πŸ“š milf tails: sweet revenge Part 2 of 1
Part 2
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MATURE SEX

Milf Tails Sweet Revenge Ch 02

Milf Tails Sweet Revenge Ch 02

by lovecraft68
19 min read
4.77 (19300 views)
adultfiction

Author's Note: Welcome to the first ever sequel I've decided to write here on Lit. I've always said I'm a thrill of the kill writer and once the happy couple has their first encounter, I move on to something else and let the reader decide what happens next. But I recently revisited the original and found myself wondering what would happen with Lori and Bret? Here's what I came up with.

Chapter One

"Psst!"

Bret jerked up in his chair at not just the sudden hiss but something striking his foot. He glanced over to see Cynthia mouthing the words "Wake up"

She nudged his foot with hers once again, then went back to watching Professor Higgins continue his lecture on turbo machinery. Bret nodded in thanks, then forced himself not to go back to nodding off.

It wasn't easy, he'd been burning the candle at both ends as his mother said in reference to working as a bartender while in the third, and most difficult year, in pursuit of his engineering degree.

But there was a third end to his candle, one that was just as exhausting, but far more fun and exciting. But his mother didn't know about that end, well, she did, and she didn't. His mother knew he was seeing someone, just not who.

Neither did anyone else, and for good reasons. In general, Bret considered himself mature beyond his years, and capable of handling whatever life threw at him, including the death of his father two years ago.

School full time, working close to forty hours a week, helping his mom keep up the house, and paying for it with money she tried to insist she didn't need, but knew she did. He'd promised his father, a man who always seemed to be able to do the right thing, that he would do the same, and had always felt that he'd done so.

But lately, he wasn't so sure about that anymore.

Honesty was the right thing, keeping secrets, not so much, and outright lying, which he'd been doing to two of the most important people in his life, his mother and his best friend Josh, was the opposite of the right thing one could do.

But another person in his life, one that he was beginning to feel was growing more important as time went on, was the reason for that secret. Which brought him back to drama and how he'd always been able to handle it, at least until now.

Yet even as the word drama, and his recently questionable violation of his moral code, ran through his mind, another thought overwhelmed them. Had they arrived yet? What would she think? Was it too much? Had he gone too far, would he look stupid? Make her feel awkward? Why did he do it? Why wouldn't he?

He blinked to get himself out of his internal conflict and back to paying attention. Finals were two weeks away and he needed to ace them in order to get his GPA back up to the 3.8 he'd maintained his first two years. Last semester's 3.4 was more than respectable in the hardest year, but his mother had still pointed to work for the slight dip.

Reality was, the job was simply a job, and he was young enough to power through a long school and work schedule with little sleep, it was his personal life, once dull to the point mom pushed him to get out and have some fun, was now a major distraction.

Not the physical activity, as God bless youth and enthusiasm, but the sneaking around, dreading getting caught and the rising question of where exactly this was leading.

What started out as a torrid affair and hot fling seemed, at least to him, to be turning into something more serious. But was that feeling there for the other half of his clandestine relationship, or was he experiencing a case of wishful thinking?

Would what he'd done today provide the answer to that question?

"Focus, Bret," he whispered to himself as the professor turned to the board and began writing down several questions he casually mentioned 'could' be very important come the finals.

While several students used their phones to take a picture of the board, Bret, who always had his off for class, jotted them down in his notebook. He'd been itching to turn it on and check it all morning, and this would have been an excuse to do it, but he'd been distracted enough lately outside of class, he could wait a little longer.

Bret felt a sense of relief when he was done, and looking them over, saw they were topics he'd recently spent extra time on but only because he'd fallen behind on them when they were brought up earlier this semester, but since he'd pushed to catch up, they were now fresh in his mind.

When the professor dismissed them, he turned to Cynthia.

"Hey, thanks for that. Guess I was dozing."

"You were damn near snoring," she laughed as she tucked her books into her backpack. "Someone keeping you up at night?"

"No, just working a lot."

"Still at that bar? Gregs?"

"Gabe's," He corrected her.

"Right, kind of skeezy there, no?"

