You are trying to dutifully fulfill your duties in Mistress Sylvia's shop.

The next day, you prepared in the morning for the arrival of the shop owner, Ms. Sylvia Luang. You have washed your face and you have updated your feminine make-up. You put on your clothes: women's panties and bra, miniskirt, pinkish top, women's stockings and red women's heeled shoes. And of course, you put a collar around your neck. Your collar. The collar that Mrs. Sylvia Luang ordered you to wear.

Sylvia came to the store and began to supervise your work. Most of the day you were engaged in customer service of the store, shifting goods, checking and filling out the documentation for the accounting of goods and other routine tasks. Occasionally, you would take breaks to eat, drink tea, or go to the bathroom.

In the evening, when the store was already closed for customers, you and Mrs. Silvia were in your room in the interior of the store. Ms Sylvia Luang asked you:

"Mary tell me is your sissy hole still virgin?"

You said in embarrassment: "I don't quite... understand... what you mean... Mistress Sylvia?"

"What's so weird... My question is, has anyone fucked you in the ass, Mary? Are you a sissy girl with a torn anus or are you still a sissy virgin?" - with displeasure asked Sylvia.

"I'm a sissy virgin... Mistress Sylvia." - you answered timidly, feeling that you blush with shame.

Sylvia walked thoughtfully along your bed. Then she went to the warehouse of the store and five minutes later she returned to your room with a small cardboard box with some goods.

"Remember, Mary, I mentioned that you should live up to your sissy status, be as feminine and obedient as possible? In order for you to become a real sissy girl, I will have to fuck you! I will do this so that you understand your status once and for all. all fours on your bed. Quick!"

You would like to object, but you are afraid that Sylvia will kick you out or, worse, that she will report you to the police...

You obediently climbed onto your bed and you got into a pose on all fours like a bitch in heat.

You are on all fours and you timidly look back at Sylvia.

You can see that Mrs. Silvia took out a large (about 18 centimeters!) rubber penis from the box with a realistic relief and a brown tint. You remember that such sex toys are called "strapon".

Sylvia strapped this strapon around her crotch.

You continued to dutifully stand on all fours on the bed.

"Bend your back, bulge your ass!" - you heard sharp orders from Madame Sylvia.

You have followed these instructions.

You felt Sylvia pull up your miniskirt and lower your panties so that your anus was now fully visible.

"And your ass is chubby and beautiful, Mary. A lot of ass like yours will want to get a good fuck!" Sylvia said.

You felt like Sylvia squeezed a lot of lubricant from the tube onto your anal hole. Then Sylvia gently inserted her finger into your anus, moved it inside ... Then she inserted two fingers into your anus ... You breathed weakly, burning with shame and humiliation. Finally, the preparation is over and Sylvia put her impressive strapon to your sissy anal hole. You seem to be shrinking internally.

"Relax your sphincter, sissy whore! I'll stretch your anus anyway, but it will hurt you more!" - Sylvia ordered you with irritation.

You tried to relax your sphincter. Sylvia slapped your buttocks and took your ass in both hands. Sylvia slowly but surely introduced a large rubber dick into your anus for its entire not small length in several movements.

You yelped in pain, tears welling up in your eyes.

"Don't squeal, sissy slut! You're already being fucked, so relax and enjoy yourself!" said Madame Sylvia inexorably.

Sylvia began to work her hips more and more intensively, skillfully fucking your delicate anus. Everything was confused in your head, you finally understood "who is the boss in this house" and you, biting your lip, took in a big rubber penis.

"You stopped whining... good! But why are you passive as a log? Start swinging your ass right now when my cock fucks you! You're a sissy slut! Put your slutty sissy hole on my rubber dick and do it more actively!" Sylvia told you.

You began to clumsily move your booty in time with the movements of Sylvia. After a few minutes, your discomfort has vanished. And, to your shame, you even start to like what is happening. You became more active in waving, and you moaned not from pain and humiliation, but from pleasure. The rubber member easily entered your anus to its full length. Sylvia changed the rhythm and it was noticeable that she knew a lot about this matter. After a few more minutes, Sylvia let out a cry of victory and wearily fell on you.

After resting in this position, she took out the rubber cock from your ass with a squelching sound.

You felt with shame that your anus had become gaping and that the walls of your sphincter could not close. Now you are on all fours and you look like a pathetic fucked bitch. You think with bitterness that the doggy-style position will soon become the most common position you will have to take on Sylvia's orders.

"I like your ass more and more, Mary. Our future task is to develop the qualities of your sissy anus: we need to bring its elasticity and its ability to stretch to the perfection of the vagina."