A Fine Ending to a Bad Day

Chris was sitting in the hotel bar. He was in Chicago because his boss had sent him to meet with a client and as his boss put it, 'unfuck the situation'. Apparently a salesperson had over promised what the company could deliver in the time needed to actually build out the custom software they had purchased. So Chris had to board a plane, take an Uber, and basically get berated for two hours by the client while trying to salvage the deal.

After making promises to add additional features for no cost shortly after the main product was released, Chris had calmed the client and his company was allowed the additional 3 weeks it would take to complete the original product. He grabbed his bags from the lobby and caught another Uber to his hotel.

He phoned his boss as he was settling into his room and told her about the deal that was made. She wasn't happy that Chris had to agree to give up so much, but also knew giving up $20000 in free upgrades to save the half a million dollar project was worth it. "What time do you fly out?" she asked him. "Earliest flight I could get was at 10 tomorrow morning out of O'hare," Chris replied as he was setting his toiletries next to the bathroom sink. "Ok. As soon as you're on the ground, call me. I am going to get the head of sales in my office with you and set that sonofabitch straight. We can't keep bailing his people out when they fuck up like this. This is coming out of somebody's commission!" The call ended and Chris decided he needed a drink.

So here he was sipping his second whiskey and just thinking about how it looked like the rest of his week was going to be arguing with the sales team. Suddenly a woman's voice caught his attention. "Is this seat taken?" Chris had been lost in his thoughts and turned to see a woman in business attire standing next to the empty barstool to his right.

Chris saw the woman's bright eyes and welcoming smile. She looked to be in her late 30s or early 40s. She had shoulder length brunette hair and a slim build. "Uh, no. It's yours if you need it," he replied. Earlier he had noticed a group of people huddled up at the end of the bar who were also in business attire so he assumed she was going to take the chair and join them. He was surprised when she sat down next to him. "Thank you. I've been on my feet all day and could really use a break and a drink," she said as she settled into the tall chair.

Chris offered a knowing smile. She offered her right hand, "I'm Liz." Chris shook her hand and told her his name. The bartender asked Liz for her order and Chris smirked approvingly when he heard her order a whiskey neat. "What, women don't drink whiskey where you're from?" Liz chuckled as she saw Chris's reaction. Chris explained that typically when he sees women on business trips order a drink at the hotel bar it's usually a glass of wine or a mixed drink. Liz laughed at his comment, telling him that it sounded like he was stereotyping her.

Chris and Liz chatted while they sipped their drinks. Liz was in marketing for a pharmaceutical company and was in town meeting with a vendor that produces digital signage for her company. She had been working with them to develop a new marketing campaign for one of her company's products. Chris explained to her why he was in town. Liz excused herself to go to the ladies room and came back to see Chris still in his seat.

Soon their drinks were empty and Chris was reaching into his pocket to remove his credit card to pay his tab. He planned on heading up to his room to order room service, shower, and get some sleep before checking out in the morning when he got an idea. "If this is too forward, please let me know. I hate dining alone and was wondering if you would be interested in joining me for dinner. I wouldn't want to do anything that would offend you or get you in trouble with your husband," he said as he laid his credit card on the bar waiting for the bartender to come take it.

Liz smiled at him, "Well it is forward, but not too forward. I would love to. I agree dining alone sucks. And you don't have to worry about offending my husband, haven't had to worry about that for some time now." The comment was courteous with just a touch of flirtatious tone that Chris felt relieved that he wouldn't be looking like a complete ass for asking a complete stranger to dinner.

Once their bills were paid Chris and Liz moved to the hotel's restaurant and got a table. They chatted more about themselves as they ate. Liz let Chris know she had two children, one was just finishing their junior year of college and the other was married and had just moved to the Kansas City area to take a new job. "I know it is never OK to ask a woman's age, but I would never assume you were old enough to have children that old," Chris said. Liz blushed a little and replied, "Thank you. That is sweet, but I am probably older than you think. My son and his wife are expecting their first child in a couple of months which will make me a grandma."

