Anonymous said: Dear Rarity, I'm a mare who has a crush on another mare. She's very kind and funny, and is often surrounded by friends/admirers--but I can't seem to work up the courage to talk with her or ask her out! (She herself is also lesbian.) How can I brace myself to talk to her, and how can I ask her out? Thank you!
Well, for starters, it’s a good thing you already know her sexuality! That’s often the hardest hurdle to overcome. Now you just need to confess your feelings, which is something everyone has to face at some point in their life, so don’t worry too much about it.
Firstly, you should make sure you have a stable friendship with her, of some sort at least. You should at least be at the point of exchanging casual conversations before you think about asking someone out. It can be quite nerve-wracking to be asked out by a distant admirer. (Honestly, it happens to me all the time and I’m never quite sure what to do about it.)
Second, I think being honest is the most important part. Tell her how you really feel. Tell her you want to try dating. And even offer to at least take her to dinner. One of the nice things about your relationship is you won’t have to worry about any sort of “rules” about who is sort of in charge—wears the horseshoes, as we say—and so offering to buy her dinner isn’t intimidating as it would be if I were to do it to a colt. (Though honestly, any stallion who won’t buy his mare dinner is not a stallion I’m interested in.)
Talking to another pony is not as hard as it sounds, I promise. You just say, “Hello.” Ask them how their day is going. Compliment their clothing. That’s my favorite way to start a conversation. “I love your dress. Where did you get it? Oh, how darling, you know I own a shop that sells dresses and I think you might be interested—”
Oh, but I’m getting distracted. When I talk to mares and colts I’m usually selling something. But honestly, compliments are a great way to start a conversation, to find out what they’re interested in and find something the two of you have in common to talk about. Everyone loves hearing a compliment, at least the ones given out of honesty and kindness.
I hope this helps you, darling. Best of luck~