Bad Idea (Closed)

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ForeverIllinois

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"That's IT! I'm out of here! Fuck you David!"

My memories of that night were in a bit of a haze; emotions were running high and I got into my third big fight with my boyfriend David. We lived together in a small, one bedroom apartment in the Bronx and we were supposed to climb ourselves up - away from this crummy neighborhood. But David, like most idiot high school graduates in the area, found himself indulging in alcohol and drugs instead of working his way out. I was at least trying and getting some success as a bartender and as a model. David was supposed to be getting his act together and focus on his job...until I found out that one, the job at a bank was a total lie and two, that David was far from quitting pot.

So I moved in with my friends Ashley and Julie for a while. It's been about three weeks since that night and I haven't heard much (okay, I heard nothing) from David since that fight. Yeah, we were pretty much over but I still had some hope for him.

Everything was okay, up until I was coerced into drinking a few beers with my friends at our apartment. They both came out of their own breakups recently and in a much cliche fashion, we began to drink up and rant about our lives. One thing led to another and we began playing drinking games. I lost and the wager was to go to the bar downstairs, dressed in a thong, a loose shirt and three inch heels.

I normally wasn't much of a daring person, but this whole episode was driving my mind insane...So I went downstairs in that outfit and went to take a seat (on a bar stool no less). I ignored the catcalls and whistles and figured that this was my way on getting back on David.

I wondered if he was around.

 
I was looking for David, too, albeit for a much different reason then she was. But when I saw her walk in, watching from my corner booth with a beer in hand, an evil, sly smirk crossed my face. The darkness of this dank hole-in-the-wall hid the look, not that seeing it would have betrayed my ill intentions for the skimpily dressed young woman who'd just walked in without a care in the world.

It helped that she didn't seem to have a very short skirt on...check that. I took a swig of my beer as I saw from the stool she was sitting on that she didn't have a skirt on at all. Just a long, button down shirt and whatever she had on under it.

Also, a factor not in her favor was that I knew she was David's girlfriend, although I hadn't met her...he'd bragged about her, showing us pictures of her and boasting about how 'hot' she was, and how she'd never leave him. I was no expert, but judging by her coming to a place like this, dressed like that, it seemed like David had made another mistake in judgement.

Much like she had in coming here, although she didn't know that yet.

I put the beer down and stood up. Most girls got catcalls and hollers in this place, but the mood around her was different. She'd charged the atmosphere a bit, waltzing in here dressed like that, and there was an edge, a bite to the calls. The men wanted more then just a smile and a kind look from her.

And so did I. After all, I was Ian Plank. And I was her boyfriend's drug dealer, and the one guy in this bar who could get her out of here without something bad happening to her.

Not that I had that in mind. But even as the men leered at her, lusted after her openly, I kept my expression neutral, and my own plans for her hidden. Dressed in a black t-shirt and jeans, and a leather jacket, I made my way over to a stool next to her, leaning against the bar.

"Bartender, give the lady a drink. Whatever she wants." I knew the owner of this place, and that he knew damn well I'd be paying for more then one drink for her tonight. Turning towards her, I nodded politely. "Normally, I'd trade the drink for a name, but I understand if you want to protect some of your modesty." I gave a pointed look towards her busty torso, and her long, smooth legs, exposed by her shirt riding up so high. "Still, if you wanted to be polite..."
 
God, I've forgotten how much the men here were. I almost regretted my decision (but not completely; I really did feel like this would be pay back to David, since he was a real jealous type). I waited for the bartender before I felt that someone just had sat down on the bar stool next to me. He leaned against the counter and called the bartender up. The employee obliged quickly and asked me for my drink.

"Vodka and coke, please." I said before he hurried off to make my drink.

"Normally, I'd trade the drink for a name, but I understand if you want to protect some of your modesty. Still, if you wanted to be polite..."


He looked me over, his eyes practically sliding across my cleavage and down to my thighs, before his gaze met mine again. He was cute but if today was any other day, I probably would have slapped him. But he was being nice, so I thought that I'd humor him...

"My name's Jessie. What's your name?" I asked with a smile, leaning on the counter before the bartender slid my drink towards me.
 
