Hi. Im Annalyse. I’m a 5’6’’ and 180 lb senior in high school. I have brown hair and green eyes. All of my weight seems to be in my ass and thighs. No one seems to notice I’ve got no boobs as they are all keen on staring at my ass. Ugh. Men! Anyways, this is a little story about me. Hope you like it.
For those of you who don’t know my family, we were never very close. Most of them hate me, but I do fine as long as I stick to myself. My stepfamily loves me though. Ive never really understood that. Oh well. During the summer breaks from school I would usually stay with my stepmom’s brother, Uncle Kenny and his daughter Ashley. Uncle Kenny worked a lot and he didn’t trust Ashley enough to leave her alone so he hired me on every summer as a live in babysitter. He would give me anything I needed while I was there, food and all that, and he would pay me at the end of the summer before I went home so I have enough to keep me going until the next year. It was usually a hefty sum.
The summer I want to tell you about is last summer, between my junior and senior year. It was a summer like any other but it is one I’ll never forget…
I walked in to see Uncle Kenny hurrying to get to work and Ashley on her game in the living room. He hugged me, said it was nice to see me, apologized for needing to leave, and left. Ashley heard me shuffling around and came running. A huge smile on her face, she jumped into my arms. The first day here was always the same. They went on about how much they liked me and missed me and couldn’t wait to spend time with me. The next day things got boring like I lived there every day of my life. It was nice to feel like I had a family.
We got settled and played games and stayed up late doing each other’s make up and everything a 13 year old girl wants to do with an 18 year old girl (I was held back). It was a lot of fun but we eventually tired and went to bed.
I don’t know exactly what I was dreaming. I just know that I woke up thinking about Uncle Kenny and I was soaking wet. I got up and went to the bathroom, honestly a little embarrassed about what I know I was dreaming about. The clock said 4:30 am. Uncle Kenny was almost home from work. I was barely in bed before I heard the door open and him fumble around in the dark, trying not to wake us up. I chuckled in my head. I was silly to think of Uncle Kenny that way. I thought to myself my silly hormones were only trying to get the best of me.
The next day, Ashley and I woke up and went outside. Uncle Kenny wouldn’t get up until about 2 in the afternoon so we spent a lot of time at the park. I grabbed the brush from the bathroom along with other hair products. The better part of that day consisted of me brushing Ashley’s hair and trying new styles. Laughing and talking about boys, we went back to the house. When we walked in, Uncle Kenny was already awake. Well, sort of. He was in the living room watching SpongeBob with his eyes drooping. We couldn’t help but laugh, it was hysterical. I, however, couldn’t help but feel slightly attracted to him and I couldn’t figure out why.
Uncle Kenny’s not an ugly man, but he wasn’t an attractive man either. He had salt and pepper hair with an always neat and short haircut. He was in his forties and had a beer gut. It wasn’t disgusting or huge, it was a tiny ol’ potbelly, but it was there. He was only a few inches taller than me. He usually wore contacts but at this moment I found him so attractive with the tiny wire glasses sitting on his nose. Ashamed of the feeling that was growing between my legs, I went straight into the bathroom.
This continued for a few days. He was starting to think I was angry with him or something with how hard I was working at avoiding him. Towards the end of the week, he asked me to stay up until he got home, there was something he wanted to talk to me about. My heart was pounding. There was nothing I could do about it so I just nodded my head and said I would. That was the longest night I had experienced in a long time. Ashley went to sleep around midnight and I just laid on the couch and watched Hulu.
A little before 4 am I went to the bathroom and then hopped in the shower. At this point I was freaking out a little. I had no idea what he was going to say or how I would respond or anything. I was contemplating whether or not I should tell him what I was feeling towards him. I knew it was solely a physical thing and that I would not be interested in anything more than that. I just laughed. I couldn’t say that to him!!! But, anticipating that I would tell him, I shaved my legs and my armpits and my pubes, leaving a small triangle of hair. When I got out I know I smelled awesome. I had my expensive soap that I only used for special occasions, I made sure to put on deodorant and brush my teeth. I blow dried my hair and I got on my clean night shirt.
I smiled in the mirror. I felt so sexy. I was wearing a long sleeve grey shirt that was WAY too big for me (which just made me love it more!) and my boyshort panties. I was a little underdressed in case Ashley woke up but she was in her bedroom and was a really heavy sleeper so I wasn’t really worried. Then I heard it. The truck was pulling up. Oh my heart was about ready to come out of my chest. I pulled my hair into a lose side pony and went back to the living room to watch my show.
Uncle Kenny came in quietly and I tried to ignore him. He asked me to turn down the tv because Ashley was sleeping but I said she would be fine. In my head I wanted her to fall asleep to the tv being a little louder because then it would be a little easier if I ever got my courage to be with him.
