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[Kik flexwood87] I need a big alpha cock to take my sissy beta ass

It'd be a pain to clean up, this is just easier for everyone.

Intense CBT session last night followed by an anal stretch.......so much pain and pleasure for this slut

Jessica finally gave in last night......Intense CBT session last night followed by an anal stretch.......so much pain and pleasure for this slut part-2

Intense CBT session last night followed by an anal stretch.......so much pain and pleasure for this slut part-2

Little sissi Beats her ass red

sissi Outside in public "pain" Hit my ass

Pain is pleasure

Pleasure in Pain

What a feeling- opening an air tight sissy but not quite all the way..

The pain is temporary but reward will last forever

🦋So tight it hurts…what I call a “beautiful kind of pain”🦋

Ride through the pain ??

Do you like sissy’s that ride

[kik sissyfucktoyemily] anyone want to send this gurl porn so she can imagine all the nasty things men are going to do to me when they catch me dressing up in their daughters and wife clothes?

Squirming and moaning in pain while slapping my full balls.

I took a monster bbc that night. You could hear the pain when he slammed it but felt good after a couple of hours of getting pounded

Fuck the pain away, whiteboy ❤

Painfully horny but limp

Painfully horny, soft and ruined

I beg my wife to stop, it was painful but she was right, I enjoyed it

My dominant wife make my anal training a little painful but fast progression 🥹

The first insertion is always the most painful, but also feels the sweetest. Turn on the sound to hear me moan from pain and pleasure! (old bathroom video part 2/6)

Sissy in small chastity

Any Swiss BDSM lover would like to use a submissive sissy here ?

Pleasure through pain

I'm not sure what was more painful. The ruined handjob or the overstimulation afterwards. This was after a month of chastity 😭😭

Sissys take big dick

Pain is temporary, pleasure and submission is forever

Pain is a pleasure for me

No pain, no gain Sissy

The pain soon turns to pleasure

The pain will subside and feel pleasurable beyond belief

Cute Girl Very Painful Fucking with Loud Moan n Says " Ab Mujhe Nahi Karna"🔥 Contact For Prime Membership @Minister_10 on TeIegram🔥 Link in €0mment 👇

my first dildo masturbation is painful but really good♥

Spreading my legs was more painful than it looked…maybe I’m not as flexible as I thought 💪 🫠 (don’t worry I’ll make sure to keep practicing 😏)

new video! premature cum = painal for caged sissy - info in comments

The pain is what keeps you coming back☺️

[OC] Shoving the entire soda can inside my tight ass... It was painful, but fun.

[kik sissyfucktoyemily] listen to be squeal as I Painfully insert my plug dry into my tight little pussy! Feeling pretty sorry for myself to day anyone want to chat and send me nasty porn to make me feel better?

No pain no gain! :P Anything else you can think of to do with my balls while my clit is caged? :P

Sissy GIF by just2h0rny

As rough as it gets. Moaning with joy and pain.

sissy whore taking it

My GF said she loves hearing me moan in pain while trying to escape the chains I'm locked in. She told me the sound of me suffering turns her on... [CD]

I don't know what made me moan more. When my GF teased me with her hands or the pain of the super tight armbinder

I’ll brutalize them how ever I please. You will take my pain like the good toy you are.

pain sissy really degrading

Feminized By Your Girl(Part 14, Sissy Natalie - 1)

more pain and pleasure shakes from electro shock therapy

electro shock therapy got me shakin from pain and pleasure

Sissy slut forced to have a painful orgasm while standing on her high heels

Look at the difference 🫣 that last slap was really painful 🥺

My GF likes to peg me with no lube because she thinks I look cuter when I'm in pain... - Full video in comments :D

I love a little pain when I’m used as a fucktoy 🙈

My GF loves hearing the sound of me moaning in pain when she edges me while I'm tied like this... - More content like this linked in comments :D

Verbal sissy

28 (Finland) #Helsinki / Pori Chastity Sissy Slut

My GF loves seeing me suffer in pain while she edges my girlcock... - More videos of me like this on my 0NLYFANS and F4NSLY (Link in comments)

I am starting to love the pain