First Time Cheating Stories

351,288 results
Orientation
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Infinite Scroll

What Is Cheating?

by Hypoxia on Sep 11, 2017
Humor & Satire

Disclaimer: Only adults have sex here. Nothing to get freaked over. This is a semi-serious semi-humorous essay, I hope. ***** DON'T CHEAT YOUR MEAT ***** Hi there. I am a normal guy, and I like to fuck. Jeez, I love a good fuck! Don't you? Yeah, a good fuck, mmmm. I hear some guys say there are no bad fucks, that even the most miserable fuck is better t...

Slut Born to Tease Pt. 06

by NeilMc123 on Sep 26, 2017
Loving Wives

I'm driving back home to my husband after a raunchy night of outrageous fucking with a brand new lover. I met new lover last week whilst out lingerie shopping and I was bold enough to get him to select a few outfits for me in the lingerie store. After we had teased and aroused ourselves in the lingerie store, where I took the liberty of giving him a fashion...

Defining Cheating for Couples

by roomfor1more on Sep 12, 2017
How To

Part II -- Chapter 1: Defining Cheating Introduction: The consideration of having a threesome brings many challenges for a couple. There are some challenges that are fairly obvious, like being able to successfully deal with watching your partner having sex with someone else. While other challenges are less obvious, such as resolving the social message tha...

Best Friends

by javmor79 on Sep 26, 2017
Loving Wives

Author's notes: This is a quick little flash story that I thought of while talking with a friend. I am working on the sequel to "Imbalance", but that is taking a while. It is almost finished, but will at least be a couple more weeks. Real life has a habit of getting in the way. This one was something I was able to bang out in a single afternoon. Comments...

Cheating Cunts Club: Bianca

by Antryg_Windrose on Aug 27, 2018
Loving Wives

Editor's note: this story contains scenes of incest or incest content. ***** "I'm never married so it's not really cheating, is it?" Bianca was a rebel; she took her jalapeño margarita with pink Tibetan salt. "I mean, cheating is like, you're engaged or married, but mostly married. Until you take vows, do what you want, right? And promising to marry some...

Hi, I'm Joe

by MarvinS on Sep 17, 2017
Loving Wives

Hi. I'm Joe. I am a lying, cheating bastard. How do I know? My girlfriend told me so. I mean my ex-girlfriend told me so. I don't know how she gets off calling me a bastard. My parents were married. And cheating? Well, it's not cheating if you are not married is it? Lying? Well, that part is a little bit true. This is my story; when I am done telling it you...

The Tax Divorce

by taylorsam on Apr 22, 2020
Loving Wives

It was a close friend who clued me in that my wife of twenty-one years was cheating on me. My buddy Bruce called me at work tell me that he has just seen my wife Libby walking hand in hand into a cheap hotel on the outskirts of our tow. He said he took some pictures on his phone. Of course, I didn't believe it at first. I figured there had to be a logical ex...

Quick Excuse: Men Caught Cheating

by BOSTONFICTIONWRITER on Sep 16, 2017
Reviews & Essays

Quick-Witted Excuse #1: For Males When Caught Cheating Recently, I posted my quick-witted excuse for females when caught cheating. Now, I post my quick-witted excuse for males when caught cheating. Excuse #1: To tell your wife, girlfriend or significant other when caught cheating. (The writer claims no responsibility legally, civilly or otherwise should y...

My Wife, His Girlfriend

by SnoopWorg on Nov 20, 2020
Cheating Spouses

The beginning of this story finds you on a rare day off along with your best friend, Matt. You've known Matt since you were in middle school, and you wound up going to the same high school since there was only one in your small town. You both moved out of state to the same college, and even ended up working in the same office after graduating, though, managi...

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The Receipt

by Winterfrog on Sep 12, 2017
Loving Wives

Many thanks to snowbear for editing this story. * The cruel truth is that shit can happen where and when you least expect it. I got to know that simple truth the hard way. I thought that I, Alexander Ericsson, a 43 year old Scandinavian guy, had a perfect life with two great kids, a beautiful, loving wife, good health, nice home, good job, helpful parent...