My Older Brother, How it All Started… My name is Charlie, everyone calls me CJ, I am 19 at the time of writing. I loved all the stories I have found here and not having a normal sex life I figured I would share with everyone my experiences. The first story I want to share, is one I remember so vividly that it’s as if happened an hour ago. Apologies in advance for any grammatical or structural issues you may find.
How it All Started: My Older Brother
(Starting now everything will be according to when I was a bit younger. Not my current age.) I am just under 5’ tan skin with brown hair a couple inches past my shoulders. My bra size at the time is a 32A they were hard and firm with slightly smaller than average nipples. I’m not overweight in the slightest, my body weight is about what you might expect around that age. My butt/hips widened way further than other girls my age, so I had a sizable butt with tiny breasts. I have two brothers who both have brown hair and brown eyes and both are naturally tan, unlike me. The younger one, David, is a few years younger than me with a slim build and kind of nerdy, he spends most of his time playing video games. The older one, Nick, who was in high school, is about 5’8” and is incredibly athletic. (He is more of a jock than anything else (all-state as a sophomore). We all live with our mother because our father died when I was just in elementary school. We live in a two story house with a basement, my mother is on the main floor and my brothers and I are on the second story. Because I am the only girl I have my own room with a bathroom attached while my brothers share one. This isn’t about both of my brothers though, just one of them.
This all started when one time when I had come home from school early because I decided to skip my last two classes. I had recently figured out how to masturbate and how great it is. Sometimes I would rub myself or use the handle of my hairbrush as a toy until I was sore. By skipping class, I thought I would touch myself for a while since I knew that my mother wasn’t coming home till late and because it was Monday my brothers both had to stay after school for activities. My school was only 4 blocks from my house so I walked to and from every day. I had easily 5 hours all to myself.
As soon as I got home I went to my bedroom and stripped everything off knowing no one would be home for hours. Looking at myself in my full length mirror I rubbed my boobs, squeezing them together as much as I could, wishing they were slightly bigger. I ran my hands down my sides rubbing my hips, super proud how they looked. I had the hourglass figure on my bottom half for sure. From there I slid my hand down through my little patch of growing dark brown pubic hair, I loved it being the one of the few of my friends who had it. As I turned around, I admired my butt and my back dimples before leaving my bedroom.
I knew I would get thirsty after I was finished, so I went to the kitchen and glass of water from the, teasing myself with my fingers as I walked through my house naked, which was a thrill in itself even though no one was home.
When I got back to my room I immediately got on my bed and laid down not even bothering to get under the sheets. All I had on my mind was how good my warmth felt around my fingers, how moist I was, doing my best to avoid touching my clit. I knew once I touched my clit I would want to start going fast. It always amazes me how wet I get, how my fingers effortlessly glide in-between the lips of my pussy.
Closing my eyes, I lost myself in my pussy, feeling wave after wave as I pushed myself to the brink of cumming and then rubbing my inner thighs while I calmed down, just to start back up again. I don’t know how long I did this for, maybe a half an hour, when I happen to open my eyes to look down at myself and see Nick, my older brother, looking at me from outside my door, backpack in hand, eyes transfixed on the little spot my open legs provided him.
I watched as his eyes traveled up from my pussy to my boobs up to meet my eyes, which was then I snapped out of the shock of seeing him and immediately jumped to my knees on the bed, doing the best I could to cover myself up. He yelled that he was sorry and slammed my bedroom door much harder than I am sure he meant to. I probably sat in bed raddled for 15 minutes before I got off the wet spot I had created on my comforter and went to go shower before everyone got home.
Nick and I didn’t talk for the rest of the night, I even stayed in my room from the embarrassment I felt from him seeing me. I avoided eye contact with him for the next few days and we really only saw each other before leaving in the morning and at night for dinner. He didn’t seem to act any differently than he normally does so I had no idea what to think or anything.
On Thursday night I followed my same routine as I have the past couple days, avoided Nick at every opportunity. In the middle of the night Nick woke up me around one in the morning and he led me into my bathroom, closing the door behind us. My eyes squinted as he turned on the light and motioned me to sit on the cushioned toilet cover. After I sat down he sat down on the floor in front of me.
