Jill's JourneysChapter 6: Jill The Gambler free porn video

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On a warm summer’s eve
On a train bound for nowhere
I met up with the gambler
We were both too tired to sleep
So we took turns a-starin’
Out the window at the darkness
The boredom overtook us, he began to speak

He said, “Son, I’ve made a life
Out of readin’ people’s faces
Knowin’ what the cards were
By the way they held their eyes
So if you don’t mind me sayin’
I can see you’re out of aces
For a taste of your whiskey
I’ll give you some advice”

So I handed him my bottle
And he drank down my last swallow
Then he bummed a cigarette
And asked me for a light
And the night got deathly quiet
And his faced lost all expression
He said, “If you’re gonna play the game, boy
You gotta learn to play it right

You’ve got to know when to hold ‘em
Know when to fold ‘em
Know when to walk away
Know when to run
You never count your money
When you’re sittin’ at the table
There’ll be time enough for countin’
When the dealin’s done

Every gambler knows
That the secret to survivin’
Is knowin’ what to throw away
And knowin’ what to keep
‘Cause every hand’s a winner
And every hand’s a loser
And the best that you can hope for
Is to die in your sleep”

And when he finished speakin’
He turned back toward the window
Crushed out his cigarette
And faded off to sleep
And somewhere in the darkness
The gambler he broke even
And in his final words
I found an ace that I could keep

You’ve got to know when to hold ‘em
Know when to fold ‘em
Know when to walk away
And know when to run
You never count your money
When you’re sittin’ at the table
There’ll be time enough for countin’
When the dealin’s done

You’ve got to know when to hold ‘em
(When to hold ‘em)
Know when to fold ‘em
(When to fold ‘em)
Know when to walk away
And know when to run
You never count your money
When you’re sittin’ at the table
There’ll be time enough for countin’
When the dealin’s done

You’ve got to know when to hold ‘em
Know when to fold ‘em
Know when to walk away
And know when to run
You never count your money
When you’re sittin’ at the table
There’ll be time enough for countin’
When the dealin’s done

{r}Kenny Rogers

For reasons both of resources and personality, Lucy fell into a leadership role. “I’ve been thinking about the male-female ratio here if everyone buys in. If everyone were het, we’d have a problem with three men and eight women. Given, though, that three of the women are primarily oriented to women, it’s not as bad. Maybe we could use a bit more ... er ... manpower, unless we have some with very fast recovery.

“I like the way that skills and interests come together. To run the household if nothing else, we have Gigi and Jill. On the parental side, I know that Gigi, Tana, and Jill all like the role. Yes, Art?”

“Lucy, while it’s never worked out for me to be a parent, it appeals to me. I like kids a lot.”

“Great! For the health and fitness side, we have Marilyn, Tony, Diane, Zelda, and Gigi. Tana is our lead stylist, but perhaps Diane will join there?” Diane nodded. “In addition to Marilyn’s nursing degree, I know that Howard has a background in medical research.”

Jill spoke up. “This may take me a bit to explain, but I have some thoughts about additional guys. It’s something that I’m still trying to understand.

“I do have a teaching license, but I decided it was unwise for me to do so. You see, I am attracted to teenage men. Somewhere in that is that they may be androgynous. Before I started birth control pills, I was completely flat-chested.” She cupped her breasts, covered by a lightweight tube top, a light blue that accented her eyes. The top clung to her chest, which was now perky B-cup. With a naughty grin, she pulled at the neckline to offer a brief flash of pretty nipples.

“With my hair bound up, and wearing the right sort of clothes, I could be taken as a boy. What I still don’t really understand is that I can be attracted both to women of all ages, to the boys I mention, and, very selectively, to adult men that I trust, like Howard and Art.

“The legal age in this state is 16. I wonder if we might find a mature 16-year-old or two, who obviously would have very fast recovery times. In no way do I want to do the slightest harm to an immature man, but I think I do know some teenagers, of legal age, that would be safe for thoughtful play. Let’s put it this way -- I don’t want to risk my rationalizing something dangerous. I’m going to tell people what I plan, and I absolutely, positively, want you to warn me away if it feels bad. Definitely talk to him. If it doesn’t feel right, I can be a good friend to someone playing with women of his own age.

