A new beginning......(open for one lady please pm first)

Cuterpguy

Literotica Guru
Joined
Mar 27, 2012
Posts
743
A new beginning......(closed)

Joey had just moved to the big city. He had recently graduated the top of his class in 4 years and was now hired by a huge agency in the city to begin his professional career. Joey had never partied never experienced college life he was always to worries about making the grade and being ahead of the game. This was good for his professional life but horrible for a social life. All through high school he had been the same way just trying to be the best at his school work and never experiencing anything. For one he was to worried about notating A's in school. Joey also had a high school sweetheart who followed him to college and pushed him to be the best at his work. Behind close doors she was certain bitch and bossy and was only in it because she knew Joey was going to make a lot of money one day.

After receiving the job a few weeks earlier Joey flew back home so excited to tell his girlfriend of 7 years that their dreams were about to come true! He was so excited he grabbed an earlier flight home to break the news to her. When he entered the apartment he heard loud screaming coming from the bedroom. As he opened the door Joey's heart dropped the sight he saw was the love of his life! The girl he was soon to ask to be his wife bent over being plowed by some big muscle blind meat head!

Joey was heart broken he said nothing as he turned and left leaving everything he had worked for behind. Heart broken and confused Joey thought long and hard before saying "fuck it!" He moved to the city found an upscale apartment which he could easily afford and decided to try and experience life in ways he had never before! He was now a single young very attractive man that made a TON of money! Joey was now ready to take life by the balls and LIVE!

Walking into the office the first day he sat back in chair turned around over looking the city sky line. "What shall I do first he asked!"

(Don't know what I am looking for here other than a lady or ladies to come into Joey's life and help him experience things he has never done! If you have am idea for a character pm me. I would love to hear from whoever thinks they can show Joey a good time!! Hope to hear from someone soon!)
 
Last edited:
"Knock Knock" a woman's voice enters your space as your focus on the stocks running across your screen is interrupted. You look up to see a pretty woman, older but very good looking. She is tall, maybe five eight or nine. Her hair is brown with red highlights and full bodied as if just out of the salon. Her clothing is not standard office garb. She is wearing a tailored white linen suit jacket over a black blouse, and matching pants running down her long legs to her bare feet, save the sandals.

"I heard we got a new one, I guess the rumors are true." she said walking into your office uninvited. She moves smooth and deliberate as she slides into the chair in front of your desk. She leans forward and you notice her black blouse is unbuttoned well down below customary norms.

"Holly, Holly Green," she says holding her hand out to shake. She waits for your eyes to come back up from their deep dive into her significant cleavage. "I am down the hall, Risk management." she continues as your hands part.

"If you need anything don't hesitate to stop in," she says with a wink. You gauge her age somewhere over thirty five but hard to tell. Her slender body moves like a dancer as she walks back out the door, turning just enough in the hallway to catch you staring at her.
 
After shaking her hand Joey gulps looking back up to her eyes where he catches him looking at her breasts "Joey Jones." He says clearing his throat as he taken back her beauty and freeness. "Nice to meet you Mrs. Green."

As she tells him who she is he listens but not really paying attention until she me ruins she is right down the hall. As she exits the room he almost blushes as she catches him starring at her ass. "Good job dumb ass!" He says under his breath. "You are going to get wrote up on your first day for sexual harassment by checking out the co-workers who introduce themselves to you." He says to himself once she is gone. "The red of the afternoon while sitting in his office all he can think about is the pretty lady who had introduced herself to him earlier. By thing is she was wearing a wedding ring.
 
As you are leaving for the day, long after most, the sun has set and the halls are dark save the few lights left on. As you pass one you hear a woman voice.

"What do you mean asshole? You can't meet me for dinner? Fuck you!" she slammed the phone and sighed "what an asshole!"

Looking into the office you first notice it is decorated very different than yours. There are mahogany bookcases and a Persian rug. The furniture is plush and tasteful. At the desk you recognize Holly who has her feet up on the big dark desk and is looking out the window.

