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Thread: "It's the weekend..." Chapter 1 with Debby Ryan

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    fanfiction "It's the weekend..." Chapter 1 with Debby Ryan

    It's the Weekend... and I'm gonna have some fun
    Chapter 1: With Debby Ryan

    Written by: LINSTAR519


    Note: If you are offended with the content, or don't feel comfortable with reading this at all, then please don't continue.


    I'll be honest, I do get envious with those Disney Girls. I mean, dang, all they need is a good audition, and then they will be living in luxury for at least 15 years. Guaranteed. I've been trying to make my way into the league of famous for some time. I've been modelling, acting, and some part time rapping/

    Before I start, allow me to introduce myself. I'm Don, 23 years old, part time entertainer and full time student. And just to throw in that trump card, I actually have a good relationship with quite a lot of the Disney Girls. I'm family friends with Selena Gomez, Brenda Song... just to name a few.

    Now... we can start.

    My phone rang, while I was minding my own business. The sweet music of 'Number One' by Pharrell Williams and Kanye West rang through my room. It turned out to be from Debby Ryan's mom, Sandy. Apparently, she and her husband had to go to Boston for some business trip, and asked me if I could stay with Debby for the weekend, just to make sure she didn't end up in trouble or in the gossip columns of Perez Hilton.

    At first, I wanted to decline, I was quite busy, especially in the weekends. But after some pestering, I agreed. But there was the eternal question:

    'Does Debby know?'

    'Yeah. She can't wait to have you stay for the weekend.'

    That cleared, I returned home at 5 pm to pack my bag and rev up my car. It's nice to have an Audi in these parts. A 20 minute drive brought me to her house. I stepped out and rang the bell.

    Debby answered the door, and greeted me with a long embrace, 'Don! Oh my gosh. I can't believe it's you!' Her face was full of glee

    Aunt Sandy interrupted 'Hi Don. Thanks for staying with Debby for the week. I know you have a busy schedule.'

    'Not a problem, I can manage fine. Is there a place to park my car?'

    'Sure. Dan's (Debby's dad) opening the garage door.'

    After parking my car and wishing them a good trip, they left and I walked in to face Debby herself. The 18 year old was certainly cute for her age. Tall, slender, and slender brown hair- basically the best package deal. Her huge eyes shone perfectly with the sun as her skin tone was perfectly colour co-ordinated with her tank top and short-shorts. Sadly, her succulent B-cup tits weren't significant since her tank was pretty loose.

    'Damn girl. You looking fine.'

    'Thanks.' she beamed, before she bounced back, 'There's a bedroom mom said you could use on the second floor. Turn left after the stairs and take the second room to the left. Bathroom's on your right.'

    I quickly to took the room and dumped my stuff. After that, I returned to the living room to catch Deb lying on the couch with a bowl of chips, on E! Channel.

    'How's everything?' she asked with enthusiasm as she lowered the TV volume.

    'Not bad. You know. I'm just working for a long time. Can't sleep right these days.' And then I proceeded to tell her of my career path until now. How I was working for virutally 12 hours a day, how I was getting through sleepless nights with caffeine shots, how I was enjoying some success, and my relationship with Australian supermodel Miranda Kerr.

    'Damn.' She exclaimed, 'You're friends with Miranda Kerr?' To which I confirmed by showing her some personal pictures in my laptop. I had a whole album of her and me, and it was a pretty large file. She looked through each photo with interest.

    With that done, we decided on pizza, and I called up the joint nearby.

    Deb then proceeded to talk about her career, and how it was going. It was a fascinating and interesting story. She was now telling me her secrets to attain a status like hers. It was as if I was hearing the bible for any entertainer- wannabe. She was going on and on about her Disney Channel adventures with the Sprouse twins, and her recent career moves. Goodness, what she was telling me was more interesting that what was on E!.

    Pizza arrived, and we continued our delicious conversation. And somehow, our conversation topics had changed, from careers to naughty things.

    She started 'Dude, have you seen Miley's new scandal?'

