How Do I Date More Than One Woman at a Time?

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 only real answer is, you don’t. You can go on dates with different girls and then ignore them and hope they will go out with you again when the whim strikes you. But you will never build a track record or find a girlfriend with this technique.

You will just have a series of hookups that lead to nowhere. If you do find one who sticks for a while, you won’t have the skills, focus or dedication to keep her happy for very long.

If you are trying to have relationships with all of them, then you are in for some trouble. You will fall in love with several of them. Several of them will fall in love with you — and not necessarily the same ones that you love. You will end up lying, cheating and deceiving all of them, and you will probably end up with no one.

You can go to the dog pound and adopt seven dogs. But you can really only take care of one dog, so you decide you will feed one of them every day. None of the dogs will be happy. None of them will grow to love you. You are just generating misery and dysfunction, and they will probably all run away.

There may be a time when you are interested in two girls and want to get know both of them. A date is not a commitment, so it’s fine to take them each to dinner, take one grocery shopping with you, and go watch her son’s little league game with the other.

You need to let them know that you are not going to be ready to enter into a relationship for a few weeks, that you are seeing other people, and that you want to find out if there is the potential for more with her. If you become sexually active with one of them, it’s time to make a decision and pick one.

Advertiser Disclosure 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). 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.