Jane's Time at the Cougar Ranch

by Arthur Kay

Caution: This Sex Story contains strong sexual content, including Ma/Fa, Consensual, Heterosexual, Oral Sex, .

Desc: Sex Story: Jane Hanover, 18, and luscious, is down on her luck and out of work. She takes a job as a waitress at the infamous Cougar Ranch. Paid hanky-panky goes on there, but it's Jane's choice whether to get in on the action or not

In the rearmost booth of an empty diner, Jane Hanover just sat there and, with her head in her hands, sobbed her heart out. She was almost broke once more, down to her last ten dollars, with no prospect of a job in sight.

She had travelled over three hundred miles on a wild goose chase. The new job she had been hired for, she quickly learned, was not as a personal secretary to a rich old man, but as his personal mistress. He was quite clear on the point. Upon hearing his salacious offer, she had fled his office, half in tears, and had wandered blindly from street to street, finally entering the lonely, deserted diner.

How could I have been so stupid, she thought, so naive? God, I must have been born yesterday and not eighteen years ago! She sobbed some more, hoping the counter guy way down the other end couldn't hear her. Or the lone customer nursing his coffee. She carried on sobbing this way for quite some time, the self-pity just too much for her to bear otherwise.

"Whoa, little lady, you're too young and pretty to be carrying on like that!"

Jane looked up and saw a nicely dressed man in his mid-forties standing there. She hadn't even heard him come up to the booth. He was now smiling at her, an even set of white teeth on display. She tried to compose herself as he, without asking for her permission, sat down across from her.

"I'm Jake, Jake Clay, and you... " He flashed the perfect teeth again.

To Jane, the man seemed nice, harmless even, and somewhat fatherly in his manner and tone of voice. "I'm Jane, Jane Hanover. I'm pleased to meet you, uh, Jake, and I hope you'll forgive my red eyes. It's been a rough day." She sniffled and fished a tissue out of her purse.

"Well, hello there, Jane. I'm pleased to make your acquaintance, too. Tell me, just how rough a day have you had?" He seemed truly concerned.

She blew her nose and told him her tale of woe. Jake nodded here and there as if he fully understood and had, at an especially painful part of her story, reached out and patted her hand. His hand felt warm and friendly to her. Comforting even.

When her tale had been told, Jake took his wallet out and thumbed through it. For a moment, Jane had the feeling of deja vu, a feeling he was about to offer her some money, if she would only do...

"Here, Jane, read this." He unfolded a piece of paper and handed it to her. It was a small full-color flyer with a picture of a beautiful woman holding a tray with drinks on it. The woman was nicely dressed, classy almost, in a black and white waitresses' costume. The beautiful woman's blouse had a picture of a cougar, crouched to spring, on the left breast. Jane also saw it was an advertisement for The Cougar Ranch, an exclusive and very private club for the discerning gentleman. She read:

THE COUGAR RANCH! Where great service is always at a gentleman's beck and call! Where fine dining is more than an art! Where a gentleman can relax and unwind after a hard day! Where only the finest in all things is constantly provided! Call 555-1122 to make a reservation. Ask for Cindy. See our ad on our Website: CougarRanch.com.

Now hiring new hostesses. Great pay! Great hours! Great benefits! Some experience required. Call for details. Wanda Sykes, General Manager.

Jane re-read it quickly and handed it back to Jake. "You telling me, Jake, that I should apply for a job at this place?" Jake nodded. Jane shook her head from side to side.

"Why not, Jane? Just applying can't hurt. And your ten buck ain't gonna go too far, now is it? Even if you don't get desperate enough to give in to some sex pervert's propositioning, the cops will probably bust you for vagrancy. Cops are tough in this town, believe me, especially on outsiders. Think it over. Oh, and you'll like Wanda, too. She's the salt of the earth, that gal is." He showed the nice teeth to her once more.

"I don't know, Jake. What would I be expected to do? If it's more than just serving drinks, well, I don't... I won't... "

"That's all it is, Jane, hostessing. Oh, there's paid hanky-panky going on there, for sure, it being legal in this state and all, but that choice is yours. Old Wanda treats every one of her ladies with the utmost respect. If all you want to do is waitress, well, you'll only waitress. But, by the same token, if you ever change your mind about the, uh, hanky-panky, Wanda will be only too happy to show you the... uh... many ins and outs of the game." He laughed, a nice hearty laugh. "Many ins and outs, get it?" He chuckled.

Jane giggled. "I get it, Jake. Cute. You're a regualar card, you know that?"

"Jake of hearts, my dear, the Jake of hearts. Ha ha! That's me all right!"

