My journey started with Lady Summers finding out that I liked to masturbate into women socks. She then talked me into wearing them while using a pair of women's panties to stroke. Soon after that I was stroking while wearing the panties, slowly over time she had me put more and more on while stroking so I would associate those clothes to the feeling of an orgasm, and well long story short she has turned me into her little sissy toy and I love it (as can be seen here  https://www.xtube.com/video-watch/sissy-s-first-prostate-massager-36632141 ).

SISSY MISSY'S JOURNEY

Hiii all, I first started wanting to be a sissy after getting jealous at the clothes girls get to wear, but I also started falling in love with stories and porn of feminine men being trained by dominating women. I want to look super girly, especially was my tiny willy.

After finding Miss Summers I now have lots of sissy clothes and I practice sucking and bouncing on my big dildos lol :)

[Post by @andie58 relocated here]

I've looking too make the transition from fantasy into reality and be able to dress as a sissy and be able to properly service a man.  Samantha is helping with the first step by having sign up for the CumSup contract where I'll have too eat a full load of my own cum on video or else...I want too be use to the taste of cum so that I can swallow for the men I'll service in the future...  I mean cum on guys you know you love a mouth that takes your load all the way down the throat...  So I'm looking to become a real sissy cum guzzler and who knows what happens after that maybe another contract to force me to transition my fantasy into reality!

Hi I am Samantha a long-time sissy. I have been on a long journey from tranny to transgendered and have now made the decision to take hormones and become the woman I should be.  For me this is the change I have been waiting for in my life. I was born with a girl brain and a male body - it has taken me many decades to realise I cannot change how I feel.

For me this is all perfectly natural - to become a girl. Think like a girl, act like one even talk like one. It's hard and fun at the same time. 

Amongst all these changes are my submissive nature. I like to please, obey and do what I am told to do. I am a domestic goddess and do all those things that others hate to do.

For me being transgendered is perfectly natural - embrace your female nature. Submit to those feelings and go along for the ride of a lifetime.

Oh and once last thing - get help from a good therapist... ;-)

Samantha

Nice pics Andie - it always seems to take forever to find a look so keep at it!

samantha

very cute pics, i'm jealous of your tiny clitty, hopefully will get there one day.

Greetings Superiors, Sisters and all of Sissidom,

[curtsy] Sissy Anna (Ah-na please) is a spirited and kind sissy that has the heart of a shy girl. She is very humble and is willing to serve her Superior well! Sissy Anna was once without any panties, no plugs and stuck in her beta-masculine body. [Ugh]... Sissy is so happy to be away from that and be able to be a full time Servant. This sissy began her journey late. She tried dressing as a girl in at 4 and was beat. For the next several years, for many reasons, sissy tried to dress but it always was received with disgust. Sissy decided she would finally get a spine in her late 20's and begin to dress. Sissy Anastasia never was shamed to go out in public. It felt natural to be frank. Sissy could be femme on some level. So, then sissy began to do deep throat training and found out that good sluts learn how to abstain without cage and they also are Plugged and in panties at all times. Sissy found Heaven!!! So, Sissy Anna was still not fully committed to servitude. She was very scared to really give in and just surrender. Sissy just two days ago actually offer full and complete unhindered submission to a Master. The Master is going to meet with this Sissy on Saturday, 20th of April to accept or decline the offer of Sissy Anna's obeisance! Sissy is so excited, scared, nervous, hopeful, and mixed all over, but nothing so sever that sissy will run away. Sissy has lots to learn and also has much to discover, but Sissy promises she is in for the journey all the way and she hopes she can be blessed her in being able to share that journey as well as advice on how to be a better sissy slut for her Master. 

Please feel free to ask Sissy Anna anything. Sissy is open to it. Thank you for your time. [curtsy]

Graciously and Resectfully,

Sissy Anna

This is me... Sissy Anna. [curtsy] Pleasure to meet you all!

You look wonderful @sissy_anastasia

THE JOURNEY OF SISSY BUFFY

Hi, my name is Buffy.

My sissy journey started with admiring the bodies of female friends and catching glimpses of their panties.  Then I began browsing lingerie company websites admiring the models, their sexy underwear and smooth bodies.  I would walk past the lingerie store in the mall and get so excited spying on the women picking out their panties and bras.  Then I started having feminization fantasy phone sex instead of regular.  Finally, one day I could not take it anymore and actually went to the lingerie store and bought my first pair of panties.  I went home and called Mistress Summers for the first time and requested that she feminize me.  Within one month, I was wearing panties full time, sleeping in women's sleepwear and had received my girly name.  I was even required to ALWAYS go to the bathroom sitting down like a woman since I would be in panties.  There have no exceptions since then.  Somehow, that became the most humiliating thing of all.

A year passed and I was still wearing only panties.  Things now changed.  I was ordered to use feminine shaving products and shave from the waist down EVERYWHERE and be smooth from now on.  Then came feminine shower and scent products.  Soon I was trained to be submissive to both men and women.  I was to behave submissively to any man who happened to be in my home.  I was not allowed to hide any dirty panties on the floor, lingerie laying around or my feminine bathroom products.  Finally I was ordered to suck cock if a man wanted it and to swallow any cum in my mouth or allow cum anywhere on me.  My phone sex became focused on being a cum slut. Eventually I was further humiliated by being required to get professional Brazilian, leg and underarm waxes and even monthly pedicures with girly colors.

Now, I am an exposed, submissive sissy slut.  My revealing and humiliating pictures are on the Internet.  Mistress Summers even owns several of them now.  She says I deserve exposure and humiliation.  I am not in control.

SISSY SARAH'S JOURNEY

Hello everyone. I am Sissy Sarah. I'm excited to be working with Mistress Samantha Summers to become my true self and not hide away from the world as a boy I knew that I never truly was!

My sissy journey started early. I remember I would sleep in panties and thongs when I could. They felt better than my underwear. I always loved the feeling of the softer fabric and how they hugged and held onto me. It just felt right.

When I was starting to see girls and acting as a man in school I always had trouble actually entertaining them 😂. I'm pretty small at a maximum of 4.5 inches on a good day they would break up with me soon after. Throughout this time I got into feminization around age 18. I started watching femdom. Sissy hypnosis. And similar things online. Around 20-21 it became the only kinds of porn I could watch. And that continues to today.

Currently I am 28. I don't own any male underwear. I am also ready and willing to become the best sissy I can be. I reached out to Mistress Samantha Summers to keep me on track and not let me get scared and quit! I hope as I continue training to be the best sissy bimbo I can be!

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I'm starting over to become the sissy I need to be!

I love that my little clit is so flat and a nice pair of frilly panties are so smooth on me...lol