What is a Side Daddy & How to Keep Multiple Sugar Daddies


Last Updated: April 18, 2024

Sugar Baby

Want to expand your dating life by including multiple sugar daddies in the mix? While having more than one sugar daddy can be fun and fulfilling, there are a few things you should know about how to manage a side daddy or two in your life!

In this article, we’ll talk about the pros, cons, and best practices for keeping your partners—and yourself—satisfied.

Pros of having a side sugar daddy

You might be wondering why a sugar baby would be interested in taking on more than one partner at a time. Here are a few of the most common reasons for opening up your sugar dating life:

  • More dates. The most obvious reason for dating multiple sugar daddies is that it means more opportunities to enjoy the lavish lifestyle you’ve been wanting. If, for instance, you’re looking to explore more of the restaurant scene in your area, be invited to more wine tastings, spend more time shopping, and other dates, then having multiple partners will translate into more of these experiences.
  • More perspectives. Dating multiple people at once can completely change your worldview! Everyone you have conversations with will have their own unique experiences, opinions, and personalities, which can keep things fresh and interesting.
  • More chances to decide what you want in a partner. Sometimes, sugar babies will accept unsatisfying relationships simply because they don’t know what else is out there. But, when you open yourself up to dating more than one person, it can put things in perspective. In other words, you’ll have better insight into whether there’s someone on the roster who isn’t treating you as well as the others.
  • More independence. If you’re relying on one sugar daddy to spruce up your wardrobe, take care of your gym membership, plan international trips, and the like, it’s easy to become somewhat dependent on this person. But, when you have multiple people taking care of your needs, it allows you to feel more independent and self-sufficient.
  • More introductions. You might be interested in dating a sugar daddy as a way to expand your professional or social network. And, although you may have one partner who is well-connected, having more than one will greatly expand your reach!
  • More stability. It’s natural that some sugar relationships end, sometimes sooner than you expected! When you’re only dating one partner, this can feel like a shock, especially if this person has treated you to a much more lavish lifestyle than you can afford on your own. But, when you’re busy dating multiple people at once, you may find it easier to deal with these inevitable changes.

Potential challenges with multiple sugar daddies


Although there are many upsides to opening up your dating life with multiple partners, it’s not always the easiest option! Here are a few potential challenges that you should be aware of:

  • Time management. It may seem obvious that the more side daddies you have, the more time you’ll need to set aside for dates. But, there are other things that you might not necessarily have considered, such as the time you’ll need to dedicate to conversations, planning dates, and commuting.
  • Conflicting schedules. Often, the kind of people who become sugar daddies are busiest during normal working hours. That can sometimes pose an issue for sugar babies who are dating multiple partners because there are only so many hours during the evenings and weekends to schedule dates! You might find yourself having to be selective about who you say yes to so that you don’t overbook yourself.
  • Keeping details straight in your mind. You may have a great memory and are a good listener. But, anyone dating more than one partner at once may find it difficult to keep certain details straight. You might want to start keeping a notebook or journal or use the notes app on your phone to avoid an uncomfortable mix-up.
  • Feeling more connected to some sugar daddies than others. Inevitably, you’re going to vibe more with some partners than others. And this can sometimes make it difficult to maintain relationships that aren’t as emotionally fulfilling as others. But, if you want to keep all of your sugar daddies happy, you’ll need to find a way to treat everyone with the same amount of attention and affection despite enjoying one partner’s company more than another.
  • Emotional burnout. Some sugar babies play the important role of a listening ear for their partners. And, if you have a lot of empathy and patience, this can be a great way to connect with a partner. But, if you find yourself listening to the woes and problems of multiple people, it can have an effect on your mental wellness.
  • Navigating feelings of jealousy. If your sugar partner knows that you’re dating more than one person at a time, you may need to navigate the murky waters of jealousy. This can put a strain on your sugar relationships if you’re not able to handle it with grace and good boundaries.

Do’s and don’ts of dating more than one partner


So, you’ve weighed the pros and cons and have decided to take on one or more side daddies. Here are a few do’s and don’ts to boost your chances of success!