    'The supposed nude picture?'

    'Yeah. Damn, she's hot. Did you see those tits?'

    'Dude, she's got B-cups right?'

    and this was the start to an even more delicious conversation. As we progressed, we were talking about anything naughty, from Miley's perfect tits to Demi's hairless cunt. And by coincedence, E! had a show on the latest scandals, and so Debby turned that up, and so I was pretty much surrounded by the words of nuditiy and porn.

    It took some time for her to feel the want to show me a surprise gift from her, as a thank you for me staying over for the weekend to 'look after' her

    'Hold on for a sec. I'll be right back. Best if you have a USB with you.' She whizzed up to her room, while I raced to get my USB

    Within a minute, she returned to the bedroom, her left arm clutching a laptop. She quickly opened it, and called me to sit right next to her, while she stuck my USB in her laptop.

    'Now, I'm gonna tell you how much I'm into porn.' She said with an evil grin.

    I could alrady tell that she was a porn addict. Her background image was her seducingly posing for the camera, in a bikini bottom, while her hands covered her tits. She clicked her way to the Media file, and I was startled.

    Here, in her house, was I gven access to her deepest, darkest secrets. There were countless images and videos on her .... and porn.

    'Here, lemme show you.' she said, and quickly enlarged a picture. Half naked, and twiddling with her own petite cunt. This was only one of the thousands of pictures that she took over the weeks, and the numbers keep on rising. And there were HD homemade videos of her, literally stripping and showing off her large tits to the camera.

    Debby's love for porn started only four months ago, when she was introduced to this whole new dimension by her latina friend, Selena Gomez. At first, she took bikini pictures of herself, posing for her fans, but as the days went by, she took pictures and videos of herself and her closest friends 'performing' and 'having a good time'. She then only uploaded pictures of her travels on twitter, to the disappointment of her fans. In fact, the media file was so large that if kept going on like this, she would need an external hard drive in 3 months. The files were already 20GB in size with her 300 GB hard drive.

    'Wow.... you really have a lot in you.'

    'That's not much really. You should see Vanessa's hard drive. Half the computer is virtually porn infested.'

    I didn't know that Debby would be such a dirty slut.

    'Anyway,' she continued, ' I want to copy all of these files to your laptop, so if my laptop fucks up, I can just retrieve them from you. Masturbate if you want, but don't leak it.'

    ' Sure.'

    With that said, now I was going to have 20 GB of purely Debby Ryan porn in my computer.

    'I can't believe you're that bad.' I laughed ' Look at my laptop' My laptop had virtually no porn at all, except for some personal pictures with me and Miranda posing while on set. My background image was one of my favourite NBA players of all time- Dikembe Mutombo.
    'Bullshit' she replied with laughter, 'I bet you get off every day'

    That was true. In fact, I whacked to every bikini photo of any Disney girl I could find on the web, but that habit stopped. nevertheless, I was a pedophile. But as the files were transferring to my laptop, my cock started to twitch and grow. I was going to sport a very painful erection, especially with tight jeans. I would be lucky if Debby didn't notice, but she was hot as hell.

    'That's right. And that's why I have a massive cock.'

    'You do?' She exclaimed with glee. I swear she hasn't decently done a cock before.

    It was now just after 9:30pm, and we had been talking, and eating and lounging for at least 4 hours now. Just as I thought we would have nothing to do, Debby piped up

    'Wanna hit the pool?'

    Debby's family mansion here in LA was not just large inside, it was pretty big outside. There was a pool with a jacuzzi right next to it, and a nice hoop just beside for basketball. And with all these facilities deep in the countryside (she was living in the suburb or suburbs) no papparazzi would be able to get their pictures.

    A quick change of clothes (she insisted that we change in separate rooms) and I emerged with my board shorts. Debby was already downstairs and was setting the jacuzzi to her favourite style.

    I stepped out of the house to see her already enjoying herself

    'Victoria's Secret?'

    'Hell yeah.'

    Taking a seat beside the pool, Debby and I began to converse.

