This is exactly my first time drawing something related to Pride Month (June 2021), however I've just done this for my good friend.

Sonic: Hey Tim, glad to see you walking into the pride parade today
Timothy: Good day Sonic, didn't expect you to come around here. And what's that bigger flag you're holding?
Sonic: You mean this flag with teal-indigo stripes? Well, I'm a gay man, so go figure. And what's your preference buddy? You're a gay like me, you know.
Timothy: True, but I'm also into girls.
Sonic: Oh yeah I forgot, you have a girlfriend. Don't worry, I have one flag just for you.
Timothy: A pink and blue flag?
Alex: Yep, just like the small imp who handles guns.
Timothy: Oh right, him.
Sonic: Well, I better get going. See ya guys.
Rosemary: See ya, Mr. Blue
Alex: Hahaha, blue. Hey Tim, didn't you tell your sister who Sonic is?
Timothy: I just...forgot.
Alex: So what do you think of this? This is your and Rosemary's first time to be in this parade.
Rosemary: Yeah, just right after we bought some pearl shakes. We clearly didn't expect this.
Timothy: You know I'm not open to admit I'm bi Alex.
Alex: True, your family has an interestingly modest background, but you know why I'm bringing your sister too, don't you?
Timothy: Well then, why don't you let me accompany you to my place?

Left to right:
Dane owned by  Fushigidane
Sonic owned by  ThunderZekrom
Timothy and Rosemary (far right) owned by  Skyblue2005
Alex owned by  LorneLyon