So many of my friends…mostly gay men and women ask me for my impressions on various restaurants and what they mean in the dating sense. Like in the city a friend of mine would call and say, “I’m going on a date tonight… we’re going to Per Se.” I would usually respond to that with “awesome… you got a winner or you found a winner and you’re willing to spend some bucks.” So, in the Hamptons what does it tell you when the person picks the restaurant. TONS! If you read below I’ll answer all your questions. Now remember, this guide and glossary is only good if you’ve been asked to one of these establishments. It’s also a good guide to picking the right location for someone who is truly special.

: 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.

Restaurant: Matto

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.

Restaurant: 1770 House

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!

WEEKEND UPDATE… Thank goodness he’s Chevy Chase and I’m not!!! And please don’t quote “Man in the Mirror!” -MJ deserves better!

Well, what to do this weekend in the Hamptons on another weekend full of fun and lack of sun!! Oh I’m hoping I’m wrong!! We need some sun!! Other than watching CNN’s wall to wall coverage on Michael Jackson (oh poor Farrah) or waiting for the excitement of Bernie Madoff’s sentencing on Monday there are other options.

Well first off Matto in East Hampton is doing a post beach happy hour for the boys and girls from the lambda set! They’ve even gathered a few buff shirtless 20 somethings to parade around hoping to draw a crowd. I just love the idea of my friend Dan’s uncle driving by with his 71 Ford pickup truck stopping in front of the IGA and wondering WTF is going on. Good times!!!


For a slightly more subdued time…. there is still the happy hour at the Lodge on Race Lane from 6-9pm. The crowd keeps growing . I’m totally curious what the crowd will be like if we finally have a Saturday night that doesn’t rain!! I guess the crowd will disperse a bit and stop cat fighting and positioning for real estate under an umbrella.

Saturday night is also the night for the first “Live out Loud” pride in the Hamptons party. Featuring cocktails, Hors d’oeuvres and dancing. .The evening to benefit LIVE OUT LOUD, a Non-Profit organization dedicated to inspiring and empowering LGBT youth by connecting them with successful LGBT professionals in their Community. 6-8:30 on Saturday afternoon… for information on tickets, go to the website
Ooops… Kelsey Grammer isn’t gay.. at least not that I know… his picture is related to the story below!!

The retreat also holds it’s annual fundraiser “Artists against Abuse.” The benefit will be held at The Ross School 18 Goodfriend Drive in East Hampton. The evening will feature cocktails, dancing and silent auction. Frasier Crane a.k.a. Kelsey Grammer will be the host of this years event along with Fox News’ entertainment reporter Bill McCuddy. For details on tickets and the top secret after party go to for details.