I slid onto the stool with an easy, giving smile. I had to make her *mostly* forget where she was, what she was wearing...only that someone was talking to her, and had bought her a drink. I mean, I knew her name, but saying that would have given something away about me, and as far as I could tell she didn't know who I was. She would in time, but for now, that particular mystery would stay where it was.

"My name's Jessie. What's your name?"

Her leaning forward gave me a better view down that shirt of hers, not quite buttoned down low enough for me to tell what else she wasn't wearing...although from the way her tits were pushing out against her shirt, it seemed like she'd gone sans bra, too.

"Ian." There was a chance David had mentioned me, but ideally not in the capacity of his drug dealer, since I knew that Jessie didn't think much of that particular habit of his. I waited for her drink to be bought to her, and gave her a nod with another large swig of my own, nodding at the bartender to get me another one, as mine was almost empty.

"First drink's free...let me know when you want another one and I'll tell you the price." I teased. "So, Jessie...what's on your mind? I can tell something's bothering you..."
 
So, Ian was his name huh? It sounded vaguely familiar, but I guess that it had to be a common name.

"First drink's free...let me know when you want another one and I'll tell you the price. So, Jessie...what's on your mind? I can tell something's bothering you..."

I chuckle at his casual flirtation and almost felt compelled to tell him the full story. Well, almost - I wasn't about to sob over a stranger's shoulder about my particular dilemma, but it felt nice that he asked. I drank from my glass, maybe too eagerly, before I answered: "Well Ian, what's bothering me is mostly my jerkwad of a boyfriend. We broke up mainly around the fact that he's an absolute moron."

I eyed my glass and saw that I must have drank half of it already. Jesus, I had to control this drinking spree of mine. Sure, I wasn't a light drinker, but this couldn't be too healthy.

"Anyway Ian, tell me about yourself? Surely you don't come up to every girl who drinks here." I teased back.
 
It was nice to have been proven right once in a while. That clueless fool, David, had decided to forget how lucky he was to have a woman as nice as Jessie. And as hot as her, too. But he spoke enough about her coherently that I knew she just wasn't tits and ass; not that her being 'nice' would keep me from taking full advantage of those particular luscious features of her body...

"His loss." I smirked back at her, grabbing my new beer with a jerk of my hand as she asked me a question.

"Anyway Ian, tell me about yourself? Surely you don't come up to every girl who drinks here."

I gave her a look of mock offense, looking to be insulted by the comment even if it was obvious I was taking her tease in the spirit it was intended. "Only the ones I think are worth the time." I let the comment linger in the air (and to give her a chance to finish that drink of hers, or at least guzzle it down a bit more) before continuing. "I mean, sure, you're hot, and your boyfriend's an idiot for letting you go...but that's not it, either." Well, it was mostly it, but she didn't have to know that.

"I can't quite place it, to be honest...but something about you caught my eye. Maybe it was the...confidence. To come into a place like this without a care in the world. I admire that."

Without a care, or a skirt, or a bra...I was trying to steal glances down towards her legs, seeing if I could catch a peek at what she was wearing or her hips, if anything. The guys around us weren't being so discreet, but she couldn't keep her eyes on all of them at once, and this place was known for being a bit of a haven for lecherous bastards. Myself included, but she didn't know that yet.
 
"His loss."

I chuckled at his statement and took another sip from my drink. I guess that I was half-expecting him to say that, but it felt damn good anyway. My earlier teasing earned me a look of mocked shock - he tried to look insulted from my question but did it in a way that showed a playful attitude. It was funny and I laughed just a bit.

"Only the ones I think are worth the time. I mean, sure, you're hot, and your boyfriend's an idiot for letting you go...but that's not it, either."

"Oh?" I asked, practically begging for him to continue. It felt good to have someone sitting next to me being so attracted to my body and honestly, I was a bit of a sucker for compliments. He didn't have to know that though.

"I can't quite place it, to be honest...but something about you caught my eye. Maybe it was the...confidence. To come into a place like this without a care in the world. I admire that."


I smiled and glanced at my own outfit; I still couldn't believe that I found myself in a rundown bar wearing a button shirt, a thong and heels. My emotions were all over the place and my friends definitely didn't help matters any. But he was right; I must have had a lot of confidence to go out like this.

I glanced his way again and grinned. "Thanks Ian, really." I stated before my hand went to his. I gave his a playful pat before I asked "You know, I think I'm ready for that second drink."
 
