Paying His Tab

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Chris gets a new purpose in life.
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Part 1

Chris sipped his drink slowly. The bar was nice, but he didn't want to accidentally overdo it this trip out with his friends from college. They were in the engineering grad school like him, and were celebrating their collective acceptance into the special two-year program for juniors. It was basically a golden ticket to a six-figure job as long as you could hack the coursework. That wasn't a problem for Chris, who had a talent for problem solving.

The bar itself was nice enough and close to campus. The lighting was dim and the music was loud, plus there was a small dance floor that various groups occupied as the night passed. Chris ended up having another drink, and then it was his turn to buy a round. To cheers from his friends, he put it on his tab and swigged another fresh one. Soon, he and his friends switched modes from celebrating their collective acceptance to scheming ways to approach the various women in the bar in hopes of gaining their acceptance as well. One by one, members of the group of college boys peeled off to chat up potential partners; a few wandered out the bar entirely, arms around a stranger, to get to know each other better for a few hours.

Chris made his move late, but he was glad he nursed his last couple of drinks instead of going for the first pretty face he spotted like the others. The woman at the bar was a real jaw-dropper. Unlike Chris and his friends who definitely qualified, at least tonight, as a group of unruly college boys out for a lark, she had the vibes of a grown-ass woman. Mature and voluptuous from head to toe, she oozed refinement even in the way her long, slender fingers teased around the rim of her wine glass. She was also, to be as blunt as Chris's drunken senses, totally stacked. Chris's beer goggles may have amplified things a bit, but he was sure of it: this lady had great tits. She was tall, too, with blonde hair that looked natural and wavy. Nice skin, toned legs, and red platform high heels - she was dressed up well for a place like this. But mostly he watched as her bosoms squeezed together in her dress, occasionally flattening across the bar top. And also, damn - those tits were huge!

The frank and repetitive thought made him chortle into his beer. A slender, elegant arm extended and fingers tousled his dark brown hair.

"What's so funny, handsome?"

Chris choked on his beer and coughed when he realized the arm belonged to his neighbor. Why was she talking to him? She was way out of his league!

"Uh, oh, nothing, sorry, I was remembering something a friend told me earlier, ha ha."

Chris tried not to stare at her chest, but it was difficult. Her skin was tanned naturally and glistened under the dim yellow lights in the bar. She was clearly fit, though as much as the form fitting over-the-shoulder red dress hugged her chest and hips, it did hide other details. Her breasts were enormous, probably the biggest Chris had ever seen in person, and he unconsciously licked his lips as he watched them stretch and sway outwards against the dress's cups. The cups only managed to cover the bottom halves plus her nipples, leaving the majority of the tops fully exposed. They lifted and fell with each breath, pert and perky, and when she tipped back her neck to sip at her wine glass, they lifted upwards and squeezed together.

Chris couldn't help but watch, mouth open, until she coughed politely.

"Oh, uh... sorry, I was just in a daze."

"I suppose being able to entrance a handsome young man like you is a compliment," she said.

Her fingers toyed with the stem of the wine glass, drawing Chris's eye as her fingers smoothly pressed down to the base before pinching back up to the swell of the cup.

"Ha ha... I suppose so," Chris said, unsure of how to respond. He certainly felt warm, though, and quickly took a drink from his mug.

"Hmmm... I like you. You're cute. But I think your friends are waiting, handsome."

Behind Chris, he heard his name being called. He nodded to excuse himself, grabbed his drink, and rejoined them, though he kept looking back over to the bar for the rest of the evening. He hadn't really made a move yet, right? So maybe there was still a chance.

It was near closing time. Chris was well and truly sauced. Functional, but definitely drunk. He was in better shape than most of his friends who, like him, failed to go home with someone of the opposite sex alone. Chris followed them towards the door as they left to look for cabs or other rides home.

Chris stopped short when the bartender called him. His eyes goggled over eventually to follow the turn of his head and he peered at the bartender.

"Huh?"

"You gotta pay your tab before you go, buddy."

The bartender was large, intimidating, and no nonsense. He gave off the vibe of someone who'd seen it all, heard it all, and wasn't impressed in the slightest. But for Chris, sauced as he was, he was just confused.

"But I didn't open a tab?"

"Your friends were putting drinks on your tab all night and said you'd take care of it."

