The Executive and the Intern - 01

Jessica Seiver was alone with her thoughts during her run and that's just the way she liked it. No distractions from music or podcasts, no chatting with other runners. It was just her and the path in front of her.

She enjoyed her morning runs because they were one of the few times that she had utter silence during the day and could be completely alone. Earlier this year, at the age of 39, she became the youngest female partner at the management consulting firm, Argentum Strategy. After becoming partner, she was assigned to be in charge of their San Diego office. It wasn't their biggest office, but it was the office that she worked her way up through the ranks at, so there was little disruption for her or her husband. Since making partner, every day was filled with meetings and phone calls and discussions. Hours and hours of constant noise. That's why she preferred silence during her run.

Jessica had a driving personality for as long as she could remember. It especially extended professional life, so with her job, she completely devoted herself to Argentum. The only people she considered her "friends" were people who worked at the firm. She had no time to have acquaintances outside of work. In order to move up the corporate ladder quickly, Jessica had made many sacrifices over the years in her personal life, including not having children. All those sacrifices were finally paying off.

Jessica's husband, Don, was almost as equally driven as a high-powered corporate attorney at the law firm he had been for years. Although he was not a partner yet, Jessica had no doubt that he would soon be, and they would be one of San Diego's influential power couples. Currently they both worked long hours, and didn't have much time at home together, but in her mind, it was worth it for what they would achieve.

She continued her run, focusing her mind on the day ahead. It had only been about 15 minutes, but she was already sweating from the San Diego summer sun. Even though her long brown hair was pulled back, she could feel the heat on her neck. Sweat was soaking through her sports bra and her running shirt. She didn't notice nor care, but the cooling sweat caused her nipples to visibly protrude through the fabric.

There was still 30 minutes left in her run, and she wasn't 100% sure she would be able to finish.

There were a number of runners out this early at Balboa Park, but Jessica didn't pay any attention to any of them when she was in her zone. She simply ran past the slower ones and let the faster ones pass without so much as an "excuse me" or "thank you".

However, this particular morning, a young man running in the opposite direction quickly looked at her when he was running past. "Ms. Seiver?" he said loudly as he neared her, slowing down as approached.

Jessica was shaken out of her meditative zone by the interruption. She turned towards the man who called out her name, stopping her run but continuing to jog in place.

She looked at him. He was young, maybe 21 or 22. He was above average in height at around 5'11" maybe 6'. He had wavy brown hair and blue eyes. It appeared that he had been out running much longer than her, as his shirt was soaked with sweat and clinged to his torso, showing off his defined chest and abs.

He had an unforgettable look to him, so she struggled as to why she had no idea who he was.

"I'm sorry, do I know you?" she said a bit abruptly, a tad annoyed that her run was being interrupted by this stranger.

The young man looked embarrassed. "Oh, I'm sorry. I'm Jake. Jake Finley. I work at Argentum Strategy. I mean, I am an intern at Argentum Strategy. I'm in Mergers & Acquisitions. You spoke at the intern orientation last month."

Jake Finley. One of the dozens of fresh-faced, overly eager interns who populated the lower floors of their office building each summer. Jessica had probably seen him in passing a dozen times, but she certainly hadn't registered him.

"Right." she said, a small, polite nod her only acknowledgment. "Nice meeting you. See you at the office." She had no interest in carrying on a conversation of extended small talk with someone from work, especially an intern, especially when she was outside the office, and especially when she was wearing anything but business attire. She turned and started to jog again, hoping he'd take the hint.

He didn't. Instead, he followed, speeding up slightly to match her pace. "Small world, huh? I just started running about a month ago when I started the internship. Trying to, you know, stay active." He paused to catch his breath. "You're really fast, Ms. Seiver." Jake said with exhaustion in his voice.

Jessica finally said with a sigh. "I just started my run about 15 minutes ago, so I'm not even halfway through."

A smile playing on his lips. "Well, you make it look easy, regardless. You look totally fine." He gestured vaguely at her, his eyes lingering for a bit too long on her sweaty body. His eyes spotted her erect nipples jutting through her shirt before he quickly looked away.

Jessica did notice the glance but ignored it.

Jake stopped talking for a bit, and the awkward silence followed that was only broken only by their synchronized footfalls. Jessica found herself stealing a glance at him as they ran as well. Even though he said he didn't run much, his body was in excellent shape. "The benefits of youth." she thought to herself.

"So." he continued. "Do you run here often? I usually stick to the west side of the park, but I thought I'd try this loop today."

"Most mornings." Jessica admitted. Still keeping her responses short.

"That's so cool!" Jake exclaimed. "It's inspiring to see you out here. Everyone at the firm talks about how you're always the first one in and the last one out. And then you're training for marathons or something in your free time?"

"Not marathons." Jessica corrected, a laugh escaping her. "Just half-marathons these days."

"That's incredible! I can't imagine how you juggle it all and do it so well." he said. "Maybe you could give me some tips sometime? On running, or like, corporate takeovers." He joked and gave her a wink, a surprisingly confident gesture from an intern.

Jessica found herself genuinely amused. He wasn't overtly flirting, not in the slick, practiced way. It was more an accidental byproduct of his youthful energy and slightly unfiltered enthusiasm. And, to her surprise, she wasn't entirely immune to it. The idea of this young intern being subtly charmed by her was pleasant. Very inappropriate, perhaps, but pleasant.

