Cindy's First Time free porn video

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One evening, after a very stimulating sex session without her husband, Cindy and I were lying in bed, and she was perusing my portfolio on my phone. She suddenly stopped at one particular drawing, turned to me and said, “Who’s that? She’s gorgeous?”

I looked at the art work. It was a drawing I had done a couple of years before of a 40-something model named Taylor. She was fully nude, sitting next to a pool, with one leg in the water.

“Oh, that’s Taylor,” I said. “She’s a ‘hot wife’ model. Her husband is a photographer, and she used to have artists to use the photos as reference for paintings and drawings. “

“Doesn’t she do that anymore, Cindy asked?

“No, ‘someone she knew discovered her pictures’ on the Internet. It’s a shame, because I was ready to do another one. Why so interested in her?”

Cindy turned her head a bit towards me, and said “I don’t know, but I find this picture very erotic, and sexy. I find myself quite attracted to this lady, and I seldom am attracted to women. I like this drawing a lot. I Know it sounds silly, but I think I am developing a crush on her, she’s so…I don’t know… confident, poised, and gorgeous. I guess I’m a little envious…Part of me wants to actually be her.”

Cindy’s comments caught me off guard. I did not remember her ever reacting this way to a woman’s picture. “In all of your adventures with other men, haven’t you ever been with another woman?” I asked.

Cindy blushed noticeably to this question. It obviously made her uncomfortable. As forthcoming as she had been about her many exploits, I found her reticence to discuss this aspect of her sexuality surprising, yet endearing. I did not ever remember another situation where she was actually shy.

“No,” she stammered nervously, “I have been with countless guys, but the situation has just not presented itself for me exploring another woman's body, or her mine...and it is seldom that I feel attracted to another woman...

But this lady is special, and I feel a strange attraction to her image, especially her confidence and poise while she is posing. She really is something special ….” Her voice trailed off, and Cindy looked away.

I took my hand and turned her head back towards me. “Are you embarrassed?” I asked.

Cindy nodded slightly, and yes quietly said, “Yes. I am, a little. I’m not sure why, but I am.”

“Hey,” I said, “there is nothing to be embarrassed about. Two women making love is one of the most beautiful, erotic things in the world. It’s okay to admit that you find a beautiful woman attractive.”

Cindy looked up at me with her beautiful eyes, and gave me a deep kiss. “Thank you for comforting me, and for sharing this with me. I’ll have wicked fantasies of Taylor whenever you and my husband aren’t around.”

For days I kept thinking about this exchange between Cindy and me. The art of Taylor obviously touched deep something in her, a hidden sexual desire that even Cindy hadn’t realized before. Because I cared for her very deeply, I wondered how I might help fulfill a fantasy of hers (and mine) without making her feel embarrassed or on display.

I was traveling back out to Cindy’s area shortly after our conversation, and with her husband’s permission, was going to treat her to a ‘date night’ with me. I made arrangements the evening I would arrive in town at a high-end restaurant, so I could treat Cindy to a special night out, with surprises. After my meetings, I went to my hotel, showered, shaved, and made my final plans for my night with Cindy.

I went to pick Cindy up at her home about an hour before our reservations. Her husband Jim opened the door and invited me inside. Cindy was apparently still getting ready. After some small talk and a quick drink, we heard their bedroom door close upstairs, and I looked up.  My jaw dropped.

Cindy was dressed in a slinky, form fitting short black dress that accentuated her beautiful athletic figure perfectly. She wore a necklace of small pearls, and long dangling earrings. She glided down the stairs in 4” black pumps that made her legs look 10 feet long. She was absolutely stunning, and I couldn’t believe I was her date this evening.

“Hi.” Cindy asked coyly, “How do I look?”

I don’t remember what I said, but I was sure it was something stupid. Cindy had an aura of sexuality about her that was intoxicating.

Jim chuckled and said, “She doesn’t dress like this that often, so please feel honored.” I just shook his hand and said, “Thanks for letting me take her out this evening.”

I finished my drink; Cindy said her good byes to her husband, who told her to stay out as long she wanted. We walked out to my rental car, when I opened the door for Cindy, she exposed even more leg, almost to her crotch.

