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Milf Chaser

Milf Chaser

by Rob_royale
20 min read
4.63 (35000 views)
milfbig titsolder with youngfamilycougar
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All characters in this story are over the age of eighteen.

MILF Chaser Ch. 1

Jace rolled off Cathy's sweaty body, panting, and looked over at her flushed face. How lucky had he gotten? Jace couldn't help but wonder.

With his shoulder pressed to her side, he leaned in and kissed her full breast, which sagged not a bit towards him. Cathy had a very well done set of implants that left her tits just on the edge of too big for her tight frame. Her platinum hair and full lips made her the epitome of the classic trophy wife.

His best-friend's mom. A tale as old as time. And how he loved rolling around with this forty-two-year-old vixen. It had happened quite by accident, with him being Johnny-on-the-spot after her rather ugly divorce. He'd been her shoulder to cry on, which had led to her falling into his arms and then later, his bed.

And she had come so enthusiastically, both literally and figuratively, incensed by her ex-husband's betrayal. She'd stood by him resolutely after his arrest, believing in him, until the full scope of his crimes came out in the trial and was proved beyond the shadow of a doubt. Cathy divorced the human trafficking slime ball, immediately after sentencing.

After the fines and the lawyers, Cathy wasn't left with much. She'd sold the house and all their material wealth, which is where Jace came in. Following in his mother's footsteps, he was in real estate. He helped her sell the big fancy place and buy a nice, manageable bungalow in an older suburb of Melbourne, Florida.

Cathy rolled onto her side and pushed the handsome young man onto his back with a playful look. Jace was just a hair shy of six feet, with a lean build and solid shoulders. His black hair was naturally curly, and he kept it short just for the sake of manageability. His olive complexion and dark eyes gave him an air of mystery and maturity that she found irresistible in a young man.

Her deep brown eyes gleamed, and he smiled at her. "So, when are we going to tell folks we're seeing each other?" Jace asked as Cathy slid her hand down his chest to grasp his cock. It was still slick from her pussy, but not quite enough. She spat into her hand and rubbed downward.

She gave him a classic 'Are you joking?' expression. "We're not seeing each other. We're fucking. DoorDash, Netflix and orgasms are not a date."

She had a point. "So let's go out on some actual dates," he offered. Jace was twenty-five and in excellent shape. She loved the time they spent horizontal, but that was the extent of her interest at this stage of her life. But until now, they hadn't really had 'that talk'.

"C'mon, I make decent money. The market's good locally and interests rates aren't too stupid right now. Homes are selling and I'm doing fine."

Cathy giggled. "Oh sweetie, you are a joy. Such youthful optimism. Honey, after all I've been through in the last six months, a fuck buddy is what I need the most."

She straddled Jace's hips and pressed her wet pussy down on the back of his cock before wiggling her way down his lean body. She could feel him slide across her trim belly until his shaft was nestled between her firm tits. Cathy smiled and moved back and forth, dragging her hard nipples across the bottom of his cock.

"And you are an excellent fuck buddy. Old enough that I don't have to do anything except enjoy it and young enough to get hard again before I fall asleep," she said with a seductive grin.

Jace laughed, but she could see the disappointment on his face. Cathy wiggled further downward until his cock was beneath her chin. Her young lover felt her tongue as it slipped wetly up the length of his shaft, her eyes never leaving his. Jace's body trembled as she kissed his cockhead. "You're in great shape and I'm enjoying the hell out of our nights together, but if this isn't working for you, let me know now," Cathy said, her eyes full of mischief.

Cathy's head dipped, and she took the hardening cock into her mouth until he felt his cockhead butt against the back of her throat. She gave him a questioning, 'hmm?' as her mouth sucked wonderfully. The curvy woman felt his hands slide into her pale blonde hair, so blonde it was almost white, and grip her head. She smiled inwardly and bobbed up and down on his cock, letting her saliva mix with his precum.

Jace wanted to laugh, understanding how she was manipulating him. "I... ugh... yeah. I'm... good with this."

"That's great, sweetie." She said as she spun off to face the foot of the bed on all fours. She wiggled her big, beautiful ass at the young man and looked back over her shoulder. "Now give me a pounding that I'll still feel tomorrow."

She spread her knees as Jace crawled up behind her. It wasn't their first trip on the doggie style express. Cathy loved to wrap up their evenings like this.

