Serving My Sister IX: Eileen's Fantasy free porn video

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100% fiction!

Life at home had changed, especially since dad was now involved. Complicated, too. Let me try to simplify:

I'm a cross dressing to my younger sister, Eileen. At first it was blackmail, but somewhere along the line I learned to love it. Now, every moment I'm home, I live to serve her. I wear what she says, do what she tells me... I'm completely at her mercy. My parents know about this, and pretend to disapprove in front of one another.

The truth is, neither of them mind it at all. My mother, as far as Eileen is concerned, is a sexual play thing for me to have fun with whenever she wants to reward me. My mother won't admit it in front of dad, but she loves the hell out of that fact. My father fucks me in what he thinks is secret. He has no clue that Eileen entirely anticipated him getting turned on by the situation, and that he would want to fuck me repeatedly (and has been doing so). However, he has been secretive enough to hide it from my mother - she has no clue that my dad is fucking me as much as I'm fucking her.

Anyway, Eileen and I finally got some time to ourselves again, both mom and dad out on a date. Since they were already aware of everything, I was already dressed up in a denim mini skirt and white spaghetti strap tank top, with tan pantyhose covering my legs. As usual when we were alone together, Eileen started on my as soon as my father closed the door behind him.

"Finally," she said, crawling over me on the recliner in the living room. She pressed her lips to mine and manuvered her tongue into my mouth, while her hand caressed my inner thigh until it reached my cock. I was already hard as hell, wearing no panties under the pantyhose; once Eileen had discovered how much that aroused me, she never again allowed me to wear panties under pantyhose.

I moaned at her touch while returning her kiss, feeling a wet spot of precum forming in the front of my pantyhose. Suddenly, Eileen stopped and stood from the chair. "I got something for ya," she told me, walking upstairs. She returned with a box, dropping it in the center of the living room. "Get changed, and don't make me wait."

Opening the box, I found a purple and white cheerleading uniform. I guessed that it was custom made, because there were no team logos of any kind, and it was just the right size. There were even pom-poms with it. It didn't take me long to change into it (right in front of Eileen), and I instantly fell in love with it. The skirt barely fell below my ass cheeks, and with no connected panty, my hard-on peeked out from underneath. The top showed no belly, but it was sleeveless and low-cut.

"I love it," I said to Eileen.

"I didn't get it for you," she replied. "Now pick up the pom-poms and do a cheer."


"But... I don't know any cheers."

"Then think of one. How long you take and how good it is will decide how much I give you right now."

What was I to do? I had never cheered before, and now I had to come up with a cheer in the next few seconds. It went without saying, that when Eileen offered reward for the task at hand, failure did not go unpunished.

I must have taken longer than I realized, because the next thing I knew, Eileen took me firmly by the wrists and hauled me upstairs. She had a stripper pole in her bedroom that she would use to discipline me, and I never entered her room unless she was displeased.

"Eileen, please," I begged, but I knew it was pointless. Without saying a word, Eileen pressed my back to the pole, pulled my arms behind it, and tied my wrists together with silk scarfs. She used a second one to gag me, and third and fourth to bind my shoulders and waistline to the pole, and a fifth to tie my ankles together and to the pole.

I tried to beg for more time, but couldn't get any clear words through the scarf in my mouth. Just as I gave up on it, the teasing soon began. Using her long, press-on nails, Eileen began ever-so-lightly scratching the bottom of my shaft, from balls to head. Yes, it felt good beyond what I can put into words, but considering I wouldn't be able to cum from it, it was also sheer torture.

I moaned a pleading moan, wishing Eileen to stop. But she would not. She continued, keeping my on the brink of orgasm, but not letting me achieve it. Finally, she stopped. She removed the scarf from my mouth. "I hope you've thought of something?" she said. I had, and I wasn't going to waste any time in saying my cheer.

"One, two, three, four, you're the one I'm horny for. Five, six, seven, eight, so goddamn hard I cannot wait."

There was a long pause of silence, Eileen not making any facial movements either. Finally, she smiled. "Not the best I've heard," she said, "but I appreciate the effort. That's what I'm rewarding." With that, Eileen untied me completely. I still leaned against the pole, and my sister turned her back to me. She bent forward and lifted her mini skirt, revealing that she was nude underneath it. "Now fuck me, doggie style."

Without hesitation, I grabbed Eileen by her hips and pushed my aching cock into her wet pussy. I had never had her in this position before. It felt so good that I didn't even realize I was speeding up. Suddenly, I was finishing, my hot cum shooting into my sister's willing pussy. I remained inside of her when I was finished, letting myself become flaccid and fall out, rather than pull out willingly. At long last, she stood upright again, and left the room without looking back.

*FOOTNOTE*
Hope you've enjoyed the latest enstallment of this series. Keep your eye out for the next, and feel free to e-mail me at incest_demon at hotmail dot com

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I awoke on Saturday morning to find that Eileen was gone. She left a note saying she went shopping with some friends and she’d be home later in the day. I was disappointed to say the least. Oh well, I thought. I’ll stay busy with homework. Yeah right! After breakfast I wandered around the house for a while and finally ended up at my computer watching, what else, porn. True to her word, Eileen returned late in the afternoon. ‘Hey Dude, did you miss me?’ I shrugged. ‘Yeah, I guess maybe a...

2 years ago
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Eileen 77years old

I’ve always chatted with Eileen ever since I started delivering her milk in 1990. She was always pleasant and well turned out. I always call every other Thursday and that was the day she went out for lunch with her husband George. When I called she usually had just returned home. In the summer she would wear a blouse that would show a sneaky bit of cleavage, and a nice smell of perfume. I would always ask where they had been and what they had done. It was usually a visit to a garden centre then...

