Category Archives: Sissy Masturbation

Exposed Sissy : Paula Jones and her Sissy Journey

Exposing sissies is one of my favorite things to do. I adore reading their back stories and I love posting and furthering their exposure. To me it can start with the back story – but as any of my sissies know…I take it sooo much further than that.

Say Hi to Sissy Paula – she submitted a diary entry to be posted.


Hi my sissy name is Paula Jones real name Paul Greenwell.

My sissy journey started late in life, I was a happy married guy- my wife was good looking successful and we had a great sex life until I was away on business and I was in my motel room looking at porn on my laptop.

I honestly didn’t even know what a sissy was until that night I did dress up once or twice when a teenager but it didn’t turn me on as much as the hot girlfriends I was lucky enough to have back then -anyways back to my story I came across some sissy hypno videos and I was instantly hooked.

NOTHING had ever turned me on like this before that night. I ordered over $1100 worth of clothes, wigs, breast forms, all with express post. Once they arrived to my Po box I started spending a lot more time at my office after hours.

I shaved my whole body and started taking picks and making videos of my self jerking of in my women underwear with make up on and a wig. The breast forms I had were E-cup and huge.

I was watching sissy hypno all night long I got in-touch with an online mistress and that was the start of my demise she instructed me to get a tumbler page and start posting my pics.

This all happened over about 3 months.

My wife by this stage was thinking I was sleeping with someone else and decided to spy on me she came to my work and to her total shock and horror caught me dressed like a cheap slut jerking of to sissy porn. She didn’t say a word. She left me the very next day and hasn’t spoken a word to me since. I didn’t try to contact her at all.

By this stage obsessed with sissy exposure.

I’ve tried to stop so many time I always end up doing it again and each time it’s worse than the last time I’ve paid thousands to online mistress and lately masters aim out of control can’t get enough exposure.

I’ve bean with a couple of men and a few sissies over this ten year journey. Im so deep into exposure that I use my real name on every pic and video I post.

It is only a matter of time before friends and family find out that I am a sissy.

I don’t know what I will do when that day comes that’s my story.


Sometimes we don’t know what it is that makes us tick until we just happen to come across it one day and it just clicks. No rhyme, no reason – it just feels right, it’s fun, it’s exciting. One thing the internet has been good for is having all sorts of fun fetish videos out there that people watch and learn about the kinks and lifestyles of others. Perhaps it was the sissy hypno clips Paula watched that turned her into a sissy. But, I have a distinct feeling that this was something in her all along – they hypno just brought it to the forefront and Paula learned what ‘IT’ was.

Thanks for your sissy diary submission Paula!

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Who is next to be exposed on sissy diaries or engage in exposure with Mistress Lillith?

 

How should a Sissy Masturbate?

How should a sissy masturbate?

That is kind of a funny question isn’t it? Perhaps the question shouldn’t start out as HOW, but rather, MAY a sissy masturbate.

I would say first and foremost you would need to obtain permission before any sort of self pleasure. Most mistresses and sissy trainers will have you under lock and key, having that sissy clitty locked away in chastity, others will have you on a strict cum restriction schedule.

BUT,

SHOULD you actually earn permission – there is a special way that sissies should masturbate.

Guided Sissy Masturbation with Mistress Lillith
Guided Sissy Masturbation with Mistress Lillith

You need to make sure you are dressed in the proper sissy attire. Your lingerie, your sexy little chemise, whatever puts you into that sissy subspace. You don’t get to stroke like a ‘mans-man’. You aren’t a man.

You must add extra layers of lipstick to feel a little more femme, a little more sexy.

Put on some music that makes your hips sway side to side. I want you to really take your whole sissy self in by examining yourself – head to toe in a mirror.

Now, when it comes time to enjoy yourself and engage in some sissy masturbation, you should know that you don’t get to clasp your hand around that sissy cock and stroke, oh no.

You treat it like the sissy clitty that it is and you masturbate just like a girl would. Using your fingertips and going in a nice circular motion right on that clitty.

That is just the start of it. Of course, it is preferable that you only engage in sissy masturbation with your Mistress or Domina. Obviously she will give you further instruction as to how to get to that edge and spew that sissy spunk if you are permitted to do so.

Remember, you are a sissy. You are a girl. You must masturbate like a the sissy girl that you are.