41 Pool mistake

I was at the public pool in my town recently, when I made a big mistake. I got a bit too excited when I saw a very attractive guy. I drop of milk got out of my breast and mixed with the pool water. The pool is no longer co-ed. At least not for a while.

40 Fucking machine

I have constructed the ultimate training device for my sissies and they have started fighting over it. Here is Alissa, formerly Andy, using the machine for the first time.

39 Video

Former name; Josh
Former job; Health inspector
New name; Eve
Favorite things; Anal sex, panties, dildos

38 first milk

Nina is very excited today. She ran into my room a moment ago to spray some milk on me. I'm very happy for her. She finally lactated, and that means that she can graduate and recruit sissies of her own. Here is a picture of her shooting her very first drops.

37 Upset

Lindsay, formerly Larry, was very upset about her change. Normally, a new sissy forgets this angst when shown the pleasures of her new body. Lindsay had to be held down as my veteran sissies pleasured her. I may need to resort to spankings. Perhaps even memory wipe.

Sissy contests!

In honor of what will soon be 1000 profile views in under a month (currently 923), I am hosting two contests.

Kinky sissy captions
Find the hottest pictures for me to caption and email them to me. I will select the best three and make captions based on them. No limits per sender, so send away!!!

Kinky sissy story
Write a hot sissy story about me making a sissy out of a man. He must drink my milk, as many of my readers know. The two best stories will be posted on the site.

Remember, sissies who do not enter will be spanked.

-Rory

36 School

Ralph and Ned recently were caught peeking in the girl's locker room in their school. The principle sent them to me for punishment. Now, they have to live with the concept that their pussies are available for the world to see. Rhonda and Nadine are very unhappy about this publication. However, they will be very unhappy about what will be in them tomorrow.

35 cam extra

This is Emilia, slurping the cum from her friend, Trish.
Emilia asked me to make her a sissy. Not a problem. Trish tried to steal my identity. I gave her a female identity of her own

They now enjoy lesbian sex, orgies, anal sex and being covered in cum.
Former names
Martin and Tony

34 web cams

Well, you've heard of them. Now, you can see the web cams of my sissies in action. Every week, a new cam feed.This is former chef, Janine, helping her friend and former stock broker, Alina.

The two enjoy anal sex and lesbian sex the most.

Former names

Gregory and Arty



This is Ailine. Former bus driver, Allen had asked me to make him a women.

Former name Allen

Enjoys masturbation, panties, stockings and posing.

33 Accommodating more

So the movie theatre is free?

Yes. I have an entire stock of films dedicated to teaching my sissies how to enjoy their new lives and new bodies.

Sounds like fun.

It is. Many of the techniques you will learn can enhance your pleasure exponentially.

Oooh. I'm wet! Oh, you told me about this feeling! I feel... excited. I- I need to see a film. I want my first sissy orgasm to be perfect.

Here. This video should prove quite... helpful.


Ah. I'm so comfortable like this. Wow, my pussy is burning. Oooh, that looks heavenly! You must let me try that! Look at her face! I want my experience to be just like that!

32 Accommodating

So I get a pool, too?

Yes, I take good care of my sissies.

Free?

Yes.

I love the bikini. I feel so pretty.

You're becoming in touch with your inner woman.

How do you pay for it?

There are cameras watching all of my sissies at all times. They are linked to my blog and paying viewers can see you.

Are they watching right now?

Yes.




Let me thank them.

31 sissy scout

What's happening? Why am I in this house, in these clothes and in this body!?

Hello, Janice.

My name's not Janice, it's... I can't remember. What's happening!?!?

Let me explain. Yesterday, you commented that girl scouts were whores. Well, today you are a whore of a girl scout. I put you in this body and this house. This home will be your sissy training ground. There is no escape, Janice. Now, you will enjoy your new body. Show me how much you enjoy being a sissy.
















You love your new body, don't you?

It feels great!

Let's see it...










Oooooyes Ha Ooooo


Do you feel better, now?

Oh Rory, I don't even remember what I was upset about.

Good. Now, keep practicing. Remember, the guys will be here to see you in an hour...

30

What drugs did you slip in my drink, bitch? What did you do?!

No drugs, Sophie. I-

What did you call me!?

Quiet! Now, I did put something in your drink, Sophie. However, they weren't narcotics. This is your new body. I am your master now. You are my newest little sissy girl. Your job is to fuck and enjoy it.

And if I say no?

You don't really have a choice. The moment you touched that woman's butt, you agreed to this sissy life. Ah, there is Jim, by the trees over there. Come, Sophie.
Suck him, Sophie. See what it is like from the woman's side.

It must feel humiliating. You've demanded this treatment from many women before. Now you'll learn to do it yourself.



Now, bend over. It's time to officially start your new sissy life in the traditional way.




Tomorrow you shop for panties.

The day after, I'll get creative.

29 Mind wipe

Normally, my sissies remember their old lives. I like to let them know they've left it behind. However, Tom here was very poorly behaved. He kept asking to be let free, to have privacy, etc. It bothered me. So I wiped Tammy's mind. She loves her sissy life. I keep her in the training school as a warning to my other sissies. Here she cums now.

over 700

Now over 730 profile views and many many more page hits

Keep checking

28 Punishment

I do not simply leave my new sissies after I make them. I must train them for their new life. Here are pictures from the sissification diaper stage. The idea behind the stage is demoralization. The diaper is embarrassing and strange. However, some of my little sissies don't like to take this. There are ways of punishing them.

