In Praise of Janet Ch. 01

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

I was driving south on Route 17 and headed for North Carolina and a restaurant I liked. I figured an hour away, on the back-roads of North Carolina would be safe.

"We're not going to the motel?" Janet queried. "It's that way."

"I thought maybe we would just have lunch and talk." I replied lovingly. "Is that a agreeable with you?"

"Yes, of course, but what about ....... you know ......." She replied a bit concerned mixed with confusion.

"I'm paying you, am I not? " I said trying not to sound harsh. "I would like to have lunch with a very attractive and fun you. If it takes all the time, and as long as I keep you safe, then I'll accept that is money well spent. Okay?"

"Okay." She said quietly, then, perked up. "We're going down the back roads you told me about. It's a beautiful day for a drive. Thank you."

I wondered what the "thank you" was about. I hoped it meant she understood what I was trying to say, without really saying, that I thought she was more than just a whore.

Our lunch lasted 2 hours. Eating lunch took no more than 30 minutes and we spent the rest of the time having iced tea, her wine, and talking on multiple topics.

On the return trip, I had fully anticipated driving her straight back to her car.

"Can you find somewhere to pull off and park? She asked seductively.

"I think I can." I replied.

We were in an area of company-owned forest and there were many sandy-tracked trails that were easy to conceal a Cadillac. Within 15 minutes we sat around a curved track completely concealed from the road.

"I haven't had any peter in more than a week. I owe you something and if I'm going to do this later anyway it might as well be here in front of you." She said matter-of-factly.

I watched Janet back herself up to the door, putting one leg on the seat after kicking off the shoe. She pulled up her skirt, lifting to clear it from her posterior, revealing her crotch. Surprisingly me, she unsnapped the crotch of the panties.

"You were supposed to do this with your teeth." She said tauntingly.

I watched her as she began to toy with her pussy. With both hands, she pulled her labia wide, showing me the pink tissue inside. Then, her right middle finger began to stroke her clit, while the fingers of her left hand pulled the lips wide.

I reached to unzip my pants, without taking my eyes off of Janet's pussy. Fighting with the briefs, I finally freed my firm erection and began to stroke it.

"Do you like watching me play with my pussy?" She asked seductively.

"Oh yes. Very much so." I replied.

Her middle finger partially disappeared into her hole, reappearing wet, which she applied to her clit.

A long moment later, the whole finger disappeared into her and she began finger fucking her pussy. I thought of the leather seats and how thankful I was they cleaned up easily.

Her finger reappeared and she began concentrating on her clit, her finger circling it. She was now staring down at it and moaning, looking often at me stroking my cock, her lust and desire for orgasm building.

I was stroking my cock fast and hard hoping I could come when she did. It was not to be. Janet moaned, huffing and puffing, as the orgasm swept over her, her ass moving erratically.

She watched me with glazed eyes pumping my cock. Gathering her senses, she moved over close to me and replaced my hand with hers. She began to stroke my cock in earnest. But it wasn't working.

"This is not going to work baby." I lied, feeling very close to orgasm, but wanting to get my cock into her. "Let's get in the backseat."

We scrambled together, she crawling over the front seat, and me exiting the car, yanking the back door open.

Her legs widened and lifted and I quickly maneuvered between them. She grabbed my cock, placing it to her, and I pushed quickly and deeply into her. I grabbed her ass with both hands and proceeded to pound her ass into the seat, causing her to moan. It took no more than three minutes for me to empty my load into her. I lay panting as she stroked my head.

"Damn woman!" I said breathlessly. "You're making me feel like a teenager again. Come like one to."

I pulled out of her and backed out of the car door.

"Hand me the box of tissues, please." She asked.

"Sure thing." I replied, opening the driver's door, retrieving the box and passed it back to her.

I fiddled with my briefs to store my limp cock, zipped my pants and took my seat behind the wheel. I looked down and studied the damp spots on my pants. Looking behind me, I saw Janet wiping her pussy with a wad of tissues, then, gathering another large wad of tissues she placed it to her pussy and snapped the two snaps on her panties together. She tossed the box over the seat, wadded up the soiled tissues inside a clean one, and exited the back seat through the open back door. She did not have the tissues when she joined me in the front seat.