“Careful, lover,” she said, “You shouldn’t get too worked up before dinner.” She was teasing me, and I loved it, especially because of what I had in store for her later.

We got to the restaurant in time for our reservations. We were escorted to our table, and I held Cindy’s chair out for her before I took my place. Cindy ordered a glass of wine, while I got a gin and tonic. We engaged in small talk for the most part, but the sexual tension between us was palpable. Cindy kept flirting with me throughout the drinks and the meal, making little innuendos here and there, and occasionally gliding her hand up and down my thigh. Cindy was playing with me, and I loved it.

Because I knew where our flirting was headed, Cindy and I skipped dessert and coffee, and I paid the check. We got my car, and Cindy again flashed me leg when I opened her door for her. She smiled mischievously at me, and settled into her seat. I tipped the porter, and climbed in the driver’s side, so I could take Cindy to my hotel for some adventures. Cindy kept lightly touching my leg during the drive, and occasionally flicked her fingers over my now very hard cock. She was a naughty minx this evening, and I couldn’t wait to get her back to my hotel room for her surprise.

We pulled up to my hotel, and I left the car to be parked by the attendant. I helped Cindy out and we quickly walked to the elevator that would take us up to my room. Once we got inside, Cindy pulled me towards her and gave me a deep, sensual, full tongue kiss. My hands roamed over her curvaceous ass while she held my head in her hands.

“I have wanted to fuck you all night!” she said “I don’t know if I can wait.”

The elevator stopped at my floor, and the doors opened. “I think we had better wait until we at least get into my room,” I said. “And you may want to wait until I show you your surprise.”

Cindy looked at me quizzically, but followed me down the hall. We reached my room, where I pulled out the electronic key, unlocked the door, and offered for Cindy to go in first.

“I hope you like your surprise,” I said.

Cindy turned her head towards me, then entered the room and walked down the short foyer to the bed. She stopped suddenly in her tracks, and cried, “Oh my!” On the bed was my model friend Taylor, the woman whom Cindy expressed a sexual desire for not long ago. I arranged for Taylor to secretly come to my room while I was romancing Cindy, so that Cindy could experience another woman for the first time.

Taylor was lying against the headboard. She wore only a skimpy matching lace bra and panty set. Her eye makeup was done up in a smoky, evening style, with dark eyeliner and heavy eye shadow. Her lipstick was a very deep, dark red, which accentuated her blonde hair. She looked completely sultry.

“Hell, Cindy,” Taylor purred. “I hear you like my artwork.”

Cindy drew in her breath lightly. She couldn’t take her eyes off Taylor, and she froze, seemingly not sure what to do next.

I broke the silence after some moments. “Cindy, honey,” I said softly,” why don’t you go greet our guest?”

Cindy slowly moved over to the bed next to Taylor. She took Taylor’s face in her right hand and looked deeply into her eyes. Without a word, she leaned forward and gave Taylor a soft, sensual kiss.  Taylor responded warmly, teasing Cindy with her own lips.

Suddenly, Cindy forced her tongue into Taylors’s mouth, and the two ladies fell into each other’s arms, against the pillows.

Cindy’s hands roamed all over Taylor’s body, seductively rubbing her while still French kissing my model friend. She began to rub Taylor’s natural breasts, softly grazing her nipples and making them stand up as hard as pencil tips.

This elicited a slow, low moan from Taylor, as she was obviously enjoying Cindy’s attention to her boobs. Cindy broke off her deep kiss from Taylor, again looked deeply into her eyes, then, slowly, kissed her way down to Taylor’s left breast. Cindy pushed Taylor’s bra cup aside, and began to suck and tease Taylor’s already hardened nipple, expertly biting and licking it. Taylor’s tossed her head back, as her arousal obviously heightened.

Cindy seemed to instinctively know how to touch and caress Taylor. I was fascinated to see Cindy rocking her hip, almost as though she was humping against the air, as Taylor responded to her touch.

