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(NSFW) Ask Pinkamina Diane Pie, which is essentially Cupcakes: The Blog. Those who like it say it's Creepy Awesome; it has moments like this gem.
- One particularly memorable scene has Pinkamena answering questions while Scootaloo is mutilating a body in a bathtub. Eventually, the following exchange occurs:

Tumblr: Out of rape, bondage, and cannibalism (And anything else we don't know about), which is your favorite 'hobby'?

Pinkamena: I prefer cannibalism personally.

Scootaloo: I like rape!

This Octavia blog, in all her classy glory. Features frequent guest appearances from Vinyl Scratch and Pinkie Pie.^[1]
Pretty much anything on Statued Discord replies. Example: when some Anon called Statued Discord's plan orderly, he pretty much packed up and left.
Ask DJ P0N-3. Why are there so many hamsters??
Ask Surprise, the G1 pony Pinkie is based on, and perhaps even crazier than Pinkie.
Ask Ruby Pinch, Berry Punch's daughter, takes being adorable to new levels. Also Sweetie Belle is Ruby's hat.
Ask Twist, who apparently has to type in her lisp due to a faulty "S" key and has many hand drawn responses that vary between adorable and hilarious, such as this little gem.
Ask Blueblood, which ends up making him likable (while still keeping him in character.)
- Auntie can smell your fear!
- There's also this hilarious exchange he has with one of the Rarity blogs. Be sure to read the comments under the pictures!
- speaking of which...
- Pink amania.
Ask the Pie Sisters, a relatively short and very cute blog about the rock farming Pie sisters: Light grey-maned, blue-grey bodied Blinkie Pie; Teal-maned, light grey bodied Inkie Pie; and Mane 6 Pinkie Pie (the sisters tried using 'Pinky' as her pseudonym, but Pinkie didn't quite get the hang of it).
- Included is some interesting facts about rock farming and this brony gave a theory on Pinkie Sense on the Ponibooru post. (see 503047)
How about Ask Friendly Twilight? Lesson Zero Twilight? Demon Mailmare Derpy? It's got it here...
Ask Ice Pack is about a male escort zebra in Ponyville. Hilarity Ensues.
- For a start, his encounters with the main cast.

Fluttershy: I'M NOT PAYING YOU TO TALK.

Velvet's visit from Surprise didn't end well.
- Then came this.
- How she deals with rowdy customers.
Moonstuck should be added as well. Imagine MS Paint Adventures, only with "Woona" put in. With Egophiliac's fantastic art, bizarre sense of humor, and plethora of references, it certainly belongs here.
Oh! Rarity made a blog without telling us?!
Smarty Belle helping a sick Rarity.
Echo the Wonderbolt asked people for names to pair with herself for the love calculator. Guess who had the highest percentage?
- And then came this.
Ask Art Pastel is a very new one about a literal "starving artist". So far it's given us this.
- He was assured it was hot sauce.
Ask Pia Ikea follows the Ponyville representative for IKEA. She enjoys her work so much that she counts sheep and even gives her daughter Maude The Talk in the style of furniture assembly instructions. Her cousin Maja shows up to answer questions as well.
Dan vs. FIM, while not strictly a ask blog, still has some questions answered from time to time. Almost every post is hilarious, but one of the best has to be when Dan steals Fluttershy's things while Twilight's speaking with her.
- At one point, someone calls Dan out, saying he's "enjoying all that Twilight 'plot'". This is the response. It also doubles as a Take That.
While it's mostly a dark, story-driven blog, with some risque stuff thrown in, Ask Discord Whooves can be pretty hilarious at times, usually either when the Doctor gives snappy responses to stupid questions or encounters somepony who's not instantly won over by his charm. Or when the "pet" Miss Pinkamena gave him shows up to interrupt a routine answering-session.
- And then there's his reaction to "My Little Dashie."
- The breather posts can get also get delightfully nonsensical.
Ask Chubby Diamond Tiara, a fairly recent ask blog about, well, chubby Diamond Tiara. So far, it's given us this.
For the first time in a while, Lil Miss Rarity (NSFW) made a funny post.
From Ask Hoops and Dumbbell: Hoops' April Fools Prank doesn't quite go as planned.
Ask Spike Da Dragon. It is insane!
Werelight Shine deals with a boaster. May overlap with Crowning Moment of Awesome.

↑ This blog takes an interesting take on the "Octavia is Pinkie's sister" theory by making them cousins. She is also aware of the 4th wall.

[1] This blog takes an interesting take on the "Octavia is Pinkie's sister" theory by making them cousins. She is also aware of the 4th wall.

[1]

@@ Line 15: / Line 15: @@
 ** There's also [http://askblueblood.tumblr.com/post/10652785024/a-clueless-and-oblivious-stallion-wouldve-assumed this] [http://rarityanswers.tumblr.com/post/10656347927/askblueblood-i-i-i-feel-so-betrayed-leave hilarious] exchange he has with one of the [http://rarityanswers.tumblr.com/ Rarity] blogs. Be sure to read the comments under the pictures!
 ** [http://askblueblood.tumblr.com/post/11265420949/you-know-i-dont-want-to-be-that-guy-but speaking of which...]
-** [http://askblueblood.tumblr.com/post/14334564477/shes-ameeerrriicaaa-maaade Pink][http://tvtropes.org/pmwiki/pmwiki.php/Main/HulkHogan amania].
+** [http://askblueblood.tumblr.com/post/14334564477/shes-ameeerrriicaaa-maaade Pink][[Hulk Hogan|amania]].
 * [http://askthepiesisters.tumblr.com/ Ask the Pie Sisters], a relatively short and very cute blog about the rock farming Pie sisters: Light grey-maned, blue-grey bodied Blinkie Pie; Teal-maned, light grey bodied Inkie Pie; and Mane 6 Pinkie Pie (the sisters tried using [[Paper Thin Disguise|'Pinky']] as her pseudonym, but Pinkie didn't quite get the hang of it).
 ** Included is some interesting facts about [http://askthepiesisters.tumblr.com/post/10687384719 rock farming] and this brony gave a [http://www.ponibooru.org/post/view/64161 theory on Pinkie Sense] on the Ponibooru post. (see 503047)