My Sister is Cherry-Chan
by Anal King

I first heard about Cherry-Chan when I was in my third year at Uni. I was sitting under a tree at the quad going over my history notes when a group of frat boys decided to park their tails on the opposite side of me. I mostly ignored them because all they talked about was the next party or how they nailed some loose coed. Fifteen minutes later, I started to get sleepy, so I put my books away and closed my eyes for a quick nap before my next class.

"She's a total fuckin' camwhore, dude. And she loves to stick two dildoes up her ass at the same time!" I don't know how long I had been sleeping, but it only took the word "ass" to get me up. I rubbed my eyes and listened with interest at what these frat boys had to say. 

"I don't believe it. Two?"

"Not only that, in one pic, she hooked her two index fingers into her butthole and spread it wide apart. You could see straight down into her shitter. Personally, I'm not into that hardcore anal shit, but I know you are, Brad. You freakin' pervert." They all broke out in laughter.

"So what's her name?"

"She calls herself Cherry-Chan and she looks as sweet as a piece of candy." 

"What a weird fuckin' name. Is she Asian? I really like Asian girls."

"No, but who cares! As long as she keeps posting her slutty pics and shoving things up her ass, I'm good." 

"Give me the website address," asked one frat boy, a little too eagerly.

"Okay, but you owe me one, bro."

"Yeah, yeah, yeah!"

"Okay, it's www.*****.com." After that, their conversation moved on to other less interesting topics before they all got up and walked away. I took out a pad from my book bag and wrote down the address. I wanted to see who this Cherry-Chan was and what she does with her asshole. I have to admit I have a major ass fetish and often think about women's asses several times a day. I love anal and have convinced a few of my dates to try it out. Most college girls are afraid of getting pregnant because they are not regular with their pills, and they know how guys hate using condoms, so anal is the perfect way to keep them satisfied while keeping a boyfriend.

Later that night, I was typing an essay that was due next week when Cherry-Chan invaded my thoughts. Since I needed a break, I thought this would be the perfect time to investigate that website. I opened Firefox and typed in the address I wrote down. The site was poorly organized and full of advertisements. On the left-hand side, a menu appeared with a long list of Chan girls. It seems that Cherry-Chan was only one of many girls who went by the "Chan" moniker.

Once the page loaded, I scrolled down the list. I counted over twenty different "Chan" girls with names like "Suzie-Chan", "Tomboy-Chan (allegedly, the FBI paid her a visit and told her to stop posting because she was underage)", "Misty-Chan", “Acai-Chan”, you get the idea. Cherry-Chan was the third one down. I clicked on her name and a whole page of thumbnails appeared. It was obvious she was very popular seeing how she had ten pages of material. I scanned the thumbnail selection and clicked on the one where she's on her knees spreading her sexy ass cheeks wide apart. She was nude except for a pair of white ankle socks. I liked the way her anus looked under the glaring overhead light. It was pink and shiny, ready for a fat cock to plow her ass.

My dick began to grow within the confines of my jeans. Though I couldn’t see her face, Cherry-Chan had the exact type of body I prefer in my women: thin yet curvy with enough padding to make a man want to explore. She also had beautiful pale skin as if she just bathed in buttermilk and lotion. It brought out the pink of her pussy and asshole. I clicked on another thumbnail to drool over. This was the one the frat guy had mentioned, where Cherry is on her hands and knees with two thick dildoes lodged in her anus. Her sphincter was stretched like three inches across! Man, it was obscene but what I wouldn't give to slide my cock into that tight butt-hole. 

Now that I'd seen her anal talents, I wondered if she had an image of her face posted. I went back to the main gallery and searched around. There was a whole bunch of her face on the last page so I clicked on one where she has her tongue sticking out wearing a white bra. My eyes widened in shock. I stopped breathing for a second because I just couldn’t believe what was right before my eyes! My sister Jessica is none other than Cherry-Chan! What the fuck and holy shit! If our mom, who is a big-shot lawyer, ever found out about this, Jessica would be grounded for years, and the website would probably be shut down. 

The disbelief slowly started to ebb away as I sat there contemplating my next move. What do you do when you find out your little sister is nothing more than a camwhore? A girl who needs lots of attention no matter what she has to do to get it.

A window suddenly appeared on my screen. It was another pic from Jessica. She was holding up a white card with the words, “I’LL BE TAKING REQUESTS RIGHT NOW!” 

