Serving My Sister IV: My New Playtoy free porn video

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Note : This story is completely fictional!

Ever since Eileen finger-fucked me, she had been doing so again and again, every day. Not just once, either. This would occure two to three times before the night was over. Everytime, I would fill my panties with my hot cum. Furthermore, I was not to remove my cum-filled panties until I went to bed that night.

Then suddenly, there was a day when that came to a quick stop. An entire day went by, and nothing had happened. Oh, sure, I still had to wear my panties and bra (Eileen had long ago trashed all my male underwear). She had even 'promoted' me to wearing pantyhose underneath my jeans. Put simply, if she and I didn't still live under our parent's roof, Eileen would never allow me to wear men's clothing again.

To tell you the truth, I was a little disappointed that my sister hadn't come to fuck me at all today, and I wondered if I had done something wrong. The early hour of one in the morning was slowly creeping up, and I was still awake. Eileen had made it clear long ago that I was not to go to bed without instruction to do so. However, I was now able to choose my own sleepwear for the night. That night, I had chose to wear my blue, ankle length nightgown with white lace at the cleavage. Plus, the thing was nearly as tight as a skimpy dress.

I was sitting on my bed, reading, when Eileen snuck into my room. Without a word, she immediately went to my dresser and pulled a few things out of the drawer, tossing them on the bed in front of me. "Get these on," she told me. "Quickly."

"Yes, mistress Eileen," I answered without hesitaion, having come comfortably into my role as her servant. It didn't take long to see what she had me changing into. It was one of my lingerie sets, all black, that included a four-hook garter belt, thigh high stockings with five-inch lace at the top, and a lacy, middrif camisole. Of course, there was panties to go with it, but Eileen kept them from me for now.

"Follow me," she ordered once I was dressed. I followed her out from my room, and into my parent's room. They were both sound asleep, my father snoring softly.

"What exactly are we doing in here?" I asked, feeling more than a little nervous. I had spoken the words softly, though I knew it really wasn't necessary. Once my parents were asleep, they were the heaviest sleepers in the world. Literlly, only their alarm clocks could wake them up.


"All this time," Eileen began, "and you still haven't verbally admitted to wanting me. I've seen how well you've been serving me, obeying with enthusiasm and without question... but it isn't enough yet. And it won't be until you admit to wanting me. Now... fuck mom."

I was speechless. I had seen my parents sleep through a lot, but I wasn't sure about this. On the other hand, I didn't want to disappoint Eileen. "Jeremy, you know she won't wake up. Just be gentle." Before allowing me to move, Eileen reached out and grabbed my cock, slowly stroking it. "Be very... extremely... gentle." She stroked me until I was rock hard, then suddenly stopped.

I was already dripping with pre-cum as I crawled over my mother. Though lying on her back, both of her bent legs were leaning to one side. Carefully I placed my hand underneath her knee, moving her leg away from the other. Once my mother's legs were spread, there was still the matter of lifting her nightgown, and pulling off her panties. Somehow I managed it, getting nothing more than a soft moan from here, as her panties passed her ankles. Surprisingly enough, I didn't lose my erection either.

Slowly, I moved back over my mother. I was hesitant as I put my hard cock to her slumbering pussy. Being asleep, she wasn't even wet. I'd have to work my way slowly into her, risking her waking up with every push.

My mother moaned again as I began to make my way inside. It didn't take long for my mother's body to react to me, and she was soon soaked. My cock had a much easier time now, allowing me to move back and forth without dry-resistance. I couldn't believe how incredible my mother's pussy felt. I even sped up my pace, fucking her as if she were awake and enjoying it--and she never stirred!

"Oh no!" I whispered, feeling my body getting ready to cum.

"Don't you dare pull out, Jeremy!" Eileen ordered me. "Cum! Cum in our mother!"

"Oh my-- oh my-- oh my god!" I said forcefully, nearly screaming as I unleashed myself into my mother. "Oh, mommy!" I moaned.

"Mmm," my mother moaned softly. "Jeremy."

I froze, I freaked. My mother knew I had just fucked her. The only question was, did she conciously know that? Or had she simply moaned my name in her sleep, due to her body reacting to sex, and her ears registering my voice? To this day, I still don't know for certain...

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Rob had asked me to meet him in Napoleons for a few drinks before we went back to his place. We had been seeing each other for about three months. He was the first guy I had really let myself go with. I’d been married to a lovely girl for five years but couldn’t resist the thrill and feeling of being with another man. She found texts on my phone from a guy who described in detail what we had done the evening before and how much he was looking forward to doing it again with me the following week...

