The Bird's... Bee's..And babysitter
I wish I could have been a normal k** growing up but I had over protective parents, My name is Justin and at the time of this story I was 16 years old. I had been shielded by my parent my whole life, they tried to censor the music I listened too, the TV shows I watched and they would determine which friends I had by they way they looked, If they were wearing a heavy metal shirt or a shirt with swearing on it they told me I wasn't allowed to be friends with them. I had met a girl at school when I had just turned 16 and we really liked each other, we decided we were going to be boyfriend and girlfriend but we had to keep it a secret. One day my mom came to pick me up from school and saw that me and her were holding hands outside the school waiting for our rides, she immediately jumped out of the car grabbed me by the arm and d**g me to the car, when we got in she said that I was never allowed to see her again and that her and my dad would be watching out to see if I ever went around her and if I did I would be grounded for a month.
For some reason I believed they would have eyes on me all the time and as much as it hurt I never spoke to her again. Sex was another thing I was completely isolated from, every time there was a girl on TV that my parents believed was dressed to sluty they made me change the channel. I never got "The talk" from my father and I was to scared to bring it up. I knew I had a general idea what sex was and what went where when it came to boys and girls but I didn't think much of it because I feared my parents, Until one night I found out everything I needed to know about sex.
My mom and dad worked at a law firm and were not home much and usually when they had to work late they had the next door neighbor babysit me, her name was Alice and she was about 60 years old, my parents trusted her and she was as uptight as they were so even when my parents weren't home I got no relief from the constant censoring. One night my parents had to go to a work party they had every year and were going to be gone most of the night, As usual my parents called Alice but she said she was too tired to babysit me that night but her Granddaughter Trish had come down to visit her and that she would do it. Alice assured my parents that she would do just fine, she was a christian girl who went to a private school and would make sure I was well watched over. My parents agreed, About 2 hours later I was up in my room and I heard the doorbell ring and and ran to the edge of the stairs and when my parents opened the door in walked Trish, She was 20 years old, tall, light blonde hair, and was wearing a pink sweater it looked like her grandma made for her and a blue skirt that went down to her knees and she had her school books in her arms. My parents invited her in and gave her the tour of our house. I heard my parents say I was upstairs and should be getting ready for bed.
They gave Trish there number for any emergency's and said have a good night as they left the house. I ran back to my room and laid in bed for about a half hour not being able to sl**p until I saw my bedroom door slowly crack open, "Justin are you awake?" I didn't reply, she turned the light on and my eyes opened, she said "Oh come on I know your not sl**ping you don't have to fake, You can come downstairs and watch an hour of TV if you'd like while I do my homework in the kitchen" I got up and went downstairs and sat on the couch and turned on the TV while she walked to the kitchen. I heard her yell "Now if your parents ask I never let you down here OK?" I replied "OK". Later on I was still watching TV when she came in the living room and sat down on the other end of the couch and said "So I bet you have a girlfriend huh?" I said no that I had met a girl but my parents wouldn't allow me to date her. "That blows" she said as she let out a laugh, Don't you hate it when your parents treat you like a baby? I smiled at her and said oh yea. "Do you wanna get into some trouble?" she said and I was kinda shocked but was ready shake off my parents and do what I wanted "OK" I said.
She said let's go upstairs and sneak around, she grabbed me by the hand and a chased her upstairs, she opened my parents bedroom door and turned on the light, "Wow your parents have a big room" she said, It was big with a king size bed and a big screen TV. she started opening drawers and told me to look in the closet for anything interesting, I wasn't sure what I was going to find but I said OK, I opened the closet door and all that was in there was suit's of my dads, we looked and looked until she jumped on the bed and said "come on up" I jumped on and sat down, she bent down over the side of the bed and opened a drawer that was underneath the bed, I heard her laugh and as she came up she had a DVD cases in her hand,it had a naked girl on the front and said "Dirty college sluts" on the case, she set it down on the bed reached back down and pulled up a box of condoms, and a purple rubber penis. she laughed and said "I found your mom's dildo" I laughed because I knew what it was used for. she opened up the movie pulled out the disc and put it in the DVD player, She turned the TV on and hit play. There was a girl and a guy in a weight room and next thing I knew they were having sex. Trish looked at me and said "Your face is turning red you perv, I bet you have a hard on" I looked down at my sweat pants as I did , she looked down saw my pants sticking out and said "You ever masturbate?" Yes I said as she grinned at me, "I bet you've never seen a naked girl before?" No I said, she grabbed the TV remote and turned it off.
