5 Questions to Ask Yourself Before Entering an Arrangement with a New Sugar Daddy

Although dating around in the sugar bowl can be a lot of fun, most sugar babies are ultimately hoping for the same thing everyone else wants – a meaningful connection with someone special they can see themselves with on a long-term basis. For that reason, it can be really exciting when you get an arrangement offer from a daddy you’ve been seeing.

But it’s important to understand that not all arrangements are equal. No sugar baby should enter into an arrangement with a new daddy until she’s properly weighed all the pros and cons involved. Here are some questions to ask yourself before committing.

1. Do you have room in your life for a new arrangement?

Although veteran sugar babies understand why this is an important question to ask when considering a new arrangement, newer sugar babies sometimes tend to commit first and consider the logistics later. Like all official relationships, a sugar arrangement requires time, energy, and emotional bandwidth a busy baby may not actually have to give.

Thankfully, honesty and upfront communication are big deals in the sugar bowl, so your would-be daddy has probably let you know what he expects regarding details like the amount of time spent together. Is that something you’re willing and able to give after honoring your commitments to your job, education, family, or any other daddies you may already be dating?

2. Is he supportive of your goals and dreams?

If you’re like most sugar babies, you have plans for the bigger picture of your life as an individual. Maybe you want to run your own business someday, get a high-level degree in a specific field of study, or climb the ladder in your dream profession. Your choice of partners affects your ability to achieve things like that to a greater degree than you might realize, even if you consider the relationship temporary.

So how does this sugar daddy feel about the things you’re hoping to do with your life? A good daddy will not only be supportive of the things his sugar baby wants to achieve but eager to help her make her dreams come true any way he can.

3. How does his relationship history look?

Most women find out the hard way that a man’s relationship past totally matters when it comes to the kind of partner, she can expect him to be. Yes, it’s possible for people to change and for someone to have overcome a checkered past by the time you meet them, but it’s not something you want to bet on if you see red flags.

Does this daddy have a history of cheating on all or most of his partners? Is he the controlling type who expects to tell someone what to do once they’re in a relationship with him? Does he describe every last one of his exes as crazy or unbalanced? If so, an arrangement might cause more problems in your life than it solves.

4. What’s his family situation like?

Sugar relationships tend to progress in stages, with an arrangement becoming super serious only after both parties are sure they’ve developed a lasting bond. But it’s never too early to start considering what life would be like for you if you and this particular daddy did go down that path. Looking at his family (and his relationship with them) is an integral part of that.

What is his relationship with his parents like if they’re still living? What about his siblings? What are his relatives like as people? Are they warm and generous, or does your daddy come from a family filled with toxic people? Whatever the case may be, is that situation something you can handle and see yourself being okay with?

5. Do you fit into the life he has planned?

Most people who are ultimately looking to build a future with another person have a specific picture in mind when it comes to their future. What does that picture look like for this particular daddy? Does he want kids, and if so, how many? Where does he see himself living? Is he looking for a traditional homemaker type in a partner, or would he rather have a driven career woman by his side?

He may well see you fitting into that life he has planned… but do you? If not, it’s better to cut your losses now and not get involved. People’s dreams are precious to them. Even if they’re willing to give them up to be with someone specific, resentment and regret can still result years later if the going gets rough.

Of course, these aren’t the only important considerations when deciding whether an arrangement is right for you. But they’re still an excellent place to start. How does your potential daddy measure up?