Dear Tamar: How Long is Too Long to Wait for a Reply?

by Tamar Caspi under Date Night,JDate,Online Dating,Single Life

Dear Tamar,

I went on two pretty good dates with a guy from JDate last week, and sent him a text wishing him a Happy Sukkot and a good week on Monday. Now it’s Tuesday and I haven’t heard back.

What do I do?



Dear Waiting,

Well… I have two responses you probably don’t want to hear.

The first, is that you shouldn’t have texted to begin with, even though you had really sweet intent. But, we can’t go back and undo the past. It’s too early to be communicating via text since you don’t know each other well enough. Stick to short phone calls that are primarily for making plans. Only after at least half a dozen dates consistently for a few weeks should you begin texting. Exceptions are to let your date know you arrived home safely and thanking them again for a nice evening.

The second, is that if he hasn’t texted you back by now, then chances are you may not ever hear from him again. Is it anything you did? No. Was it the text? No. This guy just wasn’t as into you as you were into him. It sucks. There is a chance that he saw it, couldn’t reply at that exact moment, and then forgot. But, the hope is that a guy who likes you will have thought about you at some point since then and recalled that you sent him a text. Waiting a full day if not longer to reply is not playing hard to get; it’s just being a jerk. Move on.

Now, is there a chance that he could call this week and ask you out again? Sure. It is a bit egocentric of us to believe that people’s lives should revolve around replying to texts with someone we’ve met twice, but then again if you like someone then you would reply in an acceptable amount of time. If you’re playing hard to get then maybe you wait an hour… but a day? No. We are on some sort of electronic device far too often to have any other excuse aside from the person simply not being a priority.

Alas, it’s been two dates and one day since the text so all is not lost. If you choose to accept the date, then don’t even mention the text — the last thing a new dater wants is someone who overreacts to such things.

Follow Tamar on Instagram for more dating tips @howtowooajew

Date in Reality, Not in Your Mind

by Caryn Alper under Date Night,JDate,Online Dating,Relationships,Single Life

I’ve been thinking about last week’s post, and today I’d like to piggyback on that same concept – specifically on the detriments of texting. Texting and emailing a new person (whom we haven’t met in person yet) is like inflating an imaginary balloon (stay with me here). But, instead of blowing in oxygen or helium, we tend to inflate it with all of our hopes, dreams, and visions of the future.

Here’s an illustration of what I mean: Let’s say you’ve been exchanging a few witty emails with a cute guy online and he asks for your number. Your conversation moves to text, and the banter continues. You’re feeling good about him, and you get excited and smile when you hear the beep of a new message. You know a lot about him – he’s cute in his picture, he has a good job, he uses grammar correctly and emoticons appropriately. You might even be able to tell that he’s smart, kind, and funny – after all, you two say that you like the same things, and his texts always make you laugh.  You start to wonder what your first date might be like – you’re sure he would pick you up and be such a gentleman while whisking you off to this really cool little Italian place you’ve never seen before. And you just know your family would love him. You both have younger brothers, and they would totally be friends, and oh, I wonder how many kids he wants? He would be the best dad… Congratulations! You’ve found yourself a nice, Jewish… pen pal. That’s it. You actually don’t know anything substantial about this guy with whom you are planning a life. So what happens when the day finally arrives when dream boy asks you out on a date (or wants to meet up, or whatever)? You’re ecstatic and can’t wait to have the last first date ever!  However…

The Italian restaurant in your dreams becomes a skate park in reality, his gentlemanly ways become surprisingly bro-ish, and he’s kind of impatient with other people, which you hate.  He plays with his phone while you’re talking and pops gum like a teenager. And poof – that balloon I was talking about just popped, sprinkling all your hopes over some dirty skateboard. He was supposed to be your prince in shining armor! What happened?

Unfortunately, this guy did nothing wrong (other than wait too long to take you out)!  The problem, I’m sorry to say – is you – or more specifically, your expectations.  Imagination is a good thing, but when you start to imagine certain scenarios, it’s really easy to get carried away and expect them to occur, especially when you get positive feedback from the object of your desires.  If you’re really hopeful that a relationship will bloom with someone, you’re more likely to make positive attributions to otherwise neutral occurrences.  So your mind turns “I like kids” into “I want to have kids with you!”

So what does all this have to do with texting? Well, the longer you text back and forth, the more opportunity your mind has to project good things onto a person you don’t really know.  Moral of the story: stop texting and meet already!  That, or totally manage your expectations. But, I think it’s easier and more fun to just go on a date and form a realistic opinion of someone without the use of emoticons.

From Texting to Reality

by Tamar Caspi under Date Night,JDate,Online Dating,Single Life

An interesting new show called The Girlfriend’s Guide to Divorce aired an episode recently about the main character and a man she was crushing on who were flirting via text for a long time. When they finally went out on a date there was conversation, but the chemistry was not there. He spoke when she wanted him to stop (during sex) and she spoke when he needed quiet (immediately after waking up), plus their kissing didn’t align and the sex was bad.

