The life of jess

[mrstuff84]

Great story

 

[mark1980mark]

Jase caught he wind. So did Jess. He pulled his cock out of her and laid down beside her on the couch. He wrapped his arms around her and stared at her older, beautiful body. They rested in silence. An hour later, Jess could feel his cock pressing against his back side. She was unsure of what to do. She really wasn't minding him holding her as they lay there together. Everything was going to be fine as long as they didn't get caught.

Her mind was running with thoughts. Should she kick him out? Should she just lay there? Should she play with him some more? Like right now? She just decided to not think about it and let whatever was going to happen, happen. Jess didn't have to wait too long. She felt his growing cock now rubbing up against her light brown skinned ass. She shifted back into it on the couch. She knew she gave Jase her answer, if he was thinking like she was.

Jess didn't wait too long to find out. Jase sat up on the couch. He stood on the floor in front of her, still laying there. Jase leaned down and kissed her on her lips. He reached for her hands and pulled her up. He lifted her into his arms. He carried her into the kitchen. He sat her down on top of the table. He wrapped his arms around her and they began to make out. Jess felt his hands instantly go to her breasts.

Jase massaged her tits with his lanky fingers. He pulled away from her mouth. Jase kissed her breasts and licked her nipples. Jess put her hands on the table and leaned back, opening her body up to the younger man. Jess stared down at the top of his head as he teased her breasts. His hands held them with each hand.

Soon, Jase backed away again. Jess stared down at that long cock. She licked her lips, wanting him again. Jess got up off of the dinning table. She grabbed his 8.5 inches of hard cock and stroked him. Jase stood with his hands on his hips, hoping for more action, but liking where it was all heading. This was one of his wildest high school fantasies come true. Jess sank onto the wood floor under them. She looked up into his blue eyes. She licked her lips.

Before Jase could think, Jess had licked his shaft. Her warm mouth felt good blowing him. He peered down as Jess serviced his member. She sucked hard and then would tease. She bobbed her head up and down on his cock, working to take every inch she could muster. Jess finally succeeded. She deep throated him, nearly gagging. She grabbed onto his waist as she sucked him for awhile longer.

Jase wanted inside of her tight puss again. He waited patiently a bit longer. then, he reached down and helped her to her feet. He laid her on her stomach on the kitchen table. He stared at her hot ass lying there. His cock lurched forward. He spread her legs, finding that earlier used pussy. Jase inched closer. He grabbed his cock and smacked it up against her ass. Her buns jiggled. Jess was ready, she wanted it badly again.

Jase ran it along the crease in her backside. He felt the warmth her hole was giving off. He slowly inserted his cock into her slit. Jess bit her lips to keep from moaning. Slowly, he kept adding more length to his fuck. Jess began to feel him rocking his body into her as he gave her all of him. She held onto the corners of the table as Jase drilled her again. She loved how he was making her feel.

Jase kept plunging away into her vagina. She moaned softly as he drilled her deeply. He buried his cock inside of her and then leaned up on his toes to get more length for her. Jess cried out loud as he got her off once more. Jase smiled to himself as he felt her pussy tightly clench against his monster. He held back on his load and waited for her to regain her composure. She calmed down and Jase picked up the hard fucking again.

He then pulled out once more. Jase grabbed her hips and she lifted up on the table. He went around and grabbed her, helping her down. He pushed her into the living room again. He told her to get down and ass up. Jess followed his directions. Jase stood behind her, staring as her ass and pussy were in his plain view. He stroked his cock a few times. He got down on his knees.

Jase grabbed her hips as he plunged deeply into her hot body. She opened her mouth in pleasure as his cock once more found her. Jase held tight as their bodies thumped against each other. He began to sweat again. He could see her tits rocking back and forth from this movements. Her pussy felt so good to him. He loved being inside of a hot girl and the warmth she provided him. After about ten minutes, he really drilled into her.

Jess gasped as he got her to climax again. He felt her tightly milking him. He was helpless this times. For the second time in the night, he unloaded his seed into her. They both fell to the floor panting. Jess tried to catch her breath, as did Jase. She could hear his heart beating. Jess stayed on her stomach and Jase was lying on his back. She turned her head to look at him. She smiled and he smiled back. He told her she was very hot. She became embarrassed. She didn't know what to say. Jase leaned over and kissed her. He pulled away and rested his head on the floor.

Jess took in his body. He was perfect for a younger man. His cock was perfect too. She looked at it. It was lying against his body. It was going softer now, but he was still hung. She noticed the mixture of his cum and her pussy juices on it. She scooted down on the floor. She leaned over and took it into her mouth, tasting them both. She pulled up and sat up, now embarrassed that he was seeing her older body naked. She tried to cover up with her hands. Jase could sense her hesitation. He told her she was hot and had a beautiful body. Jess smiled shyly now.

Jess tried to hide her eyes from him. She patted him on his stomach and told him it was getting late. He needed to be going. Jase sat up and pulled her body to his. He kissed her deeply, his tongue invading her mouth. He finally stood. He slipped his clothes back on, then watched as Jess dressed too. He threw his shoes back on and walked over to her, kissing her softly this time. He was hoping it would leave her wanting more. He left the house and climbed into his truck.

Jess locked the door behind him. She leaned up against it, unable to comprehend her actions from the night. She closed her eyes and shook her head. She headed for the bathroom. Jase grabbed his phone once he was in the truck. He sent a group text to a few of his friends. He told them he had the best fucking night ever. Of course they asked him what he was talking about. All he would say was that a fantasy just came true.

Jase and Jess got together a few more times. He even tried getting her to go a weekend trip with him to a lake and go boating. She declined, but he was persistent. She held strong and wouldn't do it though. She didn't want to take a chance of being discovered. She was scared. She was worried about what would happen. She finally had to explain to him that he was younger and there were many girls his age that would want to be with him how he deserved. A month of so down the road, Jase found a girl, she was near his age and had many of the same likes that he did. However, it wouldn't be the be the last time that Jase and Jess got together.

Next time, who will be the next man to fuck Jess, and will she initiate it?