Jace lined up his cock and reveled in the sight of his first cumshot leaking from her slick hole. Grinning wickedly, he slid his cockhead into her before grabbing her hips and slamming into her in one stroke. Their previous bout had lubed things up nicely and their bodies slapped together.

Cathy's hands clawed up fistfuls of the bedsheet as she absorbed the impacts of his body slamming into hers. She groaned loudly. "Oh jezzus, babe, you're gonna dislocate my hip!"

He stopped with a wide grin. "Shall I go a little easier, you old broad?"

Jace heard a groan of frustration, and then a laugh, and she wiggled her ass again. "Fuck no! Fuck me, you young stud! And don't stop until I'm exhausted!"

He took her at her word and swung his right leg outboard and over her hip, digging into the sheets with his toes. Jace swept a rivulet of sweat from his forehead and began hammering into her with everything he had.

"YEEESSSS!" she screamed loudly enough that Jace was afraid the neighbors would hear. He knew Cathy well enough to know that she'd use her fingers on her clit in order to get off. All he had to do was provide the perfect pounding on that lovely plump posterior.

Lost in the ecstasy of his ferocious hammering, her body got lower and lower until he was plowing into her in the plank position, and every thrust brought a little wail from her lips. After several sweaty minutes, Jace groaned. "Oh, Cathy, I'm gonna fill up that pretty pussy!"

Cathy wailed. "Oh sweetie! Pull my hair!" He could feel her fingers wildly stroking her clit, so he grabbed her short curls and pulled, leaning over her body. He growled in her ear as she came the moment his cock filled up the limited space between his cockhead and her cervix. The feeling of being so filled and taken always sent her off like a rocket. "Oh, fuck yessssss!" she screamed as her body spasmed and her legs locked out, trembling against the damp sheets.

Jace collapsed on the sheet next to her, his breath coming in huge gasps. She rolled onto her side and turned toward him. Her face was bathed in sweat. "I should know better than to give you such encouragement. One day, you might actually dislocate my hip," she said with a chuckle.

***

Cathy called her young lover on a Monday evening, which was exceedingly rare. Their rendezvous were usually a Friday or Saturday night thing. She asked Jace to stop by if he had his evening free. He was, of course, overjoyed and full of hope that perhaps she had reconsidered them seeing each other socially and romantically.

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Much to his disappointment, when he arrived, she was still in her work clothes and finishing a frozen dinner. She would usually greet her lover in a sexy negligee or some other erotic lingerie that he would see again in his dreams.

She motioned towards the chair opposite her with a serious expression, and Jace realized this would not be a bootie call. "Grab yourself a beer and sit down. Let's talk." Jace was suddenly afraid that he was about to get dumped. Cathy scraped the last of her meal up with her fork and popped it into her mouth before wiping with her napkin.

Her work makeup differed from her 'let's fuck' makeup, but in Jace's mind, at least, it was no less alluring. Their eyes met. "So, are you seeing anyone else besides me right now? Are there any other neighborhood MILFs you're banging?"

Jace was surprised by her question and laughed. Cathy wasn't his first older woman, and not likely to be his last, but he didn't advertise the fact. "I... umm, no, not right now."

Cathy smiled at him and ran a finger over his forearm. "No lucky girl, your own age, maybe? We've never really talked about that."

Jace shook his head, and she nodded and looked down at her empty plate. "So," she began and cleared her throat. "A few years before the arrest, Tom started asking a lot more from me sexually. Rough sex, which I didn't mind, anal sex which I did." Her dark eyes held his. "Then there were the restraints and the role playing, which got a little weird at times. I know now that it was because of the things he was into on the side. It was those things that got him mixed up with those sex traffickers."

Jace nodded, remembering the debacle well. When your best friend from high school's dad is in the news, it's hard not to get involved. He'd done the best he could to help his pal Trevor through it, but he'd felt out of his depth trying. Trever had moved back west a couple of months ago, just before he'd become involved with Cathy.

"Then one day Tom suggested we join his coworkers' swinging group."

Jace's eyes went wide and he couldn't help but smile broadly, imagining this sexy MILF as the feature attraction in an orgy or gang bang.

"At first I was dead set against it, but he just wouldn't let up about it." She shrugged. "Finally, I agreed to meet them for lunch. Tom's friend Mitch is a very good-looking man. Short and stocky, with the cutest little wife you ever saw."

Cathy drew something invisible on the tabletop with her finger. "I could clearly see what Tom was interested in and it didn't take me long to have fantasies myself." She looked up into his eyes.

"So you did it." Jace said for her.

