From February 2007
I read a lotta blogs, and one I check in on from time to time is Amber’s. And a few weeks ago, she wrote a very brief, one-sentence post that brought me up short:
The deadpan flirtatiousness of certain married male bloggers is baffling to me.
Now, I was pretty damn certain Amber wasn’t thinking of me. I don’t know to whom she was referring, actually. But it made me reflect a bit about my past, about marriage, about neediness, and about unlearning flirtatiousness.
From early adolescence on, I was a student of flirting. I remember having the word defined for me in eighth grade by a girl named Jenny Nicholson. We sat together in math class, and I was a bit infatuated by her, a mild crush that was unreciprocated. But we chatted a lot, and one day she smiled and asked, in response to something I had said that I can’t remember, “Hugo are you flirting with me?” I said “no”, but obviously looked confused long enough for Jenny to throw out a definition: “It’s when you kinda like someone but don’t want to say it.”
I think I grunted out an “oh”, and left it at that.
I went home and asked my Mom about flirting. She gave me a more thorough definition, which I seem to remember as “Showing subtle romantic interest.” I also looked it up in a dictionary or two, and began to get the picture.
My mid-adolescent attempts at conscious flirting began not long thereafter, and they were predictably excruciatingly obvious, puerile, and unsuccessful. But my interest in girls was strong enough to help me overcome rejection after rejection, so I kept practicing what I thought of as my “technique.” I watched two of my older teenage male cousins, young men in college whose bodies were hard and chiseled and whose “patter” was smooth and (judging from their large number of girlfriends) successful. I watched their hand gestures, listened to their voices, studied their apparent effortlessness. Slowly, as my own body matured and changed, my confidence began to increase.
Bottom line, I spent years learning how to flirt. I suppose I only got good at it around the time I stopped consciously thinking about what I was doing and simply let myself “do what came naturally.” And for years and years, I did a hell of a lot of flirting. I flirted in and out of both of the disastrous marriages I had in my twenties. I found that my need for validation was stronger than any commitment I had made to any one particular woman. Even when I was physically faithful, I still loved the “intrigues” that had become second nature to me.
It was only in my early thirties, when I underwent my spiritual conversion, that I became willing to rethink my own flirtatiousness. Doing a written inventory of my romantic and sexual history, I realized that from 13 to 31 I had devoted a colossal amount of time and energy to flirting. The goal was rarely sex — the goal was validation of my own desirability. I was a first-rate narcissist, always eager to “stir the pot” to see if I could arouse a spark of interest in the various women I met in my life. It never mattered if I was single or attached, and I didn’t much care if these women were available or not. My ego needed feeding, and flirting was the best damn way I knew to get it fed. If the “intriguing” led to a short-term relationship or brief encounter, so much the better — but that was just icing on the cake. The “cake” in these instances was the knowledge that I was wanted. And knowing that I was desirable was the ultimate payoff.
I wrote last year about my 1998 “experiment with celibacy.” Not only did I not have sex or date, but for the first time since early adolescence, I consciously refrained from flirtations and intrigues. Cutting off that source of validation was extremely painful. I felt panicky and anxious. I was forced to do a lot of praying. And God was faithful. He brought me that sense of well-being that I needed so badly, that I had wanted so badly. My promiscuity and my addictive flirtatiousness had been all about filling a hole inside of me that only He could fill. But His grace could only fill that hole once I had made the decision to give up this habit that had sustained me and driven me for so long.
It’s been nearly nine years since that experience. And of course, I’m married once more, in a relationship that is deeper, richer, more challenging and more fulfilling than I have ever known. And finally, in this marriage, I can say that not flirting is truly second nature for me now. I still remember all of my old tricks, mind you. Even now, I often pause and examine my own words and actions to make sure that nothing I am doing or saying with any of the women in my life rises to the level of flirtation or intrigue. I’m gradually growing less hyper-vigilant as I learn to relax into my own skin. I’ve finally learned to stop using other people in order to feed that insatiable ego. And I’m finally in a marriage where all of those sparks, all of that heat, all of that “intrigue” is directed towards my spouse and my spouse alone.
Flirtation, particularly when we are married or in committed relationship, brings us dangerously close to one of the most pernicious sins of all. No, I don’t mean adultery. I mean the sin of using another human being to soothe our own anxiety, to feed our ravenous ego. Sending out “mixed messages” that arouse interest, deliberately fishing about to see if we can get a little “stroking” — this is toxic, manipulative, adolescent. I did it for nearly twenty years. It took several years more of hard work to break myself of the habit. Even now, I remain vigilant, knowing that it would be false pride to claim that I am forevermore immune from the temptation to soothe myself this way.
In my blog presence as in my “real world” life, I try and make it very clear that I am safe, romantically unavailable, happily married. I do this to honor my wife, of course, but there’s more to it than that. The other women in my life, be they colleagues, friends, or students don’t need me trying to pry out some sort of response from them. To put it vulgarly, using people sucks.
As it’s clear to regular readers, I’m spending a lot of time these days thinking about getting older. 40 is just around the corner. And of course, there’s a little nagging voice that says “Hugo, whatever looks you’ve had are fading. Do you think you can still “pull” (as the English say) as you used to?” And it’s my job these days to quiet that voice and not let that ugly, poisonous, neediness back into my life.
