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sissyroberta — Flapper Roberta

Published: 2017-01-22 16:52:54 +0000 UTC; Views: 5808; Favourites: 51; Downloads: 56
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Description Sissy Roberta by SYoshiko
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Comments: 54

sissyroberta In reply to ??? [2018-04-19 03:45:42 +0000 UTC]

The roaring twenties was a great time !

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Behemoth2785 In reply to sissyroberta [2018-04-24 14:50:50 +0000 UTC]

Hidden by Commenter

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sissyroberta In reply to Behemoth2785 [2018-04-24 15:28:10 +0000 UTC]

I am but a mere sex object
to be used for your pleasure !

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Behemoth2785 In reply to sissyroberta [2018-04-24 16:08:11 +0000 UTC]

Hidden by Commenter

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sissyroberta In reply to Behemoth2785 [2018-04-24 16:31:23 +0000 UTC]

My lips immediately part and know
what you wish for. I engulf your
tongue and french it deep !

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Behemoth2785 In reply to sissyroberta [2018-04-24 19:56:45 +0000 UTC]

Hidden by Commenter

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sissyroberta In reply to Behemoth2785 [2018-04-24 20:04:02 +0000 UTC]

As commanded, I quickly remove my panties.
My sissy cunt hole is soon sliding
down on your massive cock.I know
exactly what you wish. With my feet
and theighs I pump up and down.
My arms hug you, while I french
kiss your mouth and lips !

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Behemoth2785 In reply to sissyroberta [2018-04-24 21:40:38 +0000 UTC]

Hidden by Commenter

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sissyroberta In reply to Behemoth2785 [2018-04-24 21:50:55 +0000 UTC]

I love cleaning your cock with my
lips and tongue. I'm looking forward
to being on stage tonight.
I hope there's a lot of horny men
in the crowd tonight !

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Behemoth2785 In reply to sissyroberta [2018-04-24 22:04:43 +0000 UTC]

Hidden by Commenter

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sissyroberta In reply to Behemoth2785 [2018-04-24 22:20:52 +0000 UTC]

This is my chance to make my Master
proud of me. With the music blaring,
I swish my hips onstage. I can hear
the loud whistles.I slowly peel off
my skirt and top, revealing me see
through bra and panties.Facing
directly ahead the audience can see
the huge bulge in my panties.I begin
to grind my hips while I start
rubbing my sissy clitty.
The croud goes wild as I shoot a
huge load !

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Re-Slaved [2018-02-18 15:25:51 +0000 UTC]

i addore that kinds

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sissyroberta In reply to Re-Slaved [2018-02-18 16:35:32 +0000 UTC]

Thank You ! Got to strut my stuff !

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Re-Slaved In reply to sissyroberta [2018-02-28 17:08:51 +0000 UTC]

oh yes  

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Wimpe [2017-08-07 04:26:20 +0000 UTC]

You disrespected me, Robert.  As a trusted family member, as my brother-in-law, as husband to my beloved baby sister Frannie, I gave you a simple, secure, well-paying job, just collecting the profits from my South Side bookies.  Easy peasy lemon squeezy.  So easy a damned organ grinder monkey could do it.

And how do you repay my kindness, Robert?  My generosity?  My family fidelity?  By skimming, by STEALING, right off the top ... sheesh Robert, did you think I'd never run a tight internal audit?  I run this mob now, but I started off at the bottom in accounting, which you seem to have forgotten.  Besides, I trust no one, Robert, not when it comes to dough.  Not even family.

You know full well how I always deal with skimmers.  Concrete galoshes at the bottom of Lake Michigan, that's the Chicago mob way.  If it weren't for my baby sister Frannie begging me not to kill your miserable hide, you'd be swimmin with the fishies right now.

But Frannie convinced me of a funny new way.  Not bodily death, but identity death as a man.  Death of your masculinity, of all self-respect, of all favorability and goodwill you've ever accumulated among the people you know and respect.  That's why Frannie dressed you up in her prettiest party getup.  I'm sure you could tell she was pissed, though I don't know if she was more angry that you stole from family, or because you look every bit as cute as her (if not more so).  I hope the body-hair removal razor the salon girls used burned you like hell.  They did a spot-on job with your wig and makeup.  They powdered, painted, primped, and perfumed you like a Hollywood starlet.

You'll be the guest of honor at your own coming-out party tonight, and you'll be hostessing, serving drinks and hors d'oeuvres to everyone, and you'd damned well better be smiling sweetly, speaking softly, curtseying courteously, and twitching your hips while mincing on your toes and keeping your wrists limp while entertaining your guests, which will include your former colleagues and their wives, your mother, sisters, and Frannie's big new boyfriend.  You'll be seeing a lot more of him, since he's moving into her bedroom while you'll be sleeping in the servant quarters as the new scullery maid, with an appropriate uniform for your new position.  Perhaps in time you could work your way up in the household servant staff ranking to ladies maid, which would include bathing and dressing Frannie, but as a humble emasculated sissified servant, never again as her virile manly lover.

