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If you think you're the type to go lol-crazy, mix in a haha (or if it's really funny, bahaha, and in the case you're devising a wicked plan, muahaha). Relationship coach Matthew Hussey suggests instead of texting a lengthy, "What are you up to this weekend.
Do you want to come and join us when we do blah, blah, blah." Say, "Hey, I'm doing this thing this weekend you should come." He explains that being assertive communicates a much deeper level of confidence.3. If you text your guy during a workday and he hasn't responded to you don't assume he's ignoring you (he's at work! Rather than sending a follow-up text, which can be annoying if his boss is hovering over his desk, give him time to get back to you.
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If that doesn't prompt a second date invitation, then just let it sit a week or two without too much communication, then ask him out yourself.