"Thanks Ian, really." I subtly inclined my head in acknowledgment of her thanks, and saw (and felt) her hand pat mine as she continued. "You know, I think I'm ready for that second drink."

Money was no object for me - the bartender knew I'd held tabs well into four digits before, and I hadn't even broke a hundred bucks yet - but of course innocent old Jessie couldn't know that now, could she? I leaned back, hesitating to wave the bartender over as I gave her an appraising look. "Hmmm. Well, I did say more drinks could carry a price with them, so..." I already knew what I was going to ask for. "...undo two buttons on your shirt and you'll get another drink."

I waved the barkeep over after that, before taking another long swig of my own, assuming she'd say yes. "The next one might cost more." I said playfully. She was wearing so little, so every inch of exposed skin was really exciting, and dangerous for her...
 
"Hmmm. Well, I did say more drinks could carry a price with them, so...undo two buttons on your shirt and you'll get another drink."

I nearly giggled like a schoolgirl at his request. I knew that he was attracted to me, so I half-expecting that to be the price. Still, I wasn't about to unbutton two buttons of my shirt so fast. Sure, it was pretty exciting to do something like this for a complete stranger, but it was also dangerous...

"How does one button sound to you?" I said with a teasing smile "I'll go for the one on top!"

A drink came my way which I eagerly grasped with my hand. I brought it close to my lips while Ian stated:

"The next one might cost more."

To which I slyly replied:

"Let's hope that this drink doesn't fill me up then."

What? There was no harm in a little flirtation.
 
Her sly, simple reply as she 'negotiated' her way down to one button - getting her to show more at all was a win in my book, especially with how little she was wearing to begin with. "Let's hope that this drink doesn't fill me up then." I gave her a knowing glance, thinking if many other ways that I could 'fill her up'...and intended to before the night was over.

"See, that's what I saw in you. You're daring, brazen, almost aggressive to come into a rundown place like this. Dressed like you are." I took a quick peek at the flesh exposed by the button she'd undone, the sight of her fingers doing it could only be bested by doing it myself. A thought entered my head about the 'next' price for her drink; I could tell by her manner that she'd had one or two before coming here.

"So what do you do, Jessie? When you're not getting free drinks in bars with that hot body of yours, anyways."
 
"See, that's what I saw in you. You're daring, brazen, almost aggressive to come into a rundown place like this. Dressed like you are."

I smiled as I unbuttoned the top of my blouse; his eyes immediately darting to see the now bit of exposed skin. It felt good having his eyes go all fired up like that - it felt like good, flirting payback to my deadbeat boyfriend. "Thanks." I said in reply before sipping the drink.

"So what do you do, Jessie? When you're not getting free drinks in bars with that hot body of yours, anyways."


"I'm a model." I said almost proudly with a grin on my face "I'm not too big right now, but I do well enough for myself. Do you have a phone? I could even show you some pictures that I've taken in the past."
 
"A model? I could believe that." I grinned back at her; my eyes giving her barely clad body a long, not too discreet lookover. Her offer after that surprised me; but I wasn't about to look a gift horse in the mouth.

"That'd be great.". I nodded back, pulling out my iphone, pointing it at her. "Think fast." I got the phone's camera on and took a quick shot of her, grinning as I did. "Not often I see a hottie dressed in public like you."

"Now, show me these other photos of you..."
I leaned close to her so she could show me those exciting photos of her...
 
"Think fast."

He quickly whipped out his phone and took a picture of me. Thankfully, I was a very photogenic person. The photo was everything you'd expect it to be - myself smiling, a bit of cleavage and a whole lot of leg.

"Not often I see a hottie dressed in public like you."

"You have a way with words, Ian." I said with a chuckle. "But go ahead with taking pictures, I don't mind."

"Now, show me these other photos of you..."

"Sure."

He leaned in towards me - probably trying to get another view down my shirt. Either way, I leaned in towards him as I took out the phone from my blouse's pocket. I went through some photos, most of them amateur until I got to my more recent ones that actually brought in some money.

Like this one.