“If it does feel safe, for me, that would be a great way to explore my heterosexual side.” She looked around at the women. “Do any of you like cute teenagers?” There were various nods.

“Generally not, unless the kid is really smart and I make an intellectual connection. I’ve been turned on by a couple of sophisticated girls who just didn’t act their age, but it sounds like you are thinking of people who are mature enough, but clearly young. Do your thing, but not with me. Sorry.”

Marilyn was among the nodders. “I like men of all ages, but I have to confess that I really get turned on by initiating boys or helping them develop. I hope that’s different than the idea of despoiling virgins. Virginity, I think, is a correctable deficiency.

“I have to mention something, I think. which Gigi knows about, and could well address some of what Jill wants. For the moment, let me defer to Lucy, who I think wants to talk about other things.

Lucy continued talking about logistics. “In any event, I’d like us to move forward. As I’ve mentioned, I own this building, and money isn’t particularly a concern. Germaine, Tana, Diane, and I already have apartments in it. Are some of you not especially tied to where you live, as on a month-to-month lease?” Gigi, Jill, Zelda, Art, and Marilyn raised their hands.

“I do work from home, Lucy, although Art, who works for a government contractor, goes to a conventional, if secure, office.”

Art looked thankful. “I’ve got a warehouse where I have work facilities for my surplus electronics business, as well as storage. I’m living month to month since I broke up with Ann.” I looked sympathetically at him. Art was a friend for decades, but I had played with Art and Ann. She and I found one another quite hot, although she turned out to be too kinky for Art -- something that I wouldn’t have thought possible.

“So it’s Howard and Tony, that have established places. Actually, Diane and Tana are still moving in. We are arranging subleases for them, as well as moving help. I have no problem in setting up furnished apartments for you guys here, so you have flexibility.”

Tony mentioned “Maybe it’s simpler for me than I suggested. I have an exercise and weight studio at my place. If you’re setting up such a facility here, then I might be fine with taking an apartment here.”

Lucy agreed with Tony. “Tell us what you need, and then let’s circulate it to see if it meets the strength training goals of everyone else. There will also be a dance studio, which can have mats for martial arts.”

Marilyn took the floor again. “What I wanted to mention is that Gigi and I have been talking about our young male family members. You want to start?”

“Yeah, Marilyn. In addition to my son, who’s still not thinking about sex, I have a younger brother, George, who is 16. We share the same miserable parents. George sometimes stays with me to get away from them, which bothers them not in the least. George is a gentleman about it, but I think he knows what I do. I see his eyes follow me when I dress to go out. I don’t think he’s a virgin, but I haven’t asked. I wish I had the courage to do that, and to tell him that mine is a safe place if he wanted to bring a girlfriend -- which would be safe for her as well.”

“Gigi and I have similar situations. In my case, it’s my nephew, Mike, who also is 16. Nice kid with bad parents, who sometimes hangs out with me. Yes, he also finds me sexy. Neither Gigi nor I are ready to take on family members quite yet, but we have talked a little about trading the boys between us. We think it would be much better for everyone to have their first adult contacts be here, without extended family ties. We’re not philosophically opposed to incest, if it’s psychologically safe, and we could get good advice here.

“Jill, I’m a little unclear about what excites you, as well as your experience. My understanding is that now, you’re mostly interested in women, with limited exceptions for very trusted men like Art and Howard. What isn’t clear to me is how much total experience you have with men, and if you would feel comfortable as a what ... mentor?”

Jill smiled. “I can see how you might get that impression, but don’t worry. When I was in college and early twenties, I did date men, or, as it too often turned out, immature men who didn’t have the relative innocence of the boys I’ve mentioned. Especially before I realized that I don’t handle alcohol well, I got into some bad situations, and maybe some that were not all that unpleasant. I avoided men, although Art and I, for a while, would sometimes play, often short of intercourse. Still, I got a diaphragm, and both for convenience and to help some menstrual pains, got on birth control pills. They delighted me by suddenly growing out my flat chest, so I’ve stayed on them for various reasons.

“I am wondering how to present myself to them. I could do teacher they’d like to fuck, or I can still come off as college girl. Maybe having a second woman there is a good idea, unless they’d find it overwhelming. If the other woman is bi, I wouldn’t immediately do anything with her in their presence, so I don’t mess with their minds. In fact, I’ve heard it’s unwise to be particularly wild in choice of clothes and such, so I don’t imprint them, say, with stocking fetishes.”

