Archive for the ‘Date Night’ Category

Last week, I talked a bit about how you should give more matches a chance. Just because you’ve seen and ignored the same tired profiles over and over again in your zip code doesn’t mean that they aren’t a good match for you!  This is true. However, I tend to play devil’s advocate quite a bit (with myself) and was thinking: why date people you aren’t interested in just because they are available?  I might only find a dozen young men in my area who are my age, but what if I don’t want to date any of them? Should everyone in the same zip code just pair off with another person they find the least intolerable? Is that how marriage works?

I’ve come to the conclusion recently that some people are just naturally more picky, or, excuse me, selectively-inclined, than others. And this is fine. If we all dated like Jerry Seinfeld, no one would ever get married, family structure could break down entirely, and we’d all end up alone eating lots of cereal. But if everyone were forced to just “pick someone,” many people, though not necessarily all, would be miserable. If someone has found a happy medium between these extremes, please inform me what it looks like.

How do you know if you’re too picky? I’ve definitely been accused of having an overly healthy degree of selectivity. There are likely several reasons for this, none of which I’ll describe here, because honestly, I’m not sure what they are. But am I being too picky when I reject an offer to be set up with the cousin of someone’s neighbor who is 20 years my senior, lives in another country, and just finalized his divorce?  I say no. Mrs. Goldberg at shul might say otherwise. But I’m holding my ground. I mean, you see how picky I am about my shoes, and they only go on my feet.

In my opinion, there’s no need to go out with someone out of pity, convenience, spite, revenge, or obligation. If you aren’t interested or don’t see the possibility of potential, it’s okay to pass. If you’re feeling that resistant toward meeting someone, it’s much more likely that you’ll feel resentful or act rudely than feel surprisingly delighted after meeting him or her. Feeling neutral is one thing – if you don’t know someone or feel on the fence, by all means – it’s just a date – go! But feeling repulsed by a photo, getting in an email argument over opposing views of the world, or even a strong negative gut feeling – these all warrant some selectivity.

Those examples might be pretty straightforward, but what if you don’t want to date someone because one of her nostrils is a little bigger than the other, or because he won’t let his food touch on the plate? Or because she didn’t go to an Ivy League school, or his glasses are out of style? This is where pickiness gets interesting. There can be a fine line between appropriate selectivity and self-sabotage, so give people the benefit of the doubt, but trust your gut.  There’s a lot more to say about this topic — stay tuned for a future related post. In the meantime, in honor of the 20^th anniversary of Clueless this month, I’m Audi!

When you’re on a second date and it’s going well, then you become more and more apt to share personal stories. If you feel comfortable letting your guard down and opening up, that’s great! Here are a few tips to help you get there:

• Make sure the other person is also sharing, and therefore is on the same page in regards to the date going well and wanting to get to know you better and allowing you to get to know them — sharing should not be one-sided
• Keep the topics positive, talk about things that make you happy
• Don’t start the “ex” or divorce/widow conversation just yet
• Stay away from relaying stories of your dating past — as funny as some of our 100hookup stories are, this is not the time to exchange them

Be a good listener; don’t interrupt and make sure to ask a few questions to show you’re giving your date your undivided attention. Bonus points for being an observant storyteller — don’t drone on and on without noticing if your audience has lost interest. You’re look for a connection; the more you share and find commonalities, the closer you will feel.

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When the time comes to order drinks and food on a second date, there are a few ways to proceed: You can either do it the generic way with each person ordering for themselves, OR you can use it as an opportunity to bond by ordering together.

If you both want wine, perhaps agree on one type and order the bottle. Or, if you prefer hard liquor, then consider doing a shot together (not too much to drink, you don’t want to lower your inhibitions or make yourself vulnerable when you’re not in a position to get your home safely).

When it comes to the food, discuss what you can order and share rather than having separate dishes. Try to be open to trying to new delicacies, and don’t be disappointed to skip your favorite dish in lieu of something you can enjoy together instead. You can have lasagna anytime, but you won’t have the chance to bond over digging into a unique dish and creating a new experience together.

If you are more like a Joey from Friends and can’t share your fries then please try to at least share dessert. Liking – or hating – food together is a bonding experience and will create memories for you as a possible couple.

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Second dates are still not the right time for going to see a movie, live theatre, comedy show, or concert. You should pick another location where you can get comfortable and have a conversation. Find a locale that is both unique (to show you made a bit of an effort to choose something because you’re excited about the date) and informal — because you want to create a relaxed atmosphere to begin getting to know each other better.

It doesn’t have to be super expensive, but it shouldn’t be such a loud place that you can’t hear each other. And ideally this date occurs within a week from of the first date!

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While you’re on a second date, your conversation should start getting deeper and deeper (as well as on your third and fourth dates). This is not just superficial conversation; you should be asking questions and discussing more in-depth topics. To find out if you enjoy the same topics, you can mention them and see what reaction you get: A blank stare? An eye-roll? A passionate debate?

If you like world events, mention the Iran Deal, Greek’s economic collapse, or ISIS. If you enjoy science, then mention global warning or stem cells. If you love entertainment, then bring up the recent Emmy nominations, Amy Schumer, and anything else trending. If you’re passionate about politics, then broach the topic of Donald Trump and then the dozen other Republican candidates. If current events get you going, then bring up the topic of racism and if police are using unnecessary force. And of course, there’s sports… but that’s an easy one.

You may find that you cannot see yourself with someone who doesn’t read the newspaper, or someone who only gets their updates from TMZ, or someone who’s politics differ too much to understand, or whose schedule revolves around SportsCenter. Differences are good, but you need to have respect at the core in order to have a healthy debate. If you do decide to enter into a debate during a date — which is fine — be respectful and don’t hurl personal insults or allow it to upset you. If that happens, then you likely have your answer about the fate of the date. Remember that looks fade, but the ability to have enticing conversation can last forever.