Therein lies the reason I say NOT to text before dating. You don’t know enough about each other and you put pressure on the first date to be as great in person as it is via SMS. You are setting unrealistic expectations. People can be very witty when they have time to compose a response. People can be very flirty from behind a keyboard when no one can see them blushing.

My advice has always been and continues to be: once you meet (on JDate, in person, or some other way), make plans and go on your first date as soon as possible. Keep the momentum going without the use of text messaging — except to possibly say that you are looking forward to that evening, or that you are running two minutes behind.

Dating and Technology Don’t Mix

by Tamar Caspi under Date Night,Relationships,Single Life

“Relationships can be harder now because conversations become texting, arguments become phone calls, and feelings become status updates.” -unknown

Technology has changed dating as we know it. But you don’t have to let it get the best of you and your relationships. Utilize technology to your benefit: meet someone on JDate (online dating), exchange a few messages (email), call to make plans (phone), and send a quick message when you’re running a few minutes late (text), and do a quick search to make sure your date is who they say they are (social media). Do not use any of those paths to hold a deep and personal conversation or get into an argument or to be passive aggressive about how you’re feeling at any given time. Face-to-face interaction is always best.

Too much can get lost in translation when you’re using technology, and frankly, it also shows a lack of effort. If you like someone and see a future with them (or if you care about someone enough to show them some respect), then put down the phone, close the laptop, turn off bluetooth, and plug in to some one-on-one time without any distraction.



by Tamar Caspi under Relationships,Single Life

A similar situation was brought to my attention by two different people this past week. Both ladies were wondering what intentions their respective “prospects” had with their random texting. These guys would text flirtatiously, but nothing would ever come of it and then they would disappear for while and surface anywhere from a few days to a few weeks to a few months later, only to begin the cycle all over again. Both women wanted to know what it meant and what to do?

I’m just going to be blunt — these guys are bored and are probably texting a number of girls to see who will answer. It’s not surprising that nothing ever comes of it, the guy is enjoying the attention he is getting from the texts and at least thinks that any of these conversations could lead to something more, if he wanted it to. If you are on the receiving end of these types of texts – and you respond – then you have no one to blame but yourself.

Stop answering and the texts will stop coming. Then again, if you’re also bored and aren’t emotionally involved, then why not respond? Just know that it is more than likely that nothing will ever come of the texting — the guy will more than likely disappear and reappear, and you will more than likely grown confused once again.

Autocorrect Embarrassment

by Tamar Caspi under Date Night,Online Dating,Relationships,Single Life

I am not a fan of texting while dating, but I know you’re all guilty of it. So what happens when you have a texting fail and autocorrect changes something… and you hit send before realizing it? For the most part, whether the typ0 changes it to something obscene or absurd, you should immediately text back with the following:

“SORRY! DARN AUTOCORRECT! I meant to type…”

And then pick up the phone, call the person, and have a laugh over the hilarity of it all. Maybe you can even make a pact to not text as much to avoid any further misunderstanding.

Flirting or Fun?

by Tamar Caspi under Date Night,JDate,Online Dating,Single Life

There is a fine line between being fun and being flirtatious when you have just met someone and you’re in the beginning stages of getting to know one another. Texting will only make this distinction more difficult, so try to stay away from SMS for as long as possible.

After a good first date, you want to let your match know you had a good time without moving too far too fast. So, pick up the phone to tell them how much fun you had, engage in a little small talk, and then make plans for a second date. Make sure your voice is warm and you’re engaging by smiling when you’re talking. Also, be sure to make the call in a location where you are not stressed (i.e. at work or in front of people). Don’t venture into the gray area of talking about wanting to “continue a good night kiss” or “looking forward to seeing your sexy self” because that sounds like your intentions are not serious.

Build on the momentum of a great first date by calling the next day to make plans as soon as possible.

Respect the Text

by Tamar Caspi under Date Night,Single Life

Enough recent stories made me realize that everyone needs a reminder not to text before you are seriously dating someone… and especially not before your first date!

Unless you are texting to confirm the date or to say you’re running a few minutes late, do not text conversational or abstract things until at least after the third date! Your date does not want — or need — to know that you are on your way to the gym, or getting your haircut, or watching TV, or anything else before you’ve even met for the first time. Lay off the texting people!

Less is more before a first date; it creates a sense of mystery and allows you to build up excitement and anticipation, which are the emotions you want to experience before a first date!

Confirming Your Date

by Tamar Caspi under Date Night,JDate,Online Dating

You got matched up on JDate, exchanged a few emails, had a 10-minute phone call to make plans, and then, as the day approaches, what do you do? You need to confirm your date!

I am no fan of texting, but you should send a text at the very least to simply say, “Looking forward to seeing you tonight!” You should also send that text at least six hours prior to the date. If you need to exchange any more information than that — as in the time or place — then, call. Pick up the phone at least six hours in advance, if not the night before, to solidify the plans. Some people will have to make arrangements for childcare, or getting primped, and it is a show of common courtesy to assure them the date is on and to let them in on the plans.

Buy Tamar’s new book How to Woo a Jew, on sale now!