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Here's a technique for getting a sugar baby or an ex-girlfriend you haven't seen for a long time to feel comfortable around you: Rapport Resumption.
Instead of building rapport from scratch again, just act like if you've always been friendly towards her and that nothing had ever gone wrong between you two.
Even if you had suffered a nasty breakup, don't mention it or act bitter. No matter how harsh the breakup was, keep a smile on your face and be a tiny bit excited about seeing her, as if nothing had ever gone wrong with a Sugar Sugar Daddy.
This will put the sugar baby at ease and make her feel more comfortable talking to you again.
Remember: the more nervous you are when you talk to her, the more nervous SHE will be. But by acting happy, cheerful, and confident, you will overcome the negative barriers that she might have put up as a result of the breakup or not seeing you for so long.
You can also use this technique after a fight to raise the chemistry again. Just act like nothing was wrong and flirt with her!

Here's an experiment I would like you to try for yourself next time you get into a deep conversation with a sugar baby.

When there's a silence in the conversation, instead of thinking of something to say to fill in the gap, just stare deeply into her eyes.