While Jane had some reservations about the whole iffy afffair, she had to admit to herself that she was in a box. Up the old creek without a paddle. Between a rock and a hard place. And, being in jail, even for one night, for being a vagrant, well, ugh to that shit. Thus, she accompanied Jake out to his black Mercedes and, in less than twenty minutes later, she was seated in the office of Wanda Sykes, General Manager of The Cougar Ranch. Waiting for Wanda to make her appearance...


WELL, to make a long story short, Jane was hired by Wanda on the spot. And, after four months of just waitressing, with the money from the tips being fabulous, Jane found herself toying with the idea of the hanky-panky side of the business. Just mulling it over, if you will.

Wanda had found her an inexpensive little apartment, less than five minutes from the ranch, and had advanced her enough money to buy a used, but quite decent little car. Jane could have lived at the ranch, saving money in the bargain, but the idea of living where all that hanky-panky was going on, well, no thank you ma'am was her attitude.

However, and if truth be told, Jane found herself a little envious of the hanky-panky ladies. They seemed to be just rolling in dough. Great clothes, brand new cars, you name it, they had it. And more.

True, Jane's take home pay wasn't exactly chump change, but after paying her rent, phone, electric, gas, and cable bill, not to mention the fifty dollars a week going to Wanda for the car, she wasn't exactly rolling in dough.

But it was a woman named Tammy that had gotten Jane thinking along these hanky-panky lines. Tammy, constantly and often, not only bragged about all the money she was making, but how great all the sex was.

"Janie, you shouldda been there!" Tammy excitedly told her one day, right after servicing her latest man. "This guy had a cock on him as wide and as long as a Genoa salami!" She put her hands out as if to estimate the width of this particular deli meat. "And, I'll tell ya, sweetie, he knew how to serve up the meat! Hard and long, just the way I like it! Christ, I musta cum twelve times, if I came once!" She grinned at Jane. "Oooweee! He done fucked me silly! I swear!" She laughed and Jane found herself laughing right along with Tammy.

Well, after oodles of such stories from Tammy, Jane started to rethink the whole thing. She was seeing it in a new light. Shit, she said to herself one night as she sat all alone in her apartment eating a microwaved TV dinner, I haven't had a good fucking in a dog's age!

Yeah, my fingers still work, but it ain't like the real thing. She thought now of Tammy's latest tale, an especially hot one about having two well-hung men at the same time, one in her mouth and one in her pussy, fucking her, as Tammy always said, absolutely silly.

Ooowee! She thought, that Tammy! She's one hot pistol! With Tammy's story burning in her brain, she went and found her 12-speed vibrator...


IT WAS A NEW WORK DAY and Janes's mind was made up. She'd do the hanky-panky. But only with one man to start. Oh, she knew full well, deep down, that she could probably handle it all, even the weird sexual things she knew would be expected of her, but she wanted to be sure it didn't totally freak her out and give her the jeeberjabbers, if you will.

With that in mind, she went to see Wanda. The General Manager listened carefully and when Jane had completely spun her little tale, Wanda said she'd set it all up. Jane was to go to room 12 and wait. A man would be forthcoming. She gave Jane some quick tips about relaxing and just enjoying herself.

"Do as some of the first time girls do, Jane. Pretend he's your boyfriend and you haven't seen him in months. This will help you get up a head of steam and you'll be able to perform with a little more passion than you might ordinarily feel you have in you at the time. Remember the first timer's mantra: The hotter you are with him, the faster he comes, if you find yourself just wanting to get it over with, that is.

"Of course, it goes without saying, Jane, if you should find it's enjoyable, well, girl... let 'er rip! And don't by shy about it, either. All my private rooms are totally soundproofed, so only you and the guy fucking you will hear you." She laughed. "If, that is, you're a banshee screamer as I am!" Wanda laughed again. Jane followed suit.

Wanda then told Jane to go wait for the man, strip down and put on the see-thru nightie she'd find hanging on the back of the room's door. A while later found Jane suitably attired and waiting for a strange man to enter the room and have sex with her. For some strange reason, she found herself less nervous than she thought she would be. And a tad excited by it all.

She thought of her boyfriend, Tim Waitt. He had taken her virginity less than two years ago now and if he hadn't moved to Europe with his folks, well, who knows? Tim had not only been her first, to date he was the only.

She thought of his handsome face, that headful of brown hair that hung down his neck. His hot lips all over hers and all over her body, her belly, her thighs, her breasts.

