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The Start of Something Sexy	By : Gold4sun Category: G through L > High School Musical Views: 545 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: I do not own High School Musical or any of the characters from it. I do not make any money from writing this story.

Chapter List
- 1-The Start of Something Sexy
- 1
The Start of Something Sexy
Troy Bolton and Gabriella Montez looked into the night sky from the ski lodge they were both staying at during Christmas vacation. Troy turned to look at her, she looked so pretty, he felt like kissing her, but he didn’t know what to talk to her about. Gabriella glanced over at him too. She seemed really shy.
“Ten. Nine. Eight. Seven. Six. Five. Four. Three. Two. One. Happy New Year!” people shouted from inside, fireworks exploded overhead in the colors of red and yellow. Troy knew it was now or never, he leaded over and Gabriella went forward too, and even if they just met minutes before, they kissed each other. This was Troy’s first kiss and it was Gabriella’s first kiss too.
Once they pulled away, Troy spoke “I’m sorry. I should have asked you first”
“You don’t have to apologize Troy” said Gabriella “I kissed you too”
“It’s just that I never did something like that before” he told her. Troy was still a virgin, heck he never even had a girlfriend. He didn’t have time for a girlfriend because basketball kept him really busy, while his best friend Chad was a sex machine. Chad claimed that he slept with half the girls at East High, but Troy doubted that it was true.
The closest Troy ever got to getting laid was when he would masturbate in the shower at home. He would start the warm water and let it fall over his body. Then he would wrap his hand over his cock and start stroking. He wasn’t interested in many girls at school. Sharpay Evans was cute, but a total bitch. Usually when Troy would stroke himself he would think about Sharpay giving him some serious head. He would usually climax on the shower wall and would feel really good afterwards.
“I think I should go wish my mom a happy new year” Gabriella suddenly said
“I just want you to know…” started Troy. Gabriella stopped and looked at him. Troy got a little red in the face and scratched the back of his neck “that singing with you was the most fun that I had on this vacation”
Gabriella arched an eyebrow “Really?”
“Yeah, hitting the slopes and playing basketball with my dad is fun too, but it was different and I hope we can be really good friends” Troy added
Gabriella looked from side to side to see if anyone was watching them. She leaned closer to Troy; her voice was a whisper “Do you want to have even more fun tonight?”
Troy didn’t know what she was talking about. Did she want to sing another song with him? Maybe she wanted to dance with him at the party? Whatever it was, Troy was totally down for having fun with this pretty girl.
“Yeah! Sure!” said Troy, he was really excited
“Great, come with me” said Gabriella, she took hold of his hand and pulled him away and also pulled him away from the party. Gabriella didn’t say a work as Troy followed her through the halls of the hotel, her hand was really soft. Finally they reached her door, Gabriella checked down the hall before she opened the door and took Troy inside.
“Is this your room?” Troy asked
“Naturally” she answered with a cute smile on her face
“What if your parents come back?” Troy asked
“It’s only my mom” said Gabriella “And she won’t come back. My mother is a huge slut, she is going to pick-up a guy at the adult’s party and go to his room with him to have sex. She never brings a guy to our room because she is scared that if the guy see’s me, her hot teen daughter, he’ll dump her to hop in bed with me. She told me that herself”
“How are you sure that she’ll find someone?” Troy asked her
“If you saw the tiny dress she was wearing when she left for the party, then you would know. Anyways when my mother wants something like cock, she gets it” said Gabriella, she pulled Troy closer to her and looked into his eyes. “I always wanted to have this kind of fun on New Year’s Day…my mother told me that the first thing you do on New Year’s Day sets the tone for your entire year and I want this year to be the best year ever!”
“Me too” smiled Troy
“Then are we going to have some fun?” she asked
“Of course” said Troy, he leaned down and kissed her lips. Gabriella kissed him back and pushed her tongue into his mouth. Troy opened his eyes wide, what did he get himself into? This pretty and cute girl knew what she wanted and she had more experience than Troy which was easy since Troy had none. He really liked Gabriella, but he didn’t want to look like a loser with her. He kissed her back with force. His hands went for her green shirt and he pulled it off over her head, she wore a black bra, Troy got hard right away. Black bras turned him on and he would search them on the internet all the time, sometimes when he masturbated to Sharpay giving him some head, he would picture her dressed in only a black bra and thong.
