Bret
Don’t get me wrong. Being a big brother has its advantages. But, it is not as glamorous as it sounds. Yes, you do get to do a lot of things before your younger siblings but most of the time parents are stricter with you than they are the brother or sister. That is just at home.
I haven’t mentioned anything when it comes to school. That’s an entirely different subject. Both good and bad as well. If you’re too good, Teachers expect more from younger siblings. It’s even more difficult if they aren’t exactly the perfect student. The bad. Sometimes, you are more over-protective of them. Especially if you have a younger sister. That makes it all the more difficult as well.
I was going into my last year of high school and I was ready to get out of here. Not because I hated anything or anybody. It was because of love. Things changed that summer. Not only was I a senior in high school but I became the guardian of my younger sister. Our parents were killed in a car accident by a drunk driver on their anniversary at the beginning of summer. So we had time to adjust before school started in the fall.
I love my sister. I really do. She's beautiful, smart, funny, a great person. She's only a 17-year-old junior but acts older than that. But being in the same school has made up during my life miserable the past couple of years. She had no girlfriends. All girls hated her, because at least one time or another, sis has been rumored to have slept with a brother or boyfriend.
All the guys constantly bugged me. Asking me all the time to set them up with my sister. I have made it perfectly clear, I am not interested in setting them up to hook up with my sister.
I’ve had numerous discussions with Madelynn or Maddie, as I called her. She wants to stop slutting around. She has wanted one guy in particular. Mike was a star running back of the football team and he was a total douchebag. A total player and my sister didn’t see it. She was lonely, Maddie only wanted to fall in love with one guy. Too bad he wasn’t good enough for her. But, he wanted nothing to do with her. That, I was happy about.
Four Months Later….
It was early in the new year. When the apple of her eye Mike, asked her to go to prom with him in a couple of months. She didn’t hesitate in saying yes to him.
In one way, I was happy Maddie wasn’t going to be fooling around with random guys from school anymore. But, why did it have to be him to ask her to prom? I had a feeling I knew what he had in mind after prom. All I could do was watch. Maddie wasn't listening to me about Mike.
We were close enough to talk to each other about anything in our life. I have stopped bugging her about her sluttiness. I wanted to be her brother, not replace mom or dad. She stopped talking about Mike because she knew how I felt about him and my feelings toward him.
We were having dinner and Maddie asked if I was interested in going to prom. She wanted to make her night even more special by having me share her night. I said I never thought about it, but I would think it over. I suggested this weekend we go look for dresses for her.
“Really? You would do that for me?”
“Yes, I want to be there for you even if I don’t go. Since mom and dad can’t be here it’s the least I can do for my little sister.”
“Awe, big bro. That is so sweet, I love you” and she proceeded to give me a big hug and our lips met when she kissed me.
Laying in bed that night, my mind thought back to my conversation with Maddie. More importantly, her kiss. It was soft and tender. I felt myself longing for another. I also felt my cock growing in my boxers.
No, I can’t do that. Why am I thinking that way? I need a distraction. I grabbed a magazine and started to read hoping I’d fall asleep in no time. That didn’t work. My hand slowly started stroking my cock through my boxers. I paused and pulled them off and continued where I left off. My mind went to kissing my sister’s lips. The thought of her tongue in my mouth made me stroke even faster. My cock was moistened with a little bit of pre-cum escaping the tip. My mind drifted off again to me sliding Maddie’s panties to the side and fingering her tight wet pussy. Her juices already flowing down her thighs.
“Bret. I want you to fuck me. I want my brother's rock hard cock entering my wet pussy. I have been longing for it since I can remember.” Faster I stroked. I could feel my impending climax. Maddie bent over and I slid my cock in her and felt her pussy clench on my cock almost immediately. I started thrusting and her pussy contracted even more till we came at the same time. My cock shot in Maddie deep while I kept pounding my little sister. Shot after shot, her pussy milked out of my cock. “Oh my gosh, Bret! That was incredible. Your hot spunk made my pussy feel so wonderfully full. My eyes closed and I drifted off to sleep.
“Bret! Hey sleepyhead, are you up yet?” Maddie yelled at me as she opened my bedroom door. I woke with a start and Maddie gasped. “Oh My God!”
“What? What is it? Oh shit!! Sorry, Maddie.” I exclaimed as I covered my bare naked body with a sheet. “Didn’t mean for you to see that.”
