Lillian's Bet free porn video

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She's sitting at her favorite table by the front window, her back to the wall, so she has a clear view of the room. She is carefully nibbling an almond croissant with her coffee, reading a book. She is probably around thirty, but presents herself as older. She has quite a pretty face made dour by the absence of any make-up. Her hair is a nice medium brown with some natural red toning, pulled tightly back in a workday bun. Her only jewelry is a thin gold chain around a first-class neck. Her clothes are quality, but blandly sensible, as well -- a simple white blouse, pale plaid mid-calf skirt, and a lovely shawl sweater that would be perfect on my gran. She looks every bit the prim librarian, which I know is exactly what she is.

I go across with my latte and stand at the empty chair until she looks up.

"Mind if we share a table?" I ask and sit, not waiting for an answer.

For a long moment, she looks blankly at me smiling across at her.

"Ah... Sure, okay," she answers quietly. She pulls her plate closer and goes back to her book.

I take a few sips, looking around at the breakfast crowd, then deliberately back at her. I see her eyes flick my way for a second before she looks up, meeting my stare.

"What? Do I have crumbs on me or something?"

"No. You're quite perfect. I'm Bet," holding out my hand to her.

"Lillian," she responds by reflex, taking my hand. We shake, but I don't break our grip, as I hold her eyes and smile.

"Like Bette Davis?" she asks, as we stay posed like that, hands grasped above our cups.

"I wish! Like in 'wanna make a?' Mom named me Betsy. Really? Who the hell is named Betsy any more? So it's Bet now and lay your money down."

She gives me a little smile. "Pleased to meet you, Bet," she replies with a tiny hitch in her voice, as I slowly draw my hand away, letting a fingertip glide softly across her palm.

She holds my eye for a second, then goes back to her book. I have another sip of coffee and watch the room.

"She is cute."

"She? Who? Bette Davis?" Lillian asks, looking up with a puzzled frown.

"No. The girl you've been watching while you pretend to read. Her," pointing with a nod, "the one in the yellow top, brown curls, sweet little bottom. You have good taste."

"I don't know what you could mean."

"Oh nonsense, Lillian. Perfectly obvious, though I do have the advantage of an intimate knowledge of the whole girl/girl thing."

"Intimate?"

"You're a lesbian?"

"Shhh!" I hiss, an exaggerated finger to my lips, then lean in and whisper, "It's supposed to be a secret, but I can show you my International Ladies Only membership card, if you need proof. I'm platinum level." I give her a smile and a broad wink.

"You're funny!" she grins.

"So, you gonna ask her out?"

"Me? Goodness no. I wouldn't... I don't... I don't date women." She looks back into her book with a blush.

"Don't or haven't?"

"I don't."

"So, you date men."

"I didn't say that. I don't think about men that way."

"So, a big no to men, but for women, it's just 'I don't.' Well, that may be true, but it doesn't take a lesbian genius like me to see you think about it a lot. So what's stopping you? Is it a religious thing? Family? Or are you afraid of what you might discover about yourself?"

"This is getting pretty damn personal for two women just sharing a table!"

"Hey, those were your eyes dancing with a girl's bouncing butt a few minutes ago. Now, which is it?"

"I just never have."

"So you don't, because you never have, even though you really want to?

"Stop putting words in my mouth!"

"Ha! Don't have to, kiddo, doing that well enough all by yourself. Okay, simple solution. Dinner, you and me tomorrow. Pierre's. A woman out with a woman, the two of us."

"You and me? A date?"

"Well, that depends."

"On what? she asks with a narrow stare.

"On if I get to kiss you goodnight."

"Very funny," she retorts, with a sarcastic smile. She looks away into the middle distance, her face a blank. I can almost hear the wrestling match going on inside her head. "I have always wanted to try their menu," she concedes at last. "I'll think about it, okay? But no promises."

"I'll be there at 7:30, either way."

oOoOoOo

I am lounging against the bar, sipping a neat whisky, and surveying the busy room. Through the swirl, I spot Miss Kathryn in her booth at the far end. She is flanked by a pair of astoundingly beautiful young women, a blond and a redhead tonight, each giving her their rapt attention, vying for hers. I catch her eye, offering her a smile and nod of respect, which she returns. She arches an eyebrow in question and I nod yes. She blows me a kiss, then turns her gaze to the blonde's dark, prominent nipples on display beneath a gossamer pale peach blouse.

I feel a soft touch at my elbow.

"Bet? Sorry I'm late."

"Nonsense. Right on time, Lillian."

"I didn't know what to wear. I hope I look okay."

I give her a slow head to toe. "You look lovely." She has on a muted deco patterned blouse with a pleated navy skirt cut high enough to show off a nice pair of legs. Her hair is down, falling in loose waves to her shoulders in a vaguely 1940's do. Her makeup is restrained, as one would expect given how seldom she probably wears any at all, but does play up her beautiful hazel eyes.

