Sissy School

Awwww...yes, i know...the economic slump. Well, I have a suggestion for some moonlighting dear
Get your ho stroll shoes on and make some tax free cash!

http://eroticaudios.com/content/Cassand ... rumpet.mp3

Oh i like Your idea but i'm wondering how many men would actually pay a sissy for a half hour or so. Still the thought of taking money would definitely make me a ho.

Oh come on Jen. Guys will be guys and if youre talented enough.....

You're right of course, men will do anything for a good cupcake job, or any cupcake job for that matter. Having a twenty dollar bill stuffed into my panties for it would eventually make me very talented. The only problem i see is the Ladies of the Evening would scratch my eyes out and kick my sissy ass for treading on their territory.

Better to work for a reputable, safe, classy ladyboy escort service. You can make more money, and meet classier guys that way.

In many of the major metro areas, a handsome masculine gentleman can purchase the services of a beautiful femme gay female impersonator/ or a beautiful feminine transwoman. The more beautiful and feminine the ladyboy is, the more the escort service can charge their clientele.

And the man gets what he pays for, the better ladyboy/transwomen services do charge more for their beautiful feminized ladyboys than a streetwalker would charge, but to some men it is worth the expense to spend some quality time with a lovely, classy, beautiful, feminine ladyboy.

BlondeAngela I don't think Mistress Cassandra was urging any of us to become high price call girls but rather to explore being cheap street prostitutes in our short skirts and "fuck me" shoes. It's not about the money, it's about being a whore and if She can get any of us to do it I'm sure She'd be pleased.

This is fun, I think this afternoon Im inspired to do a premium audio on the very subject of being a streetwalking slut who will eventually work the higher priced salons..thanks all for some good feedback and ideas! (((kisses)))

Glad to be of service. I can hear it now as some sissy slut walks out of a dark alley with cum dripping off her chin and a fist full of money.

M_Cassandra wrote:Awwww...yes, i know...the economic slump. Well, I have a suggestion for some moonlighting dear
Get your ho stroll shoes on and make some tax free cash!

http://eroticaudios.com/content/Cassand ... rumpet.mp3

Wow, thats a wonderful idea, Mistress.

Now that the snowy weather seems to have passed me by, I'll dust off my tight black micro-miniskirt, zip up my spikeheeled boots, tart myself up with makeup overload and swish and mince about the red-light district, one limp wrist on my hip, the other swinging my handbag about.

Should be enough to get myself noticed, don't You think?

mmmhmmmmmm..lots of feedback on this one. Could it beeeeeee that sissies have ho stroll longings more than they let on???

M_Cassandra wrote:mmmhmmmmmm..lots of feedback on this one. Could it beeeeeee that sissies have ho stroll longings more than they let on???

whatever pleases Mistress pleases sissies .
And Mistress always knows whats best for her sissies.

And who knows, we might not even need to be 'encouraged' in future?

Now, where did I put that pack of chewing gum?

M_Cassandra wrote:mmmhmmmmmm..lots of feedback on this one. Could it beeeeeee that sissies have ho stroll longings more than they let on???

Gosh no, i don't think any of us want to be prostitutes....we'd do it for free

Very exciting Mistress Cassandra, is there no end to the humiliation and shame You heap on Your helpless sissies. It seems that more and more Dominant Women are pimping out their sissies for their own profit. After a hard day of housework, what better way better way to end a sissy's day than to put the stupid little bitch out on the stroll dressed like a cheap, sleazy prostitute.

i would be wearing a very tight micro mini skirt with a red see thru blouse showing off my lacey black, well padded bra with black fish net stockings held up by my black garter belt and red, patent leather five inch pumps.

A long poofy, blonde wig with whorish makeup with plenty of bright red cocksucker lipstick and i'm ready to be dropped off on the street to start earning my keep.

FemmeJenn, what kind of outfit will you be wearing when Mistress Cassandra puts you out on the stroll.

Well, i guess its time to finish dressing, get on my knees and start practicing on my ten inch black dildoe. i hope i can control the little three inch stiffy in my panties.

My my Mistress Cassandra, it seems that all of Your sissy prostitures are coming out of the wood work to strut the streets for their lovely Mistress Cassandra. i disagree with FemmeJenn about sucking cock for free. Of course we will do what Mistress Cassandras orders, but i think its better to charge a fee, even if its only 10 or 20 dollars. That way we can turn overe our profits to our Mistress.

It seems we sissy whores love the humiliation of prancing down the street in our five inch heels, ass wiggling enticing all those horny perverts to let us suck their cocks for a few dollars.

What a ingenious concept Mistress Cassandra. i'm sure You will have no trouble getting a cupcake of sissy whores anxious to prostitute themselves on Your command.

i can just see us prancing down the street in whorish outfits and make up with our five inch cum fuck me pumps with our asses wiggling hoping to entice some horny john to drag us into the alley for a quick blowjob.

Mistress Cassandra, i really like the idea of a sissy whore house. It would really spare Your sissy whores of the shame and public embarassment of walking down the street in those sleazy outfits. Also, it takes the risk out of being arrested by the police on a prostitution charge. i can't even imagine what we sissy whores would do in a jail cell with a bunch of violent criminals. Ugghh!