Yes.

You nod, no sense in lying now. Besides, you're not that kind of boy. You're a good sissy.
"I won't tell the other boys." the woman whispers. You can't help but feel like she has your best interests at heart. After leaving the room, your little group wanders through the complex to a large room that is unlike anything you've ever seen before. A raised platform sits at the middle of the room with chairs all around it. The walls are lined with booths that can be sealed off with satin curtains hanging from the ceiling. There are no windows to speak of and even with the lanterns lit there's a dark atmosphere almost everywhere except the central stage.

"This is the Dollhouse, Taylor."
"It's very nice."
"Glad you think so. Ava is very proud of it."
"What do we do here exactly?"
"Well, rich women from around the area come here to watch proper sissies like you dance on the stage."
"Oh. How do they watch from there if the curtains are closed?"
"They only close the curtains if they want privacy or a break from the dance. Many of these women come here to relax and to be taken care of. Ava has worked hard to provide them with everything. That's how the dollhouse makes money."
"Oh. I think I understand."
"Perfect. Well, now is a good a time as any. Let's start your training."

For the next few hours you get acquainted with the other sissies and practice dancing with them on stage. In between dances you get to know them and find that most of the boys are dancers from the city who were bought by the mistress years ago. Others appear to be maids and waiters that tend to the tables. Instead of dancing, these boys teach you how to speak and what to expect. They seem to genuinely enjoy things here, speaking fondly of the night to come. They welcome you into their group and you feel really good to be a part of their clique. However, at the end of the training you're sent to a side room behind the stage, far away from your new friends.

When you step into the room you see Ava seated at a desk in what looks to be a nice bedroom office.
"Lock the door behind you, Taylor." she says, standing up.
You obey. It's just the two of you now. You worry that you may be in trouble.
"One of my ladies has informed me that you're a virgin. Is that true?"
Ava wanders towards the bed.
"Yes, Mistress." you say in resignation.
"Very well. Come over here." she pats the bed, and you walk over. You sit and wait patiently.
"Have you ever experienced a girl's cum? Don't be shy."
"No, Mistress."
"In that case you'll need some special training before tonight. Bend over the bed."
The command is sudden and shocking but you obey without question. Your mistress has given you a good life and you're going to do whatever she says. Laying in the soft fabric you feel Ava pull up your frilly skirt.

"The women who come to my dollhouse are very important, Taylor."
You feel your panties being pulled off in front of miss Ava.
"I give them a pleasant time in return for their patronage."
Something cold and slimy is rubbed around your asshole.
"You are to do anything they ask of you. Including sex. Do you understand?"
A finger runs around you anus, lubricating you generously. You hear clothes shifting around.
"Yes, Mistress."

Just as soon as the finger leaves, Ava's cock presses up against your lubed asshole. Pushing her way inside, you grab a hold of the bedsheets and grip tight as you feel inch after inch continuously slide into you. The insertion is slow but your lack of experience is great. You grit your teeth and breathe heavily as the thing starts to rearrange your insides.
"Mmmm, almost deep enough to start your training."
More cock pushes inside, impaling you on her lengthy meat. The feeling of being taken for the first time is not how you imagined. Everything is so sudden. One moment you're dancing and the next you're like this. When Ava's cock pushes deeper it stirs something inside you sending waves of pleasure that replace your discomfort. You surprise yourself when you hear an involuntary moan leave your own mouth.
"Almost... there!"
With a push, You feel Ava's swollen sack rest against your own. She's finally hilted you. Overwhelmed and overfull, you inhale deeply, trying to regain your strength. It's impossible to move with all that long girlcock inside you. You're completely at her mercy.

"First question, Taylor. What's the golden rule to being a good sissy?" Ava asks, holding your hips against hers.
"A-Always obey your owner."
"Go on."
"Embrace your role as her property."
"That's right. Good to see St Anne's teaching standards have kept up." Ava says in a mater of fact sort of way. Her grip tightens and you brace for what's next.
Ava starts to thrust into you now. She plunges deep and methodically in measured strokes. At first you're back to discomfort but after a few more thrusts it starts to drive you wild. You begin moaning again despite attempts at suppressing it.
"Now, since you're my property you'll have to learn some special sissy etiquette."
"Y-y-yes, Ah aaah, Mi-Mistress." you reply, trying to speak between loud moans.

"If you're picked by one of my customers then you thank her politely."
"Yes! Yes, Mistress!"
Ava's speed starts to increase.
"Remember, you're honored to, ugh, take her cock." she grunts.
The speed increases again, this time before you can answer. The pleasure is too much. You feel your orgasm drawing near and moan helplessly, unable to respond. Ava ignores this and continues her lesson.
"Beg for her cum..."
You start to quiver violently.
"and thank her for it."