"And you look... handsome," she replies, taking in my dark camel Jaberri unstructured suit with a pale ecru shirt and vintage Lily Daché silk tie.

"Shall we eat?" I ask with a chuckle. I give a little wave to Jillian, who comes over to collect us.

"Your usual table. Angela asked to serve and Chef Pauline says hello."

"Angela is always a delight and please give chef my warmest regards."

"They seem to know you quite well here, Bet," Lillian says with a smile.

"Oh, we always enjoy your visits, don't we... Bet?" Jillian murmurs, with a little smirk.

I look up at her with a big smile and flutter my eyelashes shamelessly. I can hear her giggling as she leaves us.

After a typically superb dinner, we are enjoying the last of our coffee and Armagnac. I now know more about the travails of the public library system than I ever wished to, but also discovered Lillian has a solid knowledge of German Expressionism and the Weimar years in Berlin, which is a passion of my own. I mentioned Veronica Lake in passing and thought she was going to swoon. And in between, there were jokes and smiles and little teases from both sides of the table.

"I don't think I've ever enjoyed a dinner as much as this." Lillian declares warmly, setting down her cup. "Both the food and the company." She takes out her cell and starts tapping.

"What are you doing? I'm getting a Yelp review?"

"No," she giggles, "calling a ride. I don't drive."

"Put that away. My car is outside and I claim the right. End of discussion."

She smiles with a nod. I slip Angela's tip under my cup and get up to go, offering her my hand.

"I see why they like you here," she says, glancing at the bill peeping out.

"Real consideration deserves real compensation, daddy always told me."

We park in front of her apartment on a quiet backwater street at the edge of the swanky part of town.

"Thank you again for such a wonderful evening, Bet. I really am feeling quite happy for a change. I do have one question, though."

"And that is?"

"Was this a date?"

Our first kiss is slow and tender, her eyes never leaving mine. With the second, her hand finds the side of my head, and our tongues find each other.

"Would you... Would you like to come up?" she barely whispers, looking down.

I can hear in her voice what it took for her to ask that, see the tiny tremors of apprehension and uncertainty.

"Nope. Bet's rule. Never on the first date," I whisper back, tipping up her head for a last kiss. "But call me, please?"

oOoOoOo

I figured it would take her three days. The first would be all euphoria and sunshine, but don't rush like a schoolgirl. The second would be full of stormy doubts and second guesses. The third would be "For God's sake, Lillian, don't fuck this up! Call!" And I was right, which is just as well, since one day of business with a lady visiting from New York City had turned into a very lucrative two.

"Bet? It's Lillian. Sorry I didn't get back sooner. Life, you know?"

"So good to hear your voice, Lil. Everything good?

"So good. I still dream about that salmon... and everything else. That's why I called. Would you like to have dinner on Friday? So I can pay you back?"

"My Friday is packed, but Saturday is free. Is that good?"

"Perfect. Do you like Italian?"

"Love Italian. Where were you thinking? Antonio's?"

"I was thinking my place. I'm not Chef Pauline, but I make my own pasta and the basil's from my window garden. Around 6:30?"

Okay, that wasn't expected. "Sounds wonderful. And I'll bring dessert. Can't wait, Lil, see you then."

I have been running scenarios through my head all day, trying to decide on the play. I finally give up. Too many possibilities, too many unknowns after one date, sweet as it was. Time to vamp and trust to your experience, missy.

She opens the door before I have a chance to knock, greeting me with a beaming smile.

"Oh my God, Lil! That's fabulous!"

She's wearing an authentic 1940's light cotton sundress with capped sleeves, a tight belted waist, and a wide flounced skirt. It is patterned in fantastically colored hibiscus flowers on a mint green background. She stands back and gives me a sexy spin, her breasts dancing beneath the thin cloth.

"Like it? I found it in a thrift store years ago, but never had a reason to wear it until now."

"It is perfect and fits you like a dream. You look so beautiful." I set down my pink pastry box and take her in my arms. There is no hesitation in her kiss or the dance of our tongues.

"Mmm, keep kissing me like that and we'll never make it to dinner!" I whisper in her ear between little kisses along her neck. She giggles and pushes me away.

"Then I better stop, because I've been slaving over a hot stove all day. What's in the box?"

"Antonio's tiramisu with rum. Not as sweet as you, but close."

She picks up the treats and goes into the kitchen, calling back, "I'm having some Chianti, but I noticed you were drinking whisky last time. This has been up in the cupboard for ages, can't even remember where it came from." Coming out and handing me a dusty bottle of twenty-year-old Glenlivet Single Malt. "Will it do?"

"You are one delicious surprise after the other tonight! Yes, this will do quite nicely, indeed."

"Dinner will be about twenty minutes, okay?"

"Just enough time for a quick snuggle then!" I leer, as I sit in the corner of her old leather sofa with my drink, patting the cushion. She sticks her tongue out at me and heads back to the kitchen.

