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My Cheating Heart: lessons from my year on Ashley Madison

I was bored with my husband, resented my kids and yearned to feel sexy again. I was ready to have an affair

My Cheating HeartEverything you’re about to read is true. I’m withholding my name to protect my marriage, but the people, the places and the dates are just as I describe. It all began in the spring of 2011, after several bellinis at a Milestones with my best friend. She giddily whispered in my ear that she was having an affair with someone she had met on AshleyMadison.com, the hook-up website targeted at married people. She pulled out her iPhone and surreptitiously showed me a picture of her paramour. He was attractive, with a chiseled face and a broad smile. He’d ended their first date by kissing her passionately—something she hadn’t experienced in years. I felt a pang of envy.

She and I had met years earlier while working for the same PR firm and had bonded over a shared crush on an extremely handsome younger colleague. We spent many lunch hours discussing our interactions with him and laughing over what we’d do if we ever found ourselves alone with him in the backseat of his silver SUV, parked in a dark corner of the company’s underground garage. Sometime after that, we started to share pulpy erotic novels with titles like Wicked Ties, Fantasy Lover and Strange Attractions.

I had recently turned 46 and dreaded hitting the half-century mark. I visited the gym more often, lost some weight and even underwent some laser cosmetic procedures, all in attempts to delay the inevitable.

My husband and I had married in our early 20s, fresh out of university. We live in the suburbs and have two children, ages 10 and 12. Our marriage is relatively healthy—we love each other and we still have sex. But over the years, the frequency had decreased from three times a week to once a week, and it was routine and predictable. I also resented how much of my life was taken up by the kids’ soccer practices, hair appointments and parent-teacher interviews.

A few months after my friend’s confession, I was working at home one weekend while my husband and kids were away at our cottage. I’d recently started a public relations job on Bay Street, and I had some urgent project deadlines to meet. Once I’d finished, I found myself sitting on my bed, a glass of red wine on my night table, my laptop resting on my thighs and my eyes fixed on the landing page of Ashley Madison, or AM as it’s known to regular users.

I was ready to have an affair.

The site listed dozens of available married men in my general vicinity: NiceGuyOakville, etobicokedude, Fun_in_Mississauga, Burlington1on1. But before I could view their profiles, I had to create one of my own. “I seek a connection with a smart, funny, mature, manly, professional man,” I wrote. “You are in your 40s, dark-haired, blue-eyed, tall, fit and attractive.” I posted photos in a “private showcase” that someone could view only if I sent them a “key.” In one photo I was wearing a little black dress at a gala dinner; in another I posed like a ski bunny somewhere in Quebec. One of the pictures captured my blond, shoulder-length hair falling over one eye, my lips full and glossy, a tight, low-cut shirt emphasizing my cleavage. I was careful to crop out name tags and anything that could reveal the location in each photo—anything that could identify me.

My husband had been nothing but supportive of my new job. He never complained when I got home late, which happened often. I should have felt guilty embarking on this betrayal. Instead, I felt turned on.

  • ew

    DISGUSTING what a horrible selfish idiot

  • puzzled

    what “lessons”?
    All this woman seems to “learn” from this experience is that her husband is better than what is available on Ashley Madison (i.e. creeps and men who can’t get it up).
    What a stupid article.

  • Jer

    I’m not saying men don’t cheat or engage in this sort of seedy behaviour because obviously (from the article) they do. What bothers me is that, suppose this woman’s husband found out about her behaviour and rightfully decides to seek separation. From far too many stories I’ve heard, he’ll probably still wind up paying for her to keep living “the lifestyle she has become accustomed to”, and worse – the odds are in her favour to keep the kids.

    If this situation was completely reversed, the man would be thrown to the curb, shamed, and left without a leg to stand on in the court of law (FYI, I have no problem with that). This simply is not the case for this woman, or just about any woman who engages in this sort of behaviour.

    As someone who grew up in an unfaithful household I can speak from experience – the people who will be most damaged by this circumstance is, you guessed it – the kids. You’d be surprised the things children pick up on and remember. This article, while probably a very honest indication of selfishness at it’s finest, is very disappointing to read.

  • Concerned_Citizens

    Can’t understand why she’s not a little more remorseful given her behaviour.
    Can’t wait until my wife comes home so I can give her a big hug.

  • Patrick Jordan

    When did Toronto Life become such a trash mag?

  • disgusted

    Wow. It took this loser a year to “evaluate” what she had and figure out that she’d prefer to “be content” with what seems to be a loving husband and father who both supports her career and plays an active role in raising their kids? A man she claims to love, in what she calls a relatively healthy marriage with regular sex?? What a filthy pig. This article
    makes me sick… Toronto Life must really be hurting for content.