"Nah, Gabe's an old biker, so some of his buds hang out there, but it's a cool crowd. Not many people our age though."

"So, its not a girl wearing you out?" Cynthia flashed a sly smile.

"No," Lying again, and he'd be damned if it wasn't getting easier to do, and he really had no reason in this case. "Work and school."

"Well," she paused as two students passed between them on their way to the exit. "My friend's parents are away this weekend, so her and her brother are throwing a little party. Want to come hang out with me?"

Bret hesitated long enough to make as if he were considering it rather than just blurting out no, and as he did, took a closer look at Cynthia. The word adorable came to mind.

Shoulder length black hair currently highlighted with streaks of pink, wide hazel eyes, a cute patch of freckles around her nose, and a huge smile, the kind that made it hard not to smile back.

Neck down, she was on the slender side, a bit small on top with slim hips, and long legs, currently displayed in a pair of tight white shorts, and a cute little heart shaped ass. Bret had always liked girl next door cute over the flat out hot girls that tended to be bitchy.

If this had been a few months ago, he could see himself saying yes to both the party, and maybe a bit more with her. Cynthia was the kind of girl he'd dated until recently. But that was the thing, she was a girl, and Bret had spent the last few months with not just a woman, but a hell of a woman.

"I appreciate it, but I have to work." He pointed to the board. "And get on that. Cool of Higgins to give us a heads up."

"Right," she smiled again, but this time it seemed forced. "I understand."

Those two words were said in a tone that told him she didn't, as did the way she stalked off towards the front of the class where two of her friends were waiting. Knowing how it usually worked, they probably knew Cynthia was going to ask him out and waiting to see what happened.

Bret felt bad, she really seemed like a nice girl, and he didn't want to piss her off, but better if she was. He'd rather not lead her on. She wouldn't have been if he'd simply acknowledged there was someone. If he had, he doubted she would have extended the invitation. Good job, Bret, he thought while exiting the classroom.

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He walked quickly down the corridor, nodding to a few of his friends and classmates, then left the building. Once he was outside, walking through the lot, his mind turned away from school.

Had she gotten them? Was there a text from her? Would she be happy, or be thinking, oh, this isn't good?'. Bret was close to finding out and had to force himself not to walk even faster.

Not that every kid around him wasn't already yapping on theirs, but he could wait another couple of minutes. Bret's heart raced as he approached his car, the his father's Impala he'd been driving since his passing, his hand already straying to his back pocket where he kept his phone.

Once inside, he started it, then removed his phone and taking a breath turned it on.

"Please be happy and not mad," he whispered.

So far, other than the sneaking, this had been a dream come true, or maybe more accurately, a sexual fantasy made reality. The type of fantasy many young men fantasized about, but he was living.

Had he just thrown it away being an idiot, or did he just make it even better by making someone he cared about happy and that was all there was too it?

"Here we go," he breathed when he saw a text from 'Jess'

AKA Lori Matthews, his neighbor across the street, his best friend Josh's mom, and for the last six months his milf with benefits. Those benefits were mind blowing sex, the stuff porn was made of, but the downside was...

Being afraid to even have her name in his phone in case she ever called or texted when his phone was out, and his mother or Josh could see who it was. The chance of it happening was slim and none, but the potential for serious trouble wasn't worth that chance.

He tapped to see the text.

"I know you're in class with your phone off, but oh, honey! Thank you so much! They're gorgeous!"

"Oh, honey," Bret smiled while staring at those two words.

She attached a picture of the dozen peach roses he'd had delivered to her at work, and he was glad to see they were as gorgeous as she said and the biggest he'd ever seen because he'd paid over a hundred dollars for them.

"Something beautiful for someone beautiful!"

Her next text repeated the admittedly corny line he'd had put on the card.

"I love it!"

Brett's smile grew wider and the anxiety he'd felt since he'd set up the delivery yesterday gave way to not just relief, but a wave of happiness that he'd made her happy. He hadn't signed the card, he couldn't, but her joyful reaction pushed aside any concerning thoughts.

"Please call me as soon as you get out, so I can say thank you."

