My Cheating Confessions

My Cheating Confessions

A collection of stories

Chapter 1 by jk89 jk89

Hey everyone. My name is David, or Dave, Smith, and as you probably guessed from the title, this is a story about me cheating. I guess, more accurately, I should say it's a collection of stories about me cheating, because it's happened more than once. I wish I could say that these are events that I'm ashamed of, but in actuality, I'm kind of proud of some of them, I just can't brag to anyone that I know or am close with so I figured this site would be the best way to anonymously share my stories. Hopefully some of you enjoy them and can get some masturbatory material from hearing about my infidelity.

To tell you a little about myself, I'm 42 years old, 6 ft tall, with neatly styled salt and pepper hair, brown eyes, and an olive complexion I can thank my mom's southern Italian ancestry for. I do well providing for my family monetarily, working as a Financial Planner, like to think of myself as a handsome man, have managed to stay pretty fit with regular gym workouts, and for the most part, I'm a nice guy who gets along well with the majority of people I interact with. I have to say I also manage to get away with a lot of inappropriate flirting and saying things laced with sexual innuendo that would land most people in a meeting with HR. I've avoided that fate so far in life and my guess is it's because the vast majority of the women seem to enjoy it and will either smile and blush or, even better, reply with naughty banter of their own.

I've been married to my wife Stacy for 18 years and we have two sons, Ryan and Gavin, who are 15 and 12. Our lives are pretty busy, between our work schedules, the kids' school activities, the chores in and around the house, and me coaching their youth sports teams (though with my oldest in high school now, the coaching part is starting to reduce). To all appearances, we're the prototypical suburban family living in the Northeastern United States.

I consider myself lucky to be married to Stacy and am still deeply in love with her. Not only is she an attentive and caring mother to our boys and keeps the household running smoothly, she's a great wife who tries to make sure our marriage doesn't go stale and has a healthy sexual appetite who's almost always ready and willing to indulge in more than just vanilla sex acts. I hear a lot of my married friends complain about how their wives hardly have sex with them and won't suck their dicks anymore, but Stacy still makes herself gag on mine on a regular basis and willingly allows me to finish in her mouth. She's a year younger than me and is a sexy blonde-hair, blue-eyed goddess who's full, soft D-cup tits, fit body, and curvy ass draw the attention of plenty of envious men, and a few of my closer friends have even admitted they've spanked one out thinking about her.

Please log in to view the image

For most men, she would be more than enough, and for the first seven years of our marriage, she was. Then we went through a bit of a rough patch; a stressful time at work and more energy devoted to the kids led to us bickering more about stupid things and our sex-life hit an extended dry spell. When we did have sex, it was a quickie that did little to rekindle our emotional connection and in a moment of weakness, when the opportunity presented itself, I cheated on her.

Instead of being overcome with guilt after that first time, I was reminded how great sex can be and I decided I needed to remind Stacy of the same thing. She became the fortunate recipient of my renewed sexual interest, with me initially focusing on just her pleasure. Any small bit of time we were alone I took advantage of, groping her ass, fondling her tits, or sticking my fingers or my face in her pussy and not stopping until she came. It didn't take long for Stacy's sex drive to ramp back up and she was soon reciprocating the behavior. With our sex life renewed, our marriage became closer and as strong as it has ever been as well.

Unfortunately, I was also reminded how exciting sex with someone different could be and that first time cheating would not be my last. I've found that sometimes that itch just needs to be scratched from time to time and I've kept my eyes open for any potential opportunity, having fucked multiple women since. Most of them I wouldn't even say were hotter than my wife, just different.

What would you like to read about?

More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)