"Hey Joey" she says annoyed as she sees you staring. "Sorry for the profanity" she laughs, "I can see it disturbed you. Probably not used to that back home in the sticks huh?" Her tone was harsh but she was hot as hell.

"Where are you going?" she says as her tone changes. She doesn't wait for an answer as she pulled the jacket off her chair and swings it on in a effortless motion. She grabs a black leather bag and throws it over her shoulder.

"Let's have a drink Joey" she beams as she slides her arm into yours and pulls you towards the elevator.
 
Before he could answer any of the questions being thrown at him by this woman in which he had just heard cuss out her husband and hang up the phone she was walking towards him. As he wrapped her arm into his he didn't know what to say or do. "Um ok sure. I wouldn't mind a drink." He says softly as they walk toward the elevator.

In his mind all he can think "what the hell is happening?" But as they walk he can feel side boob brushing up against his arm as she holds onto him. "Um is everything ok? With whoever that was on the phone?" He asks as they reach the elevator and he presses the down button.
 
As the elevator drops down her pretty face looks up at you judging how much she will trust the new guy. You notice the lines in her face and neck are showing her age. "OK, Joey. My husband is a jerk. He's fucking his secretary and hardly comes home any more," her watery eyes cut away to the numbers counting down 4, 3, 2, 1. "Ding!" The doors open and she smiles "Around the corner is a place I like" she smiles as the tears in her eyes disappear.

They walk past the security desk and the giant guard who barely let you in this morning says "Good night Mrs Green" while smirking at you.

"Good night Thomas" Holly says cheerfully.

Around the corner is a steak house. The hostess is a stunning blonde, probably in her late teens or early twenties dress immaculately.

"Hi Holly" she says cheerfully. "Who's your friend?" she says with a flirting grin at him.

"This is Joey, Sam, he's new at the firm," she said smiling up at him.

"Lucky firm" Sam says looking Joey up and down.

"Do you two want a table?" she asks as the limited light in the dark restaurant gleamed off her perfect smiling white teeth. Her blue eyes seemed to glow as she gathered two big leather bound menus.

"No, Sam, I need a drink," Holly smiled putting her hand on Sam's.

"OK, let me know if I can do anything" Sam smiled and then pulled the heavy velvet curtain back.

Holly walked into the bar filled with men in suits. There were a few ladies, although they were probably not professional bankers, but pros none the less.

Holly found two stools and slid up onto the stood.

"Kenny?" Holly said raising her hand. The bartender immediately stopped his conversation and appeared in front of her.

"Yes Mrs Holly? The usual?" the older man asked. he was a professional bartender in a tux and clean cut.

"Make it a double, and something for my friend," Holly said motioning towards Joey.
 
Joey was taken back as Holly began telling him of her troubles at home. He could see the sadness in her eyes yet the toughness she displayed stood out. Before he could even reply the door to the elevator was open and the sexy older lady who he had met just hours before still clutching him by his arm led him out on to the sidewalk.

Joey couldn't seem to get a word in as thu made the short walk around the corner and he was beginning to think this is how Holly wanted. Joey didn't mind in fact he was quite turned on how the sexy lady took control and spoke with confidence. As they entered the restaurant Joey was taken away by the down right gorgeous blonde that called Holly by name. As she made the remark about him and the "lucky firm" Joey almost blushed. He couldn't help but notice the way the blonde was eying him up and down.

As they made their way into the bar it was like a scene from a movie. A bunch of business men in their suits with a few women in cocktail dresses around the room. All of the employees dressed very formally. Joey wondered if he was dreaming. As he was pulled up to the bar and had a seat next to Holly she called the bartender by name who seem to drop everything he was doing to attend to her. Ordering her usual and then putting him on the spot to order Joey cleared his young throat. To be honest he wasn't much of a drinker. When he was in college and everyone was partying he was always in the library trying to get ahead. Not really knowing what to order but not wanting to sound like a complete idiot he looked at the bartender. "Whiskey on the rocks Kenny." He said with a smile as he buttoned his suit coat and looked over at Holly. He couldn't help but think how sexy this older woman from his new office was. His eyes ocassionally slipping down to glance at the black blouse unbuttoned probably one to many down. "So Holly? Come here often?" He jokes softly hoping she catches the nervous sarcasm he is displaying.
 
