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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Promoting A Sissy

I find most sissies are always looking forward to a new position.

But is it workplace discrimination if a sissy loves it so much?

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Hands Free

Unfortunately, kissing still counts as touching.

As well as something many sissies love that goes a bit beyond kissing.

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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.

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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.

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New Sissy

Sometimes sisters are the best.

(Fun etymology note: "sissy" originally came from a diminutive form of sister)


Next fap roulette is almost done, but we'll see if it looks as nice as the first one with an altered design.

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Decision Time!

What would you choose?

Swallow or splash all over your face? Or maybe you're a bit embarrassed and it might be time to try to run away (how well can you run in heels, sissy? :D )...



I felt like we hadn't had enough beautiful nude bodies and beautiful cocks. I'll have to remedy this in the next few days. This is also the first caption in the 2nd person ("you" do stuff); I know they're not everyone's load of cum (to coin a euphemism), but I enjoy them and I hope you do to!

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Another Party

The Halloween caption is a classic (maybe even a cliché), but what more can you expect from the only day of the year when any sissy can go out without any societal repercussions?

Maybe it's time to pick another random day where you'll dress to express your inner girl without worrying about what others think? I know of somewhere that recommends January 30th (I guess only the lucky Australian sissies will get the good summer dresses, then).

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Good Girl, Natalie

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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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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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Mirror Mira

Who is sissiest of them all?

Sissy forever.


But then, there was never really a choice was there, sissy? :D

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Devotion (Poster)

Of course, it can be hard to smile for the camera with a cock in your mouth, so you might be better off simply moaning your approval, sissy.

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Sara's Convinced

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A Love Affair

But who could blame you?

Mira certainly wouldn't (although maybe a bit miffed you didn't share).

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No Drip

Well if you've gone this far it doesn't really make sense to turn back, now does it sissy?

Alright, I'll be honest: the plethora of 2nd person captions isn't just because of the reaction voting (although that is an influence). I've just been on a binge of directed fantasies. It's wonderful to see the influx of sissies visiting and (in some cases) following the blog. Welcome ladies! :D


The site is on the cusp of 25,000 sissy visits...Making my sissy blog far more successful than my other blogs

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C to the K

Certainly a great party for one of them...

And I'll be happy to oblige sissy demands for more games and other fun stuff! They take more time, but I have a few things in progress.

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Super Deepthroat (Game)

In the days of yore when I had to get by on using makeup websites' makeover applications to satiate my desires, I did a lot of searching for games, quizzes and various sissy-related things. Based on the number of people that stumble by with roulette-related searches, it seems I'm not alone.

But today I'd like to point out one of my favorite (relatively recent) finds: SuperDeepthroat. Ostensibly one could argue that it's about objectifying women and being a deepthroating simulator. But for an imaginative sissy it's just another avenue for practicing her cocksucking. Perhaps it would be better as SissyDeepthroat.

Since you can do your sissy's make-up and pick her clothes and even her skin and outfit colors you can ostensibly build a digital version of your emerging sissy form. She just happens to start on her knees with someone's hands on the back of her head...

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What to expect

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