‘Old-School’ Dating Tips That Still Actually Work Today

Dating apps, texting, emojis, and ghosting…modern dating is a whole thing. But it turns out that some of the things our grandparents did back in the day still work. And we’re not necessarily just talking about top hats and corsages. Here are twenty-one old-school dating tips that actually work. They’re the kinds of habits that feel so fresh when everything else feels a little too fast.

Call the Day After the Date, Not the Same Night

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You don’t need to send a text the second you get home, and back in the day, people knew all about that. They slept on it and let the night settle in before making a short phone call the next day. Rather than it being a way of playing games, it just gave everyone room to breathe. It still works. A next-day call feels easy and confident, since you’re not coming off too eager or too distant, just simply checking in.

Plan a Date Around a Shared Interest

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Okay, so dinner is fine, but it used to be more about doing something together, like bowling or mini golf. Even walking around a local market can be fun. Doing stuff, instead of just sitting together, gives you something to discuss that isn’t mere small talk. It also takes the pressure off constant eye contact, and you get to learn how the other person acts in the real world. You’ll see how they laugh and how they handle small stuff.

Get Dressed Up

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You don’t have to wear a tux or anything, but throwing on a clean shirt and polished shoes used to be the minimum. People did it because they wanted to look nice for someone, and putting in that kind of effort is still important now. Of course, you don’t have to go full Mad Men. Just show you care by throwing on something with a little thought behind it, which also makes you feel more present.

Bring a Small Gift, Not a Big One

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In the past, bringing along a single flower for your date, or maybe their favorite snack, was enough. Nobody was showing up with six-foot teddy bears. Something tiny and personal is still much better than anything flashy, so don’t overthink it. Get something they mentioned liking before, like a candy they miss from childhood, or a soda they can never find. Remembering that kind of detail has much more of an impact than expensive stuff ever could.

Use Someone’s Name During the Conversation

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It might sound simple, but saying someone’s name during a conversation shows you’re paying attention. It was completely normal to say things like, “What about you, Lisa?” instead of just “you,” especially since it feels a lot warmer. Plus, people like hearing their name. It makes the whole thing feel a bit more personal. You shouldn’t overdo it, but use their name naturally to hold attention and keep things grounded.

Send a Postcard From Your Trip

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Old-school couples sent postcards all the time when they were in a new city. Instead of simply taking a picture and posting it, they’d send an actual postcard, as it’s unexpected and much more personal than a vacation selfie. Look for the touristy ones with bad designs or cheesy slogans. Just remember, you’re not writing a novel, but rather, aiming to write something simple that helps them remember that you took the time to do it.

Ask Their Parents How They Are

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Of course, you don’t have to be BFFs with their dad. However, if they’ve mentioned their mom was sick or their brother got a new job, bringing it up shows you actually paid attention, and people were big on that kind of courtesy in the past. It’s low effort, and it sticks because they’ll appreciate that you remember. There’s no need to make a big deal out of it, just ask how their family members are doing.

Pack a Picnic With Homemade Food

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Instead of booking a table somewhere expensive, people used to pack sandwiches and head to a park. That’s still a good idea today. It doesn’t have to be fancy, just something you made with your own hands shows that you’re willing to put in the effort without trying too hard. It could be leftovers, could be PB&Js. Either way, add a couple of drinks, take a pack of cards or a playlist on your phone, and you’re good.

Ask Open Questions Instead of Complimenting Looks

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Rather than saying things like “you look amazing,” old-school charm involved asking questions like, “What was your favorite thing about today?” because these got people talking. Yes, compliments are great. But questions like that show you’re more into the person than just the outfit, and that kind of interest never goes out of style. Ask something they don’t hear every day, such as what they were like in high school or what food they’d eat every week if they could.

Offer Your Coat Without Waiting to Be Asked

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If it’s cold and you notice they’re shivering, just give them your coat without asking or explaining. Hand it over like it’s no big deal because it doesn’t need to be. You’re being thoughtful, rather than making a show of things. If they hand it back two minutes later, that’s fine, and if they wear it all night, even better. Either way, you showed up and paid attention without needing praise for it, which is something they’ll remember.

