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All the non-orgasm moments of sex can feel pretty incredible. Vaginas stretch and then return to their normal shape. You sound like an absolute idiot.
Relax a bit. Wex wasting your time worrying about the size of your dick and questioning whether your sex buddy wishes you were bigger.
Do you want to have drinks with him? Guys are simple creatures, especially when it comes to texting. This is a terrible form of the double text and a pet peeve to guys. Imagine if Indonesia prostitution got a text with multiple question marks.
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If you start out engaged in the conversation by asking questions and opening up to him, you should keep texting this way.