Dating more than one guy at a time is a relationship choice that can be fulfilling and fun for women. To do it right, you need to be fair to the guys you’re dating and to yourself. Always be open and honest about your relationship and dating status. Be sure to also stick to some set boundaries to avoid hurting yourself or others.

Method 1
Method 1 of 3:

Having Open Communication

  1. Don’t try to hide the fact that you’re dating more than one guy. There’s no point, as any lies you tell will end up tripping you up at some point. It’s much better to be up front about the fact that you don’t want to date someone exclusively right now. [1]
    • On your first date, you can say something like: “I’ve had a really fun time, and I’d like to keep seeing you. I’d like you to know that I’m also dating a few other people right now. Is that something you’re comfortable with?”
    • Be understanding and gracious if a guy doesn’t want to continue seeing you. It’s his right to decide what kind of relationship he wants to be in.
  2. Being clear about your status is one thing. Telling one date all about how amazing your date was with this other guy you’re seeing is another. There’s no reason to go into these kinds of details, as it could make your dates think you’re trying to make them jealous. [2]
    • Don’t treat your dates like they’re part of a competition with you as the ringleader. You’re all people getting to know each other, and you should avoid playing one guy off the other.
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  3. Whenever one of your dates asks you a question about your relationship, respond honestly. If you start lying, it will be hard to stop. Once you’ve brought dishonesty into your relationship, it’ll be almost impossible to make it work going forward. [3]
    • If he asks you a question that makes you feel uncomfortable, you can say something like: “I’m not really comfortable answering that. I understand if that means you want to stop seeing each other.”
  4. It’s always important to be kind and courteous to the people you’re dating. Respond to their texts, calls, and emails within a day. If you end up wanting to end the relationship, say so. Don’t just ignore someone, as this can be hurtful. They also may not understand that you’re done seeing them.
    • To end it with someone, say something like: “I’ve had fun seeing you over the past few weeks, but I don’t think we’re the best fit romantically. I’m going to keep seeing other people and going on new dates, and I hope you do too.”
  5. Unless the guys you’re seeing have specifically told you so, it’s safe to bet that they’re also dating multiple women at once. If this isn’t okay with you, you need to be up front about that on the first date.
    • It’s unfair to have expectations for your dates that you won’t follow, so don’t expect many guys to be willing to exclusively date you while you’re also dating other men.
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Method 2
Method 2 of 3:

Pursuing What You Want

  1. Ask yourself why you want to date multiple men and what you want to get out of dating right now. You should then share those expectations with all the guys you’re seeing. Also tell them if you feel like your expectations are changing. [4]
    • For example, maybe you want to date multiple guys because you just got out of a long relationship, and you’re just looking for something casual right now. That’s a different kind of dating than looking for the guy you want to marry.
    • Say something like: “I’m just hoping to keep things casual with the guys I date right now, and I’m not really interested in something long term. Is that ok with you?”
  2. Going on dates with new guys can be scary, but practice makes perfect! If you’re going on a lot of dates, you may notice that you’re getting better at making conversation with strangers, being up front about what you want, and feeling attractive inside and out. Embrace this benefit of non exclusivity! [5]
  3. Dating multiple men can allow you to compare and contrast your experiences with them. Use these comparisons to decide which qualities matter most to you in a partner. This is especially valuable information if you’re looking for a long-term relationship. [6]
    • For example, you went on two dates last weekend. One guy took the time to ask you about your day and really listened to the answers, and the other guy didn’t ask you one question all night. Turns out you like good listeners!
  4. Especially since you’re dating more than one guy, there’s no reason to force yourself to stick with someone who makes you unhappy! Don’t try work on relationships that feel uncomfortable or toxic. [7]
    • While you shouldn’t stick with someone who’s making you unhappy no matter what, you may find that you’re willing to let go faster when you’re dating multiple guys.
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Method 3
Method 3 of 3:

Setting Boundaries

  1. To fully take advantage of this experience, make sure you’re living in the moment on every date you go on. Avoid thinking about other guys, work, school, or something else while you’re on a date. It’s not fair to you or the guy you’re out with. [8]
  2. Decide how you’d like to handle intimacy and especially sex with the guys you’re dating. Be open with your dates about what those rules are. Sticking to these guidelines can keep you and your dates from getting hurt.
    • If you want to have sex with more than one partner, you need to be up front with all the people you’re having sex with. This is important for everyone’s mental and physical health.
    • Always practice safe sex by protecting against both STIs and unwanted pregnancies. While birth control options like the pill or an IUD can prevent pregnancy, you need to make sure the guys wear condoms to protect yourself against sexually-transmitted infections. Talk to your doctor or a local women’s clinic for more information or assistance.
  3. Check in with the people you’re dating every couple of weeks. Ask them if they’re still ok with you seeing more than one guy. If they’re not, it’s a good time to end the relationship. [9]
    • You can say something like: “Hey Tim, I know we’ve seen each other a few times, and I just wanted to check in and see where things stand. I’m still seeing other people. Are you?”
  4. If you’re hoping to start a monogamous relationship with someone, start it out on the right foot. Talk to the guy you’re interested in a long-term commitment with to check if they’re on the same page. Then contact your other dates to tell them you can’t see them anymore. [10]
    • It’s a good idea to get in touch with the guy you’re most interested in before you tell the other guys you want to stop seeing them. Otherwise, you could find yourself totally date-less!
    • To ask someone if they’re ready for an exclusive relationship, say something like: “Hey Patrick, I’ve really enjoyed the time we’ve spent together, and I’d like to keep seeing you. I also don’t want to date anyone else. How do you feel about us?”
    • To stop seeing other people, say: “Hey! I’ve had a lot of fun dating, but I’m going to start looking for a long-term thing, and I don’t think we’re right together in that way.”
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Expert Q&A

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  • Question
    How do you choose between guys?
    Chloe Carmichael, PhD
    Licensed Clinical Psychologist
    Chloe Carmichael, PhD is a Licensed Clinical Psychologist who runs a private practice in New York City. With over 12 years of psychological consulting experience, Dr. Chloe specializes in relationship issues, stress management, self-esteem, and career coaching. She has also instructed undergraduate courses at Long Island University and has served as adjunct faculty at the City University of New York. Dr. Chloe completed her PhD in Clinical Psychology at Long Island University in Brooklyn, New York, and her clinical training at Lenox Hill Hospital and Kings County Hospital. She is accredited by the American Psychological Association and is the author of “Nervous Energy: Harness the Power of Your Anxiety” and “Dr. Chloe's 10 Commandments of Dating.”
    Licensed Clinical Psychologist
    Expert Answer
    Track qualities you like in a partner and dates you enjoyed in a journal. If you're going on many dates and seeing different people, keeping a journal can help you keep everything straight. Make pages for each person and write down what you like about them. Or keep a log of each date that you go on, what you did, and how you felt about that activity or meetup. This can help you discover what you like and reflect on your relationships.
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