download for non-commercial purposes is granted.

10 Button Dress

by Don Darkdom

The first time I played the game, I was wearing a blue silk, ten-button dress. My college roommate, Sonia was trying to convince me to stay home and study instead of going out to dinner with Jesse, my new boyfriend. What can I say, Art History was a bore. I wasn’t failing, but well you know, I wasn’t working up to my potential.

I had gone into Sonia’s room to ask her if I could borrow a belt that matched my dress. She was curled up on her bed in a long T-shirt, studying. (Sonia is smart, beautiful, and had begun to sound too much like my mother.) She challenged me to a quick quiz. If I won, I got the belt for keeps, if I lost I had to stay home and study. Every incorrect answer I had to unbutton one button on my dress, get ten correct with no open buttons on my dress I win. A correct answer and I could redo one button. Open all my buttons, I lose. Simple rules. So okay it wasn’t the greatest idea, but Jesse wasn't going to arrive for an hour and I wanted the belt.

I got the first two questions right, and then over the next half hour missed nine. Standing with my dress almost completely open, I was struck suddenly by the sexiness of the moment. it was a little disconcerting, I had never been attracted to women before. But, Sonia sitting on her bed, watching me, unbuttoning my dress. Wow. Under my bra, my nipples began to tighten and I could feel my panties getting damp.

Sonia jumped up from the bed. “You know you’re going to lose, Mai”, she said.

“A minor setback, nothing more”, I replied more confidently than I felt.

“Want to raise the stakes?”, asked Sonia.

“How?", I asked.

“After you lose the last button,"

“I won’t”

“Yeah, yeah. One bonus question if you get it right I follow your orders all weekend, get it wrong and you follow mine. Simple, right. So….. deal?"

If I’d been thinking clearly I probably would have stopped things right there.

“Okay. Let’s get finished before Jessie gets here”, I answered.

I missed the next two questions and found myself standing in front of Sonia with my dress completely open, my undies showing and about to be told what to do all weekend. What was I going to tell Jesse? My jumbled thoughts were finally pierced by the realizations that this was actually exciting and that Sonia was talking to me.

“First of all, I want you to keep your date with Jesse. I need some time to prepare. But here are the rules for the date: no sex, you can tell him about the bet you lost if you want, and bring him home with you by midnight”, Sonia ordered.

“Yes, Mom”, I sassed.

“No more back talk. You lost fair and square”, Sonia said evenly. “Oh, and lose the underwear.”

“What!”

“You heard me! Panties and bra, off now!”

I was just able to hold her glare while my trembling hands removed first my panties, then my bra. We’d seen each other in various stages of undress before, but this was somehow different.

Now standing in front of her, naked except for my unbuttoned dress, I shivered in anxiety and excitement. I couldn’t hold her gaze any longer and looked down only to see my underwear staring back at me, confirming my humiliation.

“Pick them up and give them to me”, Sonia demanded.

I did as she told me and she smiled wickedly.

“Your panties are wet, Mai” she taunted.

I think I blushed from head to toe.

Sonia reached out and lifted my chin. She patted my hair and stroked my cheek.

“Don’t worry, Mai. Not only will you get a good grade on your test, but you’ll have great weekend and so will I”, she laughed.

She stroked a line from one shoulder to the other, several times, each time coming closer to my breasts. It was almost a relief when her finger finally brushed across my nipples. She noticed them tighten of course and smiled wickedly, again. She walked behind me. I could feel her body lightly pressed against my back.

“Don’t move, until I say you can”, she growled in my ear.

Even that sent a twinge of excitement through me. I could feel her nipples hardening against my back and pressed back against her.

“I said don’t move, Mai.”

She began again to stroke me, with both hands. First my arms then back to my breasts. This time she lightly scratched them with her nails. I could feel the wetness building inside me. The light scratching now roamed lower. Just before she reached my bush, she stopped.

“Is this exciting you, Mai are you very wet”, she asked?

