Sexual Awakenings: Diary of a Teenager
Alright, so thought I'd finally sum up the courage to post this story I'm working on. Posted a sample few days ago and seemed to go alright I believe. It's my first big story working still on, so feedback is appeciated.
This is a fictional story, so is not true life experience. Just inpired a little to write this from reading other works around the internet which I enjoyed reading and thought give it a go of my own little story.
It's a fourteen year old boys sexual awakening by a eighteen year old babysitter while his parents are out of town for a fortnight. She slowly teaches him everything he needs to learn about sex and girls.
Warning: I'll say this now before you read. The sexual side of it for the first few chapters are more teasing as it slowly builds up over more chapters to the climax.
Day One: Caught In The Act!
I had only just turned fourteen a few weeks ago, but even that wasn’t enough to sound ‘grown up’ to my parents. They had planned a visit out of town for a few months now.
I was so excited when I heard it, believing they would finally allow me to be an adult, but you know what they say “Parents don't trust their children”. In my case, looking back, I was grateful they did what they did, or else my life wouldn’t have changed so much....
Let me start though by saying, I wasn’t your typical teenager like most. Some probably considered me a bit of a nerd, a geek I guess, but I wasn’t. I was just... shy in my own way.
I wasn’t what you call a ‘good looking’ kid either, although I didn’t think I was that bad, but I definitely wasn’t a hit with any girls who looked down upon me mostly.
It was the night before, and I was told by my parents they had got someone who lives in the same street to come and look after the house, as well as take care of me. It made me feel like a child, which I wasn’t anymore, but they wouldn’t hear of it.
That last night I went to bed, having an awful nightmare of some weird old woman coming into our home, and taking over like she owned the place. Waking up the next morning, I rose and got dressed. Walking downstairs I heard voices coming from the living room. “Here we go!” I said to myself.
I walked in to see my parents talking to someone. Turning, it was almost like an Angel had appeared before my eyes. Instead of this evil old woman I had imagined, there, stood this, beautiful eighteen year old young woman.
She had curves in all the right places. Her breasts, although weren’t that small weren’t too big, and complimented her shapely figure. Wearing tight fitting jeans, and a slight open necked shirt, buttoned up front.
“Oh, Steve. I’d like you to meet Julia. She’s going to be looking after the house for the next two weeks.” My mother stated. I stood, almost in shock still at seeing her. She smiled, which lit up the room. “Hi Steve!” She said. “Hi!” I replied.
“Okay, you have my number if you need me in an emergency!” She told Julia. “Yes, got it in my pocket. Don’t worry though, I’m sure everything will be fine!” She smiled at my mother.
My mother walked over to me. Give me a huge hug which made me feel a little uncomfortable in front of this new stranger in our home. “Okay, we have to get going. You be good now alright, listen to her and do whatever she says.”
I nodded, with her little realizing that in truth, I would probably lick her boots if she asked me to from her stunning looks alone.
She left finally, leaving me on the doorstep waving goodbye, giving another fortnight before they would be back. Julia stood behind, also giving a gentle wave as well. They drove off, and disappeared around the corner. Turning, we both went inside.
“So, Steve, got any plans I should know about?” she asked me. I was a little confused. “Plans?” I replied. “Yeah, you know, friends got coming over, parties or anything, or maybe even a girlfriend your going to try and sneak in the back-door when my face is turned?” she enquired.
“Hmm, no. No plans. Don’t have many friends, and haven’t got a girlfriend either.” I said. I don’t know why I said that, as it made me look really bad and pathetic, no friends, not even a girl at my age, wow she probably thought, what a loser he is.
“Oh, sorry. Well, I’ll be around, so maybe we can find some stuff to do together?” She told me, with a soft smile on her face. Was she taking pity on me I thought? Or is she just a really nice girl.
The day passed quickly that first night with Julia. We had our meals, watched some television and before we knew it, the time had reached almost eleven at night.
I had never been in the same room for such a long time with a girl before... In fact, I don’t think I had ever been in a room with any girl for a length of time without others around.
“So, what time do you usually go to bed then?” she asked, turning to face me as we sat, a small distance apart, on the sofa. I turned and looked at her.
“Usually about ten or eleven maybe if not a school night!” I informed her. “Alright, well I’ll leave it up to you since your on a holiday kind of. As long as it’s not too late!” She turned and looked back at the television.
I turned and watched a little more television for another ten minutes or more, then yawned a little. “I think I’m going to go to bed now.” I told her. “Alright, happy dreams!” She smiled as she told me. “Thanks!” I said, rising up off the sofa, turning and walking out of the living room.