"You're a hellva woman." I said leaning to kiss her. "And hey, how old are you? I'm 64 if you're interested."

"38. I'll be 39 and three months." She replied. "And I'm not at all interested in how old you are. You are a nice man."

"Neither am I sugar." I said. "I was just curious and kept forgetting to ask."

She scooted close to me on the bench style seats of my Cadillac. My right hand lay high on the inside of her thigh during most of the drive back. Occasionally, I thought about the wad of tissues stuffed under the crotch of her panties, we talked about casual everyday things.

Arriving back at her car, I reached into the glove compartment and retrieved the envelope that I had put there earlier. Again, it contained $1000 in cash.

"I'll call you in a week to set up the following week?" I queried.

"I'll look forward to your call." She replied, taking my hand and kissing it. "Bye Press."

I leaned over to kiss her before she exited the car.

It was a rainy evening and after dinner my wife decided she wanted to buy groceries. I complained Friday night was usually the busiest night, next to Saturday. Argument lost. As she did not like driving after sundown, especially in the rain, it meant I was going too.

I eyed the clock; 6:30 -- without any unforeseen hang-ups we would be home easily by 8:30, 8:45 at the latest.

There is one bright side to buying groceries, which is ......girl watching. I like most all women, but redheads in particular because I married one, natural of course. A collar matches cuff thing!

Now! At 64, not getting enough pussy, my self-esteem sliding into oblivion, I had years earlier started playing a game: Select a woman whom appealed to me and catch her eye and elicit a smile from her as we passed on any given aisle.

It's well documented that a person can detect when, or if, they are being watched. My game required tact and stealth. Tact, in not to appear staring and make the "look" friendly and happenstance. I have been playing this game so long that I could write a small book on the times it has worked. I am not a particularly handsome man, though my wife thinks so but she's prejudice, but I do have blue eyes, white hair and a warm knowing smile.

And lets not forget; the stealth not to get caught by my wife by knowing where she is at all times.

On this rainy Friday night there was an abundance of the fairer sex but few that appealed to me. I still gazed at their attributes but found little to cause my heart to thump.

Then I saw her at the far end of an aisle coming my way.

Shoulder length dark hair, almost black, about my height 5'9", maybe 5'10", khaki pants and dark long sleeve sweater.

At a distance, her hair appeared to need combing but now, as she came nearer one could tell it was slightly curly. Letting my eyes wander, my wife 6 feet or more behind me studying foodstuff, I noted brown eyes and strong features, modest sized breasts that were pointed and a belly so insignificant it barely registered a notice. I could not deem her pretty or cute, just sexually attractive with a serious, unsmiling presents. I aged her in late 30s, maybe 40-41.

As she passed, I turned slowly catching sight of my wife first in my peripheral vision. She still picking an item, I considered the lady's posterior. I compare all female's ass to my wife's perfect ass. The lady in question was a bit wider and flatter but I deemed it perfection.

On the next aisle, my wife in front of me, I looked straight at the lady when she was about 25' from me, shifted my eyes away, then, straight at her at about 10', holding for a long moment. I felt certain she was aware of my interest. On the next aisle, my wife barely a half step ahead to my right, I waited until the woman was no more than 7' away. I gazed straight at her. This time she met my eyes and she smiled an acknowledgement. I returned her smile. My wife was looking down to her right.

Mission accomplished! My ego brightened!

On the next aisle my wife was quite a distance away getting hamburger. I waited a third of the way down the aisle. I saw the lady coming but turned away to view my wife. The woman stopped her cart across from me and crossed the aisle stopping at the front of my cart. She said to my back, "You seem interested? Would you like to talk price? " Not quite in a whisper.

I turned partially to see her studying the soup cans. Her voice was pleasant enough but it brought to mind the high-pitched voice of the dark-haired model in the Victoria's Secret commercials. They never should have let that girl speak on camera.

"Yes. I certainly would." I reply softly.

"Call me." She said, placing a piece of paper on top of a can. "My name is Janet."

"My name is Press. Short for Preston."

The woman continued on past me, as I looked for the location of my wife. I assessed her backside one more time. Not seeing my wife, I quickly retrieved the piece of paper from the can and stuffed it into my pocket. I looked for Janet through the next three aisles but did not see her again in the store.