When that voice comes into my head, I remind myself that my real validation comes from the truth that — just like every other creature on this planet — I’m God’s beloved favorite. That’s true whether I’m lean or soft, wrinkled or smooth, handsome or homely, 29, 39, or 59.
And my wife, bless her, thinks I’m hot. The chinchillas just want to know if I have their shredded wheat treats, and it’s time to fetch those for them.






Until i read this i did not know exactly what flirting was n(turns out i had no idea, thats nothing like what i thought it was), is that an accurate definition?
“And finally, in this marriage, I can say that not flirting is truly second nature for me now. I still remember all of my old tricks, mind you. . . And I’m finally in a marriage where all of those sparks, all of that heat, all of that “intrigue†is directed towards my spouse and my spouse alone.”
-Wow, this is so well-said. It’s exactly the same for me too and you have summed up my experiences beautifully. Thanks for the great post on an important subject! As much as I always hated people feeding their egos on me, I never questioned my own right to do the same. It’s very liberating not to have to do that any more.
Jeez, Hugo. Or flirting can be a harmless amusement that doesn’t Threaten The Whole Relationship Automatically. Just a thought.
For what it’s worth, although I think this post is a bit over the top, I spent a fair portion of middle school collecting definitions of the word “flirt” because I was so irritated that some people would accuse others of “flirting” or make all kinds of assumptions but then be unable to pin down what was behind what they were saying. (I think it made me nervous partly because I was sometimes told that I was flirting when I genuinely didn’t mean to, and even then I was aware of some of the risks that “overly flirty” girls might societally run.) One of the definitions I received was “giggling” — that one annoyed me most of all.
I agree that flirting can be harmless fun for most people.
A drink can be harmless fun for most people… Just not alcoholics.
Perhaps determined flirts should be required to wear t-shirts that say, “Please enjoy responsibly.”
So I’m pretty sure I’ve been on the receiving end of what you’re describing, call it toxic flirting, and no, it’s not fun.
But, I have also been on the receiving end of harmless-fun flirting, and flirted right back – and I really enjoy it.
I think it’s about the conception and approach, as much as the actual words and actions involved. If someone is flirting to manipulate a response out of you, to see if you would/will sleep with them, for (as Hugo says) validation, in short selfishly and for a reason other than the flirting itself, that is toxic and no fun. But if friends are mutually flirting just to flirt, not because they need it to feel good about themselves, but to express admiration (which is fun), and receive it (which is also fun), and because it’s a game we can play with words and gestures and culture – a game that as a general rule isn’t going anywhere – I think that’s nice.
I also think that once that distinction is made, flirting is not terribly different from any other social behavior (greeting someone, paying a compliment, having a conversation, etc.): there’s the good way to do it, which is mutually satisfying and fun for all, and there is the bad way to do it, which is non-communicative, not mutually satisfying, and often creepy and exploitative.
Also like other social behaviors, there is an appropriate time and place (you don’t chat with your mom at work, nor do you flirt when on the clock), appropriate people with whom to engage in a certain behavior (you don’t hug you’re new acquaintance goodbye, or send your mother off with just a handshake, and you don’t flirt with people who aren’t comfortable with it), and these things vary from person to person (some people are poly and have extra-marital sex with their spouse’s full consent and support and good wishes – but those same people and spouses might or might not be okay with flirting outside marriage).
So once again, the world is full of individuals, and it is most important that we are self aware and do our very best to harm none, including ourselves. But I wouldn’t say a unilateral condemnation of flirting helps us with that.
Sorry, that was a bit more than I intended – but I guess I’m posting anyway.
Of course I have read spiritual rules of engagement. I’m 20, and I like the hunt and I love having someone by me as many nights as possible. Like you said, the goal is rarely sex. I use people to fill that void. I really relate to what you’re saying and I appreciate the honesty. How do I balance being young and having fun with staying focused and spiritual?
As others have said–this can be harmless fun, or it can be a sign of real problems in a person’s life, just like consuming alcohol. And Hugo, one thing you’ve consistently said is that you’ve been susceptible to addictions in the past, a whole bunch of them at once. So for you, flirting may be like a sip of liquor, another thing you have to stay away from. For most people, I think it’s not necessarily deadly. Just a little acknowledgement that another person has his/her attractive qualities, all in a perfectly deniable way.
Flirters Anonymous. It’s what the world needs, but they might have to make the meetings single sex.
It’s not always harmless fun. Sometimes it can be as Fred states,”non-communicative, not mutually satisfying, and often creepy and exploitative.”
I’ve been on the receiving end of toxic inappropriate flirting which I didn’t appreciate. I was also accused of flirting when I was just being natural and engaged in a conversation, not flirting with a sexual intent. Having been on the receiving end of someone who interprets a smile or other innocent gestures as sexual interest made it very unfun! I don’t believe all these people were alcoholics or people susceptible to addictions either. Having encountered more negative experiences than positive ones I can say that it’s made me less outgoing and less friendly towards people–I’m always aware of and monitoring their behaviors.