Stepsister
- 3 years ago
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When my Mother passed away 6 years ago after a prolonged struggle with cancer, my Dad was crushed by the loss. I didn't think he would ever get over it. Eventually however, he did, and he ended up marrying a wonderful lady who lived in his condo in Miami Beach. My Dad was 62 at the time, and Eloise was 60.
I credit her with saving his life. In addition to a new step-mother, I also gained two step-sisters and their families, who I met for the first time at the wedding.
The two sisters could hardly be more different.
Kristi, the older stepsister, was married to a Madison Avenue marketing genius and lived outside New York City in a beautiful mansion on the Hudson River bluffs. Roger commuted to work by helicopter. Roger came from money and made several million a year from his marketing business and investments. Naturally, Kristi did not work. Kristi and Roger had two perfect children - Roger, Jr, who was 8, and Shira, who was 3. The children attended the finest private schools and were being raised by a nanny. Kristi was 32 and Roger was 44.
Helen, the younger stepsister, was married to a professor at the University of Colorado, and lived in Boulder. Ron made decent money as a professor and through part-time consulting, but Helen preferred to work. She was a computer consultant. She worked from her home and limited her work to the Boulder/Denver area. At 30, she was also the mother of two great kids - Ryan, 6 and Bobby, 4. Ryan and Bobby were hellions, full of energy and mischief, but they were great kids when they weren't destroying something. Ryan was in first grade at a public school, and Bobby was in Pre-K at the same school.
Kristi's real name was Christina Marie, but that was much too plain for her, so she used Kristi. Kristi was a spectacular white-blond bombshell, very petite (5'1", probably 90 pounds), with a tiny waist, slim hips, shoulder length perfectly-coifed hair and dazzling blue eyes. What nature did not provide, Roger's money did. Always small-breasted, Kristi had a $50,000 boob job for a wedding present, and sported a perfectly proportioned set of 34C's. On her small frame, these were big tits, but they looked very natural and appealing. Partly because of her small figure, but mostly because she could afford it, most of Kristi's clothes were custom-tailored. All of her business and dressy outfits were from top New York designers. Kristi was a flashy, sexy, beautiful woman.
She was also very image-conscious and aggressive, always dropping impressive names at any opportunity. When they came to Florida for the wedding, Roger and Kristi stayed in their winter home in "BOW-ka" (Boca Raton, an exclusive enclave 60 miles north of Miami). They wouldn't think of staying anywhere else, except possibly Palm Beach.
Helen, on the other hand, was almost exactly the opposite. Her real name was Helen and it suited her just fine. Helen was... well... plump. She wasn't really fat, she was just large. She was about 5'6" and 160 pounds. She had a big, round (but pretty) face, which always struggled to contain an expansive smile. She wore her brownish-blond hair long, usually in a simple ponytail. Helen had big, bulbous breasts, probably 40DD or larger, but they were saggy. (Real 40DD tits are saggy, dear reader) She had a meaty frame, big shoulders, wide hips, and a large ass. She did not really have an overly-large stomach, especially considering her plump figure, and the relatively small belly accentuated her big breasts and hips. Helen was a real, down-home, Earth Momma, kind of person. Warm, genuine, unassuming. Where Kristi was most comfortable in Versace gowns at the glitzy parties and posh salons of New York, Helen was most comfortable in cutoffs and a teeshirt from Wal-mart, hiking in the mountains with her two young sons.
My wife, Sherry, and I are also in the computer business. Sherry was a systems analyst, specializing in enterprise networking solutions, and worked for a Big Six accounting firm.
I was a programmer/systems analyst by training, employed by a major information systems consulting firm, primarily providing online troubleshooting assistance for our clients all over the US. I am 37 and Sherry is 36; we have no children.
We met and married in San Francisco, my favorite city in the whole world. Shortly after our marriage, Sherry had an opportunity for a promotion in Miami. I arranged a transfer, and we lived in that spectacular city for 4 years.
Then, my company closed its Miami operation, and we were forced to move to Austin, Texas.
I guess there is a lot to be said for Austin, but I can't think of anything. After San Francisco and Miami, it just seemed like a hick town to us.
Sherry and I had been thinking about doing private consulting work (we were both tired of the transfers and the corporate rat-race), and once we saw Austin, we knew the time had come. We figured we could work from anywhere, so we began looking for a place to live first.
One day in mid-June, on a whim, I called Helen in Boulder to pick her brain on the private computer consulting business. Her immediate suggestion was the Denver/Golden/Boulder area. Big city, lots of high tech companies, great lifestyle, very good air connections, centrally located.
After some discussion, Sherry and I decided to go take a look. We made arrangements to fly to Denver the following Saturday and I made hotel reservations in Boulder, a couple of miles from Ron and Helen's home.
As luck would have it, Sherry got stuck with an emergency consulting engagement in Oklahoma City, and was not able to make the trip. We discussed re- scheduling, but with our schedules, something was always popping up and there was no guarantee that one of us wouldn't have to cancel another time. In the end, I decided to go alone.
When Helen picked me up at the airport, she was dressed in typical Helen fashion. Blue jeans, a white University of Colorado football jersey with gold- trimmed black numerals, and hiking boots. Her hair was in her typical ponytail, but was a little lighter than usual due to lots of time outdoors in the summer sun. She was tanned and looked prettier than when I had seen her last. She wore a huge smile and gave me a warm hug, nearly squashing me with those mammoth tits.
I was surprised to learn that Ron and the boys had just left on a week-long camping/archeological trip sponsored by the University. They were going to dig for dinosaur fossils at Dinosaur National Monument in western Colorado! Ron had been planning the trip for months, but hadn't told anyone, because he knew the boys loved surprises.
Ron pulled a surprise like this every summer.
With plenty of room now, Helen insisted that I cancel the reservations and stay at their house.
"It will be much more convenient for me to show you around, and besides, I get lonely when my men are gone," she explained.
We dropped my stuff off at their house and then Helen took me on a quick tour of Boulder. Following the tour, she said, "We have plenty of time. I want to show you something."
