10 Best Tips on How to Get Second Dates

Tiffany Michelle • May 19, 2023

Are you looking for ways to make sure your first date leads to a second one? Going on a first date can be intimidating, but it doesn't have to be so stressful. With just a few tips and tricks up your sleeve, you'll have them asking for the follow-up in no time! Whether you are new to the dating scene or have been around the block before, these 10 essential tips will help ensure that your next date leaves your admirer wanting more of you.


Don't settle for anything less than perfection when it comes to finding love. Read on for our expert advice on how to guarantee yourself a spot on their calendar again!


List of Services

Putting yourself out there as you navigate the dating scene can be a daunting prospect. Taking control of the process by following these ten tips can help ensure that each date is more successful than the last. Social norms have shifted, so don’t be afraid to ask questions and get involved in conversations – even online! And if you really want to ensure success on your next first date, consider investing in a professional matchmaker for personalized guidance and direction.


At Executive Connections, our professional matchmakers team takes pride in finding connections that will help people to find lasting love. We would love to help you find "the one" on your own terms. So whatever path you choose, remember to stay safe while enjoying the journey – and never be afraid to take a risk when it comes to matters of the heart!

Tiffany Hamm, a Dallas matchmaker
By Executive Connections Dating Team April 18, 2025
As a native Texan and the co-founder of Executive Connections, Tiffany Hamm brings unmatched insight into the Dallas dating scene, and she knows firsthand how challenging it can be for accomplished, driven people to meet someone equally aligned.
houston dating scene
By Executive Connections Dating Team April 15, 2025
Whether you’re trying to make a killer first impression or keep the momentum going on date #2, these spots strike the perfect balance of cool, cozy, and conversation-friendly.
matchmaker near me
By Executive Connections Dating Team March 3, 2025
Swiping vs. curated matches—what’s the better way to find love? Explore the pros and cons of online dating vs. hiring a matchmaker to see what works best.
How to Spot a Serial Dater
By Executive Connections Dating Team February 6, 2025
Serial daters love the chase but avoid commitment. Learn the red flags to spot them early so you don’t waste your time on someone who’s just in it for the thrill.
date like a matchmaker
By Executive Connections Dating Team December 18, 2024
Ready to date like a pro? Ditch the red flags, own the room, and curate your love life with these fun, no-nonesense tips straight from a matchmaker’s playbook!
how to skip a second date
By Executive Connections Dating Team October 31, 2024
Didn’t feel the spark? Here’s how to say “no thanks” to a second date without ghosting or hurting feelings. Keep it kind, simple, and drama-free!
What to Do When He Starts Pulling Away
By Executive Connections Dating October 14, 2024
When he starts pulling away, don't panic! Learn how to navigate this tricky situation and respond in a way that brings him closer instead of pushing him away. Here’s what you need to know.
how to flirt over text
By Executive Connections Dating Team September 28, 2024
Want to level up your texting game? Learn how to flirt over text with these simple, effective tips. Become fun, flirty, and unforgettable without being over the top.
love languages
By Executive Connections Dating Team August 31, 2024
Discover the five love languages and learn how understanding them can deepen your connection with your partner. Explore how knowing your and your partner’s love languages can enhance your relationship.
ozempic and dating
By Executive Connections Dating Team August 28, 2024
Explore how Ozempic, the popular weight loss drug, is affecting dating lives. Discover whether it's hindering or unexpectedly helping singles in their search for love.
MORE POSTS