 

[fullspeedo11]

Your story is getting better. So well written and descriptive and judging by the boner in my jeans, very erotic. I love how she has finally allowed herself physical intimacy at long last after the death of her husband with the young studs of her little town. Keep going please!!

 

[JeromeUlysses]

Great story, amazing writing, very erotic. I like the slow, a good teasing, and the sexy payoff was awesome.

I hope this is just the beginning for Jess.

 

[mark1980mark]

Jess tried to return to keeping busy. She wasn't all that pleased with herself and where she had went the last couple of months. A part of her was upset at herself for falling into sex with two younger men. Even though she hadn't always initiated it, she hadn't stopped it either. She was slightly embarrassed and felt wrong for what she did. She realized even though she liked the sex and how they made her feel, she could not let it happen again.

Luckily, her coaching season was right around the corner. She couldn't wait for it to start. It would take up a lot of her time. She loved the competition and preparing her team for their games. She had been a decent player in high school and she enjoyed teaching the sports back to younger girls. She liked watching them grow and improve as the season went on.

Her sister had four kids and one weekend she asked if Cullen could come and spend the night with them. Her sons wanted him to come over and play with them. Jess was glad that they all got along and she knew he would be thrilled to go see them and spend time playing with them. He was around the same age as her second nephew. He wanted to so Jess met her sister and Cullen went home with them.

It looked as if Jess would have a quiet Friday night at home by herself. She grew bored easily though. She couldn't find a good book to read and relax. She finally decided to go and check out a movie from the store in town. She headed there in her car. It was nearly 8:30. There was a ton of cars at the bar. She kept driving south, pulling into the parking lot of the store. She headed back to the movie section. The store was basically empty except for the two workers. She headed back and browsed thru the section. She wasn't finding anything that seemed to catch her eye.

While still looking at the movies, two men nearly the same age as her came in. One of them she recognized. She knew him, but not really all that closely. Back when she had lived in the country with Cale, this mans parents lived just down the road on a farm. Jordan was his name. He was going thru a divorce and had three girls of his own. He was attractive. Jess faced him as he walked by and nodded to him. He was on his way to the ATM machine, near the movies. He smiled back at her. His friend followed him. She wasn't too sure who he was, but she did notice he was also good looking.

Jordan got his money out of the ATM. He headed over toward the movies. At first, he started talking to Jess kindly and nice, asking her how she was. Jess responded to him saying fine, thank you. Then, Jordan really turned into an asshole. He asked Jess if she wanted to go with him, he could teach her a thing or two. You look like you could use a good fucking he told her. Jess felt uncomfortable. She could smell the alcohol on him, but still, she was ticked off that he would say that to her.

Luckily, his friend Brett had gotten his money out and walked over near them. He didn't seem to be in as bad of shape as Jordan. Brett introduced himself and apologized for his friend. Jess stood there quietly, still feeling uncomfortable. Brett got Jordan to head out to the truck and told him he would be out there after he bought some gum. Brett watched thru the windows as Jordan climbed into the passenger seat. Brett headed for the aisle and got a pack of gum. He paid for it and asked the cashier for a piece of paper. She got him one and he wrote his cell number on it. He walked back to the movie section.

Once more, he apologized for his friend Jordan. He handed Jess the paper and told her if she felt like grabbing a drink, it would be his pleasure to buy her one. Jess thanked him for the kind words. She told him that she didn't go to bars, but she appreciated it anyway. Well, if you changed your mind, I would be happy to buy you a drink. Have a good night Brett said before walking away.

Jess had a little bit of her faith in nice men restored. She couldn't find a decent movie that she wanted to watch. She went back and grabbed a diet coke and paid for it. She left the store. Curiously, she drove right by the bar on her way home. She looked to see if there were any cars she recognized. She noticed the truck that Jordan and Brett had been in, it was there. She thought she saw Chris's truck too. She went ahead and headed for him, grabbing the phone number and pop on her way inside.

 

[mark1980mark]

Jess went back home. Time seemed to go so slow. She was so bored. There wasn't anything to read or watch on tv. She thought about going to sleep, but it was still so early. Against her better judgment, she wondered if she shouldn't send Brett a text? She decided to wait awhile and see if she still thought that way later. She drew a bath and enjoyed the relaxing hot water on her body. She went ahead and shaved her legs and area. She felt so good after that.

She headed into her bedroom to find some nice clothes to wear to go out in. She grabbed her cell phone and sent the number a text, I guess I am coming she said, is that ok? Before she could even sit the phone down, Brett had answered her. Is this Jess, of course it is ok. I am looking forward to it. Jess felt her face turn red. She drew a deep breath. She settled on a pair of jean shorts and tank top, with a flannel shirt over it. She threw on just a bit of makeup and fixed her hair.

Jess looked in the mirror and was satisfied with herself. She didn't look to noticeable, and definitely not slutty either. She was pleased even though it wasn't planned and a bit rushed. She grabbed some cash out of her wallet just in case and looked at the clock before shutting the door. It was almost 10 pm. She could go and have a few drinks and in her mind already, she planned to be home at least an hour later. Jess locked the door behind her and exhaled as she got into her SUV and headed uptown again. She found a decent parking place and stared in the rearview mirror of her car. She was having second thoughts.

Her phone buzzed. It was Brett, he was asking if she was still coming. Jess had all these thoughts running in her head. Maybe she should just go back home, or ignore his texts, or just go in and see, what harm could there be in that. She picked up the phone and sent him a reply, just pulling in it said. Great, I will come out and meet you he responded once more. Jess blushed. She parked and got out of the car. She stood by it trying to relax and not make a fool of herself. This was the first time in a long time she had went to a bar or even out for that matter.

True to his word, Brett came around the corner and seemed to be searching for her. He smiled when he made eye contact with her. He walked up to her with his hands in his pockets. HIs face kept smiling. I am glad you decided to come out he stated. Jess shrugged, thanks for asking me I guess. Look, I want to tell you again how sorry I am about my friend hassling you, he really isn't all that bad, he's just going thru some rough stuff. He obviously had a lot to drink already. She nodded in agreement.

