DETENTION by Destiny1961

Disclaimer: The following is fiction. The content of the story is not representative of the writer’s beliefs, opinions, or attitudes. This story is intended for adult entertainment only. The characters and events depicted in this work are fictional. The author does not condone or promote any unlawful activity such as is depicted in the story. By continuing to read this work you acknowledge that you are an adult who wishes to read works of fantasy and fiction for the purpose only of fantasy. All the characters in this story are adults. They may play different ages for the fictional character that they are depicting but they remain at all times adults.

Writer: Destiny1961

Subject: DETENTION

Link: LS666 Email / 03.12.2023

Detention

I am but a young boy, about to be sixteen.

I was raised in the Catholic school system but have always felt like an outsider. My Mom is devout and yet my Dad, who is not in the picture right now, has always seemed a little dark. To top it off, I deal with physical issues, of being a male with some feminine traits. They say, I have extra female hormones, which have given me small breasts and a girl’s butt.

In school, I have had the kids put schoolgirl dresses in my locker, saying I am a little girl, and at times I wish I were. To fit in have found myself drinking with some of the bad kids and even doing weed. They all joke about my “Sweet sixteen” and the girls say they are going to make me a man, while the boys say they will make me a woman. I have watched them engage sexually during parties and while I picture myself fucking the girls, I also think about the boys’ dicks.

I have seen a psychologist for years, thanks to my Dad. It is my sweet sixteen party and even Dad shows up and has a special surprise. He brings a woman who tells me she is a nun, Sister Samantha (or Sister Sam for short), from a special school. I have been accepted there. I have pulled aside and they explain this school allows us to follow our beliefs while being open-minded.

“One day you can go in as a boy,” she tells me, “But if I feel like can go as a girl. We don’t follow gender rules here, as we believe that it can sometimes block your true beliefs.”

I am invited to meet some of the teens the next day. I am sitting in an office with a few kids like me. There are some boys and girls —  and some boys as girls. A few students explain and then we have a sort of brunch. The woman, now in her nun’s habit, comes up to me and offers me a strong drink.

“Don’t worry,” she tells me, “Age is just a number,” as she lights up a joint.

She notices me staring.

“You want a hit?” she jokes, “I will see you in detention.”

Two close friends pull me aside as they are both “dressed”.

“Be careful of detention,” said one of them.

“No. It’s fun if you go with the flow,” said the other giggling, “Especially, the Closet!”

They walk away just as Sister Sam comes back.

I think about “The Closet” and remember the coat room back home. I remember it was where we hung our coats but some of the bad ones hid there and smoked or did drug deals and it was where I was first harassed.

I remember being pushed against the wall and guys telling me they would hang me on the rack and fuck me like a girl. One time, I remember being high in there, and a guy rubbing his crotch against me. I could feel his bulge and it made me wonder.

It is my first week. The first couple of days I go to school simply as my male self. A few of the “Gurls” tell me, I should wear a skirt, while a couple of guys tell me, they want to fuck me like a girl. They refer to my femme butt and boobs.

Sister Sam sees them and it’s detention for them. But they are not upset about it. It is time to go, so I hesitantly go into the coat room to get my jacket, when someone is hitting a joint. I am offered one and take a hit or two. I go back to my room, as we are housed there, and look at my bible. It is like “the skirt” is calling to me. I look in the mirror, being high, and with my long hair, I see my feminine side look back.

But she looked back at me with an almost evil expression.

I call my Dad. Sister Sam is with him and says she will speak to me. She comes by my room and we sit and have a drink and some weed. She is dressed seductively as she is with Dad. Her big nipples are showing.

“Your Dad understands that life is not always cut and dry,” she says, “It’s not simply black or white … or in other words … not just dark or light.”

I am high and now horny as she seems to be going a bit off “Off script”.

“One must have the other to survive,” Sister Samantha says, “Remember, out of the darkness comes light,” and then, “Keep our friends close, and enemies closer, especially in darkness. You must understand and accept it, to find our light!”

She walks me to my mirror and holds me.

“You are special,” she goes on, “You see things outside the box.”

She dresses me in the girls’ stuff complete with a training bra.

“Now, tell me. What do you see? Do you know anything about sex or lust?”

I try to hide it.

“Don’t worry. Your Daddy already knows,” she says

“Well, I was at a party once and a girl sucked me,” I answered. 

She looks at me funny,

“And, what else?”