They ran in silence for a few more minutes, the initial awkwardness finally fading away. As they approached the parking lot where Jessica usually ended her run, she slowed her pace.

"Well, Jake the intern." she said, her voice softer than it had been at the start of their unexpected encounter, "It was nice running into you."

He grinned, his face still flushed but his eyes bright. "Thanks, Ms. Seiver. Maybe I'll, uh, see you around the park. Or, you know, at work." He gave a small wave, then turned and continued his run, a renewed bounce in his step.

Jessica watched him go. A small, uncharacteristic smile lingering on her lips. The heat still hung heavy, and her ponytail was definitely a mess, but for the first time ever, she actually enjoyed the lack of silence on her run.

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It was nearly 9pm on a Friday, and Jessica sat in her office that overlooked the San Diego skyline. It had been three days since she ran into the intern on her run, and she hadn't even thought about him at all since. Her professional life was much too busy. Per usual, she was the last person in the office as she was currently working on a complex merger deal for a client. And this, like every project she had been working on recently, was critical to the firm. The weight of the last few months rested heavily on her shoulders. There had been many late nights, countless deadlines to meet in addition to a marriage that had fallen into a routine.

She had become increasingly frustrated with her team working on this project and she was not shy about letting them know it. If this deal fell through, it would mean the loss of possibly millions of dollars in future consulting fees from their client. Jessica wasn't going to let that happen now that she was a partner. In her mind, she had so much to prove.

Jessica stress didn't end when she was at home either. Often she took it out on her husband whenever they were together, which was a rarity these days. Every time they spent time together, their conversations would devolve into some sort of argument. In fact, just this morning they had a massive argument at breakfast that led Don to storm out of the house. She didn't even consider calling him at work to apologize. He would have to be the one to initiate an apology.

As she stared at the documents on her computer screen, her phone buzzed with a text notification, breaking her concentration..

She picked it up off of her desk, half expecting to see a text from her husband with an apology, but she was surprised to see it was from Stacey, one of her friends from work.

"It's almost 9 on a Friday. I bet you're still at your desk!" Stacey's text stated.

Jessica sighed. Stacey and her have been friends for a while, and she knew Jessica so well. They started at Argentum at the same time, and bonded instantly. Jessica didn't have any friends outside of work, so she considered Stacey somewhat of her best friend.

"You probably ignored the e-mail, but work is hosting a happy hour at Rhythm & Booze. Get your ass down here and burn off some steam!!!" Stacey chided in her text.

As Jessica read Stacey's text, she initially dismissed it. She in fact did ignore the company-wide email about the happy hour. Going out drinking after work wasn't really something she does nor ever did. If she wasn't at the office, she was home working. And if she wasn't at home working, she was in bed sleeping. She thought that she spent nearly her entire day with these people, why would she want to spend her limited free time with them too?

But she looked up from her computer screen and then out the window into the already dark San Diego sky and thought about the toll these last few months have put on her both mentally and physically. Plus, she hadn't gotten any sort of apology from Don yet, so when she got home all she had to look forward to was either more arguing or an angry silence between them.

Without even realizing it, Jessica had picked up her phone and typed a reply.

"Be there in 5 minutes. Save me a seat." She hit Send before she could change her mind.

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When Jessica walked into the nearby bar, the happy hour was already in full swing. The low-lit bar was the reprieve from work for the corporate professionals. A place to relax and have fun with their peers. The sound of conversations, laughter, and music filled the space, a welcome change from the office.

Stacey spotted her almost immediately and called Jessica over to a booth she was sitting at. A number of other female colleagues who Jessica knew were also in the booth with Stacey. All of them were dressed professionally, subtly signifying that they were upper management at the firm. Like Jessica, they did not participate in Casual Fridays at the office.

The girls all cheered when Jessica approached because this was an extremely rare occurrence for her to join in after work festivities. Jessica smiled and slid into the leather seat next to Stacey. The waitress delivered a fresh round of dirty martinis for everyone as soon as she sat down.

The girls all raised their glasses in a toast to Jessica. As she drank, she felt the potency of the martini. The warmth of the alcohol quickly spread through her. It didn't take long for her to finish the drink, and she felt it begin to ease the stress that had been accumulating in her body over the last couple of months.

Over the next hour, the drinks kept coming. With each sip, Jessica could almost feel the layers of executive armor peeling away, until finally she was exposed for who she was.

The music in the bar got louder, causing the girls at the table to run out to the dance floor together. Jessica was afraid with all of the alcohol she consumed, she would embarrass herself in front of people from work, so she didn't join them.

"C'mon!" Stacey yelled as she was getting up from the table, pulling on Jessica's arm. "We need to show those interns dancing out there what we're capable of!"

The word "intern" made Jessica pause for a moment. It triggered her memory of the young intern, Jake, that she met in the park on her run. She's not quite sure why, but she found herself looking towards the dance floor to see if he was out there.

Then she saw him. He was the only male in the circle of female interns. He was the picture of confidence. His grin was the kind that could charm the pants off of any of those girls, and his eyes, the color of the ocean, twinkled with mischief. He danced with the ease that could only come from someone who did not care what other people thought of him.

She saw her group of colleagues dancing in a circle next to the interns, and she decided to let Stacey lead her out to the dance floor.

When Jessica got out there, at first she was reserved, being a little concerned. She had a carefully constructed image of herself for work, and she didn't want anything to jeopardize that. But as the music continued to play and the alcohol amplified its effect on her, she loosened up, not caring if eyes were on her or catty remarks were being made.