Brett, facing her, stuck his hand out and said I'm Brett, its nice to meet you. She reached for his hand and shook it, introducing herself. She was transfixed by his handsome smile. She couldn't get enough of it, and she seemed to be lost staring at him. Likewise, he was mesmerized by her beautiful eyes. They walked side by side to the bar. Once they were at the door, Brett told her it was kind of packed and boring in there, would she feel more comfortable across the road at the city park? They could go and grab a seat on the swings and just talk if she wanted.

Jess felt relieved. She liked that idea better. She nodded to him and he inched closer to her as they crossed the road. They headed for the swings and both sat down. They began to talk about all kinds of things. Jess was appreciative of his listening skills, and all the compliments he thru out to her were well received too. Before they knew it, it was already 1:15 in the morning. Neither could believe how fast the time had flew by.

Brett stood. He told Jess that he should go and check on Jordan. He mentioned to her that he was staying at his house tonight. Jess didn't think anything of it. She nodded to him. They began to walk back across the road. Jess felt her nerves winning out in her body. She felt Brett's hand brush against her body. It was like he was reaching for hers. Unsure of what to do, she decided to pretend to ignore it. He started walking to the bar, while Jess turned the other way for her car.

Noticing this, Brett, backtracked and followed her. He caught up to her. They stood outside of her car. Brett finally spoke, he told her that he enjoyed their conversation and was glad that she had his number. He hoped she would text him sometime. He watched as she nodded and smiled. He opened the door for her and shut it behind her, after telling her to drive safe and have a good night.

Brett went into the bar after Jess drove off. He found Jordan and watched as Jordan stumbled his way to the truck. They drove off to Jordan's house and fell asleep. Jess got home and washed her face and threw on an old t-shirt for bed. Her mind was running. She couldn't get it to slow down to fall asleep.

 

[mark1980mark]

Jess was finally able to drift off to sleep. That night she had a dream. Cale came to her in a dream. He was still alive, they were so happy and healthy. She was so relaxed. She was sad when she woke up and realized, it was only a dream. It had all felt so real. It took her awhile to calm down and quit crying from it. She started some laundry and did some cleaning. She gave her sister a call about picking up Cullen. She was going to run to the grocery store first and then go and get him.

She showered and threw on some old clothes. It was warm out so she settled on a pair ok shorts and an old t-shirt. The drive to the grocery store took about 20 minutes. She had her list and grabbed a cart to get started. Across the parking lot, Brett thought he noticed a dark colored SUV, much like the one that Jess drove. He was hoping it was her and he could feel his heart beating fast in anticipation. He had stopped by to grab some lunch from the grill in the store to take back to his house.

He walked in and grabbed a basket. He didn't want to look like too much of an idiot or appear that he was stalking her either. After all, Brett lived about 6 blocks away. Surely, she even drove by his house on her way to the store. He walked around the store, finally, thinking he spotted her. He had to admit, she was hot, even when she was trying not to be. He had thrown on some shorts and a t-shirt too. He wore a baseball cap to cover up his bald, shaven head.

Quickly, he grabbed a few things and threw them into his basket. He took off down the aisle toward her. He walked up behind her and she was busy focusing on the cans of vegetables. He whispered to her, no, don't get that. Stunned, she turned around. He smiled at her and she smiled back, startled and then relieved. He asked how her day was and she said good. What are you doing here she asked. He told her he lived a few blocks away and was just grabbing a few groceries and getting lunch. Jess nodded. He explained he was glad to bump into her. He told her he was going to text her later in the day. She smiled and Brett noticed how cute she was even when her face turned red.

He told her to have a good day and he hoped to chat more later. Jess surprised herself, telling him she would like that. She smiled as he walked away. She could feel her heart pounding in her chest. Jess finished shopping and paid for her groceries. She loaded her car and headed off to her sisters to pick up her son.

They drove home. Once there, she made Cullen clean his room and she attacked more laundry. He had been fed at her sisters house and she made herself a salad. Jess went in his room and played a video game with him. After that, she checked her phone. She found herself disappointed when she hadn't received any messages. She kept thinking back to Brett. He was tall, had brown eyes, and a great smile and personality. She would guess he was about 6'2, 180 and he told her he was only a few years older than her. As much as she tried to stay busy, she just kept thinking of him, waiting for a text.

Since it was such a nice day, she asked her son if he wanted to go for a bike ride. Sure mom, he replied. They headed out to the garaged and got on their bikes and rode around the small town. They were back in less than an hour. Jess grabbed her phone as soon as she walked in the door. She was happy to notice she had a new text message. She felt a smile form on her face. She opened it. It was a number she didn't recognize. Hi jess, this is Jordan. I just wanted to apologize to you about my actoins last night. I have been going thru a really rough time and I know that is no excuse, but I just have always thought you were a very attractive woman. Sorry again.

Wow, Jess thought. That was totally unexpected. She took her phone with her and sat down on the couch. She wasn't sure how to respond to that. She sat the phone down instead. Soon, she grabbed it and simply stated to Jordan, thank your for the apology. She felt relief after sending it. Every few minutes, she kept checking her phone, hoping to hear from Brett.

 

[mark1980mark]

About an hour later, Brett finally texted her. Rather than instantly replying, Jess waited a few minutes. Then she responded, telling him her day went rather well. He coyly asked her if it was because she ran into him in the grocery store. She sent him a smiling face, yeah, I thought so he answered back to her. She says, oh I see you are a pretty cocky guy, huh. I don't know about that he sent back. They flirted for a bit and then texted back and forth about each others' day.

Brett had snuck up to his bedroom to text Jess. This way, he was away from his wife and two kids. Brett hadn't mentioned that to Jess, or rather simply, chose not to. He wasn't sure how to bring it up to her. She probably wouldn't understand. It was kind of complicated anyway. You see, they had been married for about 14 years. At first they were an open couple. Their lifestyle revolved around swapping. Every once in awhile, they continued to have an open marriage. Now, however, as their kids grew older, they had basically given that up.

Brett was free earlier in the weekend because his wife and kids had left town to spend sometime visiting her family. And while he loved his wife, he couldn't help but have illicit thoughts of Jess. He was glad he ran into her. He definitely enjoyed her company and conversation that night in the park. He looked forward to getting to know her better and seeing where things went. As far as he could tell, she seemed to be a bit interested in him also.

