Prissy Blonde Finds Trouble

Author's note: This story is a work of fiction with fictitious names, characters, places, and events. Any resemblance to actual people or events is purely coincidental. All characters are over eighteen years of age. This story and the one named "Picture Perfect" share some of the same characters but are not otherwise related.

***

Blair was the perfect example of a privileged and self-centered annoying 25-year-old blonde. She took her boyfriends for granted and knew she could get away with it because she was gorgeous. Blair came from a family of generational wealth, so she never struggled with life's challenges.

Blair was very finnicky... especially when it came to sex and her partners. Her boyfriends didn't complain because they loved her shapely petite body. Blair never gave head or even stroked a cock to full climax, as she didn't like men's slime. But she loved getting her soft blonde pussy licked, and her lovers were more than happy to tongue her clit to orgasm.

Blair sometimes fantasized of having an affair with a woman but never had the nerve to try. She often daydreamed of a woman's soft skin and curves.

***

Cliff was Blair's current beau, and they were seated for dinner at one of finest French bistros. The servers were drawing straws in the kitchen on who must wait on Blair. Sean was loser.

"Good evening, Miss Blair, allow me to describe tonight's specials," said Sean.

Blair interrupted, "Before that... please bring a bottle of Montrachet... I must have some wine before deciding."

"Of course."

As Sean was walked away, Blair shouted, "Make sure it's precisely at 52 degrees."

Sean turned and replied, "Yes, Miss Blair."

Cliff met Blair about a month ago at a fund raiser organized by Blair's father, Phillipe, who was a tycoon and a very cunning businessman. Cliff was finally convinced that Blair was a selfish rich snob with no practical life experience. She never needed or desired a career. Cliff tolerated Blair for her incredibly sexy firm tits and perfect tight round ass.

The dinner endured for over two hours, as Blair nit-picked at every dish. She sent back the prawn cocktail because there was a miniscule piece of shell in the dish. Her filet mignon was not pink enough, and the souffle went back because the chocolate sauce was too thin.

Cliff managed to get through another embarrassing dinner, and was going to call it a night, when Blair invited him to her place for a cocktail. Cliff could tell she was horny, and he thought about one last time in the sack with her before he broke it off.

Blair was on her second martini, and her pussy was moist and wanting. She excused herself while Cliff prepared more cocktails. A few minutes later Blair emerged from her bedroom wearing a sexy see-through negligée.

Blair's blond wavy hair dropped down to the middle of her back. Her facial features resembled a barbie doll, and her five-foot two petite frame supported the most incredible firm tits. Her nipples were bright pink and protruded out over an inch.

Cliff stared at her narrow blonde landing strip. Her fur was soft, and her pussy lips were pink, just like her nipples.

Blair strode to Cliff, smiled with her perfect white teeth, and took the martini. Her napkin fell to the floor.

"Oops, I'll get it," said Blair in a soft drunken voice.

Blair turned so her derriere faced Cliff and bent over to pick up the napkin. Her negligée rode up her cheeks, and her moist snatch was in full view. Blair brushed her ass against his crotch. Cliff's cock stiffened as she snickered like a little naughty girl.

Cliff pulled down his pants and shorts, letting his hard-on glide between her smooth ass cheeks. Cliff wanted to slide his boner into her pussy but knew she detested getting fucked from behind.

Blair rose and turned to face Cliff while gazing at his hard-on. She took off his shirt and massaged his bare chest, while Cliff flung off his remaining clothes. Cliff was six feet two with a solid physic. His rugged yet handsome chiseled face expressed excitement while he stood naked before her. Blair wrapped her tiny hand around his thick hard shaft and led him to the bedroom.

When they reached the bed, Blair took off her negligée, lay face up on the bed, and rubbed her little blond bush. That was Cliff's signal to lick her pussy. He nudged his face between her slender milky white thighs, and he massaged her firm tits. He gently plucked her nipples, while his tongue licked her pussy lips. Blair moaned softly.

