People want me to do it in order so first come first serve. I'll do that from here on out. However this means updates may be slow, so they won't be daily. Depends on the request really. Hope you can all stick around till yours is up! I'll try my best not to take ages.
Anyway, this request goes a little something like this.
Austin's a senior while Ally's a sophomore. They're the best of friends since they were little kids. This has them be very comfortable with each other, so cheek kisses, Ally sitting on his lap, and sleeping next to each other is normal for them. One day they're having a sleepover so she sits on his lap while watching a movie and Austin gets a boner. Little innocent virgin Ally asks him what is poking her and he explains about guys getting "excited" and such. In the morning, Austin is spooning her so he gets morning wood and they're in the same situation. But Ally is very curious about what exactly happens so Austin shows her...you can take it from here.
So most of this will be in Austin's POV…. And I think I got way too into this so it's long-ish.
Austin's POV:
Ally fucking Dawson. I'm not entirely sure what her real middle name is, but fucking seems like a good substitute. Ally was my best friend, my little buddy. People always found the friendship strange since I was a senior and she was a sophomore but I never saw anything wrong with it. Our parents had been friends since we were kids and from there we bonded. Ally had always been my girl, but she was never really my girl, if that makes any sense. I guess she kinda saw me as her bigger brother, and I probably acted like that for the most part. That was until a few months ago when she started to change. Now don't get me wrong, I'd always thought she was amazingly gorgeous but now she looked hotter than ever. It was probably wrong for me to think that. I'm 17, 18 in a few weeks and she's just turned 15, but I can't help the way I feel. I was so used to seeing her in shorts and t-shirts, but now she was dressing more mature. It scared me that I could even think about this stuff.
"Austin… Austin!"
"Huh?" I was awoken out of my daydream by the very person who had caused that state.
"Are you okay?" Ally asked.
"Uh yeah, sure." I smiled. "I just zoned out."
"Right…" She shrugged it off. "So tonight, what's the plan?"
Shit. I forgot about that. Ally's dad and my parents were out at some mattress music festival. It sounded like the most stupidest event ever, but apparently if you liked music and mattress it was the place to be for the weekend. This of course meant that our parents expected me to look after her for the weekend, that would be fun. Me and Ally.. alone.. together. Snap out of it Moon! She's like your sister.
"Movie night?"
"Only if I can pick the movie." She smiled.
"So another chick flick it is then?" I raised an eyebrow.
"You know it, well I'll see you at the end of the day?" She asked picking up her books.
"Yeah, let me walk you to class." I jumped up from my seat grabbing my backpack.
"You know you don't have to walk me to class every morning." She rolled her eyes. Just as we got into the busy corridor she was pushed to the side and all her books she had just neatly prepared fell to the ground. "Watch it loser." said one of the idiots responsible.
"Hey asshole." I said grabbing his attention. "How about you fucking watch it." I swear I almost growled. There was a mumble of "sorry" as they walked away. "Idiots." I shook my head bending down to help her pick everything up. "This is exactly why I need to walk you to class every morning." I said.
"I appreciate it Austin, but you aren't my boyfriend." She smiled. Boyfriend. I sure wish I was. "I'll see you later." She said as we stood up. She leaned up and gave me a kiss on the cheek, something I was very familiar with. I wouldn't mind a kiss on the lips some day.
It was nearing the end of the day, something I had been both looking forward to and dreading. I had gym class last period, one of the only classes bar music that I was good at.
"Dude whats up with you? You've been out of it all day." Dez, my best friend asked.
"Nothing." I lied. "It's just been one of those days." I attempted to wipe the sweat from my face, but there's was so much of it nothing really happened.
"It's a girl, isn't it."
"No!"
"I've seen you like this before. Who is it now? Piper, Cassidy, Kira?" He asked.
Ally.
"No one. It's nothing."
"Last month you were all over Piper, what happened to that?" Dez asked.
"It just didn't work out." I shrugged. That wasn't entirely the truth. I was head over heels for Piper, or at least I thought I was. But once Ally got in my head there was nothing I could do to get her out of it. "Did you at least fuck her?"
"Why do you want to know?" I asked.
"That tells me your answer then." He was right.
I glanced at my watch, I was late. Fuck. "I gotta go man. I'll catch you on Monday."
