What to do?
written by:
Conrad

What to do?

Sara listened to her father, her heart aching for him, for both her parents. They had each lost their jobs within the same week six months ago and in this recession they weren't able to find any work. "We may lose the house, unless we can get enough money to pay the back payments before the end of the month." What would she be able to do to help? She knew about the mortgage problems, but she didn't know it had come to this. She had only three weeks to find a solution.

"I'll get a loan, Dad," and they talked about it until her mother's car was in the driveway. "Let's not discuss it while Mom's here," and they went into the kitchen.

Sara began getting dinner ready, but her mind was really on how much money she could reasonably come up with in a few weeks. Certainly not the thousands of dollars they needed; she doubted that she could get that much in a conventional loan, but she'd give that a try.

Sara lived in an apartment with a girlfriend, but she ate at home as often as not. She was in her early 20's, still in college, planning to graduate within the year, working as a cocktail waitress on weekends and one or two nights during the week when the wait staff, most of them working moms with kids to care for, was shorthanded. The money was good, and it fit her schedule, but even with the money she had saved there still wasn't enough to get her family out of the hole.

What to do?

The next day she was sitting in the bank at the desk of the vice president for the loan department, listening to why she was being denied for lack of solid employment. Her attempts at cajoling were going nowhere, so she left, angry and upset.

What to do now?

At work, after closing, she sat nursing a glass of white Zin with one of the other wait staff, a good looking girl a year or two older, telling her how she needed money, a lot of money, and fast. After a few minutes Helen, the other girl, laid her hand on Sara's.

"If you want, I can get you some gigs with a guy I know; he puts on parties for ‘gentlemen'", her fingers doing air quotes. She saw the look in Sara's eyes. "It's not a gangbang, it's more like being in a strip bar, but without the crowd, and they're better dressed. You can do what you want, and you don't have to do anything you don't want to do. I look at it as if it's like working here, but I'm wearing less clothes and the tips are way better. And if I meet a guy I like, well ... "

They talked more, and Sara quickly realized that this would be as good a way as any to gather some cash. In fact, it appeared to be the only way, but would it be enough cash fast enough?

Two nights later Sara and Helen were serving drinks at a private party in the penthouse of the city's nicest hotel. It was a high stakes poker game, with several tables, so there were lots of big spenders. Sara gasped when she saw the huge stacks of chips and fat blocks of large denomination bills before the players, who seemed nonplussed when they won or lost a hand.

Both girls were scantily clad, with loose transparent tops, open in front, their breasts clearly visible, with short tap pants of the same silky fabric, but tight enough to show the outlines of their pussies and ass cracks. With the five inch heels that made her great legs look even more terrific, Sara knew that she'd be making more tonight than she would for the whole weekend at her regular job. She didn't mind the near nudity in the least; in her first year of college she had worked as a topless dancer and had usually worn less than she was wearing tonight, but fighting off the lowlife drunks had taken its toll. Tonight, with a very affluent group in a beautiful setting, with her long honey blonde hair caressing the tops of her 36D breasts, and her curvy figure, she had to empty her tip pocket into her purse quite often, each time thanking Mother Nature for giving her such outstanding assets.

When they weren't serving drinks or snacks the girls were instructed to mingle with the guests, and to engage in conversations if invited. Sara fell into it easily, being accustomed to a job that entailed lots of smiling and mild flirting. She realized that she was having a good time, not minding the hours of walking on stilt-high heels, bending teasingly to show off even more of her lush breasts, laughing easily when a hand went around her waist to rest for a few moments on her firm shapely derriere.

As the evening wore on she was invited to share a drink with someone, then with someone else, and, although she knew enough not to overindulge, she could feel the combined effects of several partial drinks begining to have an effect. Her speech was still clear, and she was steady on her feet, but she was smiling more, laughing a bit more easily, and if a man put his arm around her she would lean into him, allow her breast to press into his side, or his arm. While she was watching a hand progress on the poker table she realized her arm was around a total stranger, and it felt comfortable. She was having a great time, and getting well paid for her trouble.