With that, she swung on to I-70 and headed west into the mountains. As we climbed from the foothills surrounding Boulder into the mountains, the landscape changed slowly. Helen excitedly pointed out bighorn sheep on the rock cliffs just west of the Eisenhower tunnel. After about an hour, she turned off at Frisco and headed south. Soon, we were rolling into Breckenridge, a beautiful ski town located in a breathtaking valley at almost 10,000 feet elevation. We cruised into Breckenridge just as the sun was setting over the ski mountains.
Helen drove to the Breckenridge Brewing Company, and we downed two large mugs of the best micro-brew I had ever tasted, accompanied by Buffalo Wings, celery and blue cheese. Unlike my wife, I am no health food nut, and neither is Helen. We were stuffed by the time we left.
"Let's walk," Helen suggested.
So we walked around the corner and ambled down Main Street. With the sun down, the temperature had dropped to the low 50's, so we locked arms and snuggled together for warmth as we walked. The farther we went, the more I noticed a strange sound. I couldn't be sure whether it was music from shops we were passing, or something else. One more block, and I was sure it was not stereo music. It was an orchestra tuning up.
"What's that?" I asked.
"That's what I wanted to show you," Helen replied. "That's the orchestra tuning for 'Bach, Beethoven and Breckenridge.'
Each summer here, they have a month- long classic music festival. I know you like good music and I thought you'd enjoy it. And... I can't ever get Ron to make the drive, so this is partly for me too."
We stopped at a liquor store and bought a Styrofoam cooler and a chilled bottle of Chardonnay and found a place to sit on the grass. For two hours, under clear skies filled with a billion stars, we listened to some of the finest music I had ever heard.
We sat close for warmth, chatted quietly during the performance, and killed the bottle of wine.
It was a beautiful evening.
As we got back into Helen's car, she said, "Michael, that was a beautiful concert. But now you are going to see why Ron won't bring me up here -- the drive back!"
She was right, the drive was difficult. Two hours down the mountain. Even though the road was all Interstate, it was a tiring drive. By the time we arrived, it was midnight.
"Well, Michael, I would love to sit up and talk all night, but I guess you are about ready for bed." Helen said. "Or can I tempt you with another glass of wine for a nightcap?"
"Oh, sure. Wine sounds good. It will be good to unwind a little after that drive!"
Helen pulled a gallon jug of cheap white wine out of the refrigerator and poured two large goblets. "This is just table wine, but it's not that bad," she said. "And the company is good, so the wine doesn't matter."
Chapter 2When we finished the first goblet of wine, Helen asked, "More, big brother?" She was getting a little tipsy, and was quite cute in that state. Her pixie- ish sense of humor came out, and I could see where Ryan and Bobby got their devilish mischief.
"Sure, I can't let my little step-sis drink me under the table. I'm game."
"Ha! There is not much 'little' about this step-sis! I think you're drunk and confusing me with Kristi! That doesn't happen very often.
We are very different."
"No, I wasn't confusing you. I meant 'little' in the sense of younger."
"So... your BIG 'little step-sis, ' then?" Helen was feigning irritation. Actually, she was teasing because she knew I liked her a lot better that her pompous sister.
"Now, don't put words in my mouth, sis!" I was trying to get out of this corner.
"Well, Michael, I am big..."
"Yes, sweetheart, but you are big in all the right places."
"Oh, you noticed, did you? For a while I thought you were just fixated on the numbers on this jersey."
"Well, they are very nice numbers, and you do wonders for the shirt."
Helen got serious. "Michael, do you know that is the first time a man has complimented my breasts in about 10 years?"
"I can't imagine that. You have beautiful breasts."
"You don't think I'm fat?"
"No, you're large." Helen laughed out loud.
"I mean it!" I countered, still defensive, but honest. "You are not fat. You have a large frame. Broad shoulders, broad hips, and large breasts. But you are not fat in the belly. You are just a big, beautiful woman."
"Well, that's sweet, Michael." Helen cooed. "But I'm not sexy, like my sister. Of course, I'm not a slut either; so on balance, I guess I'm ahead of the game." I was surprised at the negative remark about Kristi. The two sisters are very close.
"Sexy is a state of mind. I'm sure Ron thinks you are sexy. I'm sure you are very capable of being sexy when you're in the mood."
"Well, I feel sexy sometimes - especially when I drink wine. But I'm not sure about Ron. He never was very sexy. He loves me, but he really doesn't have a sexy side to his personality."
"And do you? I asked.
"Oh yeah! OH YEAH! I sure do. But I don't show that side often."
"Why not?"
"Ron doesn't like it. It scares him. He is very conservative sexually... in every way, actually."
"If Ron doesn't like you sexy, when do you show that side of your personality?"
"Oh sometimes, a bunch of us girls get together and get drunk when the men are out hunting, or out of town, or whatever. Then, I am comfortable, with people I trust, and I let it out."
"How do you let it out?" I asked, intrigued at the turn in the conversation.
"Oh, sometimes we talk about sex, about things we have tried, or would like to try. Sometimes we dance. I love to dance."
"What kind of dance?" Now Helen had my full attention. I was starting to visualize her full breasts bouncing as she danced.
"Oh, you know, sexy dances. Sometimes I do a strip tease. Other times, I just dance to rock music. It varies with my mood."
"Hmmmm. Sounds interesting. Do you ever dance for Ron?"
"No," she said dejectedly. "I tried once, but he stopped me."
"Why? What is he... nuts!?" I was amazed.
"No, as I said, Ron is just not comfortable with anything erotic. He is OK with regular sex, but he is strictly a plain vanilla kind of guy. Nothing but straight vaginal sex, and certainly no erotic foreplay."
"Ummm. Too bad. He's missing out on a real treat."
"Do you think so, Michael... really, do you?"
"Hell, yes!"
"Well, Michael... I'm half-drunk, and I'm in a sexy mood. Would you like to see me dance? Would you like me to dance for you?"
"Of course! Silly girl! Of course, I would like that."
"Okay, I'll do it. What kind of a dance would you like, Mikey?"
"Any kind. Surprise me."
"You got it, big brother! I'll be back in a few minutes."
Having said that, Helen downed the remainder of her wine. She selected two CD's from the collection and placed them in the carousel changer. She grabbed the remote and started Kenny G on the stereo to set the mood. She refilled my goblet and her own, and then departed to her bedroom, taking her wine and the remote with her. As she walked out of the living room, she looked over she shoulder and, with an excited giggle, swished her big ass at me provocatively.
