Pretty please, with a cherry on top?

All you have to do is ask.

I essentially paid $200k for a Wharton education to learn the pivotal business negotiation tactic above. But I have recently found that the tenet holds true for sex as well. Until recently, I thought the hard to get card was the best one to play (at least whilst sober), and I still accept that it is human nature to want what you cannot have. However, I have also witnessed that people want what is simple, and right in front of them. To get it, you simply have to ask nicely.

I try to be easy breezy, but I end up mostly feigning it. Add just plain easy to that outlook, and you most certainly end the night with a romp. Case in point: this past week I reconnected with an old high school friend. He has reached out to me over the last 10+ years (clue 1 he wants to bone) although we have probably only seen each other twice since graduation. We met for drinks in a dark West Village wine bistro (clue 2: a dimly lit bar = ideal pre-bone setting) on a Thursday evening (clue 3: no one really bones for the first time during the first half of the week). Based on my Nancy Drew-like sleuthing skills, I naturally assumed that based on his behavior pattern and the fact that he possesses a penis, he clearly wants to get it in.

So, I askcheese-charcuterie-boarded him, in between bites of charcuterie, and in the easiest of breeziest ways, “Do you want to have sex with me?”

There was a look of shock cum excitement cum shock again before he answered. He rambled on about how he just wanted to catch up and how he even mentally told himself not to hit on me tonight. Ultimately, I have never seen a man pay the check so quickly.

Would I ever have been that direct pre-age 29? Absolutely not. All I sought from my old pal in that moment was a little action between the sheets. There were no games, no dalliances, and no mysteries– he knew exactly what I wanted. I got exactly what I asked for, and eleven years later– so did he. It was honest, mature, and very, very fun. (PS- he is ALSO a lawyer—that’s four in a row now! Separate blog post idea: On Boning Barristers?)

It has been written that nice girls don’t ask, but smart women do. Although that advice was given to those who desire to climb the corporate ladder, I have discovered that the same applies if you just want to climb up on a man. Yes, this behavior will probably not lead towards a long-lasting and loving relationship (can someone say snoozefest??). But at 29—I get it. I’m in this for the same reason this bozo on top of me is. And I am going to enjoy it for what it is. So I have learned—ask and I shall receive!


4 thoughts on “Pretty please, with a cherry on top?

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