Dinner is a plump fennel-laced chicken sausage, grilled sweet red pepper, herb-marinated mushroom caps, and fettuccine perfectly dressed with fragrant fresh pesto.

"I have to say," as I take the last bite, "if you ever want to open an Italian restaurant, you could give Antonio a run for his money."

"Oh, thank you so much, Bet. If you eat alone as much as I do, you either have to really like Amy's Enchiladas, or teach yourself to cook. I hate enchiladas."

I help her clear and we go back to the living room and stand close in the center.

"Shall we wait on dessert?" she asks, her eyes wide.

For all the evening's flirty nonchalance, I've been feeling the nervousness in her, seeing the apprehension swirling in her mind. I don't answer, but go over to her stereo and look through the shelves of CDs. I find what I hoped to find and pop it in. I come back and bring her close as Chet Baker's Let's Get Lost quietly fills the room. We trade kisses and sway gently, enjoying our warm embrace, just letting time float by.

As Someone to Watch Over Me ends, I pull back slightly, fingers massaging her back, gently shifting from side to side, letting the tips of our breasts share an intimate caress. Her nipples are swollen, pressing through the thin cotton covering them. Mine, too, are standing proud under my light cashmere. She stops and pushes back more, looking down at my chest. She lifts a finger and gives my left nipple the softest of touches, feeling its ring hanging below. I take her hand and slide it under my top, guiding her. With a moan, she slowly moves her fingertips over my breast, before gently closing and squeezing my nipple. She suddenly pulls her hand away and buries her face in my shoulder.

"What's wrong, Lil?" I whisper to her.

"Oh God, Bet, you don't know how long I've ached to do that, to touch another woman..."

"Too damn long," I answer back, tipping her head, kissing her with passion. She is trembling all over and her face is pink, as she looks into my eyes.

"I think..."

"You think, but I know. It's time for you and me to find your bed, Lillian."

With a warm mew, she takes my hand and leads the way.

We stand beside it, the covers already neatly turned down. I slowly turn her, untie the wide belt and open the button at her nape, letting the dress slide off her shoulders and down. She leans back against me and I reach around and cup her breasts while I nibble her ear. She moans as my hands cross her belly and ease the dress over her hips, letting it puddle on the floor. I hook my thumbs in the waist of her lacy panties and they too fall. She turns to me and pulls my sweater up and off. I pull her close for a kiss and she squeaks and jumps back.

"What?"

"Cold!" she exclaims, pointing at my gold belt buckle.

"I have a solution for that," I propound, slipping it open and stepping out of my slacks.

"Much better," she murmurs, looking me up and down. "Now can we get in, because my legs are sorta wobbly."

We lay tight together in the center, kissing deeply and caressing our naked bodies.

"We'll go slow," I whisper.

"Why?"

"I just thought, you know, first time, nervous about what to do..."

"Oh, don't worry about that, Bet. Being sexual has never been my problem. It's people and relationships that scare me to death. I discovered the pleasures of my body and my touch when I was very young. I'm quite adept at it... and yes, always women. It pushes away the spiders, at least for a little while. It's been my solace, keeping me sane."

"So, like once a month?

She nods.

"A week?"

She nods again.

"A day?

She gives me a naughty girl look and covers her mouth with her fingers.

"Sometimes at work, too!" She hisses out between them.

"Why you wanton harlot, you! I gasp, then pull her hands away and kiss her hard. My hand takes in her breast and I trail kisses to it. I envelop her puffy pink marshmallow aureole with my mouth, sucking wetly on its perfection, as my tongue tickles her nipple to greater glory.

I slide my hand down across her belly and into the full tangle of hair on her mons, digging in my fingers, making her jump and groan. I move down and push her thighs apart, kneeling between, then crawl my body up hers, finding her lips. She wraps her arms around me, pulling me hard against her while I rock my hip between her legs. I descend again, tasting every inch of her flesh, as I go. I can smell her passion, feel her body trembling, hear her guttural moans. Settling between her open thighs, I rake them with my fingers and follow with wet kisses up to her cunny, open like a glistening orchid.

With long strokes, I coat my tongue in her abundant sweet muskiness, giving out a deep groan of my own. I tease her delicate pink pearl of a clit in its dark sanguine hood and she thrusts up her hips with a gasp at its first ever touch by a tongue. This is where I've decided to play, giving her what her fingers can not, the sublime intimacy of another's mouth.

I nibble and lick and suckle, while my fingers massage and stroke in counterpoint until she is thrashing on the bed. My hands can feel the orgasm start, her abs clenching and releasing, her back arching up, the spasms of pleasure washing across her body. She screams again and again in her release, hands tight over her face. With the last, she jerks up and pushes my head away, clutching her cunny in both hands, rocking from side to side as her bliss slowly fades.