A few moments later Cliff's tongue was deep into her hot honey tunnel. Blair was moaning louder and squirming around on top of her silk sheets, as Cliff's pointy tongue found her hard little clit. Both of Cliff's hands were massaging Blair's tits and squeezing her nipples just the way she liked it.

Cliff's boner was rubbing over the silk sheets as he licked her hot pussy. Cliff had to plunge his boner into her throbbing hot snatch... a split second later he mounted Blair and his hard-on was pounding her pussy.

Blair screamed with surprise as he stroked his cock further into her hot snatch. Blair felt his cock completely fill her, and her clit exploded with an orgasm. As Cliff felt her pulsating hot pussy intensify, he slammed his cock further into her and shot his load of hot cum. The simultaneous orgasms kept going. Blair kept throbbing and groaning while Cliff continued stroking and coming.

Blair's pussy was overflowing with cum. It seeped all over her silk sheets, and under her bottom.

"Ew!" yelled Blair as she felt Cliff's sticky white cream spread from her navel down to her ass.

The more she squirmed, the more she was disgusted.

"Clean me up, please!"

Cliff knew the drill. She always insisted he wipe her with a warm damp washcloth. As Cliff returned to her bed with a the warm cloth and a dry towel, he laughed to himself. Blair was spread eagle with her knees up. Her blonde pussy was covered in cum. Her pink lips were swollen, and her ass lay in a pool of cum.

He cleaned her... knowing she was very annoyed. A couple minutes later, he was buffing her with the towel... but she was not satisfied.

"I need another towel under me... and take the sheets and put them in the washer," Blair said in a whiney voice. She continued, "Fill my tub with hot bubbly water."

"Give me a minute to clean myself, dear," said Cliff in a sarcastic tone.

Blair pouted and was impatient as Cliff washed himself, put on his underwear, and filled the tub... as the queen directed.

A few minutes later, Cliff was at the bar having a couple of shots of Tequilla and then shouted, "Okay, the tub is full!"

Blair got up from her bed with the towel straddled between her legs, made her way to the tub, and sighed with relief as she cleansed herself of the remaining remnants of sticky cum.

Cliff poked his head in the bathroom, as Blair soaked with her eyes closed.

"I'm off Blair... let's talk tomorrow."

Before Blair had a chance to respond, Cliff was gone.

***

Over the next couple of weeks, Cliff never called or returned any of Blair's texts. She was dumbfounded as to why he was blowing her off. However, Blair was suddenly distracted by one of her father's acquaintances.

Her father was well connected with a network of wall street sharks. Conrad always had an eye for Blair, and he cornered her at one of Phillipe's gatherings. Conrad was shooting off his mouth about a fortune 100 company acquiring a much smaller technology firm that was publicly traded. After several drinks, he told Blair all about the deal. He made an embarrassing pass at Blair, but it failed miserably.

Blair had no interest in Conrad but did have an interest in making her own fortune without relying on her daddy's money. Blair had no idea of the consequences of insider trading... but she was about to find out the hard way.

***

The next day, Blair invested heavily in the target company through her father's stockbroker. A couple of weeks later the deal closed, and the stock went through the roof. Blair had a sudden windfall in profits. She was thrilled, until she got a certified letter that turned her life upside-down.

***

A couple of years ago, a sleezy detective working for a big city police department landed a position with the Securities and Exchange Commission (SEC). He blackmailed his prior boss to give the SEC a credible reference. Detective Neal was now Agent Neal with the unit that investigated securities fraud.

Neal was a very tall, muscular man. He was 40 years old, had dark hair and a rugged handsome face.

When Neal went to the police academy, he hit it off with the only woman cadet. He and Arla forged a special relationship over the years, taking advantage of their positions of authority. Arla was into kinky and dominant sex and always loved being in control of her lesbian lovers.

Neal recruited her to the SEC unit. Agents Neal and Arla had no problem breaking all boundaries to extort money and blackmail their victims to satisfy their desires.

***

Blair received an official notice to meet at the local SEC office. She was very nervous and fearful because she didn't know why she received the summons.