If you foolishly try and run, my experienced private detectives, with near-unlimited resources, will run you to ground quickly, and I know sociopathic experts who will see to it that you will take a very very long, excruciating time to die.

The same gruesome fate awaits you if you do not fully cooperate in each and every way possible with assuming your new sissy identity.

From this point forward you will be known not as Robert but as Sissy Roberta.  Now strike a flouncy flapper pose for the newspaper photographer - that's good, knee up, opposite hand toward head, cigarette hand up - perfect.  You'll be the lead story on the society page tomorrow.

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sissyroberta In reply to Wimpe [2017-08-07 12:02:37 +0000 UTC]

Looks like heaven and hell await me !

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Wimpe In reply to sissyroberta [2017-09-11 16:36:03 +0000 UTC]

NEVER skim from the mob!!!  

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Varagka [2017-08-06 06:42:07 +0000 UTC]

Absolutely Gorgeous !

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sissyroberta In reply to Varagka [2017-08-06 10:54:22 +0000 UTC]

Thank You !

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shaktikannon [2017-05-19 12:42:23 +0000 UTC]

great picture she is seems the spy mata hari 

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sissyroberta In reply to shaktikannon [2017-05-19 13:22:20 +0000 UTC]

That's a wonderful possibility !

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RopeObsession [2017-04-09 23:13:53 +0000 UTC]

Looks better than mine

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sissyroberta In reply to RopeObsession [2017-04-09 23:35:20 +0000 UTC]

Thank You ! Glad you enjoyed it !

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RopeObsession In reply to sissyroberta [2017-04-10 21:32:59 +0000 UTC]

Yes, I like that style : I have 2 avis with that style , too

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tolosati [2017-04-03 20:51:16 +0000 UTC]

    

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sissyroberta In reply to tolosati [2017-04-03 21:01:03 +0000 UTC]

Thank You !

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YOKOKY [2017-03-21 05:41:44 +0000 UTC]

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sissyroberta In reply to YOKOKY [2017-03-21 05:49:17 +0000 UTC]

Thank You ! Glad you enjoyed !

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YOKOKY In reply to sissyroberta [2017-03-21 11:45:22 +0000 UTC]

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G-abi-K [2017-03-12 13:36:27 +0000 UTC]

Very well done, great pose

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sissyroberta In reply to G-abi-K [2017-03-12 14:02:39 +0000 UTC]

Thank You ! Glad you enjoyed it !

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G-abi-K In reply to sissyroberta [2017-03-18 15:04:45 +0000 UTC]

My pleasure

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skirtkis [2017-02-25 01:27:03 +0000 UTC]

Wonderful stuff!       

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sissyroberta In reply to skirtkis [2017-02-25 03:51:06 +0000 UTC]

Thank You !

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klarissa-krass [2017-02-12 17:04:13 +0000 UTC]

looks fantastic, great work!

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sissyroberta In reply to klarissa-krass [2017-02-12 17:28:19 +0000 UTC]

Thank You ! Glad you enjoyed !

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IME-Photography [2017-01-31 11:08:55 +0000 UTC]

Wow so very well done dear❤            

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sissyroberta In reply to IME-Photography [2017-01-31 13:36:46 +0000 UTC]

Thank you Llona !

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IME-Photography In reply to sissyroberta [2017-01-31 18:46:34 +0000 UTC]

Sissy dear   

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JoePingleton [2017-01-29 20:59:21 +0000 UTC]

Pure awesomeness

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sissyroberta In reply to JoePingleton [2017-01-29 21:04:00 +0000 UTC]

Thank You ! Glad you enjoyed !

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phantomrochelle [2017-01-26 14:37:38 +0000 UTC]

You look gorgeous hun!
XX

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sissyroberta In reply to phantomrochelle [2017-01-26 17:28:35 +0000 UTC]

Thank You Sweetie !

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phantomrochelle In reply to sissyroberta [2017-01-26 18:24:31 +0000 UTC]

XX

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piratesean68 [2017-01-25 23:07:16 +0000 UTC]

Very cool, ...speak easy. .lol

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sissyroberta In reply to piratesean68 [2017-01-25 23:58:52 +0000 UTC]

All that Jazz !

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Gmatty [2017-01-24 17:01:09 +0000 UTC]

Excellent!      

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sissyroberta In reply to Gmatty [2017-01-24 17:14:29 +0000 UTC]

Thank You ! Glad you enjoyed !

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Gmatty In reply to sissyroberta [2017-01-24 17:59:17 +0000 UTC]

Great work!

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burkcari [2017-01-23 14:58:02 +0000 UTC]

No doubt a glamorous star in the making !!!  

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