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Sissy Secretary

The Sissy Pimp Life is Good.

And bless ’em, those little bitches worked their little faggot asses raw for me.  But the job sometimes takes keeps me away from my website.  But I’m nothing if not good at making someone else’s fetish work for me.  And even more luckily, sissy secretary is a really common fantasy.

Th Sissy Secretary Solution.

I’ve been turning a daytime executive into my night time secretary.  This executive sissy happily shrugs out of his suit and tie to don a dress and nylons and take dictation.  She types up letters, does light bookkeeping, and gets bent over the desk to take my fat strap-on.

I had other bitches in my sissy pimp stable and the were some jealous bitches.  They wanted to be the one who got to stay in and take my strap-on instead of trolling the glory holes looking for “dates.”  sissy pimp

Little do they know, she’s the one getting stiffed.. no pun intended.  There’s nothing my slutty secretary liked better than being a filthy little fuck puppet who gets to earn a living swallowing loads of jizz.  She watched with envy as the others traced slut-red lipstick on their mouths.  She knew the color would soon be smeared on a cock.  It’s all she could do not to whimper when she had to wear neutral make-up and a demure skirt.  She much preferred the cheek-baring hootchi skirts the sluts wear.  The kind that showed their panties-free ass, wet with load after load of cum leaking from their boy-pussies.

Talk about the grass always being greener on the other side.

The good news for you is that my sissy-secretary inspired an MP3 called The Sexretary: A Gender Bending Role Reversal MP3 and of course you can buy the sissifying mp3  anytime.

Oh well, I’m back on track for the moment.  If you miss me here, check out my other Femdom blog at www.shayniac.com.  It’s chock full o’ sissy goodness.

Not A FaGgot?!

So I’m on a sissy humiliation call:

Not a faggot?

Faggot is a favorite insult for many of my callers. The word goes a long way toward making them feel delightfully dirty as they stroke. And while it’s not a word I would ever use outside of a kink scene, I keep it in reserve to spice things up when a pet seems to need a little push over the edge. On a rare occasion, someone will tell me they don’t wish to be called names and, of course, that’s always respected. For the most part, they eat it up like candy.

I’ve only once ever had a negative response to it.

Allow me to set the scene:

She’s in her little pink nightie again and she’s got the big fucking dildo in her boi-cunt. And I do mean the BIG one.  I’ve seen pictures of her toys. The biggest could intimidate Mr. Ed.  

So this bitch is repeating again and again, in that raspy breath “I’m a sissy, and I’m going to cum in my panties. I’m just a girl and I’m rubbing my little pussy in my sissy pink panties. I’m a girl and I need to be fucked in my pink panties. I’m gonna take a big cock in my pink panties.” She’s called before. It’s always the same pink nightie and increasingly larger dildoes stretching her hole.

Of course, this sets me off on my usual path. I usually play the sissy-pimp. I prepare them to be used by real men. Sometimes I get to it sooner. Sometimes I tease it out. But I always get to it eventually. It’s kind of my thing. And it’s definitely the way I market myself, so I always expect they know the deal when they call me.

So I tell the little cock lover that I know a man with a warm, fat cock. I tell her I want to see him fill her face and boy-pussy full of cum.

Suddenly, this person whom I’ve only ever heard speak in the most sissified simpering, drops character and says in a deep, gruff, manly voice “Hey.. I’m no faggot!”
Suddenly, this person whom I’ve only ever heard speak in the most sissified simpering, drops character and says in a deep, gruff, manly voice “Hey.. I’m no faggot!”

……

My apologies, faggot!

Sorry, I misunderstood. Clearly, I misread all those orgasms over toy cocks. I misinterpreted all the times you said how much you love your toy cock. I was misled by how you said you love having a pussy to fuck.

And now that the apology is out of the way… shut the fuck up and swallow his cock like I told you.

Perfect Gifts for Sissies

Sissies This Season!

Sissies don’t need a special occasion to get gifts (or get gifts for themselves) but they could sometimes use a shopping guide.

