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The best friends a boy could ever hope to have!
Mortifying things we all don't want to hear, but deep down know to be true....
Ass Fingering Masochism Pussy Vibrator Porn GIF by avivkoren
Chris Weidman style
Clit shocked until I shake and quiver uncontrollably
*IT'S ACTUALLY HAPPENING!* The frightened trepidation and magic of a sissies first time
Every time you were alone at home
Punishment for not abusing my holes enough last post 🥺
Masochism Masturbating Pussy Slapping clip
Masochism Masochist Sissy Trans clip
My inferior goon brain is getting pumped & sucked away from my clit & my tits 🤤
Masochism Spanked Spanking clip
Masochism Spanked Spanking clip
It only feels good when it hurts
Electric shock toy on nipples (recently purchased this and LOVE IT) it’s surprisingly stronger than I expected!
(OC) She can't cum without the pain and degradation ?♂️
CW: Masochism 🖤 follow for free on my Fansly page and you'll have first access to my FREE trial link for my "Kinky as fuck" PPV access tier 😈
I've started the process of uploading some of my kinky content onto my Fansly page. This particular video has some fun "long nail masochism" for you to enjoy... (full video link in comments)
Masochism Masturbating Pain Pussy Spread Torture clip
BDSM Bizarre Fetish Homemade Masochism Porn GIF by fleischboy51
Face Slapping Masochism Rough Porn GIF by boredletstalk
My submissive gets 10 canes every night as part of his daily discipline. Dependent on his behavior, he may get a lot more.
Torture with stinging nettles
when you make a big mistake, you should get an appropriate punishment
Painful Nipple Play (TW: Needles) [NB]
![Painful Nipple Play (TW: Needles) [NB]](/thumbs/0c/05/NonstopUncommonArrowworm.jpg)
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A proper cleaning results in a sore and obedient fucktoy...
no matter how painful, no matter how scared I am, I'll handle any form of torture for you Master ❤
BDSM Flogging Whipping Whipped Pain Masochism Masochist Trans Trans Man Transgender Porn GIF by keeno666
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The feeling of my already swollen clit being flicked is so hot
Pulling my sensitive nipples until I cum
I've been a bad girl and am not allowed to cum until I've been punished
Hardcore Femdom BDSM Ballbusting Masochism Masochist Porn GIF by jacksonburns932
My Master spanks my pussy until I squirt
How many metal clamps I have to put on my pussy?
Slapping my tits and clit make me so wet 🥵 I wish I had someone to do it for me 🥴
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Nettle self torture
BDSM Blonde Clit Rubbing Masochism Masochist Masturbating Nipple Clamps Orgasm Post Orgasm Vibrator Porn GIF by suspiciousmess
masochism pain trans woman belly clip
masochism pain trans woman belly clip
masochism pain trans woman belly clip
Little girl discovers knife 😈
ouchie is the best caption I have for this
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What I mean when I say “fourth hole”. [Sounding] Makes a slut’s clit so sensitive, even pissing feels like she’s cumming https://www.redgifs.com/watch/lemonchiffonshamelessvelvetworm
![What I mean when I say “fourth hole”. [Sounding] Makes a slut’s clit so sensitive,](/thumbs/5c/c7/LemonchiffonShamelessVelvetworm.jpg)
A Master’s greatest pleasure is to see his slave successfully apply the knowledge he has given to train more slaves.
📌📌 💦 (feat. my cat meowing at the door 😔)
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Torturetober Day 8 “Beat”
Torturetober Day 5 and 6 “Poke” “Insert”
Who says you can’t bruise JUST the nipples?
All good sluts know, that once they are property, their owner does what’s best for his or her property! In case of cunt, I would say a proper whipping till pink-red is necessary to make sure it looks pretty and presentable.
Surprise!
( blood ) Turns out there's an artery right at the bottom of your cunt. Oops? Was testing smth for Halloween, and uh. Accidentally gouged the bottom of my V. Wild that I got it on camera, too lmfao.
Hooooooly fuck. I'm writhing as I post this. Fuck does that burn so much more 🤤🤤🤤🤤
[CW; BLOOD] Got punished for not taking the knot ... Had to keep my wand on high for 30 minutes and grind down on it ... I came three times and accidentally tore ;~;
![[CW; BLOOD] Got punished for not taking the knot ... Had to keep my wand on high](/thumbs/da/e1/TroubledChartreuseAmericanbittern.jpg)
You guys do seem to love wedgies
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