Cheating Milf Stories
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Cheating Milf Stories
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Zach bangs ex-girlfriend while her husband watches hockey.
Wife turns hubby's gambling debt to her own pleasure.
What do you do with a woman who offers you everything?
Miranda cheats on her husband with a young trans lady.
Short vignettes describing my wife's cheating episodes.
What's to be done with an inconvenient wife?
Jane takes a ride with the handsome guy she noticed at work.
My encounters with other men catch up with me...
Wife decides to give old guy a pity Fuck.
John welcomes a very special Infinity recruit.
Be careful what you ask for, you may get more than you want.
Young wife starts an affair with a coworker.
Met him last summer and he wants me.
Twin sisters help their brother recover after divorce.
Liam gets pushed a little further into becoming a gay slut.
Seduced and encouraged by friends, family, and my boss.
Deceased husband lets wife know why she won't be rich widow.
A married woman confronts her stalker.
Nick's origin; Mia learns the pleasure of submission.
Is fiancée texting a black bodyguard behind my back?
A player describes how. he seduces your wife.
Troubled beauty, troubled marriage.
A man finds comfort in the arms of his sister-in-law.
A desperate couple use an unusual fertility service.
My circle widens and my boundaries fall.
Wife cheats with boss, regrets it and then continues.
How and when everything began to change.
Son finds out what his mother would do for his bully's cock.
Conclusion of Odiouser’s Story - "Dave Traps The Cheaters".
Epic betrayal drives a man to desperate measures.
A temporary injury sidelines her husband; what’s a poor wife.
A married woman owes her boss a favour.
Can a voyeur be seduced into action?
A record of the most infamous predator in human history.
Older wife "bends" her vows. Can the marriage be saved?
Overpaid, oversexed, and over here.
Married beauty in a misogynist's cross hairs.
Joe's wife uncovers his porn fantasies.
Sally & Jim talk and Josh must answer for his actions.
I was falling in love with her and thought she felt the same.
A burglary during bondage play leads to wife's debauchery.
Wife wants to meet old boyfriend, husband knows why.
I saw red and it only took a handshake.
Lots more naughtiness, including with my boyfriend's dad.
A salacious sunset encounter with the star of Supergirl.
His wife blows a strange to settle a parking lot altercation.
On a desert highway, a wife pays for a ride to the next town.
Black guy gets the chance of a lifetime on the bully's mom.
Judy cheats on Tom for the first time while on vacation.
Husband deals with wife's cheating...
A phone call between dad and adult daughter has a twist.
Wife cheats and husband has revenge sex maybe.
Alpha, my sister in law, and I have a threesome.
Juliette fantasizes about her husband's friend's dick.
This is my story about How I seduced my Hot Neighbour's Wife.
Wife & Best Friend cheat, is Will's discovery too late?
Using My Bikini and Curves to Seduce Husband's Friend's Dad.
Alpha makes me feral at my wedding reception.
Kendra and Jessi find out some disturbing news about Patrick.
Sara fantasizes about being the object of a gangbang.
It wasn't a tough decision to leave the past behind,
The Dirtiest Day of my Life - I seem to have lost all morals.
Lonely, mistreated wife finds a replacement for her husband.
A neglected wife finds a simple indulgence...or two.
Hung Teenager Conquerors the Wife Next Door.
Life is forever altered by letters from years ago.
An unexpected encounter proves life-changing for a couple.
Alpha claims me right before my 1st date w/my future hubby.
What happens with a cheating wife in the Old West.
A mom responds to a gift, when husband ignores her.
My best friend's wife gets drunk and crashes on my couch.
An authorised alternate ending to the classic KCFirst story.
Tess cheats, Drew tries to figure out his options.
Married Indian Mom Starts to Open her Relation with Allan.
Something not quite kosher is going down.
Can a marriage survive a wife's flagrant betrayal?
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I set up a fucking session between my mom and her colleague.
My mom’s post-apocalyptic slutty transformation.
Seducing friend's mom on her wedding anniversary.
A mom learns to embrace her crumbling world.
A mom and son are dragged into dad's work retreat.
How our dreams of having sex with our mom came true.
Making new friends and self discovery.
Annam successfully seduces her son-in-law.
Sundar watches Annam's depravity and...
No matter how ugly the truth is, it always shows its face.
A college boy is drawn into a world of sexual intrigue.
Young swimmer fucks his mom's second best friend.