They texted back and forth freely into the night. Cullen went to bed, Jess cleaned up a bit, and got ready for bed herself. She crawled into bed and easily continued chatting with Brett. He sent her a picture of him laying in bed smiling at her. She blushed as she opened it. He had a nice lightly hairy chest. His dark hair ran over his lightly muscled chest. She responded by telling him that she liked his smile. He thanked her. He told her he would let her go for the night and to sleep well. He added that he would talk to her tomorrow while he was working thru texts if that was ok with her. She let him know that was fine, and she was down to just 4 days left of work before summer break.

She rested easily that night. Morning came and her and Cullen got ready for the day. True to his word, Brett texted her at 8 in the morning. He said, I hope you slept well, and today is a great day for you! Jess thanked him and wished him the same. She smiled as she sent it. The day rushed by fast. They texted back and forth thru out the day. Each one responding when they could. At last, school was over and Jess rushed home to change for her first day of softball practice with her team. She had about a 25 minute drive ahead of her.

Jess was anxious to start the season. She was excited to see how this year would go. The weather was nice and practice went well. She had a ton of girls out for the team this year and they all worked hard for the first day. Practice ended and she left. She grabbed her phone and noticed Brett had been messaging her. She responded back to him. He told her that he was coming to her town to buy some stuff, if she would be around. She wasn't sure how to respond to that.

 

[mark1980mark]

She sent him a reply back, letting him know that she would be home. She thought about seeing if Cullen felt like going to the park tonight after they ate supper. Brett smiled, hoping he would get a chance to see her tonight. Jess raced him and made supper. Cullen and her ate. She asked him if he felt like going to the park. He wanted to. She sent Brett a text saying they were done eating and on their way to the park.

Brett had left his home already. He was about ten minutes away from Jess's town. He was glad to be able to see her, especially since he picked her up a single, red rose tonight after he got off of work. He got into Jess's small town. He went to the store to get gas. It was cheaper there than in his town. He headed past the park, noticing her there with her son. He filled his truck up. He got a pop and three cups of ice cream ,taking a chance that Jess and her son would like some. He pulled in behind Jess's car off the side of the road at the park. He got out and his hands were very full, so he left the flower laying on the front seat.

He walked over to them. Jess was sitting on a bench and Cullen was climbing around on some equipment. He didn't even notice the man really. I thought you guys might want some ice cream Brett asked. Jess smiled, impressed with his thoughtfulness. There was that smiled again, she almost melted staring at him. She hollered at her son and he joined her on the bench. Of course, Cullen asked who he was, and Jess responded that it was her friend and his name was Brett. Cullen didn't even pay much attention. He ate a few bites from his cup of ice cream and ran back to play.

Jess and Brett talked about their day more. They finished their ice cream. Brett got up to take the empty cups to the trash cans. He kept walking after he dropped them off there. Jess was unsure what he was doing. He got to his truck and reached in and grabbed the rose. He returned and handed it to her. I just wanted you to know how much I have enjoyed getting to know you he told her as he handed the rose to her. Jess felt her face flush and she looked up into his smile and thanked him. She bowed her head, as she still felt a bit uncomfortable.

It was starting to get late. Jess told Brett that she needed to get her son home. I understand he said. I am glad I got to see you for a little bit. He asked her if she was free this weekend anytime as they both got up from the bench. I'm not sure she answered him, trying to get him to understand it would all depend on Cullen. He nodded his head, well, I might like to take you out to dinner. She smiled at him and told him she might like that. Brett felt relieved with her reply.

Finally, Cullen came over to his mom and he led them to their cars. Brett watched as Cullen got in the back seat and fastened in. Jess walked around to her drivers side door. She stood at the car facing Brett. Thank you for the ice cream and the beautiful flower she mentioned. It was my pleasure he replied. I hope we can see each other this weekend he told her again. He really wanted to lean down and kiss the beautiful widow in front of him, but he wasn't sure how she would react to that right in front of her son.

Goodnight Jess told him as she opened her door and climbed in. Goodnight and sleep well he responded with. Jess smiled and turned and checked on Cullen and put the car in gear. They drove off and Brett walked the few feet to his truck. He hopped in and grabbed his phone, not good he thought. His wife had called him a few times and sent him a few texts. He lied and responded to her texts that he was on his way home and had ran into Jordan and spent time hanging with him. With that, he called Jordan and talked to him a bit on the phone, that way it wasn't a total lie.

Brett got home and talked a bit to his wife and kids about their day. The kids went to bed and Brett wasn't too far gone after that himself. He got up the next morning. He took a shower and got ready for work. He kissed his wife on the cheek and told his kids to have a good day at school. He was about the door and in his truck heading to work. He picked up his cell and sent Jess a text to have a good day. He told her she was the first thing he had thought about when he awoke. It wasn't a lie. He thought of her while he showered. Of course, he wondered what she looked like with out any clothes on.

Jess told him she was running a bit late. Cullen was slow getting around this morning and it was pressing her for time. She told him that was very sweet of him to tell her. Brett pulled into his office lot and headed for his desk in his office. He quickly snapped a pic of himself smiling and sent it to Jess, hoping it would brighten her day. She opened it and decided to flirt back with him. She sent him a picture right back. Brett was pleased to notice the hot outfit the school teacher was wearing. He simply replied back and told her she was hot and nice outfit, with a wink. Jess blushed.

 

[JeromeUlysses]

Great, so many situations and encounters are possible..

 

[mark1980mark]

Jess and Brett made plans for that Saturday night. All the rest of the week she was nervous. She hadn't been out on a real date in such a long, long time. Even though she went out with Chris, this was different. This was planned and not a spur of the moment. Her and Brett had been talking for awhile now and she was enjoying herself. She thought he was a handsome and smart man. He made her feel good about herself and excited again.

They continued texting and talking. He sent her pictures of himself thru his phone and occasionally, she did the same. She was looking forward to seeing him again and seeing where it would go. The Saturday night came. Earlier in the day she took her son out to her dads. He was going to stay out there that night and she would come get him the next day sometime. She raced back home to get ready.