“CJ, I think we should talk about what you were doing the other day when I got home.”
“Nick, I am sorry, I shou…” he cut me off.
“Look I am really sorry, I didn’t think you would be home and I was not…expecting to see what I saw.”
“I skipped class because….”, I honestly couldn’t come up with a response to explain anything so I just went silent. We just kind of looked at each other for a while in awkward silence. After a minute or so, he broke the silence.
“Hey CJ… could you take your shirt off?” he asked, his eyes moving to my chest and back up to my eyes.
(I go to bed in a long shirt that goes to my thighs and generally I just wear shorts or panties underneath, tonight it was only panties. Nick was wearing a t-shirt and basketball shorts.)
“What? Why?” I crossed my arms uncomfortably.
“Just do it, I want to see you.” He seemed a bit more forceful and less awkward when he said it this time.
I looked at my bare knees thinking, with so many things going through my head. What was he asking, why me, why would he want me to take my shirt off?
“CJ stand up and take your shirt off, come on.” He seemed less confident again, almost pleading.
Him telling me to do it again, seemed to tear down any defense I had in my mind, feeling uneasy, I stood up and proceeded to pull my shirt over my head, my ponytail getting caught for a brief moment.
After I dropped my shirt to the floor next to the tub, I immediately covered my exposed boobs with my hands, as small as they are. Watching me cover them he stood up and pulled down my arms by my forearms, exposing them again for him. After looking at them for a moment he grasped them both in his hands, rubbing them gently.
“These are beautiful, I love your boobs CJ, they are so amazing and soft.” He said to me as he touched them. I couldn’t come up with anything so I stayed silent.
He moved his thumbs along the bottom of my breasts as he as he rubbed and circled my nipples until they were hard. Once he was done rubbing them he sat back down on the floor, his hand running over my hip on his way down.
“Now your panties, can you take them off.”
I was honest afraid he would tell me to again, my walls were already torn down from taking off my shirt, so slowly, I pulled down my panties, showing my little patch of blonde hair. Once my panties were down I kicked them to the side and crossed my legs, covering my patch with my hands, feeling completely exposed.
“CJ, sit down, and please do what you were doing the other day” Looking me up and down as he said it.
I sat down but kept my legs crossed and with what little resistance I had left and asked him,
“I am your sister, why…”
“CJ please, it will feel good and I want to see what I saw again.” His voice seemed to break a little bit.
Not even knowing why I did it, I opened my legs, put my foot on the tub, and ran my fingers through my pussy for the first time since he caught me. Immediately, I didn’t care that he was there, I wanted to feel good, it had felt like forever since I came.
I rubbed right my opening with two fingers in little circles, a bit surprised with how wet I already was. I ran my fingers up and down between the lips of my pussy, enjoying the familiar wave of pleasure washing over me. I looked down at him, he seemed mesmerized by my pussy and how wet I was. I continued running my fingers over my opening, sometimes sliding my middle finger inside myself to hit a really good spot and then I would go back to rubbing all around my lips.
As I reached up to rub my boob while I touched myself, I noticed him move a bit. When I looked at him he was pulling his boxers down and he began stroking his dick while he looked at me. I have never seen one before, it was fully hard and thicker than I had expected, darker than his normal skin tone. As hard as he was he didn’t seem huge. It looked like he felt really good while he watched me. This excited me, that I wasn’t the only one feeling so good. Without thinking I leaned my head back and started rubbing my clit in quick circles, I felt pressure starting to build up, much quicker than I was used to.
I tried to stay as quiet as I could because people were home, I am sure that if the door to my bathroom and bedroom weren’t closed someone would hear me and wake up. I almost screamed when I felt my hips being adjusted and my hand get pushed out of the way, before I could knew what was happening, at the same time I opened my eyes and looked down he planted his tongue into my clit. The pressure I had begun to feel immediately released and I squeezed my legs together while my body took control of itself, wave after wave until I finally relaxed. I had never felt something so soft and gentle but so stimulating against it.
