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My first time

"Playtime between a brother and a sister progresses"

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I was 16 and standing in front of a mirror in my room in my swimsuit. I was slender with a flat stomach. I looked at my ass and noticed it too had begun to fill out. I had a little bubble butt. My boobs looked a little out of place with the rest of my body. In this top they were spilling out the sides some and I had a pronounced cleavage. I knew I would probably have to get at least a 34C. I was going over to a friends house today to swim. I had been over there recently and had noticed how her father was a little nervous around me and when he was outside with us I would catch him staring at me.

I went to the kitchen to find my mom or dad to take me over to my friends house. My brother was in there getting a drink. He was 4 years older then me. He didn't say a word as I walked in the room. I saw his eyes go up and down my body. He looked at my boobs the most. He had been doing this a lot lately. He had been giving me quite a few hugs lately and I knew it was so he could feel my boobs. My dad walked into the room and took one look at me and just shook his head. I asked him if he could drive me, but before he could answer my brother said he could. My dad made me put a tshirt on before we left and he told my mom to please take me shopping to get a swimsuit that fits.

As we drove to my friend's house I saw that my brother was stealing little looks at me. He made the comment that I had grown a lot recently and I knew he didn't mean my height. He asked me if guys in school were trying to get me to hook up and stuff. I just smiled and said some. I told him that the guys were always trying to hug me and I knew all they wanted was to feel my boobs. He swallowed hard at that. I said some were even bold enough to fake like they bumped into me and would grab them. He didn't say much after that and dropped me off. I told him I would call him later to come pick me up.

I had fun at my friends house as we enjoyed the pool. Her boobs were much smaller then mine and she was on the skinny side. Her dad sat in a lounge chair on the patio with sunglasses on reading a magazine. I was pretty sure he was trying not to be too obvious about staring at my boobs. Once I noticed the magazine was upside down and I was about to say something to him when he quickly got up and went inside. That happened right after I had jumped off the diving board and when I came up to the surface one of my boobs had popped out of my top. My friend noticed and pointed and laughed. I giggled and tucked it back in my barely there top.

It was getting late and I called my brother to come pick me up. I thanked my friend for inviting me and on purpose I gave her dad a hug so he could feel how big my boobs were. I hopped in the car and my brother drove us home. I hadn't put the tshirt back on. He kept looking at my cleavage and the side swell of my boob that wasn't cover by the top. I stretched a couple of time making sure he got a good show. I was teasing him of course. It did make me a little excited knowing that my friend's dad and now my brother were looking at me in that way.

I took a shower and mom had fixed dinner. We watched some movie then I went to bed. It was always warm in my room so I didn't wear much to bed. I had a little tank top on and panties, that’s it. All I had on my bed was a sheet and that was thrown back most of the night. I had just started to drift off to sleep when I heard something. My brother's room and mine were connected by a bathroom. Someone had come into my room from there. They stood next to my bed for a moment then laid down next to me. It was my brother.

I turned my head and asked him what the hell he was doing. He told me to be quiet, that he just couldn't help it anymore. He whispered to me that after this afternoon seeing me in that swimsuit he had made a decision. He said he just had to feel my boobs for himself first hand. He said he would be gentle and asked me if he could touch them just for a minute. My heart was pounding and I had to swallow before I could talk. I was very nervous and told him it was OK and he could touch them but just for a minute. We were in a spooning position on my bed and I felt his left arm reach over me and he took my left breast in his hand. I felt the heat of his hand through the thin fabric of my top. He gently squeezed my soft breast and I closed my eyes.

He whispered to me that he couldn't believe how big they had gotten. He said I was bigger then most of the girls he knew. Having my breast in his hand felt great but then he let go of it. I thought he might be done and I was a little disappointed, but he wasn't. He moved his hand down and slipped it under my top. His hand moved back to my naked breast and he grabbed it again. This was a lot better then before. Feeling his skin on my skin was electric. Soon his fingers found my nipple. It was rock hard and he pinched and pulled on it. I think I might have even moaned a little at that. He made sure that both my left and right boob got attention, squeezing the round fleshy globes and pulling on my big nipples. I had told him for only a minute but now I didn't want him to stop, but he did. He kissed me on the cheek and said thanks and then left my room going back to his.

I was breathing hard and now I would have a heck of a time going to sleep. One of my hands made its way down to my panties and went in them. I was very wet and my fingers found my swollen clit. I had been masturbating more often lately and it didn't take long for me to make myself cum. I shook with my orgasm thinking about my brothers hands on my breasts. Relaxed now I rolled over and went to sleep. I wondered if that was a one time encounter or if he would do it again.

The next day I was a little nervous. I wasn't feeling guilty, but brothers weren't supposed to feel their sisters naked boobs, were they? I smiled at him and he smiled at me when I saw him in the kitchen. My mom and dad were in there and I knew my dad would kill my brother if he knew our little secret. If we were going to continue our play we would have to be careful not to get caught. Later that night I tried to stay calm and not look like I was excited about going to bed. As I lay there I slowed my breathing and waited. I thought he wasn't going to visit me when finally the door to the bathroom opened and he walked in my room. He crawled into bed with me again. He whispered that he had to make sure mom and dad were asleep before coming in here. I just nodded and then I took off my sleep top. I was on my back and he had full access to my boobs. He started to squeeze them and pulled on the nipples. Then he did something I didn't expect. He leaned down and he took one of my hard nipples into his mouth.

His mouth was hot and wet and he flicked his tongue on my nipple. He slurped and sucked on it then did the same to the other one. He played with my boobs like this for maybe 30 min then gave me a kiss and left. Having him suck on my nipples felt so good. I pulled on them myself with one hand while the other played with my pussy and clit. I came again like the night before. I was so happy my brother had decided to continue our nightly play. And continue it he did, almost every night for the rest of the summer.

