Restaurant: Nick and Toni’s , The Palm or the American Hotel.
What does it say: If it’s on a Friday or Saturday night.. it means they have connections. They’re also not short on cash and willing to go head to head with some of the biggest attitudes in the Hamptons. If they order the zucchini chips (at N&T) or onion rings (Palm) they’re daring… not afraid of calories because they’ll be at the gym in the morning. It also says, they really know the menu. If one of the hostesses or maitre d’s say “hello,” you know they’re doing well because they obviously slipped one of them a few buck$ for Christmas. They deserve a least a second date or to go a few bases. If you’re date is on a Sunday or prixe-fixe night, it’s up to your discretion.
Underlying issues: My advice would be to avoid any topics or conversations dealing with the following: ex-wives, alimony or investing with Bernie Madoff.
What does it say: Chances are your date is a summer renter here in the Hamptons. They’re still new to the scene so if you’re waiting for that invitation to Jerry Seinfeld’s residence forget it. If this is a first date, finish the evening and change your cell number. You can do better.
Underlying issues: Avoid topics relating to home ownership in the Hamptons, real estate, St. Barth’s at Christmas and flying coach versus first class.
What does it say: Your date obviously knows some of the hidden treasures of the Hamptons. It also says, they’re willing to go to a quiet place and they’re not afraid to hold a conversation with you. They’re smart and into the finer things in life. Confident and not afraid to spend a little extra for something special. Now, I want to be clear we’re talking about the upstairs restaurant here… if you end up in the downstairs pub it only says one thing to me; THEY’RE MARRIED!
Underlying issues: If your upstairs you can pretty much discuss anything, they obviously are open and willing to talk. If your DOWNSTAIRS avoid discussing wives, mistresses, explaining difficult things to children and commuting to the city from Nassau County.
What does it say: If it’s Friday night and he’s taking you to Almond, he’s gay! If you already knew he was gay… then just enjoy he probably knows a lot of people.
Underlying issues: If it’s Saturday, I’m not quite sure what to do but I think you’ve done ok. If it’s Friday and your on a hetero date… avoid topics like musicals, football and closets. It will only make you both uncomfortable.
My last note today and probably the most obvious!
What does it say: People go to Cyril’s for one reason to drink. Odds are your date just got out of rehab or is probably fresh from the daily Montauk AA meeting. I would also be suspect of everyone your date just said hello to, odds are they’re tomorrow’s date! If you drove separately (hopefully you did) pretend to get a text message and leave immediately to deal with a “personal issue.”
Underlying issues: Avoid such topics as binge drinking, rehab, STD’s, sobriety or monogamy!
If today’s blog offends anyone.. I apologize, it was written with a strong sense of humor. But remember, there’s a little bit of truth in every jest!