Cheating Part II: How much flirtation is healthy and when does it become infidelity?

This is Part Two of a multi-part look at infidelity. Part One of this series asked some questions about the morality of cheating, and whether it is relative to the attitudes of the participants. Click here to read Part One.

Here in Part Two, we’ll look at a few real life situations that are what you might call “fuzzy infidelity.” How do we define the line between flirtation and interaction that qualifies as cheating, or, as wrong? Is it okay, or healthy, to cross the line a bit? How far? Where do you draw your line and have you crossed it? Please share your thoughts and stories in comments to further the discussion.

Much of the stories we hear about marital infidelity involve clear sexual interaction; with these, while opinions may differ about whether the interaction was right or wrong, there’s little ambiguity about the fact that “cheating” has occurred. But, in real life, we have situations that aren’t necessarily innocent, but do not involve any sexual acts – or, perhaps, no sexual interaction at all. I’d love to here about any such situations you’ve encountered. Here are a couple anecdotes from my own life: would they qualify as flirtation, or cheating? Were they harmless and healthy, or deceptive and wrong?

One of these “fuzzy” type situations happened with a friend’s fiancee, Lisa. The incident happened one night as a result of a spontaneous Truth or Dare game that started up between a group of close friends at a Fourth of July party. You can read the entire story of that night in my recently published book “Dare.” ~ Available now on Amazon

The incident with Lisa didn’t involve any sexual activity, and we were actually miles apart when the “questionable” part occurred. Before leaving the party with her fiancee, for her last turn in the Truth or Dare game, Lisa had dared me to go in the bathroom and take a nude mirror-shot selfie and text the pic to her and the other people playing. The dare stipulated that I be erect when I took the pic. As I walked off to do the dare Lisa mentioned something about, “It has to be a good, clear photo, bonus for sending a couple…”

I sent each person the photo individually. Then I sent two more to Lisa, close-ups that I had taken while I was still sitting on the toilet “preparing” – one flaccid and one of my hard dick. I lied and texted her that I couldn’t remember if she had said to send her a few. Lisa made no mention of the two extra photos she received – thank God.

If a line was crossed, it was probably about a half hour after she left, when I received a text message from Lisa. The following short conversation occurred:

Lisa: Hey, thanks for the xtra pics. U send those to others or just me?
Me: Just you. Too much?
Lisa: Would I be a horrible person if I kept them?
Me: Probably – lol.
Lisa: I think I will if u don’t mind?
Me: Go for it.
Lisa: I was thinking that perhaps we can keep it between us, the xtra ones you sent?
Me: Okay.
Lisa: And Duncan…
Me: Yes?
Lisa: I like them.
Me: I’m glad. You’re welcome to use them for masturbating… Lol, totally kidding.
Lisa: So I can’t?
Me: You would?
Lisa: I might.
Me: =0

And that was it. Flirtation? Infidelity? Horribly wrong behavior? What do you think?

For those that think this was wrong of Lisa or me, would you consider it “cheating,” or wrong for other reasons? Was I the first to do wrong by sending those extra pics? Was it the secretiveness when she asked me to keep it between us? Or, perhaps it became wrong when she continued even after I answered her that she would “probably” be a horrible person if she kept them? Or, did it cross the line when it turned sexual with her saying she might use the photos?

How about pure mental infidelity, is that a thing? If she masturbates looking at the pics or thinking of me – her soon-to-be-husband’s friend – is that cheating? How about if I get off on the thought of her keeping and looking at the pics of me, am I betraying my friendship?

Would the context of the incident, where lots of shocking behavior from all of us had already occurred that night, excuse our behavior to some extent?

Right or wrong, I haven’t experienced any negative repercussions do to the incident and as far as I know there’ve been none between Lisa and Sean – who were married two weeks after this happened. I’m dying to know what became of the photos, but haven’t dared ask. I still remember seeing Lisa’s amazing tits that night – no photo necessary. She actually has seen my genitals in person since, but that’s a whole ‘nother story – takes place in Volume II of the Sinner Saint Diary series actually.