“Not very”, I blushed.

“Liar!” she hissed.

She spun me around quickly and pressed her outstretched finger between my nether lips. I could feel the liquid drip onto to her finger. She raised her wet finger to my face then to her own, and I could smell my own arousal undeniably.

“Spread your legs wider, Mai.”

I did as Sonia bid and her finger returned to my pussy. She began to saw back and forth through my lips. Each stroke making me wetter, more excited and more ashamed. Sonia’s finger was driving me closer to a spectacular orgasm, yet she hadn’t touched my clit, yet. I began to lean into her finger to get her to touch my clit.

“I said don’t move, Mai.”

“Please”, I whimpered.

She pulled her finger away. I moaned in frustration.

“Mai, I want you to close your eyes and keep them shut.

I did and her finger returned briefly to my pussy. She traced a line through my lips, graced my clit, and I almost came. Then her finger continued slowly upward, finally coming to rest under my nose.

“Suck my finger like you do Jessie’s cock.”

I moaned again in frustration, humiliation and excitement. As I sucked on her finger, her other hand began to stroke across my clit. She stopped just short of my climax and pulled both fingers out. I moaned, again.

“Bend over and grab your ankles.”

“What are you going to do, Sonia?”

“I’m going to finger fuck your ass, then spank you till you cum, silly. Now bend over.”

When I was in position she jabbed her finger into my ass. She stroked in and out for a few minutes and soon had me on the verge again. I felt her finger slide completely out of my ass and then two very hard swats stung each cheek.

That was when the knock on the door announcing Jesse’s arrival sounded.

“Don’t move, Mai,” Sonia hissed. “Maybe I should just show Jesse in so he can see how you really want to be treated.”

All I could do was whimper.

She went to the door and I could just hear her tell Jesse I was finishing dressing and would be right out.

She returned and pulled me standing. She took my head in her hands and reminded me of the rules for my date with Jesse. I shivered in anticipation of what she had planned for the rest of the weekend. Then she kissed me hard on the lips and told me to button my dress. Which I did.

“One last thing before you go, Mai.”

She was sitting on her bed. Legs spread brazenly apart and rubbing her own pussy. She didn’t need to tell me what she wanted and I fell to my knees and began to lap at her. Her hands pressed me tightly against her and I felt her spasm against me quickly. I rose on unsteady legs to meet Jesse with Sonia’s taste still on my lips.

II

Still shaking with excitement I stepped out of the apartment. Jesse hugged me, put his arm around my shoulders and we headed out to his car. As he opened the door for me, he bent over and kissed me.

“You smell delicious, Mai. Is that a new perfume”, Jesse asked? Without waiting for an answer Jesse headed for the drivers side. Trying to collect myself I leaned across to unlock his door. As Jesse got in, started up, and pulled out of the spot, I noticed how high my dress had ridden on my thighs. Apparently, so had Jesse. He reached over and began to stroke my thigh lightly. He was talking softly, casually, as he continued to caress my thigh. I wasn’t really listening to his words; I was caught up in the sensation of his fingers brushing closer to my super heated pussy. He hadn’t yet realized that I wasn’t wearing panties, but it was only a matter of time. When his exploring fingers found my nakedness, we both gasped. I felt the wetness, again begin to build and realized that I had to do something or ruin my dress before we even reached the restaurant. I quickly lifted the dress so that my bare ass was on the cold seat. I shivered and spread my legs further for Jesse’s fingers.

“What’s gotten into you tonight, Mai.”

With his fingers driving me closer to an orgasm, I began to shake and ride his fingers. Just as I was about to cum he pulled his hand away. I moaned in frustration. I was about to take matters into my own hands when we pulled up to the restaurant.

“Jesse, how did you get us into Flash In The Pan? I thought they were booked till forever.