Soon her colleagues and the interns merged into one big circle on the dance floor, with Jake being the only man amongst them, and he reveled in the attention. The women hooted and cheered as he showed his moves, each one a declaration of his carefree attitude.

His body moved like water, fluid and unrestrained. Jessica watched with a curious mix of amusement and something deeper.

Desire, perhaps, or maybe nostalgia for her own youth. Watching him caused her to momentarily forget about the rigidity of her own life.

As the night progressed, her colleagues and most of the interns peeled off, retreating back to their respective tables to recoup and get more drinks. Yet Jessica remained, her movements growing more sensual and more daring with every passing song.

When it was just Jake and her left on the dance floor from the combined group, he finally said something to her. He leaned forward and spoke into her ear so she could hear him over the music. "Ms. Seiver, I'm so glad you came out tonight!"

His warm breath and soothing voice involuntarily caused goosebumps to appear on her neck.

She composed herself and responded. "You know, I think you can call me Jessica here." she said, yelling over the music.

"Ok... Jessica." He responded with a boyish smile. "I can't believe how good of a dancer you are. You really can do it all."

"Thanks. So are you." she said, her own voice softer than she intended. She could feel the heat coming off both of their bodies from all of the dancing. She hadn't expected to be this active, and was a bit self-conscious of the white silk blouse she was wearing. She hoped that her perspiration wasn't causing any skin to show through.

But she did notice that the sweat from Jake's body caused his muscles to become more visible as the shirt clung to his skin, much like it did at the park. Jessica tried to avert her gaze and looked down towards the floor. When she did, she noticed the tight jeans and the impossible huge bulge that went down his leg. She looked away in embarrassment, and thought to herself that it must have just been a shadow playing tricks on her eyes. There was no way this kid could have a dick that size. Regardless if it were a shadow or not, a spark shot through her causing her pulse to quicken.

"It's hot. Do you want to get a drink?" Jake asked as he stopped dancing.

Jessica felt relieved with the suggestion as it broke the rising tension between the two of them. She nodded, suddenly aware of how dry her throat felt. "Sure."

Jake turned while resting his hand lightly on the small of her back, guiding her through the dance floor's sea of bodies. For a moment, Jessica forgot about any straying glances or any whispers that may follow. Instead she just let Jake lead her to the bar. She had forgotten about Stacey and her other colleagues.

They found a spot at the bar and Jake ordered them both mojitos, hoping the refreshing coolness would bring some relief.

He handed her the drink with a smile. "So." he said, leaning against the counter, "It's great seeing you out of the office. You're a lot different in a place like this."

She laughed, taking a sip of her drink. "What's that supposed to mean?"

"You have a completely different personality." he said, his gaze steady. "More interesting, more real."

She raised an eyebrow, trying to ignore the way her heart skipped a beat. "Well, there's a lot of things different about me outside of work."

He shrugged, a playful glint in his eye. "Guess I'll have to find out."

As the night progressed, the conversation began to flow easily between them. Their words laced with subtle flirting and unspoken tension. He was charming in a way that felt natural, not forced, and she found herself drawn to his easy confidence. Every time their eyes met, she felt an unexplained feeling causing her stomach to flutter.

She often saw his gaze lower to her chest. He never lingered long, always making sure to quickly look away, but she was no fool. Men have been checking out her ample chest ever since she hit puberty. But she did not give any indication that she caught his stolen glances.

She was actually doing something similar as she often glanced down throughout the night, trying to determine if what she saw earlier was shadow or if this boy had a massive cock. Unfortunately the combination of how he was sitting and the dim lighting of the bar made it impossible for Jessica to confirm the size of his manhood.

Even with her lowered inhibitions from all of the alcohol, she made sure to occasionally speak with the people sitting next to her at the bar. She didn't know them, but she made small talk so it would appear to any casual prying eyes that she was with a group at the bar rather than just her with a young, handsome intern.

Their banter continued and Jake leaned in slightly, his voice low and smooth as he asked, "So, what's the most spontaneous thing you've ever done?" His question caught her off guard, and she genuinely laughed at the question.

"Spontaneous? Me?" she replied, shaking her head. "I'm not exactly the spontaneous type. It's been a long time since I've done anything that wasn't planned out days or weeks in advance."

He smiled. "Really? You're here, aren't you? Dancing with interns, drinking past midnight. That seems pretty spontaneous to me?"

She paused, considering his words. He had a point. This wasn't like her. For as long as she could remember, her days were planned to the minute, but tonight was different. "Maybe you're rubbing off on me." she said less jokingly and more seriously.

He laughed loudly. "Good. It's not every day that an intern can teach the boss something." His gaze held hers for a moment longer than necessary, and she felt her cheeks flush.

"But seriously, I'm boring. I just work all of the time." Jessica said almost sadly. "What's the most spontaneous thing you've ever done?" she asked.

He didn't hesitate before responding. "Last summer, I hopped on a plane to Europe with nothing but a backpack and no plan. Just went."

Her eyes widened slightly, impressed despite herself. "That's bold."

"Life's too short to play it safe. You can't get stuck in the same routines." he said, his tone casual but his eyes holding hers with an intensity that made her heart skip a beat. She thought of her own life, and how many aspects of it were becoming a routine.

