Yle Blacmails His Sister Amy
Incest/taboo Story

Yle Blacmails His Sister Amy

by Lovingfather69 19 min read 4.5 (21,800 views)
sister brother
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A Bit About Amy

It's hard to describe my relationship with my baby brother Kyle. I'm three years older and unlike most big sisters, I never found a reason to bond with him. Most families have a photo of big sister holding their newborn sibling, that doesn't exist in our family.

Kyle spent his formative years continuously under my scrutiny. I was mean, always finding ways to keep him in his place. My Mom would scold me to no avail. She kept telling me that one day I would regret being the big sister from hell. I never listened to her, and stayed the course, making Kyle's life miserable.

My Dad was bigger than life in so many ways. He was a test pilot for the Air force. Dad would come home from work and always find time to spend with me, that is until Kyle showed up. After Kyle came along, I had to share Dad. I never adjusted to that and made my feelings well known even as a three-year-old.

Things could have changed one fateful Friday when two Dress-Uniformed Officers showed up at the front door. I opened the door at just six years old and called Mom who was in the kitchen. Carrying a glass bowl with some dinner mix, she came into the living room. I guess the site of the two Officers put her into shock. The glass bowl crashed onto the wooden floor and tears streamed down her face.

One of the officers went to her side and gently held her. The other took me aside and tried to distract me with cute kiddie chatter; Kyle was napping. Several days later at the well planned and orchestrated Funeral it all started to set in. Dad died a Hero, pushing some new plane to the limits and beyond, and I was never going to see him again.

I blamed Kyle for the loss of my Dad, and I continued to be the same mean big sister I had always been. When Dad died, Kyle was too young to ever really remember him. But I remembered every moment I spent with him. Mom tried to push on and she tried to make me understand I should love my little brother and show him the way since I was older. That just ricocheted off my ear, I was deaf to the words and the thought.

When I was twelve, Mom met Micheal, a good looking, kind, and very understanding man who had nothing to do with the Military. Having new stability in our family should have woken me up according to Mom. However, it did nothing to change my attitude, Kyle was still the little brother I wanted nothing to do with; even after Mom and Micheal got married.

Graduating High School and starting College was another event that should have caused a change in my perspective, but sorry to say, that too had no impact on my feelings toward my little brother.

But there's more to me than this issue with my little brother. I am short at 5'1", and frankly I am a genuine knock out beautiful chick. Even Kyle knows to tell me how pretty I am. When I was a little girl people would always tell my mom I should be a child model. Girly cute they would tell her. Once in High School I evolved into just plain beautiful!

My looks helped me land any date I wanted, but I was never comfortable with the sex thing. I have this belief that being intimate with your body, means you must feel a solid connection with the guy who wants to gain pleasure from it, so to speak. I also have high expectations of what an orgasm should feel like. The few guys I have had sex with just want to grab my boobs, squeeze a few times then stick their dick in me. Not one of them have ever really tried to make me explode with pleasure the way they explode.

It's always the same, a few kisses to get my clothes off, some touchy boob play, then wham, a few seconds of brisk humping. Once they cum, that's the end of it. When I discussed this with my girlfriends, they all laugh and say that's just the way guys are. Tina, my BFF and College roommate solves that problem by going to Frat parties. She enjoys being the center of a gangbang. Usually after the 5th or 6th guy she can enjoy a full-on leg snapping orgasm.

Kerry, my other roommate, exploits the Sugar Daddy program. She figures if she's not going to get a mind-blowing orgasm, she might as well enjoy a financial benefit. They both tell me my best bet is to go to the Adult Goodies store and buy some toys to play with. I really want to have an astonishing orgasm, but with a real cock and not a toy! Needless to say, my friends have not been any help as I try to figure out this sex thing.

Say what you want, but sometimes things just happen without a plan or reason. Kyle and Mom were out of town for a basketball Tournament. I had decided to spend the weekend at home prior to knowing this. Micheal and I had for several years played the eye contact game. That always led to subtle flirting. Being alone that night, things heated up. We made out on the sofa, which included some soft petting. When I got up to go to bed, I smiled as I went to the hallway, turned my back to him and flipped off my top.

