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Mistress Evelyn

@mistresscheckbox.bsky.social
286 followers 222 following 591 posts

30ish. Pet Owner. Enriching the lives of my pets through soft domming, kink affirmation, and/or spending their money to improve my life. Please be able to accept 7"L x 2.25"D toys before begging to bottom. Tributes: $checkbox Non-mutuals DM fee: $50

PostsRepliesMedia
Mistress Evelyn @mistresscheckbox.bsky.social · 10/10/2026
Same to you re: Chicago!
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Mistress Evelyn @mistresscheckbox.bsky.social · 09/10/2026
I cannot overstate how much I enjoy placing my tongue and lips on and in vaginas Also: welcome~
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Mistress Evelyn @mistresscheckbox.bsky.social · 09/10/2026
All I'm saying is, if drinking pee is okay by NASA's standards, it's time for us to stop calling it a kink
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Mistress Evelyn @mistresscheckbox.bsky.social · 24/09/2026
I'm just saying it's been a while since I have fucked gender-ambiguous pussy
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Mistress Evelyn @mistresscheckbox.bsky.social · 18/09/2026
Huge!!
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Mistress Evelyn @mistresscheckbox.bsky.social · 17/09/2026
Yo hi when are you visiting
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Mistress Evelyn @mistresscheckbox.bsky.social · 13/09/2026
I would dive into that pussy like Scrooge McDuck dives into gold coins: at an injurious if not lethal speed and trajectory
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Mistress Evelyn @mistresscheckbox.bsky.social · 13/09/2026
I would dive into that pussy like Scrooge McDuck dives into gold coins: at an injurious if not lethal speed and trajectory
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Mistress Evelyn @mistresscheckbox.bsky.social · 05/09/2026
The only problem with short shorts is that my balls keep falling out
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🦋daria•anako🦋 artist @anako.bsky.social · 17/08/2026
✨Loftiness✨ I'm still so proud of these clouds ☁️ #art #humanartist #witch
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Cherry Anne 🍒🌸 @cherrycuti.fun · 18/08/2026
Do whatever you want. It makes those in power uncomfortable. And if you ask me, nobody in the world deserves to be more uncomfortable than them.
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🔞🏳️‍⚧️::515::🏳️‍⚧️🔞 ( weekly goal $55/ $500) @515art.bsky.social · 18/08/2026
Keep me fed, housed and drawing! ko-fi.com/fiveonefive
ko-fi.com
Buy ::FIVE-ONE-FIVE:: a Coffee
Become a supporter of ::FIVE-ONE-FIVE:: today!
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Mistress Evelyn @mistresscheckbox.bsky.social · 13/08/2026
I'm ravenous tonight ngl
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Mistress Evelyn @mistresscheckbox.bsky.social · 28/07/2026
One might curse God for making me a woman with balls so long that they dip into the toilet water more often than I care to count, but I choose to say a prayer for all the women who were never born with balls at all
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Mistress Evelyn @mistresscheckbox.bsky.social · 25/07/2026
Yo @sky-writes.bsky.social is this true?? bsky.app/profile/deme...
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🐴 Jam 🍂 Comms open! @wyrdlittleguy.bsky.social · 23/07/2026
Whenever i see young furries complaining about older furries and their weird kinks i think of this do u feel me
Cartoon where a bear is hanging out in the woods but then it gets developed and a woman is like ‘eek a bear where did you come from’ and the bear is like ‘ive always been here’
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Mistress Evelyn @mistresscheckbox.bsky.social · 18/07/2026
I think lewd is both subjective and relative, and as an observer I don't really have any input on the art I'm observing, merely personal observations. You're allowed to advertise your own works as "lewd" within your own personal definition of the word, and whoever disagrees can kick rocks
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Mistress Evelyn @mistresscheckbox.bsky.social · 18/07/2026
Gonna need you to hand it over
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Jonah, but sexy @cumenby.bsky.social · 18/07/2026
A conveniently timed birthday gift for @balljointhime.bsky.social made by @agavegator.bsky.social. Honestly he made Jonah so pretty it's unfair.
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Mistress Evelyn @mistresscheckbox.bsky.social · 17/07/2026
If I have a version of sex with five more people, that'll be one for every year I've been alive
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Bambi 🩷🪽 🔜 Fureh, Calfurry @bratblush.bsky.social · 11/07/2026
FREAK 4 FREAK ⛓️💞
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Soran @jackal.gold · 08/07/2026
The Android Share Experience
Crude drawing of the interface for sharing a picture from social media on an Android phone. It depicts a furry stick figure with a large Censor bar coming out from his waist. The text "Share to..." is above the options for Mom, Boss Work Cell, Grandma, Therapist, and The Pope.
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Reposted by Mistress Evelyn
Maw🐭 @mawmain.bsky.social · 10/07/2026
getting into some shenanigans at the public mall..🦌 @kitythighs.bsky.social
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🔞🏳️‍⚧️::515::🏳️‍⚧️🔞 ( weekly goal $55/ $500) @515art.bsky.social · 10/07/2026
Ideally, 100 people would give me 5 dollars a week and I’d spend my whole life making portraits for sex workers on a whim. On that note, current progress on @pigeonrxt.bsky.social (buy me food and coffee ko-fi.com/fiveonefive )
Rat king nude
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Goopy 🔞 @goopystem.bsky.social · 10/07/2026
Just trying them on for a sec.
Art of Kip (anthro cat thing) looking flustered while wearing a white tee-shirt and trying on a pair of dark red panties.
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Mistress Evelyn @mistresscheckbox.bsky.social · 10/07/2026
This does seem to be the truth of it, yeah
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Mistress Evelyn @mistresscheckbox.bsky.social · 10/07/2026
idk what it is about these folks who have never given head before being absolute fucking champs at it, but damn that was some good novice head
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Microbe 👻🔞 @hatsunemicrobe.bsky.social · 28/06/2026
Real quick Nagi doodling
Nagi showing off her new piercing

