Damaged
Fine Arts - Two hundred uploads with a score of over a hundred (Safe/Suggestive)
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)
Notoriously Divine Tagger - Consistently uploads images above and beyond the minimum tag requirements. And/or additionally, bringing over the original description from the source if the image has one. Does NOT apply to the uploader adding several to a dozen tags after originally uploading with minimum to bare tagging.
Magnificent Metadata Maniac -
Wallet After Summer Sale -
Equality - In our state, we do not stand out.
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice
Not a Llama - Happy April Fools Day!
Happy Derpy! - For Patreon supporters

Word Bug
She is so stressed. Poor girl, she is simply tied in knots over this. :3
Nightweaver20xx
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Birthday Cake - Celebrated MLP's 7th birthday
Happy Derpy! -
Platinum bit -
Emerald -
Artist -

Evil
"Can I… help you?"
Background Pony #3282
All those books went right out the window, eh? Poor thing, hopefully she won't get tangled out of stress

Maybe a book along the lines of "How to handle a yes/How to jumpstart your relationship". Surely Twi has something to that effect

If not, ask Twi to contact Cadance for some encouragement and tips ;)
Homeshine
Friendship, Art, and Magic (2020) - Took part in the 2020 Community Collab
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends.
Artist -
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.

You go out?