Here are some shopping tips for where to go and what you can get for that special sissy in your life, even if that sissy is you.

Anal Toys

I have to admit, when choosing what types of gifts to talk about first, it was a hard choice between panties and anal toys.  I gave up trying to decide which was more popular with my pest and went with alphabetical order.

Anal toys are just some of the ways a sissy can separate herself from your everyday, run of the mill crossdresser.  While both enjoy their feminine side, sissification takes it a step further, a step sexier, and a step more submissive.  So of course, that all adds up to being a bottom.  

And now that we have that established, here are some toys for a bottom’s bottom.  Whenever possible, insertable sex toys should be made of 100% silicone (medical grade is best.) Silicone is easy to clean and can be boiled to sterilize it.  Use water-based lube with silicone toys and if you’re going to share them with a partner, cover them with condoms.  Silicone also makes for a nice texture that’s not too hard but is still rigid enough to fuck.

All of the toys I list below are in my personal collection.  I’m not a representative of the company and I make no money off of recommending them.

Tantus Perfect Plug  A small plug, great for beginners.  It’s no thicker than a finger and the silicone makes it comfortable for extended insertion.

Tantus Ryder  A larger plug that can take some working up to, but is comfortable enough to sleep with once it’s in.  A good intermediate size toy.

Pipedream Anal Fantasy Thruster  Once you can take the Ryder, you can take the Thruster.. and oh.. my.. god!  The thruster is an amazing toy that does just what it says.  Once it’s in, just turn it on and let that boi-cunt enjoy the sensation of getting a steady fucking.. albeit with just a few inches of thrust.  Still, I understand it does amazing things to the prostate and from how quickly it works to make my pets cum, I’m sure it does.

Sissy Panties

Of course, it goes without saying that sissies love panties.  Sadly, the panties don’t always love them back.  The gussets are too narrow to contain balls.  The waistbands are too low to contain a semi.

Fortunately, there are companies who cater to molls with balls and sell pretty, flattering, girly panties with enough room for even a swollen sissy-clit.

Check them out:

Secret Male

XDress Panties for Men

MayBethisPair Panties for Men

Strap-ons 

It’s a little misleading to call some of these strap-ons since my favorites are called “strapless strap-ons” but the point is the same.  Sissies love ’em.

Feeldoe  Once again, I’m going to rave about a Tantus product.  A silicone toy, the Feeldoe comes in different sizes and you can get them with or without vibrators in them.  The feeldoe is the original strapless strap-on and my personal favorite.

Vixen Creations Nexus is another strapless strap-on.  Also silicone, it’s good for those who want more insertable inches for the female player.

Male Chastity Devices

Chastity and sissies go together like peanut butter and jelly.  It’s a nice little reminder for a sissy that her clitty-cock is a useless little distraction and that she focus on her duties.  They serve as a reminder that she’s an owned pet.  Best of all, they’re the best way to ensure that an orgasm is actually “hands free.”

cb-300  The CB-X series of male chastity devices are by far the most popular, and with good reason.  They’re expandable, shrinkable, lockable, vented, and they come in a variety of pretty colors and patterns.  In addition to the standard cb-300, they’re the shorter cb-600, and the Curve for uncircumcised penises.  They’re perfect for extended wear.

Sissy Chastity Belt  Sometimes, a gurl just wants something more traditional and girly.  While the Sissy Chastity Belt isn’t good for extended wear, it’s great for being able to look down and see a perfectly girly shape under those sissy panties.

Cock Cage with Plug  Of course, what’s kinky time for if it doesn’t include a little penetration?  A cock cage with a plug allows a sweet nancyboy the chance to enjoy some comforting anal usage as she’s locked safely away in her steel cage.

Collars

 Last but not least, we come to collars.  A collar is as personal as a wedding ring and can represent the same commitment between it’s giver and wearer.

