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A Little Pleasure, A Lotta Pain (Solo Male Light Pain Play, full version on PH)

When she can no longer be contained!

The Sissy TV Series we all wish we grew up watching

You see me contemplating my life choices at the end lmao

Squirting with my tight ass plugged

The dream every boy has

Weekend nights with friends

Sharpie In My Urethra, As Requested 🤭

I guess it's true what they say about boys of this generation......

Every boy who grew up with an older sister be like...

Sissies in love

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One of my all time favorite scenes

bikini cunt punch

Home run...

Happy little cuntbuster

This is how it would present itself to its superiors. Once it’s finished pretending to be a person, everything comes off. 🖋

Please leave your comments of what you would do to me if you saw me waiting for you like this. 💬💖

quick kick

Looking for the hairy pussy lovers

[AUDIO] My malayali pain slut(f) hurting herself to make me(m) happy. I love dumb subs

BDSM Gagged Gagging Masochism Masochist clip

Yesterday, I tried another setup. Tied down on a chair, just like Kanae in Euphoria (a hentai series). And here's a sort of a teaser for you. Shall I call it a white (vinyl) dress session?

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Clamped to the MAX

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Sometimes painful punishments are necessary to train your slave

I miss the feeling of leather

Brutally Tenderizing Beta Balls 😬🤣

i wonder how hard i could really take it ♡

I Like to Punish My Sissy

This is my [f]irst time hurting my pussy

Three times stronger than any strong electric stimulation (electrostim) I would use normally. My cunt buzzing with electricity. Unbearable. Extremely arousing. Unimaginable. Leading to unavoidable (very wet) orgasm. [f][oc]

Electrostim masturbation shakes my cunt wildly and leads to many unavoidable orgasms [f][oc]

I used 3 more questions for another session. I also monitored my heart rate. It was a wild ride.

Might be time to start sharing some videos as well 😏 [F]

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Incredible 😲🔥

I need someone experienced to use this on me [f]

The heart crop is my favourite because it leaves heart marks

naked on side of highway with gf 😋

is self spank sunday a thing? it is now

Your princess is in another castle

The way he digs his [f]ingers into my red ass cheeks!

We love this position

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How could I please you?

Let the fun begin!

Pain is pleasure

NEW VIDEO!! Your Ex Ballbusts You

Putting my big fuckdoll tits to good use

Teach me to behave

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Awkward memories every sissy has of looking Playgirl magazines with their boyhood friends

electric masochism masochist clip

The Secrets We Kept From Father....

Could you guess what I was hiding under my clothes?

Attempt 2. I didn’t get bruises before ):

Took the advice about a table. I think I did it wrong though

Do I need a bigger mallet?

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