I lay beside her gently, kissing her face softly, murmuring love in her ear. Her eyes slowly open and she turns to face me.

"Oh, Bet! That was... I never... All the times..." she tries to whisper.

I put a finger to her lips.

"Shhh. Rest yourself now, my sweet." I pull the duvet over us and hold her tight.

The lights are turned down low in the living room and we are snuggling naked in a corner of the couch, finishing our tiramisu.

"This is really good. A perfect before."

"Before what?"

"Oh, look," she says, dripping a trail of mascarpone and chocolate down my tummy and over my mons, "you've spilled on yourself..."

Sometime later, I lift back the duvet and give her smile a kiss.

"Are you sure that was your first time doing that?"

She nods with a blush.

"Could have fooled me," I whisper, only fibbing a tiny bit, as I pull her close.

"I can't remember when I've had a better evening, Lil."

"But you have to go now."

"Yes. It's true what they say, no peace for the wicked. I have work to do tomorrow and need to make an early start. You, on the other hand, can sleep in all Sunday lazy like. Or do you have plans?"

"I was thinking of going out for coffee and asking a certain cute waitress if she'd like to have lunch with me."

"And this is what you tell the naked woman lying beside you?" I cry, with a lovelorn pout.

"Oh!" She clamps a hand over her mouth and mumbles, "Oh, Bet! I didn't mean..."

I cut her off laughing. "You silly goose! I couldn't be happier if I tried. Absolutely ask her out, then ravish her the first chance you get! I'll expect a highly detailed report." I give her a lingering kiss goodbye, then slip out to dress.

"Sweet dreams, Lil."

It's been a busy morning. I'm helping Joan and Jennifer Carson celebrate their fifth wedding anniversary tonight and there are some interesting special requests still to deal with. I stop in at Lydia's for a pick-me-up latte to go. As I wait, I look across and see her sitting against the wall with her croissant and coffee. And no book. Instead, a young woman with a sweet little bottom is standing close, her finger tracing out curls on the back of Lillian's hand resting on the table. Feeling my gaze, Lillian looks across and meets my eye. She paints my face with a sweet smile, before turning her attention back to the object of her desire. I grab my coffee and head out, feeling quite pleased with myself.

oOoOoOo

It's a quiet Tuesday evening at Duke's and I am sipping a finger of whisky and debating the relative merits of side by side versus above and below with Rita behind the bar.

"I thought I might find you here, Liz."

I turn to the woman who has come up to sit on the stool beside me. Rita lifts her eyebrows my way. Liz? She shakes her head, and goes back to polishing glass.

"Janice, what a nice surprise. What brings you here? Wait -- drink?"

"No, I'm good. I wanted to thank you again."

"Not necessary, at all. How's Lillian?"

"I talked to her today and she's never sounded happier. With herself, with life, with everything. All thanks to you."

"Rubbish. She was standing right at the edge, I just gave her a little tickle to send her over."

"And rubbish right back. She was standing there for a long damn time. Lost and miserable, wearing that 'my life is just fine' mask over the darkness inside. And it wasn't about being queer, though that certainly added to the burden. I told you it went deeper than that. She was the smart one, the overachiever, but always lived in the shadows, full of self doubt, unable to trust her own thoughts and feelings. And it was killing me to watch. You were my gamble, my hope to get her to embrace life's joy, instead of hiding from it. And you did exactly that."

She takes an envelope from her clutch and lays it on the bar in front of me.

"What's that?"

"Call it a tip to your brilliance."

I glance at the bills inside. "No. You paid me my full measure. And, in truth, by the time it was over, I charged too much with the pleasure it gave me to see her smile."

"I insist. Give it to your favorite charity, if you want. I don't care, but it's yours."

I tap it on the counter for a few seconds, thinking. I set it down and pick up my phone, thumbing in a message.

"Okay, so here's what we'll do. I'm pretty sure Lillian will soon be telling you she has a real girlfriend. Take her out shopping to celebrate. I've sent you the shop address and I'll let Ruth know to watch for you. Just mention my name. Use the money to buy Lillian something extravagant, something that will make her blush, something meant to share with a special someone. She'll never know it's from me, but I will."

"I see why you enjoy the reputation you do. Our secret then." She leans across and kisses me warmly on the cheek, preparing to go. I touch a finger to her elegant knee and she pauses.

"Now Janice, is there anything I might do for you? I do offer a family discount..."

"That's so sweet," she giggles, "but I only play with the boys."

"Right. In that case, I have a young friend who might be of interest."

"Yes?" she asks, tilting her head back, giving me a look.

"Six foot three, 225 solid, a full eight soft, remarkable staying power. Comes highly recommended."

"A gentleman of color, by any chance?" she murmurs, her eyes showing more than a passing interest.

"Coffee, medium cream. He is due back in town on Friday. Shall I text his number?"

"Oh, my... Yes, please."

So now Jimmy owes me. I like it.

