10 Sugar Dating Conversation Starters

All new Sugar Babies are pondering the question of how to start a conversation with a new Sugar Daddy. Sometimes more than finding a traditional boyfriend, securing a Sugar Daddy takes effort and time. Starting a conversation on the site or in real life can be difficult. The pressure is high when you know that this may lead to nothing at all instead to lead to an arrangement.

In order to make sure that you are doing your best when sending the first message, there are a few subtle tips you can use. Without seeming desperate, you must catch his attention. You need to know if you truly fit the description of who he is looking for and in order to be able to know that you must ensure to actually read his profile. It is, also, important to engage only in relationships with people you would actually be interested in, or else there will be no initial interest and the conversation will go nowhere.

One of the most powerful ways to get your potential Sugar Daddy to talk is to make him talk about himself. Everyone likes to talk about themselves, and everyone seems to be an expert in themselves. In order to get things going you may ask him something about his hobbies or his career. Once you make your Sugar Daddy comfortable you will have the conversation going in no time.

Whether you are talking on the phone, messaging on the site, or texting, you should always keep him wanting more and leave the conversation on a high note. You, also, have to keep the conversation light hearted and fun. Do not bring up anything about the allowance in the first exchanges. Flirt instead, in order to make him desire to know you better.

If you’re still not sure where to begin, here are 10 sugar dating conversation starters:

His Background

Take your time to get to know the real man, not just the potential Sugar Daddy, that is behind the messages, when he has already caught your attention. These first exchanges could be the perfect chance to learn about where he came from, his lifestyle, his interests, and his career. Every man likes talking about himself, and often don’t have much time to do so.

His Career

Of course, your POT Sugar Daddy has worked hard in order to get where he is today. He may be happy to share about his career more often than not. You may even learn a lesson from the successes and trials of is business.  You’ll want to ask more than just the basic, “What do you do?”  Ask what his favorite part is about his job or his working day; why he chose this profession; what he wished he’d known before choosing it; or where he wants to go from here (career wise).

His Hobbies

Everyone has certain hobbies and interests, and they can say much about that particular person. A hobby can define a person because this is how they choose to spend their free time.  Aside from outright asking, “What are your hobbies?” or “What do you do in your freetime?”  Try to ask more specific questions about the hobby.  If he likes golf, you could inquire how or when he started learning to play; where are his favorite courses; or if he’s had any particularly interesting or funny experiences on the green.

Current Events

Knowing about current events can help you start a conversation, as well as, knowing each other better. By which current events he is most informed on, you can also learn more about what your potential Sugar Daddy is into and what topics are important to him.  You might, also, learn which topics should be avoided.

Your Background

When you are certain that he is interested in you, reveal more than your website profile does. You may talk about your hobbies, where you’re from, and anything memorable and fun.  Encourage him to ask you questions about yourself, maybe even make a game of it, like 20 Questions, to figure out something about his new Sugar Baby.

Your Goals

Sharing your goals with your Sugar Daddy could be a good conversation starter. He might even have the right connections to help your goals materialize.  Sharing your hopes and dreams with someone can be a bonding moment.


It is always a good idea to talk about travel with a Sugar Daddy.  Most wealthy men have traveled extensively, and if not, perhaps you can persuade him to start! You can share your travel experiences, and he can share his travel stories, as well. You may even persuade him that you would make an ideal travel partner, and he may decide to bring you along on his next trip. You can ask your Sugar Daddy date whether he travels for his job or if he enjoys travel.

Ask him what are his favorite places, where he would like to visit and where he already has been.  Make sure to ask why questions to encourage him to expand on the topic and talk more.


Many people are avid pet owners who enjoy having pets or like animals. Asking him if he likes animals could make a good conversation starter.  You could ask about favorite pets growing up or if your Sugar Daddy likes a particular animal, you could ask about particular breeds or types.


Everybody has their favorite food. Share your own and ask your POT SD about his favorites.  You could discuss specific foods (spaghetti, steak, sushi, apples, etc) or types of foods (Chinese, Japanese, French, etc).  This can lead to discussing favorite places to eat or new places to try out together.

Favorite Entertainment

Find out what is his favorite entertainment. This is an easy way to start a conversation and through what they like in terms of entertainment you can learn a lot about a person. Knowing the entertainment he is into will also provide you good insight into what kind of activities you may expect as his Sugar Baby.  Think about more detailed questions to ask about his entertainment, like if he likes music you could ask about a particular style, artist, concerts he’s been, etc.

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