She asked me if I wanted to see her naked, I nervous but said yes. She giggled as she pulled her pink sweater over her head exposing a blue lace bra, she threw the sweater on the floor, slipped her bra off and when it hit the floor I felt like my dick was going to explode, she has huge round boobs with light pink nipples, she looked at me and said "do you wanna touch?" I nodded because I could not speak, she leaned towards me and took one of my hands and placed it on her left boob, I started to squeeze and it felt amazing, I looked at her and she was smiling. She looked at me after about 2 minutes of playing with them and said "Lick them" I reached my head over and stuck my tung out and started licking her left boob as she place my hand on her right one, she had her hand over mine and was squeezing my hand onto her breast. I flicked her nipple with my tung and ran it around the outside of her nipple and she let out a quiet moan. She said she wanted to see my dick, I was so nervous but I leaned back and reached into my sweatpants and pulled it out, her face immediately turned red and she bit her lip and said "Wow you are big for your age". she reached over my body and grabbed a hold of me and started stroking up and down, it felt amazing but I was still slightly shaking because I was so nervous, she asked if I liked that? Yes I said as she would go fast and slow,I was on my back in my parents bed as she was leaning over me jerking me off, she was looking at me smiling and all of the sudden without warning I saw streams of cum shooting out of my dick one after another, she looked at me and said "wow!! you must have really liked that" I was so embarrassed and said I was sorry but she said it was more than OK it was really hot.
Even thought I came I was still rock hard, she asked if I wanted a blowjob, I didn't even know what that was but said OK. She knelt between my legs on the bed and I saw her hand grab my dick with one hand as she slid it into her mouth, I shot my head back, it was the most amazing thing id ever felt before, I looked back down as she was working her head up and down on my dick. She would stop and slide her tung all the way from my balls to the tip and smile at me as she did it. After awhile she sat up and leaned against the headboard and told me to come sit next to her, I got by her as she grabbed my hand and guided it under her skirt and her underwear. My hand felt a smooth skin and than something softer and wet, As I started rubbing, she let out a loud moan, I was rubbing with my middle finger and my index finger and all of the sudden I felt my two fingers go inside a wet hole. She arched her back and let out a loud moan, I said oh my god I'm sorry, she laughed and said "Don't stop" I slid my fingers in and out of her slow at first until she told me to go faster and I did till she was moaning over and over.She pulled my hand out slipped her skirt and her underwear off and laid on the bed naked. She told me I should take my shirt and pants off and I did, I was standing naked on the side of the bed as she told me to put my fingers in her again, I curled down between her legs on the bed and moved closer to her wet pussy and slid my fingers in her again as she grabbed her tit's and moaned.
For some reason I don't know why without her asking as I slid my fingers in her I moved my head closer to her and started licking her pussy she groaned and put her hand on my head while the other squeezed her tit and she let out moan after moan. After awhile of eating her out she pulled my arm up towards her until my body was positioned between her legs, I could feel the wetness of her pussy on the shaft of my dick. She started kissing me until I felt her hand grab my hard dick and slide it into her. We both let out a loud moan at the same time, I was sliding my dick in and out of her as she tilted her head back and let out moan after moan, I put both my hands on her tits and started sliding it in and out slow and than fast it felt so amazing I was actually losing my virginity to a 20 year old. She looked at me and said "Fast and hard" I started fucking her like she asked until she looked at me and said "I'm going to cum" I didn't know what that meant as it pertained to girls but I kept pumping faster ans faster until her arms and head shot back, I felt her body start to shake and her eyes went white as she let out a thunderous scream, I was still going as fast as I could, I felt her pussy squirting cum all over my dick. As soon as I felt her cum I could feel myself getting ready to cum, I told her I was going to cum too and she smiled at me and told me to "Shoot my load in her" I pumped as fast as I could until I felt it happen , I let out a loud grunt as I thrusted one last time into her deep, I could feel myself shooting load after load of cum into her body. She smiled at me and said "You were amazing" I felt like a king.
We got dressed put everything back, made the bed. As we walked to my bedroom she put her arms around me and kissed me and said "Hopefully I will get to babysit you again soon". She went downstairs as I laid in bed processing what had happened with a smile on my face. The next morning I went downstairs where my parents were in the kitchen making breakfast. My dad looked at me and said "Me and your mom heard you made It hard on the babysitter last night. Well tomorrow your mother and I are going out of town for a couple days and you will behave when Trish stays here, Do you got that?" I made it seem like I was crushed and as I turned to walk back upstairs all I could do was smile.