Brett needed to get home to take a power nap and work on his turbo engineering project before heading off to Gabe's for a seven to midnight shift, but he remained in the lot preferring to call Lori from the car.

His mother worked the seven to seven shift at Kent hospital and would be sleeping when he first got home, but he'd see her when she got up around five and they'd have dinner together before they each had to leave.

But occasionally she'd sleep on the couch after watching some TV when she came home or up earlier for whatever reason so he rarely spoke with Lori from home and would only text her from his room, so his mother didn't ask who he was going back and forth with.

Lori answered on the first ring.

"Brett! Thank you for the flowers!"

Lori always sounded happy to hear from him, but this time she sounded downright giddy, and Brett congratulated himself for sending them to her. It was the right thing to do even if the situation wouldn't seem right to a lot of people.

"You're welcome." Brett replied. "You deserve them."

"Whatever did I do to deserve them?" she giggled, a sound that seemed too young for her age, but she did it a lot around him, and he loved it. "Is it the way I do you?"

"I couldn't afford that many flowers."

"Honey, you are smooth, you know that?"

"I speak only truth," he couldn't stop from laughing himself at this point.

"You working tonight, baby?"

Baby, silly as it was, Bret always felt a thrill when she called him that.

"Yeah, got to be there for seven."

"You home yet?"

"No, called you as soon as I got out."

"Good, because I want you to meet me at the BNB."

"Aren't you working until five?"

"It's Friday, a lot of people leave early. This time I'm one of them."

"Oh, well, I have to..."

"Unit B, I'll try not to start without you, but don't take too long, because Bret, getting those flowers has me not just happy, but needing you so bad."

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"You're already there?" He asked, his cock twitching from the sultry purr her last few words had been spoken in.

"Baby, when I got those flowers there was no way I was waiting until tomorrow night to see you. I know you can't stay long, but you can stay long enough for me to say thank you."

Bret knew he needed to rest and study, but...

"Okay," she spoke into his silence. "If you can't, I understand. You have a lot going on, and you worry about your mother wondering where you are these days."

She was giving him the out, and for all the reasons he knew he should take it.

"We'll see each other tomorrow night." He could hear the disappointment in her voice, even though she knew she was doing the right thing. A feeling he'd been experiencing more and more of late.

"Well, I..."

"Its okay, I didn't mean to be selfish and needy." Lori cut him off. "I just got excited."

"See you in twenty minutes."

"No, you don't have to, Bret, I shouldn't have put you on the spot like this."

"I don't have to see you." He told her his cock swelling at not just the idea this amazing woman had blown off work to pretty much blow him off, but how badly she wanted to do it. "I need to."

He ended the call before she could keep protesting.

Chapter Two

Bret pulled up to the large two family house owned by one of Lori's clients. The house, which was located on the street that led to Oaklawn Beach had been converted from a massive one family home into a six unit Air BNB they rented for anywhere from a couple of nights to weeks at a time.

The couple had retired to Florida four years ago and hired Lori's property management company to maintain the upkeep for a flat monthly rate but also handle the bookings for a percentage of the fees, leaving them with most of the profit for none of the headaches.

But with the peak time still a couple of months away, there were generally units open at any given time, and Lori had been using them as a place for her and Bret to spend time together.

The first few times they'd hooked up were at Lori's when Josh was at work, spending time with his girl, Jennifer, or staying with his father for the weekend. The fact Lori lived across the street seemed perfect. He could walk over unnoticed at night and while his mother was at work.

But he couldn't spend the night, which wasn't that big of a deal, at least back then, but about a month into their fling, Bret had just left his house to cross the street when Josh pulled into the driveway.

Bret veered off to his right as if he'd been heading for his car and gave Josh a casual wave. Josh ended up walking over to ask him if he wanted to hang out because work was slow, and they'd sent him home.

He made up an excuse he needed to run an errand, then once he got into the car, texted Lori who's reply of "Oh fuck," said it all. Another few minutes and Josh would have caught them in the act, because it wasn't like Bret went over there to have a cup of tea and shoot the shit, he went over there to fuck his best friend's mother.

