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Kenny Wright
Kenny Wright

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Never Too Late to Play: Awakening 1

Never Too Late to Play is a series that was inspired by all the couples who decide to embark on their hotwife journey later in life. More often than not, the books that we read feature women in their twenties and thirties (and there's nothing wrong with that, I happen to have contributed man of these books!). But these fantasies, just like our desires, don't just go away after 50, and in a way, it's the ideal time to explore this kink.

I'd like to thank someone that I "met" over on the ourhotwives.org forum, named PlayboyFan. If you were on there a few years back, you'll know exactly who I'm talking about. His wife is amazing, and he very generously shared his thoughts and his journey as his wife went from someone who laughed it off to someone who saw the virtues of the hotwife lifestyle.

This story is not a biography of that couple, and the events of these stories didn't actually happen to them. This is my take on the theme of "never too late" (and maybe the wife is largely inspired by his).

Finally, this will be told in shorter parts, each one its own story arc. This first one is called, "Awakening." I've got the sketches of what the second part is, and I've got a draft of the third (I know, weird order to write it). But as always, and more than ever, I'm open to feedback and direction. Let me know what you like, and let me know what you hope to see.

This one's available to patrons at all paying levels, but the rest of the series will only be there for Advanced Readers.

And with that, enjoy!

Chapter 1

Julianna looked relaxed, sitting there in the wide seats of First Class. She smiled up at her husband before saying, “Shouldn’t you be running along, back to Economy?”

The two shared a laugh. Stephen scratched the back of his neck and grinned. “Just soaking up the last of this luxury.”

Julianna sank into her chair, crossing her legs and tossing her rich, russet-brown hair. She caressed the arm rests and blinked up at him. “It is quite plush.”

“Now you’re just rubbing it in.”

“Yeah, maybe.”

A flight attendant came by, asking Julianna if she’d like something to drink before takeoff.

“A drink would be wonderful. Could I get a mimosa?”

“Certainly,” the flight attendant said. “And sir, are you sitting here?”

“No, my seat’s back there… unless this seat is free?”

“I’m afraid we have a fully booked flight today.” She was polite enough about it, but Stephen felt the shift in tone. “And I need you to take your seat, please.”

Julianna could barely keep her smile in check as their eyes met. She raised her brows. You are dismissed. Dimples formed beneath her high cheekbones and delight danced in her dark, luminous eyes. Even after thirty years of marriage, Julianna’s beauty still took his breath away.

“Right. I’ll just…” Stephen stuck his thumb out over his shoulder. “...be back there… if you need me.”

I love you, Julianna mouthed, blowing him a kiss.

They were on their way to Arizona to visit their adult son, although this trip was doubling as a nice getaway from their busy, professional lives. Airlines being the mess that they were, the flight had been overbooked. The representative at the check-in desk, however, gave them a break. Or, rather, gave Julianna a break. This happened a lot for her, primarily with guys who went out of their way to accommodate her. She got upgraded to First Class. Stephen got to keep his seat.

“At least it’s Economy Plus?” she’d joked as they made their way through security.

It wasn’t so bad, honestly. The plane wasn’t large, and as he was situated across the aisle and a few rows back, he could actually see her from his seat.

He was certainly biased, but she was more beautiful now, at 54, than ever. Sexier, too, thanks to her rigorous diet and dedication to fitness. He was looking forward to spending time in a hotel room with her. Things always felt fresher when they were on vacation. 

Her mimosa arrived around the same time as her seatmate—a handsome guy, maybe a few years younger, with a little gray around the temples of his dark hair, a strong jaw, and broad shoulders. From Stephen’s vantage, he watched the guy take in Julianna, watched him smile at his good fortune, and watched him turn on the charm. 

As she always was, Julianna was oblivious to the attention. She said hello, was her usual, friendly self, and by the time they took off, the two were chatting like they were old friends.

Stephen’s stomach dropped as they took to the air, but the sensation was only partially from the liftoff. He knew this feeling well—it came from all the years being married to Julianna. She always commanded the attention of men, turning heads, making their wives envious. When he was a young man and they were first dating, he’d been ridden by jealousy. These days, that feeling had transformed into what it probably always had been—arousal. Even now, watching the handsome guy with the nice smile flirt with Julianna, had his cock thickening in his pants.

Not that Julianna even realized that she was being flirted with.

***

This guy was totally flirting with her. Sometimes she chose to ignore it—call it her defense mechanism against these things. Sometimes, it was fun, particularly when the guy was good looking. Anthony definitely qualified as good looking, and thanks to the mimosa, she didn’t ignore the extra attention.

“There’s no way you have an adult son,” Anthony said. “Did you adopt?”

Julianna laughed. She’d actually been asked this question before, and it was flattering. She never really believed guys who asked it, though. “Are you trying to get me to reveal my age?”