I wondered where the Hell this was going.
About 15 minutes later, the music suddenly changed to Janet Jackson and Helen returned. But it was a very different Helen.
Helen was wearing a sheer, very pale pink, two-piece negligee. The top hung loosely over her beautiful tits, reaching halfway to her waist. The bottoms were see-through harem pants. The negligee hid nothing.
Under the negligee, she was wearing white lace stockings with pink garters and a white lace half- bra. The bra must have been reinforced with industrial steel cables. It cupped and supported her massive tits, causing them to jut straight out, but leaving them free to sway and jiggle, which they did delightfully as she walked. Her nipples rested just on the top of the bra.
Helen was wearing no panties, and her beautiful pussy was completely clean- shaven! I thought I could see something glisten when the light struck her pussy lips in a certain way, but I wasn't sure. Helen's hair was no longer in a casual pony tail.
It was twisted on top of her head to show off her pretty face. She wore a rhinestone tiara in her hair, as well as full make-up. I had never seen her with makeup before - she usually wore none. Helen was a vision. She reeked sex!
My jaw must have dropped open, because she smiled and asked, "You like, big brother?"
"Oh my God, yes! Helen, you are beautiful!" She really was.
Helen laughed, cranked up the volume on the Janet Jackson song, and began to dance.
At first, there was nothing sexy about her dancing, just swaying to the rhythms. Despite her size, Helen was a very good dancer. She loved to dance, that much was obvious.
And I loved to watch. My cock began to swell eagerly in my slacks. I fidgeted on the couch.
Helen noticed and smiled, but did not comment.
She continued to sway to the music through the end of the song.
The next cut was a slower song. I had this CD and knew it well, so I knew that this song was out of order. Helen had used the remote to program in certain songs for her dance routine, rather than just dance to whatever happened to come up next. She was carefully setting the mood.
During the slow song, Helen removed the top portion of her negligee. She did it very slowly, taking almost the whole song to remove it. She swayed suggestively closer, bending over to give me a cock-hardening view right between the two largest tits I had ever seen.
"Like my titties, Big Brother?" She teased.
"Oh yeah!" I responded eloquently.
"They are really restricted by this top, Bubbie. Can you help me? Can you unhook my bra and release them for me... pleeeeeeese?"
By now I was about to cum in my pants!
The massive bra looked like the suspension cables of the Golden Gate Bridge. I noticed that it hooked in front, so I gingerly reached forward and unhooked it. It was not easy. The bra was holding a lot of weight and that made the hooks very tight. Finally, as I got it unhooked, Helen grasped each side of the bra underneath the cups to keep the bra from just exploding open. Then she shuffled a few steps away from me, gradually letting the two halves of the bra open and releasing her enormous tits.
Helen licked her lips, and cooed, "Oh Bubbie... thank you! That feels SO much better."
She continued to sway suggestively to the slow tempo, her massive tits heaving and swaying to the beat. "Do you like Sissy's big titties, Bubbie?" Helen was quickly making up an entire vocabulary of nicknames for us.
"Oh Yeah, Sissy! Those are beautiful titties!"
"Wanna see them closer, honey?"
"Oh yeah!"
Helen rocked and glided sensuously to the music, moving enticingly about one foot closer. She was just out of reach.
Helen's breath was a little labored by now. (So was mine, and I wasn't even dancing!). Sweat moistened her skin. Perhaps teased by the bra, her nipples were rock hard. She danced slowly closer... closer... closer.
"That bra is pretty, but it hurt my titties, Bubbie. Would you like to kiss them for Sissy, and make them better."
"Oh yeah!" I was in a rut... severely conversationally challenged.
I leaned forward to kiss Helen's right breast, but she was swaying, and I just missed it. She slid sexily closer, and I kissed, then sucked her nipple.
"Uhhhhhhhhh!" Helen jumped like she had been jolted by electricity. "Uhhhhhh!!!!"
"Oooooo, Bubbie... not so fast." Helen danced away. "Ooooooo, Bubbie, that felt so good. Would you like to suck Sissy's titties again?"
"Yes, Sissy... I would love to kiss your sweet titties, lick them, suck them... whatever you want. Whatever you have been missing."
"I've been missing a lot, Bubbie. Are you sure you can give me what I've been missing?"
"I'll try, Sis, I'll try. Whatever you've been missing, I'll try."
"Well, for now, let's concentrate on my titties. Suck them hard, Bubbie! Don't play around... suck them hard!" She swayed up next to me and thrust both of her huge tits in my face. I grabbed her left tit and sucked the nipple pretty hard.
"Ah! Ahhhhh! Oooooo, that's good, baby, more!" she cried.
I sucked harder, really hard. I was afraid I was going to hurt her now.
"Ahhhhhhh!!!!!! Aaaaiiiiiiieeeeee!!!! Suck baby, suck! Suck my nipple off, Mike!"
I tried. Helen had stopped dancing now. Failing to suck her nipple off, I bit it. She shrieked with pleasure. I bit it again. Hard. She jumped and gyrated, but kept her tit in my mouth.
I sucked it again as hard as I could.
Helen purred, "Ohhhhhh... so good... soooooooo goooooooooood..."
Then, the song was over and she pulled away, rocking now to the beat of a much faster tune. She was bouncing and weaving excitedly now, rocking hard. She swung her torso around wildly to throw her huge tits around. Then, in syncopated rhythm with the song, she stepped right in front of me again as I sat on the couch. Helen was standing tall, feet together. Her sexy pussy was right in front of my face, obstructed only by the sheer harem pants.
Helen began to buck her pelvis straight forward and straight back, in perfect time to the driving beat. She looked like she was fucking an imaginary point about an inch in front of my mouth, which by now was hanging wide open. As she fucked the air, she hooked her thumbs into the waistband of the harem pants, and slowly, tantalizingly, began to lower them.
Lower, halfway to the knees. Lower... lower... below the knees. Finally, she let them drop to the floor.
Helen stepped to the side, out of the harem pants, and then stepped right back to her original position... right in front of my gaping mouth. She never lost the beat, never stopped humping.
"Do you like my shaved pussy, Bubbie?" she teased. It was right in front of me. And it was sopping wet with lubricant. That must have been the glistening I spotted earlier.