Monday I called the number between the hours she had written on the paper.

"Hello."

"Janet?"

"Yes."

"This is Press. Is this a good time?"

"Do you always stare at women in stores?" She said nonchalantly with no challenge in her tone. "With your wife so nearby?"

"One stares at something unusual or odd. One gazes on something lovely or appealing.

"I can't argue with that reasoning, I suppose.

"Did I make you uncomfortable?" I queried, wanting to know if I needed to change something in my game.

"No. Not really. I knew your eyes were on me. I knew you wanted me to return your look." She replied.

"I don't really know how to express this." I began. "Are you an escort?"

"A housewife." She answered. "A happily married housewife, but my husband is having a little financial troubles in his construction business. A very close girlfriend told me a few weeks ago how I could make money on the side. I love my husband very much but I'm tired of not having any spending money. I have this "to do list". There are school clothes and items that are big-ticket items. I know things will turn around soon but it's still going to be some time before I can asked him for a large amount of money to throw away on things."

"And you thought a married man would be the smart way to go? Do you have a thing for older men?

"To be honest, I was scared to death, but yes that's what my girlfriend suggested. You and your wife seem to be a loving couple. I saw her ask you for a kiss. I am aware of how my mother treats my father. According to her, she's not much interested in sex anymore. Are you happily married?"

"Very much so. But I'm not getting a whole lot of pussy as you rightly surmised. Have you done this before?"

"No, like I told you, my girlfriend only just said something about it a couple of weeks ago. I was complaining about my list. I had actually dismissed the notion until I saw you staring, I mean, gazing at me. Have you ever been unfaithful to your wife?"

"No. Not in 40+ years. I play a game like I did with you. I have gotten a lot of women to smile at me but not a one that did what you did. So, how much do you think your worth and what are you offering? "

"My girlfriend charged $800. I'm a little flexible with that, but I will admit I saw you getting out of a late model Cadillac. I don't like oral sex or would ever consider anal and a condom is preferred, I suppose." She answered. "Positions etc. are entirely up to you."

"A little clarification. You don't like giving oral sex and you don't like receiving it!" I quizzed.

"I love getting it, of course."

"Is this acceptable? I love giving oral. If you have never been unfaithful and I have never been unfaithful the chances of either of us having something is very small. I have been snipped so lets do away with the rubber. And, since we are being honest, Janet, I haven't had any pussy in about four months. Occasionally, I have had trouble keeping it hard for any length of time. The last time it worked fine. I may never get it in you. So, if we are of one mind so far, I have one last question. Do you like sex? Are you going to be passive? That's two, isn't it?"

"Yes. I like sex. And when the lights go out, Press, I even like to fuck."

"I'm sorry, a minor thing. You gave me a spread of five hours to call you --

10 o'clock to 3 o'clock. I don't know where you are but the motel is about 45 minutes from the grocery store. Taking in the same amount of time to drive back, 45 minutes to shower and dress, that's approximately 3 hours time and effort. Does that sound agreeable?"

"Certainly. But you make it sound so cold, but I guess it is just business, isn't it. How about I meet you at the motel at 10 o'clock."

"Then young lady I would say, with nothing else to go on except that I like you and find you very attractive, I think you'll be underpaid. Shall we set a date and time? I know of a place."

The agreed-upon day was Wednesday, a day away. I gave her directions to the motel, telling her that the room would be around back, hence, there was no chance of our vehicles being seen. I called her back an hour later to give her the room number.

Before hanging up I asked if it was possible to wear what she had on in the grocery store.

"Do you have any preference in color of underwear?" She asked with humor in her tone.

"I'll leave that to your discretion, dear lady." I answered chuckling.

Every Wednesday I drove to Carolina with a friend to have lunch. Canceling lunch with him was easy enough.

I left my house at 9 o'clock Wednesday morning. Hitting the interstate, I knew it would not take me 45 minutes to get to the motel. I had failed to ask her what type of car she would be driving, so I wanted to get there a little early. Commando under my jeans, I squeezed my crotch often with anticipation. I felt firmness, which was a good sign. I thought about her comment about me making the time table sound so cold and her decision to meet me at the motel at 10 o'clock. I took that as a good sign.

