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02:10

This Is What You Deserve (Cuckold)

Jenna Diamond avatar
Jenna Diamond@itsmsdiamond
This Is What You Deserve brings your deepest fantasies to life as you’re put in your place, powerless to do anything but watch. Every moan, every gasp, every teasing word will remind you of your role—desperate, humiliated, and utterly captivated. This is more than a show; it’s your punishment, your pleasure, your reality. Are you ready to embrace what you truly deserve?
This Is What You Deserve brings your deepest fantasies to life as you’re put in your place, powerless to do anything but watch. Every moan, every gasp, every teasing word will remind you of your role—desperate, humiliated, and utterly captivated. This is more than a show; it’s your punishment, your pleasure, your reality. Are you ready to embrace what you truly deserve?
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01:30

You'll Cry When I Make You Pretty

You think you’re ready to be transformed? Sweetheart… you have no idea. I’m going to strip you down, break you open, and rebuild you into something beautiful… Press play and hear how you will feel.

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02:19

Sissy JOI: Stroke Like A Slut

In this session, I’ll make you stroke like the worthless little slut you are — slow, humiliated, dripping for permission. But don’t you dare cum… not unless I say so. Press play and submit.

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01:44

You Are Not My Boyfriend Anymore

You used to think you were in control. But that illusion’s over. You’re not my boyfriend anymore — you’re my baby girl now. In this session, I break the old you… and claim exactly what I want. Press play and take your place where you belong — on your knees, looking pretty for me.

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01:48

Practice Makes a Perfect Princess

You want to be my perfect little princess? Then you'd better act like one. In this session, I’ll guide your posture, your pace, your pout — and remind you what it means to earn my approval. Press play, baby. It’s time to practice like the pretty little thing you are.

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01:30

Just a Little Lip Gloss

Pucker up, baby. Just a little lip gloss… You want to be pretty for me? Then you’d better earn it. I’ll tell you exactly what to wear, how to moan, and how to look at yourself while you do it. Go on. Press play. And make me proud.

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02:19

Baby Steps Into Sissyhood

On your knees, baby. That’s where it starts. This isn’t some cute little fantasy anymore. These are your first steps into something deeper… filthier… softer. I see you — that twitch in your cage, the blush on your face, the way your cock throbs when I call you mine. You’re not a man anymore. Not here. Not with me. Press play, and I’ll guide you through your first act of surrender. One command at a time. Be obedient. Be pretty. Be ready to beg.

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02:07

Your First Time In Panties

Slipping them on for the first time, aren’t you? Nervous… hard… You didn’t expect it to feel this good, did you? But this isn't just about panties. It's about surrender. It's about becoming the soft, obedient version of yourself you've been hiding. Press play, baby… It’s time to step into who you really are.

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02:18

Let Me Help You Be My Pretty Girl

You’ve been fighting it, haven’t you? That deep urge to surrender… to be soft, delicate, mine. But I see right through you. You weren’t built to lead — you were made to obey. In this session, I don’t ask. I command. I’ll guide you into your new role — not as a man… but as my pretty, panty-wearing, moaning little girl. No turning back. No pretending. Press play… and let’s begin.

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01:54

Stroke to My Voice, Baby

This isn’t just JOI — this is your addiction. My voice is your trigger, your permission, your release. Every stroke, every breath, every aching second is controlled by me. You’re not stroking to a fantasy. You’re stroking to ME. *This 1 minute audio will keep you coming back for more.*

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01:36

Moan Like a Good Little Girl for Me

I'm done letting you grunt like a man. Now, you moan — soft, high, and desperate. Because you’re not just stroking anymore… you’re becoming my good girl.

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02:02

Let Me Help You Pick Your Panties

You’re hard and completely useless without her voice telling you what to wear… and how to touch yourself. She’s not just picking your panties — she’s turning you into her soft little sissy, one command at a time. Pink lace or sheer white? Either way, you’re cumming in them.

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01:59

Your Naughty Assistant Has a Confession

She’s been a good assistant all day… but now she has a very naughty confession to make. One that’s been building with every glance, every order you’ve given her. Just one minute long, but dripping with filthy tension — this raw, explicit audio will leave you craving more. Office roleplay has never sounded so wet.