Stitches is my oldest villager, he wasn't there when I first started the game but he's been there throughout the development of my town, he moved in 2 days after I started my town, so he was part of my first 9 random move ins. :3
Ankha and Lucky are the two villagers who have been living in my town the longest. They were in my original town that I decided to remake, and I went out of my way to constantly reset until they appeared again as starting villagers. On one hand, years later, I kind of regret this because the town layout suffered for it. On the other hand, even this not that great town layout is better than the one I had prior.
My oldest villagers are Pekoe, Agent S, and Marcel.
They were 3 of my starting 5.
Pekoe was my instant favorite and Agent S quickly grew on me, what with her short stature and delusions of grandeur.
Marcel, however, I was never too fond of until he and Pekoe became really close.
In my head canon, they're now a couple, so I won't let him move so Pekoe will be happy... I know it's weird, but yeah. XD
ankha is the oldest in age im assuming since shes a snooty and snooty villagers are the equivalent to cranky which are supposed to be old people. but the one whos beein in my town the longest is probably kitt or tutu.
Mira. She was my first random move-in, although I have a few others that have been around nearly as long as her. Thinking back, I really hit the jackpot by getting her as my first move-in for a couple different reasons. First, I don't really like most of the Uchi villagers despite liking the personality itself, but I think Mira is amazing. Also, I didn't learn about plot resetting until later on but I really like where her house was placed.
I've been in the process of gathering up my dreamies, but right now Zucker is actually the oldest villager and first dreamie I've gotten in my main game! c: In my 2nd one, I believe I've had Pashmina since I first got the game, sometime in the beginning of 2015 o:
Avery, Pippy, Rudy, and Willow have all been in my town since I made it and I'm thinking about not letting Avery and Rudy move out cuz I feel like I will miss them a lot if I do
Henry has been in my town since I got the game in 2013 because he won't freaking leave. I've wanted him gone since the beginning but he utterly refuses to move.
Wolfgang and Monique are the only ones from my original nine in my town, sadly. I had Felicity too, but she recently moved without my consent quq
I still love those two a lot <3