He had wanted to put his hot lips on her pussy, too, but she had stopped him. Why, she didn't really know, but she now wished she could shove her pussy into those hot, wet lips of his. She felt a shiver run over her and, at the same time, felt her pussy getting moist.

She now pictured them fucking. How wonderful it had always been. He would fuck her animalistically, grunting and groaning throughout. And when he came, she could actually feel the heat of his sperm inside her.

She had even liked it when he had asked her to go down on him. He had pleased her so often, she felt it was only right to give him some pleasure in return. True, the first time he had ejaculated into her mouth came as a shock. He had started spurting, all of a sudden, and without any prior warning.

As her mouth filled up with him, he had held her head fast, preventing any backing up of her head. Not knowing what else to do, she had swallowed the salty liquid. All of it. The taste, she discovered, wasn't horrible, just different. It reminded her of salty onions somehow. And, she soon learned, the aftertaste stayed in her throat and was recalled every time she swallowed her saliva. The door opened, breaking her reverie, and a man entered. She left the bed and stood up to greet him.

"Hi, Jane, dear, we meet again!" Jake! A flush of embarrassment flooded through her body, making itself felt all the way up to her face. Oh, God, she thought as she realized he could see right through the sheer nightie. But some strange thing in her told her not to try to cover up. She would look foolish, she felt, given the hanky-panky circumstances. So, she just smiled at Jake.

"Wanda tells me you want to try your, uh, wings, so to speak. Well, Jane, if anyone can teach you how to fly, I'm your boy." He laughed. She did, too.

The ice broken, Jake went to her and put his strong arms around her waist. She instinctively threw her arms around his neck. Then a silly thought hit her. "Please be gentle, Jake. I haven't had sex in a long, long time and I'm sure I've tightened up a lot. I don't want my first time to hurt. OK?" She knew the words sounded ridiculous, but felt they had to be said.

He looked into her eyes. "Don't worry, hon, old Jake's the epitome of soft. And, as you'll soon find out, ha ha, the epitome of hard, too!" She giggled, liking Jake, liking his light-hearted approach to it all. She leaned up and kissed him full on the lips, her mouth slightly open to receive his tongue, should he be of a mind. He was, and soon their tongues were dueling to beat the band. Fleetingly, her mind pictured Tim, then, just as fleetingly, poof, he was gone. All she knew now was Jake. To her, it seemed better that way.

He kissed her for what seemed like a long time to her before removing her nightie. Then he kissed her some more, his hands exploring her young flesh hither and yon. She moaned a few times while he worked her, feeling his hard member pressing through his trousers into her abdomen.

As Jake kissed her again, she got bold and reached down, found his lump, the girth of it surprising her, squeezed it and then ran her hand downward along its length. She found she couldn't reach its end without bending over, which she didn't want to do in the middle of his kiss. They broke and she said, backing away for a look-see, "My God, Jake, does that thing have an end?" He laughed.

"Does a ruler have a foot?" He quipped. Her eyes widened. She spoke, her eyes like saucers.

"Oh, no, Jake, don't tell me it's a foot long. I won't believe it."

"It's not a foot long!"

"Whew, good!" She looked greatly relieved.

"It's thirteen and one-half inches!" He grinned at her. Her eyes got even wider. Now her mouth was agape. She looked stunned.

"Relax, Jane. It's big, I know, but I know to work it. Believe me, it won't hurt you one bit. Scout's honor!" He held two fingers up.

"Jake, I... " He cut her off with another wet and sloppy French kiss. She melted into his arms, resigned to her fate and Jake's promise.

He picked her up and deposited her on the large bed, propping a pillow behind her head to give her a front row seat to his clothing removal act.

As Jake stripped, Jane looked. Nice body, she thought when Jake was down to his boxer shorts. Then she got playful. "Oooh, goody, goody, here's the part of the act where they reveal the Jake snake! Show us the snaky, Jakey! Snake, snake, snake, snake!" He obliged his audience by dropping his shorts. The effect on Jane was immediate.

Less than six feet from her eyes was the largest, angriest and longest cock she had ever seen, or could even imagine in any of her wildest, girlish fantasies. It stood at a 45 degree upward angle from his body as if pointing out where the ceiling was. Its girth looked as wide, if not wider, than most men's wrists.

The cock head was enormous and arrow-shaped in appearance. It was also extremely pronounced and stood way out all around the shaft. The pee hole was deeply indented, deeper than a normal human cleft chin. Its overall color was bronzy tan as if its owner sunbathed in the nude. It also looked as hard as tungsten.

His balls, hairy and huge, looked as if they were doing an excellent job by providing a solid base for the huge member to stand on. Jane felt a large twinge of fear creep up on her.