Over the course of the night, they talked about everything and nothing. They talked about work, travel, music, the kind of surface-level conversation that somehow felt deeper because of the way he listened, the way he looked at her. He told her about his plans after the internship, his dreams of traveling the world before starting his career, and she found herself feeling nostalgic. At his age she had the exact same dreams. Dreams she quickly dismissed once she was offered her first job.

Jessica began to open up in ways she hadn't expected, sharing pieces of herself she usually kept hidden away from everyone. There was something about the way he listened that made her feel seen in a way she hadn't in years.

At one point, he reached out and brushed a strand of hair from her face, his fingers gently caressing her skin just a moment too long. "You're not what I expected when I first saw you speak at the orientation." he said quietly.

"And what did you expect?" she asked, her own voice barely above a whisper.

He smiled, his eyes searching hers. "Someone less interesting. Less real." The honesty in his words sent a shiver down her spine, and she felt herself leaning in, drawn to him.

When she was close to him, she playfully asked "So, Jake, tell me. Do you have a girlfriend wondering why you are out so late without texting her?"

Jake replied. "No. Not at the moment."

"I find that hard to believe." Jessica laughed. "I saw how all those other interns were looking at you on the dance floor. With looks like yours, I figure those girls would be all over you."

Jessica couldn't believe the things she was saying. She attributed it to the alcohol, but there was something deeper in her causing her to act this way.

Jake stared at her with his piercing blue eyes as he responded. "Well, it's true, some of those girls have done their best to throw every hint at me to ask them out. But starting a relationship with someone at work could be... complicated."

Jessica's heart actually sank when he said these words, and she couldn't quite comprehend why.

"So if I had a relationship with someone from work." He continued. "It would have to be really worth it. A woman who is not only driven, but someone who is also interesting and real." He said, echoing the same words he used to describe her earlier. She felt the familiar butterflies in her stomach as he spoke, and her cheeks were flush, not from the alcohol, but from his what he was saying.

She knew she should pull away, should remind herself of the life waiting for her at home, of the people who she worked with who were still here, but she couldn't. Not yet. There was something about him that she found fascinating, that made her want to stay right where she was.

"You're dangerous," she said finally, her tone half-teasing, half-serious.

He chuckled softly, his hand brushing against hers again. "Only if you let me be." The words hung in the air between them, the meaning obvious.

"What am I doing?" she thought. But, for the first time in years, she felt truly alive, and she wasn't ready to let that feeling go.

It was late. The bar was nearly empty as the bartender called out 'last call', but neither of them seemed ready to leave. "So." he said finally, "What happens now?"

Jessica hesitated, her mind racing. "What did happen now?" she thought to herself. She was married. This person, this boy, was an intern at her firm. But as she looked at him, at the way his eyes searched hers, she felt something shift.

She pulled a pen out of her purse and handed it to him with a bar napkin. "Write down your address on this napkin. I'll leave the bar, and then you wait 5 minutes before you leave. Have a chat with anyone you might know that is still here, but wait at least 5 minutes before leaving. Find an Uber and head to your place. I'll be waiting there."

She grabbed the napkin quickly after he wrote down his address and made her way to the exit quickly before she could change her mind.

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Jessica waited outside the run-down, single story rental house in Del Cerro, counting the minutes. As each second went by, she questioned her decision more and more. "What am I doing here?" she asked herself as the reality of the situation set in and the effects of the alcohol began to subside. She was a married woman, currently sitting outside someone's place, waiting for him to show up. And not only that, the kid was an intern at her firm. She had everything to lose, her marriage, her career, her reputation, everything.

Finally, she had made the decision that it was too risky and she was going to leave. As she pulled out her phone, ready to call and Uber, a car pulled up to the house, and Jake stepped out.

She watched his striking figure as he confidently strode up to her. He didn't give her any time to react. He simply quickly approached her, grabbed her face, and began to passionately kiss her.

In that moment, as Jake's tongue danced in her mouth, she forgot all about wanting to leave. Instead she kissed him back as her hands roamed over his muscular chest and abdomen. The dam had burst in that instant, and they were all over each other, both feeling that this was something forbidden.

Jake fumbled for his keys and proceeded to unlock the door, all without breaking contact with Jessica. As soon as the door was opened, they crashed through and into the living room of his rented house.

He pressed up against her tightly, kissing her neck as his hand cupped her breast over her silk blouse. She threw her head back in pleasure.

Then she felt it. She felt his stiffening cock beneath his jeans, pressing up against her leg. Her eyes went wide because based on what she was feeling, his cock was massive. It wasn't a shadow she saw earlier.

As his hands roamed over her body, she felt worries of everything else in her life begin to melt away. Her age, her stress, her job, her marriage, they were all being forgotten and replaced with a hunger she hadn't felt in years.

She ran her hands all over his body as he guided her into his bedroom, his hands never leaving her as he did. Jessica felt as if she was floating, her feet not quite touching the ground as he guided her. She pressed harder against him, her soft tits pressed against his hardened body.

Finally, Jake broke contact with Jessica, leaving her wanting more. He stepped back and stared before quickly reaching for the buttons on her white blouse. In his excitement, he struggled to unfasten them. Frustrated, he tore the blouse open causing the buttons to fly off.

Although Jessica loved this blouse, she wasn't angry at Jake for what he did. If he struggled with her blouse any longer, she would have done the same.

Jake quickly slid the tattered blouse off of her. She now stood in front of him, wearing just her long business skirt, heels, and a white lace bra.