"Monday?" Dez asked me as I threw my T-shirt on. "We've got the whole weekend."
"No can do I'm afraid. I'm looking after Ally, both our parents are gone."
"But what about Elliott's party?"
"I'll just have to miss it out, you can get laid without my help." I pat his back and he follows me out. There she is waiting patiently as ever by the front doors. "I'm sorry." I say approaching her. "Got caught up."
"It's okay." She smiled. "Hey Dez."
"Hi Ally." Dez awkwardly waves at her. "I'm bummed you can't come, but I'll see you on Monday I guess."
"Yeah, Monday." I wave him off.
"Can't go where?" Ally asks as we walk towards my car.
"It's nothing, just some football practice." I opened the car door for her and she asked no further questions, thankfully.
The day had dragged on. Ally insisted on doing all of her homework as soon as she got in. I admired the fact that she was on top of her grades, unlike me. This left me alone with nothing but the TV and my thoughts for the best part of four hours, until she finally came back down stairs. "Sorry I took so long." She said.
"It's alright." I turned my head. Holy fuck. She was wearing what I assume where her pyjamas, but they weren't like what she used to wear. The top was hanging off her leaving nothing to the imagination and the shorts were so short they might as well not even have been there. Keep it cool Austin. "Are.. are those new?" Did I really just ask that.
"These?" She said looking herself up and down. "Yeah." She sighed sitting beside me. "My mom bought them, I liked my old ones." She shrugged. "My dad left some money in the kitchen for dinner."
"I'll go." I jumped up.
"We could just order in?" She suggested.
"Uh, it's only five minutes down the street." I smiled trying desperately to hide my boner. Great. "Okay." She shrugged. "I'll be here when you get back." I'm counting on it.
The tension was killing me. She finished off her last bite of pizza before getting up and looking through the DVD's. I tried not to stare, but that became an impossible task as soon as she bent over right in front of my to the the DVD in. I was getting hard… again and I swear my face was turning the darkest shade of red possible. I grabbed a pillow and placed it on my lap. "Are you okay?" She asked looking at me.
"Fine." I bit my lip.
"Aren't you going to get changed?"
"Yeah…" I waited for her to turn back to the TV before pulling my shirt off. I stood up as quickly as I could kicking my shoes off to the side and unbuckling my jeans. Of course it would be just my luck that my belt got stuck. I must have looked like a blundering idiot as I tried to dance out my pants without drawing her attention. Finally I was out of them and in nothing but my boxers. It probably was a bad idea, but every time we had some sort of sleep over that's what I slept in. Only now it was becoming all the more risky. I sat back down on the couch using cushion to cover my lap. This was going to be uncomfortable.
Ally sat beside me, thankfully not on me as the movie started. It was some chick flick as usual, but I was a sucker for romantic comedies. She pulled out her phone and began doing her thing. "It's Elliott's party tonight?" She asks. Dammit.
"Uh, yeah." I shrug.
"So that's what Dez was talking about.. why didn't you just go?"
"Cause I'm supposed to be looking after you. Besides, it's just one party."
"I'm 15 Austin, I can take care of myself for a few hours."
"That's not the point Ally, besides you literally just turned 15."
"I turned 15 four months ago." She folded her arms. "And you're only 17!"
"I just don't wanna go, I don't see the big deal."
"I do.." She looked down.
"What do you mean?" I asked moving a little closer to her, remembering that my boner was in fact still very much present. "Everyone in school.. they all says these things.."
"Like..?" I ask.
"I don't really want to repeat them.. it's swearing." I tried not to laugh at her innocence.
"Well what does it begin with?"
"F… they keep saying that we're doing that." I thought for a minute before it became clear.
"That we're fucking?" I laughed. "Ally they are just trying to mess with you. They say that kinda stuff to me all the time. You know you're my best friend."
"You're my best friend too." She smiled and before I knew it she was on my lap, moving the cushion out of the way and hugging me. Shit, fuck, shit, I'm dead. "What's that?" She asked moving about on my lap. "It's ahh… nothing." She looked at me with curiosity before looking down. "Oh.. is that..?" She asked.
"What, no!" I tried to avoid her eye contact. There wasn't much point in lying though, she was innocent, but not stupid. "Yes.." I sighed.
