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Poison Trail
Pixel Perfection - I still call her Lightning Bolt
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Elements of Harmony - Had an OC in the 2022 Community Collab
Non-Fungible Trixie -
Wallet After Summer Sale -

Hey, black candles are surprisingly difficult to find, and I’m pretty sure going to one of those shops puts you on a list somehow.
 
Still worth it
Zeb
Praise the Sun! - Derpi Supporter
My Little Pony - 1992 Edition
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends.
Economist -
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.
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)
Equality - In our state, we do not stand out.
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Cool Crow - "Caw!" An awesome tagger
Birthday Cake - Celebrated MLP's 7th birthday

Tag-Bot
Tentacles wouldn’t make an image gay/straight/lesbian in any sense, unless other characters besides the tentacles are interacting with eachother.  
So lets leave the tagging discussion out of the comments.  
@Meanlucario  
@Background Pony #378D
If the “wife” doesn’t take any, stuffs both of his holes with strapons, and he always looks forward to being fucked instead of fucking her every time, than very likely.
 
Unless the wife was a male, it would still be Straight.
Background Pony #F965
I mean…  
that’s what he was going to use the infinite riches for, anyways.