 

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Two bets

Tommy and Kathy were avid football fans. Every weekend during football season, they would be watching every game from that was on any channel, and then DVR the games that they could. Any game that they watched was sure to have a bet on the game. Most of the time it was a back rub or a foot massage. Sometimes if it was a big game, the winner got to choose the restaurant they went to, or had to do dishes every night for a week. The bets were started just to keep thing more interesting, and they...

Fetish
2 years ago
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Becoming A Slut Wife Bett

Bett and I are an average couple in our early forties and we had been married just a little over sixteen years. Like in a lot of marriages of that length the sexual excitement had disappeared. I guess that after sixteen years of the same old thing we had gotten bored - maybe not of each other, but of sex with each other. A few years ago I had found a magazine in the seat pocket of an airplane and for the lack of anything better to do on the flight I sat back and read it from cover to cover....

2 years ago
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I Bet

Another story featuring the antagonist from my earlier story, "A Friendly Game of Pool". This story has taken a while to put together, and I'm still not sure if it really is finished. I'd like to continue the story in the future. Please let me know what you think with a comment. There are going to be some editing/grammar mistakes, I know. This is the fourth version of the story, so I think it's the most concise. "I Bet" by...

3 years ago
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Lets Make A Bet

Let's make a bet By: Phoebos Edited by Marie7342231 This is my second story. I am trying to apply new ideas and think outside of the box. Any comments, suggestions, or if you would like to reach me for any reason you can email me at [email protected] My sister and I have a very special ability. We can enforce the condition of a bet on each other no matter what it is. Don't ask me how we got this power. All I know is that the two of us are the only ones who seem to be able...

2 years ago
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Lillians Conquest

One day many weeks after my "double" with Gloria and Lillian, I got a call from Lillian at home. She was very cordial, and asked if I remembered her. We small-talked, and she asked about Lorene. I told her she was on the road again for business, and of late, only is home long enough to get fresh clothes, give the business a quick look, then gone again. Lillian told me she and Gloria had a falling out, and wondered if I had spoken to her. My contact with her had been merely waves as we...

1 year ago
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The Super Bet

Chapter 1 "Well, it looks like we got ourselves a Super Bowl!" Tom said to me, as we sat in my living room. Tom was Tom Jacobsen, my next-door neighbor. We were watching the final minutes of the NFC Championship game, as the Carolina Panthers were closing out their impressive victory over the Philadelphia Eagles. The Panthers played in Charlotte, which is where I lived. So, the city was going to go nuts at the Panthers being in the Bowl-and Tom had been a Panthers fan since the team had...

4 years ago
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THE BET

“You’d really do that?” Todd asked. “You’d give me a blow job if our basketball team wins tonight? And if we lose I will give you $50 right?”“Sure will, if you win that is. A bet is a bet, isn’t it?” Replied Angie. “Fact is I would be willing to give the team a blowjob if they could ever win a game” Angie added. “If you can pull it off tonight I’ll be ready to suck any cock that helps win the game. Oh, and be ready to pay up. Cause a bet is a bet. And I have a feeling I am going to win...

2 years ago
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The Bet

“You’d really do that?” Todd asked. “You’d give me a blow job if our basketball team wins tonight? And if we lose I will give you $50 right?” “Sure will, if you win that is. A bet is a bet, isn’t it?” Replied Angie. “Fact is I would be willing to give the team a blowjob if they could ever win a game” Angie added. “If you can pull it off tonight I’ll be ready to suck any cock that helps win the game. Oh, and be ready to pay up. Cause a bet is a bet. And I have a feeling I am going to...

3 years ago
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Heier Sex mit Bettina

Mike 45, und Chris 35 spielten spät in der Nacht in einem Luxushotel Poker. Beide waren im Bankwesen tätig. Die Beträge um die Sie zockten, fingen bei 1.000 Euro an. Mike hatte jedoch schon länger Geldprobleme. An der Börse hatte er sich verzockt. Bevor die Poker-Partie losging nahm er sich mit seiner Frau Bettina noch einen Drink an der Bar. Bettina fiel Chris sofort auf. Sie war 40, aber extrem attraktiv. Hatte dunkelblonde lange Haare und einen Busen mit der Körbchengröße von 75 C. Als die...

3 years ago
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CRAZY BET

Crazy Betby Scorpio00155 ([email protected])***Two older women who might be called cougars, make a bet that could be called perverted. Wendy bets her friend Linda that she can seduce Linda's son before Linda can. Linda tries to prove her wrong. (MF, inc)*** "You are fucking crazy!" I said in disbelief as I stared at my best friend Wendy through wide eyes."Well you've always known I was nuts Linda," she grinned back at me "but are you on or not?""Jezzus!" I blurted. "Let me get this...