After a few weeks of boob play one night while he was sucking on a nipple I felt his hand on my stomach. It slowly moved lower until it reached the edge of my panties. He hesitated just for a moment then slowly slid his hand under the waistband continued down until his fingers touched the lips of my pussy. I wanted him to touch me the same way I touched myself. This was a big step beyond just playing with his sister's boobies. He let go of my nipple just long enough to ask me if I wanted him to go further. I just nodded my head. His fingers parted my lips and he could tell how wet I was. He used his middle finger to trace my tight opening. He slowly pushed it inside me but stopped when he felt an obstruction. I was still very much a virgin. He pulled his finger out and moved it up to my clit. Like my boobs it was big. It was sticking out of it's little hood and he played with it as he rubbed my pussy. That sent me over the edge and for the first time I came from another person's efforts. My brother's efforts.

After I finished and relaxed he kissed me and left. Knowing that he had actually touched my pussy and had given me an orgasm raised our game to a higher level. It felt much more taboo now and that much bigger of a secret. I kept praying that our parents didn't have a clue about our nightly activity. I wanted it to continue and though I didn't think about it I probably knew where it was heading.

It had been a couple of weeks since he had started playing with my pussy. I had started going to bed naked because it gave him easier access to me. I was waiting for him in bed like usual one night. He came into my room and climbed in with me. I rolled toward him to give him a hug. I liked him to hold my naked body close. We had started French kissing as well. He told me I was getting very good at that. Our tongues would dance in each others mouths and it just added to the passion. As he pulled me close I immediately knew he was nude as well. Up to this point he usually wore a tshirt and/or at least his boxers. Tonight my brother was as naked as I was.

I felt the warmth of his naked body press against mine. He had something in mind and I wasn't sure what. Summer was almost over. I knew his cock got hard when he played with me. I had never seen it and of course never touched it. Now it was between us and I could feel it swelling. He had his hands on my ass pulling me close and I did the same to him. We were kissing and my boobs were pressed into his chest. I could feel his fingers go between my ass cheeks seeking out my pussy. His cock was super hard now and from what I could tell it was huge. I had never touched a cock and had only seen a couple of them by accident. Some of my friends had played with guys and from what they had told me about how big they were my brother's dwarfed all of them.

He broke our kiss as he played with my pussy.

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He was breathing hard and asked me to do something for him. I said OK and he asked me if I would hold his cock in my hands. He said only if I wanted too but he sure would like it if I did. I nodded and asked him to show me how. He rolled over on his back and I sat up some. Even though the room was dark I could still see some and for the first time I got a good look at his now fully erect cock. It was laying on his stomach and almost reached his belly button. It was as big around as my arm. I was just staring at it in awe when he took my hand and placed it on it. It was hot and it throbbed. The skin was so soft yet hard beneath the surface. It felt alive and not like anything I had felt before. I slowly ran my hand up the length of it until I reached the head. That part was very swollen and big. I touched the tip of it where he peed and felt a hot slick discharge coming out of it.

His cock was much too big for just one of my hands so I used both of them to play with it. He showed me how he liked it to be stroked. As I did what I was told he continued to play with my pussy. I played with his cock for maybe 30 min and I heard him groan. He said that he was going to cum soon. I knew what that meant and though I had never seen it my friends had told me about it. His cock would shoot his cum out of the end of it. Now that he was this close to actually doing that I wanted to see it. I stroked it a little faster and he closed his eyes. I had both of my hands wrapped around it going up and down when I felt it jerk. I wasn't sure what would happen, maybe a few drops. A huge rope of cum shot out the end of it into my hair. I didn't let go of it as another large blast hit the headboard. There was so much of it I was in shock. I wasn't sure if it would ever end as he poured out his load. It was all over both of us.

I was speechless and just sat there. He was breathing hard and then opened his eyes and looked at us. He laughed and took me by the hand and led me to the bathroom. We got some wet washcloths and cleaned up. Even when soft his cock was amazing. It hung down like an elephants trunk. So every night after that was playtime. I would get my boobs and pussy attended to and he would get his cock worshiped. He taught me how to kiss it and suck it. He warned me when he was about to cum. I tried my best to take it in my mouth but there was a lot of it. I liked the taste and swallowed his thick load. He tasted my pussy and I loved it. His tongue drove me wild. I would cum hard and he licked up my juice. He said I tasted so sweet and yummy.

It was October and I smiled knowing what I was doing and the fact that nobody had a clue about it or who I was doing it with. My parents were clueless though my mom had asked me about the state of my sheets a couple of times. My brother and I always tried to clean up but I guess sometimes we missed a spot. She didn't press the issue though and we figured she didn't suspect anything.

We had become very familiar with each others bodies. I enjoyed our secret affair and loved giving my brother pleasure and of course getting pleasure from him. This had all started a few months ago with him just wanting to feel my boobs. We were in my bed once again and I had his hard cock in my hand. He was kissing me while he played with my nipples. He took his cock out of my hand and began to rub the head across my pussy lips. We had been doing this for a couple of days. It felt really good. He broke our kiss and told me he needed to ask me something. He asked me if I felt weird about doing any of this with my brother. I told him at first I might have felt some guilt but now I loved doing this with my brother. He smiled and said that even though I was his sister that he loved being with me and always made sure I was comfortable doing any of this. I kissed him and smiled at that. Then he asked me to do something that made my heart skip. He said he loved me stroking and sucking his cock, but he needed something else. He wanted to try and just put the head of it inside my pussy.

I bit my lower lip thinking about that big thing going in me. I told him I would try it but I wasn't sure if it would work because of its size. He said all we...

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Written by shawnababy
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