Cathy nodded again and bit her lip. "It was fantastic. Our first evening was nice, with drinks and some dancing until it became one-hour swaps with two other couples. I got hammered by two handsome guys in their forties and left with four cumshots leaking into my panties. When I got home, I was expecting some gentle 'reconnecting' lovemaking with Tom, but he just showered and went to bed as happy as I've ever seen him."

"We did this twice, and it was fine until our first group sex. Which was basically an orgy with about a dozen people," she said.

"That sounds like a bucket list evening." Jace said with a smile.

She smiled back and nodded. "Oh yeah. For me it was." Her face grew serious. "And for Tom, it was

at first

. After about forty-five minutes, Tom had his two cumshots and was ready to leave." Cathy's hand reached across and grasped Jace's. "But I wasn't. There were cocks and pussies everywhere, and I wanted to taste and feel them all!"

Jace's eyes went wide. "You never told me you're into women!"

Cathy shrugged. "I wanted you to see that I'm into

you

. Everything else could wait."

He nodded and let her continue. "Tom had to stay and watch me get ravished for close to two more hours. When we got home, I was on cloud nine and he was very sullen. We did a couple of swaps afterward that went fine, but when the next group session came around, he tried to find excuses not to go. We argued, and I got my way. It went pretty much the same as the first time."

She exhaled. "The next day, Tom decreed that our swinging days were over. He said he couldn't stand watching everyone give me pleasure when he couldn't get it up again."

Cathy frowned deeply and smacked the table top lightly. "Well, I told him that was complete bullshit. That it had been his idea, and I didn't want to quit just because he was jealous now." She looked Jace in the eye with a wry expression. "Things got bad between us for a while and then he was arrested. You know the rest."

Jace nodded grimly. Cathy sighed and then forced a smile back on her face. "Anyway, I told you that story, because now that I don't have Tom dragging me down, I want to start swinging again."

Jace took a deep breath, steeling himself for what he thought was coming. "Our group allows singles, but they prefer when we bring a plus one." Her smile made Jace shiver a little. "And bringing a handsome young man would be a big hit with the other ladies."

"You... you want me to go with you?" he asked incredulously. It was so far beyond his wildest sexual dreams. She was inviting him to MILF heaven. He couldn't say yes fast enough. "Oh wow. I'd have to be crazy to turn down that offer."

Cathy smiled widely. "You'd have to go get tested, and I've arranged it with my doctor." She took a business card from her purse and slid it toward him. "Just go in any morning this week and they will take care of everything."

Jace ran his hands over his face, trying to come to grips with what his mature lover had offered. "Wow. This is really going to happen, isn't it?"

Cathy squeezed his hand again. "If you're up for it. Now, unless you have other plans for the next hour, I could really use that hard cock in me. It's been a long day. I'll order us a pizza after."

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***

Jace squirmed in the passenger seat of Cathy's sedan. She was driving and was in a fine mood. "Susie is just going to love every bit of you. The three couples we used to swing with are all my age, so having a young buck in the herd will be an agreeable change, I'm sure."

"Is, umm... is she pretty?" Jace asked nervously. He'd been afraid to ask, not wanting to be thought shallow even by Cathy.

But Cathy didn't bat an eye. "Oh, she's just adorable. You're going to love her. All the guys do." She paused and looked at him hard when they were at a stoplight. "We have all agreed to not mention Tom ever again. They feel as betrayed as anyone after letting him into their private lives."

Jace nodded, totally on board. "Not a problem."

She smiled and accelerated through the intersection. "Good, I'm sure the wives will enjoy you five times more than his skinny ass. I hope he's getting what he deserves in prison." This wasn't the first time Cathy had vented to him about her ex. She'd lost a lot of friends over the whole fiasco and was overjoyed when Mitch had told her they'd like to see her again.

The house they drove up to was far from the exotic villa in the hills he'd been imagining. It was a split-level ranch, in a quiet suburb in need of a decent landscaper. Sprinkler heads in their irrigation system were stuck in the up position, and the dead grass gave testament to the fact that it hadn't worked in at least a couple of seasons. A sheriff's office patrol car was parked in front. "Mitch is a cop?" Cathy frowned and nodded as she put the car in park and shut off the ignition. Geez, no wonder he's pissed about Tom, he thought but didn't say out loud.

