An adult stories – James and Jenna Pt. 01: Sam by Lady_Alden,Lady_Alden This is just the beginning of James and Jenna’s love story. Follow along on their sexual adventures – there will be many!
Jenna and James had married young, right out of college. They bonded over the four years they spent together, and had many shared experiences that only strengthened their relationship. Keeping their marriage open had been integral to their success. When they met during freshman year, neither had had much sexual experience before.
James’s sexual awakening occurred when he was very young, around age 13. He had been hopelessly in love with his next door neighbor, Nora, who was 5 years his elder, since he was 9. Nora had always been so kind to him, and he worshiped the ground she walked on. He had come home from school one day and heard noises in the basement. His parents were out of town and the only person home was his 20 year old brother, Jake, who was supposed to be watching him. He crept down the stairs and saw Jake and Nora fucking on the pool table. Jake was laying on the pool table with Nora on top; both completely naked. From the stair landing, James watched the woman he was hoping to grow up and marry unabashedly screw his unemployed, slacker brother. This was the first time he has seen a naked woman, and the first time he has seen anyone having sex, even on tv. He was mad with jealousy. Nora, the innocent girl next door, was an utter smokeshow, and he vowed to find a woman who was equally as hot that would return his affection. Once he found his Nora, he swore to never let her go, no matter the cost. Nora moved away to college the next year and he never saw her again. He didn’t talk to his brother after that, and to this day does not miss him.
Jenna had only had sex with her highschool sweetheart, Rob, and it was subpar at best. She and Rob were what everyone thought would be the perfect couple: the cute, coveted cheerleader and the promising football star. Her family and the entire small town had practically planned their wedding. The first time they had sex was right after Jenna’s 18th birthday, around graduation. Jenna was beyond excited as she had been dreaming about giving him her virginity for their entire senior year. She had been watching all kinds of internet porn for weeks to make sure she knew what to do. She was severely disappointed when Rob kept his eyes squeezed shut the whole time and barely laid his hands on her. She kept hoping for the next time to be better, but it never was. She found herself fantasizing about his previous team mates gang-banging her under the bleachers while Rob sweated and grunted on top of her, never looking down. In some fantasies, a cheerleader or two would join their orgy. Jenna could not wait to get out of that town, and far away from Rob. College was her escape, and she was thrilled to start having sex like the people she had seen on the internet.
After 10 years of marriage, Jenna had become bored by their routine and found no true pleasure with the sex outside the marriage, whether it was shared or just hers. James loved Jenna more than anything and only lived to please her. Her happiness, her fulfillment, were the only things that truly mattered to him. James enjoyed their sex life immensely, but if Jenna said tomorrow that she wanted them to be monogamous, he would not have hesitated and would have immediately burned his little black book. He knew this would never happen, though. Jenna was too much of a free spirit and she needed multiple partners to quell the beast inside of her. This beast is what he loved most.
About 8 or so months ago, Jenna had met Samuel at work. Jenna was the lead concierge at a chain of very posh boutique hotels and Sam had used her services to explore their city while he had been on a business trip. Same was likely in his 50’s and Jenna 32. She usually favored partners of equal age or younger, but Jenna could not deny that there was something about Sam that pulled her in. His hair was gray but thick, and he wore expensive suits over a small, soft gut. When he looked at Jenna, she sensed sadness and loss in his gray eyes. She was immediately drawn into those expressive eyes, wanting to offer herself as a place he could forget his woes and find himself again.
Jenna was a gorgeous woman, comfortable in her 5’8″ frame, and was used to the way most guys looked at her. In fact, she got off on it, and went through an exhibitionist phase in college and several years to follow. She kept herself professional at work but couldn’t help wearing skirts that were questionably too tight or too short when she knew Sam was coming to town. He looked at her much the same as all the other men; gazing at her muscular, tan legs any chance he got. His gaze would linger on the hem of her skirt for a little too long. When she caught him looking, she would let her knees fall apart slightly, and discreetly shift the hem higher on her thigh. Jenna would pull her shirt down or unbutton an extra button so she could glimpse him stare at her generous bust as it spilled out of her sexy bra. She would lean in and push her breasts together with her arms, ensuring he could not miss the view. He started booking more and more stays at Jenna’s hotel, and Jenna started to wonder if he was feeling the same about her as she did him.
