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He was in his uniform and had his violin with him. Along we all the other new students. Then before anyone other female student came out the raven haired woman appeared first.

She slowly walked looking at every boy in the line. Then paused when she stood before Y/n. He could tell that she was the one. The way she walked, the cold and constant stare.

"Play something for me." She ordered Y/n. He got so nervous, more nervous than he had ever been. He decided to close his eyes, calmed his breathing. Then he played one of his favorite pieces. Somber and a bit haunting. He kept his eyes closed, losing himself to the music he was playing.

He couldn't see her face.. not that there was anything to read off of it if he was looking at her.

"Stop." The next command came. Y/n stopped moving. He slowly opened his eyes again.

"Name." Her voice remained direct and cold. But his felt something else inside of his body.

"I am Y/n Y/L/n. Nice to-" "I am Wednesday Addams. You are now my slave. Now Follow." She spoke fast and already turned around and walked away. Y/n was a bit stunned and didn't move right away.

Wednesday paused turning her head half-way. "I gave you a command, Slave. Do not make me repeat it."

"S.sorry Miss Addams." Y/n quickly apologized and quickly moved after her.

That was the moment their 'relationship' began. He got picked by the one woman all the rumors warned him about. But it wasn't like he was in a position to choose. He was a man. And men get claimed by woman. It was the way the world worked and Nevermore, special as it was, was no different. He knew coming in someone would own him.

That first day was quite intense. He followed her up to her quarters. He was made to strip, his cock was immediately put into a small, steel chastity cage. Wednesday explained the rules. She had absolute control of his pleasure, his orgasm. He was to obey her without question. Mistakes would be correct, disobedience would be punished.

Y/n kinda liked the directness. With the introduction complete, he was allowed to get dressed again and settle into his quarters. Wednesday had already acquired his phone number and texted him a few commands for tomorrow.

He soon realized he was not her only slave. She owned several more beside himself.

The next few weeks, or months really, were quite rough for Y/n. He had no experience in being a slave or being locked and denied for so long. Wednesday was a strict. His inexperience got him into to trouble plenty of times. His ass was spanked a lot, his balls suffered plenty as well.

But when he got things right he was rewarded. Not with orgasms. He learned that earning one of those would be near impossible. But she did reward him with pleasure. Lots of tease and denial. Lots of precum leaking from his cock... but always locked, always denied that sweet release.

The pattern continued, classes, servitude, punishment or praise. Wednesday remained strict, but she was also very honest in her own way. She always told him what he did wrong and how he should improve himself. And over time everything suddenly clicked into place for him.

Punishments for mistakes became rarer and rarer and he found himself spending more and more time with her. It felt like she enjoyed having him around. He became a closer part of her friend group. Enid Sinclair and fellow new student Agnes DeMille.

He had found the balance in his life. Where he had struggled to find the balance between serving Wednesday, his classes and his music he was now in full control of himself. His grades improved, his had found his joy in music again. He even got to play alongside Wednesday in a large school performance. It was probably the best performance he ever had.

He was fully in sync with his Goddess; Wednesday Addams. After the performance she approached him.

"Your performance was beyond excellent, Y/n. Well done." She praised him, although her voice was as bland and stoic as always. But, much like Enid Sinclair and Agnes, he felt able to see through that calm exterior and felt the warmth in her words.

"It's all thank you, Mistress. Your training has made me a better man." Y/n told her. He could swear he saw something a smirk.. if only for a split second.

"Do not sell yourself short, Y/n. You have become the best slave I have through your own hard work." Wednesday fired back. Y/n couldn't help but smile, feeling his caged erection throb in excitement. Hearing her praise was a pleasure all of its own.

"Wow.. Wednesday, Y/n! You two were amazing!" Enid chimed in. "Wednesday.. you are still coming to the after party, right?"

"Sorry Enid. But I'm afraid I have to change my plans for this evening." Wednesday replied.

"Oh c'mon.. why you always do this to me?" Enid whined.

"I apologize. But I need some time alone with Y/n. If all goes well, I might join the party later."

Y/n gasped and felt a little shudder. Enid just smirked, turned to Y/n and winked.

"Fine..." She fake pouted. "Have fun, you two." She teased them before going her own way. When another slave approached Wednesday she gave them the night off. Then, much to Y/n's surprise, she took his head and lead him away.