Troy couldn’t stop looking at her boobs trapped behind that black bra. Gabriella smiled “Take a picture, it will last longer”
“Are you serious?” Troy asked
“Totally”
Troy fished out his cell phone from his pocket and flipped it open. He aimed the screen at Gabriella and her almost freed tits and snapped a shot. He wanted to make sure he got both her boobs and her pretty face in the picture. He would never show this to Chad, he might show it to Sharpay because then maybe she would e-mail him a similar picture.
“Gabriella this is so hot!” he told her as he looked at the picture on his phone.
“Don’t look at it on your phone” she said “The real thing is right in front of you”
Troy closed his phone and slipped it back into his pocket. He didn’t want to lose the valuable picture of Gabriella half-naked that was saved on it, he would be masturbating to that before he returned to school in a week.
“Can I take it off?” he asked her. Gabriella nodded her head. Troy placed his hands on the back strap and unhooked it, he was glad it went so well since it was the first time he was removing a bra from a girl. Gabriella let the bra slide down her shoulders. It fell to the floor, Troy just looked at her full boobs, he saw boobs on the internet before and in magazines usually that Chad brought to school. But these were in the flesh. His hands went for them, he groped them in his hands, they felt so soft and good. Troy closed his eyes and moaned as he touched her. Gabriella also started to moan as Troy’s hands made her feel good.
“I have a confess” said Troy “This is the first time I am doing any of this…I really like you Gabriella and I didn’t want you to think that I’m a loser”
Gabriella laughed “It’s okay Troy. I feel the same way. I know I’m the one that invited you up here and told you I wanted to do this on New Year’s Day, but the truth is…I never did any of this before. I only heard stories from my mother’s wild nights out”
Troy breathed out “That makes me feel a lot better”
“Me too” Gabriella said with a smile
As Troy’s hands continued to play with Gabriella’s chest, their lips found each other again. This time Troy took charge and pushed his tongue into her mouth. His tongue explored all of Gabriella’s mouth, her tongue, her gums and her teeth. It made them both feel hot and breathless.
“Do that to my boobs!” shouted Gabriella
“Okay” answered Troy. Gabriella sat on the bed in her hotel room. Troy removed his jacket and tossed it onto the nearby chair, he got on the bed with her. Gabriella pushed her chest out which made her boobs look even bigger. Troy really wanted to take another picture, but he wanted to taste them even more. He brought his lips down to her nipples and took one in his mouth and sucked on it. He rolled his tongue over her nipple and flicked it quickly over it.
Gabriella had a finger in her mouth “Yes, Troy! Yes Troy!” she moaned. Troy loved hearing her say his name when he did things like this to her. He finished his work on one of her boobs and moved over to her other one that looked just as tasty as the first. He sucked and licked it to make it wet with his drool and Gabriella moaned again and again as he worked on her hot teen body “Yes Troy! Yes Troy!”
When Troy pulled away from her, he kissed her lips. Both of Gabriella’s boobs were wet from Troy’s treatment. “I have an idea” he smiled at her. Troy unbuttoned and unzipped his jeans and pulled them off with his boxers. His cock was long and erect. Gabriella looked at it with wide eyes, she knew how a penis looked at from books and from “research” on the computer, but she never saw one in real life before.
“WOW!” she shouted a little too loud. If anyone was in the room next door, they surely heard her. Her hand automatically wrapped around it and started to stroke him. Troy rested his head on the pillow and looked at Gabriella who was lying down stroking him with her head close to his cock.
“That feels good” said Troy, he was used to this as he did it to himself in the shower. It was hotter having Gabriella do it to him.
“It feels so humid” said Gabriella, she stopped stroking him and looked at her hand that she used on his cock. Then Gabriella licked the palm of her hand, all the way up to her fingers. Then her hand returned to his cock, stroking him up and down. “Do you like this Troy?”
“I do…but when I pulled my pants down, I had something else in mind” he confessed
Gabriella was in the middle of stroking him and stopped suddenly “What was it?”
“I was thinking…that you could use your boobs…on my cock?” he said to her, unsure if Gabriella would be down for that.
