• Is it really worth it?
    Is this going to be a once-in-a-lifetime chance or just a romp with the office skank? You need to have standards – it’s best to decide what they are before jumping into it.
  • Are you that much of a catch?
    If the answer is a resounding “no,” then ask yourself, are you sure you want to risk losing that tolerant someone who puts up with you and all your crap?
  • What is the risk factor?
    Fact: There is a clear difference in risk hooking up with your significant other’s best friend, compared to that hot business associate in the Hong Kong office. The less likely you are to run into that person after you’ve done the deed, the more likely you are to get away with it. It’s Murphy’s Law people.
  • Is this person a potential “Bunny Boiler”?
    This is every tryster’s worst nightmare. Check the medicine cabinet for tell-tale meds. If you see anything labeled “Antipsychotic,” make a mad dash to the nearest exit. Do not pass go, do not collect discarded clothes.
  • Do you have a guilty conscience?If you’re a horrible liar and/or easily exude a guilty conscience, proceed with caution. Go to Vegas, and don’t come back until you’ve perfected your poker face.

Tough questions! Before you embark on that oh-so-tempting tryst, ask yourself these few deal-making and braking questions.

In Tryst we Trust