Jess hopped in the bath. She shaved her legs and her area again. She wanted to look good for Brett just in case. She finished cleaning up and dried off. She went to her closet and looked for an outfit. She decided to wear some short jean shorts. She grabbed a red tank top and a little button down shirt to throw on over it. She grabbed a pair of her sandals and laid them by the door.

Brett showed up about 10 minutes before he said he would. Jess could hear him knocking on the front door as she finished getting ready. Her stomach was in knots. She left the bathroom to let him in. He smiled at her as she opened the door. She almost melted again, seeing his great smile. It made her weak in the knees. Jess felt her heart begin to beat fast.

Brett waited until Jess told him to come in. She said she was about ready. He replied that she looked beautiful to him. She blushed and went down the hall to finish getting ready. She came back a few minutes later. Brett was sitting in the chair calmly waiting. Jess asked if he was ready. She said yes, I think so. He opened the front door for her and shut it behind them, Jess locked it. He placed his arm on her back and followed her to his truck. He walked her over to the passenger side door. He opened it for her and helped her up to his truck. He shut the door behind him.

He got in and started the truck. They both buckled up. He put it in gear and they backed out and headed off on their date. The conversation flowed easily. They laughed and were enjoying each others company. Soon, they were about 35 miles from home. He had his hand resting on the console of the truck and Jess had her hands in her lap. She felt him reach over and grab her hand. He placed it in hers. She turned and looked at Brett. He smiled at her and asked if this was ok. Jess said yes, I think so. She blushed.

About 20 minutes later, they pulled into Applebees. Brett told her to wait for him and he came and opened her door and helped her down. This time, he didn't let go of her hand. He held it as they walked inside. Jess felt comfortable with him. She liked how he made her feel safe and wanted. Brett told the hostess a seat for two. They sat down and finally ordered. They had more good conversation during the meal and their food was great too. Brett paid the tab and left a tip. He walked with his hand in hers back to the truck.

They left the restaurant. Brett scooted over closer to the console. His body was still in his seat, but he was leaning as close to Jess as he could while still driving and trying to remain comfortable. He placed his hand on her legs. Jess enjoyed the feelings he was giving off to her. She welcomed it there. Brett softly stroked her leg with one hand while he drove with the other.

 

[mark1980mark]

Brett drove Jess home. His hand remained on her bare leg the whole trip. They pulled into her driveway. Brett unbuckled himself. He leaned across the front seat and placed his hand on the back of her head. He stared into her eyes. He told her he had been waiting too long for this. He brought her face close to his. He softly kissed her on the lips. Jess kissed him back. Soon, they were getting more into it. He was a good kisser she thought as they made out with each other. She was relaxing and enjoying his company.

Brett pulled away. He got out of his side of the truck and came around to hers. He helped her down and watched as she led him to the front door. She began to put the key in the door to unlock it. Brett told her had a great time and hoped they could do it again. Jess turned to face him. He kissed her again and watched as she opened the door. He began to back away.

Jess looked at him and asked if he would like to come in. Are you sure, he asked her. Yes, I am sure, she stated. Jess watched as Brett came in and shut the door behind them. She asked if he wanted anything to drink. She got them both a glass of water. Jess reached for his hand and they settled in on the couch. She turned the tv on. They didn't even pay attention to it. Instead they sat facing one another.

Soon Brett's soft, strong hands began to rub her bare legs. He massaged and teased Jess as they continued to talk. He kept giving her compliments and her face just got redder and redder. She enjoyed them, but felt giddy and a bit uncomfortable. Getting lost in the moment, Brett scooted closer to her and then reached for her head again. They made out once more. His hands roamed over her hot body. She began to explore his also.

Soon, Brett had his hand up her shirt. She wasn't objecting. She was lost in the kiss. After all, her hands were groping his body too. She tried to force his shirt over his head. He stopped kissing her and helped her take it off. He dove into her on the couch and laid on top of her as their bodies grinded against one another.

Brett felt so warm in her hands. His back was strong and muscular in shape. She appreciated that. She was easily turned on by what she saw. He kissed down her neck. He looked into her eyes again. He asked her if this was ok. He didn't want to make her do anything she didn't want to. Jess nodded, appreciative of his thoughts to make sure she was ok. She ran her hands along his broad shoulders and strong arms. He smiled at her.

Brett leaned back. He just gazed at the hot woman in front of him. He leaned down and kissed her softly on the lips. He pulled away, taking his body off of hers. His hands going under her shirt. He pulled it up, exposing her stomach. He leaned down and kissed it softly. He pushed the shirt up even higher. Her lacy black bra was exposed now. He couldn't wait to feel her breasts with his hands and mouth. He ran his hands over the material, feeling her breasts. He licked his lips. Jess now had her eyes closed, enjoying the moment.

Brett pushed himself away again. Jess opened her eyes and looked at him. She stared at his hunky body with a speckling of dark chest hair. She sat up and leaned against him. She initiated a hard kiss as her hands ran over his lightly furred stomach and chest. She went lower and could feel the tent forming in his dark khaki shorts. It was noticeable. He took his free hands and wrapped them around Jess. He lifted her shirt over and off of her. they he unclasped her bra and took it off. He stared at her perfect melons. They weren't too big or too small.

Brett dove into them. He felt them and his cock grew inside his shorts. He placed his face on them and teased Jess. He licked them and bit them. Then he ran his hands over them. Jess moaned softly, ash she threw her head back. She reached for his crotch area. She found it easily. She stroked him, running his hand over the bulge. He took one of his free hands and began to slide it lower on her body as they sat facing each other.

 

[mark1980mark]

Brett was now at the button of her shorts. He pried it apart. They kept staring at each other. Brett pulled the zipper down, maintaining eye contact with the sexy widow. She kept fondling his bulge. He now awkwardly placed her hand inside of her shorts. He could feel her wetness thru her panties. He looked into her eyes and dove in for a quick kiss.

Jess let herself go. She began to quit thinking and just relaxed, enjoying all the feelings Brett was bringing out in her. He laid her back on the couch. He lifted her hips slightly. He tugged at her shorts, freeing them down her body. He stared at her racy black panties. He pushed her legs apart. He stared down at the half naked woman in front of him. His cock hard at attention, strained inside of his own shorts. Brett stroked her legs with his hands. Jess placed her hands on her stomach, feeling vulnerable.