Liz looked across the table expecting Chris to shut down hearing that the woman that had been flirting with him was in her early 50s and not as young as he thought. She knew she kept herself in shape and worked hard to maintain her appearance. She was actually surprised that the man she assumed was in his early 30s found her attractive enough to offer her dinner. While she saw surprise on his face, Chris didn't seem fazed by her response.

Liz decided to test the waters and see if this man was just looking for a dinner companion or if he was looking for more. "So Chris, you make it a habit of picking up old ladies in hotel bars, " She said with a chuckle. He picked up on the sarcastic comment and responded with a devilish grin, "Actually you would be the first woman I have ever picked up in a hotel bar, but if all women your age look like you, I might start exploring it more often."

Liz laughed and smiled at him across the table. "So where do you see this evening going after dinner is over?" She suddenly started to picture this younger man ravishing her body and was hoping he was feeling the same way. "Well, I don't fly out until 10, so it's not like I have a curfew tonight," Chris said. That devilish smile growing bigger across his face.

Chris got the bill and paid it. He asked Liz if she would like to join him for a drink in his room. Liz knew where this was going and just smiled, "I was hoping you would ask that." They left the restaurant and headed to the elevators in the lobby.

They stepped into the first elevator available and as soon as the doors started to shut, Chris turned to Liz. He leaned into her and pulled her body to his. They began kissing. It was not slow and passionate like some cheap romance novel. It was hungry and lustful. Liz broke the kiss and asked which floor he was on before hitting the button to activate the elevator.

Once the elevator began moving they were once again locked in a deep kiss. They nearly missed the elevator doors opening due to their focus being on one another. Once inside Chris's room they locked lips again. Chris began to kiss down Liz's neck when she broke away. "Let me set my purse and phone down," she panted.

She set her belongings down and turned some music on from her phone. With that done she stepped to Chris and began to run her hands over his chest towards his waist. She untucked his shirt from his pants, pulled it over his head and let it drop to the floor. She began to kiss along his collarbone and down his chest and stomach. As she kissed lower she sank to her knees in front of him. She smiled up as she started to unbuckle the belt in front of her eyes.

Chris was in awe. Just two hours ago he was sitting in a hotel bar trying to forget this day. Now this sexy assumingly older woman was on her knees in front of him in his hotel room. He reached down and gripped her head in his hands and looked down at her smiling face as she expertly removed his pants.

She pulled at his waistband and his pants and boxers fell to the floor. His 7" cock sprang free and bobbed just above her face. Chris watched as Liz's tongue darted out of her mouth and traced the underside of his shaft from his balls to the head. He shuddered at the warm tongue that was pleasuring him.

Liz was happy to see that Chris was sporting a decent sized tool. She wanted to taste it. She wrapped her lips around the head and slowly sucked her way down. Soon the head was perched at the entrance to her throat. She slid her mouth back upwards, pausing just as the tip came to rest between her lips. She inhaled deeply through her nose and plunged down, this time letting the head slide into her throat.

Chris moaned as Liz deepthroated his dick. This woman's mouth was amazing and she was giving him one of the best blowjobs he had ever had in his life. But he needed more; he wanted to bury his dick as deep inside of her as he could. He disengaged from her mouth and gently pulled her to her feet.

Liz let out a whimper as the delicious treat she was tasting was abruptly pulled from her mouth. She was pulled to her feet and spun around. Her hips were yanked backward and she could feel Chris's hands roaming over her blouse as he kissed the back of her neck. The buttons on her blouse were being released one by one.

Chris removed Liz's blouse and ran his hands all over the bare skin of her torso. Cupping her ample breasts through her lacy bra when he reached them. He felt around looking for the clasp. Once he located it in the front he undid it and let the sexy cups fall to the sides, exposing the C cup tits that had been encased in it. His hands went to them and he supported them in his palms as his fingers began to roll the pink hardened nipples that topped those exquisite globes between them.