At that, I coughed. “Um, yes. When I was 16, I played some with a 23-year-old. We didn’t have a safe place besides her car, but I think she would have taught me a lot of good things. Marilyn, as an aside, she was also a RN and resembled you somewhat, except she was a redhead. Anyway, I wasn’t getting it when she was trying to seduce me. At one point, I asked if she was cold, it being winter and her wearing a fairly short skirt, although not as short as current ones. She invited me to explore under her skirt, and feel how warm she was under and above her stockings. Well, I explored and said ‘yup, you’re warm’ and didn’t do anything else ... dammit. That was my start of stocking and heel fetish. Minis were coming popular as I was advancing in puberty, and lots of classmates weren’t quite sure how to wear them, or that conventional stockings would reveal a lot.”

Marilyn turned toward me and pulled up at her hem. “Well, dear, you get to explore those fantasies with me, if you like. Play with my legs, but I’ve also heard that you have a fantastic mouth for something that’s at the top of my legs. Real soon, I hope.”

As I went by, Jill rubbed my back, and stage-whispered, “If you do anything that I wouldn’t do, either show me how to do it, or do it to me.” She smiled “Yes, love. We’re going to do some things sooner rather than later. This is a very, very, safe place.”

Lucy called us over and handed me some keys. “Apartment 310 is set up for guests. We’re getting crowded here; feel free to grab a bedroom there. Marilyn, look at it when you have a chance and see if you’d like to live there.”

Marilyn and I went to Apartment 310, and, after letting ourselves in, embraced while our tongues dueled. She slid a leg between mine and humped my thigh. In a husky voice, she urged me, “Just go right to the fantasy. We can be gentle and romantic later.” With that, I guided her to sit on a couch.

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Jill in Need by loyalsock

”Oh god I’m cumming,” Jill screamed, “don’t stop now, faster, faster!!!” Josh increased the pace of his fucking, trying to drive his hard prick all the way through the hot little bitch lying beneath him. He had fucked quite a few girls in his time, but never had he met one with such a prodigious sexual appetite! He had know Jill for only about two weeks, and already she was fucking him to death! Now he knew why his friend Rick had said it was okay for him to take her out, because he was trying...

1 year ago
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Jill and her boys home Improvement story

The two older Taylor boys were in bed playing with their dicks under the sheets. "Hey, tonight is the night we see mom naked," whispered Randy as he inspected the two small holes he had drilled in their bedroom wall. "You're a horny little fucker. I'm proud of you little brother," complemented Brad . "Hey quiet!" Randy whispered. "I hear Mom's shower." The brothers rushed to the peep holes leading to their parent's bedroom. Shivers ran though the boys as they watched their sexy mother remove...

2 years ago
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Jill stepm slave remote control part 2

Jill step**m slave, remote control part 2 See part 1 of my story remote control for past details Jill hung up, not sure what to make of Franks last remark, he was joking..surely he would not have left his email account open for his k*ds and certainly never told them how to access the remote cams in the lounge..it was a wind up, a tease she didn't like. Her phone was going again it was Frank and an email was in her in box, she wan't impressed with him she would go to bed and let him stew, they...

1 year ago
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Jill Kassidy 900 383000

Jill Kassidy was born Jillian Belle Johnson in Dallas, Texas, United States, on February 4th, 1996. Jill was a cheerleader in high school, which gave her her first taste of male attention. She enjoyed how boys looked at her, but little did she know being stared at would become her career.A Waitress Waiting to do PornAfter graduating, Jill wanted to get out of her hometown, so she moved to San Antonio and attended college. Like nearly every porn star before her, Jill put in her time as a...

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1 year ago
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Jill Dipping our toes in the water

I'm going to publish this under “stories” and while most of this completely true, I've had to change or embellish on exact verbiage as best I can remember it. This is going to be a slow burn, so if you are looking for a quick sex story, you might want to move on. Just a fair warning.I was engaged to my wife Jill when I was fairly young. I was twenty-three and she was twenty-two. She is a beautiful woman with dark hair and stunning blue eyes. It was definitely lust or infatuation at first sight....