"I shaved it just for you a few minutes ago, Michael, but I got all excited and sloppy from thinking about you licking my pussy. That's why she's so wet now. Sorry."
"That's OK Sis, want me to clean her up a little?"
"Oh yes, Michael. I want you to lick her clean. I want you to take your time and do a really good job. No need to rush like you did with my titties... but not yet, Michael. Not yet."
"Why, baby?"
"Well, Michael... here I stand, with just my lace stockings on... but you are fully clothed. That's not fair, Michael. You need to get more comfortable. Take off your shirt... and don't be so shy, come dance with me."
As I quickly struggled to get out of my shirt, Helen spun away, all the way to the other side of the room, swaying provocatively to the beat. I removed the shirt and danced over to her.
Helen danced closely to me now, still maintaining the rocking beat. She rubbed her enormous tits against my chest. As we swayed together, I thought I was going to cum in my pants. Helen was thinking the same thing.
"Oh Michael... this is so sexy. If we did this long enough, I think I could cum. You are so sexy, Big Brother!"
"Me? You're the hot one, Sis. You are amazing!"
Helen pressed her massive breasts into my chest and we swayed side to side with the music. Then she deftly undid my belt and unhooked and unzipped my slacks. She lowered them to the floor, leaving me dancing only in my Calvin Klein briefs.
The bulge in my pants was very evident by now. "Oh, Michael... you have a big dick! Let me see it!" Helen was beaming with excitement.
I do have a pretty good sized dick. Although it is average size when soft, it gets to about 7 - inches when erect, sometimes a little more. But my cock is more thick than long, and it is the girth that gives women so much pleasure. My big cock was fully erect now, and Helen was salivating over it.
Helen stopped dancing and knelt in front of me in the middle of the living room "dance floor." She continued to sway back and forth, wagging her great tits back and forth as she slowly pulled my briefs off. When my cock was fully exposed, she squealed with delight.
"Oh Michael! That's the most beautiful cock I've ever seen! So big and so hard! Did Sissy do that to you, hon?"
"You sure did, Sis."
Then, my big beautiful stepsister stopped moving to the music, reached forward, and took my swollen cock into her mouth. Her mouth was hot and wet. She was drooling in anticipation. She took my dick deeper and deeper. As she did so, she softly licked the underside of my cock with her tongue. It felt wonderful.
She stopped momentarily and slowly pulled my dick out of her mouth. "Do you like that Michael? Do you like me to lick your dick?"
"Oh Yeah! I love it, are you kidding?"
"I'm glad you like it, Michael. I'm afraid I'm not very good at it. I don't get much practice. Ron would have stopped me by now; he just likes enough licking to get hard. Or what passes for hard for him.
Ron has a little skinny dick -- a little boy dick that never grew up. But you have the most beautiful man cock I have ever seen! And it tastes so sweet! I wish I could do you better."
"You're doing fine, Sis, but you talk to much. Suck me, Helen. Suck my big man-cock!"
Helen did. She was right, she was not very adept at sucking cock. And, she had never had almost eight inches in her mouth (Ron, it turned out, was only about four inches in his most excited state) Most of what Helen knew about cocksucking she had learned from her girlfriends in their tipsy "girls night" laughfests.
But what she lacked in experience and skill, Helen made up in enthusiasm. She really loved sucking cock! It was a rare treat for her, and she was savoring every second of it. She sucked and slurped happily. She tried to deep-throat me, but gagged. Too much too soon. We would have to work on her cocksucking.
Finally, Helen could stand the anticipation no more. She released my throbbing cock, and danced away from me. Then, she danced back, rubbing my chest again with her massive tits. She caressed my swollen cock with her hands as she danced.
Gradually, she pulled away again and danced a few feet in front of me.
She did a slow pirouette, until she was facing away from me. Then she bent over and wagged her big ass in front of me. As she danced, her feet were apart, her legs spread invitingly, and her swollen pussy lips were plainly visible. They were dripping with Helen's sweet juices.
Helen slowly backed up, still dancing.
She bent lower as she backed, and still swaying to the music, presented her sloppy cunt to me like a dog in heat. She reached back, softly grabbed my enormous hardon, and gently guided it into her sopping pussy.
Helen's pussy was hot and slick with excitement. She slowly worked my cock, squeezing it with her vaginal muscles. She humped slowly.
"Oh God, Michael! What a huge cock!" She gasped. "Ooooooooo, baby, your big dick feels soooo good in my hot pussy! Fuck me, Big Brother! Fuck me all night! Fuck me easy, fuck me hard. Fuck me, fuck me, and fuck me again. I want you every way, and everywhere, you big horsecock step-brother of mine!"
I began to fuck her more earnestly now. I pushed her down on her hands and knees and fucked her hard doggy style. Because of her size, doggy-style was one of Helen's favorites, and she loved every thrust of my big, rampaging cock. When she came, which didn't take long, I was afraid she was going to wake the neighbors.
"OH FUCK MICHAEL!!! FUCKFUCKFUCKFUCK!!!!!! FUCK MY HOT PUSSY, BUBBIE!!! FUCK YOUR DIRTY LITTLE SLUT SISTER!!!! GIMMIE THAT BIG COCK, MIKEY - GIVE IT TO ME NOW!!!! CUMMING, MICHAEL!!!! CUMMING... CUMMING... CUMMMMMMMMMMMMMMIIIINNNNNNNGGGG!!!!!!!
"AHAAAA!!! AHHHH... HAAAAAAAA!!! OOOOOOOOOOOOOOOoooooooo!!! Oh, Michael, you are a sweet, sweet fuck... oh... oh... Oh My God, Michael!
And that is pretty much how the rest of the night went. We fucked first on the living room floor.
Helen came four times, sometimes loudly, sometimes quietly. I came once.
Then, we adjourned to the bedroom and fucked until morning.
I don't know how many times my precious step-sister came, but it was a lot more than she was used to. We used several positions, but her favorite was riding on top of me.
At her urging (begging really), I fucked her ass once, very gently. She had never been assfucked before, but her girlfriends had fed her curiosity with their tales of daring. It was a little painful at first, but when I came in her ass, she melted into a long, soothing orgasm.
