Ask about her day. This is an obvious place to start. When asked simply, “How was your day?” many of us automatically respond, “Fine thanks,” without even thinking about it. This probably won’t lead anywhere. Instead, try something a little more pointed, like, “Did you do anything interesting today?” or “Did you make it to work before that storm started this morning?” It may not lead to anything particularly fascinating, but it will ease you both into the conversation. Ask about mutual interests and acquaintances. More than likely, you and your girlfriend share various interests. This is a great way to introduce a subject you can both talk about, while still framing it as a question. Try asking what she thought of latest episode of a TV show you both like, or if she read a recent interview with a mutual favorite author, or if she’s seen so-and-so lately. Ask for support or advice. It is important to offer your girlfriend a sympathetic ear and a shoulder to cry on when she needs it, but if she feels like you never need support from her in return, she may begin to feel like a burden. No one wants to date an emotionless robot who never needs help. Don’t invent problems if none exist, but if you are struggling with something, don’t be afraid to get vulnerable and turn to her for advice or validation. Ask what she wanted to be when she grew up when she was 7. This is a bit of an unusual question. It will show her that you are interested in learning more about her, and give you some new perspective. [3] X Research source