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Squirmy Little Sissy

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07:56

Squirmy Little Sissy

Mistress Clarissa Trance Queen Humiliatrix FinDomme Goddess@mistressclarissa

Touch yourself through your panties and squirm now sissy. Squirm as you play with that silly worthless thing. Squirm to being a weak little pantyboy. Squirm like a worm as you become even more gay.

A lovely file for limp sissies designed to be used throughout the day. Includes feminization, squirming, conditioning, encouraged gay, impotence with women and a strong desire to be locked in chastity.

Sissy Bedtime Story

Saturday 09:47 PM

A sexy and surreal sissy adventure designed to be listened to just before you go fall asleep. In this file you will be gently led into a magical dreamworld where you will no longer be sure what's real. Are you a girl? Are you a sissy? Are you just a needy desperate cumslut sucking any cock you can find? Or are you something much stranger than that? It doesn't really matter. You don't need to know what's real. All that matters is pleasure. All that matters is sinking into a dream. Featuring crossdressing, cum fetish, cocksucking, confusion, transformation, positive public exposure and more this session is a wonderful way to fall asleep and will influence your dreams. This file will not wake you up once the trance is over and ends with you being counted down into sleep. Used nightly this session will not just fill your dreams with sissy adventures but is likely to influence your identity, behaviour and sexuality. This file will be much more enjoyable if you go to bed wearing panties although that is not necessary for the file to be effective.

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37:02

Loser Mind Palace

Thursday 08:15 PM

You crave to get weaker. You long to be the biggest loser you can possibly be. And this session will help you. This file will help you sink lower than you have ever gone before. You need to create a Loser Mind Palace. And you need to fill it with so many kinky things. Then we can trap you in your mind palace. And you will be free to be who you need to be. This session will increase your desire for humiliation to the point that it is all you can think about. It will also increase your obsession with masturbation and create a link between stroking and the feeling of being mesmerised. Too many fetishes to list are included in your mind palace and all of them will fill you with such sweet shame. You will be addicted and your desire to be a loser will completely take over your life. This is an intense and humiliating file intended to make real changes to your life. It should only be used by those who are currently psychologically robust.

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06:43

Squirmy Little Reject

July 13, 2026

You're such a squirmy little reject. Wriggling around like a nasty worm. It's really quite repulsive. But you love the way it makes you feel. So take a little time loser. Just take a few minutes out of your day to squirm. You should do this as often as possible. You should do this several times a day. Over six minutes of abrasive humiliation to help you learn to take pleasure from rejection and shame.

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24:08

Loser Bedtime Story

July 10, 2026

Poor little loser. Are you all alone in bed? Do you need a bedtime story? Do you want someone to tuck you in? You're so pathetic. Have you ever shared your bed with anyone? Have you ever experienced that intimacy? Even if you have it will never happen again. A bedtime file for losers designed to influence your dreams and ensure you never forget what a pathetic little reject you are. Listen last thing at night and sink into a dreamy state of pleasure as Mistress Clarissa helps you to accept yourself and embrace being a total loser. Be warned this file will not wake you up once it is over but will instead count you down into a wonderful healing dream. An important training aid which will ensure you even see yourself as a loser in your dreams.

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14:09

Redemption Loop

July 07, 2026

This loop is perfect for losers with pathetic little nubs who are incapable of vanilla romantic or sexual relations, and who have sexually and emotionally broken themselves through years of masturbating to porn. It’s suitable for losers who know it’s ridiculous for them to imagine sex with beautiful women, to even look at beautiful women without permission, the kind of losers who after years of solitary wanking can’t even look at clothed women online without wanting to touch, and who as a result can’t be around actual women without danger of staring inappropriately, despite knowing it’s creepy. The answer for these sad specimens was always submission. They need to be locked obedient toys unable to look, touch or release without permission and trained to serve. There is no other way for them to arrive at connection and mutual pleasure, their only hope is being enslaved by Mistress Clarissa.

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12:06

Keep Stroking Loser

July 03, 2026

Just keep stroking loser. That's all you ever have to do. That is your only purpose now. Just stroke and listen to my words. Stroke and sink into obsession. Stroke and ruin your life. Stroke as my voice captivates you. I am going to make you so much worse. A humiliating conditioning loop for the most desperate and pathetic masturbation addicts.

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36:16

7 Steps To Impotence: Stage 2 - Emasculation

June 30, 2026

This is the second stage in a series of files intended to be the most comprehensive sexual dysfunction training available online and is perfect for all sissies, losers and beta males. The purpose of this session will be to place emasculation at the centre of your sexuality. You will no longer be able to become aroused unless you are being emasculated and women's bodies will begin to act as a trigger which ensures you will not be able to become hard in their presence. And this is a truly dangerous development as the thought of being a sexually dysfunctional limp loser begins to turn you on more than anything else. You will want to stay limp forever and develop a deep need to be sexually inadequate for life. This file touches on other aspects of emasculation including panty wearing and encouraged bisexuality but the main purpose of this session in to ensure you will never be physically capable of sex with a woman again.

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10:22

Date Night

June 27, 2026

It's not likely to happen. But it is possible you might get a date. I bet that would be so scary. Dating is not the kind of thing that losers usually do. But I'm here to help you. So you don't have to feel alone. Just relax and listen. And everything will work out fine. An insurance policy for all losers. Listen the next time you have a date planned and let me take all the stress away.

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20:26

Obsession Ritual Loop

June 20, 2026

The file is a companion to my full length Obsession Ritual trance and will strengthen the effects of that file. It can also be used on it's own to have a taste of the wonderful world of true obsession. A powerful conditioning loop for those nasty addicts who crave ever deeper submission and humiliation. Let my soft seductive voice gently condition you as I use powerful psychological techniques to entice you into a life as my desperate needy gooner. You will be encouraged to increase your compulsive masturbation habit and will soon no longer care about the consequences of your pathetic behaviour. Your work and social life will not matter as you are drawn ever deeper into obsession and a longing to obey and serve real and tangible ways. Slowly, once you are suitably entranced, I will draw you into a daily ritual involving edging, worship and financial service which will begin to take over your life. Nothing will seem important except your twisted obsession as your self esteem and ability to control your own behaviour disappears. The chemical cocktail I will incite in your mind will ensure you are forever trapped as my possession as you sink into deeper and deeper pleasure every single day. This file is only suitable for those committed to lasting psychological change with all the consequences that may bring.

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42:56

Loser Diagnosis

June 17, 2026

It's time for your diagnosis. You need to be sure. You need to be certain that you are a loser. Then you can stop trying to change. This important and groundbreaking file is designed for all those who indulge in loser and humiliation content online. Utilising the latest cutting edge research you will be taken through a series of steps to find out for certain whether you have a genuine loser sexuality. All experts agree that those who meet this threshold cannot be changed and should be encouraged to embrace and indulge in their condition. This does mean your life will not be conventional. Every day will be spent immersed in humiliation and shame. But it will bring you so much pleasure. Once you accept yourself you will not even want to change. A powerful and captivating experience which may lead to lifetime sexual dysfunction, obsession with masturbation and humiliation, lowered self esteem and an attraction to risky sexual activities such as exposure-fantasy or ruin fantasies. Normal men will remain unaffected but if you are diagnosed as a loser then this session will help you to accept your sexuality and may even induce a desperate craving to get even worse.

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05:35

Porn Makes You Feel Like A Man

June 16, 2026

It's so funny that porn makes you feel like a man. Do you think that's what anyone watching you would see? A harsh reality check for all the addicted gooners out there.