Flash In The Pan was the new chic spot, with entertainment rumored to be top notch no names with a bizarre twist, entertainers and customers were encouraged to show skin. The food was rated five star. As we were being seated I realized that I was dressed perfectly for this. I quickly unbuttoned the top two and bottom three buttons on my dress. I was immediately rewarded with an appreciative moan from Jesse and a laughing leer from the maitre-de.

The tables surrounded a circular stage. Our table was on the second of three levels. I realized that those on level one could look up and see Jesse and I, likewise we could look up and see the third tier. I spotted a man sliding his hand up a woman’s skirt, her hand appeared to be buried in his trousers. I thought about all that had occurred this day and tried to think how I would be able to not have sex with Jesse in this atmosphere.

I sat with my dress adjusted so that my bare butt was on the chair, with my legs slightly parted. Stimulated by all of the other diners, the entertainers, and Jesse’s roving hand, I was barely aware of dinner until dessert was served.

Tall men and women dressed in desert costumes served dessert. Thin, almost transparent linen dashiki’s open at the front, and billowing at the bottom. Men and women wore the same garment. Jesse was being served by a dark, almond eyed beauty, who was feeding him strawberries and cream, mouth to mouth. Jesse was still fingering my pussy. With his other hand he was reaching up and pinching the serving girl’s breasts. We were both moaning with excitement. My attention was suddenly pulled away from Jesse by the sight of the serving man lifting his own dashiki, revealing an enormous erection covered by the strawberries and cream. I practically dove on to his cock.

Sucking, licking biting, I grabbed his ass and pulled him closer to my face. When I had him completely engulfed, I began to suck him harder and was soon rewarded with a dose of his cream. He flipped me onto my back and using the cream and my juices, pressed his still hard cock deeply up my ass. I screamed once but then he began to stroke in and out and my excitement was raised to yet another fever pitch. Jesse’s hands were still busy with the other girl so I shuffled over and dove onto his cock with my mouth. As I stroked him with one hand and sucked him harder and harder with my mouth, I felt us both reaching another immense climax.

As we began to come back to reality, we shuddered together as our companions helped us to look more presentable. We could also hear applause from the rest of the room. Embarrassed, but satiated we headed for the exit.

In the back of my mind I was still worried about what Sonia had in store for when we returned.

III

On the drive back, I told Jesse about my bet with Sonia. He nodded and laughed when I asked him not to tell Sonia about our quickie in the restaurant. All too soon, we were standing in front of the apartment. I opened the door with some anxiety and not a little excitement. Candles dimly lit the living room, dance music played softly in the background and I could see Sonia stretched out on the couch.

She was dressed, or nearly so, in a red rubber mini-skirt and a white lace bustier. Her nipples poked out impudently. She looked hotter than I’d ever seen her. “Did you tell him?” Sonia asked. I nodded. Jesse snickered. I poked him with my elbow. A tactical error I realized as Jesse proceeded to tell Sonia the details of our adventure at Flash In The Pan.

“I knew you would break the rules, in fact I was counting on it”, Sonia laughed. “Are you ready for your punishment, Mai?”

Not really, I thought, but my body betrayed me again as I felt my head nod affirmatively.

“Jesse, would you rather spank her bottom or have your cock sucked?” Sonia asked?

Jesse paused to consider and decided to spank me. Sonia directed Jesse to sit on the couch; me across his lap with my face buried in Sonia’s delightfully soaked pussy. As Jesse spanked harder and harder, I licked and sucked Sonia harder and deeper. I could feel Jesse’s hard on pressing against me as he continued to pound my ass. Sonia came explosively and locked her legs around my face. Jesse suddenly stopped spanking and shoved a finger into my already sore asshole. Then two, three and soon it felt like he had his whole fist up my ass and I was coming despite the pain, or maybe because of it. Once a semblance of calm returned, Sonia directed Jesse to tie me to a chair with some rope she had handy. He followed her instructions and I was soon immobile. Sonia explained that my last punishment for the day would be to watch as Jesse used his cock on her. Tomorrow we would begin studying, and other punishments and delights awaited me. But that’s a tale for another time.