The rhythmic motions of Ava's thrusts bring you to the edge and throw you over with mind shattering ****. Quivering like the weak sissy you were always meant to be, you cum from being anally fucked at the edge of the bed. Collapsing into the sheets, your moans turn to screams when your mistress readjusts and starts grinding your ass even harder, pressing it into the mattress by leaning over you and humping downward, slamming her long girlcock into you like a jackhammer.
"Practice for me, sissy!" she shouts between grunts.
"Beg for my cum!" she yells.
Your little ass is so ravaged that your cock is continuously drooling cum into a pool beneath you. The sticky sheets cling to your crotch and you're knocked about like a ragdoll. You're barely aware of what your mistress is saying during the thrashing. It's not until she pulls your hair that you're consciousness is raised to a level where her shouts regain meaning.
"Obey your owner!" she says in labored breaths.
"Yes!" you yell.
"Beg for my cum!"
"Please give me your cum, mistress!" you shout in ecstasy.
"Please please please please....!"

Your screams of obedience seem to drive Ava into a frenzy. Her rhythm disappears as her thrusts become wild and manic. She holds your face down, into the covers and slaps her balls against yours repeatedly. Holding you in place she hilts you again and this time, holds the position, letting you feel her cock twitch and pulse as her hot semen pours into your abused rectum. You ride out another powerful orgasm as that gooey fullness spreads through your innards. You think you've died and gone to heaven but then a greater pleasure hits you. Waves of cascading bliss and warmth send tingles through your spine. Your hairs stand on end and your muscles go limp. A drunken haze surges through your mind and your will to move vanishes. You feel like your whole being is pleasantly melting into the bed like a hot stick of butter.

Your mistresses cock twitches and your insides greedily accept another thick spurt of her cum.
"What do you have to say, Taylor?" Ava says panting. Her hand is still holding your head up a bit so you can speak. Used and overstimulated you try to form a sentence while her girlmeat throbs inside you.
"Your cum.... is so good."
"You sound like a common slut, Taylor."
"No... sorry... bad... I'm not bad..." you say, struggling to speak properly.
"My sissies have class. Now, what do you say?"
"Thank you.... mistress... for cum."
"You're better than that. Try again."
"Thank you... for giving me... your cum... mistress...."
"Perfect."

Slowly, Ava pulls away and withdraws her dick. Right as the tip leaves, a gush of warm seed rushes down your leg. Before the rest can ooze out a cold and solid object is popped into your anus. With your buttplug secured, Ava walks about the room, grabs a towel, and slowly cleans off her long and semi flaccid dick. You lay on the bed content as can be, watching your owner wash her massive member. Taken for the first time you couldn't be any happier. The idea that your owner wants more women to do this to you is like a perfect dream. You stare in a mesmerized fashion as Ava wipes down her dick and fixes up her clothing. She speaks softly to you as she cleans herself up.
"A boy's first time is always intense." she says, tucking away her huge cock.
"You're lucky you have an owner like me who will break you in properly. If I didn't you'd probably lose your mind on your very first day at my dollhouse."
She walks over and sits on the opposite end of the bed. You feel like you should thank her but barely manage some mumbles in response.
"Hush, Taylor. You passed my test. Don't speak, just relax and enjoy." she says, punctuating her sentence with a finger tap on your buttplug.
"This is an effective way of preparing your body for more girlcum. You'll get used to it. Nap here and I'll have someone come and pretty you up later."
Leaving the bed, Ava walks off and you hear the door close behind her. When silence falls on the room your exhausted and cumdrunk state starts carrying you off to sleep. Your last thought is "So that's what sex is like...". You make a silly contented grin then pass out.

When your consciousness returns you're in the same spot on the bed but a few of your fellow sissies are gathered around you. You go to move but feel sluggish and hazy. You also feel the rubber buttplug which must still be inside you. It rubs against your sore anus causing a dull ache. You collapse back into the sheets. A lingering drunkenness must still be upon you, you think. The sissies crowding you start to gossip.
"You're so lucky."
"Mistress must really like him."
"Goddess! How much did she cum?"
"Mmmm, jealous."
"It's been so long since mistress fucked me."
"Same."
"Same!"

A female voice calls from outside.
"I hear talk when I should hear work! Get to it, boys!"
After some collective giggles the boys start cleaning you up, stripping you down and washing you with warm towels.
"Thank you." you say appreciatively, still weak and feeble from your first encounter with a girlcock.
"Don't mention it."
"Yeah, we all know what it's like, Taylor."
"So jealous." one says again in his girly voice as he puts a bucket underneath you.

With a pop, your buttplug is pulled out and a slosh of white cum oozes into the bucket. A feeling of emptiness hits you and your drunkenness lowers a bit.
"I'm so turned on." one says, watching the last ounce of cum drip out.
In a matter of minutes you're makeup is touched up and your dress is swapped for something new. On somewhat shaky legs you gather your bearings and stand successfully. The boys hold you steady and give you kisses and reassurance.
"You're all nice and pretty." one says before giving you a pec on the cheek.
"Yup, ready for the show!" another giggles.
"Are you gonna dance tonight, Taylor? You were really good at practice." one asks, taking your hands in his.
"Maybe waiting tables would be better. Mistress gave him a lot." another says, grabbing your ass in a playful squeeze.
"Well, what do you think?"