The bartender came back with a big martini with three olives skewed on a sword and a crystal glass of whiskey on the rocks.

"Anything else mam?" the bartender asked looking only at Holly.

"No, this is perfect" she beamed at the bartender then reached her immaculately manicured hand out and lifted the sword with the olives. She brought it to her lips and slowly pulled the plastic shaft out of the firm green olive caught between her teeth. She smiled noticing Joey staring at her display. She put the sword back in her drink and asked "what you have never seen a woman eat an olive?" underplaying the erotic nature of her display.

Joey was struck dumb. Holly put her hand on his wrist and laughed. "Joey, you need to loosen up. Have some fun! So tell me about you?" she said turning in the bar stool so her arm was over the back and he body was facing him. She lifted her glass and drank half the cocktail in one long swallow.
 
Watching her pull the olive from the stick sent electricity through his entire body. Joey almost moaned as he watched her pop it in her mouth. Instead he exhaled slowly trying to breathe. As she asked him if he had never seen this before he looked at her. Almost a look a fear filled him like he was being a pervert or something. "Oh um yeah sure I have..." He stammered.

As she turned to face him and downed half the drink in one swallow Joey lifted the glass to his lips and sipped the strong whiskey trying not to let on that it was very strong tasting. After setting the glass back down he looked at her as he face him. "My god she is sexy!" He thought in his head as she asked him about himself. Clearing his throat from the burn of the whiskey. "Well not much exciting really. I am from a small town in the middle of no where. I just graduated from college where I busted my ass to get through so I could move to the city with my girlfriend. Then after receiving the job I flew home early to surprise her and she was bent over in my own bed letting a football player do things to her that I was never allowed too." He says in sort of a bitter manner. The words not being bitter towards her but expressing the meaning he was very hurt by the girl he was wanting to marry. "So I packed my shit up and moved to the city without her. And well here I am! Not much else to me." He joked. The whiskey seeming to be running through his veins now loosening him up. "Hope I didn't bore you too much!" He says with a little nervous grin taking his glass and sippin the whiskey that seemed to go down much easier this time.
 
"Things she would never let you huh?" Holly said picking out the single more erotic and potentially uncomfortable thing to talk about. "I would like to hear about that>" She said with a wicked grin. She took the sword back into her lips and bit the next olive between her teeth then pulled the sword out. This time pushing it back in a few times teasingly simulating a blow job.

The drink was loosening Holly up as well. She motioned for two more and they quickly appeared.

"So Joey, what besides stocks and bonds interests you? Obviously drinks with married older co-workers, but we won't tell anyone" she whispered that last part leaning into his ear and letting her hand rest on his thigh. She sat back but removed her hand slower. Not obvious to anyone but Joey, but definitely not appropriate for a married older woman with a new employee.

"You have no idea who I am do you?" she said after draining half of the second martini. It was at that moment that the lights went on in Joey's horny young mind, now ignited with alcohol, "President Green?" Holly said refering to the president of the firm, as it clicked for Joey simultaneously.

"You are President Green's daughter?" Joey asked.

Holly laughed loudly bringing a few looks from around the room. "I am not his daughter, I am his wife," she corrected him letting her eyes run down his body before taking another drink. "Well technically his second wife but whatever..."
 
The alcohol was beginning to loosen Joey up as well and when she leaned over and touched his leg whispering in his ear he thought his cock was literally about to busy out of his pants. As he hand slid down of his thigh and she identified who she was he became very nervous.

