Tuesday, December 16, 2014

RSS: Women's Studies

Just like you picked a hero when you were a kid, today you will pick a heroine to inspire your inner sissy.

Time: 10 minutes
What you will need: your intelligent sissy self.

You may alternatively choose to undertake Physical Education or Sissy Acceptance.

You can certainly pick any other woman that appeals to you.

Of course you cannot cum. That would be incredibly disrespectful to your female betters.

Early Bird Catches

Wait, I know this one! "...the sissy."

I'm not sure how popular the captions or links or anything else is. I'm not so sure my presets, captions or even roulettes have permeated all that much of the online sissy community anyway.

The lack of any feedback at all is pushing me inexorably closer to just making things for myself and not bothering to go to the effort of putting them on the internet. So if there is something you like or want to see more of just click on the reactions (even for past postings).

Sunday, December 14, 2014

RSS: Oral Aptitude

Your mantra includes aspects of submissiveness and service. One of your greatest accomplishments as a sissy may be sucking a cock - showcasing your passion for both of those aspects of your being at once.

Time: 30 minutes
What you will need: a dildo or dildo equivalent (or a real cock you can suck)

You may alternatively choose to undertake Physical Education or Sissy Acceptance.

If you can practice this without scraping your teeth on the shaft, and while constantly in motion sucking and bobbing and slurping then you may cum. But only as long as you promise to dip your dildo in that cum and suck it clean for another 5 minutes. Don't you fucking dare cum into a tissue or refuse to suck that cock afterwards, sissy.

Depending on how good at cocksucking you become you may make guys cum in mere minutes, but a filthy sissy like you will probably want to serve a line of cocks, so it's best to prepare your whore mouth early.

Saturday, December 13, 2014

RSS: Memories

Many sissies have only a half-defined being due to missing out on precious development of their femininity when they were younger. Today we'll help you overcome that shortcoming.

Time: 1 hour (encompassing a life-time)
What you will need: your inner sissy child

This lesson is mandatory.

Sissies exceptionally proud of their work can email it to me (or post it in acomment) and I may append it to this post for other sissies to learn from.

And don't even think about asking for any sort of permission. Your mind should be flush with all sorts of new memories, and we don't want you to ruin that with something as selfish as your weak masculine side's cravings for pleasure.

Friday, December 12, 2014

RSS: Discovery

Sissies often only embrace their femininity in superficial ways. Wearing make-up and girly clothes without ever daring to delve deeper. Well today you're going to go a bit deeper.

Time: 30 minutes
What you will need: your lovely sissy self.

Sissies may take Sissy Acceptance if they're still not willing to accept their deeper femininity.

Concerned sissies may use lube (even petroleum jelly will work for such a simple act). But either way you are going to go as deep as you can. I know some sissies are already big anal sluts, and for you completing today's lesson should be easy.

Today you can cum, but you will follow my instructions: you will not jerk your clit. You can cum from anal stimulation or rubbing your clit - or even humping. But you will not wrap your hand or fingers around the tip of your clit or stick your clit in any toys. Things go inside of sissies; sissies do not go inside of things.

RSS: Self Discovery

This is, of course, Natalie's site. My time here is only fleeting (and unfortunately - for some of you sissies that are a bit undertrained - shorter than intended).

Time: 15 minutes
What you will need: your improved sissy self

Sissies interested in improving themselves (which should be all of them) should follow my last bit of advice.

I'm sure at some point in the future Natalie will be away for an extended period - I'd be only to happy to improve you sissies further. Only so much can be accomplished in a few days.

You had better keep up on your feminization and embracing your girlhood. Don't fucking throw out any of your feminine things on a whim of guilt or fear of losing your masculinity - it's already gone. You are a sissy. That ever-increasing femininity is part of you and it will always be part of you.

Thursday, December 11, 2014

Model Sissy

I've returned with a more hectic schedule than when I left, but I'll try to keep updates consistent (but no promises!). Apparently while I was gone the roulettes exploded in popularity.

A great thanks to Regina for assisting me - how could I hold her time mix-up against her if she's doing work pro bono. Much love for you, Regina (and also for the blossoming audience - in more ways than one).

Dude Eats Like a Lady (Assignment)

We've gone over exercise with a previous running assignment (hopefully you've taken up some sort of aerobic activity on a regular basis), but the obverse side of the fitness coin is diet.

Rather than try to influence the variety of things you could eat we'll focus on something more immediately controllable and measurable. Women take smaller bites than men (and so should sissies!). This leads to eating slower, which leads to recognizing that you're full before you overeat.

Actual food content is important too, but in this simple assignment you will do a simple task: eat daintily like a lady for a whole day. Only fill the tip of your fork and spoon with food - not the whole thing. Never have a mouthful of anything. Sips and nibbles for the whole day!

