How To Date Online Successfully

Home / Love & Relationships / How To Date Online Successfully

How To Date Online Successfully

In the age of social media and Tinder, online dating is no longer a rarity. In fact, according to a 2013 survey by Lunch Actually Singapore, 51% of Singaporean singles have dabbled in online dating.

But one of the challenges of dating someone you’ve never met is building chemistry – after all, trying to strike it up with a blank screen is tricky. So besides simply swiping right, what’s the best way to ‘make the first move’?

“Getting to know someone online can be daunting, but many traditional dating rules still apply,” explains Cindy Leong, Dating Coach at Relationship Studio. “Be authentic, but don’t give too much personal information too quickly. And don’t overthink things – if it’s meant to go further, it will.”

So what do you type in that critical first exchange? Here’s how to catch that big, handsome fish – hook, line and sinker.

  1. BE COOL

Just Breathe GIF by chescaleigh - Find & Share on GIPHY

Even if you’re convinced he’s The One after a handful of Whatsapp messages, don’t mention weddings, HDB contracts or kids, and hold fire with the kissy face emoticons. Keep things casual.


Surprise him with a quirky message or a crazy fact linked to something he mentions in his profile. Is he a Star Wars fan? Loves rock climbing? If nothing else, he’ll remember you!

Star Wars GIF - Find & Share on GIPHY

  1. BE REAL

Don’t give him what you think he wants – just like us, men are pretty good BS detectors. If you can’t stand travelling, don’t go on about your ‘wanderlust’, keep it real and describe your perfect night on the sofa!

Lets Drink Drinking GIF by Fergie - Find & Share on GIPHY

  1. BE BOLD

Make the most being a stranger and be a little wilder than usual. It’s easier flirt when you’re not worried about red cheeks!

Rihanna Wink GIF - Find & Share on GIPHY

  1. BE NICE

Children play games, adults don’t. When you finally find love, you’ll start out liking each other first, so start from the beginning.

Happy Toddlers And Tiaras GIF - Find & Share on GIPHY



This article is featured in CLEO. Written by Hidayah Idris on 22 June 2018.

Cindy Leong
Cindy Leong
Cindy Leong is a sought after bilingual (English and Mandarin) Enneagram Personality Coach and Corporate Trainer in Asia, who can help you make sense of your professional and personal relationships. She is a member of International Coach Federation (ICF) and Singapore Psychological Society (SPS). Besides a Bachelor Degree in Psychology (majoring in Communications), she also has a Diploma in Business and has done in-depth research and studies in the areas of Organisational Behaviour and Gender Communications, both in Singapore and Taiwan. Through her expertise in corporate executive coaching, personal development, and relationship coaching, she has helped many professionals in their walk through challenging times, particularly in the areas of identity searching, relationship building and career breakthrough. Aside from being a published author of 2 books, she has also been invited by several radio stations and magazines as an expert guest speaker to provide insights into Enneagram, workplace conflicts and relationships.
Recent Posts

Start typing and press Enter to search