"Why.. why do you have it?" She asked, still on my lap. Maybe she was scared to move.
"Because.. uh.. I'm turned on, I don't know." My face is literally burning at this point.
"Did I do that?" Did she really just ask me that?
"Yeah.." I looked at her. "I'm sorry, this is weird… I'll be back in a few minutes." I made my way to the bathroom as quickly as I could locking the door.
I should have just gone to that stupid party. I tried to think of everything, dead puppies, my grandma, Kira's bad breath! But nothing worked. I double checked that the door was in fact locked before pulling down my boxers and taking care of myself.
There was a mutual agreement to forget it ever happened and she kept her distance from me the entire night. This was going to be a long weekend. I must have fallen asleep at some point because the next thing I knew I was opening my eyes as the sunlight crept in. Yawning I looked around noticing Ally was curled up beside me with my arm around her. I couldn't have scared her that much… but then I felt it. Her ass was pressed right up against my crotch and this definitely wasn't going to end well. Hold it Austin, you can do this. Who was I kidding, I was a teenage guy, I got morning wood every morning.
Ally's POV:
After last night I was confused. I was a little scared too.. I had never seen something like that before and I especially didn't think I could ever be the cause of it. None the less he was still my best friend, my defender, he was my guy and I couldn't just ignore him for the rest of my life. It was just a one off. I knew it was probably a bad idea to fall asleep beside him, but I did. I had been awake from almost half an hour now. He was still fast asleep. And then I felt it, again. I gulped as I felt it press against me. I had never really told anyone but I always found Austin attractive. It all started when he began high school, he became more manly than I had expected. I turned to face him, it looked like he was still asleep. At least I hoped, because I was curious. I reached down in between us putting my hand on his stomach. I watched his face for any sign that he was in fact awake, but his face remained still. I let my hand travel slowly down feeling the line of hair that led inside his boxers.
Austin's POV:
Oh man, what the hell was she doing? She was going to be the death of me. I was doing my very best to keep a straight face as she let her hand rest just at the waistband of my boxers. I felt totally powerless. Ally, my little buddy was making me feel like this. And then she done it, her hand brushed over my dick and I couldn't pretend anymore. "Ally." I said, sounding more like a moan than anything.
"Your awake then?" She asked.
"Yeah…" I took a deep breath. "What are you doing?"
"I was.. curious.. I'm sorry.." She said pulling her hand away. Dammit.
"Don't be sorry." I sat up with her. "I uh.. I don't mind."
"It's stupid.. I have no idea what I'm doing. I've never even been kissed."
"You haven't?" I knew she was still very much a virgin in every way, but the fact that no one had kissed her before. "What about the boy you hung out with at camp last year?"
"Dallas.. no, we were just friends." Ally shrugged.
"Oh.. well someones gonna kiss you someday. I promise."
"Thank you.. can I try something?"
"Sure.." I watched her with intent.
"I want to do this." She pushed me back against the couch and placed herself on her knees in between my legs. "Woah.. are you sure?" I asked.
"Yeah.. I just don't really know what to do.."
"Well uh.. it would probably help if I didn't still have my boxers on." I shrugged, noticing her face growing more and more red. I took the risk myself to lift up a little and pull my boxers down past my knees. She just stared. "It's.. so big.." She looked up at me. "Is that supposed to fit inside someone?"
"Well.. it already has." Fuck Austin, you couldn't have just bit your tongue.
"Oh.."
"Sorry, I shouldn't have said that."
"It's okay, I already knew. Piper doesn't really like to keep things secret."
"You got that right." I laughed, immediately shutting up when she wrapped her tiny hand around my length.
"What do I do?" She asked reminding me this was her first time.
"Uh well you just move your hand up and down.." I said biting my lip as she done as instructed. "Like that?"
"Yea-ah" I was a mess. I watched her as she sped up her movements switching hand every so often. She looked up at me and smiled a little. I was about to smile back but before I knew it her tongue darted out and she licked up my entire length. "Oh my god, Ally." My hands almost instinctively went to her head. "Is that right?" She asked.