It only took a few minutes for him to arrive in my bedroom to find me totally naked; on top of the sheets, no covering. I felt a rush I never experienced before as Micheal stripped off his clothes. He was more caring than I any guy I had ever been with before. I came so close to the explosion I craved, but it just didn't happen. When the weekend was over, we both came to the same conclusion, it had to stop. The good news is we gave it up for certain, and agreed to never let it happen again.

It's no wonder that I finally choose to try something so risky, so totally taboo, and most unlike me; to find a way to enjoy sex. I will say the sex was better, but my legs still have never felt that trembling sensation I yearn for. However, I did discover my problem; I have never been able to just let go, drop all my inhibitions, and go wild. I was on the verge of talking dirty to Micheal, wanting to beg him to make me cum, but I just couldn't get the words out.

A Bit About Kyle

I will never understand my sister Amy, we have no bond whatsoever. I can't even explain what I did to make her so angry with me. Mom has spent time trying to comfort me, but in the end, it turns out best to leave Amy alone.

Amy is the most beautiful girl I have ever seen. She dresses perfectly each day, and certainly knows how to put on the right make-up, never overdone. She's in pre-Law right now, and I know she is going to be a top Lawyer in any field she decides on. I could go on forever telling you what an incredible person she is, but it wouldn't matter. She is never going to be nice to me.

Sometimes I wonder if we really are siblings. She is really short at 5'1", and I am 6'3"! Needless to say, I was pushed into basketball by my high school coaches because of my size and agility for a big guy. Point guard is where I shine, and my High School team made it all the way to the State Championship game this year, we lost but put up a good fight.

I did not receive any offers from D1 colleges to play basketball, but I did get a preferred walk-on offer at the same school Amy is attending. I am taking that offer even though she attends that school. Why not, we are never going to be around each other anyway.

The thing she most recently did that really hurt me, was to completely blow off my 18th birthday. When she turned 18, Mom and Micheal put together a fantastic over the top party for her. She glowed the entire evening as she should have. When it was my time a few months ago, Amy never even text me or made any effort to come to the wonderful party Mom and Micheal put together for me.

The only time we ever spend as siblings, is when she wants me to braid her hair. It's the craziest thing about our relationship. She will actually be nice and sit patiently at her make-up desk while I do whatever braid she requests. She even says thank you after I'm finished! I guess if I can make her feel good about her looks, I'm going to give it a try. Maybe one day in the distant future she will see things differently.

I'm also a big tech nerd. I love working on electronic devises and programing anything I can get my hands on. Amy has two computers, one at home and one at school. I was the one to set both of them up for her as well as her phone. I never got a thank you for those gestures.

I'm excited about going to College in just a few weeks. I have no idea what to expect, Amy never shared any of her experiences with me when she started three years ago. I have one concern though, the girls in college are different from the girls in high school. Mom brought me up to be very respectful to the girls I date, and I have been. Mom also tells me how incredibly well-mannered Dad was, and she expects the same from me.

I was only three years old when Dad was killed in a training accident. I really do not remember him at all. I don't even remember being held in his arms. But when Mom talks about him, I pay attention. She reminds me constantly that he would want to make sure I was a gentleman, and I have always been a gentleman, especially with my dates and relationships that develop.

That is where my concern about College comes into play, I have lots of experience playing around as far as teenagers are willing to go, but I am still a virgin. My girlfriends have been very much like me, wanting to push the envelope as far as we can, but neither of us were ready to cross that final line. Once I'm in College, I know that line will be crossed, and I hope I will be able to make it the perfect experience.

With that in mind, I stumbled into a plan that will prepare me for sexual experiences and even get me some revenge which I feel I am deserving of. I short while ago, Mom and a several other mom's went with the basketball team to an away tournament. I had this terrible thought when Amy unexpectedly showed up at home just before we left, that something was up with her. So, I creatively set her computer up to record her room whenever there was some motion or noise going on.