A young swimmer falls for his mom's best friend.
Teenage voyeur sees more than he bargained for one morning.
A son finds out what his mother's new job is.
All contents © Copyright 1996-2022. Literotica is a registered trademark.
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Early Prime Day deals & all the facts
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Whenever a celebrity's cheating pics are plastered all over tabloids, the internet implodes . But for a private investigator, capturing an affair on tape is just part of a normal workday. And, unlike celebrities who can still afford expensive hotels and a degree of discretion, ordinary people have to get creative in keeping their extramarital hookups a secret, inevitably making for some juuuuicy stories.
So after years on the job, which incidents stand out the most to someone who's seen it all (or as close to all as possible)? Whitney Joy Smith, president of the Canadian-based Smith Investigation Agency , shares the seven most memorable affairs her team uncovered:
1. "This woman's husband said that he had suddenly found new friends. They’d all go to the gym, they all liked to be buff–that was his reasoning, even though his physique hadn't changed at all. So she called and we set up surveillance, but he was next-to-impossible to follow. He was so suspicious and drove weird routes, made abrupt turns, and so on.
We did notice one thing, however: The neighbor always left at the same time as the subject. When we asked the client if they had ever seemed flirtatious, she said yes. So we decided to follow the woman instead of the man. She was also suspicious and evasive when driving, but we came prepared with three investigators. After briefly losing her, we found her vehicle in an industrial location behind a gated area in a building that was closed for the evening.
Moments later, the subject's vehicle pulled into the same parking lot. I picked up the client in my car and we drove down to the location. We never bring clients with us–this was the first and last time [because] she would have likely shown up either way once she got the update. So at least her being in my vehicle made it safer for everyone.
As we were pulling in, she literally jumped out of my truck and hightailed it to the vehicle. She opened the back door and found him with his pants down and the woman undressed. She was hopping up and down, screaming, and she was trying to get at the neighbor, but the guy was standing in between them. He blocked the way so the woman could get to her car and we moved out of the way so she could leave safely.
[The couple] stayed together–I guess they tried to work it out and he stopped seeing the neighbor. She called some months later and wanted us to tap his phone to see if him and the woman were still speaking, but we don’t do that service.”
2. "One guy wanted us to follow his wife as she said she was going on a ladies' trip to a tropical island. She gave this grand story about all the things they were planning –it was some sort of bachelorette party with seven to ten women. The client knew the husband of one of the women, and had said, ‘Oh, must be fun, they’re going out of town,’ and the husband had no idea what he was talking about.
We followed her to the island, and the woman was partially telling the truth in that one female friend was there for three out of 14 days. As our investigator was in the lobby waiting for the friend to depart in a taxi, we saw the subject say goodbye to her friend. She then walked into the lobby, and the cabana boy walked up to her, picked her up, and they started kissing.
They certainly seemed comfortable with each other, it was all hugs and kisses–it wasn’t a first-time kind of thing. They spent the next week at a nearby hotel enjoying life, tanning, kissing and more by the pool. All the times the subject was sending pictures to her husband of her and her friend in different swimsuits to keep him in the dark, I was sending him the real images of her with the cabana boy.
From what we gathered after giving everything to the client, he looked through photos from previous times that she had been there and figured she had met him during one of those trips. [The client] was upset at first, but by that time, he had had a little time to let it sink in and settle. I think he knew it–it was just a matter of him being correct."
3. "This man and his wife had just had a baby only weeks before. The baby was crying a lot, so this guy’s excuse was he needed to clear his head. At first, she didn’t think much of it, but then she was like, 'What are you doing? You need to be helping me.' And he said he just had to go for a drive. So that’s when she hired us.
Normally, it takes a few days for us to find out what’s going on, but the first day we followed him, we tailed him to a popular university in Toronto. The subject picked up a young woman who was attending the university–he would’ve been somewhere in his mid-thirties and she would be anywhere from 18 to 22. They went to a nice restaurant where t hey held hands and kissed the entire time. Then after dinner, they went to the vehicle and, without tint on the car windows, began to fool around.
I don’t know if he and his wife stayed together–she was distraught when I told her what was going on, crying a lot on the phone, asking what she should do. Ultimately, we’re not there to give marital advice–we provided her with the evidence and I never heard back from her."
4. " A woman had gotten some sort of STI from her partner , and that was her cue that something was off. We followed the subject after he flew out of the province for business and tailed him to a hotel he was staying in.