The meeting was a bombshell. Agents Neal and Arla had all the facts laid out. Blair's relationship with her father's network. Conrad as the family investment advisor. Blair's use of her father's stockbroker. The timing of the stock purchase and the deal closure. The huge profit that was realized by Blair.

Blair quickly learned the facts and consequences about insider trading.

The agents stated that all profits must be paid back. In addition, substantial fines and prison time were probable outcomes. Blair broke-down and cried, as Neal and Arla went in for the kill.

Neal said that there could be an alternative solution, that could waive the fine and criminal prosecution. That got Blair's immediate attention. She would do anything to prevent incarceration and public embarrassment to her and her father.

"What is the alternative solution?" asked Blair on a hopeful whimper.

"Agent Arla and I must meet in private to discuss. We will summon you when we are ready. But be very clear that this is a one-time offer. You must take the deal with no hesitation and follow our instructions willingly with no questions asked. It will be a very 'private deal' just between us," said Neal as he gave Blair a creepy smile.

"I see," said Blair trying to be brave, but was scared shitless.

Arla stood up, walked to Blair and put out her arm for a handshake. This was Blair's clue that the meeting was over.

Arla was beautiful. She was 34 years old, and the same height and weight as Blair. However, her hair was brunette, and she had deep dark brown eyes. Blair got up and their hands touched. Arla fondled Blair's fingers in a sensual way.

Their eyes locked as Arla smirked with a sexy grin.

Arla said, "We look forward to our next meeting," as Arla led Blair to the door.

As Blair left the meeting, she felt an odd sensation regarding the "private deal".

***

A week later, Blair received a call from Arla. She told Blair to be at the downtown Hilton hotel. A suite was reserved for Friday night, just three days away. Arla stated she would get a text with the suite number, and to be there at 7 pm sharp.

Blair had no choice but to agree. She asked about the "private deal", but could not get any details, other than it would be described when she arrived. Arla bluntly explained that Blair could then accept the deal or if not, be prepared to be arrested.

"Oh, one last thing... wear a short skirt, but leave your panties and bra at home," said Arla just before she hung-up.

Blair stared into nothingness as she absorbed Arla's last demand.

***

It was Friday, at 7 pm on the dot. Blair received Arla's text with the suite number. She stood by the door for a few moments, and then reluctantly knocked.

Arla opened the door. She was wearing a white blouse and tight black leather shorts. She was bare foot and her pink nipples showed through the light white fabric.

Blair entered the room. She was wearing three-inch red heels, a short red skirt, and a maroon silk blouse... and nothing else as instructed.

"Come in, Blair. Neal is in the bedroom... follow me," said Arla in a demanding tone.

Blair was thinking what the hell kind of deal is this!?

The bedroom was very large and well decorated. Neal was sitting on a chair near a desk drinking a Coors beer. He was wearing a collared shirt, with the top buttons open. His dark hairy chest was wide and revealing. He wore faded blue jeans and was also bare foot.

"Welcome, Blair. Would you like a drink?" asked Neal.

"No thanks... can we get to the deal, please?"

"Right to the point... ok, I like that."

Neal paused for just a second, and then said, "You are here to please us in every and any way. No hesitation. No questions. We are going to meet here every Friday for the next several weeks. You pay us half the profits, and we look the other way. No charges. No investigation. No public embarrassment."

Blair had an inkling that something like this was coming but hearing it so bluntly was shocking.

"How do I know that you won't still charge me after this "pleasing" is over?"

"You'll just have to take my word. Obviously, we can't put anything in writing."

"What exactly do you mean by "pleasing"?

"Exactly what you think, Blair."

Blair just stared at them in disbelief. In her world, this was beyond anything she could imagine.

Arla was getting inpatient, and abruptly said, "Either you take the deal or not. Decide now, honey."

There was silence. Blair turned red, and didn't know what to say, but she knew she had to take the deal from these slimeballs.

Arla finally said, "Bend over and show me that beautiful ass. If you don't, leave now and we'll arrest you tomorrow. Make up your mind now."

A few seconds later, Blair turned so her back faced them. She slowly bent down, and her skirt rode up her petite body. Her round tight ass was fully exposed. As she bent further down, they drooled at her pretty pussy.

