Meeting up for the first time can be nerve-racking or completely awkward, but it doesn’t have to be. From taking the time to find a solid prospect, to preparing conversation topics ahead of time, here are some tips for first dates with a new potential Sugar Baby.


Finding the right Sugar Baby is no easy task. It’s important to thoroughly read her profile, and read into her messages. Never propose sex right away, that can be a turn off and make it seem like sex is all you’re after. Similarly to how she should not be asking for money prior to getting to know you, you should not be propositioning her.


If you’re unsure of what to do for your date, ask what she would prefer. Some people prefer drinks or coffee since it’s less commitment, but others like dinner or lunch so they have ample time to feel you out. Suggest something that will make her comfortable, and offer to pay for her cab or train ride to sweeten the deal.


Try to talk to her on the phone or over video chat before the date. There are some things that don’t come across in text messages and emails, so it’s in your best interest to get to know her on a few levels before proceeding.

Once you do set up a date, take the time to properly groom yourself and get a manicure or wax if need be. You need to feel you look your best in order to project an air of success. She’ll be more interested if you’re confident, and you’ll be more confident when you look your best.

Coming up with conversation points beforehand can be a great way to avoid lulls in dialogue. If she’s shy, think of questions to ask to get her to open up. Remember a news story or anecdote to share with her to see if you have similar humor or interests.


Go into every date assuming that things will work out between the two of you. That way you’ll be positive and able to have a great time either way. Mind your manners, and don’t hesitate to be playfully argumentative with her.

If you are into her, a great way to gauge her interest is to suggest a second date while still on the first one. You’ll know whether she’s keen on you too based on if she reciprocates.


When a date goes well, it’s customary to text that night or the next day and let her know how you feel. Even if you can’t meet again immediately, you should open up a line of communication.