She was sitting in a small semi-private room to the side of the main playing room, beside one of the younger players, his hand just above her knee, and she realized again that she was really enjoying this and wondered where it might lead. Her FWB boytoy had been out of town for several weeks, and not expected to return for two more weeks, and a girl does have needs, she rationalized.

With his other hand he pulled her face to his, and as their lips grew closer he told her how lovely she was. She smiled at him, enjoying the compliment. After a few seconds her hand went to his thigh, and as they kissed she moved her hand up until she felt the bulge that she knew would be there, throbbing, long and hard. An erotic shock coursed from her fingertips to her pussy lips. As their tongues touched she felt his hand moving up, his fingers slipping into her nearly non-existent thong, then caressing her pussy. She sighed, it felt so good! She could feel the slickness of her lower lips, as though they had just been licked. When the kiss broke off she took his hand in hers, his fingers wet with her desire, and brushed it across his lips. He sucked it in, and smiled at her.

"Would you like to go somewhere else, somewhere more private? Totally private." His voice was ragged with excitement, his cock pulsating beneath her tightening fingers.

"I have to be here until 2a.m., but yes, I'd love to," and she gave his cock a still firmer squeeze. Just then another man sat on her other side. She's seen him as the kiss ended, knew he'd caught the erotic touching, and she was thrilled to have been caught in the act with her pants not actually down, but, well, close.

"Harry, just like you to keep the best to yourself. I know you won't mind if I join you," and he wrapped an arm around Sara's waist. He, too, was good looking, about the same age as his friend, whose name she now knew to be Harry.

"I'm Gerald, and I know your name is Sara," and he ran his hand around her bare midriff and up to the back of her neck, making her shiver, pulling her to him, kissing her, his hand dropping down to cup her breast, her nipple hard, aching to be kissed, sucked, bitten. He pulled her closer, pushed her hair aside, whispered in her ear, sat back, awaiting an answer to his question. She looked at him, stood to face both men, who remained seated.

Her first inclination was to tell them that she had no intention of having sex with either of them, but that made her laugh, who was she trying to kid? She was horney, she needed money, and this was the perfect time and place to solve both problems. But could she do it, sell her body to slake her lust and fill her purse? Oh, what to do! Then she smiled.

"Gerald, Harry, it appears I'm on the horns of a dilemma; two handsome gentlemen seeking my attention. What to do? Any suggestions?" She paused for only a few seconds. "I suggest a duel!" and she laughed. "No, just kidding. But you both seem to be very competitive, and so I suggest that you compete for me, and I'll be a worthy prize, I promise; but let's be fair and open the bidding up to any others here who'd like to spend the night with me." She was shocked to be saying this, surprised that she was making this up in the moment, but she kept the smile on her lovely face.

There was a very pregnant pause, both men looking at each other, Sara wondering in near panic if she had overplayed her hand. She was thrilled when they nodded in agreement. Gerald laughed. "I see we've gotten into a very challenging situation. Okay, fair enough. Harry and I will circulate among our peers, and let the likely candidates know that you're on the block, so to speak. Any rules?"

Sara was feeling bold from the drinks and the attention, her mind was racing and now her pussy was very close to actually dripping. On a whim she decided to, as the card players were doing when they felt confident or reckless, go all in. "Gerald, this is the first time I've ever been in this situation as well, so I'm making it up as I go. To be brutally truthful, I need a lot of money, fast, for a family matter. So let's do this: each man will put up a hundred dollars in cash to enter the competition; I'll circulate among you, and each man may make a further donation, which the next gentleman will have to match to stay in. I'll keep going until there are only five men in the running. At midnight we'll have our own party, and the donations will continue until there are three. At that time we can decide how to continue. Oh, I get to keep all the cash as it's donated." Outwardly she was looking very calm and collected but in her head she was reeling. How audacious of her! How blatantly slutty, how truly outrageous. They're going to have me thrown out of here, she thought, beginning to tremble with the fear that she had overplayed her hand.