 
Either she didn't know I was trying to look down her shirt to view her braless tits beneath, or didn't care. I wouldn't complain either way - secretly hoping it was the latter, since the prospect of her wanting me to ogle that body was a very good thing - and I gave a very appreciative look both at her and at the photo I was etching into my brain. It wasn't that she didn't look hot, but half of being hot was the attitude she had- playful, not caring that she was cupping her big tits for the camera.

"Nice." I said, taking another large swig of my drink, a moment passing before I looked at her. "I mean, I would've gotten something a little more...racy, and brazen, since you've clearly got the body for it." I shrugged. "But what do I know, I'm not a photographer, after all."

"Do you have any other ones you think I'd like?" I asked with a playful tone.
 

"Do you have any other ones you think I'd like?" he asked with a playful tone.

"Fine." I said with a fake pout "Let me see if I can find anything."

I knew just the one. His eyes seemed a little fixated on my tits at the moment, so I thought that I'd find a picture that showed them a bit more. Now, I never took any nudes, if that's what he was looking for, but I did have some more revealing ones. I grinned a bit when I showed him a picture of me braless, covered only by some flimsy jean fabric.

"Is this one good enough for you?"
 
It was more then just 'good enough', and by the way I locked my eyes onto the cleavage the picture was showing, it was fairly clear she'd pick up on that too. So I took a good, long look before giving her a sly smirk. "Almost perfect." I nodded. "Only thing that would be that would be seeing it in the flesh..." I liked the atmosphere here, and the way her brazen display of skin had pushed it higher. There was an edge in the air, even if nobody was hooting as much as they had before; her legs were still bare, and the way she moved around the stool, and was flirting with me...they all wanted to be me.

And I intended to make them all very jealous. "I think you look better without a bra...tell me, Jessie, are you wearing one right now?" It was pretty clear what the answer was, but making her admit it in a place like this was so very enticing...

"Are you ready for another drink?"
 
"Almost perfect. Only thing that would be that would be seeing it in the flesh..."

He gave me a sly smile and I chuckled at this statement; I was practically as under dressed as I was in that photo, maybe more so (seeing as in the picture I was wearing cotton panties and here I was in a thong and heels). I leaned over after placing my phone away, my elbow on the counter as I looked at his reaction for a second.

"I think you look better without a bra...tell me, Jessie, are you wearing one right now? Are you ready for another drink?"

"Well...I shouldn't be telling you this but...no."
I said with a near whisper at the end and a bit of a laugh. I even unbuttoned another piece of my blouse before saying "And yes, I'm ready for that drink."
 
Seeing her lean on her elbow was almost as delicious as hearing her answer to my question. "Well...I shouldn't be telling you this but...no." And then she unbuttoned a button on her blouse, revealing more of her collarbone and cleavage before speaking again. "And yes, I'm ready for that drink."

"Good." I said with a smirk before calling the bartender. "But I haven't asked for your payment yet." With a teasing shake of my head, I gave her a sigh of mock dissapointment. "But if you want that drink, the button stays undone." It was a lot to ask of her with how little she was wearing, but she was the one who'd come here like that...my smile was devious, and maybe a little dangerous as I continued.

"I'll be nice, though...you can either undo two more buttons for your drink..." I started, knowing that was incredibly brazen of me. "...or you let me undo one myself. Wherever I want." I placed my hand on her bare knee, my first touch of her sending a surge of excitement through me as I knew where this was going. "So which will it be?"
 

"Good. But I haven't asked for your payment yet. But if you want that drink, the button stays undone."

I chuckled with disappointment. "You sly bastard." I then said teasingly, wondering what kind of hole I dug myself into by voluntarily unbuttoning my blouse. That smile of his said that something was up his sleeve...

"I'll be nice, though...you can either undo two more buttons for your drink...or you let me undo one myself. Wherever I want."


He placed his hand on my bare knee - I gasped at this, feeling his bare skin against my own for the first time. Now, that was pretty daring of him...but I let it slide. He was just acting a little flirty right back at me; a taste of my own medicine...

"So which will it be?"

It seemed obvious to me; either two buttons or one. I wasn't a genius at math, but it seemed straight forward to me.

"I'll let you unbutton one."
 
Well, the drinks hadn't impaired her judgment as much as I had thought, but I waved the bartender over, letting him pour whatever drink she wanted - it was clear she could hold her liquor, and might've been a bit of a party girl. Typical for a model. But even as the drink got poured, my eyes never left hers, as I wanted her to know what was coming.