"Oh my god! You are President Green's wife?" Joey said in a panicked tone. "What have I done?" Ran through his head as she sat in front of him. Just admitting that his slut ex-girlfriend had cheated on him and now his head bosses wife was rubbing his thigh. Reaching for his collar he tigers at it. Stumbling to find the words to say next. "Oh Mrs. Green." He referred to her now. "I had no idea Mr. Green was your husband!" He says in a panic thinking back to before they left the office and her cussing at the phone and the her telling him about his affair.

"Oh Mrs. Green. I am not sure if it is on to be here with you?" He stammers. "I mean I just got the job! I just leased a well spoil me apartment! Because of my ex-girlfriend! I can't afford to be fired my first week!" He asks nervously. Taking the glass he downs the first whiskey and then takes a heavy pull of the second one. But to no avail through all his rambling and nervous admissions he can't help but let his eyes glance back down at her cleavage from the loosely buttoned black blouse.
 
"Oh Joey relax, if he cared he would not be out banging Cindy. I can introduce you tomorrow if you would like? Maybe you would like a shot at her, she seems to spread her legs for anyone," she said angrily as she took another drink.

"Calm down, it's not like we are fucking here sport" she said sounding more like one of the suits in the room than the demur beautiful woman she was.

"I'm famished" she says changing the subject "how about you? Gotta keep that strength up if you are going to work hard at our firm," she said with a odd look of ownership and seduction. "Go tell Sam we need a table in the back, a booth for two" she said the turned to settle with the bartender.
 
Joey tried to relax as she told him still really unsure about what was going on here and really not knowing why but her bossing him around was turning him on more. As she told him to grab a table he looked up at her "yes mrs. Green" he stayed softly and then headed back into the restaurant.

Once he reached the hostess stand the pretty blonde looked at him smiling cheerfully. "Back again?" She asked as Joey once again cleared his throat. "Um yes. Mrs. Green has requested a table in back a booth for two." He says straightening his suit coat as he once again buttoned it shut. The pretty blonde looked at him "follow me Sir!" Leading him through the restaurant of oblivious high rollers in the city she seats Joey in the back of the dimly lit restaurant at a semi circle booth. Before being seated Joey reaches into his pocket taking a 50 dollar bill handing it to the pretty blonde. "Thank you Sam!" He says softly to her as he has a seat and waits for Mrs. Green to arrive
 
Sam looks at the money and smiles. She pushes his hand back and says "keep you money sport, Mrs Green and I have an arrangement." Sam looked around and then sat in the booth next to Joey. "You are cute" her voice was like an angel as her hand slid up his thigh as if pushed by the devil himself. "I can see why Mrs Green brought you."

Just as Sam's hand brushed the edge of Joey's raging hardon Holly appeared a the table.

"Oh, thanks for keeping Joey..." Holly looked at Joey's face then continued "occupied while I got us more drinks." Sam leaned to Joey's ear and breathed "see you later" and then disappeared into the darkness of the restaurant.

"Whiskey for you, and vodka for me" Holly said as she sat the drinks down and sat where Sam had been. She pushed into the booth forcing Joey around but not before she got a good feel of Joey's thigh.

"This is better" Holly said collecting herself as if she had not just groped her husband's new employee. "Sam is a doll isn't she?" Holly asked taking a drink of her third martini.
 
Taking the money back from Sam Joey watched as she spoke of her arrangement. As she is into the booth next to him her hand sliding into his lap then down his thigh brushing his raging hard cock behind his slacks a soft moan escaped his lips.

Looking up then he saw Mrs. Green standing ther with drinks as she thanked the sexy little blonde for keeping him "occupied." As Sam whispered into his ear "see you later." His mind raced as Mrs. Green slid in replacing her in the exact spot. Joey sat like a rock as he felt her hand grip his thigh and squeeze before he scooted her at her request. As she handed him the whilst he took a large swig from it and exhaled. "You know I am starting to see you are a very powerful lady Mrs. Green!" He says as the whiskey runs through his body just like the sexual tension building in his slacks. The mix of the two which could be very bad news!
 