It took me a minute to figure out that all I had to do was type my request into a shoutbox. Just out of curiosity, I waited to see what kind of messages Jessica would receive. In a matter of second there were fifty requests asking "Cherry-Chan" to do some hardcore shit, mostly having to do with her ass! After reading a handful I had enough. No sister of mine was going to degrade herself for a bunch of perverts.

In capital letters, I typed the following into the shoutbox: "Cherry-Chan . . . THIS IS YOUR BROTHER, JOHN. GET OFF THIS SITE IMMEDIATELY AND CALL ME ON MY CELL, RIGHT THE FUCK NOW!" While I waited for Jessica’s call, I read the comments after my post:

"hey, i'm your bro too. let me fuck you . . . "

"i wanna see someone's jism leaking out of ur ass!"

"stuff a cucumber up your shitter and lick it!"

"hello . . . where'd you go? hello?"

"did she log off?"

"wtf . . . maybe it was that creepy guy who said he was her brother."

"probably right. yo idiot . . . wtf is your problem, asshole!"

"give her some time to take the shot. stop being so desperate like me :-)"

Thankfully, my cell rang. I don't think I could've read any more of their dumb-ass comments. I opened the phone and ripped right into her: "Jessica, what the fuck do you think you're doing! Are you out of your fuckin' mind?" 

There was a brief silence before she replied, "I'm sorry, John. I didn't think you'd find out. I was—." I cut her off before she could continue, "Wait till mom hears about this," I threatened, not knowing if I'd really tell her or not. 

"No! Please don't tell her, John. She'll kill me!" That's when she broke down and started crying. She tried to speak in between sobs but I couldn't make out what she was saying, except for the part when Jessica said, "[sniff] . . . [sniff] I'll do anything if you don't tell her. Anything!" If I weren't her brother, that would be a tempting offer.

I waited for her to calm down before I continued, "Listen Jessica, when I come home next week, we'll talk then."

"Are you going to tell mom?"

"No . . . not right now. But that will all depend on what you tell me when I see you and what you do until then," I warned. She began crying again. I sighed and hung up on her. I just couldn't deal with this mess right now. I had a paper to finish and a shit-load of studying to do.

After an hour of trying to focus on my studies, I gave up in frustration. I couldn't get the image of Jessica’s ass out of my mind. And the fact I got hard for my sister really bothered me. And what's really fucked up about this whole thing is, I really wanted to see more of her pics. I thought of those old cartoons I saw as a kid where one guy would have an angel perched on one shoulder and the Devil on the other. One is whispering in his ear not to do what he's thinking, while the other is saying, "Go for it!" That's the way I felt at the moment.

In the end, I went along with the red guy's advice and, once again, clicked on Cherry-Chan's link. I spent the next hour burning images of Jessica's into my brain. But the one that stood out above all others was the one where she's on her knees looking over her shoulder with a slutty smile showing off her huge gaping asshole. It looked painful but my sister acted as though it made her feel good. And the best part of that amazing image was how she managed to expose the pink, meaty interior of her inner sphincter. With all the will power I could muster, I decided to log off and not jerk off for the night. It's bad enough I'm looking at pictures of my sister, but to lust after her is another thing. Sleep didn't come easy that night.

The next day during classes, I had a hard time keeping up. Jessica's ass would constantly invade my thoughts. Luckily, I had less than a week before spring break began, but it was one of those slow weeks; the kind that never seems to end. Finally, the day came where I got to pack my duffel bag full of dirty clothes and got on the next bus home. During the four-hour ride, I thought about Jessica and what she had done, but I mostly thought about Jessica's ass. I didn't know what I was going to do when I got there, but I knew I had to do something. I closed my eyes and slept for the remainder of the trip.

When I walked into the house, it was quiet. My sister should be home at this time. As for my mom, it's still too early, but she did say she would quit at a reasonable hour so we could all go out for dinner. I dropped my duffel bag by the front door and went to my room. I had to pass Jessica's room to get to mine. I heard some music playing, but I wasn't in the mood to confront her right now. I plopped on my bed. I was going to jerk off to relieve some tension, but I soon found my eyes closing.

I felt a soft pair of lips kiss my cheek. Then those very same lips kissed my other cheek. I thought this was going to be the beginning of a much needed wet dream. I felt a hand rub my chest and a voice saying, "Baby . . . get up." Now the hand was running through my hair, lightly caressing my scalp. "C'mon sleepy head." I slowly opened my eyes and looked up into my mom's smiling face.