“It……It’s ok. Just warn a girl next time. I would have yelled through the door until you answered. Besides, if you've seen one, you’ve seen them all. Well, maybe not that big.” Maddie said with a grin.
“Maddie!! I can’t believe you said that! Well, I’m going to shower so we can get going. I’ll be down in twenty minutes” I got up with my sheet and walked to the bathroom to take my shower.
Maddie
Maddie had covered her eyes while I walked by to avoid further embarrassing herself. She sat down on the edge of the bed waiting for the shower to start to make sure I was in before leaving. As she leaned back on my comforter her hand touched something wet.
“What the hell?’ She silently thought. She smelled her hand. It was sticky and had a musky smell to it. She paused then tasted it. “Mmmmm. My brother has some tasty spunk. I wish I could get a bigger taste of it. It’s been a while since a guy has given me some tasty cum. But, never this good.” Maddie couldn’t believe she was thinking of her brother that way. She heard the shower turn on and made her way to her bedroom.
Since Maddie started dating Mike, she changed a little bit. She didn’t want just a sexual relationship with a guy anymore. They did everything else but sex. Now, Maddie still got herself off hen she was horny. She masturbated daily. Today was no exception. Tasting Bret’s cum had gotten her extremely wet and she needed to cum so she could be more relaxed and spend the rest of the day trying on dresses with him.
She shut the door to her room and locked it. She would only have a few minutes. She shed her and panties in no time. Grabbed her favorite dildo out of her drawer and gave it a lick before thrusting it deep into her slit.
“Oh fuck! That’s good! She moaned, slowly moving it in and out with one hand while the other rubbed her now engorged clit. Maddie bucked her hips up and down, her eyes closed imagining that she was getting fucked by a nice hard cock. Only that cock didn’t belong to Mike. She envisioned it was her Big Brother, Bret.
She slowed down just to think about the thoughts in her head. s\She tried to think about Mike but couldn’t. She was so worked up and horny that she just went with it. Maddie’s eyes closed and she began to moan.
“Oh fuck, yes! Just like that. Fuck your little sister, Big Bro. Cum in my pussy, Bret, Please! Oh, ohhhhhhh. Yes!” Maddie had reached the pinnacle of her climax and was cumming all over her bed. She kept moving that dildo in and out, riding another wave of orgasm till she was spent.
Suddenly there was a knock on the door. Maddie looked around to make sure she was alone. She hurriedly put her toy away and grabbed her shorts and panties.
“Maddie, Are you ready to go?” asked Bret. He knocked again and tried to turn the doorknob finding it locked. “Is everything alright?”
“Yeah, I’m fine. Be down in a minute”
Maddie finished getting dressed and just sat there dumbfounded. How could she have just fantasized about getting fucked by her brother? It was going to be an interesting afternoon trying on dresses with Bret to say the least.
Bret
“Hey, everything alright? You look a little pale.” Bret asked me.
“Ya, just excited to be going out with you to look for dresses.”
We pulled in the parking lot and went into the store. Maddie just went into overdrive looking at everything hanging. I stood back and waited for her to calm down and come to me for my much-wanted opinion. After twenty minutes, Maddie came over to me with about five dresses she liked and asked for help choosing.
“Go ahead and try them on. I’ll give you my opinion.” I told her. I had already decided against two dresses before she even tried them on. But maybe it will look better on her. After she tried them all on we had it narrowed down to two. The first was a red sequined dress with a skirt that was mid-thigh with a slit up the side showing her gorgeous thighs. The second, a white sleeveless with a deep “V” in the back till almost at her waist. It was knee-length. Both were very form-fitting for Maddie’s beautiful breast and ass.
“Why am I thinking like that?” I said to myself. I was well aware that those dresses made my sister look very, very fuckable. I tried to keep my cock in check but it was constantly hard throughout the whole afternoon.
Maddie chose the red dress because she knew it was my favorite color. I asked if she was sure. She agreed. She was sure. Maddie just needed shoes and stockings to match her dress and we would be done for the day.
“Bret, when we’re finished, can I take you to dinner? I want to do that for you since you put up with me all afternoon helping choose my dress.” Maddie pleaded
When we got home from dinner, Maddie went upstairs to hang her dress up along with the accessories in her closet till the big day. I sat on the couch and turned the television on. I must have been beat because when I woke up I was laying on the couch, not sitting. I was also just in my boxers as well. But, the strangest but most erotic thing was in her shorts, which she always wore to bed and a t-shirt. However, she was also crashed out on the couch as well, laying on top of me.