"I have friends" she smiles. "I want to help you make some friends too Joey. Pushing Money as Sam is not going to help you get into that sexy black skirt of hers. I can however help make that happen if you would like?" she says with a smiles. As if she were proposing to show his a nice park to walk his dog.

She raised the menu then said "what's the point I know what I am going to have, a nice rare filet, you?" her attention was back on young Joey. The alcohol was changing the all business young banker. Holly put her arm over the booth and her jacket opened as her blouse seemed to be opened even lower.

"Anything here you might like to put in your mouth?" she said leading Joey's eyes down to her chest, her bra clearly gone. "The steaks are fantastic" she follow up just in time to not make it too obvious.
 
"What the hell is going on here!" Is the thought that ran through Joey's mind as she asks what he would like? "Did she really just tell me she could arrange to fuck the hostess? Was she referring to her breasts when she asked if there was anything I would like my mouth on? My god is she not wearing a bra anymore?" His mind was racing his cock was aching and the whiskey was making him unsure of what was happening. Trying to recoup and compose himself. After looking up from her chest.

"Yes l!" He says clearing his throat. Choking on the whiskey lightly as he sets the glass down taking his fist to cover his mouth. "A steak sounds great!" He says setting the menu on top of hers at the edge of the table
 
"I am glad to hear you like a good piece of meat," she said. "I think a nice bordeaux is in order," as she smiles at him, obviously enjoying the situation. Leaning towards him her hand returns to his thigh, this time a little higher and asks "how do you like it?". He watches her wet pink tongue slide over her thin red lip in his drunken haze as she waits for his answer.
 
As she slides towards him grabbing his thigh his heart races. He jeans inches from the head of his swollen achy cock her lips near his face she licks her lips seductivley and asks how he likes it Joey can't help but moan. "Oh my God Mrs. Green!" He says in a nervous voice. Looking directly into her gaze buzzed from the whiskey. "Um are we still talking about steaks?" He asks as he shifts his leg in a nervous move which causes her hand to slip and touch the bulge in his slacks running down the inside of his leg. Much farther down then would think she would touch him. With that brush Mrs. Green realizes that young Joey seems to be a bull of his own!
 
Her mouth opens and then turns into a smile.

"I was talking about steak but now I think I may be talking about something else." she said as her hand gripped the massive piece of meat.

"Good evening!" was the first thing the waiter said as he acted as if he did not notice Mrs Green stroking this young man's "leg".

Mrs Green turns and said "Two filets rare, Cesare salad and baked potatoes, and the '82 Rothschild" and then turned back to her new friend. her hands now back on the table.

The waiter disappeared as quietly and quickly as he had appeared.

"Joey, joey, Joey" Holly smiled with her new discovery. "I had no idea what you were packing down there." She reached for her glass and drained the rest of her martini then slid all the olives in her mouth.

"Sam might just have to get in line" she said grinning at Joey like a piece of meat.

"Now what were these things you girlfriend was not willing to do? I mean there are a few things I might find uncomfortable trying to accommodate that," she said glancing downward towards his lap.
 
Once the waiter has disappeared just a soon as he appeared Joey shifted in his seat once again. He watched as she placed all the loves in her mouth. Then asked him about his ex. "Um well." He turns red with embarrassment and flushed from the whiskey.

"She wasn't into anything? Not that I am into anything crazy! But she barely even touched me." Joey says with a little embarrassment. "She never even well...." His voice tapered off. Taking a big gulp of his whiskey setting the glass back down. "She never even gave me a blowjob." He says shyly. "She said it was to big and no one should ever have to do that!" Taking another swig as the whiskey runs through him striking a bit of anger in him as he speaks of his ex. "And she never ever did anything like he was doing to her! Fucking her doggy style!" He said sipping the drink again. The whiskey suddenly loosening him up just enough to spill his guts to her. "And well she never even was on top! She made me do all the work." He says setting the glass back down then turning red as he makes eye contact with Mrs. Green realizing he had just said these things to the bosses wife.
 