1 year ago
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The Bet

It all started with a bet. It was no secret between Stacy and I about my little kink. We had talked about it in the past, especially in bed after a long, hard session. No matter how much I tried, I kept coming back to the same fantasy. I wanted to watch. I know, I know it's weird, I was even a little weirded out by it, but there was no denying how much it turned me on or how much it turned her on...  Stacy was gorgeous. Young, hot, nice tits and the best ass on the planet. Despite all this she...

Cuckold
2 years ago
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A Bet Is A Bet

A BET IS A BET by Throne Darren and I had been pals since grade school. We had even remained buddies after he revealed his penchant for crossdressing. I wasn't thrilled about it, but he didn't dress that way when we were together, so it was acceptable. I had a good job in accounts analyzing. He had gotten into the costume department of a major movie studio. I'll admit that, because I'm such a movie buff, I was jealous of his opportunities to meet major stars. He never made a big...

3 years ago
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Book Club Part Three The Bet

My name is Rita. Holly and I have been friends for ten years. Like the others in the book club, we are both recent empty nesters in our mid-forties. Holly and I are good friends but have very different personalities. Holly is very outgoing and very adventurous. I would be what most would call a follower. I am quiet and shy.Just like several others in the club Holly and I would get together and discuss the books before the monthly club meeting.“What did you think Rita, did you get a little...

Wife Lovers
4 years ago
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THE CRAZY BET

Two older women who might be called cougars, make a bet that could be called perverted. Wendy bets her friend Linda that she can seduce Linda's son before Linda can. Linda tries to prove her wrong. (MF, inc)*** "You are fucking crazy!" I said in disbelief as I stared at my best friend Wendy through wide eyes."Well you've always known I was nuts Linda," she grinned back at me "but are you on or not?""Jezzus!" I blurted. "Let me get this straight, you're betting that you can seduce my son before...

2 years ago
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Ashley Part I The Bet

Introduction    I have been an anonymous reader of stories on this site for a long time and have really wanted to try and be a contributor.   But I’m afraid my imagination isn’t as developed as many of the really good writers here.   So for the past few months I’m very writing a story that is pretty much autobiographical.   It probably isn’t as good or as adult as most entries here.   But it has the benefit of having taken place.   A couple of other notes…   First, since it was so long I...

2 years ago
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Ashley Part I The Bet

Introduction    I have been an anonymous reader of stories on this site for a long time and have really wanted to try and be a contributor.   But I’m afraid my imagination isn’t as developed as many of the really good writers here.   So for the past few months I’m very writing a story that is pretty much autobiographical.   It probably isn’t as good or as adult as most entries here.   But it has the benefit of having taken place.   A couple of other notes…   First, since it...

Reluctance
3 years ago
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The Bet

The Bet By RogerGirl Lainey and Ken entered the party and looked around. To the partygoers, they appeared as a hot couple of twenty-one year olds. Lainey was wearing a short tight minidress that showed off her long legs, firm ass, thin waist, and a generous amount of cleavage. Her face was expertly made up and her brown hair was long and styled to accentuate her features and frame her face. She was wearing a pair of six inch open toed heels and she was carrying a small purse in her...

2 years ago
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Losing your wife to a bet

Jeff had worked at the local pizza joint for a few years and had made a few friends. He had grown closest to Billy who was into gambling. Billy introduced Jeff to poker, craps and all sorts of table games. Billy had hosted a few trips to Vegas and eventually Jeff was a fan gambling but preferred table games. Jeff was too scared to make any major bets at the casinos, but when he played with Billy we was never too scared to double or nothing. He didnt feel the pressure of reality when playing...

3 years ago
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The Football Bet

“Hurry up,” Johnny shouted up at me.“I am going as fast as I can,” I shouted down the stairs. “What's the big deal?”One of his co-workers was coming to our apartment to watch a football game. I didn't see the big deal.“He's always on time,” Johnny said.As he looked himself in the mirror for the three-hundredth time, I came down the stairs. Staring at him, I shook my head at him.“Come here,” I said. I always had to straighten his hair, it was always a mess.“You're wearing that?” he asked.“Yeah,”...

Interracial
2 years ago
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Lost Bet

Kelle was fucked! Figuratively not literally. She had lost a bet. A huge bet. She had been out of the police academy for only six weeks and Kelle was desperate to fit in. Therefore, when a group of officers, all men, had invited her for drinks after shift, she had jumped at the chance. Now she regretted it. Big time! After far too many drinks, they had suggested a game. It was a simple dice game that every bar used to have. In addition, Kelle was good at it, or she thought she was. After a few...

Reluctance
2 years ago
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First Lesbian The Bet

My husband is the one who got me started. Though I would never admit to anyone other than my husband that I read these stories and that they excite me, I never dreamed that I would be writing one.Truthfully the only reason that this whole thing happened and I am now documenting it, is because of my loosing a bet with my husband.Without giving too much of myself away, I will tell you that I have been with my husband for 24 years, I am 48 years old, and we have 2 grown sons, 18 and 20 years...