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I awake to the sounds of the enchanting dawn chorus. Its 5:45am and outside on the silhouetted branches of the tree outside a cluster of our small, feathered friends sing in unison at the rising of the sun. I turn to my side and see the equivalent of a dawn chorus lying beside me. God, you are so beautiful, so perfect and you look oh so fragile right now.The crumpled sheet has fallen away from you and your firm, perky breasts are on full show. Are you dreaming about someone special I wonder?...

3 years ago
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Confession and testament of a crossdresser

Italy, september 2011. Sorry for bad english, I try to write correctly but don't know if I did. From tonight, I was a crossdresser. I'm been crossdresser from 12 to one day before my 27th birthday. Irony. I begin to have an answer to the question: "What feel girl?" Yes, a simple question. What feel girl when wear panty, tights, dress, skirt? What feel a woman in heels, purse, with her hair falling down the shoulder? What feel a teenage when begin to make up herself? When wear lipstick,...

2 years ago
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the butterfly and the buttonthe misadventures of

Friday nights had now become special since there s*n Jack had finished his exams and discovered clubs. A regular night in to themselves for Wendy and her husband George. The end of the week, some quality time alone together.Some times it was a romantic meal ,sometimes just quiet holding each other, other times well lets just leave it as thiei sex life had reignited. They both where dressing better,taking more time and care over how they looked. Friday was the high point of this. After Jack left...

2 years ago
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Push the TG mode button Part 2

Push the T.G. mode button: Part 2 by DebWeb Dan is now transformed beyond recognition of his former self. Can he resist the temptation of his newfound desires? >< He felt an itch below that demanded to be scratched as a drop of girl juice beaded off his pussy lips and stained the carpet below. With an almost unconscious effort his hand reached down below in pure instinct. A primal urge demanded that the fire down...

2 years ago
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My Qualifications to Write About Crossdressing

My Qualifications to Write About Crossdressing By Ricky How ironic! While looking for something in my files the other day I found I have been writing about crossdressing more than 10 years now. The problem is, I now realize I am completely unqualified to be a crossdresser, let alone a writer on the subject. Think about it, just what are the qualifications for a crossdresser? Surely you've read a multitude of "true life stories" in the crossdressing magazines. Perhaps if we...

3 years ago
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outside the hairdressers

My wife had gone to the hairdressers, I was sat round the corner in the car waiting for her, it was opposite the employment office, where all the screbs go to get money off the state, it was a run down area but I never felt unsafe, as I was sat there I reached for a cigarette, as I opened the packet a girl was next to the car, she said "Do you have a spare cigaretts", I said "Maybe".She was around 20, long brown hair, slightly chubby, wearing a trakkie bottom and a white top. She said "I really...

2 years ago
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Button Fly Jeans

This is just a little story about how I ride. I mean, the way I like to live my life. And one of the things that really defines me a lot is what I wear. If I'm awake and kicking then I've got on my 501 jeans. And not a stitch underneath them.When I was young I would wear almost any kind of jeans. Just as long as they fit and I could afford them. But as I aged and lived my life I learned what I needed to do to make life good. One thing I learned is what button fly jeans could do to make life...

Quickie Sex
3 years ago
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Fantasy I have with my hairdresser

My name is Gary and I’m married and I’ve had this thing about a hair dresser I use to visit. Her name is Deena and she’s twenty years younger than me. I haven’t had Deena cut my hair in a couple of years and missed her. So I called her for an appointment as I was thinking about her recently. “Hi Gary, it’s been a while,” she said answering the call. “I know. I’ve been extremely busy with work.” “What can I do for you?” All...