"Oh, Michael... that was the most beautiful thing I have ever felt. That was just beautiful. So soft and sweet... your cum shooting up my ass is SOOOOOOOOOO exciting! Oh God... I love that!"
And then suddenly, she jumped out of bed and raced to the bathroom, her bowels exploding from the stimulation of the wine, the sex, and her first assfucking. Helen made so much noise I became concerned and went to the bathroom to see if she was okay. The sight was incredible.
As she shit, she frantically rubbed her clit, moaning and sobbing. Her hands (both of them!), raced at a machinegun-like pace - rat-tat-tat-tat-tat. She squealed with ecstasy, she shrieked with excitement. Her face switched back and forth from an angelic smile to a contorted, determined grimace as she stared deeply into my eyes. Finally, she exploded in an orgasm so violent it almost propelled this big beautiful woman off the toilet and onto the floor.
"Oh, Michael... sweet Michael! Hold me, darling... hold me close." I walked forward and hugged her tightly as she sat on the toilet, wringing wet with sweat and sobbing uncontrollably with happiness and love. We stayed like that a long time.
Finally, we separated and Helen cleaned up. We took a shower together, kissing softly and deeply, gently exploring and caressing each others bodies, and then went to bed.
Jenna watched her mom leave the room, not noticing how her mom was acting. She quickly sat up, looking at her stepbrother's fat member hanging there. "That means this is all ours now Anna," she exclaimed, wrapping her tiny hand around Tim's shaft. Tim watched his stepmom leave, wondering why she had just suddenly got up and left. It seemed to him that she must be having second thoughts about what she was doing now. Kelly walked back to her room, knowing she should have told Tim to...
--- Stepsister Sleepsexing Surprise (MF, inc, nc, oral, impreg?, reluc, safe, viol) by Krosis of the Collective --- I opened my apartment door and let my sister in. As she shuffled past I noticed a bruise under one eye. I didn't ask. She had called me out of the blue a few hours before to ask if she could stay with me for a while, and now I was pretty sure I knew why. Regina (I call her Reg) was a big woman -- not fat, but tall and proportionate -- an Amazon with an hourglass...
Jenna slowly walked into the room, looking at her mom laid out on the bed, Kelly's lingerie messed up a little, but still on and covering her. Jenna walked in front of them, looking down at her mom's still gaping pussy, Tim's cum clearly visible yet. She looked over at Tim, his limp dick laying in front of him, as he laid on his side, the remnants of the condom still on his dick. Jenna shook her head slowly, "no wonder why you wanted me to leave, and you let him shoot inside of...
Tim is your typical 17 year old high school boy. He plays football, basketball, and runs track. He stands 6'1" with dark brown hair and hazel eyes, weighing about 180 lbs. He lives with his dad as well as his stepmom and stepsister. His dad had married his stepmom, Kelly, about 6 years ago, after Tim's mom had left them when Tim was 7. He gets along with them alright, fighting with his stepsister, Jenna, every once in a while, like any normal siblings.Jenna is 14, standing about 5'4", with long...
Jenna quickly sat up, looking at her stepbrother's fat member hanging there. "That means this is all mine now?" She exclaimed, wrapping her tiny hand around Tim's shaft. Kelly turned to look at her daughter. "Well don't stay up too late tonight, and try to keep the noise down please," she said with a chuckle. She retrieved her panties and headed for the door. She turned to look at the kids one more time. "Now don't have too much fun tonight," she said, smiling. Tim looked at...
Tim walked in, quietly closing the door behind him, not even realizing Jenna and his dad was in the front room. As he started walking towards the hallway towards his room, he glanced into the front room and saw his dad standing there, half naked, his wilted dick hanging loosely between his legs, almost hidden by his pubic hair. Tim looked at his dad in shock, seeing Jenna looking at him over the back of the couch. John looked at his son in shock also, not sure what to say. Tim walked into...
I opened my apartment door and let my sister in. As she shuffled past I noticed a bruise under one eye. I didn't ask. She had called me out of the blue a few hours before to ask if she could stay with me for a while, and now I was pretty sure I knew why. Regina (I call her Reg) was a big woman -- not fat, but tall and proportionate -- an Amazon with an hourglass figure. Unfortunately, her husband was just as big. I had always disliked him, and it seems I was right to do so. Reg slumped...
I first started spying on my step sister at the age of thirteen. I had already started masturbating on a daily basis just imagining Linda naked and had to constantly remind myself to stop staring at her gorgeous tits when in her presence. Linda is 6 years older then me and was a stunning looking nineteen year old woman when I first seen her naked through her bedroom window, she has long ass length jet black hair with perfect 36C tits and trimmed but thick black landing strip over her beautiful...
Becky creeped around the bushes of her house, trying to be stay quiet and out of sight of any nosy neighbors. Her parents were likely already asleep, but it never hurt to be careful. Her friend, Harper, had had a big party at her house, and Becky had snuck out to go to it. Not only would her parents not approve of her going to a party that started at 10:00 pm and ended at two in the morning, but she had also been grounded for getting caught smoking weed by her mother.It was a big risk, but she...
ReluctanceSo after Jill and mom caught their breath, mom slid off the bed came over to me took my hand, and in the sexiest voice I've ever heard, said "your turn" as she brought me to the bed laid me on my back, and gave me one of the hottest lip numbing passonate kisses I've ever had...better than Jill even. Speaking of Jill she went to work on my hard cock, sucking the foreskin and slipping her tongue inside and caressing the head as mom slid up so I could suck those beautiful puffy rock hard nipples....
Kelly and Jenna didn't get home until almost 7:00 in the evening. As Jenna walked into the front room, she was surprised to see Anna there. "Hey Anna, what are you doing here?" Jenna asked, smiling. Anna smiled at Jenna, "well I was bored at home, so I thought I would come hang out with you." Jenna looked at Tim, and noticed him sleeping, "what did you do, wear him out?" She asked Anna jokingly, not knowing how right she was. Anna looked at Jenna with a half smile, not wanting Jenna to...
Kelly smiled to herself with the revelation of that fact, her pussy beginning to tingle and itch for his dick even more. 'Now I just need to get him alone, and convince him into having sex with me again,' she thought to herself as she drove home from work. 'First things first, I need to get some condoms that'll fit him,' she thought, wanting to feel his dick throb and grow inside of her as he came, without the chance of getting pregnant. Kelly pulled into the local drug store, going...