"i chickened out after the first one..."
"it's still kinda cool though!"
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Tallyho! 💐 🏳️‍⚧️ (Comms: Waitlist) @tallyho221.bsky.social · 28/06/2026
Streetwear Y'shtola ⛓️ #FFXIV
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Mistress Evelyn @mistresscheckbox.bsky.social · 03/06/2026
Happy Pride Month, please form a line
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Ravalska @ravalska.bsky.social · 30/05/2026
Art swap with @mollietown.bsky.social ❤️❤️❤️
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Mistress Evelyn @mistresscheckbox.bsky.social · 29/05/2026
Stealing this bsky.app/profile/pupp...
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Mistress Evelyn @mistresscheckbox.bsky.social · 29/05/2026
Do tell!
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Mistress Evelyn @mistresscheckbox.bsky.social · 29/05/2026
Stealing this bsky.app/profile/pupp...
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Ursa 🧸, Mama Bearfessor @ursabearwalker.bardrockcafe.com · 29/05/2026
I feel vindicated. I said the phrase "I'm a trans woman" during my interview, specified she/her (even though my legal name is VERY male coded), and made zero effort to pass (I was just my butch ass self) They still gave me the job. I didn't have to hide, though someone thought I needed to.
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Mistress Evelyn @mistresscheckbox.bsky.social · 29/05/2026
Earlier I wrapped my arm around my mutt's neck in a threat of a sleeper hold, then proceeded to dry hump her into a vibrator that she was laying on top of Thought you'd want to know
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🌓ⒼⓁⓄ🌗 @glopossum.com · 27/05/2026
The Dog Walker
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Mistress Evelyn @mistresscheckbox.bsky.social · 28/05/2026
As far as my personal life goes, my wife's Dom/partner admires my emotional maturity and respects my intelligence and thinks I'm funny Also the woman at the nearby bakery gave me her number
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Mistress Evelyn @mistresscheckbox.bsky.social · 21/05/2026
*points to dog bed underneath desk* Mistress has some grinding to do with her crafter classes, wanna help?
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Mistress Evelyn @mistresscheckbox.bsky.social · 20/05/2026
So I may have accidentally given myself a leather kink It smells so good
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Mistress Evelyn @mistresscheckbox.bsky.social · 13/05/2026
Due to unforeseen ingrown hairs, I regret to inform you that the bush has been tamed
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Mistress Evelyn @mistresscheckbox.bsky.social · 12/05/2026
Yes, you can masturbate to me. Yes, I encourage it. You're doing great!
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Mistress Evelyn @mistresscheckbox.bsky.social · 13/05/2026
That's sort of an upside
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Mistress Evelyn @mistresscheckbox.bsky.social · 12/05/2026
I love it when pets huff my balls
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Mistress Evelyn @mistresscheckbox.bsky.social · 12/05/2026
?
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Mistress Evelyn @mistresscheckbox.bsky.social · 12/05/2026
Yes, you can masturbate to me. Yes, I encourage it. You're doing great!
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Mistress Evelyn @mistresscheckbox.bsky.social · 12/05/2026
My actual favorite thing is when new people get to see my pics, they're good!
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bunnymutt @bunnymutt.bsky.social · 11/05/2026
domesticate you
texts reads "learn to be an obedient pet"

owner tugs on the leash of their hypnotized pup
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Mistress Evelyn @mistresscheckbox.bsky.social · 12/05/2026
Oh no :(
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Mistress Evelyn @mistresscheckbox.bsky.social · 12/05/2026
When that pretty lady you've been chatting up follows your lewd alt :3
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