This was a different side of Cindy then I had witnessed before. She had always been very demure submissive with me and her husband. Now, she was a cougar, attacking her sexual prey with such ferocity I had never seen before. Admittedly, the sight of these two beautiful women was arousing me greatly, and my cock was hardening in my pants quickly.

Cindy continued her assault on Taylor’s tits to Taylor’s obvious pleasure. Cindy began to snake her left hand down to Taylor’s groin, and firmly started to run her labia and flick her clit. Taylor was in obvious heaven; she moaned and groaned while Cindy kept up her Sapphic assault.

Cindy broke off from Taylor’s now-reddened tits and sat up, unzipped her dress, and stepped out of it. Unbeknownst to me, Cindy wasn’t even wearing any panties—she had sat at the restaurant the whole time in just that skimpy dress. Cindy climbed off the bed, and repositioned herself between Taylor’s spread legs, directly in front of her engorged labia. Cindy removed Taylor’s now wet panties, bent forward, and lightly licked her first pussy…slowly at first, teasing Taylor to no end, then harder, forcing much of her tongue in her cunt. . Taylor was rotating her hips and grinding them against Cindy’s expert tongue, finally reaching her first orgasm.

“Oh god! Oh Fuck! Don’t stop, don’t stop, make me cum!” Taylor cried, all the while Cindy was furiously licking her snatch. By this time, I had my pants down and was stroking my cock furiously to the beautiful show in front of me. Cindy had moved her left hand down to her groin as well, playing with herself while continuing to taste Taylor’s creaming pussy. It was the most erotic thing I had ever witnessed.

After a few minutes of this, Taylor softly pushed d Cindy’s face from her snatch, and invited her up on the bed. Taylor gave Cindy a deep, wet kiss, enjoying the taste of her juices that were on Cindy’s lips and tongue. Taylor broke away, and slyly said to Cindy, “your turn.”

Cindy lay back on the bed, and Taylor climbed between her legs.  Cindy’s blonde, short trimmed pubic hair was glistening from her wetness. Taylor knelt down between Cindy’s legs, lightly stuck a finger in Cindy’s pussy.

“Ohhhh,” was Cindy’s reaction. She was obviously ready to be licked by a woman for the first time. Taylor continued rubbing Cindy softly, then bent down and began to lick Cindy’s labia. Cindy arched her back. From experience, I knew she was achieving her first orgasm.

Taylor kept licking Cindy lightly, a different style then what Cindy had done to her. Cindy rotated her hips in time with Taylor’s talented tongue. By this time, I had all of my clothes off, and was rubbing my cock and balls while watching them make love to each other. This was one of the few times where I could observe Cindy’s powerful orgasms from afar, save for a couple of times that I watched her husband make her cum, and he usually wanted to include me. Cindy was very sensitive to touch in the correct regions, and she could cum quickly and often when stimulated properly. Taylor was doing just that to her.

“Oh fuck, Taylor, keep licking there,” she said to my friend while Taylor licked her clit. “Oh fuck, I’m cumming, fuck, FUCK!” Taylor had secretly slipped a finger up Cindy’s sensitive ass, and the anal rimming with the pussy licking sent Cindy into another wave of orgasms.

“Don’t stop, DON’T STOP!” cried Cindy “make me cum!! More!” Taylor dug her tongue deeper into Cindy’s pussy, and inserted another finger. By this point I couldn’t hold out any longer, as watching Taylor make love to my Cindy was too much. I erupted in streams and streams of cum all over my chest and hand. I kept rubbing and, surprisingly, I came again while watching Cindy arch her back and grind her hips into Taylor’s mouth in one last powerful orgasm.

Taylor climbed away from Cindy’s pussy, looked at me, and said, “Look what we did to him!”   The ladies chuckled as they viewed my cum splattered chest and hand.  “My, my,” Cindy said in a soft voice.  “Did you save some for us?”   I just smiled at them.

Taylor got off the bed and walked over to me, followed by Cindy.  Taylor hugged me and said, “Thank you for inviting me to this beautiful lady’s initiation.”  

Cindy swirled her finger in my cum, and seductively brought to her lips while gazing into my eyes.  She wrapped her tongue around her finger and swallowed my sperm like a lollipop. “Tasty,” she said.   Taylor laughed at Cindy’s tease.