"Well, that's not what I had in mind, but it sounds like fun, so why not? But, don't sell yourself short. These guys will bet on anything, but a hundred won't be enough to get their interest, so I suggest that you make the ante a thousand." Sara gasped, but watched as Gerald reached into a breast pocket, retrieved a thick sheath of bills, peeled ten Franklins off the top. "I'm in," and he tucked his entry fee into her waistband. Harry quickly followed suit.

Sara was a bit overwhelmed with relief; it had worked, and even if there were no other donors she had a thousand dollars from two handsome guys! It could only get better.

And it did get better. Gerald and Harry circulated among the tables, whispering to likely prospects, letting them in on the action, so to speak. Sara followed up, and with her top now completely open, her nipples hard with excitement, she smiled and laughed and teased, until she went into the service room where Helen was putting together another plate of snacks.

"Helen, I can't believe it! I've almost got what my parents need, right now. Eighteen guys have put up their ante! This is turning out to be so much more than I thought it would be. I think I'm getting a bit frightened."

"Sweetie, calm down. Yes, it's a lot of cash to you, but to them it's only one more night having some fun. These guys make such stupid bets with each other, you have no idea. Thousands on one golf hole, or one shot; thousands on whether a blonde or a brunette comes through the door next. Silly shit like that, so chill. Enjoy it."

"Okay, but you're going to get a finder's fee for this," and she shoved the huge wad of bills at Helen. "Hold this until tomorrow. Oh, fuck, what have I gotten myself into?" She returned to her suitors, congratulating each man, giving each a kiss, letting them have a quick feel of her pussy to see how wet she was, nearly cumming by the time she kissed the last one. And, now she could imagine their eyes on her, watching her every move, wanting to touch her. She wanted them to touch her, to have them ravish her within sight of everyone. How incredible it would feel to have one of them, or two, fuck her right now, right this moment, here in front of the dozens of others! She was so wet she could feel her warm girl goo oozing out of her slut slit. She wondered briefly where this was coming from, but smiled and the follow-up question was why had it taken so long?

On the next go-around everyone was still in, some throwing in a hundred, the bids escalating until the last bid came in at an additional thousand. Sara lost count of the pot, but knew it must be close to thirty thousand dollars! In one night! The next walk through told the tale, and the weak of heart began to fold, and within a half hour Sara told the final five the good news, giving each guy another wet kiss as her fingers checked their packages. "Umm, see you soon. I'm really looking forward to this!"

In the service room Sara was overjoyed, her trepidation gone now. "Helen, I could fuck all of these guys, they're all cool."

"Maybe it'll come to that, so be careful."

2a.m., and Helen went to each of the five to give them the room number, which was two floors below the penthouse.

"Bad news, sweetie, one guy is so far ahead at his table that he can't get away, but he wants your phone number, for a raincheck."

"Well, that takes a little of the pressure off, I guess," and she went into the shower. Fifteen minutes later, with four happy men awaiting her, Sara came out of the shower, naked except for her high heels and the top she had worn, her hair flowing freely, a huge smile on her face.

"You guys are all so great, I have to say that first. The second thing is that I've never, cross my heart never, done anything like this. Now, you're the gamblers, so how would you like to complete this? I don't want the business part to take up any more time than it has to."

"We thought about it on the way up, and it's simple. We each put in the original ante again, then we deal one card each, and low card is odd man out."

Her heart was beating so hard she thought she could hear it. "Okay, let's do it!"

Each man put in his pile of bills, and Gerald handed her a deck of cards. "Shuffle them, and have Helen cut them, and then deal each of us one card, face up."

"Just like that?"

"Just like that. KISS, " which Sara knew meant Keep It Simple Stupid.

Sara shuffled the deck, her fingers clumsily moving the cards, but she managed to keep them from spilling, and handed them to Helen, who cut them with some expertise.