I took no erection pills, as I did not feel like I had a problem. With my wife, it would have been like having a tuxedo on with nowhere to go. It had become very difficult to know when she might give in. I could not have gotten any pills in time even if I had wanted. It helped, that I had confessed to Janet, so there would be no embarrassment there. I would send the lady home happy one way or the other, as was always my main concern.

I backed my Caddie into the parking space off to one side of the motel door.

At five after 10 o'clock, a white late-model Impala came around the corner of the motel and pulled in next to me. Janice smiled warmly. As she exited the car, I threw the four small breath fresheners into my mouth. She retrieved a small travel bag and I studied her posterior once more. She had indeed worn the same clothes she was wearing in the grocery store. And I guessed at the color of the underwear she had decided to wear - light blue.

"Good morning Janet." I said in greeting, as I opened my door and got out.

"Good morning to you Press. I hope I did not keep you waiting?"

"Not at all."

We walked to the door and I unlocked it, pushed it open and stepped aside allowing her to enter first.

"It's good to see you again." I said, as I closed the door and set the locks.

"Nice room!" She said, dropping her travel bag and looking around.

I turned on a light near the door and closed the curtains on the one expensive window.

She was standing near the right-hand side of the bed and I moved in front of her.

"We are both novice at this. I spent some time thinking, maybe a kiss and I undress you?"

"Sounds like a beginning." She replied. "But from here on out you're not allowed to think." She said with humor.

I moved in close to her, put my hands on her hips and kissed her lightly on the lips. Her hands slipped around my neck and things became quite naturally as our kiss deepened.

I slid my hands under the back of her sweater feeling the warmth of her body. I moved my hands around her sides, up to the sides of her breasts. I cupped them lightly and lifted my thumbs to rub over the bra where I figured her nipples would be. I felt bare nipples! Firm bare nipples!

As I began to lift her sweater, Janice lifted her arms and extricated herself from the sweater.

I stared at a dark blue, lace-fringed bra that had two holes cut out for the nipples to protrude through.

"My Lord woman! Are you trying to give me a heart attack?" I exclaimed.

"Do you like the bra? How about the color?"

"Exceptional on both counts." I replied, as I took her right nipple into my mouth, my hands returning to the small of her back.

After a few short minutes of suckling on her nipples, alternately, I returned to kissing her. I began unbuckling her belt, pulling the side zipper down and unbuttoned the pants. Leaving her lips, I pushed the pants off her hips. Turning her, I sat her down on the bed and reclined her back onto the bed. I removed her flats and then finished pulling her khakis off.

She wore dark blue matching, laced full panties. I might have been expecting bikini type panties. I don't know what I was expecting! But what she had on was exceptional.

As she lay there watching, I began to undress myself, kicking my shoes off and under the bed, no socks, then, the rest of my clothes. I saw her smile softly as I stood before her nude, my erection quite healthy.

I moved to the bed, putting my hands to her flat belly and my nose into her covered mound, moving my nose down to her crotch. As I pushed my nose into her crotch, she pulled her legs back. I scrubbed her crotch with my nose.

After listening to her soft moans a minute or two, I reached to pull her panties off. I noted a dark moist spot in the crotch of her underwear. I gazed upon a waxed, devoid of hair mound and pussy.

"Do you like it?" She queried.

"To be quite honest, I'm not sure." I replied, rushing to turn off the lamp. "Would you position yourself in the middle of the bed, please."

"Do you want me to take off the bra?"

"That is about the sexiest thing I have ever seen. We'll leave that on a bit longer." I replied enthusiastically.

I maneuvered between her legs as she lifted them. As I cradled her in my arms she took possession of my cock and put it to her bare pussy. I pushed into her slowly. She moaned appreciatively and sighed contentedly when I pushed it deep.

I began to fuck Janet slowly and she immediately matched my rhythm fucking me back, her feet off the bed, knees close to my sides at her hands on my upper arms.

After my eyes adjusted to the darkness, I found the room to be not that dark at all. The curtains allow the lot of light filtering through at the edges.

Long, long minutes we fucked without speaking. I smelled her perfume mixed with her womanly scent. I listened to her soft steady moaning, which was accentuated at the end of each deep thrust.