Kelly was gone for the weekend, on business. John usually works weekends also, but requested to have it off, since his wife was going to be gone. John is 40, standing 6'1", with graying brown hair and green eyes, weighing a little under 215 lbs. Tim was gone for the evening, hanging out with some of his buddies. John was in the living room, watching tv, while Jenna was taking a shower. As she showered she was wishing Tim was home, or would be coming home soon. Her pussy was tingling and...
It started back in my sophomore year of high school. My fatherwas overseas with his construction firm on a six month build when my auntMarie had her accident. My mom wanted to fly up to see her in the hospital,but it was the middle of the school year, and she didn't want me missingany classes. That was when a neighbor of ours, and a close friend of myparents', offered to let me stay with her and her daughter while my mom wasout of town. She promised to feed me, make sure I didn't stay out in...
When I was 13, my dad married a woman, who granted she was wicked nice, and was very attractive, she had an absolute cunt of a daughter named Stacy. Stacy was also 13, but only 2 months younger than me. Needless to say, we NEVER saw eye to eye. Several times it came to getting in eachothers faces, threatening eachother.....but that's regular "sibling" rivalry I guess.When we were 16, my best friend Adam talked to me about Stacy, asking regular questions like "how old is she?", "does she have a...
Introduction: Heidi has a probelm and it takes her step dad and step brothers to help her find a solution Heidi moaned lightly as her eye lids fluttered and she climbed slowly up out of the soft blanket ofsleep. She lay still, her eyes closed thinking about her problem.Now you would think that a gorgeous redheaded, green eyed, 16 year old beauty with 36 "B" cupbreasts and a shapely tanned body, who was a member of the cheer squad and who's boyfriendwas the captain of the football team...
“Who’s there?” Nancy cried out. There, was no response but she was a shadow move. Her closet door was flung open and she was face to face with Uncle Cliff. “Hello, Nancy;” he laughed. “Expecting somebody else? Berry, perhaps?” She reached for the blanket in an effort to cover her naked body, but her uncle quickly grabbed it from her hands, leaving her completely exposed as he took in her body with those awful eyes of his. She wanted to scream out for...
When Nathan Warner woke up the next day, there were little men with booster rockets aimed at each other across the broad span of his brain. They were firing them one by one. His mouth tasted like an Alabama election, it stank. His body was bruised slightly and his skin was stinging, as if he had a sunburn. She was gone. He got up and went rummaging around for aspirin. Five tablets down, with water, and a second glass lull for a gargle; “I wonder if that dame ever sleeps?” he...
It was 6 pm and I was home alone, Kim was out with her friends and Sarah was at her friends for tea, my dad and step mum had left for the airport about an hour ago. It was raining hard outside and was quite chilly inside so I put the fire on to warm the place up. I flicked through the TV, there was nothing on as usual so I went upstairs for a DVD to watch, I looked through my collection, all of which I had seen at least twice so I went into Kim and Sarah’s room to see if they had...
You close the door behind you and walk into your parent's house, finally back after driving home from your first semester away at college. Finals week was rough, as you'd expected, and you've been looking forward to being able to relax at home. Your hopes are shattered, though, when you turn into the kitchen to see your stepsister, Sarah, standing in the center of the room, looking almost as though she'd been waiting for you. You groan inwardly. Ever since your dad married her mom eight years...
A few months back I needed to do my history paper so I borrowed her laptop. Half way through writing my paper I checked my e-mail. A friend of mine sent me his paper to compare notes. Not sure where on her laptop the paper got downloaded I started looking around. That's when I found it. A hidden folder of her pics. Her nude pics. My stepsister had taken several pictures of herself in very compromising positions. There were pics of her in her underwear, topless, bottomless, full nude,...
Jade and Michael didn't exactly have a close relationship and neither of them were too happy about having to live together when they're parents had announced it the previous year, however they were dealing with it and they're parents had thought it was a good idea to leave them for the night so that they could bond. They didn't really share any interests. Michael was a nice, outgoing guy with plenty of friends. He was 5'11 and had a good, lean body that he usually kept under his clothes....
Waking up on the morning of April first I was angry. My Mother had Just decided I was going to live with my dad, and that I was dropping out of my school in Arkansas and flying north to Montana that following weekend. That day at school I said my goodbyes and exchanged emails with everyone. After a rather teary kiss goodbye with my girlfriend Wendi I made my way to my mom’s car. I should probably describe myself, back when I was 15 I was around 5’4 small thin body with normal build I was fast...
I think you'll like this chapter - NEW CHARACTER! Also, I stopped with chapter numbers - I prefer giving them crappy little titles now. Enjoy! --- “You may now kiss the bride …” No, Julie and I didn’t get married – Thank God. Don’t worry; I would’ve thought the same thing. This may come as somewhat of a surprise, but our Mom just re-married. Allow me to explain: It was about three months ago. Mom had been trying dating sites to find someone since Dad passed on years before....
I got up and showered to ready myself for another day of relaxation. As I got out of the shower and toweled myself dry, I glanced out the bathroom window overlooking the back deck and saw that I was not alone. My stepsister, Christine, was walking through the back yard, onto the deck. She was staying with us for a couple of weeks until she could move into her new apartment. She was wearing running shorts, a white t-shirt, sunglasses, and a baseball-style cap. Seemed she was coming back from a...
My stepsister was a real bitch. She knew she looked good, and that her ass was a perfect upside down, heart-shape. She knew she had knock-out tits and smooth beautiful skin to go with her light brown hair. Her eyes were blue, her body perfect. And she knew it, and she showed it. She showed it to me, around the house. That’s what made her such a bitch. She knew she had the goodies, and she teased me continually. She would wear tight shorts that rode up between her ass cheeks, and...
I was fifteen when my dad walked out on my mother and me. It was the typical story of a man leaving his wife and family for a younger woman. In this case it was for his secretary who was ten years younger than mom. At first, mom was pretty devastated. I just pretty much took it in stride. He had never been much of a father, always seeming to be too wrapped up in his work or hobbies to spend any time with me. I figured he hadn’t really wanted kids and I was just a mistake as far as he was...
