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40 Dating Hacks: The Ultimate Guide to Moving From Online Dating to Meeting Face to Face

Sector · Dating

40 Dating Hacks: The Ultimate Guide to Moving From Online Dating to Meeting Face to Face

Strategy, standards, style and the health conversation, in 40 moves

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SectorDating
Read8 min
FiledMar 2023
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Updated Nov 2026

“A goal without a plan is just a wish”

Antoine de Saint-Exupéry

Firstly, let’s address the notion of whether having a dating strategy is a good thing or a bad idea. In a perfect world, your ideal mate will walk up to you at the gym and smile and say - “Hey, I’m single are you?” Unfortunately, this isn’t a romantic comedy this is your life. If you’re reading this it is undoubtedly because of your innate desire to be prepared when meeting an acquaintance of your liking. It’s OK to hang on to the concept of spontaneity and that by going about your daily life in hopes of meeting the ideal love interest while at work, at church, or in the gym, you will eventually reach your romantic goal.

There are many risks taken when investing the time to get to know someone and inviting them into your life. I challenge you to take into consideration your own personal time and grief as a reason to plan ahead. Here are 5 reasons to incorporate a little strategy into your get to know process:

While there are plenty of reasons for incorporating a plan of action when it comes to dating, you should also take the time to decide on your boundaries. In other words, it is a good idea to decide which thing or things are actual deal breakers for you ahead of entering the dating scene. Having standards can save you from The 3 H’s - headaches, heartbreak and health problems. Flexing those standards may feel lonely at times but having them is quite appealing so you needn’t shy away from this way of thinking. Here are 5 Questions to Ask Yourself Before Entering the Dating Scene:

5 Cool Hacks for Setting Up Your Dating Profile

5 Brainy Strategies for Online Dating

Confidence is cool… but swaGGer is irresistible

5 Smart Dating Hacks for Meeting Your Online Acquaintance Offline

Ladies

Ladies, nothing screams “romantic first date” quite like looking your best. Make sure your outfit is simple but shows off your own personal style. You want your date to be impressed but true style shouldn’t be too complicated. Choose clothing that is classy but still makes you feel comfortable. Consider the season and weather when deciding what to wear. You don’t want to be freezing or sweating your way through the date! If your date is at a restaurant or event, consider what’s appropriate attire - no one likes feeling underdressed or over-dressed. Always make sure your clothing is fitted to flatter your body. Remember, confidence is the best accessory. You want to look your best but still feel relaxed enough to enjoy the date! Here are 5 Wardrobe Ideas that are sure to make you feel like the star of the show:

Guys

If you’re a guy in need of first date wardrobe ideas, fear not, we’ve got you covered (and there’s more in our first date style guide). Whether you’re going for a casual coffee or a swanky dinner, these looks will set you up for a great first impression.

For a more relaxed atmosphere, consider a pair of light wash denim jeans, a plain tee, and a leather jacket. Whether dressed up or down, you can’t go wrong with this classic look. Don’t forget a colorful watch and pair of stylish sneakers to complete the overall look.

For a more upscale date, you can’t go wrong with a sharp bomber jacket, some slim fit dress pants, and a dress shirt. Throw on a pair of high quality dress shoes and a slim necktie for a touch of sophistication, and you’ll be sure to make a good first impression. Here are 5 Wardrobe Hacks that will help ensure you look your best and make a lasting impression:

Truly, there are many ways to be smart when meeting people and throughout the process of getting to know your acquaintance. Nowadays, saving oneself and refraining from sexual activity is seemingly as taboo as having sex on the first, second or even third date once was. Here are 5 smart ways to bring up health history with your date:

When you’re ready to talk about testing directly, here’s how to finesse the safe sex conversation.

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