"Ready?" Each man looked at her, and each smiled, nodding. Helen dealt the first card, a seven.

"That looks safe," Helen commented, and Sara dealt the next card, a Jack. "Even safer," Helen continued, and the third card was dealt. "Trey, oh oh!" and Harry groaned until he saw the final card, a deuce, come up for Gerald. With that, Helen quietly left, first kissing Sarah on the cheek, whispering "Call me if you need anything."

"Fuck me!" exclaimed Gerald. He began to get up, but Sara put a restraining hand on his.

"I think there should be some kind of consolation prize," and she looked to the other three. Harry was the first to speak.

"I think seeing you give him a blow job would be both entertaining and instructive, unless you have something else in mind."

"No, in fact, I'd really enjoy that," feeling a blush begin to rise. She'd danced topless and loved the attention, but she'd never had sex with anyone watching, and she knew from the pulsations in her cunt that she was going to love this.

Sara led the lucky, or unlucky, guy to the bed. "I'd like it if you got naked; I hate having to work around zippers and belts", as she drew her top away and lay on the bed, now down to only her heels. While he undressed she spelled out the only no no; "no 69, I find that too distracting. You can play with my pussy, and my butthole, with your fingers, though, but that's all; a blow job, and you can get your fingers wet, that's it, no fucking, okay?"

"I never look down on good fortune; you could just throw me out and be done with me, so thanks for the consideration," and he stepped out of his shorts to reveal what Sara knew was the longest thickest cock she had ever seen.

"Oh my god! Maybe we should deal the cards again," and they all laughed until she began kissing the bulbous head, her hands full of his hairy nut sack. She glanced up at her audience. "Anyone care to challenge me as to how much of this monster I can get down my throat? I bet I can get down far enough to lick his balls."

"I think I'd rather just sit back and enjoy this, but go ahead, impress us with your cock sucking skills," and the other two agreed.

Sara scooched around, her beautiful ass and pussy in front of his face, her legs spread a bit, presenting her gleaming wet slit to everyone. As his fingers found her sodden folds she glanced back over her shoulder, "fingers only, remember," and she began again, her tongue encircling the sightless eye on the tip of the head, her lips kissing there before widening as she lowered her mouth, sliding down over the ridge, her tongue poking out to lick, lips stretched wide now, descending further, more tongue, and she repeated this slowly, while her fingers played at his balls and asshole.

"My god, we'd have lost a bundle, she's down to his pubic hair!" Now her fingers were at his asshole, fingering him, and he returned the favor, with two fingers deep in her cunt and his thumb lodged firmly in her brown star.

She ascended slowly, and when she opened her eyes she was happy to see three other rampant cocks, each throbbing in the hands of the respective owners. His cock was slick with her saliva, her lips and chin as well, her hand now stroking as she licked the thick shaft, sucked the apple sized head.

"One more time in my throat and then I'm going to drink it all," and she took him down easily, his moans loud, as he watched her lips that were stretched tightly around his cock, until her nose was pressed against his belly. He had his hands in her hair, not pushing down, but holding her head so that he was, as she remembered the indelicate term, skull fucking her.

Sara was really enjoying this, sucking such a beautiful monster cock, and being watched by three handsome young guys who were showing their approval with their own fistsfuls of man meat. She continued for several minutes, which seemed an eternity of pleasure to him and to her, but a lifetime of torture for the expectant trio. Finally, she moved his hands from her head and let him slip from her mouth, her breathing labored, saliva drooling from the sides of her lips, a long thread of saliva joining her tongue to his cock. As she watched his eyes she moved her long middle finger into his asshole, watched as his cock stiffened even more. She pumped him, her mouth open, and when he came she caught it all, expertly, closing her mouth only to swallow, then open again for more, until his balls had emptied and she was sucking him, the head only, her finger still deep in his bowels, then releasing him from the suction of her lips with a satisfying POP!