“Oh.” He chuckled. “No, I know better than that. Sorry if I offended. Seriously, I’m just surprised. You’re gorgeous.”

The apology actually sounded sincere, although she wasn’t going to let up on him. She liked putting cocky men off balance. “And older women can’t be gorgeous?”

To his credit, Anthony wasn’t fazed. “No, I’m saying that you are gorgeous, and honestly, you know it.”

“You’re making a lot of assumptions.”

“Other than that you don’t look old enough to have an adult kid, have I been wrong?”

“Okay, what else do you think you know about me, based purely on my appearance?”

Anthony took the opportunity to look her up and down, his gaze lingering on her chest. She didn’t mind. He was a good looking guy, virile and manly and definitely younger than her. It was nice knowing she could still get that kind of attention. 

“Well, you’re married,” he said. “That’s an easy one based on your ring. You’re traveling alone, though, so I’m guessing that he’s a work-a-holic.”

The work-a-holic part was true, although she didn’t correct him about traveling alone.

“You belong to a gym, and not just casually. Maybe you do spin classes, but you also definitely lift weights. I can tell by your hands.”

“Maybe I work in construction.” It was a little frightening how much he intuited.

Anthony shook his head. “No, not construction. Not a desk job either, though. Maybe… a physical therapist?”

“How did you…?”

“That it? No shit.”

“Actually, an occupational therapist, but that’s pretty close.”

“Remind me to look you up if I ever hurt myself. You make house calls?”

Julianna had to laugh. “You’re very forward.”

“You like forward men.”

“Do I now?”

“Mmm hmm. You’re definitely attracted to strong, confident men.”

Julianna actually laughed out loud at Anthony’s presumption, and she enjoyed the way his arrogance flickered. He wasn’t entirely wrong, if she was honest. She did like confident men, but she’d been around enough of them to see right through their acts. She’d raised one. She understood them. 

Without giving up ground to this particular confident man, she said, “I’m attracted to all types. But I’m also married, remember?”

“We’re just talking, right? Just passing the time.”

“Okay then. My turn to stereotype you.”

He rolled her shoulders back and puffed out his chest. He wore a button down with more than a few buttons undone, and had the kind of chest to pull that look off. “Let the stereotyping commence.”

Before she could start asking, the flight attendant came by to check on them. “I’ll take a glass of Chardonnay, and he’ll have a…” She studied Anthony. “What brand of bourbon do you have?”

“Woodford Reserve,” the attendant said.

“Perfect. No ice,” she finished.

As the flight attendant left to get their orders, Anthony seemed to reappraise Julianna. That’ll show him how she really feels about “strong, confident men.”

“Okay, so…” She tapped her lips with her finger as she sized him up. “You’re single.” An easy one since he had no ring and no ring indentation. “You like sports. Maybe even played… baseball, but in college.” She knew she was close based on his body language. 

The flight attendant came by with their drinks, and they took a moment. “How am I doing?”

“I played lacrosse, actually. But that was a while ago.” He sipped at the bourbon, served neat, without wincing. So she was right about that, too.

They’d been in the air about an hour, and Julianna could definitely feel the effects of her takeoff mimosa. The wine wasn’t going to help, but it certainly could make things interesting. She normally wasn’t so straight forward with guys, but most likely she’d never see this one again. Might as well have fun.

“Okay, what else…” She took a sip of her wine, letting the chilled liquid soothe her throat and chest. “You were married, but that didn’t work out. I’m guessing that was your fault, too.”

“Ouch,” he said. But he also didn’t correct her.

Julianna back home may have apologized, but she let it go. She was having fun putting him back into his place. “You haven’t had many successful relationships since then, and your bedroom is a revolving door. Not that you mind, because it helps prop up your ego that’s more fragile than you care to admit, even to yourself.”

Anthony’s smile finally slipped. “Double ouch.”

“You work in sales, which has you traveling a lot, and are pretty good at it, although it also gives you a low opinion of people, who you have started to see more and more as marks. This includes women like me.”

“I… no…”

“It’s okay, I’m frequently underestimated,” she said. This was fun. It was nice to see a man like Anthony blush. “How am I doing?”

At least he could grin, good naturedly. “Cruel, but mostly fair.”

“Let me guess. You don’t see me as a mark?”

“Of course not. You’re clearly too smart for that.” He seemed to regain his composure. “Also, I’m not in sales. I’m a business owner.”

“Please don’t tell me it’s a car dealership.”

He glanced over her, and she didn’t mind. “You’d look amazing in a silver Mercedes.”

“So you see me as a Mercedes-kind-of-woman?”

He thumbed his lower lip in thought. “I do, yes. Classy, high end, beautiful lines…”

Julianna found herself blushing. It was too much of a concession to this man. “I drive a Jeep.”

“Cherokee?”

“Wrangler. With the doors that can pop off.”