My name is Ryan, and I’m twenty-five. I have black hair, and brown eyes. I have a stepsister named Kate, who is twenty-seven, and she just got divorced. She caught her husband cheating, and she was devastated. She came right to me, because she had no one else to go to. She cried in my arms constantly, and I had no idea what to do or say. We had been close ever since our parents introduced us, so she didn’t waste a lot of time asking me if she could move in with me. Sadly, we both lost our...
Introduction: Sorry if this sucks guys, its my first time writing so its not that good, before if people like it, Ill be sure to continue with the story. It was around 8:30 pm and Jades mum and stepfather had just left to go out for a meal and then were staying in a hotel until the following morning for there anniversary and therefore leaving 14 year old Jade, her 17 stepbrother Michael and Jades little 7 year old sister Emily alone at home for the night. They decided to get some snacks and...
I had just turned sixteen when my mother told me she was getting remarried. She had been dating this nice guy for more than six months, but I still didn’t know much about him.All I knew was that he had worked with mom and soon after he left he started to date mom. I also knew he had a daughter, a gorgeous girl of nineteen called Tatiana.At sixteen I had never really had much contact with girls and knew I would be shy when we all lived together. Mom told me that they had bought a new house and...
Taboo(feel free to change the names to whoever you want via the three red bars in the right-hand corner) You sit quietly in the waiting room, as you wait for the train to pull into the station. Lucky for you your phone vibrates as you get a message from Dani saying that the train will arrive in 5 minutes. It's already half an hour late, but what're another 5 minutes going to do, so you pull out your phone and decide to watch some videos on YouTube. Finally, the train arrives and you stand up to see...
IncestJohn’s life had been going very well, until his dad decided to remarry. This brought a new woman and her daughter into his house, two people John saw as a bimbo trophy wife and a huge bitch from his school, though those were kinda unfair. His home really wasn’t big enough for the new people, so he lost a lot of his room space to the daughter, while much of the living space and kitchen were lost to the mother. he decided to just put his head down and finish out the year, so he could go off to...
TeenMy mother remarried about a week before I started 11th grade. Her new husband’s name was Aaron, and he was a pretty nice guy. His wife had died about 6 years earlier, and my dad was a deadbeat who split when I was really little, so I think both Aaron and my mom were ready to try marriage again. Even though I grew up essentially without a father, the really tricky thing about moving in with Aaron wasn’t actually Aaron himself--it was his daughters. Aaron had 3 from his original marriage: Marisa...
My stepsister Sarah and I were not typical siblings growing up. Our parents got together when we were about five and six years old. Sure we fought, hated each other, screamed.... but, as we got older, at night we loved having someone to hold. It started with a movie night. I was sixteen, she a year older, and we fell asleep on the floor. I woke in the middle of the night to find we were cuddling. Her hand was at the top of my shorts and an arm wrapped around me. I rolled over and played with...
TabooChristine had developed a slight crush on her nerdy stepbrother Jack for some time, ever since their parents got together. Christine was known as a bit of a slut at the high school, she'd given blow jobs to virtually all the football team as well as hand jobs to a few others.Hell, she'd even fucked the coach of the team one night when everyone had left. I mean, what guy could resist the temptation of a hot, young girl in a cheerleader outfit - especially when she demonstrates she can do the...
TabooHi, i'm mark . A normal teen boy with the usual teen interests. I'm about 1,8m tall, weigh about 75kg, blue eyes, dark brown hair. I'm no superman, but keep myself in decent shape.I have a stepsister, Lisa who is 18. She is tall, slim, with long light brown hair, and beautiful C cup breasts and a nice round butt. I always sneak a peek at her whenever i can get a look at her body. But never actually thought about having sex with her, until tonight that is.We were very close, and had quickly...
I want to fuck my stepsister. I know some people will be turned on by that statement, while others will be mortified. Even though there is no shared DNA or blood relation, many people will still consider me a sick fuck for wanting to do my stepsister. To each their own. But I didn’t always want to have sex with her. When my dad and her mom got married two years ago, I didn't pay much attention to her, let alone notice how attractive she was. Our interaction with each other was tepid at best....
TabooJust a bit of fun this time, purely fictional. Like most mornings I’m up making my stepbrother and myself breakfast before we head out to the University. It’s his first year and my third, our parents only willing to pay if we went local and stayed at home. That surely made things easy but there is always more of a price to pay. One of those is my pervy stepbrother, if not sneaking peeks at me it’s jacking off in my used panties as I’ve caught him at both many times. I love the little fucker or...
My name is Ryan, and I'm twenty-five. I have black hair, and brown eyes. I have a stepsister named Kate, who is twenty-seven, and she just got divorced. She caught her husband cheating, and she was devastated. She came right to me, because she had no one else to go to. She cried in my arms constantly, and I had no idea what to do or say.We had been close ever since our parents introduced us, so she didn't waste a lot of time asking me if she could move in with me. Sadly, we both lost our...
SeductionThe night was young when my pretty little step-sister walked down the stairs in her little skimpy shorts and tank top asking for a back massage. This was new to me, because I had always been a shut-in and never had girls ask me for anything but the answer to number 6. This was extremely rare and I decided to jump on it with as much enthusiasm as I could. "Yea Amanda!" I croaked as I nearly jumped off the couch."Great," she said, "soccer really has me tensed up."I looked down at her smooth tan...
Not my story - found elsewhereMy stepsisters! Long before I met Amy, I became addicted to watching and being watched. When I was younger, still living at home with my parents, I slept in a room that was directly next to both of my sisters, a common door connected our rooms, but it remained closed most of the time. Every once in a while, when I could not sleep, I would knock on the door and talk with them. There was nothing going on, I would simply sit on the floor between their beds and talk...
Were it not for the start-of-summer BBQ at my place of work, this beautiful ending to an emotional story would never have come to pass. Hell, I had not even planned to go to the start-of-summer party since invariably, most of the employees insisted on an open bar, reducing them to quivering jelly by the end of the night. I rarely drink enough to get past sobriety, so the single fact that an open bar was in attendance, wrinkled at my good senses. Be that as it may, I was given a complimentary...
After spending a wonderful Thursday by Claire I stayed home the friday with my mom and dad helping prepare Christmas day lunch. Friday went by rather quickly and before I knew it was 9pm and I was already laying in bed chatting to my girlfriend Jessica. I fell asleep while we messaging as I was pretty dead. Waking up Christmas morning I got up and went to wish my family a merry Christmas. We all slowly got up and then had a light breakfast, so the big lunch wouldn't be ruined. After breakfast...