He lay there, gasping, his cock still throbbing in her fist, her tongue licking at the slow thick dribble of cum until there was no more to be licked away. She crawled up beside him, whispered in his ear, "I'd love an encore, no charge of course, and feel that gorgeous cock in me; get my number from Helen, please", and kissed him, her lips still slick with his semen.

Sara got off the bed, her face and chest a bit flushed; "I'll just go and clean up a little; don't go away," as they watched her gorgeous ass.

"What did I tell you? She loves this; she's not a hooker, just a kid who needs quick cash," Harry said. The others agreed, congratulating themselves on their good fortune.

She was back in two minutes. "I have an idea, so hear me out. Three of you now, and we can go like this, with each of you matching the pot, or you can continue bidding until a winner emerges, and it'll be one on one. Personally, I know I'd enjoy the three of you, but I really need the money. While you're making up your minds I think I'll just stretch out and relax." She lay on the bed, propped against the pillows stacked against the headboard, spread her legs and closed her eyes as her fingers spread her wet shimmering pussy lips, her other hand rubbing her copious cunt cream over her engorged clit.

After a brief huddle they came to the bedside. "We've decided it would be more fun if we each had you and you had all of us. We've all matched the pot." Sara smiled, her pussy pulsating with the thought of having her very first gangbang, never having had a threesome yet. She kissed each of them and lay back.

She was so close to cumming when Harry slipped beside her. "Let me help you with that," his fingers sliding through her naked slit.

"Yes, me too," and one of the others was on the other side, sucking her nipple.

"Hey, wait for me," and the third member of the trio turned her head to him.

"Slow please, go slowly, you've got me on the edge already. I'm so close to cumming, you have no idea! I wanted to cum when he came in my mouth, but I wanted to save the first one for you guys." She gripped his cock, licked the head, already wet with his anticipation, while Harry spread her legs, pushed his tongue between her lips and sucked her clit. That was more than enough; her orgasm burst like an over-ripe piece of fruit on the hottest day of summer. Her screams were garbled, her mouth full of cock.

When she caught her breath she looked up at the guy she had been sucking. "Hey, I want to know your name," and she laughed.

"Hal, Hal Ingrahm," and he automatically put his hand forward for her to shake. She laughed again, taking his hand in hers.

"Hi, Hal Ingrahm; try not to cum in my eyes, huh?" and held his gaze as she took his cock into her mouth again, their eyes locked until he was lodged deep in her throat.

"Yeah, oh fuck yeah," rocking on his knees as he watched her head moving on him, licking, sucking, kissing, biting, her hands stroking him and playing with his balls until he fell forward as his cum began spurting into her mouth. She came again, and then again when the third guy climbed onto her and rammed into her soaked pussy.

When she could speak she pushed him back far enough to ask: "that's Hal and he's Harry; who are you?" Leon was his answer. "Hi, Leon; give me a kiss." He did, unperturbed by the cum on her lips and chin.

Sara was in the zone now, the orgasm zone. She was cumming almost non-stop; whenever someone was shoving his cock into her mouth or her pussy, or cumming in her or on her, she came. In between she was buzzing with erotic electricity, as though her finger was in a sex socket and there was no letting go.

On her back, her legs pulled up, knees at her shoulders, she heard her voice pleading, "fuck me, fuck me," her mantra now. She felt herself being pulled from the bed, on her knees as Harry sat on the edge, his legs splayed as she leaned to him, sucking his cock. He lay back, pulled his legs up, giving her access to his butt. Sara spread his cheeks, her mouth sucking in one of his hairy balls as she stroked him. She licked down the shaft, her tongue tracing a path through her girl goo that covered his balls, and he jumped as the tip of her tongue poked at his asshole.

Behind her, Hal spread her cheeks and rubbed the head of his cock up and down, through her slimy cunt lips, across her rosebud. She wriggled her hips and pushed back, taking him into her pussy. Beside her Leon was slowly moving his hand up and down his shaft, patiently awaiting an opening.

