Can't be direct with a woman.

Then use that! I am very guarded with people who are trying to "court" me. The people who have managed to shatter my walls are those people who did not have a clear agenda... So it all starts with an interest or a fun conversation about anything. If you like a girl, try to talk to that girl often without asking her out... at least not yet. Just let your presence be known. Believe me, if you are always around her even if you are not asking her out or your intentions are unclear, she will think of you. A girl will always wonder. My bestfriend (who is a guy) told me that for guys, it's all about timing. For girls, it's all about feelings. lol. So... when you have been making yourself present in her life by simple constant conversations, making her laugh... asking a little about herself (will make her think you are interested but still unsure), perhaps after a few weeks of that... ask her to go for coffee. Then, after coffee, depending on how that went, ask her for a dinner or movie. Since you have been talking to her before all of that, it won't be too awkward. What makes things awkward is the expectation of the conversation. Try not to expect.

/r/offmychest Thread Parent