Jessica didn't even try to unbutton Jake's shirt, she simply ripped it open, causing the buttons to fly off much like hers did. She pulled off the shirt, and marveled at his chiseled frame.

He was much more composed when he began to remove her from the confines of her bra. Unlike when he attempted to remove her blouse, he unhooked her bra with practiced ease. She felt a bit of relief when her aching tits were freed and spilled out exposed to the open air.

Jake paused and stared at her. "Wow." was all that he said as he stared at her incredible breasts.

It was all that needed to be said. Jessica felt herself become instantly wet with the simple compliment. She threw her arms around him and kissed him deeply while her tits mashed up against his naked chest.

Her hand reached down below his waist, and she began to run her hands over his jeans. She instantly found the outline of his hardening cock and began to trace the length of it, truly amazed by its size.

"Take my cock out." Jake commanded.

Jessica was surprised with the confidence with Jake's instruction. She stepped back and obeyed.

Her hands trembled as she reached for his fly. She unbuttoned his jeans and then pulled down his zipper, the sound of the metal teeth seemed especially loud in the quiet room. His eyes searched her, looking for any hesitation, but he only found a burning desire that matched his own.

When his fly was completely undone, she lowered his jeans to the floor so he could easily step out of them. As he stood there next to his bed, only in boxer briefs, Jessica hungered for more of him. She needed to see what was underneath.

She knelt down in front of him so she could witness exactly how big he was and she began to slowly pull down his underwear, building up the anticipation.

As she lowered his boxer briefs, she first saw the beginnings of his pubic hair and the base of his cock. She could see it was already becoming thick and veiny from the blood coursing through it.

She kept lowering his underwearing inch by inch thinking surely she would be seeing the head soon, but it wasn't the case. Her eyes grew wider and wider the longer it took her to reach the end.

Then after what seemed an impossibly long time, the band of the underwear cleared the tip of penis and his cock sprung free. As it vaulted upward, it hit her lightly in the face.

"Oh. My. God." were the only words Jessica could make out. His cock was truly massive. Much larger than any she had ever seen. She thought it was at least 10 inches. It was a stark contrast to the average men she had been with in the past, including Don.

She reached out and wrapped her fingers around his girth, a shockwave of excitement coursed through her as she gripped him. He was already hard and ready for her.

Jessica looked up at Jake and saw him with a grin on his face as he stood there proudly, hands on his hips. With a dick like this, he had every right to be confident when he was with a woman. Without even realizing it, Jessica began to stroke him while she looked at him with awe.

Jake sat down on the bed, he appeared a king in his throne. Jessica, kneeling in front of him topless, almost appeared to be in his servitude.

He did not move as he sat there, his enormous cock standing proudly inches from Jessica's face as she continued to grip it.

She looked up, and the confident expression on his face made his intentions obvious. He expected her to suck his dick.

Jessica never really enjoyed giving head. She performed it on Don very rarely, maybe once or twice a year. She just never really got into it.

She was hesitant as she stared at the enormous shaft in front of her. She began to stroke it again, hoping that would placate Jake.

"Start with my balls." Jake said with conviction. It was neither a question nor suggestion, it was a command.

The directness unexpectedly made Jessica feel more aroused. Every minute of every day, she was in charge, she was the boss. Everyone listened to her and no one told her what to do. The fact that a 21 year old intern was so direct in telling her what to do was invigorating and freeing.

She obeyed and switched her focus to his balls. She has been so astonished by his cock, she has not really noticed how impressive they were as well. The size of his rocks were also large making his entire genitalia area that much more impressive.

Jessica looked up at Jake one last time and saw the hunger in his eyes as he waited for her to begin servicing him. It was intoxicating. She felt the feelings of doubt begin to disappear, only to be replaced with pure lust.

Jessica leaned in to him, sticking out her tongue as she did. When she felt it gently touch the sensitive skin of her testicles, she knew there was no going back. Her life was about to change.

She instantly tasted the bitter flavor of the sweat on him and smelled the musky aroma, both byproducts from hours of dancing. Rather than be repulsed, she found herself excited. Sex with her husband Don always had to be preceded by a shower, so the fact that she was currently licking sweaty, musky, unwashed balls gave her a sense of taboo and was getting her off.

She then seductively began to tongue every inch of Jake's testicles, cleaning the sweat off of him. When doing it, she quickly realized that they were smooth. He obviously shaved them, which she appreciated because she could glide her tongue over them without the errant pubic hair getting in her mouth.

She had never pleasured anyone's balls before, so she was a bit unsure what to do next. Should she simply kiss them? Should she continue licking them? Should she move on to blowing him?

Jessica moved his stiff dick to the side so she could read Jake's expression in hopes to understand what to do next. When she made eye contact with him, she saw his satisfied expression as he stared at her while she pleasured him. She realized that he enjoyed watching her as much as she enjoyed being watched by him.

At that moment, she knew what she was going to do next. She slipped the entirety of one of his balls into her mouth and began to suck on it.

Jake groaned as the suction from her mouth pulled and tugged on his testicle. Jessica increased her pace and force in which she was sucking his ball in response to hearing his sounds of pleasure.

Jessica's mouth made a satisfying [POP] when she finally pulled his ball from her mouth. She then quickly engulfed his second ball and repeated her sucking process.

Sensations of pleasure shot from Jake's crotch throughout his body as she did this. He couldn't help but finally break eye contact with her as he laid back on the bed, looking towards the ceiling. He closed his eyes and enjoyed himself as Jessica continued to work her magic.