I won’t recommend what kind of collar is right for any particular sissy, but I will recommend some of my favorite sites to shop for collars.  From the simply symbolic,  like an ordinary necklace with a lock charm, to an “eternity collar” that is screwed together around a slaves neck and requires a special tool to remove, to anything in between.  It’s easy to find any manner of collar to represent any manner of relationship. 

They come in all colors and can be found to reflect your personal interests.  Puppy boys can find them with paw prints and dog bone details.  Sissies can find bows and sparkles.  There are even collars that are made to reflect your favorite fandoms, like comic book or Disney characters.

Look for them at

Amazon

Etsy (Great for finding unusual collars.)

Eternity collars

Collar Factory

Strapon Sissy Bag O Tricks

strapon sissy mistressOh, my sweet, Strapon  Sissy.

It won’t be long now until I take you.  It won’t be long before your boi cunt is mine. I can see the pulse twitching in your neck, as you kneel in silent anticipation of that sissification bliss and consider all that strapon sissy play.  I let the moment linger. Then, as though I’ve suddenly turned impatient, I push your head forward, putting you on your hands and knees. I leave you there.

You know better than to look around as I walk away. The only indication you have of where I am or what I’m doing is the click of my stiletto heels across the cool, hard tile as I head toward my magic toy box. You try not to shiver as you think of the things in that trunk. You realize Mistress must be looking your way because I chuckle at your attempt to remain composed in those silly, ruffled, panties. We both know how your tension builds in the minutes before the game begins in earnest. In that brief time when you don’t know what will be coming.

Will Mistress come back with the harness? If so, which dildo will it be? The difference between intense pleasure or simple pain can be measured in less than an inch of difference in girth.

And what if Mistress chooses to make you an animal today? Will you be my playful puppy-boy, with the puppy-tail butt plug in your ass and wearing a collar, all while chasing a dildo as though it were your favorite dog toy? Or will Mistress be strapping a saddle on you and digging in with her spurs?

Your skin ripples in gooseflesh as you consider it.

Sissification Ecstasy

Out of the corner of your eye, you see flashes of red and black. You bite your lips to keep from smiling. I return to you, the two lengths of rope coiled in my hands and hold them to your face. You kiss the ropes, with your pink cocksucker lips, first one and then the other, and sigh. You wonder what pretty designs Mistress will be tying your sissy ass up in this time before her shimmering strapon is put to use.

It’s my favorite time of the day.  The strapon sissy play-date

 

Sissified Rides

Hit the streets, sissified bitch!

Sissified LimoI couldn’t help but chuckle when I saw this utterly sissified limo in London.  It really doesn’t get any more effeminate than a Barbie doll pink limousine now, does it?

Now tell me, what the fuck kind of cock worshiping, demasculinized bitch would get into a flaming pink ride like this one, huh?  Can anyone tell me?  Beuler.. Beuler.. oh.. shit, that’s right!  It’s you.  You would hop right into that little queen machine, wouldn’t you,  ya little faggot.

Yeah, I thought so.  And I know what kind of pink tinged femme fantasies go through your head (and your clitty cock) when you see this much  pink luxe in all it’s glory.

 I know some of you slutty motherfuckers can’t help but cream your ruffled panties over this shit.   Still,  try to remember it’s a limousine, so some decorum might be in order.  Oh, I know you want to hang out the sunroof and hoot at all the hotties like a drunk chick on prom night,  I get that you fantasize you’re about to get your ass cherry popped in the back seat.  But really we’re all adults now.  Your chance has passed to be the tiara wearing, dancing queen of central high.

Of course, slut that you are, it’s too late to pop your cherry in this pink dream on wheels.  Not with as many cocks and toys as you’ve had up that whore hole of yours.  But you can still celebrate the little whore that you are.  I’m sure we can manage to get you a cock or two in the back seat with you.  And after the ride, it can be left to you to give the driver ‘just the tip.’

And you know, when you inevitably need to reminisce or anticipate your pounding in a pussy pink ride, you know where to find me on Niteflirt.