We knew from the client that the subject was a heavy drinker and would most likely be in the bar area of the hotel. The investigator that happened to be on this file was a woman, and the subject, after hitting on several different women in the hotel, proceeded to hit on our investigator . After her multiple attempts to get him to move on, he left her a room key, just in case she changed her mind."
5. "This guy was in a long-distance relationship with a woman and thinking he wanted to get married. He had some money and didn’t want to go into a relationship where he could be taken advantage of.
We tailed her, and she would go shopping with a couple of girlfriends, or sometimes just one, and just hang out. But on one of the stakeouts, the subject and a man were at a local mall, where we were documenting them holding hands and kissing. While we went over the video to finalize the file for the client, we noticed that, while in the store, she was also stealing things from the cosmetics aisle and placing them in her backpack."
6. "We followed this woman looking to see what her activities were while her husband would travel for work–something just seemed off for him. She did a lot of shopping and spent time with girlfriends, but on two different occasions, we had seen this woman drive to multiple motels and hotels looking for a room. At first, the investigator wasn’t sure why she was bouncing around all these different places.
We later asked the hotels about what her inquiry was–and found out she felt the hourly rate for a room was too high. So, after going to approximately five different hotels, this woman stopped in a parking lot and jumped in the backseat with her lover–to them, I guess it just wasn’t worth the price for such a short amount of time."
7. "We were hired by a woman to find out if her husband was cheating. She had noticed some inconsistencies in his behavior in general–he said he was going to a sports bar to watch a hockey or football game, or he was working late or his car broke down. Even when she wanted to go away together for a long weekend, there was always some reason why he couldn’t.
After a few weeks of surveillance, we caught him spending time with another woman and had everything we needed to have more than enough proof of the affair. They ended up breaking up, but then, about six months later, we got a call from someone wanting surveillance. Sure enough, it was the same guy, and the woman he had the affair with now wanted to know if he was cheating on her. We didn’t end up taking the case, but she had given us the full rundown of the situation and from everything she explained, we knew it was the same man."
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Monday, August 21, 2017 9:59 AM by Guest
Cheating on my husband... +64|-112
I'll try and get to the point quickly, I have ptsd from being raped. I was on a disability leave from work for a year and a half, single w 2 kids. Told this guy I work with that i didnt want a relationship, he kept pressing, I kept telling him I didn't like him like that. Somehow I ended up w him... and married him. I knew I shouldn't have, I told my therapist I felt it was a mistake before, s..
Tuesday, August 8, 2017 8:28 PM by KEISHA KORE
CONFESSIONS OF A MISTRESS +647|-570
Confessions of the Mistress
“Life has taught me that you can’t control someone’s loyalty. No matter how good you are to them it doesn’t mean that they will treat you the same way.”
It seemed as though my life was spinning out of control. Too many, it seemed I had it together. Others knew I was just barely hanging on. And I was. I was fighting depression alone, now raising chi..
Tuesday, August 8, 2017 5:36 PM by Tony84
Wife Cheated On Me With Boss +1271|-1332
Okay, so my marriage wasn't doing great, but I didn't think it was that bad. I have PTSD and my depression just made everything bad for her. She had told me the separation would help our marriage. Well, months later I found out she was with her boss...from the job she took one month after leaving me. Everyone saw the signs and so did I, she was cheating on me. I found out her messaging password ..
Tuesday, August 1, 2017 8:38 PM by Jeff j
So it all started back in the summer of 2016 my wife was just a few months into her new job. She had left the ems field for a 8 to 5 job. To be home with are two boys more. A little about us we meet in 2008 got married in 2010 had two bright and handsome boys. Back to what happened not to long after she started her new job about 5 month in her job site lost a co worker to a car accident. She she..
Monday, July 31, 2017 9:02 AM by DET
I had to forgive her because i told her i would. This was soon after we married, and before our two children. Stacey confided that her previous boyfriends had always accused her of cheating. I said i dont know what the big deal was as long as you stayed together. Though she said she'd never would it was shortly after our second child that we had an iud placed to avoid further pregnancies. I ..
Friday, July 28, 2017 3:58 PM by Guest
> My husband asked me to write our story to see
> what some other opinions about it might be, what others
> might do. The story, like other stories about cheating, must
> begin at the beginning of the marriage itself. I was 15 when
> I met my hus
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