  • whipit

    I can’t see any lessons here. If the author had clicked with this “Doctor”, and the sex was good, it seems like she would have been happy to carry on an illicit affair without any serious guilt or concerns about her husband and family. Her only admission is that it took her a year to find someone that she didn’t really click with, so she settled for what she had, Her only limitation being her attention span and her frustration factor. Settling for the marriage she described, something most people would assess as a good marital relationship, is a rather sad statement about the author’s values. In essence she is admitting that she wasted a whole year on this “affair”, and after being disappointed felt that it was too much to go through all over again. Are we to understand that therefore AM (Ashley Madison) failed to live up to her expectations, and so did the men she met through the site?

    I would suggest that her ‘friend’ and confident in all this treachery, does not live up to the expectations one should have for a true friend. She does not live up to the expectation of her wedding vows (if she took any), and she does not live up to the ‘partnership’ aspects of her marriage. Further, she put her self at bodily risk, not just for STDs, but also possible rape and other violence. If her employer found out about her activities, her taking time off work for other than valid reasons, she could have lost her job as well, and put her reputation at risk for future employment. Obviously she doesn’t meet the expectation as an employee in good standing.

    When it comes down to it, she clearly has no moral compass. Even her professed “guilt” was not enough to prevent her from acting in her own best interest. She only resigned herself to the fact that it wasn’t as much fun playing the Adulterous MILF as she had hoped. I think she needs some therapy, and I hope she comes to some true lessons about her own behavior and what drove her to act so recklessly with herself, her health, her marriage, her career, and her family.

  • lovesmy man

    WTF. the author of this article is a piece of shit. doesn’t sound like she deserves the love of her husband who is carrying the household; willing to put him at risk for STDs/STis. are we supposed to find how the article ended funny? she’s a revolting woman.

  • Brent

    “We postulated that half of the men on AM are players and the other half are just damaged in some way.”

    Yeah, and the women are absolute angels I’m sure…

  • sigh

    this reads like a made up story somehow? If it’s true, having an affair is really sad for all, esp the family you have. I just can’t imagine doing that to my spouse and kids..you really risk to lose EVERYTHING with an affair, very blind.

  • Lola

    Her evaluations and contemplations boil down to “my marriage ain’t perfect but at least my husband can keep it up?!” I feel horribly sad for her husband to be married to such an ungrateful whore.

  • flip

    Ugh…are we supposed to feel sorry for this incredibly weak, ungrateful woman? I feel sorry for her husband, and I feel even more sorry for her poor children.

  • Sandra

    I had to laugh when she was equally “worried” about losing her kids and cottage… in the same sentence. Pathetic.

  • redlom

    She epitomizes the general moral malaise that permeates our increasingly disconnected society. She’s also a wench.

  • Paula

    I was thinking the same thing. She is the one with issues and is a loser

  • Gigi Gates

    Maybe her husband was too nice to her & she took him for granted?

    *Sigh* – when I read stories like this and compare them to the Chris Brown/Rihanna incident, it makes me wonder if women really do want to be abused and dominated by men.

    Rihanna gets beaten up and runs back to Chris still in love. This woman is treated like a queen (comparatively speaking) by her husband and she betrays him.

    This woman sends the wrong signal to a lot men reading this story….

  • JLV

    Personally, I think this is a great article! It’s real, it’s controversial, it’s well written, and it’s much more common than most realize (or like to admit, for that matter). I applaud the author for being so honest (it couldn’t have been easy) and I respect her for sharing her experience. Maybe the previous commenters live in a sheltered world where ‘nothing bad ever happens & no one ever cheats’ but it happens, and respect her courage to tell her story. I don’t think she is selfish, and I do think she is remorseful for what she decided to do, and not because ‘he couldn’t get it up’. I think most of you are reading what you want to read and not what the author is writing, and that speaks volumes of your life and your experiences.. and good for you! Must be nice to live in happy happy land where the Brady Bunch dominates and there is no such thing as infidelity. But don’t chastise someone for her experience and that she actually had the balls to write about. Don’t like it? Stop reading. Oh and also, maybe get a reality check while you’re at it.

  • lowrez

    jackin’ it to this fake story right now…

  • lowrez

    the intended purpose of this article is obvious, but it’s only going to end in a lot of dudes tugging their hogs.

  • Dee

    I don’t believe any of it. It reads like a laundered fantasy with implausible conversations with masculine stereotypes right out of central (fantasy) casting: the sweet, journalist/biker boy, the power broker CEO, the distracted architect, tough-guy detective, and broad shouldered, square jawed, surgeon….did I miss anyone? Got the doctor, how bout a lawyer or Indian chief? And of course, the hooker – wait, I mean husband – with a heart of gold who wrangles the kids, chauffeurs them to the cottage, makes the bacon and cooks it, too. All that before he walks the dog. None of it rings true and surely, these potential paramours – professionals all – wouldn’t be sharing their real identities and places of employment. Lemme think, maybe a journalist, the Captain of Industry, that square jawed surgeon AND the TO detective might have thought twice before throwing caution, discretion and dignity to the wind. And what adulterous TO resident would have a clandestine meeting in the most visible place in Yorkville, sitting on a white banquet. Its the stuff of pedestrian, PR fantasy. Like her cast of characters, its all too cliche to warrant contempt which is of course the point of the exercise – to elicit some kind of controversy or moral outrage. Failed on both counts. Shame on you, Toronto Life editor for publishing this pulp.

