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Old 04-08-2013, 06:29 PM   #14
theboygirl
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Join Date: May 2010
Posts: 339
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Default Sissy Assignment 11

Hello, my bra-tanned sissygirl. Stand naked before a mirror and look at that indelible lingerie burnt onto your skin. What more humiliations can be in store for you, sissy?

Are you bored of cocksucking yet? Does it need spicing up a bit?

You are going to buy a new toy. You are going to a sex shop to buy yourself a buttplug. The reason you are going shopping and not buying it online is that you are going to be dressing up, but you probably guessed that, didn't you? Clever girl.

You are going to be shaved and perfumed and in bra, panties and hose, as you are every day. You need not fill your bra. You will wear your choice of male clothes and shoes. You will also wear foundation, lipstick, mascara, eyeliner and at least one shade of eyeshadow. The choice of colours is up to you.

Take your sissy, feminised self to a sex shop and buy not one but three buttplugs in different sizes. You'll also need some lubricant.

Back home, you're going to start buttfucking yourself. Pull down your pantyhose and panties. Smear some lubricant against your hole and slowly work a greased finger inside. Fuck yourself with your finger. Does it feel good, sissy buttboy?

Get the smallest plug and slowly fuck yourself with it. Once you're past the widest part it will suck itself in until it's base is nestled tight up against your hole. Do you feel full? Remember, that's the smallest one.

Start sucking your dildo and masturbate. Notice how your sphincter tightens around the plug as you play with yourself. Do you feel hot? What a shame you aren't allowed to cum.

Keep your plug in for at least an hour.

Increase your plugging time by an hour a day. Once you've managed six hours, move up to the next size plug and start again at one hour. Repeat until you've worn your largest plug for a full day at work before moving on.

Imagine a full working day - shaved, perfumed, bra, panties, pantyhose, nail varnish and now a buttplug. No real man would even dream of doing this. You are such a sissy.
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likes-crossdressing, anal and oral
limits-messy,poop,piss,pain,illegal, others(unless for sex)
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