    As we spoke, I couldn't help but gawk at her incredibly hard nipples. Her bikini was giving off some major pokies. To my amusement, at one stage I even saw her glance down and notice her own hard nubs, but she didn't seem to mind in the least and in fact simply pushed out her chest even further, almost encouraging me to stare and take notice.
    'Want to join in?'

    'Sure.'

    I dipped into the hot water and continued our conversation, basically a continuation on sex and relationships. Somehow, I didn't feel as comfortable as before. I knew that Debby really wanted my company, but I had some moral values. I already had a girlfriend, and was still tight with Miranda Kerr, and I didn't want to betray their trust by potentially fucking Debby at this point. I did plan to reserve my cock for them.

    But Debby was damn hot, and I couldn't help but fantasize about having the best night ever with her.

    With this in mind, I thought it best to leave it aside for a while, and continue with the talking.

    'What about Cole? You seemed to have a very nice relationship with him.'

    'True. But we're just good friends. I know we kissed on set and it was great, but honestly, he doesn't have a nice, long cock.'

    'So that's what you're after in a man.'

    'Pretty much. And if he's a celeb, so much the better.'

    'So I am.'

    'But aren't you working part time?'

    'Yeah. But I've graduated with my first degree, and I'm working full time now.' And I started to talk about how I was working with big name people like P. Diddy, Busta Rhymes, Kanye West and Ryan Leslie.

    '... and plus the modelling, my big boy's grown.'

    By this time, Debby was quite drunk, and so was I. Now on our 10th shot, she was starting to go slurry, I could go on though.

    'Well, let's see your big boy, shall we?'

    She started to crawl up to me, slowly but seductively. And within a seconds, her thighs were rubbing against mine.

    Damn, if I wanted to, I would be fucking her shitless right now. But being in a pool, I didn't want the water to dominate her beautiful sex. That role was reserved for my boy.

    'Girl.... let's do it outta the pool shall we?'

    So we did. Our lips locked as her tongue dominated mine. Her lips never let go of mine, and pretty much her whole body was rubbing against mine.

    'Damn girl, I haven't got that kind of a boner since last year.'

    'Well, aren't you gonna fuck me or not?'

    'You know I'm gonna fuck you shitless.' I said between slurps of her essence.

    'Bring it on, big daddy.' and we stuck.

    Reluctantly, we let go to make out inside the house. Bringing our tequila, we kept our lip- lock, all the way, while navigating ourselves through the house. And when we finally reached her bedroom. I was dumbfounded.

    I let go again of the embrace and just marvelled at the room. Inside, was posters of her half naked, pictures of her making out with girlfriends..... jeez, if she sold the lot, she'd be as rich as Paris Hilton.

    '... and here's the best of 'em all.' slurred Debby with a evil grin. Opening the wardrobe and the chest of drawers within, she invited me to see.

    All there was inside, were buttplugs, dildos of at least 9 inches, homemade lesbian porno, strap- ons, vibrators, lubes... the lot.

    'You didn't realize you didn't need any of that, did you?'

    'As long as I have my cock, I don't need anything else.' we embraced again, and she pushed me onto her king size bed in the process.

    'Now.... what have we here?' her hands quickly stripped me of my boardshorts and all that was left for her, was my raging erection of at least 10inches.

    As she continued our lip lock, she stroked my wonderful boy, Judging from the movement of her hands it seemed she was extremely happy.

    'Shit........ where did you learn all this? You're a natural.'

    'Oh yea? There's more. '

    After a good 5 minutes of stroking and kissing. She slithered to my boner, and instructed me to realx and stroke her hair as she went to work. She started to lick my balls, slowly but surely, and then proceeded to lick her way up to the tip of my shaft,,,, and down again.

    It was pure torture.

    'Just give me my blowjob....' I moaned

    'With pleasure...' and she kissed the tip of my shaft, and there she went. With my cock in her delicate mouth, she slowly took it in.... and in.... and she swallowed the damn thing.

