What Questions Do I Use When Meeting Someone Online vs. In Person?

Nick Slade

Written by: Nick Slade

Nick Slade

Nick spent 20 years in the dating scene before marriage. He has always been the guy friends would come to for advice on relationships, and he developed a knack for giving helpful insights. After college, Nick was a disc jockey for a few years, when the love generation was still alive, so Nick has a lot of relevant experience to draw from when it comes to every aspect of dating, falling in love and screwing things up. He holds Bachelor's degree in humanities and a slew of master’s credits in journalism. Nick is a news junkie and tries to keep up on the latest non-fiction when he has time. He has published two books on how to win at dating and relationships.

Edited by: Lillian Castro

Lillian Castro

Lillian Guevara-Castro brings more than 30 years of journalism experience to ensure DatingAdvice articles have been edited for overall clarity, accuracy, and reader engagement. She has worked at The Atlanta Journal and Constitution, The Gwinnett Daily News, and The Gainesville Sun covering lifestyle topics.

Discuss This! Discuss This!
Advertiser Disclosure

The Internet provides a great venue for starting a conversation, but it lacks one thing — your physical presence. There has to be enough shmoozing in your online chats to convey personality, interest and a sense of realness. Still, it’s best to use the online setting to go down your checklist, and save the bonding opportunities for real life.

Use the web to screen and identify the kind of person you are dealing with. Ask about her job, where she went to school, where she likes to go on the weekends, if she has a regular coffee shop or bar, what her hobbies are, who she lives with, what is the last movie she saw, if she prefers blue jeans or dresses. Then ask how long since her last relationship and how long it lasted.

These questions will give you an idea about her lifestyle as well as her personality. It will give you a chance to find out if you have any hangouts, activities or friends in common — and it might even give you a good idea for a date or a place where you can meet her.

Don’t spend too long chatting online. If this one is a keeper, arrange a meeting and get more personal there. Web chat does not generate chemistry. It’s all for the head, so reserve judgment until you actually meet her. It is the open hearts and the warm bodies that will determine if this is a match.

When you’re face to face, that is the time to tell her how beautiful she looks, ask about the happy moments from her current life and childhood, find out what went wrong with her past relationships, and ask her what she’s looking for this time around. This is where you can show her the sincerity in your eyes, and comfort her by gently touching her hand. This is the time for your heart-to-hand and hand-in-hand connection to begin.

Advertiser Disclosure

DatingAdvice.com is a free online resource that offers valuable content and comparison services to users. To keep this resource 100% free, we receive compensation from many of the offers listed on the site. Along with key review factors, this compensation may impact how and where products appear across the site (including, for example, the order in which they appear). DatingAdvice.com does not include the entire universe of available offers. Editorial opinions expressed on the site are strictly our own and are not provided, endorsed, or approved by advertisers.

Our Editorial Review Policy

Our site is committed to publishing independent, accurate content guided by strict editorial guidelines. Before articles and reviews are published on our site, they undergo a thorough review process performed by a team of independent editors and subject-matter experts to ensure the content’s accuracy, timeliness, and impartiality. Our editorial team is separate and independent of our site’s advertisers, and the opinions they express on our site are their own. To read more about our team members and their editorial backgrounds, please visit our site’s About page.