3 years ago
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The hairdresser

The place I used to work at last yr had a hairdresser that came in on a regular basis to do the older ladies hair , I noticed her from the word go as she was such a sexy little thing, about 5” 1 and blonde with a sweet little figure and a lovely set off boobs, a little older than I was but at the time I didn’t know by how much, over a few weeks and a little small talk I asked her if she would like to have dinner, and with a little persuasion from a colleague she agreed, I made dinner and we had...

2 years ago
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Lockdown Hairdresser

Like most self-employed people Becky was struggling as a hairdresser during lockdown. No clients meant no money, but the bills didn’t seem to stop. She’d already resorted to cancelling every subscription she had and had even sold her TV on eBay. But she was still short of cash. At twenty-six years old and living the single life she had no one to help with the bills.Out of desperation she’d texted one of her clients to see if he needed a haircut and didn’t mind breaking the lockdown rules to...

Spanking
3 years ago
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Look Buttons no thatch

This tale is not of my adventure, rather one a chat friend shared. in great detail I might add. I took some artistic license to change names but did not alter the facts or exaggerate what they did. Hope you enjoy it as much as I enjoyed hearing it originally! In Great Britain, Terri learned after she turned 18, the value of her sex in getting what she wanted. She wasn't as busty as she would like, but going braless had distinct eye appeal for the slim brunette. Her girlfriend and 'partner in...

Group Sex
3 years ago
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Resetting My Bitch ButtonChapter 12

Master threw me on the bed and pulled my legs over my head. He thrust his cock into my pussy and began to hump me furiously. He wasn’t gentle and he didn’t care if I wasn’t wet. He wanted me and I wanted to be taken. I was ordinarily stingy with sex, but an afternoon of fucking strangers had made me hornier than I’d realized. I gyrated my hips under my Master. He began to thrust back and forth inside me. He kissed me hard too. It was a strange feeling as I opened my mouth and licked his...

2 years ago
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Resetting My Bitch ButtonChapter 14

I won’t bore you with the unnecessary details of mundane things we did that afternoon. Master likes to stop at places like Home Depot and Batteries Plus. He spends hours looking at really dull man-related home improvement stuff like diamond tip drill bits and electric flanges. I doubt you want to hear about it. He rarely talked to us while we were in the store. He expected us to quietly stand behind him and keep our mouths shut! The skirts we had on were extraordinarily flimsy and short, so...

2 years ago
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Milwaukee Cuckoldrsquos Wife and the Crossdresser

Judy used several sites over the years to find her friends with benefits. She never tells me until afterwards what she has done. It’s rare she tells me anything in advance. One day she advised me the k**s were at my parents and she was entertaining that night and I would have to stay in the family room. My curiosity was getting the better of me.She went and took a shower and asked me to come in and shave her pussy. She had me paint her fingernails and toenails. Once she was ready she put on her...

3 years ago
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Teenage crossdresser

Here are the usual disclaimers this story is for adults only if you are viewing this andare not 18 years of age or older please close this page immediatly.There is no cross dressing in the story but this is how I began my transformation fromregular boy into cock suckking teenage crossdresser.We were having a really hot heat wave. i meat with my older brother (wear red shorts, and a black T-shirt) wanted me to get out of the house and off the computer so she suggested a movie. I felt wierd going...

4 years ago
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Amazing Night With A Sexy Crossdresser

Any ways, it had been awhile, and I wasn’t in any sort of relationship at the time, and the thought of being with a tranny again had started to be on my mind. Luckily, this was before Craigslist dropped its casual encounters section, so it was relatively easy to look for hook ups, and being there was a TS/Crossdresser section, I could easily contact one. I remember looking through postings, hoping to find one that was attractive enough, because as I’m sure you know, many cross dressers and...

4 years ago
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An Introduction to Crossdressing

Up until this point in time my crossdressing has consisted of wearing stockings or pantyhose and enjoying some anal penetration with one of my toys. I have recently had strong desires to move further but really didn’t know anyone that could help me. I was chatting recently with one of my friends on Lush about our mutual desires and needs. I had said that I really would like to do the whole deal at least one time to see if I’m really as into it as I thought I was. I also mentioned that it wasn’t...

