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Vagina Envy

Girlfriend inserts big pink butt plug into sub boyfriends tight ass

Anal insertion

My Miss tied me up, made me insert my prostate massager and showed me that I don’t need to cum like a regular man, from now on I can keep my chastity cage on and cum like the loser beta pig I really am

insertion

slow insertion

Insert femdom title here😜

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[oc] [domme] Hey button cock! Do you have penis envy?

Please let my virgin hole grip a real cock

I love that long initial insert into my submissive friends cock

For the 5 people who see this, wanna help? 💕🥺

Chastity Sound Insertion - PussyWhipped1989 PH

[Very brutal] BLOOD FOUNTAIN COMING OUT OF HIS COCK.😰😳😢 High heel insertion.

It's important to go slow when inserting a big cock into a cock hole. At least for a second or two..

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This is how students get trained and prepared for anal. Inflatable buttplug is inserted inside his asshole and pumped more and more to stretch his hole while ESTIM chastity power is gradually being increased making him go wild. 🖤INSTITUTION X🖤

I saw someone on this sub using these soft mini dildos for sounding and knew I had to get some for playing with my slave asap, 5/7 perfect choice!

People said they really like seeing my ass get pegged. How about the insertion?

Horny teen [selling] wants to show you all the horny she could be. Fetich and Femdom friendly. Sexting, video calls, custom videos and many other services you can found on my profile. Nice content for GOOD PRICES. See you there, bb.

New chastity student gets automatic prostate massager inserted into his asshole for the FIRST TIME. I hope you get it now why we restrain our students for this kind of procedures.

Sub is instructed to get on the Sybian and position himself so the insertable part is in his asshole right against his prostate. If he fails this c...

"Don't stir the pot" ME:

CHAIR OF MADNESS - Sub is tied on the chair and an anal hook with a ball at the end is inserted into his anus. It is gliding over his prostate and making him go crazy. NO ESCAPE. NO MERCY.

Getting warmed up...

he was pleasurably choked, and never came that hard

Mistress fists and inserts the huge dildos into her submissive sissy ass (by LAEMPEyCalvin)

Sounding my Sissy in Metal Chastity

[oc] the first insertion does things to me 🤤

Older video - she was really careful to insert this big toy and make me used to it

My favorite part is the initial insert into his cock. Each time his nervous look fades into that O face of pleasure. Love being his keyholder.

My Patient taking my new sounding toy deep down his urethra

Just because he's pussy-free doesn't mean there can't be some penetration (sounding) 🤭 Story inside the post

Sounding my pet 😊 There will be story in the comments

squeezed his cock tighter and kept thrusting. Then inserted a ribbed sounding rod into his sensitive cock. Would you want this?

Mistress sounding me

Cumming while mistress sounded me

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I love the first insert of the rod sliding into his cock =)

Mommy wants to insert it to someone today

Slow insert with a fast removal is the best feeling.

I love it, when she fingers my ass and inserts all five fingers, maybe she should try for the whole fist?

Say "please mommy" if you'd like your first insertion is with a horny Asian girl like me

Dagon depth trainer completly inserted - also big base with 7 cm diameter

You will be my sole cleaner, insert your tongue in them 👅

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I love that long initial insert into my submissive friends cock

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Do you want to play Anal Tennis with me ? 😘

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Your parents had such high hopes for you, if only they knew this is why you dropped out of university

Insertion

I think the first initial insert is my favorite part. Its amazing seeing his body squirm while it slides deep inside him.

I love the initial insert of the rod into his urethra

First V gets fisted as a warmup, then I inflate a toy basketball in his ass until he's shaking, finally I dry-fist his gaping asshole to keep it loose 🥰

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Filled every inch of his cock and teased his tip