Jessica stopped stroking Jake's shaft, and began massaging his balls as she sucked him. Jake sat upright on the bed when she did this. It took everything in him not to throw her on the bed and fuck her right then. But he needed to take his time. He needed her wanting more.

When Jake heard the [POP] again as Jessica finished, he grabbed his shaft and pointed it towards her lips. He then said one simple word. "Open."

Jessica stared at the cock right in front of her. She was unsure how much of it she could take, but Jake's command made her want to try. She parted her lips and closed her eyes.

She felt the heat of his cock before she felt it enter her mouth. The smooth tip of his penis pressed against her lips and easily glided into her mouth. Within seconds, Jake had pushed his cock as far as it would go without going into her throat. There was still more than enough exposed that Jessica could grip his shaft with one hand while still massaging his balls with the other. Then she proceeded to give him head.

Jake ran his finger through Jessica's hair, as he watched the partner for the company he interned at bob up and down on his dick. The shift in the power dynamic was mind-blowing to him. Sure he had fantasized about her after seeing how sexy she looked when he saw her on her run, but he never anticipated that in less than a week, she'd be in his bedroom sucking his dick.

As he got more aroused, he inadvertently pushed his cock a bit far causing her to gag. He pulled back. It wasn't the time for her to deep throat him, but that was a goal to work towards, he thought to himself. He realized that she definitely was enjoying being submissive, and that was somewhat of a surprise.

Jake gripped her hair more tightly and began to guide her head. He thought for being 39 and married, she would be a little better at giving blowjobs. He was gentle as he guided her head, slowly building up his dominance.

Jessica had a sharp intake of breath through her nostrils when she felt Jake grip her hair and guide the movements of her head. As she let him take control, she became more and more wet. Within minutes, she was no longer moving her head on her own at all, she let Jake pull and push on her head to satisfy himself.

Jake got a bit caught up in it an ended up pushing her head down a bit too far, causing the tip of his cock to press up against Jessica's tonsils. She began to gag once again.

But this time, however, Jake didn't stop. The fact that the most powerful person in his office was gagging on his cock after sucking on his balls was an unbelievably erotic image for him.

Without any warning, Jake erupted into Jessica's mouth, surprising them both.

Jessica had already been somewhat gagging from his size, but when she felt his hot load hit the back of her throat, she began to cough and choke uncontrollably.

Panic set in as she was finding it hard to breathe. She tried to push away to free herself, but Jake held her head firm.

"Easy." he purred as he continued to hold her. "Just relax." The words and the way he said them were actually comforting to Jessica. In order to relieve the sensation of choking, Jessica had to begin swallowing the cum that was currently filling her mouth. Her panic began to fade as it began to run down her throat, allowing her coughing and choking to subside.

"Good girl." Jake whispered as the last of his spunk seeped from his dick and into Jessica's mouth.

The way that he spoke to her, excited Jessica. She realized that he was only 21, but he had a command over her that she couldn't explain. She wanted to please him. She wanted his praise.

After his orgasm, Jake's cock started to become flaccid. This allowed Jessica to fit more of it in her mouth as she milked the last drops of cum out of it. He removed his hands from her hair, and placed them on the bed for support. Finally, Jake withdrew his penis from her mouth when it was completely spent.

Jessica knelt there in front of him, silently. She began to feel embarrassed because of her coughing and choking. She was convinced that had to be one of the worst blowjobs he'd ever had. She looked at the floor to avoid seeing any disappointed expression Jake might have on his face. But beyond the embarrassment, she felt insecure because this was one of the rare times where she didn't know what to do.

The only thing she did know is that she wasn't ready for this to be over. Her panties were sopping wet from her excitement, and she couldn't imagine having to leave for home now that Jake was finished. So she just sat there, hoping that he would tell her what to do.

"That's a nice skirt." Jake finally said, breaking the uncomfortable silence. "I don't think you want it getting wrinkled by kneeling on the floor."

Jessica was confused as to what he was saying, and she looked up to see him smiling at her.

"Here." he continued. "Let me help you up." Jake got off the bed, and stood, helping her stand up next to him. "We should make sure it doesn't get any more wrinkles." His arms wrapped around her waist in a slight embrace. He smoothly shifted her around so the bed was now to the back of her as he did.

Jessica was still unsure about why he was so concerned about her skirt. She simply replied "Ok."

And then she heard the sound of her skirt being unzipped, and she finally understood his meaning.

His hands worked deftly behind her as he slowly lowered the zipper, the skirt loosening around her waist as he did.

Now it was Jake's turn to kneel, as he lowered himself in front of her. Hitching his thumbs in the waistband of the skirt, he slowly and seductively lowered it down her body until it was on the floor. Still wearing her heels, he guided her feet clear of the skirt and then tossed it to the side, indifferent as to where it landed.

He inhaled her scent as he knelt near her, her damp thong panties directly in front of him. He slowly ran his hands up the backs of her legs, up to her butt, resting them on her cheeks. She trembled in anticipation as he knelt there.

Finally, after what seemed an eternity to Jessica, he hooked her thong much in the same way he had her skirt, and pulled them slowly down. The wetness of the fabric caused the panties to stick slightly to her skin as he removed them.

When they were down to her ankles, he again guided her heeled feet out of the panties. But unlike the skirt, he did not toss these carelessly. Instead, unbeknownst to Jessica, he tucked them secretly under his mattress. A keepsake trophy for his collection.