“Um, the girl talked about how great sucking was,” I added, “And she talked me into sucking a guy there.”

“So was it good?”

I was too embarrassed to answer right away.

“Tomorrow, when you come to class, you will come as Serinity. You will wear exactly what I have put on you. And there are a few sexier things in your drawer I see.”

She then gives me a copy of the Satanic Bible.

“Keep your enemies closer,” she says and walks out.

Once, she is gone, I look again in the mirror. My reflection is that of a young girl. I noticed she left the joint. I take a hit and a drink and put on a feminine nightie. My small boobs feel warm, as I open that Satanic Bible. I lay back and begin to read.

It is morning and I awake. I still feel uneasy as I grab the things.

The Satanic Bible talks about indulgence, so I take a drink and hit the joint, as I go through my drawer. I can hear Sister Samantha’s voice in my head. She is telling me to wear exactly what she picked for me. There is a thong and a lift-up bra that lifts even my small boobs. I can see my nipples through my blouse. I giggle like a naughty schoolgirl.

As I walk down the hall I go past the detention room and see a few people in there. There are a couple of “Goths” in there. They are making out. They go in and out of this closet. There is smoke coming out.

I stop as if in a trance and stare into the room. One of the guys looks at me. He rubs his crotch as if to say he is going to have me. I walk into the coat room and whereat my locker, there’s a butt plug. I hit a joint and looked at the plug.

I rub it between my cheeks like someone else was there inside me. I slide my g-string aside and pop it in. I walk into class as Sister Samantha enters. She looks at me and smiles. My boobs are lifted and nipples show through my blouse. She walks over to me.

“Is this what I chose for you?” she asks,  “Just sit down,” she ordered.

As I sit I feel the plug and flinch.

“What’s wrong?” she asks, though I am sure she already knows.

“Go to detention. Now!”

There are a few collective “Ooh’s,” and “Ahh’s” in the class. And they are told to join me. One of the two “Gurls” from the other night whispers to me.

“Go with the flow.”

“Join me in the closet,” whispered one of the Goth girls.

The detention hall is kind of dark and gothic with symbols all around.

“You’re very sexy,” said the Goth girl and I feel I may get lucky.

We open the door and the smoke billows out as we walk inside. I cannot see as the Goth girl puts my hand on her wet pussy and hands me something.

“Take a hit, lover.”

I gag and then blow out thick smoke and feel weird. I feel an erection and as just as I began to worry about it, she drops down in front of me and pulls out my cock. She blows smoke on my erection and then begins to suck me off.

I feel the sensation building and then the biggest and strongest explosion as I ejaculate into her wet mouth. She doesn’t flinch. Instead, she just swallows every bit of my hot salty cum.

“What’s even better about the clouds is we can cum many times.”

She holds me climbs on me and kisses me. She’s in my arms and sliding up and down on me. My cock penetrates her. I am as hard as a rock.

“It’s my job to make you a man. Sister Sam will do the rest!”

I explode inside her.

We leave the closet as a couple of guys take the two gurls in. I am disheveled, so she puts my hair into pigtails. I started to realize how dark the room was. It’s almost evil. Just then, Sister Sam walks in and as she does, others emerge from the closet. The guys tell her they are ready as they stumble to their desks.

Sister Samantha walks up to me.

“Something is missing,” she says, “Now, bend over.”

She feels between my cheeks and pulls out the plug.

“That answers that,” she says as she bends me over her desk, “Seems you have chosen your side,” she adds, as she calls the two dressed gurls, “It’s time to learn. I hope you’re all horny?”

She has one walk up behind me and one in front.

“Slide your little gurl prick in her.”

I feel her cock penetrate me.

“Open your mouth,” she tells me.

The other gurl grabs me by the ponytails. The next thing I know I am being spit-roasted as Sister Samantha stands over me and begins to pray.

Her hand is on my back but not a usual prayer to God as it seems darker. And then, as the two gurls explode in my ass and mouth, I swallow, as to not get in trouble.

“It makes me happy to see that you did not miss a drop,” she says, “Now, you two, switch places.”

They switch ends and take me again. Though I am upset, I am also hot and very horny. They finish and she calls the two goth boys. She tells them to prep and they move me and take the stuff off the desk to reveal a pentagram.

“Have you been in the clouds?” she asked, “You know what to do.”

Sister Samantha grabs a glass pipe. I lay back down. This time on my back across the symbol.