Cindy wrapped her hands around my head, pulled me close to her face, and gave me a deep tongue filled kiss.  I could taste the combination of Taylors’s pussy juices and my sperm.  She looked at me as only a lover can, and said,” Thank you.  Thank you for making this wonderful evening for me.  I cannot wait to tell Jim all about what you did for me!” 

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‘You’re thinking about Simone again, aren’t you?’ Amanda asked me. My wife had this uncanny way of knowing my thoughts regardless of what I was thinking. She knew me well. She could tell if I was thinking about putting on the winter tires, buying an overly expensive gift for one of the kids, moving money from one investment to another, or, in this case, thinking about Simone. Of course she knew all about my history with Simone and that there were things about her with which she could never...

2 years ago
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Deep Secret Ch 28 Mealtime

After the workout, the three of us went upstairs and had some juice and coffee. Joa said she’d make breakfast for us, but wanted to shower first. A good idea, we all agreed, was putting showers on the morning’s agenda. Once upstairs in our room, I stripped out of my workout clothes. Simone had done the same before me and I enjoyed watching her naked body do the mundane things that two people do when they’re close. She brought over a basket for my sweaty clothes and threw them in on top of...

3 years ago
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Robert and Clara Bathtime

The arrival of the Earl of Oxbridge and his lady at the George and Dragon caused more excitement than the freak show with the pig faced lady. Ned Briarly, the peddler who had found them limping at the side of the road and given them a lift to the village, basked in the reflected glory and didn’t have to pay for a drink for the rest of the week. The Earl lived up to everyone’s expectations of what a real life Earl would be like. Even dripping wet and supporting a lady so cold she was turning...

2 years ago
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Bathtime

It was her Saturday morning. She awoke early with her man already awake beside her. Brushing him with a hand, he reached for her and held her. She reached for his cock and knew it would be hard when she found it. He held her tighter when she moved to go down on him. He wanted to lie there just a little longer. Playfully, she broke away from his grip and took his cock in her mouth slowly. It had been awhile since they’d done it in the morning. She knew he loved it and she was gonna give it to...

4 years ago
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Intime

Sunday Morning It was almost 2.30 in the morning when Lauren told me a cab would be waiting outside the Grant to take me home. How did she know? I hadn’t heard her make a call. I dressed, putting my skirt and blouse on over my stockings and collecting my coat. As I was about to leave she called me back into the bedroom of her suite and I found her standing. She took me in her arms and held me tightly to her and kissed the top of my head. ‘We’re going to be good together, babe. Call me on...

2 years ago
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School Timestop

Today is Sunday and your 18th birthday. You have never had sex or seen a naked girl in real life. When the day is over, you fall asleep and start dreaming. It is pitch dark and you cannot feel your body. You hear a voice start talking. You cannot discern any qualities about it, even its volume. "I have given you the abillity to stop time. You can now stop time whenever you want by wishing it. When you stop time, people will do everything you tell them to. In addition, people's bodies will...

Teen
1 year ago
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Family Bathtime

Lance was a middle child. His older sister Stephanie had graduated high school 3 years before him, and his younger sister Michelle had graduated just the last year. Lance had graduated 3 years ago, but was still living at home - having dropped out of school due to poor grades and many un-mentioned issues with his roommates. He was an average 20 year old, blonde hair that was short, a thin, somewhat wirey build, and a small cock that grew to about 5 inches when properly aroused. In Lance's case,...

Incest
4 years ago
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Katee Platime

Katee is a beautiful 18 year old girl. Her heart shaped face, big green and full pouty lips set off her long curly red hair. A full C-cup, slim waist, and tight ass sure help to draw the eyes of those passing by. Katee is quit, and prefers the companionship of a few close friends, but all that might change. You see Katee has a secret. She loves getting Naked! From a young age she didn't like being clothed. This became a BIG problem when she was about 14. She already had nice breast. Well, her...