Liz let out a soft moan. Her nipples were very sensitive and now they were being teased by this younger man's fingers. She couldn't wait much longer. As Chris kissed her neck and rolled her sensitive buds in his hands, she began to undo the dress slacks that covered her legs. She let them fall to the ground exposing a lace thong that matched the bra that was dangling from her shoulders.

Chris felt the fabric of her pants slide down the front of his legs. Soon his hard tool was resting against the bare skin of Liz's thong covered ass. He grunted knowing that soon he was going to see what that tiny piece of lingerie was hiding from him. He let his right hand slide down over Liz's stomach and met the elastic of her panties. Pushing his hand inside he felt the soft smooth skin of her hairless mound.

His hand moved lower and his fingers began to trace the slick lips of the pussy he was about to invade. The wetness he felt on his fingers let him know that she was craving him just as much as he wanted her. Slowly he slid one of his digits inside of that hot, wet tunnel.

Liz let out a groan as she felt the fingers teasing the outer regions of her hungry pussy. When Chris's finger easily slid inside of it, her hips bucked uncontrollably against it. She moaned like a common whore at the pleasurable invasion. This spurred him on even more and a second finger slid inside of her. As good as this felt she wanted more she needed to feel that cock that was leaking precum over her ass cheeks inside of her.

In one swift move, Liz pushed Chris's hand away and lowered her thong to the floor. She stepped away from him and let her bra fall completely from her body and moved to the bed. Neither of them had spoken since Liz set down her personal belongings. Liz broke that silence. "Get over here and fuck me," she said as she laid on her back.

Chris heard Liz's words and moved to her. He stepped to the bed and pulled her legs towards him so her ass was resting on the edge of the mattress. He gently pushed those legs apart and lined the hard cock in his hand up with her waiting pussy. He looked into her eyes as he slid into her for the first time. They both moaned as he bottomed out in her warm tightness.

Chris stood holding Liz's legs in a 'V' pattern as he stroked himself in and out of her tiny hole. He was amazed at how tight she was. He watched as her hands roamed to her chest and she began to pinch and pull at her nipples as he fucked her in long, deep strokes. Her eyes were closed and she was just enjoying the fucking she was getting.

Chris was rocking in and out of Liz and he knew if he kept up this pace in this position he would soon be exploding inside of her. He wasn't ready for that. He pulled out and released her legs. "I want you to ride my cock," he said as he laid on the bed next to her. Liz smiled as the younger man spoke, giving her orders. She happily obliged and rolled over hovering over Chris. She reached down and gripped his hard shaft and slowly sank down on it until it was completely buried in her.

She placed her hands on his chest and began to slowly bounce up and down on the dick she was riding. Her tits began to sway and her head rolled back as she enjoyed the feeling of this man she had only met a couple of hours ago deep inside of her slick hole.

Chris watched Liz's breasts as they swung back and forth while she bounced up and down on him. He raised his head up and captured one of them with his mouth and latched on to the hard nipple that was now in his mouth. He sucked and nipped at it as she rode him. He caught the other one with his hand and began to pinch and roll it in rhythm to the attention his mouth was giving the other.

Liz yelped when she felt the tender bite on her left nipple. This caused a flood of juices to flow over the pole inside of her. She loved her nipples played with during sex and the attention Chris was giving them had her approaching an orgasm. She snaked her hand between their bodies and began to rub her hard clit as she rode him.

Chris was pumping his hips in and out in time with Liz's. He felt her hand suddenly between them as she began to rub her pussy and push herself over the edge. He released the nipple between his fingers and grabbed her hips. Everytime they came down he pulled them further to his pelvis. At the same time he thrust upward with his hips. He was driving his cock as deep as he could inside of her on each of her downstrokes.

