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slaveana: Bring me close to orgasm, then pull away and add an ass hook and weighted clamps. Come back and hour later and bring my close again, then add a clit clamp and tie my tits. Keep making it worse with each edge, until I am in so much pain the edge
t1espo: girlsborn4: what did she do to get this ? This is the best spanking I have seen on Tumbler in a long time. This lady has a beautiful ass. Her tolerance for pain is amazing. I would love to have a woman who could take a spanking like that.
ultimate-degradation: Fun trick. Get a slut in this position, let her play with her pussy until she is almost ready to cum. Then take a large butt plug with just a little bit off lube on it and shove it into her ass real quick. Not only will the pain
whitedaddy4asian: She’s gone little buddy! After the initial tears and screams of pain of when his White Cock first entered her virgin ass, she now looks back to her husband and smiles. She is now broken in, like a mare. Her little asian body has
dominateherownher: Her feet up. Check. Her ass is bouncing up and down. Check. She look like she’s in pain. Check. Now that’s some of the requirement of dominating a bitch. :) Thats what Im talkin about
Videos & Pics Reblog for more Sophia takes pain and turns it in to pleasure. She can endure a serious ass beating and keep a smile on her face the whole time. Today is no exception, because she gets a full dose of punishment, manhandling and
tasksforsubsandslaves: tasksforsubsandslaves: tasksforsubsandslaves: Tasks for Subs month of pain To be started in August, ideally for people new to this as experienced may find it easy to begin with. Start on the first with 5 slaps to each ass cheek,
sarcyn: Making her flash her chastity belt in public… especially knowing that her ass is so painfully stretched around that giant plug… does it get much more humiliating than that? The glint of sunlight will draw many an eye…
wrathsvengeance: I call this bereavement booty, had a death in my family and dude offered some ass to ease the pain a bit
eveadams01: sarcyn: Making her flash her chastity belt in public… especially knowing that her ass is so painfully stretched around that giant plug… does it get much more humiliating than that? The glint of sunlight will draw many an eye… “It’s
ridinitall: candyisland1: kingkong-42: This that young 18 yr old pussy that girl is a real crowd pleaser Once those walls relax,, and the pain turns into pleasure…, Real nice,, but let’s try It in that Backdoor lil fast ass ,, because He deserves
bigblacksissybanger: I love that throaty “ungh!” when I bottom out in a sissy’s ass. That hiss of pain as their hole stretches to accommodate me. And yet you little sissies keep pushing back for more. It’s fantastic.Nailed one over the weekend.
bigblacksissybanger:I love that throaty “ungh!” when I bottom out in a sissy’s ass. That hiss of pain as their hole stretches to accommodate me. And yet you little sissies keep pushing back for more. It’s fantastic.Nailed one over the weekend.
sarcyn:Making her flash her chastity belt in public… especially knowing that her ass is so painfully stretched around that giant plug… does it get much more humiliating than that? The glint of sunlight will draw many an eye…
theruleset: I did my best to make Moxie suffer, and bruising her ass only made her cunt glisten. She was soaked, and I knew that would be the most painful time to slap that slit.(with guest star babygirl-bratt. please don’t remove credits in italic.)
gaytopstraight: jockguybttm: ASK ME ANYTHING (click here I’ll answer) Straight guys doesn’t want you to see them cry in pain and shame so it is most likely that the second after you’ve done fucking their straight virgin asses they will get out
weedandpatchouli: I slipped on my driveway the minute I stepped out my hose I’m in so much pain I can barely talk. My ass literally bounced like idk of I should be happy about that or…? This is why I hate winter. Hope you’re okay 😔
sarcyn: Making her flash her chastity belt in public… especially knowing that her ass is so painfully stretched around that giant plug… does it get much more humiliating than that? The glint of sunlight will draw many an eye… @sexylover97 -
melaniesexgirl:wanaplay82:three3bump:It’s time to have this huge dildo shoved up that virgin ass and I’m going to post the video online, so everyone can see you cry and scream out in pain as every last inch violates you. I need a man to force this
marriedjock8: When the guy said he was a little larger than average, Derek thought he’d be a good fit. But now that he’s here and trying to put that “larger than average” cock in his tight married ass, it’s huge…and painful. He’ll get it
hot-gifv: Pain the in ass roomate
theharlotbabylon: painal-hurtsin-myass: This is so fucking hot. Her face is all red. She is in obvious pain, but she is still holding her ass open although each stroke must be hurting her so much. She needs the money bad. one of my favorite fantasies
katrinajadefetishmodel: daddy chained my neck to the wall to remind me that im a whore, he tied my arms and legs so i couldnt move, he gagged my mouth so i couldnt cry out in pain, daddy beat me with a whip till i cried tears, daddy spit on my ass and
barely–humans: Break them in with overstimulation - it’ll be too busy to focus on the cock down it’s throat to pay full attention to the painful ass rape or vice versa.
alittlespankandtickle:Spanking is so great because it’s so INTIMATE. Putting power dynamics and pain aside for a second, just having someone squirm and whine in your lap, being able to leave your mark on them, the way their ass slowly turns pink then
let-me-please-you-sir: The First Night It will be mindblowing to kneel above you and watch you slide in…slowly…stretching me. The pain. One of each of our hands is intertwined. My other hand rests on your chest and yours on my ass. I hear your
theruleset: I did my best to make Moxie suffer, and bruising her ass only made her cunt glisten. She was soaked, and I knew that would be the most painful time to slap that slit. (with guest star babygirl-bratt. please don’t remove credits in italic.)
hiscunt: vorlesesubbie: picsnvids: He even fucks her ass while she’s got a hook in it. 542 📖 Beautiful example of the nasty slut Begging for more pain and harder use…even impaling it already stuffed slut hole on his Cock. it lives to please
