The Most Important Questions to Ask a Sugar Daddy

Knowing the right sugar daddy questions to ask and the answers to the questions sugar daddies will ask you is something every sugar baby should have in her arsenal.

Because one thing is for sure: The sugar world comes with a lot of questions.

There are the questions to ask a sugar daddy to see if he’s a real sugar daddy. There are the practical and logistical questions to ask a sugar daddy to gauge if you’re compatible. And of course, there are the smart questions to ask a sugar daddy to build connection.

On top of all that, there are all the questions that sugar daddies will ask you. Some of these will catch you off-guard so you want to prep yourself for when the time inevitably comes.

Questions, questions, and more questions. Which brings us to the most relevant question: How do you make sure you’re ready for all these sugar daddy questions?

Here’s the full guide. Read on.

Practical Questions to Ask a Sugar Daddy

Some of the most crucial questions to ask a sugar daddy are all about practicality. And these are super important because they will tell you whether an arrangement is even possible.

These practical questions fall into two categories – the first is to determine whether he’s a real sugar daddy. The next is to see if your logistics and expectations match up.

This first set of practical sugar daddy questions are simply to do with whether he’s a real sugar daddy or a fake sugar daddy posing as a legit sugar daddy to get something from you.

Here are the most important questions to ask a sugar daddy to see if he’s real.

Can we FaceTime when you’re free? This is one security question every sugar baby should ask a potential sugar daddy. It lets you make sure he’s not a sugar daddy scammer since most scammers aren’t who they say they are and don’t live where they say they do. It also lets you see if they look like their pictures and if you like their mannerisms before you meet.

What’s your idea of a good first sugar date? How a sugar daddy answers this shows you a lot about what he’s looking for. If he invites you to lunch, dinner, drinks, or even coffee – that’s a green flag. But if he asks you to meet him at his home or hotel, that means he already has expectations for the very first date. Not a good sign.

Have you had a sugar baby before? If the answer is yes, you can learn a lot about a sugar daddy by how he answers questions like “what did you like about the experience” or “how did it end? If they are transparent and fair about their previous arrangements, that gives you an indication of how he’ll be treating you.

What are you looking for in an arrangement? This is the key question to see whether a sugar daddy is real or not. You want to avoid potential sugar daddies who dodge the question with a “Don’t worry, I’ll take care of you” but refuse to go into details. You also want to avoid sugar daddies who lead with transactional expectations, i.e. “$xxx to come over right now.”

A bright green flag of a legit sugar daddy is one who is willing and wants to talk details when it comes to expectations. Which leads us to…

Questions to Ask a Sugar Daddy to See if You Fit

The next set of practical questions to ask a sugar daddy delve into logistics, as well as a sugar daddy’s expectations and goals for a sugar relationship so that you can determine whether you have a future together.

And yes, discussing logistics and expectation is the probably the most complicated part of the getting-to-know-you process. But it is an absolute necessity to iron everything out and make sure both parties are happy.

Here are great questions to ask a sugar daddy to gauge compatibility.

Would you prefer a long-term arrangement or no-strings-attached sugar dates?

How often are you looking to meet a sugar baby?

What does your weekly schedule typically look like?

How do you prefer to chat? Via text, a phone call, in person?

What are your expectations of a sugar baby?

What are your boundaries and absolute deal breakers in a sugar relationship?

Are you looking for an exclusive sugar relationship?

Can you describe the perfect sugar relationship?

What are the types of things you’re looking to do with a sugar baby, i.e. go out often, stay home and Netflix, travel together, party together, and so on

What type of financial support are you willing to provide, i.e. bills paid, cash allowance, tuition assistance, etc.

Listen carefully to what he says and how he phrases it. The perfect kind of sugar daddy is one who is direct yet respectful about what they can provide and what they would like in return.

Note: As you ask the above questions, be prepared for the sugar daddy to ask these questions right back to you. So know: what are your expectations? It might help to make a list for yourself, then decide what items on that list are must-haves and which ones are conditional.

That can help you structure your expectations and communicate them properly to your potential daddies.

Questions to Ask a Sugar Daddy to Build Connection

There are two important categories of questions every sugar baby should ask potential sugar daddies. The first category – the one above – is purely practical.

The second category is more fun. And they have nothing to do with the ins and outs of an arrangement.

But these questions are still crucial. Why? Because they do a couple very important things, like:

Show that you’re genuinely interested in him as a person
Start conversations that allow you to connect more deeply
Allow him to know you more intimately, which builds friendship and emotional rapport

So what questions do you ask you sugar daddy to promote this connection?