He asked me to follow him downstairs. That’s where his tv was and he could watch it without waking Ashley. I tried to make no big deal of it and just follow him but my knees were so weak I was surprised I was even able to get up off the couch. We get down there and he sits down on the couch. I stood there, not knowing what to do. He asked if I was okay and if there was anything I wanted to talk about. When I said no he asked if I was mad at him. Again, I just said no. He just kinda sat there awhile and I stood there looking around. It was one of the most awkward moments of my life. I couldn’t help but notice the slightly sad look on his face. I felt bad at that moment for making him think I was mad at him. I chuckled. He asked what has been going on.
This is it I thought. I gathered all the courage I had and even some I didn’t know I had and went to him. I watched his reaction as I sat on his lap, facing him. Disbelief. I slowly moved my face towards his and waited for him to kiss me. It felt like I was there forever when finally I felt his hands sliding up my legs towards my ass. I was so happy at this point that I had decided to shave!!!
This was the invitation I needed. I closed the distance between us and pressed my lips against his. I could tell it had been awhile since he was with another person. He was hungry. He grabbed my ass and slid his fingers in my panties to feel it. Then he stood up and flipped me onto the couch. I barely got a breath before he pressed into me, kissing me deeply, his hands back to my ass. My hands we on his back and roaming through his hair but I was getting so wet and I was so excited I didn’t want to wait anymore. I moved one hand slowly to the bulge in his sleep pants. I reached what I knew would be there and he let out a moan. He pulled off my shirt and took my hard nipple into his mouth. I arched my back to him. There was a chill that ran down my spine as one of his hands went down my stomach towards my pubic mound.
Even over my boyshorts he was making me feel amazing. Slowly rubbing and applying pressure in the best places. He knew how to please me and I so wanted to be pleased. I pulled at his shirt and he took it off. More kissing. More touching. I was ready to spasm but wanted to hold off on it so I sat up and pushed him up. I pulled his pants down and his cock sprang up. I pushed him back to the couch in a sitting position. I got down on my knees and took his cock in my mouth. I tasted the salty precum at the head but with a bunch of saliva it was diluted soon so it didn’t bother me much. I went up and down on his shaft a few times, slowly. Then a few times a little quicker. He threw his head back and moaned in pleasure. After a short while he stopped me and pulled me back to the couch.
On my back he pulled my boyshorts down and tossed them to the floor. He lowered his lips between my legs and began licking my pussy. I was a little embarrassed with how wet I had become but he seemed to be loving it. He began to lick inside my folds and hit my clitoris. My body jerked every time his tongue found that sensitive spot. I couldn’t take it anymore!! I just said that I wanted his cock inside me. It sounded really dumb but he didn’t seem to notice. He sat up and was slowly rubbing his index finger around my hole, but never inserting it. He asked if I was a virgin. I told him no. And I wasn’t. I had technically been with one other before. (Kind of. He stuck it in and it hurt so after a few tries we stopped. At the time I didn’t know what was up!)
A smile spread across my Uncle Kennys face. He came back up and started kissing my neck. I felt him come close and rub his cock on my clit a few times. He seemed a little hesitant. I reached my head up and nibbled on his ear and whispered please. I could feel the shudder that went through his body. Then his cock was at the entrance. He pushed it in a little and he let out a sigh. He said I lied about not being a virgin but it was too late. He pushed it in and pulled it out. He was giving me shallow thrusts. They didn’t hurt at all. He told me he couldn’t stop and he went in further. There was pain but it wasn’t like it was before. My hands on his shoulders and back tightened their grip and my nails dug into his skin. I arched my back against him and let him slowly thrust his whole cock into me. The pain subsided and I felt a full sensation. It was amazing.
He pulled his head to my nipples again and was sucking on them. Combined with his thrusts, I was so overwhelmed with pleasure that my brain stopped working and I had no thoughts. I was just focused on the man above me and his cock that began to swell. He started to thrust faster and make grunting noises. It was very intense and I made what I’m sure was a very annoying sound. Then I felt a tingle that I had never felt before. It got stronger and he said he was going to cum. Suddenly, my loins exploded and my muscles contracted violently. My body shook and I was overcome with wave after wave of muscle contractions. It was the most glorious feeling I had ever had. He let out a roar and pounded hard a few times.
I was so out of breath and I didn’t even do anything, I felt bad for him! He collapsed on top of me all sweaty and out of breath. I didn’t blame him one bit. We just laid there for a while, naked. When he caught his breath he got up and pulled himself out. We both shuddered and I felt his cum run out. It was a very weird feeling. I put on my shirt and boyshorts and went upstairs quick. I cleaned myself up in the bathroom and just looked at myself in the mirror in disbelief. My cheeks were so red and my hair had gotten so messed up.
I went back downstairs. Uncle Kenny had gotten dressed and motioned for me to sit next to him. We watched the tv for a bit and he just said out of nowhere that he was sorry for cumming in me and he planned on pulling out but it was so tight he couldn’t help it. At this point my brain was back online and I was embarrassed but I think it was a compliment so I just said it was alright. After a few shows and some cuddles I went back upstairs to fall asleep on the couch and he went to his bed. I fell asleep with a smile on my face that night. It was the beginning of what was going to be an amazing summer.