I made my way upstairs and into my bedroom, pushing the door behind me, but not realizing it hadn’t shut properly. I stripped down into a pair of boxers I wore to bed and laid down on top of the bed. Almost naked, I just laid and thought about Julia, who’s image I couldn’t get out of my head.
It wasn’t long before I began to feel a little horny, as my cock started to rise up in my boxers. My hand slowly made it’s way down as I reached under, and started to slowly jerk myself off. Closing my eyes, all I could see was Julia’s perfect figure and beautiful innocent face.
I had been jerking off slowly for about five minutes, and didn’t know that Julia had switched the television off, and slowly crept upstairs softly, in case she woke me up.
By now, I was really in the swing of things, my boxers pulled down around my lower legs, my cock ramping away in my hand, hard and fast, as I softly rocked my hips trying to get in the rhythm. Soft moaning and deep breathing breaking from my lips.
Julia softly walked along the corridor, and stopped. Hearing the small noise coming from my bedroom, she turned to look down the hall. Making her way down, she reached my open bedroom door.
Peering in, she saw me really going at it. I was groaning and moaning that little louder, not realizing myself how much as I concentrated on my actions. My cock was rock hard, with my fingers wrapped around it, jerking it fast as my hips rocked up off the bed several inches in rhythm.
Julia stood there for a few moments, watching me. I was extremely close to finishing, due to my heavy breathing and louder groans, when she opened the door fully and stepped inside.
“Steve, I heard a noise and wanted to make sure you were alright and .... Oh...!” she said, before stopping in mid-sentence.
My head turned, but it was too late for me to stop. I let out a loud groan as my cock pulsated and jerked. My white pearly cum splashed out of my cock, as it floated down along the top and down the sides, over my hand still gripping tightly. My hips giving several last rhythms of hard pushes off the bed.
Unfortunately, I still hadn’t mastered the concept of shooting my cum in the air, and often it just splashed out and all down the sides, making a complete mess I had to clean up afterwards.
Julia stood there, for several moments, watching me hold my cock, as the cock splashed down to my balls and hair around my cock. “Shit!” I said, the first word that came into my head, as I began to slowly come down from my orgasmic state, with my cum still slowly dripped the last few drops out.
I reached over and grabbed some of my bed sheets and dragged them up, trying my best to cover my cock, even though she had seen it all by now.
Julia glanced over at my face, which by now was turning a bright red. “I’m sorry Steve, I didn’t know you were... Sorry!” she said as she stepped back and shut the door behind her, going out to the corridor once again.
My free hand raised up to my face, clasping the fingers over it as I whispered to myself over and over, “shit, shit, shit, shit!”. I kicked in serious panic mode as I watched the door, making sure she wasn’t coming back in again so soon.
‘What must she think of me now’ I thought to myself. I’m a loser, a big fat loser. Seriously, how could my life get any worse.
I began to try and relax, my breathing returning back to normal. Pulling the covers back, my cum was everywhere. Although I never shot a huge load out, it was all sticky and wet on the sheets, and my body, my hand still holding my cock which was beginning to slowly become limp once more.
I closed my eyes and grimaced my face. I wanted to cry but didn’t. A soft knock appeared at the door. Julia had returned, as she softly spoke through it. “Steve, I’m coming in for a moment?”
I grabbed the sheets and once again covered my lower body. I tried my best to wipe my cum stained hand over the bed sheets underneath, lifting it up. Their was still slight visible signs of wetness on my hand, and it smelt of my cum also, as I tried to hide it out of sight.
The door opened, and Julia entered. She didn’t look angry or upset. I looked over at her. Nervous as hell, I didn’t know what to say so stayed quiet. She stepped across, and handed me a small towel. “I thought you might like this!” As she let off a slight glint of a smile.
I reached up and took it from her hand. She turned and walked out, closing the door once more behind her. My head crashed into the pillow, looking up as I stared out. My body almost shaking inside at what had just happened.
All that night, I struggled to sleep. Although she had brought me a towel to dry off what had happened to me, I still felt really bad about her catching me jerking off. Especially since this was only the first night we were going to be together, and another 13 days left for her to make fun of me.
Lots of thoughts ran through my head. What if she tells my parents - “I caught your son masturbating in his room, it was disgusting” I could hear her tell them in my mind. The only slight saviour of any kind I had, was that she didn’t know I had closed my eyes and thought of her as I jacked off.
Day Two: It’s Good To Watch!