Arla was very excited. She walked to Blair, slid her fingers between her ass cheeks, and then massaged her pussy lips.

"Very nice, Blair. I love your pussy... can't wait to lick it."

"First thing is first," said Neal as he walked to the edge of the king size bed.

Neal took off his jeans and shirt and sat naked on the bed. His dark hair covered his body... just what Blair hated. His huge cock and massive balls were prominently waiting.

"Come here Blair, and take off everything except your heels," demanded Neal.

Blair got up and took off her top and her skirt. She stood in front of Neal and Arla in her sexy heels totally naked. They both stared at her perfect tits and blonde little snatch. Neal got an instant boner. It was the biggest dick she had ever seen. It must have been ten inches. His thick hard-on was pointing straight up.

"Come suck it, and don't stop until I finish coming."

Blair just froze and continued to stare at his massive boner.

"You never gave head before, right?" asked Arla in a condescending tone.

Blair shook her head slowly.

Arla got off the bed and stripped. She had milky white tits, with bright pink nipples. Her pussy had a narrow strip of fur, just like Blair, but only dark. Arla got behind Blair, squeezed her tits and then whispered in her ear.

"Get on your knees and lick his cock."

Blair's mouth was over Neal's cock, and she licked the tip of his dick.

"Good girl... now squeeze his balls and suck on his head like a lollypop," said Arla as she slid her hand between Blair's ass.

Neal moaned as Blair began sucking. Arla told her to take more of his cock in her mouth and stroke his shaft with her hand. Blair gagged on his massive thick member, as Neal tried to shove it further inside her mouth. At the same time, Arla's finger was nudging her asshole.

Blair never dreamed that she would be giving head while her bottom was being fingered by a lesbian. As she sucked Neal's cock and stroked his shaft faster, she knew he was getting close to coming. His moans and groans were more intense, and she gagged more as his head slid deeper down her throat.

Neal grunted and an explosion of cum came in her mouth. Blair's mouth was filled with the slimy cream she detested. She had to pull back, and just then Arla's finger slid into her asshole. As Blair gagged on his cum, Neal's red-hot boner was pressed against her entire face. He jerked off while spraying his remaining cream all over her scrunched face.

Neal finally laid back on the bed and grinned.

Blair cried out, "Clean me... please!" as she looked into Arla's eyes.

Arla took Blair's hand and said, "Come with me to the shower."

A moment later, they were both in a large marble walled stall with hot water spraying down. Blair spit out the cum, rinsed her mouth, and scrubbed her face with soap. While Blair was ridding herself of the disgusting slime, Arla was fondling her tits and rubbing her pussy.

A moment later, Arla said, "Time to clean each other's ass, sweety."

Blair looked puzzled by her demand, and then Arla continued, "We are going to tongue each other's assholes... so scrub it good!"

"You know that I'm not into girls, right?" pleaded Blair.

Blair was nervous but she was surprisingly liking Arla's fondling.

"That's okay... I'm into girls enough for the both of us. Just follow my lead, sweet stuff."

Arla told her to put her hands against the shower wall, part her legs and bend slightly. Blair's firm ass was prominently showing like a trophy. As the hot water splashed down, Arla took her soapy hands between her ass cheeks and cleansed her thoroughly. She quickly slid her soapy finger into Blair asshole, and continued stroking in and out.

Arla slid down, parted her mounds exposing her little red hole. Arla's face was between her cheeks, as she licked Blair's ass all over. Blair never felt a sensation like that and knew she was up next... she could not help but wonder how it will be licking Arla's asshole.

After a few more minutes of ass licking, Arla said, "That's the way it's done, sweety... your turn to lick."

Arla took the same position against the wall. She bent even more with a wider stance. Her ass was waiting. Blair's hands were sliding all around Arla's bottom. She finally slid her soapy finger inside, and Arla groaned.

Blair got on her knees, spread her cheeks and just stared at her little red asshole. It was unbelievable to her that she would ever be in this position... but she was.