    'Oh shit.... girl I gotta get you happy..... show me that beautiful sex'

    She complied, and sooner or later, with that bikini bottom off, her sex was exquisite.

    The fold were just right, the shape was just right, the whole damn thing was right.

    'Deb... you have the most beautiful pussy in the world. and I'm not bullshitting.'

    'Thanks.' she beamed between sucks. 'I knew my beauty was gonna shine.'

    I started to gently lick her cunt, and it just tasted fantastic. Then it came to nuzzling the sensitive space between the Latina's thigh and vagina.

    'Wet? Already? Dang, you're horny as hell, aren't you?'

    Debby cooed longingly, as my tongue brushed upwards again, and savoring her essence, finally encircled her budding clit

    Suddenly, without warning I buried her face into her sopping cunt, and rubbing her gloss-adorned lips firmly across her dripping slot, I plunged my long wet tongue deep into Debby's beauty, penetrating her.

    'AAAAAAAAAAHHHHHHHHHHHH.' she cussed, as she continued to slurp my cock really loudly. I was now quite literally noisily slurping and gnawing on her seeping cunt.
    Of course, my cock was feeling extraordinary.

    "Mmphhff," she cooed softly, "I just love sucking cock."

    "I see," I moaned, as her tongue tortured me. Any thoughts I had were quickly replaced with the overwhelming sensation of pleasure as I felt her deep throat me keenly.

    "Ungh-shhhit!" I panted

    "Uh-huh." she mumbled with a mouth full of cock. "Mmmpphh!"

    "Oh shit. I'm almost there, almost... nnrgh!" I grunted aloud, as she pulled her lips tight, bobbing up and down on the top of my cock, while one hand stroked the rest of me, milking and squeezing my tensing nuts. I exploded forth, splashing inside and filling her pretty little mouth with hot jism.

    'Debby, that was INCREDIBLE. Where did you learn that?'

    'The best' she smiled. I was guessing from the group of Disney/Nickolodean sluts she hung out with.

    As we released ourselves from the 69 position, she fell on top of me before we kissed a bit more. A few seconds later, we switched positions and now with my uber- hard cock just millimeters away from sending away her virginity. She started to talk dirty.

    'Pleaseeeee Don. Get that cock in me.'

    'Didn't hear that.' I responded playfully

    'PLEASEEEEEEEEEEEEEEE GET THAT COCK IN ME'

    'Didn't hear that.' I responded again.

    And to my surprise, instead of begging one more time, she trhew her arms around my thighs and pulled me towards her. My penis automatically penetrated her sex.

    'Ahhhhhhhhhh.' she sighed in content, now that the merging was complete.

    'Looks like there's only one thing left to do.'

    'What?'

    'I'm gonna fuck you so hard and for so long. You're gonna be cumming a lotta times
    tonight.'

    'Bring it on big daddy.' she said, witht hat evil grin that always tempts someone to make some mischief.

    I started slow, since this was the first time Debby was on a real cock. I slowly entered, deeper and deeper. Debby was clearly in some sort of pain, but nonetheless, proud that her pussy could take in a quite proud ten- inch penis.

    'You OK? i can slow it down more if you want. After all, this is your first time.'

    'Eh. If I can do some bigass dildo, I'm sure I can handle yours.' she sniggered

    With some struggle, and a little bit of pain later, my cock was completely engulfed and nowhere to be seen, only inside her cunt.

    'WOW! You took it all in! Not bad.'

    As I started the rhythmic movement, she asked 'Can you put your hands on my tits., and massage them? I can cum better that way.'

    I didn't need to be asked twice.

    I slowly began rocking my hips back and forth, setting the rhythm for our fucking. I wanted this to last a while, so I keep it at a reasonable pace. We began kissing each other fervently, our tongues wrestling wildly as I massaged her perfect tits. This went on for a few minutes, before she suggested we change position.

    Now, with me lying down and her on top, she stated that it would be easier on her.
    'Go ahead sweetie, at your speed.'