Last edited:
Mrs Green took a long sip of her drink and tried to come up with the words for her new young associate. Mercifully the waiter brought the wine and poured glasses for them as they sat silently.

When he left Holly turned to Joey and asked "does this mean you have never had a blow job?" She brought the wine glass up and took a sniff then drank deeply. Sensing the question was too much for Joey she said "Never mind," and began to look around the restaurant. She finally saw her and raised her hand and Sam came over with a smile.

"Yes Mrs Green, how can I help?" she said with the same friendly smile as before.

"Well Sam our new friend here has quiet a predicament" she began. Joey objected "Hey Mrs Green I don't think," then was cut off my her hand rising into the air. She still looked at Sam who was amazing. Thin and almost frail with a lovely small pair of tits and long nearly white blonde hair which there was zero chance came from a bottle. Holly motioned for Sam to come closer.

She whispered into Sam's ear something Joey could not hear but saw Sam's eyes grow big and then a smile came to her lips as she said "very good mam" and disappeared.

Turning back to Joey Holly said "I think we might just take one off the bucket list tonight" as she took another drink of the delicious red wine.

"Do you find Sam attractive Joey?" Holly asked knowing he did. "How would you like to meet her in the bathroom and let her relieve you of the tension I have built up in your this evening?" her face now more serious and dominant.
 
"Is this happening does this woman really have that much control over his little bombshell" Joey thought to himself. As she looked him and asked him the questions she asked he gulped. "Of course I think she is attractive." He says looking at her. When she mentions about meeting her in the bathroom Joey gulps. The look in her eye made it evident that this was a demand not a request.

Looking at her as he sips her wine he gives her a look innocent. "Yes Mrs. Green." Standing up Joey buttoned his jacket to hide the large bulge running down the inside of his leg as he started towards the back of the restaurant. Reaching the restroom he turned the handle and it was locked not know of what to do Joey looked around and tapped softly on the door. Wondering if the little blonde was really in there?
 
The door handle turned and Sam peeped out the door. "Hey" she said cheerfully with a little giggle. She smiled and looked back towards where Joey had come. She pushed the door open and Joey soon realized the bathroom was rather spacious with a small couch and a couple stalls.

Sam stepped back leaving the door unlocked. She turned facing Joey, unbuttoned the jacket and looked up at him. Her small hand slid up the outside of his thigh.

"Your really hot," Sam said as her eyes sparkled up at him. Her other hand came in and felt his inner thigh where his rapidly hardening cock was trapped. She smiled with an impressed look as she traced it up and down.

The door suddenly opened and Sam pulled her hands back turning towards the door. Holly's face appeared as she stepped, closed the door and locked it.

"Don't mind me" she said flashing a smile and glance at Joey's crotch. She walked to the vanity and washed her hands making eye contact with Joey as Sam returned her hands to his leg. Sam stepped to Joey's side giving Holly a view from the mirror as well as let her press her small chest into Joey's frozen arm.

"How does that feel Joey?" Holly asks taking hand towel and drying her hands. She then dropped the used towel into a hole in the counter and turned to watch.
 
Stepping in to the spacious bathroom after Sam appeared Joey sighed as she pulled him in. Her hands touching him after undoing his jacket the electricity ran through his body. Just as she found his hard cock pressed against his leg inside his boxer briefs Joey moaned softly

Just then the door opened and to his surprise in stepped Holly. Joey turned red with embarrassment as the two women took control of him. Mrs. Green obviously had some sort of control of Sam he hadn't figured out yet. She seemed to be gaining the same control over him as well. As she washed her hands and Sam turned to the side of him am touched him once again he could feel her small yet perfectly shaped breasts against his arm as she teased him through his slacks. Looking down and then at Mrs. Green as she asked it felt a he could do was sigh and softly say "quite amazing!" Joey stood there looking at Mrs. Green leaning back against the vanity and them down at the beautiful little once who stood beside him looking up directly at him with her gorgeous eyes. All he could think standing there was he had never been in a situation like this before but he sure was enjoying it!
 
Back
Top