This is my approximate guide to how much you can speak to each personality type before actually detracting from the friendship.
It's not an official guide use my own observation:

FROM MOST TO LEAST TALKATIVE:

Smug: They rarely have a limit & never seem them get mad, just walk away in thought like all villagers do after prolonged conversation. You can't damage the friendship by speaking with them too much.
They react to multiple visits by saying how much they like the company & attention. They think you brighten each other's day.

They also like to speak about themselves, so they truly don't mind!

Peppy: You could talk to them about 10--even 15 times & it won't exactly bother them. In fact they LOVE to talk.
I haven't counted, but I am giving a rough idea form experiencing all the personalities over several games & months.
The worst thing that will happen is they will remark on how they can't keep track of how many times you have spoken, and this seems to frazzle them a bit---but they never get snappy or overly bothered by it.

Normally they greet you with gigantic smiles & enthusiasm.

Lazy: Lazy villagers don't really get mad. They don't speak as much as the peppies, but you are more likely to get bored about the constant food dialog than they are going to be worn out from you.
In fact they have a natural defense against working too hard at anything & that is literally zoning out or repeating the same thing over & over.

They also may ask you if you are feeling lonely when you visit them a few times a day.


Normal/ Jocks:

These two have a similar tolerance for conversation--despite being very different personality types.

Unless you are close friends normal types tend to be slightly introverted, and not extroverted like the Peppy types.
This means though polite, they won't be as warm about repetitive conversation--but like real life polite people that is hard to pick as it's so subtle.

They do end up calling you "their shadow" and dropping hints such as "I can't seem to bump into anyone else today!"
But unlike Cranky types or Uchis they won't tell you outright to "Zip It!!" like a certain Muffy does. So you won't really know.

Their facial expression may be distressed or the sheepish emotion, implying a certain discomfort with constant badgering conversation.

After becoming closer friends, these remarks change into things such as "It's been so nice having the opportunity to speak to you so much today" or something like that.

Jocks also have a medium tolerance for repeated conversations, but are a lot blunter than the nice types, so you will know straight away that they have some important running to do!

On the same token they seem less bothered by it than the normals, but can still get uncomfortable to an extent.

Cranky

After befriending cranky types I'd say they fall in at 3rd just before the normals, and are quite friendly & tolerant.

However, as a general rule of thumb when getting to know them I'd speak for a maximum or 5 times broken up to avoid getting hit by some gruff dialog.

After friendship is established, they simply show concern rather than annoyance when you speak to them often, and act like you need to be comforted.

They love to care for you, and are similar to the smug in ways of being quite sweet to their friends.

Uchi

These guys are a bit moody.  They are sweethearts with very interesting & funny dialog, that can also be blunt & abrasive.

They express many emotions, and are the most "realistic" villagers because they aren't always in a good mood, and like humans they can be a tad mean sometimes.

Sometimes you could talk to them many times a day. Others it only takes 2-3 times in a row before they comment on how much you are speaking with them.

Ironically they are the most trustworthy, and will always give you medicine & advice.

In my town Muffy only like to be spoken to 5 times a day before she gets distressed, and hides in her home.
Phoebe is moody & LOVES to talk some days, and ping me often for random things, and other times she is like Muffy.

Muffy trades with me constantly & is only out traded by Tangy, who pings me for everything in my inventory.
However, despite all the trading the Uchis do (and ask the most favours) they still may be rude when you greet them.

What did you think of my conversation guide? What were your experiences?

I haven't had enough Snooty villagers to say where they sit. What do you think the entry on snooties should say?

Warning: This post contains a dangerous amount of rambling

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Canberra (was) 99% of the time nice as can be but when she became friends with Moe that started to decline, yet slowly.

All in all she's still one of my favorite villagers even though I stopped shipping her with Moe. Moe is too old anyway (I see Moe as 35, and Canberra as 20)... Maybe Moe being older made her meaner... I bet he REALLY appreciated it when Canberra called him a kid.

Moe: Kid? KID??? I'M 15 YEARS OLDER THAN YOU! YOU'RE THE KID!
Canberra: -_-

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It's the same thing as O'Hare and Carmen: I do NOT ship them for a various amount of reasons

1. I see O'Hare as 36 and Carmen as 22.
2. In my fan thoughts Carmen annoys O'Hare a lot
3. Also O'Hare hates her
4. O'Hare is human now, he's a Mii in Tomodachi Life

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RAMBLING CONCLUDED: THANK YOU FOR USING KORRUPTEDFILES ENTERPRISE AIRLOCKS

Also with the crankies, Chow is an antisocial but it's what makes Chow, Chow. He still makes best friends though (seeing on Tomodachi Life he's best friends with J Girl)

Aww, I think this is a great guide!  I love the cranky personality in NewLeaf, too!  My absolute favorite cranky right now is Rooney, but Walt is a VERY close 2nd (I love kangaroos)!  
NL crankies are really featherly and literally go out of their way to make sure you're okay.  They may even call you "their little [insert name her]" like your their little girl (or boy), like every father should think about his children.  They want the people who matter to them most to think about them as a father.

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Thank you for PTing me this.  The snooty villagers are quite wonderful and heartwarming in NewLeaf!  They like attention, but not as much attention as smugs and peppies.  Maybe about 5-10 times broken up is good.

My favorite snooties include Astrid, Mathilda, Valise (even though she isn't in NewLeaf), and Ankha, with Astrid being my absolute favorite snooty!

And just as crankies act like a feather to you when befriend enough, the snooties act like a mother when you befriend them enough.  They may even call you "sweet" for visiting them.  And sign their letters with love.

You can really see a true friend being built.  At first a snooty may give you a gift and say "Don't be shy.  Even though we may not be the VERY best of friends.", but if you are close with a snooty villager the may say "You're such a good friend, after all.  You really deserve a reward for putting up with me!", which is really sweet!

I really appreciate how the snooty and cranky villagers changed as our beloved series grew.  Used to, they only cared about their selves and got FURIOUS when you wanted to say "hi" to them, now the are very other-centered and probably care more for you then they do for themselves.

Crankies may even cry, if you don't check on them from time to time.  They want to be safe, but it's hard to think that about someone if you disappear for weeks at a time.

Wow, I never knew some of this stuff! I guess I haven't been noticing how my villagers react to me talking to them. At least now I know when I'm getting close to being best friends with my villagers. Thanks for posting this.

Thanks guys! I am so happy that you liked this guide!

Thank you Shawna for the input on the snooties!

I had that sweeter dialogue when I had Broffina. I still didn't quite take her to her, but she was definitely a more 3 dimensional character once opened up.

I take it from that the have they (snooties) same "limits" as the crankies? Maybe the 3rd most talkative after befriended, 7th in the list before befriended?