I bet...

Remember sissy: Never bet anything you can't afford to lose.

The flip side of that coin is the old adage, "You can't win if you don't play."

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Deep Undercover

A core tenet of espionage: Always have a contingency plan.

Of course, for some sissies, sucking cock is the contingency plan.


(Unrelated to this anachronistic KGB-filled cappie: thanks to all the new people for visiting and leaving comments! I probably spend more time browsing other people's pages than I really should, but often neglect to leave any comments, even if their stuff is awesome. Way to go for not being like me :D )

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More and More Patience

Good things come to those who wait. Even if you might not look forward to them at first.

Maybe a bit like this caption :D

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An Early Start

Sometimes a little push in the right direction is all you need.

Even if it takes a bit encouragement, getting started on sissydom early can pay off in the end. So follow the age-old advice: Don't put off until tomorrow what you can do today.

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Nothing to it...

...Except maybe 18 months or so. Lots of exciting and not so exciting stuff taking up loads of time.

Hello again sissies! Not that I frequent a ton of places online, but I was surprised to see that I have any semblance of a fanbase. Thanks for the support and thanks for visiting (even while I'm away)!

I'm afraid I can't really promise any sort of consistency, but I'd hate to leave all of the sissies around to just stare at videos and listen to erotic hypnosis all day long. There's so much more you could be doing to help your inner sissy flourish.

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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).

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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).

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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.

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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.

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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.

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Sleeping Beauty Surprise

More captions! I am working on another fap roulette, but we'll see when it's done.

This is the first thing I've specifically created for this blog, so enjoy! Note: I do not condone illegally feeding hormone replacement drugs to other people (...much).


Also, not to be a comment whore (maybe a different kind of whore...), but feel free to leave a reaction or a comment. Be as critical or demanding as you like; it encourages me not to hoard my creations and will probably improve the quality of material here. Plus you'll be more likely to get topics you enjoy - you dirty slut.

Of course, if you're just here to fap try not to waste a drop :D

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Disbelief (Poster)

Alright, I hesitate to actually call this inspirational except for the most imaginative of sissies, but it was part of the poster set I made.

Because what sissy would really be in disbelief? I'm thinking most of you girls would be in ecstasy.

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Shock (Poster)

That's "astonishment" and not "electrocution." Although I'm sure electric shocks could help some of you with your training...

Vitamin pills posing as HRT drugs...now where have I seen that before...

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Preparing for Regina

I'll be gone for a while in the next couple weeks, but I've lined up a special surprise for you sissies for when I'm gone. Hopefully you'll give her your undivided attention.

(Regina uses beautiful Scarlett Faye as her avatar)

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You're Out!

Of the dating pool.

We seemed to be a bit low on forced feminization and cocks, so now I've addressed both those deficiencies in one go. I think this might qualify for the first cuckolding caption as well!

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Colors of Your Bow

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Explicit Lyrics

When has that ever stopped a sissy?

"Suck cock. Wear skirts and dresses. Let men fuck your mouth and ass..." It could all be pretty explicit, if she could hear it...

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Trapped by a Trap

I think this is the most text heavy picture yet. And with good reason - seduction isn't easy!

And if anyone's wondering about sissification and feminization: I consider sissification more externally sexualized and feminization more personal. If you want to suck cocks you want to be a sissy. If you want to sit knees together and intonate like a woman you want to be feminine. Of course, they're not mutually exclusive, you may want to suck a cock with a beautifully made up face and perfect feminine mannerisms, with only an oversized clitty hinting at your past.

But that's how my labels work, anyway.

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Always the best time

But what true sissy could really resist dressing in her new place alone and free to experiment (...unless of course someone comes knocking).

Also apparently some part of this site was linked at Anna Malice's wonderful collection of videos. Welcome to the site, sissies (there are more than you think)! I hope I not only help you enjoy yourself, but help your inner sissy enjoy herself, too. I'm a bit busy at the moment, but I'm hoping for exciting things in the coming weeks.

Sissies from Anna Malice's site would probably enjoy some assignments, the subviewer preset, or the roulettes.

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Sara's Convinced

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