Bret was more shaken than Lori, but she admitted they were playing with fire if they continued to meet at her house. That was the first time Bret questioned whether or not they should either come clean to Josh and his mother, or maybe even stop seeing each other.

Lori disagreed on both points. She claimed since they were having fun and this wasn't anything beyond that there was no reason to get others upset, and when she asked him if he really wanted to stop being with her, his answer was a heartfelt no.

Or maybe cock felt, because it was all about the sex at that point. Lori was everything a milf was reputed to be in movies and porn. She was experienced, had no hang ups with positions, giving head, talking dirty and on the nights they spent together, draining him to the point his balls ached and he had to tell her he couldn't do it again.

He was smart enough to know this wasn't all about him, but her spending years with one man, and one who had spent the last two years of their marriage putting her down, making her feel unattractive and cheating on her.

She was still in revenge mode as well as making up for lost time when it came to good sex, and the fact it was Bret who exposed her husband's affairs, and she knew he'd been crushing on her since he was a kid, made him an easy outlet for her reawakened sexuality.

Bret was fine with taking all that for the team, but where was the team going to play? They couldn't use his house. Not that Josh would just wander in, but he'd wonder where his mother was at night, or Bret's mom could come home early from work, and if the neighbors saw Lori going into his house with his mother not home, the gossip would start whereas at her house people would just think he was going to see Josh.

At first, Lori rented cheap motels for a night. Bret did enjoy it, they could take their time and spend the night together. He was surprised at how much he enjoyed sleeping with Lori curled up close to him.

Her waking him up in fun ways was an added bonus, as was the "Goodbye for now' morning fuck they'd partake in, and often in the motel shower. But Bret felt bad because she kept paying for them, as money was tighter for her since the divorce, and he didn't have a lot to add.

Lori didn't care much about the money, but understood he didn't think it was fair and because he tried to do the right thing kept insisting on paying for half once their motel excursions became a weekly thing.

That was when Lori told him to meet her at this address three months ago. He thought she was paying for it, but she explained she was simply using an unrented room for their 'play dates'.

When Bret asked if she had the couple's permission to use the rooms for herself, Lori told him that there were times his obsession with right and wrong was a bit much at times. He was having a sneaky affair with an older woman who couldn't get enough of him, so how about he just embraced doing the 'wrong thing' and see it as a sleazy turn on?

She then said if he was that upset about it, then maybe it was time for him to think about whether or not they should continue their mutually beneficial sexual relationship. Bret decided it wasn't really that wrong, it wasn't like she was taking money from her client, the room was empty so why not make use of it?

He knew he was justifying, but there was no way he could go without being with his long time crush turned secret addiction and defaulted back to Lori's words about lying about who caught Tom with another woman, and not doing what was right, but right for him.

For the last few months, they spent at least one night together, either Friday or Saturday, whichever night Bret could get off. It hurt a bit financially as he could pick up a weeknight with Gabe to make up for it, but weekends were busier with better tips.

The other times would be like today, the two of them able to secure a couple of hours to have a fun romp before Lori headed home and he went home or to work. The issue with the increased frequency of the aforementioned play dates was Josh and his mother were getting more concerned over who they were seeing.

They both had the same basic story, they met someone they were having fun with, but it wasn't serious, which is why they hadn't brought them home. Both Josh and Bret's mom weren't happy and kept asking about the mystery lovers, and Bret worried that if the two ever spoke to each other it would seem like a big coincidence.

Lori assured him he was getting too paranoid. There was no way Josh would ever bring up her sex life to Bret's mom or ask her about his. He was sure she was right, but at the same time knew his concern wasn't as much about getting caught as it was...

Doing the wrong thing, and as good as it felt, the way they were going about it this long into it was wrong. But as Bret pulled into the driveway that ended in a small lot behind the house where the first two units were, he thought of the old saying:

"If this being wrong feels this good, then let me never be right."

He entered through the door that led to the small foyer between unit A and B and as was always the case, any concerns he had regarding their going behind people's backs was pushed to the back of his mind, replaced by the lust and excitement of knowing he was minutes away from having Lori in his arms, and ultimately being between her legs.

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