As soon as it was done, I let my hand trail up her bare thigh to the hem of her blouse/shirt, teasing the fabric and shifting it around. "Hmmm....what should I choose...." I moved the hand off of her, still staring at her as my fingers seemed to consider each button in turn, lingering at the one that was done up near the top of her blouse. She'd undone two so far, and another would reveal so much more of her big tits to me and the greed, lecherous men in the bar....

...but my hand went down, my fingers deftly undoing the one at the bottom, spreading the sides so that more of her upper thighs were revealed. "Very nice." I grinned as I let my gaze linger on her thighs and the panties beneath them before turning back to her. "I like your taste in outfits." I said darkly, teasingly with another long drink.
 
"Hmmm....what should I choose...."

I giggled like a school girl as he eyed me lustfully, his fingers moving with anticipation. I guess that I was looking forward to what he'd do; he didn't exactly have a wide selection of buttons to choose from, but his demeanor made me want to find out what'd he do next. His hand went to the top for a second, making me feel for a second that he was about to rip my shirt off. Instead, I gasped in surprise as he went down; undoing the very last button and showed more of the underwear that I was wearing; a simple black thong. It was thin in the back, separating both plump cheeks but at the from it encased my inner thighs tightly.

"Very nice. I like your taste in outfits."

"I'm glad to hear that." I said with a sly smile before I got my favorite drink in my hands. I sipped on it before saying "I hope that the price of my next drink won't be another button. Otherwise I won't be able to continue for much longer."
 
"I'm glad to hear that." I let my gaze linger on her little thong a bit as she sipped her drink. "I hope that the price of my next drink won't be another button. Otherwise I won't be able to continue for much longer."

A chuckle escaped my throat as I let the moment linger, taking in every inch of her exposed skin, the shirt open at her throat and now at her hips, too. "I'm sure we could find something to do." It was no mystery what I was talking about, and I looked towards an empty pool table at the side.

"Do you play?" I asked, inclining my head towards the racks. "I'd be willing to play with you - first could game for fun until I see how good you are." Seeing her bend over in that skimpy little outfit of hers would be payment enough. "It's been a while since I've played..."

If under one day counted as a while, anyways. I hoped she was tipsy enough to reject my offer of charity, and I could afford to let her win one anyways. But once we got going...
 
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"I'm sure we could find something to do."

I raised an eyebrow as he said that - his tone insinuating something sinister and a little sexual. I wanted to tell him here that I wasn't that type of girl, but I figured that it wasn't necessary. I could back out anytime I wanted and there was nothing forcing me to go anywhere further than where we are now.

"Do you play? I'd be willing to play with you - first could game for fun until I see how good you are."

I eyed the pool table that he was looking at; I wasn't a proficient player by any means, but the way that he proposed the idea made me feel that he wasn't too great either. I shrugged my shoulders "Sure, I guess. I'm not really much of a player..."

"It's been a while since I've played..."

"Me too." I replied simply, before I added with a grin "But you know what? Why don't we make the games more interesting? We play for drinks?"
 
"Me too." Her eager grin was good for me to see on her, and then the allurring Jessie made it even better. "But you know what? Why don't we make the games more interesting? We play for drinks?" With a nod, I got up, and I motioned for her to lead the way to the table. It seemed like every male was trying to eye her up, seeing her open shirt, her little thong and tight ass visible to anyone in the bar taking half a second to look at her. If they were taking a full second, well...

"Yeah,playing for drinks is a good first game." I racked up the balls hesitantly, getting them ready for her as if I didn't really know what I was doing. "8 ball goes in the middle, right?" I asked with a smile. "Don't worry. I'm not *that* clueless."

Although by the way I was planning on shooting, it'd look that way. My first shot 'barely' missed, conveniently setting her up for a shot on one of her own balls. "That's not a good start." I sighed theatrically. She might've been watching me, but everyone else was watching her, and I pulled out my phone before her next shot. With how little she was wearing, it'd be hard for her not to show off a bit, and I intended to get some pictures of it.

If she asked, I could play it off as giving her some potential photo ideas for another shoot. Or a memento of the time I got beat by a girl at pool.
 
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