Dating Perspectives - Stories from the Trenches



People often ask me, “Are shidduchim harder now? Was it easier to make a shidduch 10 years ago? 20 years ago? 30 years ago? 40 years ago?” (I guess when they look at this Bubby, they realize that I’ve been doing this for a very long time.) I, too, sometimes wonder, was it easier back then? Has anything really changed? And most importantly, why am I still doing this?

While some things have definitely changed, the basic challenges remain the same. Here’s a short list of the biggest changes that I have seen in the past decades:

·         There were no resumes.

·         There were no pictures.

·         The boy actually called the girl to set up the first date (what a concept!).

·         Couples often met at Shabbos tables – accidentally-on-purpose.

The biggest constant is that the need for shidduchim is still as great as ever, and with our ever-growing population, baruch Hashem, may be even greater. But not enough people feel they have the time, energy, or, let’s be honest, the patience to be a shadchan. I firmly believe that everyone can be a shadchan – and should be. The worst that can happen is that someone says “no thank you” to your suggestion. (This happens to “real” shadchanim every single day and often without a “thank you!”)

So, why am I still doing this? Well, truth be told, I am slowing down. But every time I say to my husband, “I’m done! I just can’t do this anymore,” a shidduch goes through, and it’s like Hashem is whispering in my ear, “You can’t stop yet!”

And let me tell you, there are days when I’m ready to pull my hair out, but then I let my mind wander to the happy couples I bump into at school or at Seven Mile Market. But what really keeps me going are the funny storiesthe crazy hashgacha pratis moments. Let me share a few with you from many decades ago.

The Blond

There was this young man I was helping for a few years. Let’s call him Shlomo. He was a ben Torah and a frequent Shabbos guest who was learning and going to college at night. He had been dating for over five years and was quickly approaching 30. He wasn’t picky, exactly. He’d go on dates, but he often said “no” after the first date and wouldn’t explain why.

One day, I decided to be brave and confront him. I invited Shlomo over for a “talk.” We rehashed his past few datestoo quiet, too loud, too tall, too short, too old, too youngyou get the idea.

I stopped him mid-sentence and said, “Shlomo, if you could describe your dream girl, what would she be like? Pick two or three non-negotiables.”

To his credit, clearly uncomfortable, he blurted out, “I want her to be a teacher. I feel like teachers care about people and like children.”

“Okay, smart choice (I’m a teacher); I can work with that. And…?”

He hesitated, blushed a little, and added, “I really want her to be blond.”

I paused, then sighed inwardly. “Shlomo, you do realize that Hashem picks our shidduch, and it’s usually not based on hair color, right?”

Oy, why do I do this? I asked myself for the hundredth time.

A few weeks later, I got a phone call from a young woman from out of state. She had gotten my number from a friend of a friend who had heard I was a shadchan. We exchanged pleasantries, and I told her I usually focused on Baltimore girls but would be happy to speak with her and send ideas her way if I had any.

I asked the usual questions: age, height, seminary, family, hashkafa. Then I asked, “So, what do you do for a living?”

She replied, “I’m a teacher.”

A light-bulb moment for me! Hmm… 25, a teacher... could it be?

Then, totally without shame, I asked, “Are you by any chance a blond?”

She laughed and said, “As a matter of fact, I am.”

And that, my friends, was that! Okay, maybe it wasn’t quite that fast, but it ended in a beautiful match, b”H, and a 100 percent true story that never gets old.

The Age Difference

Next up is Zachary (not his real name). Zachary would visit every summer for a few weeks, working for a kiruv organization. He was a fun Shabbos guest, and we looked forward to his visits each year. Naturally, since he was a single 26-year-old guy, I made sure to interview him and jot down all his shidduch info in my trusty notebook. (This was way before I went all high-tech and switched to computers!)

Each summer, I’d set him up with a few girls, but alas, it just wasn’t happening. One summer, when my husband told me that Zachary was back in town, I became determined. He was such a great guy; I just had to find the right match.

Since it was the summerand remember, I’m a teacher I had the time to meet lots of girls and fill up my notebooks. I grabbed my collection of notes and started leafing through them, very carefully searching for someone who met Zachary’s exact criteria. And then there she wasZelda (not her real name).

I looked at the notes I’d written for her and thought, “This is it! She’s the one!” I didn’t see her age listed, but I assumed she was around 21, and as long as she didn’t mind that Zachary was 26, everything would be perfect.

Zachary said yes, and even though Zelda wasn’t thrilled with the age difference, she said, “I’ll give it a try.”

Feeling proud of my matchmaking genius, I shared my success with my husband. “I’ve got it, I’ve got it! Zachary is going on the best date ever!” I bragged.

But when I told him about Zelda, he raised an eyebrow and asked, “Doesn’t she mind the age difference?”

I waved him off. “What’s five years?” I said nonchalantly.

My husband stared at me, wide-eyed. “Five years?!” he exclaimed. “I know you’re bad at math, but Zachary is way older than that!”

“What? No, he’s not!” I said, flipping through my notebook to prove him wrong. “Look26! Right here, in black and white!”

He just shook his head. “How many years ago did you take this info from Zachary? You haven’t updated it in ages!”

I paused. Oh no! I glanced at the date on the cover of my notebook and almost fainted. What had I done?! Zachary was already out on a date with Zelda this very minute.

When Zachary came home after the date, he told me he liked her and wanted to go out again. Now I was in a complete dilemma. Should I tell him the truth? Should I admit that I made a mistake? Should I call Zelda and risk everything falling apart? Or should I pretend everything was fine and just pray they wouldn’t realize the truth?

I decided to call Zelda. Maybe she didn’t like him, and my problem would disappear.

“Hi, Zelda,” I said shakily. “How did it go?”

“Oh, it went really well!” she said enthusiastically. “I’d definitely go out again.”

“Great,” I said, not really meaning it. “So, um, did the age difference bother you?”

“No, not at all,” she replied breezily.

I felt like a coward, but at least they were both happy…for now. I told myself I’d ask a shayla if they wanted to continue after the next date, but I was a nervous wreck the entire time, feeling a lot of guilt. Oy, why oh why in the world do I do this?

On the one hand, I never really thought age should matter; on the other hand, I had definitely given them both false informationan honest (read: stupid) mistake on my part. But still, what if this mistake was supposed to happen?

Fast forward to their second date. They were sharing more personal details, and suddenly, the numbers and years weren’t adding up. The truth came out. She wasn’t 21. She was younger. (I know, I knowhow much younger? Well, I can’t divulge everything, can I?) But here’s the punch line: Despite everything, they both said they didn’t mind at all. And b”H, they are happily married today with a great story to tell their kids if they choose to.

As for me? Well, it took me months to update my notebooks, but I started that very day! After that, I made sure to ask everyone I hadn’t seen in a while to verify their age.

So why do I keep doing this? Because sometimes, a little bit of humor, patience, and of course, a lot of faith can lead to shidduch miracles. And who wouldn’t want to be a part of that?

 

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