"Hey mom, what time is it?"

"It's time for you to get your butt in the shower so we can head out to the restaurant. I made reservations so get a move on." I groggily got up and made my way to the bathroom. Once the cool invigorating spray splashed across my face, I became more alert. My thoughts quickly returned to Jessica and how uncomfortable she would be at dinner tonight. Maybe it's a good thing I let her sweat it out for a bit. I could tell mom all about her erotic adventures on the Internet being a camwhore, or not say a single word on the subject. Either way, she won't know until it happens. 

I met my mother and sister downstairs, dressed in my casual-formal wear. Jessica gave me a nervous smile. I didn't want her to feel too bad so I gave her one in return followed by a quick hug. Her spirits seemed to improve after that.

Dinner was good, especially dessert. I ordered two slices of key lime pie. Mom knows I love the stuff, which is probably why she took us here. Jessica didn't say much, but my mom didn't notice. When we got home, I changed into my boxers and joined Jessica and mom in the living room to watch a movie. Once it was over, I went to my room and listened to some music. I was far from tired now, but I needed a diversion from thinking about my sister. The only problem with that plan was, the more I tried to avoid thinking about her the more I did think about her and the flash drive in my bag that contained all of her pictures. Yes, I'm guilty. I downloaded everything, but it wasn't for sexual reason, at least not in the beginning. I was going to use this as evidence, or so I kept telling myself. But I knew, deep down, I secretly lusted for Jessica. I longed to use her body for my pleasure, but my conscience always reared is ugly head and made me feel like shit afterwards. I could just go into her room and get this over with once and for all. But I think it would be better when mom's not around, like maybe tomorrow. 

The next day, I woke up to an empty house: Jessica was at school and my mom was at work. I made a light breakfast and then started on my laundry. While the machine was running, I decided to clean the house. Mom works hard enough without having to pick up after my mess. My laundry and the house cleaning was done by lunch time. I made a sandwich and watched a game on the Classics Sports channel where they show baseball and football games from the past, mostly from the 70s and 80s. After I ate, I took a shower and waited for Jessica.

It was around 4 o' clock when my sister walked in. I heard the refrigerator open and close a few times and the clink of utensils. I took a deep breath and went downstairs in my boxers. When I walked into the kitchen, she was picking at a fruit salad, mostly staring at it instead of eating it. She looked up in surprise and said, "Hey, I didn't think you'd be home. I thought you and Steve would be hanging out."

"Nah, I wanted some alone time before I end up being dragged around town with that nut," I replied, noticing how Jessica kept averting her eyes. It's kind of funny to watch Jessica when she's nervous. She gets all squirrely and starts fidgeting and tapping her foot against the floor. If I had a bag of nuts, I think I'd chuck a few acorns at her. 

When she finally locked her eyes on me, she put let out a heavy sigh and said, "Go ahead. Get it over with. When are you going to tell mom?"

"Honestly, I don't plan to." Jessica jerked her head up in surprise. "You're 18 so you should know the difference between right and wrong already." Her eyes were wet and on the verge of spilling tears. I felt bad for her, but I'm her older brother: The guy who is always supposed to look out for her, but that's hard to do when I'm miles away at school. She's too wild and she gets into some pretty big messes. But what Jessica did as Cherry-Chan was way out of line and she needed to know that. "I don't have to tell you some of those pics were pretty hardcore, even though you weren't with a guy." She started to blush and looked down at her plate, as if hoping they would give her the answer to her problems.

If I had to take an educated guess, I knew why Jessica did it, and I think she knew it, too, but would never admit it. You see, when Jessica was 9-years-old, our father decided a wife and two kids wasn't what he wanted in life. He needed his space, so he divorced mom, leaving her the house and most of what was in their joint accounts. He took off to who knows where. I could care less. My sister, on the other hand, was crushed. After being daddy's little girl, you can imagine the shock of being abandoned. She cried herself to sleep so many nights. I tried to be there for her, and so did my mom, but there was only so much we could do. Eventually, she stopped shedding tears and toughened up, but not in a good way. Her grades began to fall and she stopped hanging out with her friend. She became a loner and gave up the girly girl life to become a Cherry. My mom thought it was better to leave her alone because she was entering puberty and the loss of her father was a lot for a girl her age to handle.