    “Thanks.” Debby began rocking up and down on my cock, which was really more of a cowgirl, with up-and-down motion given so, and it didn’t take long for her to establish a rhythm. I grasped Debby’s hips and stabilized her body as she rocked up and down. Her little body was wetly smacking against my groin with every move downward now, and on the upstroke, she was using her inner muscles to squeeze the length of his cock. He loved the way she was biting her lower lip as she concentrated on fucking him, and he also loved the vigorous way her tiny tits shook with each move she made.

    'Holy shit! My cock... your cunt... the muslces are squeezing the shit out of me.'

    'I told you I trained for all this.' she smartly remarked. she was now straddling and riding me with a lot of aggression. With all this display, she was better than the best porn-star in the world. her breasts were being massaged and she was clearly close to a hair-raising orgasm.

    "NNnghhhh fuck yes!" she growled loudly. "Uuuughhh god! Fuck my cunt! Yes!"

    Now with her breasts being suckled on, she added "Mmm yeah… I like that." she moaned, "Bite them a little. Yeah like that. I love it when you bite my nipples that way."

    This continued for a good 10 minutes, since after all, this was her first time. "You're reallll good," she panted as she continued to fuck. "Oh yes, getting close, soooo close. Can feel…feel it…yes…I’m coming…I’m coming…I’m comAHHHHHHHHHHHHH!!!"

    I took over, flipping her over in a missionary position and started to ram my cock in and out of her pussy. My aggressive pounding was sending her pussy into another state, while she made the occasional shriek of excitement, an indication of her next orgasm.

    In the midst of all this, she came. Pussy juice was splashed all over my cock and my balls. Co-incidentally, I came also. I was fortunate to have my cock out and near her pert breasts, or else 'someone could get pregnant' as Debby did state before. My supply of cum shot out onto her breasts and her face as she rubbed herself with this new lotion.

    'That....was insane and really incredible... '

    'Girl, you were cumming pretty good.'

    She was starting to masturbate again, and purred 'Don...... I need that cock.... I need that cock...'

    'Fine with me.' I replied with delight as I positioned myself for another fuck. I had sex with quite some chicks who couldn't take a second round. Debby was some exceptional character.

    It was already midnight by the time we finished round 1, and round two was gonna take much longer. I knew that my cock took longer to cum every time I had
    continuous sex. So if my first cumming took me 10 minutes, I would need around 15 minutes this time.

    Ah, who gives a fuck. I rammed into her again.

    So the pattern continued, from the cock sucking to the cumming of both parties.

    Debby wasn't officially tired out until 1:30 am.

    'Holy shit.' she exclaimed. I must've came like....'

    '10 times. I counted. But you were real good, babe. I swear, if you quite your job at Disney, you could still be a porn star and jack a shitload of cash.'

    'Thanks babe.' she beamed as she pecked me on the cheek. We spent a few minutes touching and massaging our naked bodies until she was dead tired.

    'Can you do me one more favor tonight?'

    'Sure.'

    'Spoon me while we're sleeping.'

    'Damn, of course.'

    'With that, I stuck my cock into her backdoor.

    'Damn.... your backdoor seems dry.'

    'Yea..' she winced with some pain, 'But trust me, I've stuck my vibrator up my ass, I'm fine with it.'

    I finally got my cock inside

    'Sweet dreams Don.'

    'Same to you too babe.'

    With that, we slept our way through the beautiful night, in her room, on her bodily-fluid stained bed, my cock in her ass.

    I had never felt so accomplished in my life.


    Writer's note:
    This is my first story, so if you guys have any suggestions for my next chapter, feel free to fire up some ideas. Any comments, advice welcome. I'll be having two more chapters (for Saturday and Sunday night).

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  3. #2
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    Great start linstar519! Look forward to reading more!

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    Great first story

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    B-cup my ass

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    Thanks TPG, and GIGGIDYGOO. Greatto know that this story has been approved by the masters themselves.
    and yes rockbandwiz, I'll admit, I didn't know Debby Ryan's breast size, so I had to make some guess. It was not that realistic.

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