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Follow up on investment/intimacy jitters
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Tonight, I am going on a third date with an SD, we spent hours on the phone this week and on our short spontaneous second date, I showed him my financial plan for my business, and where that money would go and how it would deeply benefit me - he was open to it and asked questions using terms like ‘if I was to invest’ etc then the topic was dropped

He tried to grab my breast in the elevator, and I was a bit turned off. His communication was a bit removed yesterday, but I know he was busy. and tonight he is taking me on a third date and has mentioned our ‘sleepover’ I feel we are both at a crossroads. He is one of those guys that is on seeking but hates the site and concept and doesn’t want to feel like he’s paying for intimacy I’ve had some bad luck with men on their recently, so I’m also very cautious However, I have developed a deep bond with this person and he has invested a lot of time wanting to get to know me, and as an adult, I would actually love to have a sleepover tonight however, I’m very wary about him not investing once we’ve had intimacy

As I said above, please be kind when answering this as this is a great person, but has a big aversion to Sugaring, and I want to navigate this in the best way possible to ensure it goes smoothly *EDIT - I AM GOING ON THE DATE - so I am seeking advice on how to bring this up in a way that doesn’t trigger his ‘money for intimacy’ block

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3 months ago