Personal questions that go beyond their everyday life and routine and gets to the heart of who they are as a person. There are a lot of such questions you can ask, which is why we’ve written a whole post on it.

Read: How to Talk to a Sugar Daddy to Build Attraction and Connection

Here’s a quick snippet of the types of questions to ask a sugar daddy to build connection:

What are you most proud of in your life?
What’s the most important thing I should know about you?
If you could have any superpower, what would it be? Why?
What is the most interesting place you’ve ever visited?
Is there anything you’ve always wanted to learn but never had the time?

These may seem like irrelevant questions but the conversations that come from is crucial for connection. Building this emotional connection is key to successful sugar relationships. Because without it, an arrangement won’t last long.

Sugar Daddy Questions and How to Answer

There are the questions to ask a sugar daddy. And then there are all the questions a sugar daddy will be asking you.

You want to be ready to answer the most common sugar daddy questions when they come up – and it’s a when, not if. Sugar daddies typically have plenty of questions of their own.

The fortunate thing is that sugar daddies tend to ask the same kinds of questions. So once you know what they are, you can already have the perfect answer ready to go. Here are the most common sugar daddy questions – and how to answer them.

“Tell Me About Yourself”

Yes, this isn’t a questions per se, but it effectively serves as one. And it is one that will inevitably come up.

I promise you each and every sugar daddy will pop out this vague and open-ended question: “So, tell me about yourself.”

It’s a big, vague question. You could tell him your life story or rave about your dog. Don’t do either, of course.

How to answer: Keep it light and sell yourself to him about how great you are without coming off like a pushy salesperson. A smart way to do this is to look for similarities you saw on his page you could relate to. Hobbies are a great place to start. Do you both like skiing? Hiking? Travel destinations?

“What are You Looking for?”

This is definitely one question you will be asked many times over. We highly recommend you have given it some thought, at least enough to know your main sugar goals.

Once you know what you’re looking for, all you need is to know how to phrase it in the best way. How you answer this is important, which is why we’ve written a whole article on it.

Read: What to Say When a Sugar Daddy Asks What You’re Looking For

How to answer: The overall formula we recommend is to say: What you want from a sugar relationship + How it benefits your life + Personalize it to the sugar daddy.

Yes, it’s easier said than done, which is why we’ve provided plenty of examples. Check out the article for tips.

“what can you do for me in return?”

This is a very typical question but it can make any sugar baby nervous on how to answer this because you want to win this potential daddy over. You’re thinking “what are the right words to say?”, “what can I say to reel him in?”

We’re mainly on here to be spoiled by money, getting our rent and tuition paid, a little shopping money or dining at fancy places. Sugar daddies can do all of that on their own.

How do you give something to someone who can buy everything on their own? As much as you love getting spoiled, daddies love being spoiled too! Don’t think that spoiling them has to be the same, this really depends on what they are looking for, give their profile another read through before you go on that first date.

Did it say they enjoy hikes and trying new restaurants? You can bring up their interests and say you two can explore the outdoors together, say you love food and that you’d love to accompany him to these new places he has on his mind.

How to answer: Keep an open mind of what he likes and use those to your advantage. Of course most daddies look for intimacy as well and that make be a little nerve wrecking to say, especially in public, you can give a hint to that and say “along with going outside for dates, I don’t mind chiller dates where we can stay in and watch a movie”, believe me he’ll get the hint.

Odd But Common Sugar Daddy Questions

If there’s one thing every seasoned sugar baby knows, it’s that the sugar world has many ways of catching you off guard. And of all these various curveballs thrown at you, none are so commonplace as the odd questions that sugar daddies like to bring up out of left field.

Whether it’s your first date or weeks in with your sugar daddy, I’ve learned through many experiences that daddies can be very straightforward with questions that make me go, “Woah, did he seriously just ask that?”

It’s all but guaranteed that you’ll have these moments, too. So here’s a little list of all the oddest questions that have been spit out at me – and the best ways to respond – so that you’re not taken off your game when the same questions are sprung on you.

“Have you been with a girl before?”

This one never fails to be asked, I have not ever had a sugar daddy not ask me this. It may be because as men they’re curious, they want to ask about your sexuality in a “secretive” way, or they’re just checking to see if there’s a chance they may get to experience this with you in the future.

I’ve told the truth every time before and said I have been with girls in the past but not in an intimate way, this is because I identify as bisexual and I’ve dated girls, we just never got onto an intimate level.

The reactions that I got from every daddy is that they were confused. It seems that older men may not understand or be on the same level of open sexualities in general.