2 years ago
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Serving my Black Master 4

From what I gather the lingerie and heels I first wore, were for another sissy which belonged to Master. She had been moved on to serve another Master and I am now her replacement. I now have my own wardrobe of sexy underwear, all supplied by my Master which fits much better. The strict diet I’m on makes me look sexy as I have very long slim legs and a very slim waist. By bottom looks better in G-strings rather than panties but my new look pleases Master and I like to make sure all his desires...

2 years ago
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Our Fantasy

I’ve had a sexual fantasy ever since Susan and I were married over twenty years ago. I never had the courage to tell her about until a recent shopping trip together. As we were driving they began talking on the radio about couple's sexual fantasies.My wife asked. “What’s your fantasy?”I was shocked and replied, “I’d have to think about that. You tell me yours first.”“Ok, I’ve had this one quite a few times. It’s my favorite.”“You have more than one?”“Of course I do, don’t you?”Before I could...

Group Sex
2 years ago
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Eileen and I

What I hope your about to read is a true story. I am writing it in a sort of goodbye to her and share the memories we shared.It all started via a friend who told me about a website for singles that was free. I think it was called American Singles which had been deleted and changed probably a few times over by now.My life to that point was regimented and boring by most standards. Work, golf, a few trips to the bar, the club and what ever came up. I dated some and had quite a few good times but...

2 years ago
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Eileen and David a Generational Romance

May 2017 I dislike driving. I much prefer my motorcycle, but even that is getting frustrating. Anyway. When I travel, I try to do so at times, and on routes, which are less boring and less frustrating. When that can’t be avoided, I try to break the journey with visits to museums, country parks, or whatever. On the M11, it’s the Imperial War Museum, Duxford, a former sector airfield in the Battle of Britain, subsequently used by the Americans. I pulled in shortly after opening time (ten am)...

3 years ago
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Follow UpChapter 4 Eileen

Bob Lacy was day dreaming about the lift home he had given to Eileen and the fun he had with her in the car. She certainly was uninhibited and a wild little sex kitten. While she had a liberal attitude as to sex, she also was an interesting person to talk to and fun to be with. He thought he would like to see her again. During the week he phoned her and she sounded a little surprised that he had called. He said that he just wanted to thank her for making Saturday a nice time. She was an...

1 year ago
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Nurturing Nubile NovicesChapter 9 Entrapping Eileen

23 Dear Diary - I got him more to myself now. Eileen's back and she and Jan are together a lot, doing you know what. She's only been back three days so I guess they are trying to make up for lost time. Bill's going back to college pretty soon so I gotta get as much as I can before he goes. Jan tole me she'd let me get in with her and Eileen some time. That sounds fun, but it aint going to be as gooD as with Bill. Mom and me are going away tomorrow. She's been acting real queer towards...

2 years ago
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Twin Sister DelightChapter 3 Twin Sistersrsquo Incestuous Secret

Note: Thanks to wrc264 for beta reading this! I trembled atop my twin sister, Kimiko, my body buzzing from my orgasm, Clint’s cum leaking out of my pussy and coating my bush. I stared at the new person who entered Clint’s basement, my stomach roiling at being caught having sex. Incestuous sex. How had my life gotten to this point? My twin sister, Kimiko, desired it. It was all so overwhelming. My entire world was turned upside down by the revelation that my twin sister, older than me by...

1 year ago
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Juicy Eileen 4

Chapter 4 66 is the retirement age in the Netherlands, for men and women. They want now to increase it to 67. That means, that even officially, Eileen, at 67, is now a senior citizen, in other words, she is old. But can you tell her age? Yes and no. If you look carefully for age signs, you will find them. There are wrinkles everywhere: Her eyes are adorned with fine wrinkles, not deep, yet not shallow either. On the other hand, her eyes are still sparkling and there are no bags under them. Her...

4 years ago
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My SisterinLaw Fantasy

This is an account of my sexual fantasy's about my wife's sister, Linda Stevens, and her youngest son Grant, 19. Linda is 46 years old, blond and although petite most of her life, she has put on a few pounds over the years, but still physically attractive. Grant is short and skinny and prematurely balding, and the same height as his mother who is probably 5'5". I would dearly love to have an intimate relationship with her and have entertained many sexual fantasy's about her. The people are...

3 years ago
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Adventures in Fantasy

Mark nervously tapped his index finger on the top of his computer mouse. He could finish the legal document on his screen in another few minutes, but his mind kept wandering. Mark and his wife, Jan, were at odds again. The two weren't communicating very well and Mark sharply felt his wife's frustration. He found himself spending more and more time in his home office, trying to keep up with the increasing legal workload. "I should be in the bedroom cuddling up against Jan's supple body instead...

3 years ago
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A Beautiful Wish Chp 3 First Fantasy

A Beautiful Wishby 800ibgorrilaChapter 3: First FantasyFor George, it had been a day unlike any other.  Out of the ashes of one of the worst days of his life, in which he had been picked on, scolded, beaten up, and humiliated, sprung a new day that had quickly become the most joyous he had ever experienced.  He had found a magical Persian tar.  When played correctly, it unleashed the essence of a sexual genie servant who was bonded to him for life.  He had named her Dawn, after her striking...

Novels
1 year ago
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Eileen

She had been one of my brother's best friends for as long as I could remember, but I hadn't seen her for almost four years, since she went off to college in California. Both she and my brother had returned home for Christmas, and Eileen came over to talk to my mother and brother. I had just come off duty, being the low man on the pole at the station. A day spent driving around in a patrol car in this small town was mind-numbing and ass-crushing, and all I wanted to do was take a long, hot...

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