2 years ago
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Timefuckers

This story is meant for everybody to use it freely. Make it funny, or tragic, make it epic or silly, open your own arcs or help me completing mine. Just have fun telling the story of a girl fucking her way through time. Amy is a history student with an odd genetic disorder. When she falls asleep during her studies, she travels through time and space. Only by fucking the right people and changing history can she hope to return. The problem is she never knows who to fuck and needs to find out.

4 years ago
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Schooltime

beep beep beep You moan as your alarm-clock rings. "Always this stupid school... If it was at least a bit interesting" you thought on your way to the bathroom. Not only thinking about what this morning happens. You eat your ordinary breakfast, rush to the bus (as always) and hear the same music on your way to school as the last 300 (felt) years. Coming to school, you thought how good it would be to go home earlier. As you watched at the table of cover you saw that Mr. Smith you geographic...

Mind Control
2 years ago
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Its Partytime

‚Phu, endlich Feierabend’, denke ich bei mir, als ich mein Büro verlasse. Heute war mal wieder einer von diesen Tagen, an denen einfach nichts passieren wollte. Ich konnte mir nicht mal an meiner Mitarbeiterin aufgeilen, da sie gerade in den Ferien ist (… denn sonst würde mir, wie so oft, zufällig der Kugelschreiber auf den Boden fallen, damit ich einen Blick zwischen ihre gespreizten Beine werfen kann. Da sie meist kurze Röcke trägt sieht man dann schön auf ihre von feiner Seide eingehüllte...

4 years ago
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Bathtime

At 18 years of age, I was soaked through and freezing cold when I finally arrived home, I was cursing whoever had hidden my coat as I pushed open the front door. The warmth hit me like a sledge hammer; making my body burn painfully. "My god Josh your soaked, what happened to your coat?" My mom asked. Through chattering teeth I tried to tell her but to no avail. "You're not dripping over the carpets, get out of those wet things." Shivering, I undressed with mom's help standing by the front door;...

Incest
3 years ago
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Timestones

I don't need reminding I'm different from the other kids, but they do it anyway, eroding my self-confidence like waves pounding the headland. Sure I wear black jeans, trench coat and eyeliner. Docs, not Converse. Trivium on my playlist over Bieber or Swift. But so what? Dad understands. Says I should live each day in the moment. Carve a niche in the world and to hell with what others think. Mum would have hated such spontaneity. The dark irony being the day she deviated from habit, Travis...

Fantasy & Sci-Fi
1 year ago
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Rent that apartiment

My wife became a star fan of the new night club and they of her. They sent a group over to rent an apartment for a playhouse for their little sex parties! They have gotten smart to the fact if someone complained about the club being frequented by young white bitches wanting big black cock! They could lose their liquor license and have to close their club as well as lose all that sweet pussy. My wife set them up with an apartment even helped by demonstrating it fucking the two owners all...

3 years ago
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Grannys Timeshare

For the past 5 years my friend Sam and his grandmother Barbara have been taking a trip to Vegas for 2 weeks to just hang out and enjoy life. Barbara has had the Timeshare for about 10 years and used to go with her husband Sam's grandfather Fred before he passed away. This year Sam invited me and my grandmother Alice to join them. I thought it would be a great time to get granny out the house and since the Time Share is already paid for that makes it even better.My granny Alice is 72 and Barbara...

2 years ago
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mom and son bathtime

I sat at the other of the bath looking at mum’s breasts, they were a little larger than mine and her nipples were much bigger, but the fact she was a 42 year old woman who had a baby she was in great shape, it made her more sexier than ever“Sweetheart, are you looking at my breasts again” she smiled at me,“Yes, I was thinking that someday I will have boobs as nice as yours” I remarked,Mum cupped them; she knew this would turn me on,“Mum likes you looking at her, particularly her breasts” she...

2 years ago
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Lunchtime Munchtime

As was his habit at lunchtime, Hal left the building and walked through the office park for exercise. It was a partly cloudy day, and for the moment it seemed overcast. On his way to a small path through the woods, he saw her. Sandy was an attractive redhead with a sensual voice who almost always wore a tailored blouse, a roomy ankle-length skirt, and one-inch pumps. Her wardrobe varied in color, patterns, and material, depending upon the season, but always the same ensemble. Hal watched as...