Have the complete and utter comportment of a lady when you eat. No elbows on the table, no chewing with your mouth open and all the other perfect manners you would expect from a well-behaved lady.

And since there just aren't many pictures of sissies eating, I'll leave you ladies with this picture of the figure you could work towards, instead:

Wednesday, December 10, 2014

Letter Off

Sissy names are a bit strange, since they come about in interesting ways. Many horny sissies take names from strippers and porn stars (I feel Candy falls into this group). Others take a female name that they like the sound of. And others take or are given a name that's a close analogue to their old male name.

So today we've got lucky Andrea, who only needs to change one single letter.


Most sissies are more attracted to women than to men. But this doesn't mean many sissies don't have fantasies about sucking cock or taking dick in every hole they have - they just find women as a whole attractive.

But you'll never be able to proove to everyone that you're not a cock-crazed sissy slut. Besides - in addition to other things - you're probably one anyway. Right, sissy?

Monday, December 8, 2014

Slipped On, Slipped Out

Regina is coming, but in the meantime more from me (which might help you fulfill her mandate).

This would be the first instance of a magic-oriented caption on the blog. The girly aura of an enthusiastic sissy is also pretty magical, but not quite as fanciful.

I wonder if that's a fair price? I think I'd take it.

Conversion (Poster)

The other side of this is sissies that throw out all their girly things when a moment of doubt washes over them. It's wasteful and you'll regret it - don't do it!

Sunday, December 7, 2014

Is it Russian?

Milovana is a site that specializes in all sorts of sexual fetishes - complete with a (not-yet-so-complete) sex encyclopedia. But the highlight for sissies is probably the webteases. Webteases can be anything from a story with pictures to an assignment to an interactive adventure. There's also a decent variety.

If you like cocksucking training there's Cock Sucking Crashcourse, Becoming a Cocksucker (with parts 2, 3, 4 (4b), and 5). If you're coming from NewFapChan you're probably already aware of Shemale Taskmaster. More general sissies my look fondly upon Ariel and how she says You are a Sissy (and part 2 and part 3).

Cuckolds can even embrace a long-running tease starting with Becoming Hers (and parts 2, 3, 4, 5, and 6). A Sissy's Dream Come True is probably just what it says on the tin for most of you.

If you love 2nd person stories and assignments you'll love it.

And I wouldn't feel right leaving you without something beautiful to admire and aspire to, so here is Fabiane Spears.

No Longer a Man

I had a slight scheduling mix-up with Natalie, so I'll post the first day of schooling today after this fittingly-titled post she had left. For all of you good little sissies who kept up with your cum dumpsters despite the delay I am so very proud of you!

I'm usually not a fan of chastity cages and cuckolding, but for some reason I love the look of this caged clitty between too stockinged legs. An obvious (and beautiful) sissy if one ever existed.

Speaking of cages, tomorrow Regina takes over for a few days. I'm almost certain she'd put every sissy in a cage if she met them in person.

Saturday, December 6, 2014

Regina's Sissy School: RSS Orientation

And here you are my sissies!

You may be a bit lost at first, but that's why we have orientation for you.

Time: 5 minutes
What you will need: your pretty sissy self.

This lesson is orientation and is therefore mandatory.

The sissy mantra will cycle through your mind. Memorize it, cherish it, embody it.

RSS: Sissy Acceptance 101

Hopefully you've embraced your mantra. Today we're going to help you accept that you really are a complete sissy.

Time: 10-40 minutes
What you will need: your sweet sissy self.

This lesson is mandatory.

All those pretensions that you are really a boy will be gone by the time I am finished with you, sissy.

Friday, December 5, 2014

RSS: Exotic Culture

Today you will make use of your cum dumpster. And you have a choice - what a beautiful day to be a sissy.

Time: 20 minutes
What you will need: your delectable sissy self.

This lesson is mandatory. I'm already giving you a choice, which is more than many sissies deserve.

If for some reason you don't have your cum dumpster you are going to spank yourself hard until you cannot sit. And then are going to sit and write out by hand "I am a sissy. I am sorry I lost my cum dumpster." You will write it 100 times in your best handwriting, numbering each one. If you are truly sorry you will also write out a heartfelt apology and send it.

Option 2

If I had my way I would force you sissies to gulp that cum down. I know how much sissies love being cum-guzzling seed receptacles. But Natalie asked me to be a bit lenient, so now you have a choice. Drink that cum or wear that cum.

RSS: Gymnastics

Gymnastics has also become a popular feminine sport in the last few years. Your acrobatics will be a bit different though.

Time: 15 minutes
What you will need: your limber sissy self

Sissies not interested in Gymnastics may retake Sissy Acceptance 101.