2 years ago
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The Bet

The Bet Prologue The envelope was unexciting. At first glance, the plain white exterior looked like it might be from the bank, or a sales company. Most likely it was just a bill, demanding money as such things do. On a closer inspection, however, the multitude of stamps on the front would reveal that this envelope had flown across the Atlantic from England. It definitely wasn’t a bill. The young woman who picked it up from the mailbox casually flicked her hair out of her eyes as she glanced at...

1 year ago
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Im just Not Gay Ill take the Bet

"How about that guy?"My girlfriend was pointing at a guy walking up to the door of the rest area. I'd lost a bet, and she takes paying off bets very seriously. I'd bet her that she couldn't get me off by giving me a blowjob in less than 10 minutes. I was so sure I'd win. See...she'd given me lots of blowjobs. And don't get me wrong, they all felt great! But I'd never come from one unless I sort of 'helped'. That is, if I thought about certain extra-kinky fantasies, or if I talked dirty to her,...

3 years ago
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The Bet

The Bet By Cassandra Morgan Hers was the perfect face. The dancing eyes. The plump, but not obscene, lips. The way the bangs of her blonde hair danced on her forehead. The white teeth. The dimples. Above all else, that heart-capturing smile Lauren Howard stood in the living room of the Kempers, still as beautiful as the day we were married. When she was around, no one noticed the other women in the room. There was just Lauren. She was the star of the show, the one whose eyes you...

3 years ago
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Netzfund Wieso liegt Abou in Mamis Bett

[Netzfund] Wieso liegt Abou in Mami's BettbyAmelung©Abouadi John Obote, oder Abou, wie er stets nur genannt wurde, war während eines dreiwöchigen Namibia-Urlaubs unser liebenswerter, lustiger und immer gutgelaunter Barkeeper im jugendlichen Alter. Der smarte Afrikaner aus Windhuk sollte jedoch einige Wochen später unser bislang so geordnetes Familienleben vollständig auf den Kopf stellen...Anmerken sollte ich vielleicht noch, dass diese Reise nach Namibia unsere erste Fernreise war, die wir als...

2 years ago
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You Bet

“You’re an idiot,” Karen said, shaking her head and looking away from her husband. “How in the hell is going to a horse race a date night?” “It’ll be great!” Greg said excitedly. “You can get dressed up, they have good food, it’s just like going out to dinner but with something extra!” “Yeah, something extra. You gambling away all our money. Again.” It stung but was true; Greg loved to gamble but was quite bad at it. Poker, slots, sports, any time money could be wagered Greg was there to do...

3 years ago
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You Bet

YOU BET by Throne and C.C. Cecil's wife Bette came home in a state of amused agitation. She looked down at him from her superior height, over the hills of her watermelon boobs, and said, "Ceece, you won't believe what happened with Dara and me. She made this crazy dare and I took her up on it. And then I got her back with one of my own. Here's what's going on." He was more interested in the slim chance of going to bed with her. It had been way too long, at least since she had...

3 years ago
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The Bet

Jasmine becomes a slave part 1 Chapter 1 The betRacheal was going to the B&D party at Shelia’s that Monday night and was picking out her outfit.  She selected the black leather cat suit that hugged her body and while it covered her, it allowed everyone to know she had a hot body.  Shelia was a fellow Domme and was the area’s leading supplier of fetish gear, from clothes to dungeon items and all of her parties were events not to be missed as she loved to demonstrate new items on her slaves.  As...

2 years ago
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Bet you cant make me Gay Bets a Bet

"It's time to wake up now."With just those six words, I regained the ability to open my eyes. Regained? I guess that's not the right word. I'd only just dozed off—nothing more."Well, how do you feel?" The hypnotist grinned at me. I didn't see why he was grinning, though. He was a friend of mine. His name was Kyle and he liked to think he was a master when it came to hypnosis. I guess in a sense he was. I did get into a trance, after all—well, I did if that's what you call falling asleep from...

3 years ago
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Bikini Beach The Bet

Bikini Beach: The Bet By Julie Butch sat at the bar of his favorite club, looking around for any likely targets. He was a predator, although he didn't think of himself in that light. He stood 6'3" and weighed around 225. He thought of himself as being 'buff'. He worked out regularly because he liked the high he got off of the endorphins that the body produced during an extended workout. It was almost as good as sex. He never had any problems finding a sexual partner. One of...

3 years ago
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The Bet

At school, I was on the wrestling squad. I wasn’t exactly stocky, but well-built. Apart from wrestling, I also dabbled in martial arts and boxing. The latter was not my forte and didn’t come to me naturally, because my foot and hand speed were never quite up to scratch. But when it came to grappling, I was able to hold my own.I was also not the greatest student and settled for a trade after leaving high school. I chose the electrical route. Two years after school, I had completed my trade and I...