Brett ran his hands on the inside of her legs. He inched closer slowly to her hot pussy. He kept eye contact with her, feeling his way closer to her treasure. She bit her lower lip, savoring his touch. Jess could feel her pussy dripping. She was slightly embarrassed, but he was feeling too good to her. She couldn't stop it. She felt him trace over her panties and run his hands along them. It turned her on more. Soon, he rubbed her lips thru the black lace. She was sopping wet. He licked his lips.

Brett bent down on his knees on the couch cushions. He placed his head between her legs. He could smell her sex and his cock jumped inside his shorts. Jess felt his tongue tracing her lips thru her panties. She stifled a moan. Then she felt him wrip her panties off to the side. He stared at that perfect little pussy, waiting for him He stuck his tongue out and gave it a lick. Jess shuddered laying back relaxed. Her body climaxed at its touch. Brett noticed this and dove back in, licking and savoring all of her juices taste. He watched as his tongue entered her and her body rose and fell with each sensation she felt.

Brett continued licking till she calmed back down. His face was moist with her pussy flavor on it. He licked his lips, enjoying it all. Then he lifted her once more and ripped the panties down her legs. He stared at her beautiful box before him. She was shaved bare and he LOVED that. In fact, he dove in once more, as he was fully turned on. Jess placed her hands on top of his shaved head. She helped guide him as he expertly ate her out once more.

A few minutes later, Jess pushed his head away. Brett took the hint and came up for air. He licked his lips and stared at Jess, smiling. Jess sat up and leaned into him. Her hands immediately returned to his package. She pulled the button apart and then pushed the zipper down. She stuck her hand inside. She nearly gasped. Her hands sensed his immense size. Her heart beat very fast now, ready for more.

Jess stood up from the couch, her hand remaining in his shorts. She pulled him up at the same time. His 6'0 frame towered over her 5'3 height. She looked up at him as she continued to play with his bulge in his shorts. SHe used her other hand to pull the waist down on his shorts. She pushed them down to his ankles. She brought her hand back up and rubbed his chest. He peered down at her so calmly and seriously, enjoying being with her.

Jess pulled the waist band of his underwear toward her. She reached her hand inside. Her eyes never left hers. She felt his hardon for the first time bare. She swallowed hard. She could tell he was very well endowed. He felt warm to her touch. She placed her fingers on his cock head. She could feel his precum leaking out of it. She pulled her hand out carefully, bringing her fingers to her mouth. She licked it off, seductively. Brett felt his cock swell even more with that sight of her. She returned her hand to his waist band and pushed his boxer briefs to the ground. She stared at the sight in front of her.

Brett was very well blessed. He was long and fat too. She licked her lips and sank to her knees. She reached for it with one of her hands and held it. She looked up at him. He waited for her. Then, she placed her lips to his manhood. He closed his eyes enjoying her tongue on his shaft. She pulled away, he opened his eyes and watched as she stuck her mouth around his meat. His knees wobbled as he felt her warm mouth covering his cock.

 

[mark1980mark]

Jess worked to get as much of his dick as she could into her warm mouth. His member curved upward so that angle made it hard for her. She worked hard though at it anyway, and when she was able to look up at him, she thought he was pleasing him. Brett stood with his hands on his hips enjoying her warm mouth and tongue working his cock over. He gazed down staring, watching her sucking him. He loved getting head. His wife never really did it for him all that much anymore. So he was enjoying the treat from Jess.

Soon, Brett placed his hands on the back of her head. He helped pump his dick into her wet mouth. She sucked greedily on his dick as she remained on her knees. Brett moaned a bit every once in a while. Jess was glad to see she was pleasing him, or he was acting like it. She wanted to do a good job for him. She reached up and fondled his balls while sucking. She removed her mouth and licked from the cock head down his shaft, she tongued his ball sac as well. Brett loved the feeling.

Brett wanted to enjoy this night with Jess. He wanted to make sure he pleased her as much as he possibly could. He pulled away from her. His cock plopped out of her mouth. Jess stared up. He smiled down at her and bent over to help her to her feet. He kissed her on her mouth. Jess took his hand in hers. She led the way to her bedroom. Brett stared at her hot little round ass in front of him. His hard cock stuck straight up, hard as hell.

They got into the bedroom. Jess turned and faced Brett. She wrapped her arms around his neck and kissed him, standing up on her tip toes. Brett kissed her hard, and his hands began to roam down her body. He loved how soft her tan skin felt in his hands. Brett backed up to the bed, pulling Jess with him. Jess exhaled as he broke the kiss. This would be the first man she made love to in her bed. She was nervous, but ready she thought.

Brett laid her down on the bed on her back. He slipped between her. He gave her soft kisses on her body, from her neck down to her waist. He stopped and pulled up, just looking at her. God, she was gorgeous he thought. His cock jumped. He whispered to her he didn't have a condom with him. Jess nodded, I don't either, but its ok, I am on the pill she told him. He nodded, still unsure. He kissed her again. Brett asked her if she was sure she wanted to. He did, but he wanted to make sure, he didn't want to pressure her into anything. Jess, feeling his hesitation and true gentleman qualities, let him know she wanted him. Brett smiled at her.

He rubbed between her legs. He felt how wet she was still and that turned him on even more. He couldn't wait to see how she felt around him. His cock ached waiting to be inside of her. Jess, her head back on the pillow, laid there relaxed, waiting for Brett to enter her. In a few short seconds, he parted her tan legs again. He reached down and held his cock firmly in his hand. He stroked it a few times.

Brett leaned forward, scooting closer to her on the bed. He held his cock as he looked down into her wanting hole. Jess stared, waiting. Brett inched closer. He ran his fat cock head across her pussy lips. Jess moaned. He teased her slightly. Then, he stuck just the head into her. Jess closed her eyes and moaned. Brett rocked gently into her body. Slowly, he kept adding more cock to her. After about ten minutes, he was nearly all the way in her.

Once he was sure she was enjoying his member, he began to thrust harder into her. His hands were on the side of them leaning against the mattress as he plunged into the single mom. He enjoyed how tight she was. Her pussy just clamped down hard on his dick. He savored the feeling she was providing him. He soon began to speed up his thrusts into her warm hole. Jess grabbed his arms on each side of her.