Cathy was dressed in a tight blue knit dress that showed off her every curve. A pair of white pumps with obscenely high heels completed the look. The front door opened before they were even up the walk. Mitch was a shorter guy, not much over five foot six, and was dressed in a pair of jeans and a Tampa Bay Lightning hockey jersey. He had a round, open face with a big, welcoming smile that Jace liked immediately. He was wide in the shoulders and muscles bulged in his forearms.

Cathy ran up carefully in her heels and gave him a big hug and an enthusiastic kiss. When he pulled back, he smiled at her. "We've missed you." He turned to his left and glanced behind him. "Haven't we, hun?"

If his stature made him look out of place against Cathy, who in her tall heels towered over the man, the woman who stepped beside him with a wide smile, made him a perfect fit.

The woman was barely an inch over five feet and her dead black hair was worn in a stylish bob. The Korean beauty embraced Cathy, her face pressing into the tight halter top that covered her enhanced tits.

As Jace stepped to the top of the stoop, the trio backed up to let him enter the house. Suddenly, all eyes were on him. Cathy spoke first.

"Guys, this is Jace. He's been helping me get through the last few months with my sanity intact and sold my house."

The man reached out his hard to him as he shut the door behind Jace. "I'm Mitch." His big hands looked like they could crush Jace's hand to powder, and he was relieved when the shake was firm and brief. Mitch turned to his wife. "This is my wife, Sung-Ji, but we just call her Susie."

Jace extended his hand to the diminutive woman, but she ignored it, examining every inch of Jace. "Oh Cathy, I'm sure he's been seeing to your

every

need." Then she stepped forward and embraced him, her hands grabbing both lobes of his ass tightly. "Such a choice morsel he is!" Susie turned back to her husband. "Are you sure you want to turn me loose with a young stud like this?"

Mitch laughed out loud and looked at Cathy with his desire obvious on his face. "For an evening with Cathy, I'd turn you loose with an entire basketball team."

Everyone laughed, and Susie winked at her husband. "I'll remember you said that."

Mitch and Susie escorted their guests up the short stairs to the upper floor and into the living room. A cutting board full of cheese and a charcuterie of fine meats sat next to it, next to a bowl of assorted crackers.

Mitch looked at Jace. "Want a beer or a glass of wine? I'm mixing up some Mai Tai for the ladies." He raised an eyebrow. "Maybe a shot, to get you loose? I have some great Canadian whiskey."

Jace nodded, acknowledging his nervousness. "A shot and a beer, and then that's it," he said, knowing that over indulging would not be a good idea.

Mitch nodded. "Great idea. I'll do the same." He glanced at Cathy. "Your usual?"

Cathy nodded and then put her arm around Susie and bent to pull her into an embrace. "I've really missed you guys. I can't tell you what it means that you haven't turned your back on me." Her eyes swam, and Susie sat her down on the sofa before pulling her in for another hug.

Mitch looked at them with a serious expression. "We agreed to not speak of this, but the DA cleared you of any wrongdoing weeks before we arrested Tom. Now, we're here to help you move on and put it behind you." He smiled at Jace. "Like this young fella has been doing, right?"

Cathy smiled up at him. "And he's been doing a fantastic job." Susie smiled and then threw her leg over Cathy's lap and leaned in for a tender kiss. Jace stood stunned, watching the two women make out not three feet away. Mitch bumped his arm and handed him a pint glass and a shot glass. He smiled at the two luscious women. "Susie and I met when I was stationed in South Korea, in the Air Force."

Jace nodded towards Cathy. "I was best friends with her son Trevor, in high school."

Mitch's eyes flew open wide. "Best friend's mom? Dude, that's every guy's dream!" The stout man chucked Jace on the shoulder before returning to the kitchen.

When he returned, the women were wrapped in each other's arms, laughing and speaking in low tones with their heads together. Jace sat across from them on the loveseat, feeling out of place. Mitch handed the ladies two tall glasses of something pink and fruity looking.

When he returned with his own glasses, he raised a toast. "To returning old friends, and to new ones." They all smiled at Jace as they drank. Jace knocked back his shot of whiskey and chased it with a sip of beer.

They sat and talked for a while, relaxing in each other's presence as they discussed some of Cathy's future plans and got to know Jace for a while. Finally, Mitch collected a few glasses and left the room as Jace and Susie talked about her life in South Korea. A few minutes prior, she had moved over and sat down on the love seat with him. She wore a tight halter style sundress and her tiny feet were bare. Her tits were medium-sized and her nipples were poking into the taught material. Cathy stood and winked at Jace before walking into the kitchen.

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