2 years ago
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Hot Fun in the Sumertime

Let me first explain how I got here. My name is Kaycee. I have always had a rather unconventional view of sex (for a woman) I suppose. I can honestly say that I don't actually recall when or how I lost my virginity. I can recall sexual play going back to my c***dhood. As a young teen I engaged in groping and playing with boys and some girls. These sessions at times included some of my cousins. But it wasn't until I was a bit older that I feel I really hit my stride. But the really different...

4 years ago
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Intime

Sunday Morning It was almost 2.30 in the morning when Lauren told me a cab would be waiting outside the Grant to take me home. How did she know? I hadn’t heard her make a call. I dressed, putting my skirt and blouse on over my stockings and collecting my coat. As I was about to leave she called me back into the bedroom of her suite and I found her standing. She took me in her arms and held me tightly to her and kissed the top of my head. ‘We’re going to be good together, babe. Call me on...

Lesbian
4 years ago
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Day out and nightime

On arriving home after collecting my son I had a bath to ease away the pain of the afternoon. As I lay there in the sweet scented bubbles I played it over in my mind. Getting myself quite horny again, I rubbed my clit and soaped up my pussy,although sore it felt good. I heard the front door closing and you shouted to me wanting to know where I was,I called you into the bathroom and as I lay there gently rubbing my pussy I went over the events of my day with you. You sat there eagerly listening...

2 years ago
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Showertime

The sun was just peaking through the over cast sky, pushing its way in through the curtains and across my sleep crusted eyes. I blinked and stretched up, arching my back as the soft cotton sheet slipped down. It felt luxurious and I reveled in the rare opportunity to sleep in with no obligation, school, or extracurricular activity to take my time. Rolling over, my legs rubbed against each other smoothly as they tangled in those worn sheets. I yawned and listened carefully. No sounds permeated...

Taboo
3 years ago
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Teenage valentimes

It was the 14 February 2011 st valentines where many couples try to flatter the other partner to end up haveing long and hard sex with them. this was no different for 16 year old carl, Carl was physically fit young guy; who has a shy personality to go along with his short brown curls. Carl was walking along the warm avenue where his sexy high school girlfriend lived. He had flowers, cards and a lucky durex in his back pocket just In case things went well. HE knocked oh the large red door to...

3 years ago
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Nightime

She was sleeping naked when she heard her door open and he walked in. She heard him take his clothes off before he slid in bed beside her. He spooned next to her and reached his arm around her and cupped her tit as his cock pushed against her ass cheeks. He whispered in her ear "I have been thinking of your nice tits all day. My cock has been hard all day waiting to touch you. I need your pussy so much." He played with her nipples and rubbed her tits as she felt his cock get harder pressed...

2 years ago
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Garys Golf Outing Chapter 14 Ladies Favorite Pasttime

Gary's Golf "Outing" Chapter 14 - Ladies' Favorite Activity I finished all of my work assignments and my home chores by Thursday. I had chatted with Kay a few times and was surprised when the phone rang on Thursday evening. "Hi Gabrielle, this is Kimberly. Are you all set for Saturday?" "Hi Kimberly, what's happening Saturday?" "Don't bull-shit me, you bastard. You know what's happening as well as I do and I'll bet you've been thinking about it all week." "I have...

4 years ago
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Airtime

Airtime By Rosie The opening credits roll by and my mother appears on the screen. She's wearing a shiny, lime green jacket. "Is that satin?" I whisper to my father, not wanting to drown the sound of the television. The seams on it are very stiff, making it look almost as if the shoulders are padded, and although the neckline is quite high, her breast are accentuated by darts that run all the way down until they disappear in a black patent leather waist. Below the waist, the...

3 years ago
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A Sissys Teatime

A Sissy's Teatime by dirteesissy It was a beautiful summers day, the sun shone warmly, the birds were singing in the lush treetops and life was good Milly Clarke. The daughter of a billionaire Mother, head of her own division of her company and married for a little over a year. Her new husband, Chris had started out, as per her Mother's orders, at a lower level position in the company with a chance to prove himself as the personal assistant to Adrienne Moore. In fact she was on her...

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