The only thing that mom wouldn't stand for was her bad grades. She sat Jessica down and laid down the law. Whatever she said worked, because my sister brought her grades back up to her former B+ level. Then this Cherry-Chan shit happens.

"I dunno. I guess I liked that so many guys wanted to see me nude and do stuff."

"What kinds of stuff?"

"You must know already since you've seen my pics," she said, blushing even more than before. Then a tear slid down her cheek, followed by another, until the complete water works package began, including the runny nose and incoherent babbling. I hated to upset her, but she had to know what the possible consequences of her actions might be. Nevertheless, I got up and pulled her out of her chair to give her a big brotherly hug. She hugged me back and bawled into my chest.

Having her warm body pressed against me while sniffing her perfumed hair started caused a stirring in my cock. I could feel it rapidly growing to its full 8-inches. Under the strain the tip broke free of my boxers’ waistband and pressed against Jessica's stomach. I could feel my heart beating really fast. My sister looked up with her teary eyes and searched my face, which was now beet red from having her so close to me. I'm sure the shame I felt for having unbrotherly feelings was not lost on her. 

I don't remember who made the first move but our lips locked in a passionate kiss. Jessica quickly jumped into my arms. I had to hold her apple ass in my hands to support her weight. I couldn't believe I was making out with my sister. My dick didn't care one bit. It just wanted to burrow itself in a tight, moist place. My cock was leaking pre-cum in anticipation of plowing that ass of hers and eating her pussy plus a whole bunch of stuff I never tried with any of my ex-girlfriends.

I walked into my room Frenching Jessica and placed her on the bed. I pulled down my boxers freeing my penis. My cock twitched as it pointed to the ceiling. She smiled and then engulfed half my member in her mouth and began sucking like a pro. I moaned holding her head as she danced the tip of her tongue around my sensitive glans. I was about to cum but didn't want to waste it in her mouth. It was her ass I was after. 

I ripped Jessica's panties off and flipped her on her stomach. Not wasting a second, I planted my face in her crack and drove my tongue into her sweet anus. She squealed as I devoured her butthole. I would nibble and suck on each meaty globe then go back to licking her asshole. I kept jumping from one to the other because I couldn't make up my mind. They both looked so damn good.

Once I felt she was sufficiently lubed, I climbed on top and assumed the push-up position. Jessica reached back and spread her ass wide apart. I pressed my aching knob against her slick, puckered hole. She whimpered in ecstasy as I forced her anus to stretch to its limits. Once I cleared her muscular ring, the inner walls of her sphincter slowly slid along the length of my shaft, swallowing my turgid prick as it sunk into paradise. I paused for a moment to look down; I had half my cock lodged in her sexy ass. If I died now I'd be one happy brother fucker.

I was going to give Jessica time to adjust to my girth but she was already begging for more. "Give it to me, John! Stretch me open!". Hearing my sister talking so dirty made me crazy with lust. Not wanting to disappoint the lady, I pulled back a little and then rammed the remainder of my dick deep into her rectum. Jessica screamed as her whole body started to shake in climax. 

Once she settled down, I began fucking her with long, hard strokes. I loved how my sister's clutching asshole massaged my cock as I pulled out to the head and then went slack when I pushed in. I pounded her apple ass in a steady rhythm. The smacking sound of skin and against skin filled the room. Jessica's face was contorted with passion as I relentlessly hammered her into the mattress making sure my dick reached the deepest part of her bowels. She pushed her ass up to meet my thrusts. We were fucking like to animals in heat. I lost track of time but it wasn't long before I felt that familiar twitch in my balls. 

"Oh fuck, Jess", I panted, as my load started to rise. "Your ass is so tight. It's going to make me cum!” I buried my dick to the hilt one last time and let out a yell that could probably be heard across the street. Jessica tensed and screamed when my aching prick blasted sending rope after rope of jism deep into her sexy ass. It was by far the most intense orgasm I ever had. Eventually my arms gave out forcing me to collapse on Jessica. We shared a tender kiss before sleep overcame us.

Well, that was the beginning of our new sibling relationship. We have done some depraved shit involving bondage and enemas but mostly the sex is centered on her sweet ass. She's going to another university next year where no one knows her as Cherry-Chan and I'm going to join her because I hear their medical program is top notch. Also, our mom is getting us an apartment off campus. You can imagine what we plan on doing. I may tell you about it if I find the time. 

Anal King said his fans always appreciate a good pic.This is my sister. Have fun! I know I did

The Delicious End