"Ah, those fuckers!" Chris said a bit louder than he meant. "Sorry. Yeah, okay, sure. I'll pay for-"

Chris's hand paused in his pocket. His wallet was gone. Of course. He only brought his ID and enough cash for his own drinks. His card was at home. Chris's head swam and he wondered if perhaps he was going to be sick - the timing was perfect.

The bartender's gaze narrowed with suspicion. Both of his large hands lifted into the air and he cracked his knuckles.

"Uh... just one sec, I left my card at home," Chris said, sobering rapidly as he saw the rough calluses on the knuckles bared at him. "I can have one of my friends take care of it."

"Your friends? I don't see any friends."

"They're right... here?"

The street outside was empty. It was clear to see through the front windows of the building. His friends had already caught a lift or chose to walk back to campus.

"Let me just make a call real quick," Chris said, fumbling for his phone.

It was, of course, dead. A total brick.

"You gotta be fucking kidding me," the student said.

"Alright, kid, what's it gonna be?" the bartender asked.

"Uh, just a minute, please... Do you have a phone charger?"

The bartender sighed and pointed near the end of the bar at the other side. Chris rushed over and looked around and eventually found the right cord. As he waited, he realized the woman he spoke with earlier was still around.

"Having some problems?" she asked. A lit cigarette dangled in her fingers and she exhaled a cloud of smoke after voicing the question.

"Uh... hopefully not."

"Let me guess. Your friends bailed you got stuck with the tab?"

Chris nodded.

The woman's mouth curled upwards at the corners as she took another slow drag on her cigarette.

"Perhaps we can help each other out, in that case," she said. "My date tonight stood me up, it seems, so I'd like an escort home. If you do that, I'll pay your tab for you."

Chris stared at her, eyes wide. There had to be a catch - that was too easy.

"No catch," she said, as if reading his mind. Her plump red lips pursed and the ember at the end of the cigarette glowed bright as her dress. "I'd just like a little company on my way home."

Chris couldn't very well say no to a request like that from a lady, could he? He nodded, unplugged his phone, and obediently followed her back to the other side of the bar. The bartender grinned as he cleared the tab. He was no doubt happy to have the bill settled and shooed them outside after handing her back the card. Instead of walking up or down the street, Chris followed the red high heels as they strutted through the alleyway between the buildings instead. There was light, but it was much darker than the sidewalks.

"Uh... is this a shortcut or something?" Chris asked. He felt more sober than he did inside now that the cool night air surrounded his flushed face.

The alleyway was dark and mostly hidden from the main road by dumpsters and fire escapes. Lit just barely from the side, Chris swallowed hard as he watched his impromptu date's full bosoms swing closer.

"Not really. I just wanted somewhere private where I could enjoy the company part of this escort job."

There were at least two meanings that Chris was missing, but it was hard to concentrate with her hand spreading across his stomach. She leaned in closer, pushing him back until his shoulders pressed into the brick wall behind him. Her palm flattened, wrist curved and fingers pointing down, then slid under the waist of his jeans. She found a very excited arousal inside and smiled as she gave it a firm squeeze with her long, slender fingers.

"Glad to see I haven't lost my touch," she said, before pushing away from Chris. She extended a hand to his chest, holding him against the wall with a light touch as she slid a hand down, tugging her top lower off the shoulder. It slid past her elbow, then draped around her enormous melons. She had to use her hands to drag the taut fabric free, then she smiled as she watched Chris's eyes bug as they bounced and swung in front of him, especially as she leaned over a bit. Both huge breasts were bigger than his head by far. The plump, darker skinned nipples capping each flicked upwards as she wiggled for him.

Chris wanted to rush forward and get a feel for her twins, but instead, her fingers pressed him back again. Her free hand slid down her smooth, tight little belly and past her wide, flaring hips to the bottom of the red dress, which reached no more than halfway down her plump and muscular thighs. Curling her fingers around the hem, she dragged the fabric upwards, and from within, a bulging pair of pink cotton panties flopped down her thighs. Above her swollen, round bosoms, her painted lips curled into a wide, eager grin.

Several thoughts ran across Chris's mind in the moment. First, he had no idea she was packing dick. Second, he had no idea there was dick this big. Third... fuck, that was a big dick, what was he thinking about? Oh, right, she had a huge fuckin' cock. Massive. And there was something else, but Chris found his attention returning to the monster draping from her hips. She was fuckin' hung.