“Your Daddy will be so proud.”

She blows the smoke on me as everyone gets close. One shoves her shecock down my throat, as the other shoves her cock up my ass.

“Growth hurts,” she says as I moan, “You must learn,”

She grabs my breasts. I can see out the corner of my eye, as she starts to rub her crotch. I watch, as it starts to bulge and then they explode. I gag and spit up as they fill me. I lay still, for a few seconds, as they switch places.

I see her huge bulge.

“That’s right baby, your Daddy is different, like you. But you must be disciplined before you get your reward,” she says as they pound again.

They finish. At this point, I have had four loads, in each end and I am literally worn out. I close my eyes and feel the room go even darker. They pour hot wax over am small breasts. They help me to sit upright and hand me the pipe. I take a hit, and then they help me lay back down.

Sister Sam slides me onto the altar as she pours more wax on my little breasts and then slightly whips and flogs my chest. Sister Sam then gets between my legs and begins to suck my stiff cock. The others gather around and hold hands together.

I cannot hold it as I explode and she swallows my semen.

I feel so weak.

“I only took a little of you,” she said as the others took me to “The room”.

We go into, what would be the coat room, but it is set up for torture. I am tied standing up fully spread as she enters. She has the pipe and makes me hit it and then the others as smoke fills the room. She calls out to open the door and it is like a different dimension.

“We are in their world now baby,” she says as she grabs a flogger, “Your Daddy has given you to us.”

Sister Sam flogs my butt. I feel cum starting to ooze slightly from my ass as she holds me and slides up and down between the mess.

“Has the lust has taken over yet?” she asked, “How does it feel to be feminine.”

She grabs and molests my breasts.

“Women have to put up with a lot, you know,” she added, “It’s hard.”

She then reaches down to grab my waist as the others slightly paddle my breasts. I swear I see dark, evil shadows floating around me.

“Kneel and worship,” she tells me, “You have both Bibles! Let me take you there,” she says as the others all bow and put their hands on my feet.

“Say that you are mine!” she commands, “and as “That you will I do whatever I say!”

With that, she shoves her cock up into me. Her cock is massive.

“Your Daddy loves it!”

She turns my head enough to kiss me.

“You will love it too!”

She pounds into me. After a bit she explodes deep inside me. I hear a door open and as she leaves I am taken down. They bring me out and lay me on a mattress that has been laid out and the room is even darker. I watch as Sister Sam and my Daddy come from the closet and the room is lit by candles.

I see them. My Daddy is fully erect. Sister Sam is going limp.

“Are you ready?” she asks my Daddy.

She sits on me and takes me into her. My Daddy stands over me and as she rides me — then he slides his cock in her mouth — the rest have gone and it is just us as she mentions the trinity and strength in it.

“You are the chosen one. We make the offering,” he says.

He grabs Sister Sam’s head and shoves my cock down her throat. She swallows as I explode inside her. I have given more than just semen though — it’s as if he was feeding her my very spirit.

He walks over to a sofa and sits back. Sister Samantha slides off me and gives me her hand. I take it and she walks me over to him.

“It is time to thank your Daddy for your gift,” she says as she guides me and I straddle him.

“Lube,” she simply says.

I squeeze the semen from my hole as it oozes down over Daddy’s erect cock.

“Yes, your a good girl,” she praises.

Sister Sam kisses me as I side down onto my Daddy’s thick cock.

“Now, you have a new family,” she states.

I ride my Daddy hard until he gives me my gift. I find myself going limp as he lays me down.

I open my eyes and am in my room get up and walk to the mirror. Three candles are melting there into one. A blue one. A red one. One for a man and one for a woman — and then there’s a black one. But what does it represent? I lean to look closer at my reflection. I feel the heat and it feels as if it is penetrating right into my soul as I see my new self. There is some Gothic make-up there. I start to apply and then go into my dresser grab the male clothing out and drop it in the trash.

Looking back into the mirror, I close my eyes and meditate for a minute.

There is a knock on the door. I call out as the door is not locked and in walks the High Priest. He has a bottle and a joint. He lays them down. We take a drink and a hit and he then pulls out the glass pipe.

“Are you ready to go into the clouds and see heaven?” he asks, ” I am sent to take you there.”

I drop to my knees as he holds the pipe in my mouth and lights it. I take a hit, blow out a cloud, and look up at him.

“Thy will be done,” I say, and it’s time.

THE END