Do: Be honest if your sugar daddy asks you whether you’re seeing other people

If your sugar daddy doesn’t ask and you haven’t had a conversation about exclusivity, whether you tell your partner that you’re dating other daddies is at your discretion. However, if your partner asks, we recommend that you be honest. This will prevent feelings of betrayal in the case that your partner finds out on their own.

Don’t: Share details about other people you’re dating

If you do disclose that you’re dating multiple sugar daddies, don’t share any personal details about your other partners. What may sound to you like a fun anecdote or even compliment, e.g. “You’re so much more generous than my other sugar daddy,” can sour your relationship. And, any personal details that may reveal the identity of your other partners is a huge breach of trust that could lead to a much bigger mess.

Do: Have a plan for what you’ll do if you see other partners while you’re out in public

If you live in a small city or town, you may have the misfortune of running into your side daddy while you’re on a date. If this happens, how will you react? Will you pretend you don’t know each other? Will you introduce your other partner as a friend? Simply thinking through how you might respond will prepare you for a smoother encounter in case it does happen.

Don’t: Date multiple sugar daddies who have a connection to one another

Of course, every situation is different, and only you can decide whether a situation is appropriate. But, in general, dating sugar daddies who have a connection in their everyday life can get messy. Whether they’re business partners, old friends, gym buddies, or otherwise related, dating the same sugar baby can create unnecessary tensions and drama that may seep into your relationship.

Do: Find unique things that you like about each of your sugar daddies

One way to stay present in your sugar relationships is to focus on what makes each of your partners unique. You might have one sugar daddy who coaches you through your career goals. You might have another who is sweet and gentle. You might have another who teaches you everything there is to know about the culinary scene in your city. Everyone on your list should be able to offer something different that makes you appreciate your time with them!

Don’t: Put certain sugar daddies on the backburner

As we said, it’s likely that when dating multiple sugar daddies, you may feel drawn toward one more than the others. But, remember that you’ve agreed to a relationship with all of your partners. As such, they all deserve your attention and effort. What’s more, people can tell when they’re being put in second place. And you could risk a sugar daddy walking away if they feel undervalued.

So, be honest with yourself about whether you’ve been putting anyone on the backburner recently and make the necessary changes to ensure that every partner feels equally valued and appreciated.

Do: Maintain healthy boundaries

One way to make sure that you have the energy and clarity to keep up with multiple sugar daddies is to have healthy boundaries. This can look different for every sugar baby, but here are a few that might resonate with you:

  • Having stated availability hours. Putting limits on when you’ll be available to answer phone calls or messages can give you virtual “time off” to be able to focus on your own needs. This can prevent the emotional burnout that often comes with being on-call 24/7.
  • Not entertaining conversations that make you feel uncomfortable. If your sugar daddy knows that you’re dating other people and is constantly asking for details about it or any other private part of your life, it’s okay to put a boundary there. You don’t have to feel pressured to reveal more about yourself than you feel comfortable with.
  • Giving yourself time to rest and enjoy your non-sugaring life. It can be tempting to schedule dates whenever you have free time, especially if you’re juggling more than one relationship. But don’t forget to give yourself time to rest and recuperate in the way you need to! Giving yourself downtime to spend with friends, family members, or alone can be an important part of recuperating the energy you need to stay present in your relationships.

Do: Check in periodically to decide whether having multiple sugar daddies is serving you well

Sometimes, life gets so busy that we don’t give ourselves time to check in and see how well we’re faring. Having a journal or checking in with a trusted friend can be a great way to consider how the multiple sugar daddy life is going for you. Is it meeting your expectations? Are your partners taking good care of you? Do you feel that you’re keeping up your part of the relationship?

Being self-aware in this way will ensure that you’re able to create the kind of sugaring lifestyle that actually benefits you!

Don’t: Be too hard on yourself if you decide to scale back

The whole point of sugaring is that you find a dating style that elevates your life. If you start to become overwhelmed or burned out by dating more than one sugar daddy, it’s completely within your right to scale back. This doesn’t mean that you’re a failure. It means that you thrive best as a one-partner sugar baby. Nothing at all wrong with that!

Will you try dating multiple sugar daddies?

So, what are your thoughts on dating a side daddy? Is it for you? Or, do you think you’re better off being a monogamous sugar baby? Now that you know some of the benefits and challenges of dating multiple sugar daddies, you can make a more informed decision for yourself!

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