Anthony looked as impressed as he was surprised. He finished his drink, seeming to gather his thoughts.

“I was married, you’re right. Years ago. It was a bad idea.” He grimaced. “Contrary to your theory, she was the first to cheat. But we were both headed that direction anyway.”

“I’m sorry.” Julianna wasn’t sure what she was apologizing for—her presumption or the dissolution of this guy’s marriage.

“It’s all good. That was a million years ago, and we never should have tied the knot. How about you? How long have you worn that ring?”

“Thirty years. Well, thirty next year.”

Anthony’s jaw did loosen, his mouth parting in the same surprise that registered when he learned about their adult son. “Did you get married in high school?”

Julianna laughed.

“And now we’re back to you trying to get me to reveal my age.” Still, it was flattering. He really did seem to think she was younger than her 54 years. That felt good. She worked hard, and this was proof that the hard work paid off.

“Can I be honest?” he asked.

“You haven’t this whole time?”

“You look like you’re in your forties—maybe late thirties—”

Julianna burst out laughing.

“But obviously you’re not, and that makes you even sexier.”

“My husband thinks so.” She hoped that he didn’t see how deep her blush was.

“Every straight man on this flight does.”

“I don’t know about that.”

Anthony sank back into his seat. “I actually am pretty sure that you do.”

***

Stephen watched the two banter and play through the whole flight like someone watching a horror movie unfolding—his pulse pounded beneath the ever present sensation of dread and inevitability. This wouldn’t end well, yet he couldn’t take his eyes off of it.

In many ways, this had been Stephen’s whole life with Julianna. 

They’d actually met when he was 15. He was friends with her brother, and she was the tomboy, 12-year-old sister who could still hang with them without being annoying. As she grew up, that was still the image he had of her—this spunky, rail-thin girl with a pageboy haircut and a good laugh. It kept her approachable even as she blossomed into one of the most beautiful women he’d ever seen, let alone met. Even when he heard that she was modeling, the idea was tempered by the image of the kid who would get muddy in the creeks and woods behind their homes.

They didn’t see each other much when he went off to college, and he drifted apart from his friendship with her brother. He forgot all about Julianna until he crushed his arm at work and had to visit an occupational therapist. Julianna was there as the intern, same familiar smile and friendly laugh. If he’d met her for the first time, he would have been too intimidated to even speak to her, let alone ask her out for a drink to reminisce about old times. Instead, they did go out for drinks, which led to dates and sex and romance and finally, bewilderingly, improbably, marriage.

The guy up in first class was definitely into her. Stephen had seen it plenty of times over the years. Julianna had that kind of effect on guys, especially when he wasn’t at her side as her obvious significant other. She’d deny it if they talked about it, just as she always did.

Early in their relationship, Stephen thought she did this to make him feel better. She was empathetic to a fault and was sensitive to any feelings of jealousy or insecurity he felt. That was definitely true, but over the years, Stephen realized that she also just didn’t see the effect she had on guys. “Oh, he was just being friendly,” she’d say.

Not that it helped Stephen. He still had all the insecurities, although over the years, they stopped manifesting as jealousy and grew into something uncomfortably arousing.

In the first year of marriage, she used to go out dancing with her friends. This was when they still lived near a city that even had places to go out and dance, before transitioning to small town life and a kid and adulthood. Stephen had never been much for dancing, and Julianna’s friends were as beautiful as she was. Unlike her, they intimidated the hell out of him. Usually, he’d stay home and wait for her to return. The sex was always amazing, in no small part thanks to the little dresses and heels she’d return in.

But in the hours that preceded her return, Stephen was left alone, thinking about Julianna out with her hot friends—most of whom were still single—dancing with guys, drinking with guys, doing more…

The jealousy felt like fate. Like he was a man falling out of the sky, who knew that one day he’d hit the ground and it would all be over. And then, one night, things shifted. He could still remember watching her wiggle into her little black dress, put on her makeup, step into her heels. He still remembered kissing her goodbye, then going into the bedroom and jerking off as he imagined her and her friends getting picked up by some hot guys. It had felt wrong. Even now, on the plane reminiscing, he felt the shame of it. Wanted to bury it deep, but more and more those early fantasies were back, even now, twenty-five years later.

The friendly chit-chat up in first class didn’t stop until they were touching down in Phoenix, and even then, it continued as they started to deboard. Being back in coach, Stephen helplessly sat there as he watched Julianna and the guy rise and collect their luggage from the overhead bin.

The guy seemed to enjoy watching her stretch in her black, skin-tight leggings, her blouse rising just enough to tantalize a band of bare skin. He stepped in, his body against hers, his hands brushing along hers as they lifted her roller bag down.

Stephen was so hard he didn’t want to get out of his seat at first. When Julianna looked over her shoulder at the guy, their heads were so close that they could have kissed. His mind flashed to the two of them like that, alone in a hotel room, only they were naked now, and he was holding her hands up against the wall as he fucked her from behind.