Jenna decided to boldly confront him and his lingering gaze. Since college, no man has ever refused her advances and she was confident that Sam would not be the first. At the end of her shift, she took the elevator up to his penthouse suite and gently knocked. When he opened the door, he looked a little surprised to see her, but there was more than surprise in his eyes.
“Jenna, I wasn’t expecting to see you today. Is there something I can do for you?” he asked. He did not realize the implication of this question.
“There’s a lot you could do for me. You could start by letting me in” she said in a sultry voice, smiling flirtatiously.
His overcast eyes lit up and he chuckled nervously as he shifted aside to let her in. She had worn her favorite little black dress. It hugged all her curves just right with a straight, short hem that fell dangerously close to the bottom of her voluptuous ass. She had worn tights for work, but she had removed those before heading up to his room. The tights were safely tucked into her bag along with her bra, which she had also removed in preparation for this meeting. Her tits were perky enough to go without one, and the dress just tight enough to assist with the cleavage.
As she entered his room, she allowed the long cardigan she wore to cover her barely-there dress to fall from her shoulders. As she let it hit the floor, she turned to face him. There was no hiding his excitement now. She watched his face as his once gray eyes turned black and gazed slowly down her body. He looked like an animal staring at his prey, which made her massively excited. This was a stark contrast to the polite, bereft gentleman she had met on many previous occasions. Her pussy twitched with excitement.
“Jenna, you are absolutely stunning,” he managed to growl out of his squarely clenched jaw. His hands were balled into tight fists at his side as he fought the urge to pounce. “I thought you were married. The ring….”
“Oh, yes I am. Happily, in fact,” she replied. “My husband is very aware that I am here. He knows all about you.”
With this, Sam’s lips curled up into a devilish grin. “The things I have fantasized about doing to you…..”
Jenna slowly let the thin straps of her dress fall off her shoulder, and she slid the dress down over her pert, supple breasts. The exposure to the cool air and his primal graze caused her dark brown nipples to stand at full attention. Keeping her eyes locked on his, she slid the dress over her full hips and let it linger just above her pubis. Jenna always kept herself fit and took great care of her skin. She and James frequented a nude beach which kept her skin bronzed with no tan lines in sight, and after baths he would massage vitamin E lotion over her entire body. She got a brazilian every week followed by a mud scrub, which meant her skin and pussy practically glowed.
She was eager to see his response to her fully naked body but loved the look of anticipation on his face. With her thumbs hooked into the side of her dress, she gently wiggled her hips side to side as she pushed the dress lower and lower. As expected, his face lit up as the dress dropped away. She let her hands slide up her body and gently stroked the thin strip of chestnut hair that led the way to her aching, divine wetness. She let one finger slip between her pussy lips and massage her sensitive clit. Her head fell backwards as she let out a soft moan.
“Take your clothes off,” she whispered to him as she returned her gaze to his.
He quickly removed his shirt and designer slacks, revealing exactly what Jenna had expected. A very average, white, middle aged male body. She didn’t always go for the sexy, “tall, dark and handsome” trope. She knew she was a 9, maybe even a 10, and she found endless thrill in the way average men worshiped her. When she met James, she did not practice the level of self-care she practiced now. Nor did he. While James continued to attract and bed all classes of women, Jenna had become increasingly attracted to men who society would not expect to attract a woman of her caliber. Her attraction to women had also changed over the years. In college, she had explored her attraction to women and had her first lesbian sex. She and James had brought several women into their bed during the course of their marriage. In her experience, being with a woman lacked the feeling of utter dominance that Jenna had been craving. She wanted to own these men, get them absolutely dazed and besotted, give them the confidence that they can now bed every woman as hot as her, then move on to the next when they did. This infatuation with Sam was no different.
He stood before her in his boxer briefs, and she could see from the impressive hard on he was sporting that she was in for a very good time.
“Those too,” she said as she jutted her chin towards his tight briefs. She now had 2 fingers circling her glistening pussy lips. She glided them up and down her aroused clit, letting the tip of her fingers find her opening and glide gently inside. He quickly rolled his boxers down and his full erection bobbed up to greet her.