I woke up the next morning after finally getting some sleep. Looking over it was gone nine am. I laid there, too frightened to even get up and go down and look at her. Time flowed by, as I kept checking the clock. 9.15... 9.30... 9.45 am.
I heard movement outside, and downstairs. I knew she was up, and she probably had a faint idea I was awake. It was just gone ten am when a slight knock came at my bedroom door. My head snapped around.
I looked as she spoke through the door. “Steve, I’m coming in alright, I hope your awake!” The door softly opened, and she peered around the corner. “Hi” she said looking across at me, smiling.
“Listen, I just want to say, I’m sorry about walking in on you last night, I should have knocked first, but being an only child I don’t think sometimes about others privacy. Anyway, just want to say I’m making some breakfast if you wish to come down and eat. Don’t worry about it all, it’s nothing to be ashamed of, we all do it, and occasionally we all sometimes get caught by someone. So when your ready just come downstairs and get some food in you!” she spoke. She smiled as she closed the door and I heard her leave.
Her words made me a little feel at ease. She seemed, nice about what had happened, unlike some others I guess, although I had never been caught before, once or twice was close by my mother but never in full swing like I was. I decided I had to get up and face the music, as I climbed out of bed and got dressed.
I walked downstairs, and entered the living room. Julia was sat on the sofa. She turned and looked at me. “Hi!” She said.
“Hi!” I softly spoke back, before turning my head away from looking at her. A slight blush breaking over my face again, as my heart beat a little faster.
“Their’s some cereal ready in the kitchen if you would like any, and the kettle has boiled if you would like a cuppa!” She said as she stared at me.
I could feel her watching me, as I turned and walked into the kitchen. “Thanks!” I said as I left. She turned back and watched the television.
Eating my cereal in the kitchen was a little lonely, but I still felt uncomfortable being near her, or seeing her. She walked in after a little while, as I finished up my breakfast. “Listen!” She started to speak as I stopped trying to rush to leave the room.
“I know your probably feeling really embarrassed still, and you don’t like being in the same room as me now, but I just want to let you know that I won’t be saying anything to anyone, not even your parents.” she said. Did she read my mind, I thought to myself?
“I hope you can forgive me for walking in on you like that, as I’d like us to be friends at least and be able to sit down together in the same room.” She asked. I turned and looked at her. A face of almost innocence and apology shadowed across her face.
“It’s me who should be apologizing. I’m sorry I was... you know. Doing that when you walked in. I just....!” I tried to find the words to say, but everything kept getting jumbled in my head and I couldn’t find the right ones to speak.
“I tell you what, let me tell you a secret, hopefully it will make you feel better. I masturbate a lot too. It’s nothing to be ashamed of, girls get horny also, especially me. I sometimes go at it like a jackrabbit. It’s fun and helps me relax sometimes and makes me sleepy a little when I don’t feel tired.” She told me.
I stood there, my eyes opening wide at her statement. I didn’t know if it was true or not, but in some way it made me feel a little more at ease being in the room with her. She was... kind and considerate.
“Thanks Julia!” I said. She smiled, stepped across and softly hugged me, wrapping her arms around me. “See, I’m not a bad person. I’m kind of nice some may say!” as she pulled back and let out a soft laugh.
“Yes you are!” I smiled. “Hey, I’m heading into town for a few hours, do you want to join me?” She asked.
I thought, me and a girl shopping, do I really want to put myself through it, but then again, it would maybe make me feel a bit more at ease and she would feel I’m more comfortable around her now.
“Okay!” I said. “Great, I’ll just grab a few things and we can go, we’ll grab a bite to eat in town.!” She walked off. I turned and watched her leave, a smile on my face.
We were gone for hours, before we returned. Bags full of food and other items bought at the shops. We put everything away and sat down on the sofa, exhausted.
“So, what do you want to do tonight? How about a night in with a movie and some drinks and food?” she asked. “Sure!” I said.
We got ourselves organized, food on the table, a film in the DVD player ready, and a can for her, and soft drink for me. We finally sat down on the sofa and settled in for the night.
The DVD played, something she had let me pick, which turned out to be Mean Girls starring the sexy Lindsay Lohan, someone I had always had a bit of a crush on.
Julia even commented, asking if I liked her to which I had to say I did, which she smiled at and said she thought she was cute herself.
As it played along, Julia had allowed me a little of her alcohol, pouring it into my glass of cola. The taste certainly made me feel a little more at ease, and relaxing.
The scene came up, of Lindsay and the others performing their little number on stage dressed as Santa’s. Something I occasionally jerked off to when I could.
