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It's a surefire way to delve into his interests—especially if his perfect getaway is a tent and yours is a five-star hotel. First dates can make even the most outgoing person a little shy and awkward, but talking about—and looking back on—a time when you were incredibly ballsy can give you a huge boost of confidence. While ranting on and on about your horrible ex is a good idea, it's fair game to joke about previous first dates or blind dates that went totally awry. After all, that story about the guy who took you to a taco truck and forgot his wallet is just pure conversational gold. Ask them to go out for ice cream or run errands with you, and use the one-on-one time to ask one or two of these questions. Don’t ask too many of these at once, but instead try to use them as a starting point for a more in-depth conversation. You can begin with the random questions or find a subject that interests you.There’s no right place to begin, just scroll down to wherever you want and get going!

You can begin with the random conversation questions below.The subject could have you imagine there are 250 questions, but you will find more.I’m sure you don’t mind a couple of more questions, right?' you can look for the seed of mutual connection." And even though this seems so simple, it can often open up the conversation to what they do for a living and for fun. Sure, it's a little personal, but it's important to know if you're on the same page, says Walsh. This saves on misunderstandings, hurt feelings, broken hearts, and plenty of wasted money as one date become ten and only then [do they] reveal [they have] no intention of ever getting married or having kids." So, what are your thoughts on cheese?If you could take a vacation anywhere, where would you go? A bit quirky yes, but the vegan in you might not want to get hot and heavy with that platter of Brie he eats every Friday night (or vice versa).




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