Fuck.

Chris's stomach didn't fall to his feet or anything. Instead, he found himself filled with a sense of... not quite shame, not quite jealousy? It filled him as he stared, wide-eyed at the swinging pink panties. Far too feminine for such a veiny, fat cock. It was bigger than his, easily twice as thick and four or five inches longer. It wasn't hard yet, but it was still as thick as his wrist. The girthy schlong was packed so tight that the fabric rippled over the veins traveling down the sides.

"Ahhhh, that's better," she said, showing off just how enormous her fat cock was as she slid her slender fingers and smooth, dainty wrist along it. "What do you think? Do you like it?"

Her hips slowly drifted side to side and her smirk widened further as Chris's eyes followed the tip. A shiver ran up his whole body as her other hand slid up his chest. Back between her legs, her hand cupped her fat, heavy nuts, showing them off as they swelled and roiled inside the pink cloth before she let them drop again and bounce off her lower thighs, almost to her knees.

Her hand slid up along the inside of her thigh facing her bulge, then pressed over the top, giving it a nice little caress so that it lurched and fattened even more. As her chest lifted and dropped with her quick breathing, she slipped a nail between the panties and skin, then swiftly peeled them down. As inch after inch of her hot, hard girldick revealed itself to the stunned college boy, her tongue spread across her lips, wetting the makeup.

"Since I got stood up, I've been needing to blow off some steam," she said, her voice low and husky as she reached out and grabbed his wrists. "You don't mind, do you? Considering I paid off your tab and all."

Like a dragon, the enormous shaft rose in front of Chris. His eyes focused on it completely, sometimes staring at the supple and curved tip, the fat drooling slit, or the wide flare of the crown; sometimes he gazed lower, drinking in the tender skin on the shaft, the way the veins spread along the sides, the way the urethra bulged outwards constantly ready; or at the base, the enormous girth sunk between her lean and taut thighs, with the hugely swollen sac that was already driving his nostrils crazy...

Her slender fingers guided Chris's hands to the shaft and he clutched it wordlessly, his head spinning as he tried to take in the size of the thing. His mouth dropped open, but he only grunted without making sense as he stared. This was so wrong. She shouldn't have such a big dick. Or a dick at all. And he shouldn't be so... so... so fuckin' into it! What was wrong with him? But the part of his brain screaming at him to "Run away, don't do this in public, you stupid horny drunk idiot!!" was fading faster and faster - as fast as his hands stroked along the veiny tower of futaflesh.

"Careful, you'll start to drool," she said. "Why don't you try to give it a little kiss? Doesn't that sound fun?"

Chris shivered. He wasn't sure what he was doing this for. He certainly wasn't gay, and though he would do just about anything for a chance at her massive tits... was he willing to do this?

As his palms slid down the fat cock and pressed into the baes of her crotch, he realized he already provided the answer. She moaned as he slowly pulled his hands back upwards. She was so thick and hard by the time he started back down again that his hands couldn't fit all the way around. At the apex, the monster cock's fat tip smeared against his pursed lips, compressing and flattening against his mouth until it covered his chin. It was hot, warmer than he expected against his lips, and it left just a little taste of her rich, clear pre behind on his cheek.

Instead of pulling away, Chris felt the fat length slide to the side, over his cheek, before smearing back across the front of his face and over his other cheek. Her hands gripped her cock and kept it pointed at him as she used her hips to bump forward, sliding and grinding, sometimes letting the whole thing ride straight up his face so that she could pump the base and balls against his eager lips. He grunted, snorting through his nose as he drank in her scent, and kissed his way up and down the huge girldick several times over. Her pre-cum dripped into his hair and down his back and shoulders, but he was too smitten to care. The drunk college boy even used his hands to help stroke the tip against his puckered mouth as he sagged forward.

"Oooh, mmmhhh! Ahhhhh... you're good at this, Chris," she moaned. "I wonder if your throat is as talented as those lips."

Chris's cock jerked. He was hard as could be, to the point he was dripping in his underwear. But there was no way he'd put his mouth on it. Jacking her off was one thing. But sucking it? That massive monster schlong? It wouldn't even fit, even if it would taste amazing.

What? Amazing?