What I recorded was shocking at the very least. At first, I was pissed at both my sister and my stepdad. I never would have believed the two of them would ever have a sexual relationship, boy was I ever wrong. I will say from what audio I could retrieve; it was the first time it happened. Honestly speaking, I was not all that impressed, I have seen much better porn than what they were capable of.

Given this opportunity, I decided it is time to blackmail my sister into teaching me about sex. It's not like I am worried about ruining our relationship, hell nothing exists between us! For this to happen, all I needed was the perfect opening to make it work.

Sometimes luck just falls into your lap! Mom and Micheal plan to go away for a long weekend to celebrate their anniversary. Better yet, that weekend just happens to be the last weekend before I leave for college.

All I have to do at this point, is to inform my darling sister she needs to come home for that weekend and enjoy teaching her baby brother about the particulars of sex. She is beautiful, I'm sure I won't have a problem getting up for the situation so to speak! I also intend to treat her like a true girlfriend, I want her to feel special. She will probably never speak to me again, but I really don't think she intends to do that down the road anyway.

I'm looking forward to calling her, just wish I could be there to see her reaction firsthand!

Chapter One -- Kyle Calling Amy

Why is Kyle trying to call me? Three times now I have pushed him straight into voice mail. Yet he continues to call. If he calls again maybe I should take it, what if something has happened to Mom and that's why he is calling.

Once again Amy is being Amy, she won't take my call. I know she is out of classes for the day and her roommates won't be home until later. I am trying to be polite and call her when she has privacy. I didn't plan on her not taking my call, what an idiot.

Plan B. I'll just text and tell her to look in the Dropbox I set up on her phone. Then call me back.

That fucking little prick! I've only made one mistake in my life and that piece of shit somehow recorded it! He is not going to like this phone call.

"Kyle, you are so lucky you are not near me right now. I would rip your eyes out and kick you so hard in the balls they pop out of your mouth."

"Well Amy, not really the words I was expecting, but you still have a problem to deal with."

"My only problem dear brother is finding a suitable place to bury your stinking body!"

"I have a much more pleasant solution Amy. You can personally scrub my phone and computer if you come home this weekend and this little situation will be forever forgotten."

"It can't be that easy Kyle. What the hell are you planning?"

"Very simple, you help me with my little problem, and your life goes on as always."

"What is your little problem?"

"I need your help before I go to school."

"Seriously Kyle, what help can I be to you?"

"The girls in college are different from the girls in high school. Mom has always told me to be a gentleman and I have. I have no sexual experience, and I know that is going to change. I need more than advice, I need practice."

"Are you blackmailing me to have sex with you!"

"Very well put Amy!"

"I'm absolutely speechless."

"You are also the one who fucked our stepdad."

"Kyle, I made a mistake, it was never planned. It was something that just happened."

"Kinda big mistake dear."

"Know doubt that Kyle. And honestly the sex wasn't good enough to make it worthwhile. The truth is I have never had a proper orgasm. Doing something so taboo, well I thought maybe it would happen. I wasn't thinking."

"You've never had a guy treat you like you should be treated Amy. I see the way guys look at you. They see how pretty you are, but first they stare at your boobs."

"God don't make me laugh Kyle. I'm still mad as hell at you."

"Amy, I have never told you this before. I have always admired you, everything about you except the fact you hate me for no reason at all. The only time I ever feel l like your brother is when I braid your hair."

"I taught you well, you braid my hair better than I can. And I always feel pretty when you're done."

"And you always say thank you. You never thank me for keeping your phone and computers in order. So honestly, I enjoy braiding your hair."

"So where does that leave us now?"

"Same place Amy."

"You mean you want us to fuck so this little video disappears."

"You might be surprised. This may be taboo enough, and I might actually care enough to make you the priority. Hopefully you explode so hard, you won't be able to walk for a few hours!"

"If I do this, I'm doing it for Mom. I owe it to her. Can I rely on your promise to destroy everything from every devise."

"Even your Dropbox."

"Jesus Kyle, I'm glad I've spent a lifetime making your life miserable. You deserve it!"

"I heard that little giggle at the end Amy."