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I don’t know about you, but I easily went on 100 first dates and only a handful of second dates. That meant that I was excited and nervous prior to a second date, because they happened so seldom! As I approached my date, I wondered… what is the appropriate greeting here? Just smile? Hug? Kiss? Luckily, there is a pretty simple answer.

As you walk up to your date you should do whatever it is you did to end your first date, plus a little extra. What does that mean?

• If you left by standing and smiling and waving, then keep that smile going but add in a little hug
• If you left with a hug, then hug again but add a kiss on the cheek or hug a bit longer and include a squeeze
• If you left with a kiss, then kiss again and allow the kiss to linger just a bit longer
• If you left with MORE than a kiss, then definitely kiss again to start this date

You both know that it wasn’t easy getting to a second date with someone — you liked the first date, you’re interested in learning more, and there’s attraction — so you want the other person to know that you’re excited without coming on too strong. You also still don’t really know this person and are understandably anxious for it to go well, by being prepared with how you’re going to greet each other then you will be able to get past the first hurdle quickly and move on the date with ease.

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I’m pretty sure I covered every aspect of a first date with my First Date Tips series (click on these links if you need to catch up: Go Together or Meet There, Patterns, Confirming Plans, Don’t Talk About That, Ease On In, Conversation Starters, Paying the Bill, Saying Goodbye, Post Date Follow-Up, Don’t Analyze Everything, No Expectations). But… what about the second date? Just because you chose to see each other again doesn’t mean you’re not nervous!

Second dates (and third and fourth dates) should be treated a lot like first dates in regards to having some level of formality… and with a certain amount of hesitancy. You still don’t know this person very well, you still shouldn’t be texting, and you still shouldn’t be engaging in any other social media (no Facebook friending yet!). You should still be making the effort to plan dates, and putting extra effort into getting ready, and be practicing the same conversational tips as your first date.

I’ll be going more into detail about what this all means in the coming weeks!

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My birthday was last week.  This is exciting only because it means I got to identify the most random Facebook wall-writer of the day. That’s a funny thing about birthdays in this era: it’s the one day a year you hear from people you barely know — your preschool bestie, someone you met once eight years ago on vacation, your old roommate’s cousin, a great aunt who is new to Facebook and now invites you to play Candy Crush every day, and sometimes even strangers. This year, someone I don’t know even enthusiastically wished me happy birthday on my wall! Conversely, I have friends I see regularly who don’t really acknowledge birthdays — it’s just not a big deal.  In some friendships, we’ve established an unspoken rule that we don’t exchange birthday gifts or really acknowledge the day. And that’s fine with me — no one gets mad — that’s just how it is.

My point is that there’s a lot of variability in how people acknowledge and celebrate birthdays. So how are you supposed to know if and how to acknowledge the special day of a brand new significant other? If you just started to date someone new, do you even mention your birthday? What if you don’t know if you’re exclusive yet — does it matter? What if you get him a birthday gift, but he doesn’t want to go out with you on his actual birthday? Is a surprise party out of the question? To avoid all these issues, you should probably plan to break up with this person right before either of your birthdays is approaching. You can get back together afterwards.

Kidding aside, this can be a tricky occurrence. So I’d recommend being honest and taking cues from the other person. If you’re a cake, ice cream, and presents-kind-of-person, say so! Assuming you’ve been out more than a couple times together, it can’t hurt to mention that your birthday is coming up and express your expectations.  Unless your expectations involve extravagant gifts or selfish demands. Then it could hurt.

However, if you like this new person, and you want her to be part of your birthday, invite them along to whatever you have planned.  If you’d rather spend your birthday solo, curled up with a book, that’s cool too!  Just tell your new significant other, so he or she doesn’t try to plan a surprise party.  And if you’re expecting a big deal, don’t say it doesn’t matter how you spend your birthday, because you’ll only wind up disappointed.  And don’t be offended if your new beau or lady excludes you from birthday plans — it could be that there were no plans at all, or they might want to do something really low-key with close family.

Oh, and a final note: if you do have a date on your birthday, please wear something other than your birthday suit!

We all have mental checklists of expectations for new prospects, which can sabotage a date when they aren’t met. Some of these expectations include:

• Calling to confirm the day of or day before
• Making reservations/being easy-going about planning options
• Arriving on time
• Looking as though you put effort into your appearance
• Asking questions/listening to answers/participating in conversation
• Showing consideration while ordering
• And so on…

As the lead-in to the date and actual date progress we tend to tally when a prospect does or does not achieve these benchmarks, and then begin judging the prospects based on these expectations… effectually taking us out of the date. When you do this, you’re not present in the date or giving a prospect a fair chance.

Try to appreciate each date for what it is and enjoy your time. It’s also difficult not to compare one date to another, especially when you’ve been on some amazing dates that may have set a high benchmark, but each date needs to be treated as a unique entity. After all, there’s a reason you’re still dating and not in a relationship with the prospects that set those benchmarks!

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It’s natural; in fact, it seems to be in our DNA as Jews to overanalyze everything. It’s not one of our better stereotypes, and when you add dating into the equation, it can create problems. It’s a twofold issue:

1. You’re reading too much into everything your date says (and does and more), and likely blowing things out of proportion.
2. Meanwhile you aren’t tuned in or present because you’re spending too much time analyzing everything.

It’s understandable to be cautious, or to have a hard time trusting immediately. However, it’s unnecessary to doubt everything your date tells you. Relax and enjoy yourself. If you continue to date someone for a while, then many questions will likely organically be answered over time. You can also simply ask for answers to any questions you may have when the time presents itself.

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