Looking at Nick sitting on the floor in front of me, not realizing when he got his head out from between my thighs, I now felt extremely bad. He was looking at me in almost amazement, like I was the most beautiful girl he had ever seen, stroking his dick quickly, while his eyes moved over every part of me.
“Nick…are you ok I am really sorry.”
He didn’t say a word, just continued stroking, it was like he didn’t even hear me. I looked at his dick as he rubbed it up and down, almost with a desire to touch it because of how good it seemed to make him feel.
Just as I was about to get on the floor with him, he stood up and removed his shirt. He had such defined abs and chest muscles. I couldn’t look away as he got closer to me and lifted me off the toilet. I felt his hard dick pressing against my under-thigh and wow I never would’ve thought guys get so hard.
“What are you doing?? Put me down.” I looked at his eyes for the first time since he had removed his shirt. He was gazing into mine. He set me on the sink and kissed me.
I had kissed boys before but not like this, it was so soft. I felt his tongue press against my lips so I let him in, letting me lead me completely. Again…I was at a loss I didn’t know what to do, everything was happening almost in slow motion but it was like my reaction time didn’t exist.
As he kissed me he started rubbing my breasts again, and this time, it felt good, I felt a small chill run from my pussy through my body and I put my arms around his neck and fell into him. He continued touching me everywhere, avoiding my pussy completely, until he found a spot that made me moan. He rubbed me just on my hips, it felt so good. I ran my hands over his chest while he focused on rubbing my hips/butt.
We were both breathing hard at this point and my moans I think elevated how he was feeling. All of a sudden, I felt something rub against my clit. I jumped and looked down and he had begun to rub his hard cock against my clit…back and forth. In that moment I noticed his cock was throbbing while he moved it, it would continue to make small jumps every time he ran the length of it over me.
He lifted my chin up and kissed me again and fell into his lips again. While kissing me he pressed his cock against my pussy… against the opening.
I opened my eyes about to protest then he pressed into me, and I felt electric pain and he pushed into my opening.
“Nick, nick no…” I held my arounds around his neck tightly. He didn’t seem to listen. I was only able to get that one phrase out.
He pushed against my opening multiple times, not able to get in hardly at all, and the pain started to subside as I felt him enter me. Then out of no where, it felt like my body gave up and just let him in… I can’t describe the feeling other than I felt him fill me up as I felt his cock go all the way inside me, all the way until his hips were completely against my thighs…I could’ve wrapped my legs around him he was so close. It felt huge…he did not look as big as this felt.
Before I could say anything, his body became really rigid, and groaned not moving, still pushed all the way inside me. I felt was his cock throb and pulse repeatedly. As his body loosened up he leaned close, kissed me, and embraced me with a hug.
“Charlie, I love you.” He whispered into my ear.
He used my full first name which through me off guard. I didn’t know what to say or anything, so I just replied with, “I love you too.”
After our embrace, he backed away, sliding out of me, it was at that moment I realized what had happened as I felt it. I looked down and saw his thick white cum, oozing out of me. I was in shock and did not know what to say. I looked down at his cock and it was nothing like it was a moment ago, it was really wet, pointing completely downward, much smaller. I couldn’t believe it had gotten so small.
“CJ don’t tell anyone…please.” he looked at me almost as if he half regretted what had just transpired.
“I won’t” I replied slightly out of breath.
After that he put his boxers and shirt back on. During this I just sat on the sink watching him. He kissed me on the cheek, said goodnight and helped me off the sink. My legs felt like jelly but I was able to stand. He walked out of the bathroom and left my room, leaving the bathroom door open.
Still feeling him leak out of me, I slid my panties on and left the bathroom turning off the light. I went to my dresser and put a tank-top on because that was the first thing I saw. I crawled into bed and tried to contemplate what just happened. I just had sex. For the first time. My older brother was the one to do it. It was strange and I think I liked it, but it never felt wrong. I stayed up for a while before sleep took me, hopefully things will be more clear tomorrow.
Added by Charlie