Crossdressing
2 years ago
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Hypnotized Into Wearing Dresses

"Hypnotized Into Wearing Dresses" By Alana Gloria knocked on the door of the dressing room, and Dr. Specks invited her in. He sat at his dressing table getting ready for his stage show. "Can I help you?" he asked. "I'm Gloria Stoner. I understand you were once able to hypnotize a man into wearing dresses. You got him so he experienced severe stomach cramps if he didn't dress like a woman. Is that correct?" Dr. Specks motioned Gloria into a chair, and said, "That was...

2 years ago
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Resetting My Bitch ButtonChapter 16

SUMMARY OF THE STORY SO FAR: This story is told from the perspective of Amanda (Joy). She has spent the last few weeks working out a plan with Mike McGifford (Kiwi). This is a man she met on the Internet. She intended to come to his home in Florida and be trained using applied domestic discipline to keep her ‘bitch button reset’ and make her a more compliant and considerate person. Amanda accepted the name “Joy” to start her new life and introduced this man to her immediate family. Amanda’s...

3 years ago
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Wet Dreams to Crossdressing

Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I started out as a young teen as a panty fantasizer and have progressed to where I am today. I think that I am pretty “normal”: dating girls, and now a responsible man, married with a f****y. But, I have evolved to a cock sucking crossdresser. I’m writing to try to...

2 years ago
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An Introduction To My Crossdressing

Many of the crossdressing life stories I've read on Lush have similar beginnings. The early adolescence, the mother's or sister's clothes, the masturbation! It's fifty years since my first urge to dress in feminine garments, and ever since then, it has been an integral part of my colourful life.I remember the day fairly vividly. I was settling down in our bathroom, to do what EVERY adolescent does at that age. Wank! My inspiration back in those days were my mum's pals, her sister, and a couple...

Crossdressing
4 years ago
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The Hairdresser

He walked into the New Horizons Hair Salon. It was a unisex salon but the majority of the clientele were female, mostly middle aged and upper class. He had stumbled upon this place when in desperate need of a haircut some two years ago. He was to be the best man at a wedding at the time and thought he ought to make more of an effort with his grooming.He had been shown to a seat by Paula, a tall brunette. She was late twenties and very attractive. Long hair held back in a ponytail, beautiful...

2 years ago
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The hairdresser

This happened in 2010Donna used the same hairdresser for over ten years. She was an Indian girl, really pretty and only recently married. She's called Gina, 30 years old, 5'5", thin with dark hair and extremely pretty. As Donna wanted her hair doing for a party we were going to Gina offered to open her shop late so she could have her hair done the same evening.Friday came round quickly, as I dropped Donna off at 6pm, the town was quiet and there was no-one in the salon, I told her I'd be back...

4 years ago
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Girlfriends Hairdresser

“Look, honey,” proclaimed Kamron as he held a mirror in front of his client.“I like it,” she declared with a smile. “How much,” she asked.“Fifty-five,” the five-foot-nine-inch big booty effeminate hairdresser replied.“Alright,” she said digging through her purse. “Oh damn. I left my billfold in my other purse. Do you mind if I get Tavares to drop it off when he gets off work,” she inquired referring to her live-in boyfriend that worked at the auto parts factory in town.“Yeah, chile. That’s...

3 years ago
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Pressing my Buttons

Pressing my Buttons Magic Remote RP by Kaitlyn & Jeannie Quinn came in from yet another rough day at the mall, "I hate the holidays," he muttered to his friend John. ?"Least I'm off for the next two days. ?What are you doing?" John, who unlike his college buddy and roommate, had gotten a steady salary paying job. ?And along with it came holiday vacation time. ?"Hey, you're the one who wanted to be an artist. ?I'm off for the rest of the week." "Hardy har har," Quinn mocked....

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