Brett could feel her holding on tight to his arms. Each thrust, she made a new grip as he pleased her. Jess began to moan. Brett stared down at her beautiful face while he fucked her. Jess had her eyes closed, enjoying him inside of her. He began to really pound into her now. Her body rocked on the bed with his fucking motions. His curve hit her spot perfectly. She moaned loudly as she creamed all over him. He kept right on fucking her.

Brett didn't hold back as Jess exploded under him. He just kept slamming into her body, as her pussy clamped down tightly on him. Jess grabbed his chest and pinched into it. She kept moaning. Finally, Brett lost his own control. He felt his cock expand and fire away. Brett filled her pussy with his seed. He kept pumping Jess until his balls were empty. Then, he collapsed on top of her. Brett and Jess both tried to catch their breath. Brett kept his dick inside of her for now.

 

[mark1980mark]

Brett stayed the night at Jess's place. They fucked a few more times throughout the night. Jess fell asleep with her hair on his hairy chest. Brett was conflicted. He had a wife and family, and then he was starting to develop real feelings for Jess. He was unsure of what to do. He struggled to sleep in the night, but he enjoyed the hot woman sleeping in the same bed.

He awoke before Jess did in the morning. He snuck out of the bedroom and slid his boxer briefs on. He headed out to the kitchen and brewed some coffee. He found a few eggs and made them, along with some pancakes. He carried a plate into the bedroom for Jess. He sat it down on the bedside table and woke her up. He kissed down her body and then nudged her. She was embarrassed for him to see her like that since she had just woken up. He kissed her on the lips and asked her to sit.

Jess was humbled that Brett took time to cook her breakfast. She thought it was sweet of him to do for her. They shared breakfast and he carried the dirty dishes back out to the sink. He came back into the bedroom and cuddled with Jess. They both took a short nap. Brett awoke a short time later. Jess was under the covers sucking his growing cock. Her warm wet mouth felt good on his member. He savored it and blew his load into her throat. They got up and showered later. Brett left a short time later. They continued to text and hang out when time allowed.

A few weeks after, Jess had a ballgame. They were playing a rival school. She led her team onto the field. She thought she noticed Brett out in the crowd. Surely, it wasn't him she thought. She got busy coaching and led her team to a come from behind victory. She huddled with her team and then gathered her stuff. She waited by the dugout until the fans were leaving. She strolled by, sure enough it was Brett. He looked at her and smiled.

However, he was with a woman and a younger girl, his daughter? Jess watched as a player from the other team caught up to them. Jess heard the girl ask her mom and dad for some money. Jess felt sick to her stomach. She started walking to her car. She shut the door and left the ballpark. Tears began to flow as she headed for home. A short time later, she received a text from Brett. It simply said, well, I guess I need to explain. Jess ignored it. She wasn't sure what to do.

He kept texting her and she kept ignoring him. She cried during the time she was home. She felt stupid. She felt deceived. She was embarrassed. He kept texting her and he finally gave up after she wouldn't respond back. He apologized and told her that his feelings for her were real. Jess however, wouldn't have any of it.

So many things were running thru Jess's mind. She wasn't sure how to handle them all. Should she just settle for being alone. Should she keep looking? Should she just not try anymore? Should she just look for fun? She was so conflicted.

Next: How does Jess meet or know the next guy she sleeps with?

 

[mark1980mark]

Brett kept up the texts every once in a while. Jess finally decided that something needed to be done. She replied back finally. She made plans to meet him and just talk. He accepted. He didn't know what to expect, but deep down he was hoping for the best. He never meant to hurt her at all. They day arrived of their meeting. Jess showed up early and watched as Brett drove his truck into the parking lot.

He got out of his truck and hopped into Jess's suv. He started off apologizing. Jess listened to every word he had to say. She still liked him, but she knew better. Jess told him that. She added that she didn't want to be the reason he gave up on his family. If he wasn't in love with his wife that was one thing, but she didn't want to be the other woman. Everyone involved deserved better. She then went on to explain that he may not have meant to, but he made her feel like a slut when she slept with him. She explained that if she knew he was married she never would have talked to him. Brett tried to place his hand on hers. Jess pulled away.

She tried to wrap up the conversation. She said she had no hard feelings toward him, but she hoped everything worked out well for him. Maybe someday down the road we can be friends. Brett went for broke. He leaned over the console of Jess's car. He reached for her face and turned it toward him. He leaned in and kissed her softly on the lips. I am sorry he say and with that he was out the door.

Jess focused on her son and her ball team.

 

[mark1980mark]

The summer seemed to fly by. Before she knew it, she was already on to the next sports season. She was looking forward to it. A lot of her talent from the previous year was back. She expected big things from her team. Cullen was enjoying his last free year before he started school. That meant that Cale had been gone for about 4 years. It was hard to believe.

She spent any free time she had spoiling her son and reading. She took care of her house and yard. She spent time with her family too. Cale's family had also been an active part of Cullen's life. She looked forward to visiting with them or hosting if needed when they were around. She loved them dearly.

The school year started and Jess threw herself into it. The sports season got off to a great start. The team ran off 14 straight victories before losing their first game. She found herself busy but very lonely at night. She hated coming home and being alone after Cullen went to bed. Not to mention that it wasn't easy taking care of him by herself.

One Sunday afternoon late in the season, her coaching boss called her. They had taken down the equipment for the school dance. He wondered if she was free to go up there and help him re-set it up. She wasn't sure if she could find somewhere for Cullen. Luckily, Cale's grandma's house was right on the way. She was sure she would enjoy his visit for an hour or two. Jess dropped him off. She headed to the school to help set up the net.

Jess pulled in. She noticed her boss's truck. She parked beside it and walked int the building, heading for the gym. Jess got there and saw Mr. Slade standing on the stage in the gym. They got the poles put into the floor. Then, they got the net out. They tried to hook it up. Each time they completed it, they had to readjust it to get the right height.

