Dear Diary Ch. 01

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My diary entry.
6k words
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7

Part 1 of the 4 part series

Updated 12/14/2023
Created 09/27/2022
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Author's note: All chapters in this series are one shot stories and all characters are 18 and above.

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On the 23rd September 2022 Friday, I woke up on my bed, naked as usual.

I did my housework earlier and took a nap. When I woke up at 6pm, Adrain, Kelvin, Timothy, Jimmy and Vincent were all in the living room. A little background on them, All of them were my former classmates but Timothy had always been a funny and cheerful man. Jimmy had always been professional but kind. And Adrain is just a mean jerk. Kelvin and Vincent were just there.

I said hi to my former classmates and had to kiss everyone of them.

Next, I had to take a shower as the guys watched me. Then, I had to walk back to the living room and dressed up in the clothes the guys had got for me.

Japanese sailor blue and white uniform, blue skirt, white knee high socks, brown shoes, and a butt plug.

The guys gave me a bag that looked like a school bag and made me carried it. I didn't know what was inside but it wasn't heavy.

The guys took me out of the house, across the streets, and went into one of the tuition centers.

I walked up the stairs as the guys walked behind me, looking up at my skirt. I didn't even bother to push my skirt down since they had seen me naked so many times before.

There was a loud cheer when I got up to the second floor. I jumped a little in shock and Adrain grabbed my arm.

I walked into the room full of my former class and school mates!! All of them were cheering, laughing, smiling and saying hi to me. Despite being scared, I had to force out a happy smile, greet the guys, and kissed each and every one of them.. There were 22 of them.

Next, the guys led me into a small classroom. There was a dildo on the chair in the middle. "Go sit on it and get ready for class, Q."

There were only 9 tables and chairs, I had to sit in the middle while the rest either sat around me or stood up against the walls.

"Ah!! Oh God..." I moaned as I lifted up my skirt and sat on my dildo.

The guys placed a slave collar around my neck with 2 short leashes at the front. My hands got handcuffed behind my back and I had to continue riding my dildo as the guys watched.

"The teachers are here!!" The guys said and I froze in my seat. The guys actually brought our former Math and PE teacher!!

Math teacher: Mr Eric Goh.

PE teacher: Mr James Tan.

I squirmed in fear as I saw the 2 of them walked in. The guys told me to calm down as the teachers already knew about me. In detail.

When the teachers smiled at me, I looked down and blushed in embarrassment.

"Stand up Q! Don't be rude! Greet the teachers properly!" The guys said. Normally the class would all stand up, but now it was only me.

I stood up and felt so embarrassed! So many eyes were staring at me as I bowed down and said "Good evening, Mr Goh. Good evening, Mr Tan."

"Good evening to you too! I'm proud to had been your teacher." Everyone laughed and the guys told me to sit back down on my dildo.

I kept on trying to insert the dildo back into my pussy and failing... The guys laughed and made fun of me, telling me that I was dancing.

Mr Goh came to me and placed his hands on my shoulders. "Calm down and don't panic. None of us are going to hurt you. Let me help you to sit down. Ah~ these clothes are in the way!"

Mr Goh started to unbutton my shirt and the guys started cheering.

Mr Tan came and unzipped my skirt. Soon, I was completely naked and still handcuffed behind my back.

The guys were taking photos of my naked body with their handphones, the clicking sounds made me hornier.

"Now boys, don't make this cute lady feel scared." Mr Goh said and the guys stopped taking photos of me. "Now, you can try to sit down again, now that you can see it clearly without your clothes."

"Yes, Mr Goh." I replied and sat on my dildo with Mr Tan guiding my butt.

The teachers went back to the front and the guys told me to continue fucking myself.

I was already naked and handcuffed behind my back, so I thought that riding my dildo would be fine. It wasn't.

Everyone stared at me, smiling at me, and I was riding my dildo and moaning out loud. It didn't felt fine at all! It was very humiliating!

Even as I felt embarrassed, humiliated and degraded, I still continued to fuck myself until I orgasmed!

Everyone clapped and cheered for me when I orgasmed.

Next, I had to continue riding my dildo as the teachers turned on their laptop and off the lights at the front. My naked video was showed to everyone!

My bathing video, my solo orgasm video, and my sex video.

"Don't worry, boys. I'll send the video to all of you later!" Mr Goh said and everyone cheered.

"Now I know, just watching the videos is boring. Now watch us as we, your former teachers, finally have sex with our little slut!!" Mr Goh said and the men cheered. He and Mr Tan started to put me into a kneeling position on the floor and on top of Mr Goh, facing away from him so that Mr Tan could use my mouth.

