The Set Up: What Do You Say?

So, I had this huge party on Friday. Its something I do twice a year and its always a blast. This time, like every other, I got deluged with calls and emails over the next few days asking me for the proverbial hook up with some guy/girl they had locked eyes with in a house full of over 200 people. 

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As an aside, it always amazes me when I see the pictures and realize that I never even SAW half of the people at the party… as in, literally didn’t know they were at my house… anyway…

The conversation usually goes something like this…

“Kelli! Great party, were you able to have fun?”

“I had the BEST time! Met so many great new people and saw old friends. Way too much fun.”

“Did you meet anyone… interesting?”

“Hummm… I don’t know. Possibly… did you?”

“Well, now that you ask… I did talk to this one guy/girl for a while and we really had a great connection. Do you know [interesting hottie]? Are they single? Would they be interested in me?”

“Actually, yes, I do know [interesting hottie], I’m not sure what’s going on with them, but I can certainly put out some feelers for you.”

“That would be GREAT! Just make sure you’re, you know, cool about it. Don’t let them know that I’m asking until you know if they might be interested…”

Now, dear reader, here is my question to you: how exactly am I supposed to be “cool” without giving up the ghost AND finding out if one friend is mutually interested in the other? I need your suggestions from several different angles…

It’s great and easy of course if both parties are interested in the other, but what do you do/say when:

  1. You are the approached third party setter-upper: You KNOW beyond all shadow of a doubt, that this is likely the worst set up in the history of mankind or there is slim to NO chance this one is going to happen. Do you say it straight up to the asker or do you go ahead and venture out on the limb?
  2. You are the approached third party setter-upper: You have no idea if the other person will be interested and you want to preserve some semblance of “cool” for your interested friend. What do you say?
  3. If you are the interesting hottie: do you want me to approach and shoot it straight or ask obliquely? Do I just ask you if you were interested in anyone you met and hope that A meets B?
  4. If you are the interested friend: what would you want me to say to maintain your “cool?”

I hope that all makes sense… I’m just trying to figure this out since I keep getting put in this position and really do want to do my best by everyone but also want to avoid awkward drama and embarrassment for either party. If you’ve read my blog at all, you can probably figure out what I naturally lean towards… but I’d like to know if that is considered “cool” enough. *grin*

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