But tonight, Gabriella was wild and she wanted to try new things. Things she heard that her mother did with the men she hooked up with, one of those men Gabriella knew was her father, but even her mother didn’t know which man got her pregnant with Gabriella in the first place. She was ready to try anything that Troy wanted to try.
“Alright”
Troy couldn’t believe how lucky he got.
Gabriella shifted on the bed, she was right in front of Troy and inched her tits closer to his hard dick. Troy pulled up his shirt and used two of his fingers to steady his cock and insisted it between Gabriella’s two mountains. Gabriella started to move her upper body up and down, so her tits stroked Troy’s penis. It felt a little good for her, feeling the thickness of his manhood between her boobs, it felt a lot better for Troy who felt the softness of her jugs all around his cock. Gabriella kissed near his navel and occasion licked his stomach when she came down on him.
“Oh my gosh!” moaned Troy “Gabriella…”
Gabriella had no clue what was going on. Troy with his hours of self-masturbation knew exactly what time it was. He slipped out from under her and stood on the bed. Gabriella rose to her knees. Troy took his cock in his hand and stroked himself, he was really close now.
“Ahhhhh!” he moaned as he came. His cum spewed out of his cock. He was aiming at her tits and his semen landed over Gabriella’s boobs with little effort. Several strands of cum emerged from his penis, some landed on one of her boobs and the rest landed on the other. Gabriella seemed pleased.
“Is this your…sperm?” she asked him
“It is” said Troy out of breath “That was great Gabriella”
Gabriella used her fingers to collect his sperm from her boobies and placed said fingers in her mouth to swallow his cum. Troy found it was hot and Gabriella found that he tasted quite good. Her mother always told her to not waste good cum.
Troy hopped off the bed “I think I better get back to my room or my parents might start to worry” he told her
“Wait, Troy” said Gabriella, she too got off the bed. She pulled up her black pants and hugged him, she could feel his hard-on against her covered leg. Slowly she unbuttoned the buttons on his fancy shirt. Troy didn’t stop her and Gabriella let it fall from his shoulders. Troy was completely naked in front of a girl that he just met.
Gabriella took her phone out and aimed it at Troy, she made sure to get not only his pretty face in the shot but also his abs and impressive cock. She snapped a picture; she had a feeling she might be using her fingers to this picture really soon.
“Got what you wanted?” he asked her
“Yes, but there is one more thing that I wanted to try tonight” she said with a smile
Troy checked the time, he had to leave first thing in the morning, but he could sleep on the way home. This was more important. His parents must be sleeping by now “Alright, I guess I can stay a little longer”
“Yay!” cheered Gabriella. She kissed him, her lips trailed down his jaw and to his neck. She started to kiss his muscular chest which she guessed he got from playing basketball and working out. Her lips and tongue kissed and licked him as Gabriella slowly fell to her knees. She kissed right above his penis and then Gabriella planted a kiss right on Troy Bolton’s cock.
“Gabriella…are you going to…give me a blowjob?” Troy asked
Gabriella didn’t say a word. She looked up at Troy with mischief in her eyes and slowly nodded her head.
“Are you sure?” he asked, it was his dream come true. It was almost too good to come true.
“Yes” was the only word she said before she opened her mouth wide and took his cock inside of her tight and wet mouth.
“Shit Gabriella!” shouted Troy as he felt her tongue on his cock. He shut his eyes tight as the pleasure wrapped around his body. The people next door must know what Troy and Gabriella were doing. He was glad this wasn’t his room and that he was leaving tomorrow.
“Mmm mmm mmm” moaned Gabriella as she sucked his cock. Her eyes were shut as well, she slowly moved her mouth back and forth along his manhood, taking every inch of Troy deep in her mouth. One of her hands cradled his balls while the other one held onto his leg for support. Troy grabbed a handful of her black hair and moaned every time all of him was down her throat.