When I sat on my former teacher's dick, my humiliation slowly turned into pleasure. When another went inside my mouth, it turned into humiliation again until it's both humiliating and pleasuring.

As I fucked and got fucked, soon I found my mouth drooling and I'm about to orgasm. I moaned out loud when I orgasmed and tried my best not to scream because I didn't want to accidentally bite the dick that's inside my mouth.

After swallowing Mr Tan's cum, he pulled out, pulled my hair up, turned me around, back onto my knees and I had to suck on Mr Goh's dick until he came inside my mouth.

The men decided to give me a little break but I was still handcuffed behind my back as I sat on the chair. Adrain came and asked if I wanted some water, I nodded my head and said "Yes Sir. Thanks."

Adrain pulled my hair towards him and said, "Not here. Get outside and I'll feed it to you."

I followed Adrain as he pulled my hair outside to the corridors where he slowly fed me a few sips of the plastic water bottle as I stood naked in public.

Next, Adrain poured the water over my head and I shook my body in surprise. I felt like a drenched kitten as I walked back to the tuition home. The men laughed at me when Adrain said "Let's again welcome in our wet slut!!"

I was shaking due to the cold air conditioning and Adrain told everyone that I needed some warming up of my body.

The men had their hands all over me and there was nothing I could do. I orgasmed again as I squirmed and moaned.

"Alright break is over!" Adrain said and brought me to another room. I saw something that I didn't know what it was. It looked like a table that's upside down.

Adrain removed my handcuffs, while Mr Goh and Mr Tan told me exactly how to 'sit' on it. With my knees bent and legs spread open, wrists locked at the poles like an arm rest, and my collar got hooked to the pole behind my head. I realized what I was sitting on.

It's a chair used to lock slaves like me for sex.

"Alright boys, there're a lot of you that wants to fuck Q. So let's do it this way. Anyone that had sex with Q before, step back first. Let the ones that haven't done it, do it first!!" Adrain said.

Q is my nickname, short for Qin Hua.

A lot of guys took steps back until only 5 guys were in front of me.

To be honest, at that time I didn't recognize those 5 guys. Adrain explained to me that 3 of them were seniors and 2 of them juniors. I'm 22 years old, and they're 21 and 23.

"Now Q.." Mr Goh said. "You will have sex with these 5 first. Don't worry, there're more coming!" Mr Goh and Mr Tan came and kissed me before leaving the classroom.

The guys happily fucked me, used me, and humiliated me non stop as I orgasmed again and again. After coming inside, they pulled out and another came in. The Sex only lasted for half an hour but it was very intense!

There was a line queuing up to have sex with me.

The men kept on coming in to fuck me and I felt like a piece of meat without any dignity or respect.

After around 6 or 7 dicks, I got water poured all over my face and I screamed because I got scared. I thought I was drowning... "Who said you can sleep? Open your fucking eyes!" Adrain said.

"Yes Sir..." I replied as the men laughed and continued to fuck me.

On the 9th dick, a plump nerdy man came to me and said, "Don't know if you recognize me, Q, but I confessed to you before and you rejected me. Now you're just a fucking toy for me! Hahahahaha!!" The man said and fucked my pussy while slapping my face!

"Careful not to damage her beautiful face! No punches or kicks to her face, only slaps. But anywhere else is fine!" Adrain said.

"You can punch and kick her stomach if you want! Hahaha!" Adrain said and left for a smoke.

I started to cry from all the slapping as I orgasmed twice before he came.

On my 17th dick, it was Adam. My former class monitor. All I could remember was he had a small dick. I was a little annoying since I had to continue to moan as if I'm feeling it.

On the 22nd dick, It was Adrain. He did his thing where he fucked me and gave a smirk like a jerk. Bad boys and I went a long way back.

After all the fucks, I was given some rest for about 2 hours in that same opened and bondage position.

I woke up shaking when cold water came all over my body. I was handcuffed behind my back and lying naked on the floor as the heavy rain washed my body full of cum and sweat.

I drank some rain water and even peed as I laid down on the wet ground.

At 3am, 2 of my friends came and carried me back up the stairs and into the tuition home. I was let down and made to stand on a towel. Mr Goh came forward and announced that I've fucked everyone. The guys cheered and I wanted to go back home and rest.

My reward for having sex with 24 men was to bring everyone to my home for a party. But the guys discussed that me being the only girl wasn't enough, so they told me to get some of my girlfriends over too.