Sara got up, climbed onto the bed, mounted Hal, guiding him into her swollen lips. "Believe it or not, I want more cock!" Leon held her head as he began to face fuck her.

"Lady, what you need is to get ‘airtight', how ‘bout it?" It took her a few moments to figure out what he was asking.

"You mean ... "

"Yeah, all your sex holes filled at one time."

"I haven't ever done anal, so of course I haven't ever done a dp."

"No time like now to have a go at it; how often are all the requirements met?"

She was thinking about it, and was on the verge of declining, when Leon spoke.

"Each of us will match the pot." He let the words hang there, and Hal and Harry agreed immediately. After a slight hesitation she moved up to the head of the bed, turned and leaned back.

"Okay, I'm willing to give it a try, and I mean seriously, I love the thought of it, but if I can't do it I still get to keep half the cash." Her heart was beating like a hammer on a steel drum. Sara had tried anal once, found that it hurt too much, and had never tried again.

"You'll do fine, and you may even like it enough to put it on your regular menu."

She lay back, and Leon lay between her legs, licking her pussy while he began fingering her quasi-virgin asshole. When he got her close to cumming he backed off, his tongue just brushing her clit while his fingertip began to gently probe forward, inward. She felt her sphincter clench, tighten around the invader, and he stopped, licked again, sucked her clit, his finger moving in and back, a fraction of an inch at a time.

They took turns, licking her pussy while their fingers gently explored her rear. She moaned when Hal slipped two fingers in, realized that she was moving her hips now.

Leon lay beside her, pulled her onto him, her feet beside his hips, his hands holding her by the waist, sucking her nipple as she fucked him, his cock filling her pulsating cunt. He stopped, and Hal moved behind her, leaning over to open her cheeks, his fingers once again easing into her dark star. Sara let her breath out. "Try it, do it now," her heart racing.

"Okay, relax though. Just let your entire body slow down. Play with your clit, that will give you something good to focus on." She felt her asshole begin to open as he pressed gently. Deep breaths, then she exhaled.

"Oh, fuck, it's not bad, not bad," and she was fucking Hal's fingers with her ass. She barely felt the difference when his two fingers became a wedge of three.

Harry stood over Leon, and when Sara took him into her mouth Hal placed his cock against her cum soaked balloon knot and she reached back, held him on target and pushed back.

Her mind was a blank, but later she would remember how it felt when her knot closed over the ridge of Hal's helmet, how she eased back against him, feeling so full, so full of cock, hard throbbing cock! She fucked them, sucking Harry while she moved in synch with Leon and Hal. She stopped sucking long enough to tell Harry and Leon: "Don't both of you cum, only Hal, only Hal this time," and she tightened her sphincter muscles, and in a moment she felt him swell within her, and then erupt, his hands clawing at her hips, pounding deep into her asshole until he pulled out.

Sara kept at it with Leon and Harry, until Hal returned from the shower, "clean as a whistle", he boasted, and took Harry's place.

Harry had no trouble driving into her ass, lubed generously with Hal's cum. "Sara, you're still so fucking tight, your butt feels like a tiny fist," and she fucked him until Hal, newly invigorated somehow, surprised her when he came in her mouth. She swallowed, not much there now, but still tasty, she thought.

She kept Hal in her mouth, and he was still more than half hard. When Harry slid beneath her and Leon entered her ass, they began again, with Leon slapping her cheeks and thighs as she backed onto him.

Sara was cumming, cumming, when Leon was cumming in her ass; a minute later as Harry was cumming in her cunt she came again, a short but very intense orgasm; when she drove her finger into Hal's tight ass he came again, streaks splattering across her lips.

Sometime later, shivering from the coolness of the air conditioner, Sara got out of bed, noticed that only Leon remained, snoring softly. She padded to the bathroom, and in the dim illumination of the night light she saw a beautiful woman in the mirror, her hair tousled, streaks of dried cum flaking on her face and breasts, smiling the biggest smile of her life.