Jess had to tear into the knots on the rope. One time, while trying to do this, Mr. Slade told her, hey Jess, while you are down there and he thrust his hips toward her. She just laughed at him and punched him in the leg. Mr. Slade had been her teacher back when she was in high school. He had also been a coach, but not hers. She had always found him attractive. He had kids of his own now too. She figured he was just joking.

 

[mark1980mark]

Jess let herself just get lost in the moment. She totally blanked out it seemed. She was down on her knees on the gym floor trying to get the rope untied. Standing above her was a former teacher of hers. He was now one of her bosses. The 50 something year old man was in very good shape, tall and slim mostly. He had salt and pepper hair, dark brown eyes, and apparently a perverted sense of humor. Jess enlightened him. She reached out with a free hand and ran her hand up his leg.

Jess stared at him while doing this. You could see Mr. Slade gulp. He bent his head down, staring back at her. He watched as her hand slowly got higher and higher on his bare leg. She was now at his knee. She waited for him to stop her. He did no such thing. She went further. She reached inside of his shorts. Her hand kept working its way up. Jess sat up higher. She was able to rub further now. Mr. Slade stayed quiet, staring down at the younger woman in front of him. His cock growing inside of his tightening shorts.

Jess scooted closer to him on the floor. She was mouth level with his waist. She ran her hand back down his leg. She dropped the rope on purpose. He was disappointed, but it didn't last too long. He watched as Jess reached out for his button on his shorts. She pried it open. Then she stared up at him as she grabbed his zipper. She yanked it down. He placed his hands on his hips. His heart began beating fast, knowing it was so wrong, but he began to think with his other head.

Jess pulled his khaki shorts down to his ankles. She reached up and rubbed the growing bulge in his hane's briefs. She fondled his package. She watched as he continued to grow. She stood up. Carefully, she pulled down his briefs, not wanting to harm the man's cock before her. She pushed them down to the floor and stroked him with her hand.

She stared at his penis, incidentally, licking her lips. Jess took another view of it. It wasn't that bad. He wasn't the biggest she had taken recently, but he wasn't in bad shape either. Plus, his cock, when hard, she noticed, had a slight curve to it. She manipulated it again in her hands, pumping him. He moaned enjoying her young hands on his manhood.

Jess sank down onto the cold floor on her knees. She looked up at him and he stared back at her, totally in lust with the events unfolding. Jess smiled at him and then she leaned forward. She first licked just the tip of his fat cock head. She teased him. She held the shaft in her hands and kept licking the mushroom head. He moaned quietly. He loved getting blow jobs, and since he had a family, they didn't happen all that often anymore. He watched as she removed her hand away from his cock.

Jess held his shaft in her hand. She ran her tongue along it. He pulled his shirt off. Jess was impressed with his muscled, athletic body. He had a nice dusting of hair on his chest too, and for some reason she liked that. Jess returned to his cock. She took her hands off of him and cupped his ball sack. She looked up at him and licked her lips. He watched, waiting for more.

Jess hurriedly attacked his member. She engulfed his cock, taking all she could of his length. She dove in as deep as she could, her face pressed to his hip bones. She nearly gagged as she felt his hands come onto the back of her head. She pulled away, got her composure and then returned her mouth on his organ, repeating the process a few times. Mr. Slade closed his eyes, loving her warm mouth on his cock.

 

[mrstuff84]

this story line just keeps getting better!!!!!

 

[mark1980mark]

Jess continued sucking her former teacher's penis. She liked to suck dick and lately, she had been getting a lot of practice doing it. Judging by his moans, she was pleasing him. She slowly backed off. She teased the cock head and seductively licked it slowly, looking up at him while she did. His eyes were fixed on her, worshipping his cock.

Jess sped up once more. She gobbled the whole thing into her mouth as far as she could take, curve and all. Mr. Slade threw his head back and closed his eyes. He loved her warm, wet mouth polishing his knob. He reached behind her head and grabbed her. He pumped her face forward and thrust into her mouth. She took it all. He kept the force of his hands applied to the back of her head as she blew the older man.

Jess kept right on sucking. She could feel him becoming rougher with each thrust. She was enjoying that surprisingly. She heard he lean down and whisper he was close to cumming. Jess didn't stop. Instead she sucked harder. She cupped his balls in one hand and gently rubbed them, all the while slurping on his meat. She bobbed up and down, focusing on the shaft. She felt his cock pulse. She was rewarded with his sticky, thick load all inside of her mouth. She felt him explode and keep flooding her warm mouth. She swallowed.

Mr. Slade smiled as he emptied his nut inside of her mouth. He was pleased that she swallowed. It had been a very long time since that had happened to him. It was everything and more than he could have wanted. His cock stayed hard as he finished jizzing. Jess greedily sucked the last few drops out of his member. She ran her mouth over it, getting ready to let it plop out. She looked up into her former teacher's face as she pulled away from him. She smiled up at him.

He smiled back at her, catching her breath as his heart pumped furiously. Jess was pleased with herself. He stood there naked in the gym. Satisfied, he leaned down to grab his shorts and pulled them back on. Jess stood. It was a bit awkward as neither was sure of what to say. It hadn't been planned and both enjoyed it, but they just weren't sure what to do next. Finally, Jess said they should finish getting the equipment ready.

Mr. Slade was a bit disappointed. He was hoping to see more of her gorgeous body. He had day dreams of what she looked like naked. He thought of what her tits felt like. He wanted to see that fantastic pussy he was sure she had. He wanted to bend her over and smack that lickable ass she teased men with. He wanted it bad.

They finished getting everything ready and set. Jess left first. As she was driving, she received a text message. Mr. Slade had text her a simple, thank you. Jess blushed to herself. She felt her sexual urges coming back. What in the hell was she supposed to do now? She pulled into Cullen's great grandma's house. She went in to visit and take him home. He wanted to stay and they agreed that he could. Jess visited a little longer and finally left.

As she backed out of the drive, she grabbed her phone. She scrolled threw the contacts. She had an idea. She was horny. She figured most men were horny. Who could she contact to meet later she wondered. She didn't want to be a slut, but she also realized she had needs that she wanted taken care of. Jess was shocked when she found the name. She hadn't remembered saving it in her phone, but there it was. And plus he was cute. She wondered how he looked like without any clothes on and what he had inside of his pants.