My first thought was Angie. Because I know she's more of a slut than me.

25 men including Master, with 5 Sluts. 5 men per slut. That was the plan.

The guys took my phone from my bag and saw my 'girlfriends' folder. They looked at the photos and chose the girls that they loved to see naked. Then I had to call them individually and invited them over for a party at my house with my former classmates. Most of them agreed, even at 3 plus in the morning, only 1 rejected as she had an appointment with her Master.

My pussy got wet again when I saw the guys acting like wolves, choosing their prey and had me invite my girlfriends over just so they could be eaten. It was a feast.

"Alright, let's go to your home." Mr Goh said as he rubbed my butt.

When I walked back down the stairs, I stopped at the entrance. "Wait... I need my clothes first.." I said.

My butt got spanked by the guys and they told me to get back home like this! The guys kept on spanking my butt and telling me to get outside as I'm naked and handcuffed behind my back.

Even though I only had to cross a few roads to get to my home, it was still the public! There was even a prata shop, a coffeeshop and a 24 hour medical clinic nearby!

Mr Goh came in front of me and patted my head, "Q.. You know we will never force you to do anything you didn't want to do. You can stay here if you want. We have your keys."

"N-No.. Wait! I'll... I will do it...." I said.

As if I would be staying in public all alone, naked and handcuffed.

I closed my eyes and walked out of the tuition center. It was raining heavily and the guys had umbrellas. As usual, I wasn't offered any comfort. I wasn't given any shelter and I had to walk naked in the rain.

Mr Goh and Mr Tan held onto my short leashes while Adrain held onto my usual leash. Everyone had umbrellas over their heads except for me.

I could barely opened my eyes as I walked in the heavy rain. I just looked down as the men guided me, praying that I wouldn't be caught by anyone else.

When I finally got to the old bus stop near my house, I managed to breathe easier. The guys continued to rub my butt, groped my boobs and stroked my pussy as I stood naked in all of my glory.

"Hey babe! What's up!" A woman said and I looked up. It was Doreen with her 2 male friends.

"Hi Doreen. I'm just trying to get back home..." I said as the guys continued to play with my body.

"Looks like you're having fun in the rain. I just got here and brought 2 of my friends with me." Doreen said.

"Friends huh..." I said as I saw the 2 of Doreen's friends rubbing her butt and her shoulders.

Doreen had her office clothing on with a blazer. "Did they fuck you already?" I asked.

Doreen laughed and said "Of course they did, babe. What about you? Have you fucked all of these lovely gentlemen?"

"Yeah babe. Just moments ago..." I said.

"Well I hope they still got some juice left in them, I love getting some juice!" Doreen said and both of us laughed.

It felt great not to be the only woman that's meant to be used by men.

All of us walked to my lift lobby and the guys took turns getting up to my corridor. Doreen and I had to walk up the stairs. I watched how dominant Doreen was when she gave her hand out to stop the guys from following us.

"Back off boys. I need some time alone with Q. If not you can forget about having fun with us!" Doreen said.

The guys backed off and I walked up the stairs with Doreen. "How did you do that?" I asked.

"Oh that's easy, babe. As long as you have sex with the guys at the end, you can basically tell them what to do. Just remember not to fuck them first." Doreen said.

"But I've already had Sex with all of them.... other than your friends I mean." I said.

"Then you're screwed! Haha pun intended! Don't worry babe. Just give me a wink if you need help. I'm here with you today!" Doreen said. Reassuring me.

"Thanks Doreen. You're always here to help me. I feel useless and I wish I can help you in some way." I said.

"Well... You can always come work for me! You do know I'm the fucking boss of my company, right?" Doreen said.

"I know but, wait... Then these friends of yours...." I said.

"Yup! They are my subordinates! Go fuck them before you think about whether you want to work for me.. I won't give you much to do, just naked at work, having Sex all the time, and delivering coffee to the guys." Doreen said as if it was easy.

"I guess I'll have to fuck them first..." I said.

"Yeah babe. Just flirt a little and get them to fuck you. Then you can think about it and discuss with your Master." Doreen said.

I thought about how I could flirt and saw the guys smoking. "Hey boys! You ready for some fun?" Doreen said to my former classmates and they seemed to love what Doreen said more than having sex with me. Doreen was still clothed while I'm completely naked!

'I need to learn how to flirt and seduce men..' I thought to myself.

I walked to the corridor and saw Qian, my girlfriend, kissing with my classmate. The men were watching close by and started to expose her boobs and pussy as she kissed Adrain!