“Oh my gosh…this feels great” he moaned as he rotated his head around as Gabriella sucked him off. He always thought the first girl to give him head would be Sharpay since she was desperate for love, especially from Troy. He wanted to use that to his advantaged this semester, until he met and fell for Gabriella. He was even willing to go long distance with her that was how much he cared about her and how good she was in bed, at least what they did together. When they started getting hot, Troy knew they couldn’t go all the way. Gabriella admitted it was her first time, so she wasn’t on birth control and they both didn’t have condoms. He didn’t want to risk getting her pregnant. Troy’s father had big dreams for his son and had the sex talk with Troy more than once. Troy couldn’t let down his dad just for one night of fun.
Gabriella took him so deep down her throat Troy couldn’t believe how good her mouth felt around him. He didn’t need to enter her pussy if her mouth was this good, at least until he got a box of condoms. Naturally he wanted to do her and make her feel good too. Gabriella was also enjoying sucking Troy; she knew she couldn’t get pregnant this way. Her mother told Gabriella everything about her sex life, so Gabriella knew she had to be responsible when it came to sex, otherwise she might be a single parent like her mother was. Gabriella loved school and she didn’t want to drop off because some guy knocked her up.
Troy didn’t know how much longer he would be able to last. His cock was wet with Gabriella’s drool and felt amazing, he wanted the moment to last forever. Her hand touching his balls delivered a nice amount of pleasure to his body as well. Gabriella moaned and gagged on his manhood and that sounded so hot to his ears, and almost made him cum.
Gabriella moved her head back and forth along the cock that filled her mouth. Troy was amazing, his cock was amazing and hard, his balls were slightly hairy and heavy. He was like the perfect boyfriend. She wished she could suck him all day, she never wanted to take his cock out of her mouth. If they went to the same school, she could pull down his pants during lunch and have a second meal as long as he came in her throat and not on her face then everything would be fine. It would be so hot to give her “boyfriend” a blowjob in school during school hours, it would be such a rush.
“Gabby…I’m…close…” panted Troy
Gabriella took his cock out of her mouth, she stroked him with her hand that was touching his balls before, she looked up at Troy with wide and cute puppy dog eyes “No, hold on longer”
“That…is…impossible…” he panted
“Then cum on my face” said Gabriella
“You’re so fucking hot” moaned Troy, her hand left his cock, replaced by his hand. Troy stroked himself quickly as Gabriella stuck her tongue out of her mouth and waited for him to cover her face with his jizz. Troy moaned as he stroked himself as he thought of finally seeing her pussy the next time they would see each other. He shot his head back as he climaxed for the second time this early morning, January 1^st was a good morning for Mr. Bolton.
One strand of his cum hit Gabriella straight in the forehead, slowly the blob of cum slipped down her left eye and passed right next to her nose. Another shot landed on her right cheek and his third shot went right into her mouth. Gabriella closed her mouth and swallowed, then used her fingers to collect the rest of Troy’s cum, swallowing every last drop that she could find. Finally when he was off his sex high, Troy released the grip he had on her black hair.
They both took a minute to recover from what they shared together. Troy offered Gabriella a hand and she took it and rose to her feet. Gabriella pulled up her tight black pants again and Troy was sure that he saw the straps of a thong hidden underneath.
Gabriella sat topless on the bed while Troy got dressed and made sure he had his precious cell phone with the photo of Gabriella in her black bra. Once everything was done, he sat down next to her. They shared another kiss and he groped her slightly damp boobs one final time.
“I really like you Gabriella” he told her
“I like you a lot too Troy” she said, a moment ago she was wild, now she was a little shy. Troy found that very cute, it turned him on. He liked shy girls.
“I’ll call you everyday after school” Troy told her “Maybe we can try to meet up during spring break?”
“I’ll like that” Gabriella said with a shy smile. They shared one last kiss together, with a little tongue. Then Troy headed towards the door, before he opened it, he looked back at her.
“I really had a great time Gabriella…I can’t wait to see you again and fuck you too” he told her
“Me too Troy” said Gabriella. Troy stayed where he was for a few seconds looking at the topless Gabriella in front of him. Then he opened the door and went back to his room, hoping he won’t get in too much trouble for staying out late.
Both Troy and Gabriella had no idea that in exactly one week they would meet again at East High School and that by the end of January they would be in a serious relationship. By Valentine’s Day, Troy would have his box of condoms, he and Gabriella would have their first time in which his basketball cock would enter her bookworm pussy. They would be together for the rest of their lives!
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The Start of Something Sexy