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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!

Sleepover Sissies

The Sissy TV Series we all wish we grew up watching

[OC] watch my DDs bounce in slo-mo as I pull clothespins off my nipples🍒

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...

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Home run...

Happy little cuntbuster

Short piece from their longer video

I wish she made new videos

crushing her clit with a hard knee

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. 💬💖

Looking for the hairy pussy lovers

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

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This is Round 1

I’m such a delightful little masochist

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Clamped to the MAX

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Flicking my tied cocklette before removing the bands 💢🥵

Sometimes painful punishments are necessary to train your slave

I miss the feeling of leather

i wonder how hard i could really take it ♡

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]

The heart crop is my favourite because it leaves heart marks

I love the weight of this [f]logger, it makes him hit me harder

Now this is just what I needed! [f]

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Whack followed by moaning makes me wet re-watching this scene 🤤

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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I love he fingering me

First time pulling clamps off like this. The pain really took me by surprise!

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Do you fear your friends will find out you like to dress as a girl?

How could I please you?

Let the fun begin!

NEW VIDEO!! Your Ex Ballbusts You

Teach me to behave

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

pulling on my clamped dick 😖 (sound on)

Could you guess what I was hiding under my clothes?

Bounce bounce bounce

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