"Oh, my God, Jake, it looks as if it will split me in two!" She drew her legs up to her chest and placed her arms around them, as if in preparation for defending the attack she knew was about to take place. And yet, at the same time, she was fascinated by the size of it, mesmerized by it, her eyes locked on it. A moistness invaded her vaginal area as she felt her nipples get erect. Dear old Tim, she thought, what a difference! God, he was just a boy! Jake was saying something to her.

"... hurt too much. Now, Jane, Wanda told me to play instructor to you. To give you an idea, if you will, of what most men will expect from you. So, please bear with me if I sound too damned pedantic while I, uh, direct you, so to speak. OK?" She nodded. He was now the teacher, she was the eager, but slightly fearful pupil.

He joined her on the bed and kissed her a few times. Then he said. "Now, love, I want you to give me a blowjob, sorry for using that raw term, but you'd might as well get used to it. As you suck me off, I'll give you some pointers. OK?" She nodded and scooted down between his legs. She was getting into it all now.

Close up now, his penis looked even larger, even more menacing. She reached out and took the base into her right hand, encircling it. Oh, yeah, she thought, this is no Tim I have here.

"Now, Jane," he said, sounding slightly hoarse. "The main idea is to get the fella all hot and bothered so he comes quick. You should always start as we did, with hot, ardent kissing. If you can, that is, and the guy doesn't make you want to upchuck all your lunch. It's your choice.

"While kissing will start his fire, you need to keep it burning. Thus, the first thing you can do, once in bed with him, is to suck on his balls. Go ahead, Jane, suck on mine a little. I'll direct you." He watched her and waited, his arms behind his head. She hesitated a moment and then leaned her head downward and placed her hot mouth on his hairy nut sack. They felt hot and smelled of male musk. The odor didn't bother her, to the contrary, it seemed to bring a new wetness to her vagina.

"Now, Jane, using your lips and tongue, while letting your saliva just flow out, get them good and wet. Soaked, in fact. And also, now and then, take each one as far into your mouth as it will go. OK?" He heard her say Ok from between his legs, her mouth seemingly glued to his scrotum.

As she laved both his testicles, first one, then the other, she found herself not only getting into it, but getting immensely turned on. She had never done this to Tim, but she had also never seen a cock such as Jake's. This was a new thing to her, a new day, a new beginning. And the vaginal twinges she now felt made her glad of the fact.

She felt different and brand new, wide open for anything life had to throw her way. Jake spoke. "Don't forget, dear, let your saliva flow out naturally. Good and wet." She complied, his balls getting wetter and wetter as she sucked happily away.

"That's good, Jane. Now, next I want you to lip and tongue suck the shaft. Go all the way down one side and come up the other. Lip and tongue. Get it good and sloppy, too. OK?" She mumbled an OK as she proceeded to wet his shaft from stem to stern, remembering to let her saliva flow.

In a short while, his entire shaft was shiny and sticky from the saliva. "Now, Jane, take the head into your mouth." She did, and as she made mouth to penis contact, she heard a moan escape him. "Mmmm, good. But don't forget. Saliva flow."

As with her Tim, she sucked the head and an inch or two beyond. But unlike Tim, Jake's hardon was inhumanely hard, the flesh yielding little under her lip's pressures. As if it was molded of slightly-giving Styrene. She worked his cock head for a short while and then heard him say, "Now, Jane, here comes the hard part. Deep-throating me all the way down to my balls... "

She had removed her mouth from him. "Jake, I can't... "

"Hush, love, you'll see, it's not so hard. Millions of women can do it. Every girl at the ranch does it, even with me. All it takes is a little know-how and some practice. Now, put your mouth back on it and I'll direct you." She complied, the rock hard cock head once again in her mouth.

"Now, Jane, the trick, if you could call it that, is to control your gag reflex as you go down. Like mind over matter, in a sense. Now, listen carefully. I want you to start down the shaft very slowly, a quarter-inch at a time. When you feel my cock head enter your throat and start to touch your gag reflex, I want you to simply swallow, as if you were swallowing a large piece of steak. Once the head gets past your gag reflex, all it takes is a litttle concentration on your part to simply ignore any further silliness out of the damned thing. Now, try it!"

Try it she did. Soon, the quarter-inches added up and she felt the first tickle to her gag reflex. The action made her stomch churl and she had to concentrate to overcome the feeling. Tears welled up in both of her eyes, in spite of them being tightly closed, but she decided now wasn't the time to wipe them away. So all she did was blink a few times.

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Story tagged with:
Ma/Fa / Consensual / Heterosexual / Oral Sex /