The Number One Question To Ask Before Having Sex

Back in the dog days of the late nineteen eighties, when I started “dating,” I didn’t have many questions before jumping into bed. Granted it was another place, as well as another time, a more innocent time, but not totally innocent; before the Internet, but also after AIDS. It was the end of high school for me, and while I was technically “sex educated” I was also extremely horny and emotionally naïve. While these are not crimes separately, together they can be lethal. While I got my heart smashed into smithereens repeatedly (“Smashed Into Smithereens,” The Susanna Brisk Story) I did not die. Nor did I get the gift of a lifelong STD. Luckily, you can’t catch Stupid.

After my first big broken heart, I vowed celibacy for six months, until a particularly charming actor swept me off my proverbial feet, literally from the stage. From then on, in the heady days of the nineteen nineties I jumped into bed with people serially. Did I want the person? Yes. Did they want me? Yes. After we had sex, would we then be “going out?” Yes. I was a serial monogamist for three months to three years at a time, and then I would get rid of them when the next Shiny Love Object came along, because if that first broken heart had taught me one thing, it was I wouldn’t be enduring that again. Getting dumped, that is. Never Forget.

Then I met my soon to be husband, one day to be ex. We had a good run, he and I and for the duration of the relationship, I took my life-focus off sex and more on other values, like trust, compatibility and laughter. Good values to be sure, but as a sensual person, I ignored our fundamental sexual incompatibility at my peril. In the marriage, I got the dad I always wanted, but not the Daddy. After fourteen years of (mostly) bliss, the whole thing appeared to be wedged apart by another penis, but the truth was far more complex. For No penis Can Cast Asunder What Was Not Already Undone (Leviticus 3:12.)

Since returning to the world of “dating,” post Internet, though not Post-AIDS, certainly post-irony and post-Wait are we in a relationship now or what is this exactly I know we hooked up once but then I didn’t hear from you for a week and now you’re texting me at 11 p.m. on a Wednesday… I have had to, to put it mildly, adjust. For in this time and place (Los Angeles, 2015, late summer, though I suspect also in other places and times) while nothing is assumed, much is still unspoken.

When looking for “The One” to move behind the white picket fence I thought I wanted, the questions I asked were these: What Do You Do? Where Did You Grow Up? Do You Want Kids Someday? What Do You Think Of Violent Femmes? (this last one crucial.) And I see many of the Youngs still asking these things, and while they are valid (What Do You Think Of Nickelback? now particularly salient) they are not the crux of the matter.

The updated questions before jumping (discriminatingly) into bed, now that I no longer believe in either “The One” or the fence, would be: What’s Your Name? What Generation Are You? What Are You Into? When Was The Last Time You Were Tested? How Did Your Last Relationship End? Have You Ever Had One? Can you have one? Been Married? Got Kids? Want More? How Was Your Last Sexual Experience? Are You Into Monogamy? Are You Happy? What Is The Craziest Thing You Would Not Want Me To Know About You? All solid. Knowing that people lie, people want to get laid (women too, dummy) and certainly someone is capable of misleading you, but if you keep it in your pants for a second, Randy, our short post-Internet attention spans dictate that usually people run out of energy for deception.

But what I have found is most important, the question that in the last six months has saved me SO much heartache and headache and lonely (see what I did there?) is this:


And then watch. Not only watch, but also observe. Take mental notes. See the behavior, not just the words, the breath and the pupils dilating (they do that with desire, see?) Really undertake a curious, scientific exploration of What This Person Can Share With You At This Time. Not what they wish they were up for- I have had 22-year-old men tell me with absolute gravity they wanted to be my “boyfriend” and 52-year-old men assure me they were fine with non-monogamy, but what are the FACTS? How often do they call/text? Do they show up when and where they said they would, when sex is not yet on the table? How does your body feel in their presence? Do they feel entitled to sex or will they wait to figure it out with you? Are there snide remarks? Do they make you feel tired?

Pay attention, for sooner rather than later, people will reveal exactly what they are after, simply by what they can sustain. The amount of bandwidth they have will be obvious SO shortly, if you can just keep it in your pants a little while longer… And believe me, if I can do it (Horniest Girl Of The Year 1988-2015) you can too. If casual sex is what you are after, please have at it, sometimes it can be just the palate cleanser the doctor ordered. But be clear that that is what it is and do not waver in that clarity. If you want more, there is no substitute for consciously and methodically getting to know someone a little bit, before you release the hounds of Oxytocin and everything goes to holy heaven/hell.

And before posing that question to someone else, here is the ultimate kicker, POSE THAT QUESTION TO YOURSELF.

WHAT AM I REALLY AVAILABLE FOR? (Add that REALLY, just to make sure you are paying attention.)

Don’t try to fake yourself out with flowers and pronouncements and grand ideas of what you SHOULD want because of your age, or race, or gender, or some other thing. These may all be mitigating factors, but they are not decisive. What is decisive, but Who even more so. Who are you and what do you want? Who are you going to have to be to get it? Who makes you happy? Never Why, because that part is always a mystery…

Before beginning a negotiation with anyone for anything, you must start by being absolutely honest with yourself- authentic, audacious but also flexible. Find out what you want and need, in this moment in time, and then go after it with everything you have, by asking specifically in every moment for what you want and need, without manipulation or agenda, though certainly charm is fine. Do not settle. Keep in mind that you are not entitled to anything from anybody, least of all the relationship of your dreams or even dinner, and certainly not gasp! sex. Sit down, look ‘em squarely in the eye, and fight for your true soul’s expression. Order your coffee how you like it and then plant your feet and ask the magical question, “What are you available for?” And wait.


Feel stuck repeating the same unhelpful patterns when it comes to dating, love and sex? A Sexual Intuitive® can help you cut years of struggle by honing your own gut instincts. Email NOW for a free 15 minute Skype consultation to find out if being coached by a Sexual Intuitive® is what’s next for you. 


  1. I think this is a brilliant question. I found early on in dating that defining ones terms becomes critical – one person’s “serious” is another’s “casual”. Same goes with amount of time someone has. I started to ask people what they actually meant, and it helped immensely.

  2. Fantastic read, fantastic message, fantastic blueprint modeling for others so they can. Thanks for this article. I think this article could be re-presented with the same fantastic message, but with an entirely different class of good in world… simply find/replace: “sex” with “ask for a divorce.”

    Again, thanks for this article.

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