Is it ever cheating if one merely exposes their body without their spouse’s knowledge? Or, does the exposure have to accompany some kind of sexual interaction – even if it’s on video or over the phone? I’ve seen someone expose themselves numerous times without their husbands around. A few years ago two co-workers stopped by my house, one married and the other separated. After a drink or two,  we got talking about boob jobs. The separated co-worker volunteered into evidence her own boob job, and then my boss – the happily married one of the group, took her shirt and bra off, and sat topless for a spell, so we could asses whether or not she needed a boob job. Unless a woman was planning a  career as a Dolly Parton impersonator, it would be ridiculous to change such perfect breasts: did she just want to show her tits?

The most extreme exposure story, which is told in the “Campfire Talk” SSD story to be published, was when a friend took off all her clothes in front of a group of us camping, after her boyfriend got upset about her wanting to go skinny dipping with the rest of us. We ended up going swimming without her, while she fought with her boyfriend. By the time we returned, her boyfriend had left the campsite and driven home – back to Los Angeles which was about a hundred miles away. As as twenty of us warmed up around the fire,  our friend made sure there was nothing of her we didn’t see.

Here’s a link to next the next post in series:


If you enjoy true accounts like this – of scandal, infidelity and testing of boundaries, I think you’ll love experiencing the scandalous saga among friends that takes place in the recent inaugural SSD publication, “Dare” available now on Amazon – click here for free preview.



Cheating Series:

Cheating: Issues, Questions & Implications of shifting attitudes towards marital infidelity.
Cheating Part II: How much flirtation is healthy and when does it become infidelity?
Cheating III: Sex in Head, Mental Infidelity
Cheating IV: Anatomy of Infidelity
Cheating Part V: Loopholes, Free Zones and Grey Areas.
Cheating VII: Time Warp Infidelity – Sex After or Before the Relationship?
Cheating 7: When You Stumble Upon Much Better Sex Outside Your Relationship
Cheating 8: Is it Really Sex or affection we Want or is Cheating a Settlement?
Cheating 9: Considering Special Features in Defense of Sexual Infidelity
Cheating 10: Looking for a bit of fun before spilling the beans
Cheating XI: How Not to Sleep With Married People


And now about you:

Responses will be shared anonymous

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Chuck

(what the dick you let into me did to me)

I love you man you’re a horny Fuck
I married you eight years ago
You let a friend put his dick in me
So you could watch and get off.

I was content with having no other
You compared with the best I’d had
We were fine with what you’ve got
Big enough for what I sought.

I knew it was risky fucking your friend
But we both wanted to spice things up
You said it would be crazy hot to see
Promised no issues with jealousy

So easy would it have been to pass
Our sex was basically problem free
You had to see another bowl in your lane
He bowled all strikes like a champion.

Its not my fault that your friend was huge
And his dick stayed hard for so damn long
Blowing thrice playing me an hour non-stop
He made me come so hard I lost my tongue.

If you wanted to see less
You might have checked first
That he didn’t fuck like a God
Nor have a cock from heaven.

You probably didn’t think it through
And told me you wanted me to enjoy
Said you’d get off if the friend made me come
You’d stroke off a load and all would be done.

I said no thanks, I’d feel like a whore
It’s you and not your friend I adore
What if one time just wasn’t enough
Who next would you be having me fuck?

But you begged and pleaded and wanted it so
We’d fuck once, you’d come – end of the show.
You said you could handle seeing us fuck
And not end up hurt or jealous of Chuck.

Chuck was safe and attractive enough
What the hell, what harm could it do
I wanted to please you and bring you to life
So I agreed to do it and be a good wife.

We should have had rules or contingency plans
And learned much more about this friend of yours
Had we only known chuck would bring what he brought
Would have known we would lose to the game that he’s got.

By the look on your face when he started to grow
I knew you hadn’t planned for a donkey show
Did it also surprise you he could last for so long
or that so much cum came out of his dong?

Was it how hard I came or that it didn’t take long
or that I came more than once that bothered you
Maybe my moans turned this engagement so sour
You came right away and we came for an hour?

Did you want me to tell you I was faking it?
You must know I wish you could fuck like him
Why didn’t you say stop if it bothered you
Once he got me off you and I were through.