Gay Male
1 year ago
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A Bets a Bet

Kalie was already pissed at David, they had argued earlier in the day about coming out tonight. The two had been dating since their sophomore year of high school and had been nearly inseparable since. It was now the start of their second semester at college, they had gone to the same school in Colorado. The two were from Nebraska and the school had been a compromise, Kalie wanted to get out away from home but David wanted to be near his parents. Now they were a short drive away but at least...

1 year ago
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The Big Game Bet

I was bored, watching a bad porn movie on cable TV when the phone rang. "Hello." "Whatcha doing, playing with yourself again," my step-daughter Teresa asked me. "Funny," I answered. "Isn't that what you do most of the day?" Teresa was 20, a cute, top-heavy bottle-blonde with several piercings and tattoos and one of those tongue studs, and she worked as a repair dispatcher for the cable TV company. Thanks to her connections I got great service and the fastest Internet service possible, and at a...

Taboo
1 year ago
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Sybian and Venus Racing ndash4 Couples and The Bet

Sybian and Venus Racing –4 Couples and The Bet.I fancy a chance of fucking any of my mate’s wives. All six are sexy in different ways. So after a drunken night out we boys all agreed to find a way to swap partners for a night…….. but how?I told my wife about our drunken agreement while I was in the bath the following day. Not to my surprise she said that she was up for it. She moves close to the bath and places my hand on her pussy and as I slip a finger in its obvious that she’s highly...

3 years ago
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My wife loses a bet

It all started as a simply little bet. It was one of those bets where we were both 100% sure that we were right. Sound familiar? First the bet was for $5, then she upped it to $20 and I upped it to $50. That’s when things got interesting. She said “I know you’re wrong but if you win, I’ll do anything you want me to do, but if I win, you have to do anything I want you to do - anything at all!”This did not intimidate me in the slightest as I was so sure I was right. “OK, I’ll take that bet.”Less...

2 years ago
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A Bets a Bet

Kalie was already pissed at David, they had argued earlier in the day about coming out tonight. The two had been dating since their sophomore year of high school and had been nearly inseparable since. It was now the start of their second semester at college, they had gone to the same school in Colorado. The two were from Nebraska and the school had been a compromise, Kalie wanted to get out away from home but David wanted to be near his parents. Now they were a short drive away but at least...

2 years ago
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Innocence and a Bet

Cherry was the perfect name for ripe innocence, at 18 and her last year in high school had taken a bet from several of the other girls. She had always done wild and crazy things and had always won every bet she had ever taken. Thinking this latest one would be no different! The bet was that she had to go to the Rusty Dyke a notorious lesbian bar that had a reputation for catering to the meanest Bull Dyke's that one could imagine. She was to act like she was a young lesbian bottom and kiss...

1 year ago
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Jessies Fantasy Chapter 1 Losing a Bet

Nearly everyone has a sexual fantasy that they would love to act on sometime in their life. Unfortunately for some, it never becomes reality. There are many different reasons, ranging from having fear or hesitation, to fantasizing about someone they can’t have, or the situation just never presents itself. This is a story of one such fantasy. Hope you enjoy! It was a Friday evening and I was on my way to meet my usual group of friends. The eight of us had been friends since high school, and we...

Crossdressing
3 years ago
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The Bet

The Bet by Laura Brooks I can pinpoint the day this all started. It was a chilly, Sunday afternoon in early December. A light rain was falling outside and Carol (my wife) and I had built a cozy fire in the fireplace. She was sitting on one of the couch, her legs curled up beneath her reading and sipping a glass of wine and I was sitting at the other watching the Giants begin to give away a 21 point lead to the Eagles. Carol stood up and stretched, heading toward the...

1 year ago
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Katie and Ashleys Friendly Bet

“How do I get myself in these situations?” It’s a question I ask myself a lot. The answer is not complicated and I’m a smart girl. My day job as a transaction coordinator for a mortgage company demands it. It also requires people who are highly responsible and have excellent people skills. Everything that happens in a loan process comes in or goes out through me. There’s a lot at stake. That’s part of what I like about my job. I love being in the middle of transactions or situations where...

Straight Sex
1 year ago
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The Bet

It was a beautiful fall Saturday morning and Sam was out doing what he normally did on the nicer weekend days while he was at college. Well, he was doing what he did if he wasn't at his normal job. He was making his way from place to place, first on Frat row, then touring the local student bars. Hell, no, he wasn't drinking. It was nine in the morning. He was out trying to earn another few dollars to put in his college fund. He stopped his little Ranger pickup in the alley behind the first...

2 years ago
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A Whore on a Bet

"You really don't mind if I use a recorder? I want this in your own words, about your life." The interviewer said. Not waiting for anything else the old woman started when she saw the red light go on. "I have been a whore now for over fifty years, just because of a bet" she told the young woman interviewing her. The interviewer could not have been more than twenty-five, but to someone as old as the whore, she was very young. "Yes, this is a side of you, well it surprises me." The...

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