i don't really regret letting them move, but i do feel sad when i go and say goodbye to them when they're in boxes especially when it's a villager i've been trying to shoo out for a while due to awful house placement..
I regret going on and seeing that Coco has moved, She is my top favorite villager and she moved out. D: She crept her way out out and decided to move to my sisters town so it's OK I guess.
I really miss my little buddy. I mean, I love my other lazy villagers Punchy and Beau, but I still miss Lucky a lot and always sigh when I look at the spot his house used to be. Well, at least he lives in a town with a person that adores him now :')
Kabuki... He was one of my original villagers and the peace-keeper of my town. His house was right in my backyard though, so I did plan on letting him go. Luckily he did not ask to move until we became best friends. For the longest time I debated on whether I want him to live in my backyard or to invite him back at a later date. He gave me his picture in his goodbye letter but that didn't make it any easier.
I regret letting Shep move out a while back. I thought it'd be interesting to have only female villagers in town for a while, so I didn't stop him from moving when he brought it up. That got old quick though, and I'd much rather have him back than either Camofrog or Rudy.
Halfly regretting letting Maple go. She is so far the best normal i have experienced but i wanted to try other normals and some day i may let her move in to My town again ^_^
No. But I do feel bad letting Henry move out sometimes. It's not that I liked him a lot, but he now wanders my Main Street pretty much 24/7 like he's a homeless bum, and I feel sorry for him.