27 Surprise!

Rory; Well, Josephine, this will be your first time on camera as a sissy. Are you excited to show the world your pussy?

Josephine; You know it, Rory!


Rory; Good!

Josephine; Come on!! I want to start!



Rory; Camera's rolling.








Josephine; OO-HA OOOO





Rory; Hold on.

Josephine; What?

Rory; I have someone here to give you a REAL cock.

Josephine; I haven't HAD real cock before! I want to ease into this.

Rory; Too bad

Josephine; I don't want to be fucked! I- oooo- this is wrong-aaa.

Rory; That's just the male in you trying to escape, Josephine. You love cock.

Josephine; I-I love cock.

Rory; Good. Now suck that wonderful cock dry.



Rory; I'm saddened. You should love cock, like a good sissy.

Josephine; I can't- It's so strange.

Rory; Well, perhaps repetition will help. Repeat. Until this time next week.

Josephine; But i-

Rory; A good sissy loves cock. And I make sure all my sissies are GOOD sissies. Now, practice makes perfect.

26 Bimbofied

Blake didn't understand. A few minutes ago, he had been preparing to fuck this whore. Now, he was a whore.

"Don't be afraid, Blaine" Rory said over a microphone. "I'm just going to show you what it's like to be one of these so called whores that you so often scorn."

"What did you put in my drink?!" Blaine asked, further upset by the heightened pitch of her voice.
"Oh, nothing. I just added some milk to... soften you up a bit." Rory chuckled. "Now, Blaine, explore your new holes."
Blaine couldn't help but listen, and as she did, she became lost in pleasure.

Blaine couldn't remember why she was so troubled. Shrugging, she continued to please herself for the nice webcame viewers.

"Maybe if I'm good enough, Rory will let me buy some new panties today!" she thought to herself.








"I love being a sissy."

rule 63

This summary is not available. Please click here to view the post.

Over 500 profile views!!!

It may not be 1 mil, but today, I have hit and passed 500 profile views! Which means that even more people (aprox 1.5X that amount) have visited the blog!!!

Keep it up, my sissies!

However, I still only have 3 comments and 2 followers (one is me).

I still need more feedback.

Edit: Now over 600

25

Listen, Alex. You know why you're here. Stop lying. I saw you trying my panties on. You and I both know that you wish to be a woman. You want to be like me, a sissy. You want to be fucked.


It's okay. Go ahead. Enjoy. No catch. Just have fun.















That's it. Enjoy it. Feel the glory of your pussy.

How does it feel?

Enjoy it, Alexis.

24 Trish interview

After I gave Trish a sip of my milk, she claimed she would still never touch a cock. Let's ask her how that is going.
Hello, Trish

Trish: OOH, hi. Uh HA. How-GOD YES-are you, Rory?
Rory: Fine, and I see you're having trouble staying away from those awful cocks. How would you like me to do what you asked before, and take away your new pussy?
Trish; NOO, I can't live without my pussy!! You were right, being a sissy is WONDERFUL!
Rory; Prove to me you want it.
Rory; More
Rory; I'll let you stay a sissy. I can see you enjoy your share of cock.

Trish; MMMMM

23

My latest sissy creation didn't want to suck cock.
After a bit of coaxing, she gave it a try.



















The first taste did the trick, and now, Trish here can't get enough.

22 A peculiar request

A friend of mine told me that he wanted to be a woman. I gladly could grant that. However, he wished to retain his penis. I made her the sissy she wanted to be, but I just hope she is getting enough pleasure out of her new life...

Comment!

I have over 200 profile views, and even more blog views. However, I need people to comment. Only one person has commented ever. Please, I need to get feedback!

Those that do not comment will be spanked.

Rory

22 The SAT (Sissy assesment test)

To gain her diploma and enter the world as a full sissy, Jane here must fulfill the following requirements: 3 sexual positions, smile during sex, orgasm, blowjob, take the cum, smile while taking cum. Failure to pass will result in 3 days in a row of spanking. Let's watch

1 position














2 positions

























3 positions
and a smile!
good, now orgasm....



Oh, good job my slut! That extra position got you bonus points!

And there's the orgasm...
Now blow him!
















Good job! Jane H. Umpme, you are now a full fledged sissy. Congratulations!!!

21 Training

And finally, here is Jackie in panties 101

20 Sissy and lesbian training

Here are my newest recruits in training
The pictures are as follows in order
Anya in lesbian training passing her licking test



Anita and Joy in lactation practice

19 He wants to keep his pussy

Are you sure about this, Andy?

If I make you cum now, you'll be a sissy slut forever.

Yes, I love my new life as Anya. I love you, too, for giving me my new life.

18 matchmaker

Though I make women, I also make lovers. Being a TG is hard. Especially the lonliness. As I consider the men I transform my daughters, I play matchmaker among them. Below are Harley (being sucked), Nancy (sucking Harley) and Ailine (waiting her turn like a good sissy slut).

Rory: Hello my little sissies

Harley; Not now AH ooo

Ailine: I'll talk, mom.

Rory; How are my dripping pussies getting along?

Ailine; Lovely. It's great being porn stars. We just fuck each other and get paid.

Rory; What else do you do?

Ailine; Well, like any girls, we LOVE shopping. Also, we sometimes go on dates to find new recruits.

Rory; good. Now girls, let the sissies back home see your slits.

Ailine; Nothing would please us more.