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2 years ago
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Jill

It was my only and much-younger brother who finally got me to talk about Jill. Jill, the incredible girl, who was, as was I, barely a teen when the tragedy happened. In retrospect, my parents, perhaps with wisdom that I never appreciated, did not challenge my immensely private way of grieving. Also, maybe showing the temporal nature of teenage life, my classmates—many of whom were Jill's as well—almost never spoke her name when I was around. Jill's teachers, and her ninth-grade homeroom...

1 year ago
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Jill the shy slut

It was after a couple of years that my wife Jill and me finally saw a film in a cinema hall. I hardly get time from my busy work schedule and prefer to watch movies on television. But after this evening, I realized it was these small pleasures in life which I was missing. I thoroughly enjoyed the evening. We began with a stroll in a public garden, filming each other on our video camera to preserve the nice moments for posterity. We followed it up by a nice dinner and then saw the Hindi movie...

Group Sex
2 years ago
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JILL

This story really starts back when my oldest daughter Jill was 14. She was easily a B-cup and she was rightfully rather proud of them. She was already quite a tease and she was rather good at it. She would be wearing a low-cut spaghetti string top and while sitting next to her mother and talking to me she would “accidentally” drop something and make sure I watched her while she bent down to pick it up. Over the years she stepped up her games. She had a favor nightshirt that had a teddy-bear...

1 year ago
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Jill and her dad

My friend Jill and her dad have been fucking and doing every thing sexual for years. She wants no one but him. He is a great looking sexy guy. She now has her own home and he spends a lot of time there naked.She had told me about their sex for many years and I even listened to them over the phone one time. He is a great lover making her body come alive. I have never seen him naked but by the sounds over the phone he must be well hung.Today was Saturday and a boring day for me. Jill called and...

1 year ago
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Jills Summer Vacation

Two weeks removed from summer vacation at the local University, Jill was still feeling the effects from all the studying from her finals. Now after coming home all she wanted to do was enjoy the time off and blow off some steam, but before she could she needed to find a way to get some money.Not long after arriving home Jill headed out toward the beach, and while walking along the boardwalk she saw a help wanted sign at the local boardwalk surf shop. Jill applied and by the following day she...

1 year ago
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Jill and Roger

We'd been married but three months. During that short time my wife, my new wife Jill, had hauled me around to at least fifty parties and nights out or so it seemed. When I say hauled me around, it was like I was a paid escort hired to drive her, buy her and her friends drinks. Get her coat, and watch her back while she flirted and danced and had a gay old time—with other men. She danced with me too, some, but I had the feeling that while she was with me on the dance floor, while we sat at the...

2 years ago
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Jill my older Lady

I had been chatting online to Jill for a number of years, I was still married at this time but I had the hots for this Lady despite her being 68 and me not yet 40 needless to say the chats were very saucy and when possible we would cam masturbate and dirty talk a plenty.Jill lived in Canada but had relatives in England so visited as often as she could. She loved to visit London York Edinburgh and the like so we quite liked the idea of meeting up in York. Me going away for a few days was nothing...

3 years ago
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Jill Rodgers and Donald Long

Jill: "Jill, you can't be serious. Donald Long is nowhere near being in your league. He's short, and nerdy, and a truly terrible dancer; and he's a pussy compared to the men that you could have. Now, Kyle Woodrow, he is in your league; you snap your fingers and he will be on his knees begging you to marry him when we graduate," said Penny. "And, you can add to that that there is no doubt that Kyle is going places." "So would Donald, Penny, get on his knees and propose, that is, if I...

1 year ago
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Jill My Sexy Lactating Secretary

The perks of being the boss are everybody listens to you. The fun part about being a boss is all the secretaries who suck at their jobs offer their bodies for trade. Not a bad place to be in. Over the years, I have had sex with several of my secretarial staff. The funny thing is, they all know that so and so is banging the boss. All the little nymphs are in competition to woo the boss to like them. I’ve had my share of little sluts. I’ve had the kind of secretaries that wear very revealing...

4 years ago
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Jill

This as about a friend and I have changed the name to protect her.......I found out in high school that Jill's dad has been having sex with her for years. She told me the whole story how it happened. He used to sneak in her room and undress her and lick her flat tits and rub her pussy. She was about nine when it all started. Then he would lick her pussy and suck on her clit. As time went on he did more with her. He taught her to stroke his cock and soon was licking it. Then she learned to suck...