That night would be a special one. She took him to her room and for the first time since coming to Nevermore, since becoming her slave. She took of his cage, teased and edged his cock and then finally made him cum for the first time.

Then, as promised, they ended up back at the party. His cock was locked up again but she took him to the dance floor and danced with him.

Sasha Grey. There was a contest to write a scenario for a shoot and yours was picked. You were a little surprised she texted you directly where to meet and at what time.

You were a bit excited to meet to have a meet and greet. She was beautiful and her scenes were always hot as fuck. Your dick went wild as you daydreamed your favorite scene in your head.

"Hey, you Y/n?" A familiar voice snapped you back. It was her. You jumped off the stool. She was looking so sexy as always.

"Sasha!?" Hi... Hello." You replied nervously. Sasha just smirked as sat down and sat back down as well.

"You are so much cuter than I imagined." She noted immediately. A rush shot down your spine.

"T.thank you." You managed to stammer.

"So... About your idea for a shoot. It was truly one of a kind." Sasha started talking.

"Really?" You said in genuine surprise. Sasha was amused by your earnest response.

"Every other entry all had some version of wanting to fuck me. But not you... You wrote a surprisingly wholesome cuckold scene."

You shivered a little. "y.yeah. I'm a sucked for wholesome content. That's why I like your stuff so much. Some of its a bit extreme for my taste, but you always.. look like you a truly enjoying yourself." You explain. Sasha nodded in agreement.

"So... Are you wearing a chastity cage like, right now?" She then asked point blank.

You sheepishly nodded.

"Damn... I like that, okay, let's go." She already took your hand and led you away.

Everything after that happened so freaking fast you couldn't really think about it. She took you somewhere out of the way, a small little studio dressed up like a bedroom, you noticed a black guy already there getting himself 'ready'.

Sasha then took you into a small separate room where she undressed, your heart started racing. Then it stopped when she started taking your clothes off.

Once you were naked, Sasha sensed your nervousness. She gentle caressed your features and then eventually cupped your caged cock.

"You are so fucking cute." She said with a low purr. You felt a wave of warmth spread through your body. Then a crew member walked in.

"We are all ready to go Sasha." He told her, she nodded and turned to face. She stepped closer and kissed you. That warmth flooded in again.

"Just be yourself. Be my good boy.. My little chaste slut who wants to see me get wrecked by a big black cock." She teased, whilst she was still rubbing and fondling my cock and balls.

She then nodded to the crew and a few seconds later someone shouted action. Sasha started walking leading you into the bedroom set. What followed was the hottest thing you'd seen and done. She started by making out with you calling you her sweet, chaste cuckold.

Then she got on the bed with her 'Bull'. It didn't long after that for you to forget the camera's were there. You were enthralled, throbbing and leaking like mad. You had never been so turned on watching Sasha fuck.

You saw everything so beautifully, the sounds, the smells. It drove your crazy with desire. Sasha kept you involved, you held her hand. She looked at you, smiling was her Bull was pounding her pussy hard and deep.

She kept telling you how good his cock feels, how grateful she was that you were such a good boy for her. It made you feel like it was real. And by the end your body was beyond filled up with pleasure that had nowhere to go except leaking tears of precum.

For the finally, after her Bull filled up her pussy she pulled you in and made you eat her out. You'd never done anything like that. But Sasha guided you with her hands and her voice.

As you tasted her pussy and swallowed another man's cum you realized living your fantasy and it felt even better than you imagined.

After the shoot and after you cleaned up you hung out with Sasha for the rest of the day and even had dinner with her. She even surprised when she invited you to her hotel where you first worshipped her some more and eventually, you handed her a key to your cage.

She unlocked you, teased you, edged you, denied you an orgasm again and again and then finally.. she took your virginity. You didn't last long but none of that matter. It was the most incredible day of your life and you went to sleep in the same bed as her, her ass pressed against your caged cock.

She kept the key you gave her. Then a day or so later she texted you. Asking you if you got home safe... and then she asked if you were willing to do more cuckold shoots with her.

She then said that if you agreed, she was going to need the other key too and you could stay with her, officially working as her personal assistant. But you'd be her personal chaste submissive.

So...