Friday evening I didn't have any plans as I made arrangements with Jessica on Thursday to go to a club Saturday night. I relaxed and rested the whole of Friday. My stepsister was first home at about 4 30 from varsity, our mom literally walked in 2 minutes later and a few mins after that our dad. We all greeted each other and then our dad asked Amy and I what our plans for the evening were? I answered first saying that I'm home tonight relaxing as I'm going clubbing tomorrow night. Amy answered...
A while after watching my stepsister play with her cunt in her bed, I found myself chatting to her one afternoon while we were home alone. Our parents were out at a show and her and I were having a drink together. Our conversation soon went sexual for some reason and we both felt rather comfortable with each other to talk about our sexual experiences. She soon asked me if I have any fetishes and I replied yes and asked if she had any. She to said she does and asked if I could tell her mine...
Watching my I was 17 at the time and was dating a lovely girl name Cassi. My stepsister was 19 just out of school and was dating a guy name Marc. Our parents went away for the weekend on a with two of their friends leaving the thursday afternoon, leaving my sister and I alone at home till the Sunday. The Thursday evening my sister and I while having dinner discussed what our plans where for the weekend. She was going to be out with her boyfriend as well as at home and I told her that I would...
Cheryl I am a longtime admirer of Xhamster and have toughly enjoyed everyone’s pic,vids and of the great stories. I figured it’s about time I start submitting a few of mine form my early years to the present. This 1st story is from when I was in my 20s and was living w my then girlfriend at her dads and stepmoms place. I had been dating my girlfriend for about 4 months when we decide to move in at her dads and stepmoms home. My girlfriend was a about 135 w 38D tits and a sweet ass that...
Aaron Sanders was shocked when he heard that his father had remarried. His mother had died when he was young, and it had always just been him and his dad. When he was going to college at Pitt, his father told him during his senior year that he was dating a woman, but getting married only three months into their relationship was a huge shock. Heather was a woman who had been divorced a long time and he guessed they just fell into a mindset of hurrying up because they were both in their forties....
Editors note: hi I'm doing this on a iPod so sorry about grammar :/Hi my names Alex, I'm 16, 5ft 10, brown hair and brow eyes, well build a QB for my high school. I've just been adopted in to a new house as my mum died at birth and my dad died in a movie ascendance. I don't know a lot about my mum as I never saw here, but my dad was my life to me. He was a movie actor in many big Hollywood films. When he died on 3/2/2011 I got his riches but that means nothing to me. Now I'm just on a plane to...
IncestAaron Sanders was shocked when he heard that his father had remarried. His mother had died when he was young, and it had always just been him and his dad. When he was going to college at Pitt, his father told him during his senior year that he was dating a woman, but getting married only three months into their relationship was a huge shock. Heather was a woman who had been divorced a long time and he guessed they just fell into a mindset of hurrying up because they were both in their forties....
Well a couple weeks went by since my step sister helped me out (of my shorts)and poped my cherry, we screwed a couple more times, since mom and stepdad were still at the condo. On my way home from an afternoon workout at the gym listening to an oldies station a song came on that brought me back to when it was about a month after my parents split up and mom and I were in our new place and after a day of riding bikes with my friends I was putting my bike in the garage off the back of the house...
Recently after my parents went their separate ways,I decided to stay with Audrey, my mother because the way she was treated by dad. well mother, a very attractive auburn hair, blue eyes and a athletic body found a man that treats her like a queen and the best part is now I have a step sister Jill, who when in high school was jockey apprentice and rode in some events I remember looking at her in those riding tights and jerking off in the shower, well she went on to college and almost made the...
The vulnerability of my stepmother aroused me first, a primitive biological urge harkening back to the plains of the Great Rift Valley when our ancestors slept in trees and sowed their seed whenever and with whomever they could in the survival of the fittest or, in my case, the most voyeuristically surreptitious. Add the sibling rivalry of a brother with his stepsister and color it with the twisted desire of i****t, one of the biggest taboos of our culture, a taboo so tempting that it is...
Defiled Little Stepsister "You really need to get your act together," Tiffany told herolder stepsister, Kelly. "The people you're hanging out with arenothing more than a****ls, disgusting street thugs. Why are youdoing this to yourself? Don't you want to attend college, meet anice man, settle down and have a family like I'm going to do?"Tiffany continued as she unpacked her clothes from the suitcase. Kelly stared back at her beautiful, younger stepsister withcontempt, but said nothing. ...
Long before I met Amy, I became addicted to watching and being watched. When I was younger, still living at home with my parents, I slept in a room that was directly next to both of my sisters, a common door connected our rooms, but it remained closed most of the time. Every once in a while, when I could not sleep, I would knock on the door and talk with them. There was nothing going on, I would simply sit on the floor between their beds and talk about stuff. Now my sisters were not...
Last week was Spring break for my step sisters college. My daddy told me, she might be home, so make up the extra room for her. Normally, Sally stays with her mom, but for sme reason she wanted to come here.I went to the guest room, put clean sheets on the bed, fluffed the pillows, dusted and vaccuumed the floor.When my brother Scotty got home he asked what I was doing. I told him that his sister was coming here for Spring break. He seemed happy, but told me that I need to watch her, cuz...
Sheryl was a cute little thing, and I'd had fantasies about her. But I never expected her to seduce me!When I woke up this morning, Sheryl was lying in my bed just looking at me!“What are you doing, Sheryl?”“Just watching you sleep.”“Why?”“Oh, I was bored and thought that maybe you could entertain me.”“Entertain you! What are you talking about?”Then she took her little hand and rubbed my growing cock under my blanket.She smiled and said, “What is this, Jerry? Did you have a wet dream or do guys...
Mom walks through the front door to a house that is more like a small cottage like she has lived here forever. We are greeted by a girl, she looks like she is the same age as me but that is where the similarities end, she has long wavy naturally blonde hair, bright blue eyes, tanned skin that looks natural and not like it has been sprayed on and a body that any girl would kill for, she is tall and skinny with long legs, a flat stomach, a cute round face with a large smile and what look like D...