With me more at ease and relaxed, watching the film, I hadn’t really taken much notice that my cock had started to grow hard.
As I sat there, my bulge was becoming more evident as I stared at the television and Lindsay performing really sexy in her outfit. Julia glanced across at me, and down at my hard cock trying it’s best to break free now. A soft smile on her face.
She watched the screen, as I glanced over at her, and then back. It was then I looked down with a little terror that the bulge was quite large by now. I carefully slid my hands up, and over my legs, trying my best to cover my crotch area from view.
Her eyes glanced over as she kept her head looking at the screen, watching me getting embarrassed about it. She turned and looked at me, speaking softly “Don’t be embarrassed about it Steve. It’s normal to get a hard on when watching someone your attracted to. You don’t have to cover it up, it’s kind of cute!” She smiled.
I turned my head and looked at her. Gulped a little. Slowly, but surely I removed my hands. My bulge was still quite large. It certainly didn’t want to go down anytime soon. I turned back to the screen. Softly I whispered to Julia “Thanks!”
“It’s okay!” She said. “You know, if you want.... You could always take it out and start jerking yourself off while watching the film.” she spoke. I froze. Did I just hear right? I was speechless. She told me I could jerk off in front of her?
“I mean, you don’t have to, but if your feeling horny and want to jerk yourself off, you can. I don’t mind really. And it’s not like I haven’t already seen you doing it is it. It’s up to you!” She had an angelic smile on her face as she looked at me.
I looked at her. A very soft smile on my face before I turned back. “I feel a little .. Weird. I don’t know if I can sitting here. You know.. Next to a girl.” I said, very nervously.
“It’s okay. You don’t have to if you don’t want to. I know you probably feel a little bad jerking off with me close by, but I’m just saying I won’t feel embarrassed if you would like to do that. I can see it wants you to play with it.” She told me with a slight giggle in her voice.
I couldn’t believe how at ease she made me feel. I did feel extremely nervous and weird, but also, she really made me feel that I could in front of her and not feel bad about it.
I looked down. My cock was twitching under my soft trousers. I took a soft but deep breathe and raised my hands. I gently unbuttoned the trousers and unzipped.
My light blue boxers were visible underneath. As I took a hold of both layers of clothing, and slowly slid them down my body, until they reached my knees, releasing the hold.
My cock was hard alright, and twitching everywhere on it’s own, moving around like someone playing tennis with it. I sat there, with my cock out next to a really hot young woman. The movie was still playing away on screen.
I reached in and grasped my fingers around my hard cock. I started to slowly pump it up and down. I still felt nervous as Julia sat close by, and every few moments I could see her glancing over and watching me.
I stroked my cock, slowly before picking up a little pace. My breathing started to get a little heavier as I picked up pace, more and more. My face watching the screen, with the odd occasion of glancing across at Julia’s beauty close by.
I started to moan a little, growing louder. Julia looked over, wetting her lips with her tongues. She watched as I began to lose control of my whole body. I groaned out loudly, as I jerked off fast and furious with my cock in my hand.
It was only seconds before it reached a climax. My cock splattered out a lot of cum as it flowed out of the tip and slid down the sides, over my hand and to my body. My hips jerking forward, several more times as I tried to claim out every last drop I could.
My breathing started to shallow again, my hand soaked full of cum, as well as my balls and body. My cock started to become limp slowly as I sat there. Julia still watching me as I had finished helping out every drop I could.
“Hold on a minute!” She told me, rising up from the sofa. She walked off and disappeared. I sat there, unable to move for the next few moments still coming down from my ecstasy.
I couldn’t believe myself that I had just jerked off in front of a girl, and that she allowed me to and even encouraged me a little to do it.
She returned after a few moments as she walked around and sat back down. She had a small towel in her hand. “Here you go!” as she passed it across to me.
I took it. “Thank you!” I said. I started to mop up all the cum from my hand, body and cock which by now had gone soft. Julia watched me clean it up, licking her lips again softly.
As I finished, I placed the towel to my side, and lifted up my clothing, over my body and zipped up once more. I turned to Julia who was watching it all, and me with a red flushed face.
“Thanks for letting me... you know!” I said. She smiled. “It’s alright. If you ever need to do that, don’t be afraid to just go right ahead. I don’t mind at all.” She told me.
We both turned back and watched the end of the film. Getting late, I headed off to bed, and just turned before I went, again looking at her.
“Thanks for being all.. Understanding and that!” I told her. “It’s fine. You have some happy dreaming!” as I walked off and upstairs to my room.
More Chapters to come.... Soon