1. Never Ask About His Ex
In fact, as tempting as it is, avoid questions about what she was like, why the relationship ended or even asking a question like, “Why’s a nice guy like you still single?”
You may dredge up old feelings in him, and you might come across as looking like the jealous type. Unless he brings it up, avoid the topic altogether.
2. Digging Into His Love Life
While of course, these days it’s important to be honest about our sexual histories, too many prying questions can quickly kill any budding romance. And if he’s the kind of gentleman who doesn’t kiss and tell, it can turn him off of you quickly.
A little bit of light flirting is fine, but unless you plan on sleeping with him tonight, you should save the conversation about “how many partners” and “how old were you” for a few dates into the relationship.
3. Asking How Much He Makes
While there’s certainly nothing wrong about discussing the current world economy or unemployment number across the nation, talking about personal finances should be off the table until the point you make the relationship exclusive.
4. Asking Questions Like “Where Are We Headed?”
The first date is absolutely not the time to bring up questions about how many children he wants or what month he wants to get married.