Know How to End a Date Early

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You don’t have to stretch a date just to be polite, and it’s completely fine to call it early, even when it’s going great. In fact, that’s the perfect time to end it. People back in the day knew this, and they also understood that it was perfectly fine to wrap things up on a solid note and let it stay fun. You can always follow up the next day if you want to keep things going.

Walk Someone to Their Door

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We’ve all seen those old movies where a couple walks each other to the door, and it’s just as sweet of a gesture today. Doing so means you’re showing up till the very end. Walk with them to the door, no matter how close the car is, then, when you get there, say goodnight and actually leave. Don’t hang around fishing for an invite. Giving the date an extra 30 seconds of effort makes the whole thing feel more grounded, as long as you don’t hover or perform at the end.

Offer to Pick Them Up Yourself

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Texting “I’ll meet you there” works, but offering them a ride feels different, so ask once, without the pressure. Just say, “Want me to come get you?” That’s it. If they say no, drop it, and if they say yes, be on time, and have the passenger seat cleared. Those few extra minutes in the car will give the night a softer start and make things feel smoother overall, since nobody likes arriving frazzled because of parking or directions.

Give Them a Ride Home, Even If It’s Out of the Way

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How you leave is just as important as arriving, too. People used to offer a ride home for their dates, no matter how far away they lived, and they did so without acting like they were doing them a favor. They invited them out or picked them up, and doing so finishes the loop. Even if it takes you a little longer to get home, it’s one of those moves that often goes down well.

Show Up Five Minutes Early

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Likewise, don’t be the person who sends a “just parking now” text at the exact time you were supposed to be there. Turning up five minutes early isn’t too eager, but rather, it’s respectful. You’re showing that their time matters. Always cutting it close will make the date feel rushed before things even begin, so get there early enough to breathe and get your bearings. You may even want to grab the better table if it’s that kind of place. 

Don’t Use Your Phone at the Table

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You’re not on-call, and unless someone’s in the hospital, keep your phone out of sight. That doesn’t mean just flip it upside down and pretend that counts, either. Fully put it away so that you’re present. If something’s urgent, say so and handle it quickly. Otherwise, don’t make them talk to the top of your head while you scroll, and even if the date’s going badly, be there for it. You’re sharing time. Act like it.

Keep Photos Private Instead of Posting Everything

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Not every date needs to turn into content. Take the photo if you want, sure, but don’t post it during the date or right after, and instead, let it sit for a while. Maybe don’t share it at all. People before understood that this didn’t mean they were hiding the person, but instead that these moments could exist without becoming updates. Keeping some stuff between just you two gives the time more space to feel like yours.

Keep the First Date Short on Purpose

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Don’t start your dating life with a marathon because you’re not trying to win someone over in one sitting. It’s something people really understood in the past. Keep it short, like a drink or a walk, something with an easy ending. If it clicks, then that’s great because you’ll both want more. If it doesn’t, no one wasted half a day. A short first date stops you from that awkward dragging-it-out phase and leaves room for a second date that actually builds off the first.

Offer to Pay and Respect a “No Thanks”

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You slide the card forward, and they wave it off, which is where you stop without insisting or arguing. The offer is enough. You’re showing you’re good with covering it, but you’re also good with whatever makes them comfortable. This is one of those little moments that says a lot, and showing that you’re just being easy to deal with is one of the best things you can do. That’s more attractive than any dinner bill.

Respect a “No” Without Asking Why

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When you get a no, take the no. Don’t ask for backstory or try to work around it, but instead, just accept it and move on. This goes for anything, like plans or physical stuff, whatever. You’re not owed a reason, and asking for one will only make the conversation weird, so just treat it like it’s normal. Because it is. People set boundaries, and you listen, then you keep it moving.

19 ‘Romantic’ Things That Are Actually Toxic

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They may even just be plain weird once you think about it.  Here’s the truth behind these ‘romantic’ things that are honestly not great once you scratch the surface. Some of these are so common that you might not have even realized how toxic they are.

19 ‘Romantic’ Things That Are Actually Toxic

18 Signs You’re in a One-Sided Relationship

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If the very thought of it made your stomach turn, then you might be stuck in a one-sided relationship. It sucks, but it’s better to face the truth than keep feeding a dead romance. Here are 18 brutal and straight-up uncommon signs that the romance you’re holding on to is dead weight.

18 Signs You’re in a One-Sided Relationship

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