>https://desuarchive.org/mlp/thread/34502199/#34515936 

Today's the day.
>You have the day off, you know she won’t be busy any time soon, and you've been working up the nerve to do this for about a week now.
>You throw on your jacket and walk out into the cool autumn afternoon.
>It’s time to ask Rainbow Dash out on a date.
>You two have been getting along quite well for the last few months you've been in Equestria and now you think it's time to take that relationship a little further.
>You like her brash attitude, the fact she's a mare who know how to get shit done, and she's the cutest thing you've ever seen in your life. You've got this.
>Judging by the time of day, you'd suspect Rainbow Dash would be around the south side of the central square in Ponyville.
>After about a 10-minute stride, you stop and gaze in the sky to see if you can find that blue Pegasus napping in one of those fluffy clouds up there.
>Now where is she... Ah, there she is.
>You faintly see the red and orange tip of the back of her mane contrasting with the white cloud below it.
>You cup your hands around your mouth and yell out:
"Hey Rainbow Dash!"
>You see the colors faintly twitch, before you see her stretch her hooves out in anticipation of ending what seemed to be a nice long nap, then she rolls around peaking her head over the cloud.
>"Oh hey Anon, what's up?" She yells.
"Can you come here for a second? I need to talk to you"
>You yell back, desperately trying to ignore the attention from other ponies around you that your screaming is stirring up.
>"Sure thing!" she says.
>She stretches some more, then jumps off the cloud and seemingly does a headfirst dive straight towards the ground. You swear to god she's going to hit the dirt but saves herself last second and does a swoop right back into the air and executes a couple of back-flips before calmly fluttering down in front of you.
>"Whaddya think? Pretty cool, huh?" 
"Oh yeah, it was pretty awesome. I especially liked the flips."
>You know she loved being called awesome.

>"Heh, thanks. That's always sort of been a specialty of mine."
>You must make this quick to avoid being awkward. You will not let hours of practicing in front of a mirror go to waste. Let's just hope it doesn't end up like that one time with Jenny from high-
>"So what's up?"
>Damn it. It's cool, just let the words flow.
"Well Rainbow I thought you wouldn't be busy this morn-err, afternoon,"
>You dumbass you've been practicing this! Since when have you ever said "morning" in one of your recitals?
"And we've known each other for a while now. I was wondering if you'd like to go on a date or something?"
>she just stares at you for a second, probably processing the words (or thinking of a clever way to reject you...)
>she snaps out of it and says:
>"Oh, um... Well, Anon you're a really cool guy and all but..."
>Fuck.
>"I don’t know any other way to put this other than I don’t really swing that way... I'm, you know, gay."
>You could've sworn your jaw would have rammed the core of the earth if you didn't try to stop it.
>You knew Rainbow was a little different from the other ponies and yeah you did consider the possibility since you've hardly ever seen her around stallions but god damn what a way to go.
>"You okay anon?" She says, with a pinch of nervousness in her expression.
>You snap out of it; you had a backup plan on getting rejected but not in THIS manner.
"Oh yeah, it's uh, it's cool. That's totally cool um..."
>She’s still looking at you, and you can see a very small grin originate from the corner from her mouth.
>Yep, better abandon ship before everything gets worse.
"Anyways, I've got some cleaning around the house I gotta do, don’t wanna put off cleaning day once again before the weekend's over! I guess I'll catch you around."
>You quickly turn your back to the blue Pegasus before she could say anything and begin to march your way back home.

>God fucking damn it man, not only does she have no interest in you, she doesn't even have interest in your own fucking gender. 
>You're not exactly heartbroken, just angry because you just KNEW you would've won her if she weren't into girls. Maybe Twilight knows a way to change sex- actually, fuck that shit.
>Why did it have to be the dyke you fell for man, why couldn’t it have been somebody you knew couldn't've possibly been a lesbian like Rarity or-
>"BWAAAHAHAHAHAHAHAHAHAHA-"
>You stop your pace and turn around to see the blue Pegasus on the ground, rolling in laughter.
>Wow, at least Jenny TRIED not to laugh.
>You turn back around and almost continue your walk before
>"You should've seen the look on your face!"
>Huh?
>You turn back around once again and the Pegasus is now a few inches away from your head, causing you to jump a little bit.
>"You looked like you saw a ghost or something! Of course I'll go out with you, dork!"
>WHAT
"Wait, so you're NOT a lesbian?"
>"Pffft no! I just wanted to see your reaction and it was TOTALLY worth it! What, do I LOOK like a lesbian to you or something?"
"Well no I uhhh..."
>"So where you thinking about going? A stunt show? A sports game?! Oh hey I heard a few blocks down they're having a-"
"ACTUALLY Dash..."
>You break her frantic pace as she quickly snaps back to you.
"I was just thinking we could take it slow for now and just catch a coffee or something."
>...
>"Oh yeah! That's cool too!"
>She happily drops down on all fours next to you, and you two walk side by side trying to spot out a good cafe to kickstart your first date as you exchange small talk about that Daring Doo book you promised Dash you would get to reading.
>Jesus man, you had no idea it was going to go like this but hey you won her in the end so now we can see where this relationship will go from here. You have high hopes, you really like this girl and you can tell she's excited to see where it goes too.
>You kind of forgot how much of a prankster Dash is.