1 year ago
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Jill Asks for a Spanking

Jill had sucked Father Leary's big cock just yesterday. The old priest enjoyed spanking the young fifteen year old's bare bottom every Thursday after hearing her confession. Jill was able to deep throat the priest letting his eight inches cum there, satisfying both of them. It was Friday and Jill's mother Carla had just returned from her confession with the good Father. She looked uncomfortable as she sat on the couch, wriggling her round ass to get comfortable. Jill wondered if Father...

3 years ago
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jill and gina

Jillian glanced at the clock, her last class of he day was about to end. She noticed her best friend Gina staring at the clock as well. Jill and Ginaa walked home together everyday since they live close by each other. Jillian had long fantasized about having sex with Gina but had never said anything about it, Gina was a bit of a slut and gave out blow jobs to anyone who asked. Today was a Friday and Gina had to go home before her and Jill could hang out, giving Jill some time to prepare. After...

1 year ago
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jill and gina

Jillian glanced at the clock, her last class of he day was about toend. She noticed her best friend Gina staring at the clock as well. Jilland Ginaa walked home together everyday since they live close by eachother. Jillian had long fantasized about having sex with Gina but hadnever said anything about it, Gina was a bit of a slut and gave out blowjobs to anyone who asked. Today was a Friday and Gina had to go homebefore her and Jill could hang out, giving Jill some time to prepare.After Gina...

3 years ago
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Jill Chapter 1 Phone Call

I was at home, playing online chess when my phone started to ring. It was Jill. I felt blood rushing to my face. My heart was already galloping. I hadn’t seen her more than three months. Back then she told me that we should stop dating and should just be friends. It was very hard for me, but there was nothing I could do. “I need your help, George,” she said. Her voice was strange. As if she had problems breathing. And somehow tremulous. That frightened me. “Jill, are you all right?” I asked....

3 years ago
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Jill Chapter 1 Phone Call

I was at home, playing online chess when my phone started to ring. It was Jill. I felt blood rushing to my face. My heart was already galloping. I hadn’t seen her more than three months. Back then she told me that we should stop dating and should just be friends. It was very hard for me, but there was nothing I could do. “I need your help, George,” she said. Her voice was strange. As if she had problems breathing. And somehow tremulous. That frightened me. “Jill, are you all right?” I asked....

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2 years ago
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Jill Chapter 2 La Donna e Mobile

“We have to place her on the table over there!” Pratt said to the nurse. There was a low examining table in the corner. Jill looked around her, obviously wondering what was about to happen. I tried to meet her eyes, but she avoided my gaze. Connie wheeled the stretcher near the table, and smiled forcefully at Jill. “Could you please ask Moira to help us?” the doctor said. The nurse nodded and left. A minute later she returned, followed by another nurse. Jill was lifted up and her upper back...

3 years ago
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Jill Chapter 2 La Donna e Mobile

“We have to place her on the table over there!” Pratt said to the nurse. There was a low examining table in the corner. Jill looked around her, obviously wondering what was about to happen. I tried to meet her eyes, but she avoided my gaze. Connie wheeled the stretcher near the table, and smiled forcefully at Jill. “Could you please ask Moira to help us?” the doctor said. The nurse nodded and left. A minute later she returned, followed by another nurse. Jill was lifted up and her upper back...

Fetish
2 years ago
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Jill Dipping Our Toes Upstairs Interlude

We made our way back to our hotel room and quickly entered and shut the door. Jill turned and looked at me.“Oh my God!” she exclaimed. I gave her a few moments to collect her thoughts, savoring her beautiful, flushed face. My wife. How did we get here? This was so not us.“Are you turned on?” I asked.“God yes... I know I'm soaked,” she said, holding her hands on her cheeks. “I am a strong, independent, woman...but...when you told me to pull my panties down, I almost came.”“Oh? You liked that...

Wife Lovers
1 year ago
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Jill Dipping our toes in the water The ride home

The Ride HomeWe had amazing sex in the morning. Nothing was said between the two of us, but it was really intense and better than it had been in a long time. We kept saying how much we love each other and seeing each other in a completely new light, almost as if for the first time. It was amazing after all these years we could still surprise one another.We packed up, ate breakfast at the hotel and got on the road. I kept looking over at my beautiful bride as the wind blew her shoulder length...

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