“Come here and put your mouth on me,” she moaned as her arousal became overwhelming.
She removed her hand and sat down on the loveseat behind her. Leaning back on her palms, she spread her legs wide for him. He dropped his gaze to her slick, gaping entry as he walked towards her. He placed his hands firmly on her thighs, just above her knees, and lowered himself to his knees. She watched as he slid his hands up her thighs and lowered his face to her eager pussy. He gently tickled her clit with the tip of his tongue, then ran his softened tongue around the inside of her swollen lips, down past her throbbing hole and back up to her awaiting clit. Wrapping his entire mouth around her, he fervently sucked and licked her pussy. With his right hand, he inserted two fingers into her and began to slide them in and out, coating his entire hand in her warm juices.
As she watched him eat her like a hungry animal, she felt her climax coming strong. She pushed her pussy sternly into his face and arched her back, letting her thick, wavy hair fall behind her. She closed her eyes and enjoyed the feeling of his mouth lapping her up while his thick fingers found her g-spot. She writhed in synchronized waves with his tongue and fingers, pushing her slick pussy up off the sofa. She was too far gone to stop it and let it overtake her. Planting her ass back onto the sofa, she grabbed the back of his head with both hands and rode his face until she was completely spent. With a final crest, she squeezed her legs around his head and screamed in ecstasy. She relaxed back onto the sofa and let her arms and legs fall to her sides, releasing his head, as the last tiny waves of her orgasm washed out of her. She looked down at him again and he returned her gaze, as he released his mouth from her satisfied cunt.
“You’re better at that than I expected you to be,” she said, as she sat herself up on the sofa. His mouth, nose and cheeks were covered in her juice, and he looked absolutely pleased with himself. He rocked back from his kneeling position and sat on his feet, showing off his impressive erection.
“Thanks, I think,” he chuckled. “That’s not the first time I’ve heard that.”
“Well, now it’s time for me to appease that hungry cock.” She stood and held out her hand, which he took in his.
She led him over to the dresser, which had a large mirror placed just above it. Placing her hands on the dresser, she spread her legs and bent over. He took a moment to admire her; her hips were wide enough to support her generous, firm ass. Her gaping pussy was dripping juice that slid down her lips and onto the top of her tan thigh.
From the mirror, she watched as he stared down at her. The look of desire for her in that moment was almost enough to cause another orgasm. Jenna loved fucking in front of a mirror. Part of the thrill was watching them admire the body she had worked so hard to cultivate.
Sam grabbed hold of her hips and stepped closer, never taking his eyes off her awaiting ass and pussy. Grabbing his engorged cock, he rubbed it along her slit, coating it in her sopping wetness, then quickly thrust it into her up the hilt. It took all her strength to not rock forward and crash into the mirror. She firmly pushed back against his needy cock and he tightened his grip on her hips, digging his fingers into her flesh. He held her there for a moment and closed his eyes, tilting his head slightly back in ecstasy. She engaged her pussy muscles and squeezed his cock as hard as she could. He opened his mouth and let out a little choke of surprise.
“That feels incredible,” he whimpered, as he continued to grip her hips and maintain his full forward thrust.
“Kegel’s,” she confessed, as she clenched her pussy once again.
“If you keep that up, I am going to cum with very little effort of my own. I really need to watch my cock sliding in and out of your perfect fucking cunt so you are going to have to let go a little.”
She smiled as she released the hold she had on him, and let her pussy relax around his girth. He returned his head to an upright position and again gazed down at her ass. He slowly removed his cock up to the throbbing tip, and enjoyed the sight of her slickness encasing him. She could tell from the wide-eyed look on his face. He continued to watch his cock as it slid back inside her, then out again, relishing in her warm, inviting cunt. His thrusts were intense and deliberate, driving in as deep as possible each time. She loved the full feeling of having him buried inside her. In that second when he retreated from her, the empty feeling overtook her and she had to refrain from reaching back, grabbing his ass and pushing him back inside. She began to clench her pussy muscles and push her hips back against him when he thrust forward in an effort to keep his cock inside her. He quickly caught onto her rhythm and began to match her motions.