Why did I make you wait a painful 3 days, sissy? Because your dwindling, pathetic male body will produce the largest load of cum for you after 3 days. Any more and the amount you get will stay the same.

You can only wank for 3 minutes, sissy. Not a fucking second more. Use a countdown timer if you have to. Of course, if you failed to cum it is your own fault. If you deserved to cum you would easily be able to get your clit hard after all that.

Thursday, December 4, 2014

RSS: Culinary Arts

Cooking has been a stereotypical activity for women for years. Today you're going to enter into that foray with a twist. You're going to learn how to make fake cum that looks realistic with two simple ingredients.

Time: 15 minutes
What you will need: flour, water, a saucepan, a stove top

Sissies not interested in culinary arts may retake any of the previous lessons.

Good girls will notice that the flavor is not right. Every load of cum tastes a little different, but you may try to correct this with a few drops of lemmon juice or other flavoring, but nothing will really compete with the real thing.

I would expect sissies who lost or misused their cum dumpsters to jump at this opportunity to partially make up for their misdeeds.

If a sissy gives herself a bukkake and photographs herself she may cum before she cleans up. As a special permission, sissies that also email a picture to their mistress may cum again. Otherwise you have not done enough to warrant such a reward, sissy; do not even fucking touch your clit.

RSS: Physical Education

Hopefully you're getting more in-tune with your sissy self. Today we're going to improve your form and sissy harmony.

Time: 20-30 minutes
What you will need: a bra; panties; balloons (or durable breast forms).

If you do not have these materials you must retake Sissy Acceptance 101; otherwise this lesson is mandatory.

For you sissies unfamiliar with a star jump: it is a Jumping Jack.

You should be honored to be able to mimic moving like a woman a bit more closely. Many women also enjoy running, calisthenics and other aerobic activities; I'd hope to get you into swimming in a bikini by the end of classes, but unfortunately the training period is far too short to directly include such a lesson.

Tuesday, December 2, 2014

Bending and Breaking

Press a sissy long enough and she'll give in...

Also thanks to the sissies who submitted nail polish pictures!

Even though I forgot to throw up a new June picture in the Sissy Schedule (hey, it's barely June-like weather over here!), everything should be better now.

Epiphany (Poster)

This is probably my favorite poster just because her expression is sooo perfect.

If I can find a decent way to host it expect something big tomorrow or the next day.

Monday, December 1, 2014

ABCs of Sissification (Preset)

And now a treat - especially if you've never heard of SubViewer. SubViewer is a program that takes a series of images (and potentially an audio file) and displays them in quick succession (like the hypnotic flash images available from Hypnotic Wishes).

So here is my SubViewer preset The ABCs of Sissification.

There are a few subviewer groups in the Yahoo Groups section. You could download SubViewer through SubViewer 1 (but it will require a yahoo login). Or you can grab it from my docs page here.

And of course if you're epilectic or get nauseaous watching fast moving images you'll want to avoid using SubViewer. You'll have to train yourself to be an awesome sissy some other way (like with fap roulettes or audio hypnosis!).

Sissy Training Roulette 1

I thought it only fitting to begin with the image that convinced me to create this blog in the first place.

(First posted on NewFapChan)

For the uninitiated this is a "fap roulette." A fap roulette is basically a set of instructions for masturbation (i.e. fapping) organized according to assigned numbers. This number can be from a random number generator or - the origin of fap roulettes - a chan board's post number.

For example:
If your post number were 30012203927 (or your random number generator created 3927), your W = 3, X = 9, Y = 2 and Z = 7. Or more detailed.

  • W3 - Always sit to pee. Make sure you wipe your clitty!
  • X9 - Power of 3! Do (3) [that is wear a bra that matches your panties as well as a skirt, heels and pantyhose], (6) [wearing the sluttiest makeup you can manage] and a consecutive Y minutes [Y in this example is 2, so 2 minutes] of tucking your clitty before you can move on to Y.
  • Y2 - Small fuck. 1 finger in ass while you fap.
  • Z7 - Cum in your panties and sleep in them.

Early fap roulettes focused on the porn you were to watch and what you did before and during fapping. Soon "cum lover" fap roulettes appeared, describing what you should do with your cum. Crossdressing, BSDM, and other roulette types soon appeared. And that's how we got here.

Of course, if you don't have a RNG or a chan board handy there's always online generators like random.org. Or you could flip 14 quarters and learn binary.

Let me know how you roll and how your W works out! Or your XYZ if you're feeling adventurous.

Since so many sissies (aspiring and full-fledged) seem to stop by this roulette: there's other great fap and sissification materials spread throughout the site, but if you ended up here you'd probably like the second Sissy Training Roulette.