Jake observed Jessica's perfectly trimmed bush, moving one of his hands around from her ass to her pubic area, and gently ran his fingers over it.

Jessica felt vulnerable as she stood there in just her heels as he took in every inch of her most private of areas, but she also felt the uneasy feeling of anticipation. She began to nervously look around in order to distract herself from her self-doubt.

Clothes, both clean and dirty littered the floor, the bed was unmade and had probably been that way for months, empty cans and dirty dishes littered the room. It was an extreme contrast to the sleek and clean bedroom of hers. But this apartment reminded her of her own college bedroom apartment. Back then she had wild nights much like this one, getting drunk and bringing back a guy she barely knew for a night filled with sex. She'd been wild and free, unshackled by the expectations that had come to define her as an executive and a wife. She found herself longing for those days.

Her thoughts of nostalgia were interrupted when Jake began to slowly slide his hand between her inner thighs. Her body shuddered as he brushed against her slit. As he wedged his hand in between her, Jessica's legs began to part, allowing him easier access.

When she parted her legs far enough apart, Jake cupped her vagina with his palm and began to massage it.

Jessica held onto Jake's strong shoulders for support as her knees grew weaker. His hand was covered with her wetness the more he worked her vagina. Her pussy ached. "Please." she moaned, begging for some sort of relief.

Before she could utter another plea, Jake's finger slid up inside her.

Jessica shuddered as his digit worked its way upward. She wasn't much older than Jake the last time someone other than her husband had done something like this to her. As Jake worked his index finger in and out, she felt the years melt away.

When Jake inserted a second finger into her, Jessica's knees almost gave out. Jake's free hand still cupped her ass, supporting her so she didn't stumble. As he increased the pace, the sounds of [SQUISH] [SQUISH] [SQUISH] got louder and louder as Jessica got wetter and wetter. He then positioned his thumb on her clit as he continued to work her pussy.

Jessica closed her eyes and moaned, digging her fingers into his shoulders as she held onto him. She convulsed uncontrollably as he continued to pleasure her with his fingers.

Soon she felt his warm breath on her mound, and became eager as to what she thought might be next. Jake maintained his fingers inside of Jessica, but removed his thumb from her button. And that's when she felt the warm, wetness of a tongue pressing into her clit.

Jessica had to remind herself to breathe as Jake began to lap up her pussy while simultaneously working his fingers in and out of her. Her nerves were electric, and her legs couldn't take it anymore. She collapsed backwards onto the bed, her bottom sat on the edge, while she laid back onto the mattress, her legs hung loosely over the side. Jake maintained his kneeling position, with his head still buried into her crotch. He removed his fingers from her and used his hands to smoothly spread her legs even farther apart, giving him much easier access to her kitty

Jake was talented beyond regard in terms of oral sex. Jessica could feel his tongue moving up and down, side to side, and in circular motions at times. Her clit became engorged.

He used his now free hands to grab her hips tightly, preventing her from involuntarily bucking away as he pleasured her.

Jessica was in ecstasy. It had been months since Don went down on her. It just wasn't his thing. And when he did, it didn't even compare to what Jake was doing to her right now.

"Oh my God!" Jessica screamed out loud.

Jake responded with every movement and to every sound she made. He kept bringing her to the edge, and she was convinced she was about to cum only for him to back down, letting the sensations of an oncoming orgasm subside. It was driving Jessica crazy with desire.

And then without warning, he stopped.

Jessica was confused and frustrated, wanting nothing more than to feel the release of her building orgasm.

Jake positioned himself so that his face was close to hers. She looked at him with bewilderment, his face glistening with her juices all over his mouth and chin as he smiled at her. "Please." she whimpered softly.

He didn't respond with words, instead he shifted his body so that it was pressed up against hers. And that's when she felt it. His impossibly long shaft was pressed against her pelvic bone and up along her stomach. It fit snugly between their two bodies as he lay on top of her.

The length she felt along her body intimidated her, because the tip of it rested well beyond her belly button. That's what her body would have to accommodate. She's never had anything of that size in her ever.

But her hips were reflexively squirming from unfulfilled desire, and her pussy was craving for more. Her mind wasn't thinking about her marriage or her job, it was just thinking about needing this man inside of her right now.

She looked Jake in the eyes and wordlessly nodded her head, forever changing everything.

He didn't hesitate once Jessica agreed to what was to come next. He planted his feet on the floor and stood. He pulled her hips closer to the edge of the bed, bending her legs upward as he did. He positioned his shoulders under her ankles so she could rest her legs on them. Her expensive heels still adorning her as her feet dangled lazily behind his head.

Jessica couldn't help but feel vulnerable in this position as she prepared herself for this young man to enter her. She threw her arm over her eyes in a combination of guilt, shame, and exciting anticipation.

Jake wasn't naive. He was well aware of the effect that the size of his cock had on women when they finally saw it. He loved fucking them the first time in this table-top position. It provided him views of both his cock entering them for the first time and the expression on their face as it did.

The woman underneath him was a true beauty. Her long, wavy, brunette hair was splayed out on his mattress, her body toned and fit, her large, heavy breasts falling to the sides of her chest as she lay on her back, her legs spread wide, inviting him to enter her.

The fact that this extremely powerful, driven executive was embarrassed enough to cover her face made the scene even more cute and sexy to him.

