Which was the saddest villlager move away that happened in your town(s)?

Rex from new horizons. He's a lazy lion. He's pretty dope we looking but it makes him all the more cuter. He's got a classic lion look that's not too weird or off. I wanted to give him away to a friend who is making a zoo type Island and I felt that it was more thematic.
 
oh my gosh i had biff move out because cookie was in my campsite and i messed up the reset with her and so she would ONLY give biff's name ))): i was heartbroken seeing him go he was an OG and i also gave him an easter flower crown lol. the saddest part was that he left the clothes he wore the most in the resident service's bin. and they were the overalls i gave to him

i was very upset never thought id get so attached to a jock villager, haha
 
I had to let go of one of my first 5 villagers lucky because I had 4 lazies and thought it was time to let go ): I still kinda miss him but gave him to someone who really wanted him
 
Sterling in NL. He was my best friend in that game. I don’t know if it happened because I took a hiatus or I couldn’t convince him to stay (I had to keep him from moving several times, I remember). I felt bad when it inevitably happened. I have him in NH and I’m not letting him go now, but due to how jocks are in this game coupled with his house being absolutely butchered, it feels like a chunk of him is missing.
 
Bob was one of my starters years ago in NL and I even treated him like a husbando. I’d only talk to Bob and how he would always say “Honey, I’m home“! When he was in boxes, I cried and felt like he betrayed me. I felt terrible. I miss you Bob.
 
A couple of my favorites back in Wild World, Lobo and Poncho. They were my first villagers and I liked to imagine they were unlikely pals. It was rough coming back to check on the game after a long break and seeing both of their departure letters in my mailbox...:cry:
 
I let Bones leave for reasons that make no sense to me anymore and I won't lie, it literally made me choke up. He was one of my starting 5 and he was always so friendly and happy to see me. The thing that hurt most was when he thanked me for being his friend. (I've since had several others say the same thing but with Bones it felt different)
 
Lolly because her moving out is what caused me to lose all interest in my old New Leaf town. Though this turned out to be a good thing in the long term because it led to me creating a new town, which ultimately led to me becoming part of this site.
 
kicked out Monty a few days ago, as much as I don’t regret my decision and got poppy to move into his plot I do kinda wish I’d given him a chance. He was pretty chill and gave me a kinda grandpa vibe. He definitely didn’t deserve my discrimination against his design lol. (And I haven’t kicked her out yet but when Flora leaves I’ll probably cry, she was my first move in villager!)
 
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