Liz rocked her hips down one last time. Her hand moved away from their bodies and she collapsed on top of him. A massive orgasmic wave rushed over her body. She cried out, "Fuck yessssssss." She lay there as the walls of her pussy gripped and released the stiffness inside of her over and over with each ripple through her body.

Chris was just laying there holding this woman as she recovered from what seemed like a massive orgasm. She was breathing heavily and he could feel her heart pounding in her chest. He stroked her hair and held her tight, trying to calm her. Soon her breathing began to slow and her pussy began to release its tight grip on him.

Liz glanced at the bedside clock. They had been in the room for a little over an hour. She needed to go soon, but she wanted him to cum before she did. She rolled off of Chris and moved to her hands and knees. She wiggled her ass and said, "I want you to cum for me." Chris needed no more explanation; he sat up on his knees and quickly entered Liz again. His hands went to her waist and he began to pound into her from behind.

Liz was moaning and squealing as Chris fucked her hard and fast. She pushed back against him driving his dick deep inside of her with each of his thrusts. His hands were pulling her waist back each time he thrust forward making sure he was as deep inside of her as he could get. Liz began to wish they had more time. This man really knew how to fuck. She would really enjoy having an all night sex romp with him.

Liz turned her head and looked over her shoulder at him. She knew she needed to push him over the edge. "You can't cum inside me but you can cum anywhere else you want. You want to cum all over my ass? You want me to roll over so you can shoot it all over my tits? You want to cum on my face? You want me to swallow all of your sweet sticky cum?" That last line was the one. Chris hissed through clenched teeth, "Yessssssssss."

Chris pumped in and out of Liz just two more times when he pushed her away. Liz took the cue and knew he was about to explode. She turned and captured the head of his cock in her mouth. He was still on his knees and she was bent at the waist sucking the sensitive morsel. She used her hand to stroke his shaft and that was all it took.

Chris grabbed Liz's head in his hands holding it still. His head dropped and he let out a loud, animalistic grunt. His balls pulled tight against his body and began pumping stream after stream of his sticky juice up through his shaft into Liz's waiting mouth. She swallowed as fast as she could. Chris was flooding her mouth with so much cum she could hardly keep up. Soon it began leaking out of her mouth and as it mixed with her saliva it ran from the corners of her mouth and down his shaft coming to rest on his balls.

Once he stopped pumping his load into Liz's mouth Chris released her head from his hands and slowly pulled himself from it. He fell to the bed. This time he was the one with ragged breathing and a pounding chest. Liz slid off the bed and went to the bathroom. She returned with a towel. She was wiping her face removing the remnants of his explosive orgasm from her chin. She laid next to him and began to gently clean up everything that spilled from her mouth onto him.

Chris started to talk and Liz placed a finger over his lips, stopping him. "This was fun. Let's leave it as a great night that neither of us will forget. I have to get going because I do have to get up early for a meeting tomorrow," she said gently. Chris watched as she stood and dressed. He knew she was right and didn't want to ruin what had happened between them by saying something awkward.

As Liz grabbed her phone and purse, she wrote something on a piece of paper. She stopped at the bed as she was walking to the door. She gently kissed Chris on the lips."Here's my number. If you are ever in Denver, let me know and maybe we can get a couple drinks and dinner." She winked and left the room.

Liz stepped out of the elevator on her floor and fished the room key from her purse. She opened the door and stepped in. As she was setting her stuff down she heard a voice from the bathroom. "Babe, we need to get you a new phone. The camera on this one is OK. But something that did wide angle shots would be better. Liz stripped off her clothes and quickly moved to the shower. She stepped in and her husband began soaping up her back. "But you were able to see the whole show?" She giggled. "Yeah. It was hot. It was really hard not to pull out my dick and stroke it watching you with him. I practically ran to the room when you told me earlier outside the bar that you might have a playdate," he replied.

"Well you know the rule, nobody cums inside of me but you. So let's rinse off so you can take me to bed and fill my pussy up while you tell me your favorite parts."