3 years ago
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Serving My Mistress Friends pt 2

The 3rd and final part of the "Serving My Mistress" trilogy.............................................................................In the now lit up basement, I saw infront of me what my Mistress Chrissy had prepared... A torture rack! It looked like a normal long wooden table with leather wrist/ankle restraints at the top and bottom of it and a wheel at the top which, when rotated, tightens and constricts the chain attached to the restraints, causing the stretching out of the victim's...

1 year ago
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Serving My Mistress Friends

Part 2 of "Serving My Mistress".........................................................................."That'll be them now!" Chrissy stated in excitement, "go and answer the door then! Like the good slave you are."I replied, "Ms I've not got any clothes on-""What did I say about interupting me?! Don't! Now go and answer it as you are," she smiled in anticipation of the day ahead, "they'll like that."Obediently, I made my way down to the door and, with nothing but a nervous smile on my face,...

3 years ago
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My Sister and Me Swinging into the New Year 2 Happy New Year

Rita was already in costume. She had on the flapper outfit I had seen her wearing at the Great Halloween orgy. I'd been working, and watched her take on all cummers. She became my fantasy girl, and I longed for the day I could fuck her. Of course that was before I learned that the flapper was my 16-year-old sister. That put a bit of a damper on that fantasy. My original date cancelled on me, and I settled on not joining as a participant. No date, no play. So, when my sister proposed that...

2 years ago
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Sisters friend and Then sister better format and gramer

Mikayla and my sister’s name is Shayna. So one night very late I and my sister’s friend were sitting talking to people on the internet. She was asked if she'd ever fingered her self and she said yes. I kind of got excited but it didn’t go anywhere that night and she walked out the door and shook her nice round ass a bit. She has 32 Cs a nice ass and a gorgeous face. So we'd all play board games every Friday of the week. But one night it was different Mikayla had brought a friend over and...

4 years ago
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My Little sisters New Job Part 4

I park in front of John’s apartment. Marissa is sitting next to me and i can see she is very nervous. She’s about to go up into the apartment to have sex with my friend John. Well, my friend is paying me to have sex with my sister. I turn to look at Marissa and she turns to look at me. Her eyes are teary and she is visibly shaking. My arm goes over her shoulder and i bring her close to me. “Don't worry, honey. John is a good guy, he won’t hurt you.” I give her a smile. “I don’t know what to...

3 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...

3 years ago
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Eric Olafson Midshipman Vol 4Part 74 NEWPORT

We entered the outmost orbit of the Dover System ten hours before the deadline. Har-Hi who stood next to me sighed. “I wished it would have taken longer. This is what I am born for, to be aboard a ship and roam the stars’”. I felt the same way and agreed with him, saying. “Me too.” The doors opened and Wetmouth stepped through, taking her seat behind the small science station at the rear of the bridge. I observed Har Hi who acted as the OPS officer of our little crew dedicating sensors...

4 years ago
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New Year Gift to Sister

Hi Friends, Rinku once again with another new story. This is my 45th story on this site. This story will satisfy you. This story is about brother and sister. Sister is married and brother has visited her sister on New Year. Let us come to the story. I have visited my sister after 6 months of her marriage on this New Year. She has greeted me and takes me to her room. She gives me some snacks and water. I asked about her married life. She said his husband is out of city usually and this time he...

Incest
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...

2 years ago
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sisterINLAWS NEW FLOORING

My sister-In-Law's New Flooringbyhungryfrog©It was Friday night, and Pierre was calling it a night pretty early on; he wanted to get a good night sleep as he knew he had quite a day's work the next day. He had promised his sister-in-law, Maria, that he would help her fix up her place. She wanted to sell her condo, but felt that she had to beautify some aspects of it first – her damn cat had done quite a number on the walls and carpet. Pierre had volunteered to put in laminate flooring to...

3 years ago
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Fucking my sisters new sister in law

Several years ago I met and became very friendly with my sisters future sister in law. At a point I asked her out. She was really nice and a lot of fun to be with so I suppose I should have been prepared to have my nuts drained dry that first night! I hadn't planned on trying to fuck her but one thing let to another and pretty soon we were fucking like mad. Before I entered her she sucked my cock until she tasted my pre cum, licking and sucking on my balls and fondling my sack. I fingered her...

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