Chris grunted as the fat tip jerked and a stripe of clear, musky pre drizzled down his cheek and nose.

Oh, right. Completely amazing. His tongue slid back inside his mouth and he nodded slowly.

"It was quite a large bar tab, after all..." she said. Her hips moved, swinging her thickness through his palms. "Of course, I could cancel the transaction if you don't want the money..."

She slid her fingers up the back of his head and dug into his hair, exerting just a little pressure for him to bend over closer to the meaty, musky girldick throbbing in his hands.

"N-no!" Chris said. He definitely didn't want any trouble with the intimidating bartender. "Uh... I just... you have to promise you won't tell anyone."

She smiled and tossed her long red hair back. Her heavy tits jostled and bounced before settling back in, glistening in the darkness. The fat, round crown of her huge cock bumped against the young man's lips again and drooled a few drops of pre onto his chin.

"Oh, of course," she said as she raked her fingers through his brown hair. "I won't tell anyone."

The taste was as good as Chris imagined. A bit salty. But she sure did leak a lot. He didn't leak so much, not even during marathon sessions, but as soon as he got his mouth near her tip, her thickness pulsed and dripped. He couldn't help but smell her pre either; she smelled so fucking good that it was hard to resist trying to suck more. He stubbornly stuck to the tip despite the gentle pressure from her hand on the back of his head. Her hips pumped forward at a regular rhythm, letting her balls swing back and forth, as she let out another contented groan of approval.

"Oooooh, yes... that's it... suck that big cock," she crooned. Both of her eyes closed as she slowly pumped into his mouth, stretching his cheeks each time. "Mmmhhhh! Oh yes, you're such a natural... oooh, that feels so good! Keep using that tongue, handsome... yeah, lick my big, thick dick!"

Chris blushed and closed his eyes. She was looking straight down past her massive tits to stare at him hungrily as he pulled her huge warmth into the back of his mouth, stretching his cheeks around either side of the fat tool. He had to swallow every few seconds as a steady drizzle of salty pre coated his tongue every time he pushed it up against the bottom of the crown or the upper part of the huge urethra.

Lower, his hands clasped around the base of the monster cock and squeezed, then stroked slowly, working up and down in time with the movements of his mouth above. Judging by the way she showered him in praise, he guessed it was feeling nice.

But one thing was really bothering Chris as he tested how deep he could press his lips past the tip - not far, it turned out. He couldn't help but worry about why his own dick was rock fucking hard.

He was having the erection of his life. At first he thought it was because of her tits, which were of course amazing, but his pudge hadn't gotten crazy, aching, blue-balled hard until he put his mouth on her cock. Was there something wrong with him? He'd never touch another person's dick in his life, but it took only a few seconds for her to convince him to open wide.

As trickles of saliva and pre-cum squeezed past his lips and tongue to slide down the impressive girlcock, his hands ended up smearing and stroking the sticky, musky liquid around the rest of her towering spire. His eyes closed as he pressed down, taking her huge tip right to the back of his mouth. It was like trying to swallow an apple whole and he grunted as he pushed his tongue as far as he could along the bulging urethra. His hands boldly swept up and down, bumping off his lips before slapping against her crotch.

Each time he completed a rotation, she began to let out a gasp and her girlcock jerked heavily in his grip. Her fingers scraped through his hair, tugging him and pushing him as her hips moved faster and more firmly. Chris opened his eyes, unable to help himself. She was still staring at him hungrily, licking her lips and huffing. Thanks to how quickly she was curling her spine to drive her wide plump hips forward, her upper torso jiggled quite a bit. In his shorts, Chris could feel the damp fabric of his underwear cling to his achingly hard dick. He'd never ever made pre like this before...

"Ohhhhh, fuuuuuuck, I could hump this fabulous little mouth allllllll night long," the woman groaned. Tipping her head back, she suddenly placed both hands on the back of Chris's head and pushed, filling his mouth with the tip of her oversized tower. Veins popped along the sides as the whole thing trembled and reared back. "Unfortunately, all good things must come to an end. Isn't that right? At least this time you're getting a very good end. Haaaaaaa!"

As she grunted through her words, her lips pursed and her chest stuck out. Her hips trembled and her fingers curled around the back of Chris's head. His hands clung to her fantastically thick cockmeat as the rearing erection lurched forward and erupted.