Jake grabbed his cock and lined it up to Jessica's opening. He slowly pushed his hips forward and watched as the tip parted the folds of her vagina. He looked up and saw that Jessica had now thrown both arms over her face and was breathing hard. He continued pushing into her.

The only thing Jessica felt was Jake's cock as it moved deeper inside of her. With every inch, her body tried to accommodate his massive size.

"Oh God! Uhhhh..." Jessica struggled to speak as Jake progressed.

Jake saw her face grimace. Most likely out of uncomfortableness rather than pain. He looked down, and he was only halfway in. The next half would be interesting, he thought to himself, seeing he'd be touching parts that had probably never been touched before. He needed to control himself so he didn't make it painful for her.

Jessica laid back on the bed, trying not to move as Jake continued to push in. She could feel the walls of her vagina stretching and gripping his dick like a vise. Even though she was wet from him performing oral sex on her, she had kind of wished for some lube to make this a little easier.

And then Jake began to speak, and the need for extra lubricant faded as Jessica became more and more wet.

"You are so gorgeous." Jake said, meaning it. "You're so damn sexy lying there like that." he continued. "Just let yourself go."

Jessica was mesmerized by his words, and actually found herself uncovering her face and reaching down to grab his hips, pulling him deeper into her. She was ready to feel this young man's massive size in its entirety.

Jake was encouraged by her newfound enthusiasm, and he pushed the length of his dick deep inside of her. Instantly, Jessica arched her back and threw her head backwards into the mattress.

"There's a good girl." Jake purred, the words causing Jessica to clench her pussy.

Jessica felt as if Jake's cock was up in her stomach it was so deep into her. She had never felt anything like this before. None of the men she had sex with in her life had anything close to this weapon that Jake wielded. She thought she may never experience something like this in her lifetime ever again, so she was going to enjoy every minute of it now. She was too far gone to care any differently.

Jake looked down again and saw that indeed his cock was buried to its hilt into Jessica's box. He was pleased that she was able to take him all without much complaint. It wasn't something that could be said of all of the girls that he's been with. He began to pump his hips back and forth, gradually picking up the pace the more he did it.

Every nerve and feeling in Jessica's body was numb except for the sensation of Jake's cock inside her. This feeling of fullness was something she had never experienced before. As he continued to fuck her, her nerve endings inside her vagina became extra sensitive. She could feel the smooth parts of his shaft along with the bulging veins.

Jessica finally opened her eyes and looked up at Jake. He was watching her, smiling. His perfect body and boyishly handsome good looks silhouetted against the white paint of the ceiling making it appear like he was the subject of a painting.

Every time he withdrew, Jessica felt a gaping void where his dick was, only to be filled back less than a second later. She reached her hands up to his back and dug her fingernails into his flesh. The feeling of him fucking her was exquisite.

"Oh God... oh God... yes... yes... yesssss!"" she began to yell, getting louder with each exclamation. Her eyes rolled back, her nerves felt as if they were on fire.

Oblivious to the pain coming from the scratches on his back, Jake continued to impale Jessica with his sizable cock. He pushed her legs slightly towards her, allowing him to go even deeper.

"FUCK!" Jessica screamed at the top of her lungs as he plunged farther and faster into her.

The bliss that Jessica was feeling at the moment was like nothing she had ever experienced before. She was already on the brink of an orgasm when Jake was performing oral on her, now she was well past that point. She needed that much needed relief, but her body could not cum while it was in this sensory overload. She could feel her heart pounding out of her chest, and she was having trouble catching her breath. She was beginning to see stars and thought she may pass out soon.

"Ja... Jake..." she managed to eke out in between thrusts. "Pl... pl... please... Jake."

But Jake was too focused to heed her pleas. He was determined to make Jessica want him more than anything else.

He became more turned on by seeing her tits jiggle as he fucked her. He reached out and grabbed them with both hands and squeezed.

The additional stimulation on her chest that Jake was now giving her proved to be too much. Jessica's body finally gave her the sweet relief of an incredibly powerful orgasm.

A rush surged through her. Hot, electric, undeniable. It started deep within her vagina and exploded outward, flooding her body with waves of steady bursts. She held her breath as her muscles tensed. Her primal instincts gave her strength to force Jake to pause his assault on her pussy. Her body couldn't take it anymore. This finally allowed her soley focus on the pleasure she was now experiencing. It felt as if her entire body had been electrocuted and then soothed by something that was indescribable. The world vanished. Jessica had no thoughts, no sense of time, only the calming feeling of bliss.

She curled up as much as she could while Jake was still inside of her. Her skin trembled. Her muscles spasmed. Her vagina gushed.

And then Jessica began to cry.

She didn't cry because of pain or guilt or regret. She cried because of the sheer feeling of euphoria she just experienced.

Jake laid on top of Jessica, kissing her tears away. It wasn't the first time he had made a woman cry. He waited a few seconds before slowly pulling out, allowing her to enjoy her moment.

But he was close and needed to release.

Jessica was in her own world and barely registered as Jake began to stroke his cock above her, nor did she care. She laid on the bed with her eyes closed enjoying the post-orgasmic bliss.

It didn't take long before Jake began to shoot his load all over Jessica. He painted her stomach and tits with his white spunk. Jessica

When he finished, he crawled up on the bed next to her. Jessica curled up on her side and Jake fell in line behind her, their naked bodies spooning together. He pulled a blanket over them to give them both warmth and comfort.

Jessica quickly fell asleep and experienced the best night's rest that she has had in years.