They ask me “what do you mean you’ve been with a girl then?” It seems like they only perceive being with a girl as in “only being intimate in the bedroom and nothing more”, like if I just like being with girls for the fun of it.

If you also have a nuanced answer and want to explain yourself, that’s fine. But also know that your sexuality is your confidentiality, no matter if you are out or not. If you do not feel safe telling your sugar daddy about who you have been with, you do not owe anything to anyone.

How to answer: A sugar daddy may be generally interested just to get to know you and your preferences better. Or he may be curious about a threesome and wondering if you’d be interested. Or he may just be trying to get an idea of your ‘kink’ level.

Whatever it is, answer based on how comfortable you feel with the sugar daddy. If you’ve been dating for awhile and you feel safe, go ahead and answer. But if it’s some POT you just started chatting with on a sugar daddy site and you don’t feel comfortable discussing it, just brush it off with a joking, “a lady doesn’t kiss and tell” or a more pointed “pretty intimate question, huh? you’ll have to take me to dinner first.”

“You’re a pretty girl, do you have a boyfriend?”

This questions comes up a lot. A sugar daddy may just want to make sure that you are unattached and completely available for him. They may be wondering if you’re sneaking around and if you two have to be cautious. Or it may be a sense of pride that you’re looking to depend on a sugar daddy while you’re with another man.

I’ve been honest every time and said I’m not seeing anyone, I just don’t have the time to with my lifestyle. I balance work, full time school and my photography, music and acting. I have time for an arrangement and that’s about it.

How to answer: I can’t speak for you on what you’d like to do and what situation you’re put in. If you already have a boyfriend, you probably have to hide an arrangement. it really is up to you if you would like to be honest or if you’d like to tell a little white lie.

“Can you move in with me?”

Woah, I know right? It all seems wayyyy too soon and suddenly he’s planning his future with you. I had a sugar daddy ask me this on the first day we were texting, before we even met!

To add on to the crazy, he specifically asked if I would marry him in the future and move in together.

This is not what I’m looking for, so I ran the other way.

Just keep in mind there are some sugar daddies out there with very specific connections they are looking for in an arrangement. Some are looking to build a full time relationship. Some want an arrangement that can lead to marriage. And some are even looking for live-in housewives and caretakers for their children.

The sugar world is a motley of various motivations so be sure you know what you are looking for.

How to answer: The smartest thing you can do as a sugar baby is to know what YOU are looking for in an arrangement and stick to it. If you think you can fake play out a relationship just for the allowance, it’s not worth it.

Be gentle but firm if and when a sugar daddy asks for more than you’re willing to give – say, marriage. A kind, “at this stage in my life, that’s not the arrangement I’m looking for” should suffice.

“Will you quit your job to be My full time sugar baby?”

Not every daddy will have the same rules but the more dates you’ll go on, the more you’ll find that some are more possessive than others.

Some will want you to not see any other sugar daddies, not have a boyfriend, make your plans around them and some will let you live your life however you like as long as you can uphold your end of the arrangement.

So what happens when a sugar daddy asks you to quit your job for them?

Well, this question is a huge ask. Don’t say yes right away cause you think he’s saying he’s generous and will take care of everything.

Instead ask yourself some questions: How long have you been with him? Do you trust him enough?

When I personally got asked this question, I told him that this is not just a simple yes or no thing, a job secures me with a paycheck no matter what. If I drop everything for him and god forbid he disappears, I’m left with zero income and a gap in work experience.

In short, I said we can see how our relationship flourishes and go from there.

A huge red flag for me was when agreed to do pay per date, I asked for a very reasonable amount, an amount that doesn’t even pay 3/4 of my rent, and he said that was too much and low balled me.

I knew that if he thought that was high, how the heck could I expect him to take care of my finances if I quit my job for him. Give this questions lots of time and get a feel of his personality before you dive into saying yes.

How to answer: Honestly, some sugar daddies don’t consider how much they’re actually asking for. And in these cases, it can be up to you to remind them that you matter in this equation too.

Remind your sugar daddy that your job provides insurance, work experience and a stable paycheck – and gently wonder aloud if your sugar daddy would be able to provide that in lieu of your job. He should get it.

If your sugar daddy isn’t asking for too much of your time but seems to want to make sure you’ll be available to him when he wants to spend time with you. Let’s say he needs a flexible schedule – let him know that he’ll be a top priority and propose that you try it out.

This way you can also get a better sense of who he is and what he is ready and willing to provide) before you make any actual decisions.

But all in all, we really advise sugar babies to keep their jobs.

As you can tell some questions that could be asked are very forward, I hope these can better prepare you for some extremes to be expected and to make you remember to think things through before you speak.