  • em

    i don’t think this woman learned any lesson … her last sentence was riddled with “settling” … my husband was better than the guy who couldn’t get it up … i feel sorry for her, and more importantly, her husband.

  • disqus_2472fTYZpX

    I hate how I have to share earth with idiots like her

  • disqus_2mky6aFcIH

    “and the other half are just damaged” ??? and what does that make her and her friend? Dirty sex in the city cum dumpsters wannabe. Have some self respect for yourself, husband and family.

  • disqus_DhwO6h4JIr

    absolutely repulsive. i cant believe this slutbag tried to justify her actions. i feel sorry for her husband and hope that one day he finds out about this article. it’s called honesty and maybe people should learn to adapt it. if you’re not happy, be honest about it and work it out. otherwise, separate. people are disgustingly selfish and “AM” is website for people who have mental, emotion and physical issues. also known as individuals who are weak, pathetic and cannot bring themselves to seek the help they so desperately need.

  • Mrs_I

    “Being so honest? Courage to tell her story? … had the balls to write about it?” If she was truly honest, courageous and ballsy, as you say, she would have published her full name and posted a picture of her and her family, the family who is unwittingly sucked into her sleazy behaviour with no say into it whatsoever. You truly demean the concept of honesty and courage by associating it with her selfish and self-involved actions.

  • Disappointed

    Wow.

    When I first saw the headline for this article, I knew I had to read it. Not because I’m some melodramatic drama queen who lives and breathes for trashy affairs, but because I needed some insight.

    I am currently a university student of recently divorced parents, and for the past 3 years, I’ve been trying to reconcile my relationship with my mom, but have yet to find peace.

    She cheated on my dad.

    At first, I was an understandable mix of disappointed and angry, but now I’m just confused. My mom tried to justify the situation by saying that she just wasn’t happy anymore, that she had married so young, that she was bored, and that she didn’t get to experience life. But I didn’t get it. I didn’t see how she could give up me and my sisters (happy, beautiful, obedient daughters who did amazingly well in school, but were funny and goofy),I didn’t see how she could give up our family life and the beautiful house we lived in. But above all, I didn’t see how she could give up my dad–the most amazing and generous father and human being I’ve ever met.

    While they never fought and appeared blissfully happy together, I don’t know the details on my parents’ “intimate” relationship. But should that be complete cause to risk and destroy a happy family? To risk your children resenting you and feeling disappointed in you? Personally, I don’t think so.

    I was hoping that I could see reason in this article, and sympathize with this author and sympathize with my mom. But I can’t. I makes me incredibly disheartened to know that there are individuals out there who simply cannot be satisfied with the good that they have and are willing to risk all that good to have a few hours of “exhilaration.”

    So, as my mother frolics through online-dating disasters, one-night
    stands, and horrible boyfriends, I ask this of anyone who reads this: combat the idiocy and selfishness that has permeated and consumed our society by cherishing the fortune you are already blessed with. Go home and hug your spouse. Kiss your kids and tell them that you love them. Never risk the their love for your personal whims and whimsies. Do that, exercise, eat well, and I swear you’ll be happy.

  • NoNoNo

    One of my favourite pathetic lines throughout this, “Despite the shortcomings of my marriage, it was much better than the alternative—being with a man who couldn’t get it up.” I cringed multiple times with her flippant attitude towards her affairs and inability to turn the lense on herself and see what’s actually going on.

  • WowWowWow

    Great to know her husband won the lottery……. She only met losers and guys who couldn’t get it up….. The story would have been much more interesting if he got it up and there was an actual dilemma….. Right now her lucky husband can go to sleep happily at night knowing he won the booby prize thanks to his ability to perform 1X/wk…….

    Sure next summer when he’s off at the cottage with the kids, she’ll get that itch yet again……

  • Qin

    Some people are just not psychologically ready to get married.

  • Starbucks Girl

    I think this is a great article as well. I don’t like people passing judgement on the author. It just shows immaturity and lack of life experience. I truly thought that your response were leading to your forgiveness of your mom. She was obviously not happy in her marriage and she was simply trying to seek it. Until you walked in her shoes you will never fully understand her. Just ask yourself, despite her choices in men, has she been there for you in her role as your mother? You’re a smart girl. How much time do you think you have to spend with your mom? You WILL NEVER be truly happy if you continue to pass judgement!

 

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