Reply To: I M(23) am seeing a F(22) and am not sure how to move forward

Be assertive and just ask her out on a proper date already. Enough with the kermit gifs when what you really want is to know whether she’d like to go on a date with you. Ask her out for this weekend. Pick an activity and a time: “Are you free Saturday evening for dinner at whatever? And I thought afterward, if it’s warm enough, we could stroll along the whatever boulevard and get hot chocolate/ a drink at whatever place.” If she’s available and the date does well (kiss her!), you could ask if she’d like to do something on Valentine’s Day. If she’s not available, I’d ask about the following weekend and just ignore Valentine’s Day. Please do not send like a cupid kermit gif or whatever.