He let his head fall back again as he enjoyed the sensation of her wet, pulsating pussy. She felt his cock stiffen as he thrust deeper and faster, soon overcome with a massive eruption of cum. His cock spouted shot after shot of hot cum inside her as her walls quivered around him.
Jenna pushed her hands up off the dresser and reached one arm up around his neck. With the other hand, she grabbed his hand from her hip and pushed it onto her clit.
“Make me cum again. I’m so close.”
He glided his fingers up and down her clit and she let go of his hand, letting him lead. She now had both hands around his neck and she returned her gaze to the mirror. With his other hand, he grabbed her tit and began to pinch and pull on her nipple. She watched as his cum slowly dripped out her enthusiastic cunt, his fingers pushing and sliding around her engorged clit. The visual exhilirating and another orgasm ripped through her body. She pushed her hips back against him as he thrust his softening dick one more time into her.
As she stilled and allowed her orgasm to subside, his cock slowly slid out of her and he took one clumsy step back. She turned around to look at him, standing there on weak knees, the head of his cock still purple from the exertion, droplets of his and her cum gleaming off the tip.
“Thank you for that,” he said in a very dreamy voice.
She stepped towards him and kissed him firmly on the mouth, parting his lips with her tongue. He slowly but lustfully returned the kiss, then continued to kiss her neck down to her breasts. He brought one hand up and cupped her full tit, circling her still erect nipple with his tongue. He placed his mouth fully over her areola and sucked, while gently rolling his tongue around her nipple. She held his head there, enjoying the sensation of his warm mouth fully engulfing her tender tit.
“No need to thank me. It was quite a pleasure for me too.”
She moaned and he moved his mouth to her other breast, this time playfully biting at her nipple. He grinned as he returned his mouth to hers. They kissed deeply for a moment before letting go of each other.
“I need to get home to James,” she said. “He will be very eager to hear about our little tryst.”
“Are you serious? Does he enjoy it when you are with other men?” Sam snickered nervously.
“Very much so. It works both ways. He tells me about his times with other women, which turns me completely on. We usually end up fucking each others brains out after a night like this.”
As Jenna disclosed this information, she was slipping back into her dress. She grabbed her cardigan off the floor and wrapped herself into it, cinching the belt around her waist. She could not walk out of a guest’s room in a dress like that and not arouse suspicion.
“Will I see you again?” he asked, as he stood and walked towards the door where his clothes lay in one discarded heap.
“I really hope so. I was thinking of asking James if you can stay with us on your work trips instead of the hotel. It would be nice to fuck you as much as I can while you’re around. Plus, I think James would like to meet you. Especially after the ear full he’s going to get when I get home.” She sauntered towards him and gently nipped at his ear.
“That would be great, Jenna, but I have to be honest. I am not interested in sex with men.”
Jenna smirked and slid her hands around his neck, pulling him down into a deep kiss.
“Don’t worry, neither is he. You would be all mine. He may want to watch though. He always keeps his hands to himself when he knows he is not invited.”
The thought of this got Sam’s cock almost hard again. He was actually turned on at the thought of her husband watching him pound her magnificent pussy. It didn’t even bother him knowing that she would most likely be pressing her cunt into her husband’s face only moments after he emptied himself into her.
“I like the sound of that. If he’s game, I’m game.”
She gave his tush a firm slap before heading to the door. As she opened the door, she turned and gave him one last look. She really liked this man with his unassuming dad bod, standing there semi-hard for her.
“I have your card, I’ll be in touch.” She flashed him her winning smile and swayed her voluptuous hips as she closed the door behind her.
By now it was after 7pm, and she told James she would be home before 8 with dinner. She quickly gathered her belongings from her office, not bothering to put her bra or tights back on, and headed out to the parking garage. She sent James a quick text letting him know she would grab tacos on her way home and to ensure he had a bottle of white chilled for her. She also let him know how excited she was to share the details of her encounter.
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As she was buckling the seat belt, James replied that the wine was already in the fridge.
“Speaking of tacos, I also had a fun night,” he texted, with a winking face and taco emoji. “You might even still be able to smell her on me.”
She squeezed her legs together as the thought of another woman’s pussy on his face made her juices start to flow again.
“Don’t you dare wash up before I get there,” she replied.
She put the car in drive and made her way home to him.
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