"YES!" I was a little more excited than I should have been. She looked pretty pleased with herself as she repeated the motion a handful of times before taking the next daring leap. He lips wrapped around the tip of my cock perfectly. Almost like her mouth was made exactly for me. I nodded when she looked up for permission. She took as much of my length in as she could before stopping. I wasn't going to force her to do anymore. Her movements were slow and gentle, but she was getting the job done. My hips began to move involuntarily as she bobbed her head up and down. "Ally.. Ally you need to stop.. I'm gonna-ah.." But it was too late. My eyes closed as I came in her mouth. She pulled away and swallowed, which surprised me. "I'm sorry.. I tried to warn you."
"I didn't mind." She said, a smirk forming. She was becoming a little less innocent.
"That may go down as one of the best blow jobs I've ever had."
"You're just saying that." She blushed. "Can you.." She began to ask.
"Yeah?"
"Could you.. you know like.. do the same for me.."
"Do you want me too?" I sure as hell wanted to.
"Only if you want to.." She looked down. "I've never.. you know."
"You've never had an orgasm?" I filled in saving her the embarrassment.
"Yeah… how could you.. do it?"
"Well.. Uh.. I could finger you." I said, she looked a little worried. "I eat you out." Her eyes widened at that comment. "Not what you think." I laughed. "I could use my mouth." That was the simplest way I could put it. "Or.. I could actually… well, fuck you."
"No." She shook her head. "I'm not ready for that…"
"What about the other two?"
"Yeah… they sound okay."
"Okay.." I smiled. "Just uh.. lay down." I stood up off the couch pulling my boxers back up.
She lay down on the couch and I sat at the end. "Don't be nervous… I'm not gonna hurt you." I hooked my fingers in her shorts and slowly pulled the down towards me. She gulped and looked away. There was a thing patch of hair covering the top of her pussy, but I didn't mind. All that natural stuff was just a bonus for me. "Ally.. please don't be embarrassed. You're beautiful.." I touched her hot folds for the first time. "You're wet." I commented. "Is that a good thing?" She asked.
"It's a very good thing." I let my finger travel up her slit collecting some of her juices. She squirms a little, but I think she's enjoying it. I didn't want to prolong anything, so without further ado I insert a finger in to her. She has the hottest, tightest pussy I have ever felt. "How does that feel?" I ask, what a stupid fucking question.
"Good.." Is all she manages to get out.
"This is gonna feel even better."
"What is?" She asks before letting out a load moan as my tongue touched her for the first time. "Austin.." She's moving about on the couch, just a little too much. I withdrew my finger from her and used my hands to hold her down. I guess my tongue would have to do. I focused on her clit and she almost screamed. Our hands entwined as I went down on her. She was squeezing my hands so hard, I was sure she had to be close. My hands traveled to her breasts sliding her shirt up and pinching her nipples. Her hands were now in my hair and I took this as an opportunity to bite down on her clit and bring one of my hands back down to her pussy. "More.. please…" She took a deep breath.
"My pleasure." I sucked hard on her clit and this time plunged two fingers into her. If her parents could see us now I'd be dead. Here I was with their innocent daughter, my best friend, the girl I was supposed to be looking after. I was far from doing that. I curled my fingers inside of her hitting that spot. "Austin.. I think.. I think I'm…" I felt her tighten around my fingers. "That's right.. just like that." I said. I let her ride out the orgasm before taking my fingers of her and licking every last drop of her juice. "That was.." She sat up.
"Amazing?" I smirked. "I know."
"Cocky." She smoothed her top back down before pulling her shorts up.
"A little." I said wiping my mouth.
"Thank you.." She said.
"There's just one more thing I need to do." She looked at me with curiosity. "Don't slap me?" I laughed leaning in and kissing her. My eyes closed on instinct, but I was sure hers were wide open with shock. I pulled away and smiled at her.
"Wow… so Piper wasn't lying when she said you were good at everything."
"You know me and Piper aren't together right?" I asked.
"Yeah.."
"I guess.. I kinda.. really like you." I blurted out. "I guess what we just did shows that?"
"I like you too.. I just didn't want to tell you."
"Why not?"
"Because you're a hot senior and I'm the dorky sophomore.." She looked down.
"Maybe, but you're my dorky sophomore." She smiled.
"You know.. maybe I could take you on a date? Our parents aren't back until Tuesday." I shrugged. "I'd like that." She said. Me too Ally, me too.
I don't even know what happened but I just wrote, so hey-ho lol.