Blair started by kissing her firm cheeks. Kissing turned into licking. Her tongue made its way to Arla's tight little hole. As she licked around it, Arla groaned more.

After a few moments of licking around, Arla demanded, "Stick it in, sweety!"

Blair closed her eyes and pushed her little pointy tongue into her asshole. She could not believe this was happening... it was beyond her wildest imagination. But she kept tongue fucking her asshole, as Arla moaned.

A few minutes later, they were out of the shower drying each other. Blair was wondering how much more of Neal's disgusting cum she had to endure... she would much rather have more crud sex with Arla.

Neal had left the bedroom to drink more beer and watch the football game.

Arla led Blair back to bed.

"Time for me to eat your pussy, my sweet. Lay on the bed and spread your legs."

Blair sat on the bed, and then Arla smiled, pushed her on her back and spread her legs. Arla slid over Blair and glided her dark pussy over Blair's blonde strip. Their little bushes pressed against each other. It looked like a chocolate and vanilla pussy mix.

Arla pressed hard and moaned, while Blair felt her clit tingle, much to her surprise.

Suddenly, Arla slid back down and parted her slender thighs. Blair's snatch was hot. Blair let out a soft moan, as Arla's tongue was pressing hard against her pussy lips. Arla spread Blair's pussy even more and her tongue went deeper inside her honey tunnel. Arla loved eating pussy, and Blair felt her passion. Blair was suddenly dripping wet with excitement, and groaned louder as Arla's tongue smothered her hard little cit.

A few moments later, Blair's pussy was pulsating like never before. Arla's persistence endured as she spread Blair's pussy more and applied more pressure. Blair exploded with an orgasm and screamed in ecstasy.

Arla said, "My turn," as she went on her back and spread her legs.

Blair's face went between her legs for an extreme close-up of Arla's wet snatch. She was about to eat pussy, and it dawned on her that she liked not having a choice.

Blair licked her outer lips cautiously. After a few more licks, her tongue crept inside Arla's moist hot pussy. Arla put her hands around Blair's head and pressed her against her crotch. Blair went into crazy mode and licked all over Arla's juicy cunt.

Arla was moaning so loud, that Neal came back to the bedroom and watched as Blair's face was smashed against Arla's pussy. Blair's nice firm ass was pointing up, and Neal just wanted to fuck her from the rear.

Neal spread some lubricant all over his shaft, and began stroking his monster boner as he watched Blair eat Arla's cunt.

Arla's clit was vibrating, as Blair licked and licked. Arla finally climaxed and Arla let out a long moan, as Blair took a little breather.

Blair was still bent over, with her pussy in Neal's sight.

Neal jumped on the bed and slid his boner between Blair's ass cheeks.

"Time to fuck you... get on all fours!"

Blair felt like a puppy being fucked by a pitbull. His massive cock was ramming into Blair's pussy. Neal was squeezing her tits while he stroked faster. Blair could not stop thinking about getting sprayed with his awful cum again. She hoped Arla would lead her to the shower after Neal finished... then he would just disappear.

Arla laid on the bed while playing with her pussy watching Blair get screwed like a dog.

A few moments later, Neal was groaning louder... his strokes became shorter and quicker... and he shot his wad in her pussy. His orgasm kept going as he slid out his dick and creamed all over Blair's back.

Blair collapsed on the bed face down, feeling his slimy cum consume her... inside and out.

Neal stood up, lit a cigarette and took a swig of beer as he left the bedroom and went back to watch the game.

Blair looked at Arla and mouthed "shower" to her with a desperate look in her eyes. A minute later, they were both in the shower washing each other.

At the end of the night, as Blair got dressed Neal said, "Can't wait till next Friday."

Blair gave him a disgusting look, as Arla walked her to the door.

As Blair was about to leave, she put her mouth to Arla's ear and whispered, "Can't it just be the two of us... I'll pay him more to stay away."

Arla smirked at the idea, and shook her head no. She slipped her hand under Blair's skirt and rubbed her bush.

"When this is over in a few weeks, it will be just be us," whispered Arla.

Blair surprised herself by nodding yes while squeezing Arla's ass and then left.