Shame rushed through him at the illicit thought, just as it always did. What was wrong with him?

Julianna glanced in his direction. When their eyes met, he wanted to hide, felt the sudden urge to cover his crotch, as if being walked in while masturbating. It didn’t help that she looked guilty herself with this handsome stranger pressed up behind her. It certainly didn’t help that her guilt only fueled his lust.

“Excuse me, I’d like to get my bag,” said the guy next to him. The aisle had emptied out. It was Stephen’s turn to stand. 

“Right.” He took a deep breath, willed his erection down with some marginal success, and pulled his shoulder bag from under the seat. He collected his bag from the bin, but by the time he was ready to go, Julianna was already gone.

He followed, just in time to see them making their way up the jet bridge. Was it his imagination or did she have a particularly sassy swing in her step. He marveled at how good her ass looked in those leggings, juicy and round.

He floated up the tunnel, stepping out into the light like a ghost newly arrived. He felt incorporeal enough, unable to prevent this other man from finally stealing his wife away.

They stood there, just beyond the line of passengers waiting to board, chatting and laughing away. He said something, handed her something, and was gone.

Stephen floated up to her. “Make a new friend?” She was actually flushed, twisting something over and over in his hand. “What’s that?”

“Um…” She looked down at it, grimacing as if suddenly remembering that she was holding a hot pan. “He gave me his card.”

“His card?” Stephen remained calm, despite the explosions in his gut.

She could barely meet his eyes now, looking like a spooked horse ready to bolt. She looked guilty. She’d been flirting with this guy and now felt really, really guilty. It dawned on Stephen like a lance of fire. He wanted to vomit. He wanted to jerk off.

“He’s from the area and… offered to show me some of the sights.”

Stephen couldn’t help it as his eyes dipped into her cleavage. She was flushed there, too, her blouse low-cut enough to give quite a healthy view of her full bust. Glancing back to her face, he said, “The sights, huh?”

“Oh, stop,” she said, regaining her composure. She handed him the card, saying, “Here, you take it. Now come on, Garrett’s probably already waiting for us in arrivals.”

Garrett, their 21-year-old son, was, indeed, waiting for them outside of arrivals, idling in the used Hyundai that they’d bought him for college. Seeing him in person washed away all the insecurities that Stephen had been battling with on the plane. It was good to see his son—their son. He was proud of the young man that they’d raised, and the adult that he had become.

“Mom, Dad! Welcome to Arizona!”

“It’s hot here!” Julianna said, taking her son into her arms. Stephen could still remember when he barely reached her torso. Now, he towered over her. “You look great, Garrett.”

“It’s Gary now, Mom.”

Julianna laughed. “Not to me it’s not.”

Part 2 of Awakening will release next Friday.

Never Too Late to Play: Awakening 1

Comments

Maybe on the return flight she can join the mile high club.

Nick Krueger

👍

Chris K

Good catch! Will fix later today

Kenny Wright

Please tell me she's got a slutty backstory when they lost touch in college! Also, title card reads Never Too Late Play

Chris K

Great start. A lifetime of thinking you were one good pickup line away from being left at the gate, should generate a tsunami of angst in Stephen. That wave is already building, and Juliana gives every hint to going Hotwife whole hog in a delightfully innocent way. She will smile as she twists the knife of jealousy before giving him the reclaim he needs. Apparently, she is exquisitely attuned to his moods so this ought to be a lot of fun, for her at least.

Donkatsu

“You look like you’re in your forties—maybe late thirties—” Julianna burst out laughing. “But obviously you’re not, and that makes you even sexier.” A very very true statement. Love women who are late 40s and 50s who still love sex.

Brad

I think I am going to like this story. Older women who are unexpected sluts are so hot. It also allows you to play with the husband worry angst more. They agree to rules but she gets caught up in the moment and breaks them. I.e she allows bareback that the husband gets angry about. She fucks someone he is against her doing. He is present while she is fucking a BF but is totally ignored. She takes her reluctant husband deeper into the LS than he is comfortable with. He is shocked at how dirty and nasty she can be. She tries t, or does, kiss him after her BF has cum in her mouth. So much ability to cause these issues that the wife has to apologize for and they have to work out.

Brad

Wasn't sure about this one but so far really enjoying the setup. Curious how far you'll take it without "the talk". Given the two povs perhaps pushing things a bit more?

Nail

Love it! I like the husbands angst when the stranger was flirting with the wife. More husband worry and angst please.

Andrew Mellein

I've really been looking forward to this one since you mentioned it a while ago. I would live a hotwife story where the woman isn't dropdead gorgeous. Someone that's attractive, but also someone who's not used to the head turns, flirting etc.

Kevin Goodman


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