"I'm going to expect a lot from you Kyle. You better have everything perfect when I get home on Friday. And you better treat me like the love of your life, special, over the top. I want to feel more than just taboo. You better figure out how you are going to make me drop all my defensive walls and explore my sexuality to the fullest. Then on Saturday, I expect a perfect gentleman to take me out to dinner."

"You have high expectations Amy; I promise to exceed them."

Chapter Two -- Amy Driving Home

I can't believe I'm actually driving home to have sex with my little brother. How that little shit got that video or even knew something might happen that weekend, I swear to God I have no idea. The only good news I can think of right now is Kyle promised to make me his incredible pizza for dinner tonight, made to my liking.

If my roommates Tina and Kerry ever knew what was up, they'd be jealous as hell. They are two of the sexiest and horniest chicks I know, and both have no shame when telling me Kyle is hot. I rarely even think about my brother let alone admire his good looks, but I do have to admit he stays rather buff and is determined to continue with his basketball that requires him to stay fit.

I wish I had been quicker on my feet when I opened that damn Drop Box and called the little fucker back. I should've thought to offer him two perfect sluts rather than me! I bet Tina and Kerry would have jumped at the thought of a three way with Kyle. They never would have to know why I offered him up.

Kyle is tall but not lanky, 6'3" and probably around 190lb. I have long silky light brown hair while he ended up with thick wavy blond hair. We both have green eyes, but that's all we seem to share. My skin is a rich olive tone, almost like I tan every day, but I don't, while my brother is almost pale, but he does like to tan in the summer.

The other very noticeable thing about Kyle is his hands. He's a big guy I understand, but still his hands seem to be bigger than you might expect. I guess I will finally get the answer to the question all girls ask themselves. Does a guy having big hands relate to having a big cock? It's been years since either one of us has seen the other naked, I have no idea what I am in for.

I had a terrible time trying to decide what to wear. College chic is what I went with. I thought it would be fun to wear a little schoolgirl outfit and start out teasing him, but that was way too silly to go with. For this to workout at all, I have to be authentic. Little khaki mini skirt, cork wedge sandals to show him I have pretty legs, and a loose-fitting white blouse to camouflage my boobs as much as possible.

My mind has been all over the place this week trying to figure out how the handle this unbelievable situation. Sometimes I think Kyle might be right; this might be taboo enough, and he might actually make a genuine effort to please me. If that happens, I might finally explode and find my legs trembling and weak afterword.

God just a few miles to go. These are going to be the longest miles I have ever driven. The thought about what is going to be happening tonight keeps running through my brain. And the closer I get to home, the more I am starting to think I should figure out a way to really enjoy having sex with Kyle.

It will be up to him to put me in the mood.

Chapter Three -- Kyle Getting Everything Ready

I've been so busy putting everything together, I have not had a moment to get nervous about this weekend. Actually, I got a bit excited when Amy called to let me know she was on the way. She sounded rather submissive, maybe resigned to what is going to happen tonight. On our first call she made it very apparent everything is up to me, I have to make her feel more than pretty, she needs to feel sexy. My bet is she has never once tried to just throw her sex appeal out there for the taking.

I have everything ready for her pizza tonight, and tomorrow night I have reservations at her favorite restaurant we go to as a family. We will be together, but everyone knows we are siblings so it won't feel uncomfortable. I have also taken the time to get her a few gifts for the evening. Included is an elegant perfume set with the accompanying oil and powder, a very sexy lingerie set, and a pair of matching 3" heels. I think the thigh high silk stockings will be a hit.

Amy challenged me to find a way to get her to pull down her defensive walls. I need to push her off the safe ground and induce her to talk dirty when appropriate. She is too perfect in every way and I think that is holding her back from feeling that all important first blow-your-mind orgasm. Even though I have not had sex all the way, my girlfriends have found ways to make me totally lose it!

It has been years since either one of us has seen the other naked. I see her breasts in tight knit sweaters and bikini tops, but never totally bare. From what I see, they are awesome; full, tight, and very perky. She has no idea how manly my cock turned out. If it shocked her when I told her she is going to have sex with me to fix her little problem, I bet she will be speechless when she sees what is going to be driven into her tiny little pussy!

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