Qian's bare boobs was exposed and massaged as her dress was completely lifted up and exposed her naked body! It was tugged in and it exposed her wet pussy, bare butt and bare boobs!

I knew Qian was a flirty little slut and an 'Ah Lian'. The term is used to describe a woman in Singapore that has a gang or just plain rude and arrogant bitch.

Although I'm completely naked, I still couldn't get used to the fact that my girlfriend was exposed to so many men!

"Hi Qian!" I said in a loud voice after walking up to her.

"Hi to you too, sexy!" Qian said and after looking at me, she said, "Sorry, I meant naked slut! Hahaha! Mmmm... You're a good kisser!" I felt a little disgusted but relived when I saw my girlfriend enjoyed kissing Adrain.

Mr Goh went ahead of me and massaged Qian's boobs a little before unlocking my door. "All of you, get into Q's home before someone calls the police!"

Us girls had to wait outside as usual as the men went into my home.

XinXian and Angie came as the 3 of us waited outside my home. We greeted each other as sisters and shared kisses with each other.

"So this party of yours, how many men in total?" XinXian asked. She was the most conservative and shy among us but we still considered her as the same as us. A slut.

"Who the fuck cares? Just enjoy ourselves Sluts!! Wooo!!" Angie said and I told her to keep quiet or the neighbors might hear us!

My house door got opened and my Master said, "Come in my Sluts!"

I bowed a little and said "Yes Master" before I walked in. But my girlfriends got stopped by Master. "Sorry, house rules. All women must be naked before entering!"

Angie replied, "Isn't it better if we take off our clothes in front of the guys?"

Doreen said, "Yeah exactly, Q's Master... Let us perform for you guys!"

Qian and XinXian were silent.

"You've made your point. Come on in then. But if any of you Sluts refuses to get naked, I will tear your clothes away and fucking burn them!" Master said and walked to the living room.

"Oh sweetie. Your Master is such a jerk!" Angie whispered to me.

"Yeah! I would love to teach him a thing or two about manners." Doreen said in her usual voice, not whispering at all.

"Alright stop it." XinXian said. "We will get Q into trouble."

All of us Sluts walked to my living room.

The guys cheered as we walked in. I was completely naked and handcuffed behind my back and I had to kneel at the side.

My girlfriends said hi to the guys again, and they said hi back excitedly.

Adrain stood up and said, "Now, before we begin, why don't you lovey girls introduce yourselves!"

The men cheered at Adrain's suggestion and he said, "Let's start with the youngest first, okay?"

My girlfriends followed Adrain back to the balcony, asked them for their age and lined them up.

Once the girls were ready, Adrain went back to the men and said, "Alright guys! Let's welcome our first girl!"

Qian walked in with her oversized shirt and mini shorts. No one, not even me kneeling on the floor could see her shorts. It was covered by her shirt.

Adrain said, "Start with name, age, cup size and number of sexual partners!"

Qian put her hands on her waist and said, "Yeah okay, whatever. My name is Qian, 19 years old, B cup, and the number is 3"

The men clapped their hands but Adrain interrupted them. "Alright that's enough. Now it's time for Qian to get naked!!"

I saw Qian biting her lips as the men cheered and chanted, "Take it off! Take it off! Take it off!"

Qian started with her oversized shirt. Flipping it over her head quickly and exposed her pink bra.

"Next will be your shorts!" Adrain said.

"Okay fine! But don't rush me!" Qian said. She looked angry but I could tell that she was shy as the men stared at her.

Qian unbuttoned her shorts and slide it down, revealing her pink panties. "Woah!" The men said.

"Your bra is next!" Adrain said. Qian didn't reply. Her hands went behind her back to unhook her bra. After removing her bra, she threw it to Adrain, which he happily accepted.

Finally, Qian slide her panties down and stood naked in front of everyone. Adrain took her panties and smelt her panties right in front of her. Qian just looked down.

Next, Adrain instructed Qian to sit on the floor and remove her shoes and socks. The men stared at Qian's legs and pussy as she removed her shoes and socks.

Adrain came and threw her shoes away before ordering her, "Crawl to Q now and kneel beside her."

Qian crawled and knelt beside me without saying a word.

"Alright, next girl!" Adrain said. XinXian walked to where the men were and said "H-Hi...."

"Same thing, Name, age, cup size and number of sexual partners." Adrain said.

"H-Hi... I'm XinXian, also known as Xian. Age is 21.. C-Cup size... B....." Xian said.

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