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Memories of Kathy


Guest UnabashedUser

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Guest UnabashedUser

First pussy touch, handjob

Late bloomer here, senior in HS, and second date with full figured girl also my age (18). Kathleen was a 36D bra size, and very proud of her voluminous perky tits and was ogled by all the other wolves in my class, whistled at in the time-honored tradition. She'd transferred in with just a couple months left to go before graduation and although had a preformed reputation as a girl who 'got around', none of my classmates had any experiences with her.

Fact is: she was smarter than most of us. One of the most intelligent women I have ever met. Top of her class in every subject.

In fact, she'd not dated any of them and treated them mainly as the sex-fueled clueless dorks that most of them were.

I met her in the Chess Club. Yes , I was one of those (and still am) geeks that likes to push little carvings about a chess board and strategize 3 moves in advance. I knew she was serious about the game as she whipped my ass in a “fool's mate” in about 12 moves the first time we played, and I knew about the gambit but didn't recognize it until too late. Note to self: never underestimate a smart girl with thick glasses.

Kathy had previously attended a parochial school in another city, but as our town had none, went to public HS instead. Perhaps it was the pentup sexuality that oozed from her, or it was her abundance of hormones and made up stories that followed here. She did turn most guys heads just walking around, but I was the only guy she'd talk to and usually it was about chess, or giving me some help with math homework.

As she lived just 3 houses away we'd sometimes walk home the same route, and one day we happened to reach my house first, and as the day was hot I offered her some lemonade and cookies my mom always had on hand after school. She accepted and we both went in to the kitchen where Mom met her, exchanged pleasantries, and poured us lemonade and put out the cookies. We sat down at the table while Mom went back to her mending and tv soap opera viewing two rooms away.

Kathy was seated at one corner of our small kitchen table, and I was about to sit down next to her on the side, when she said, quite innocently, “Jim – stand there a second please”.

Then she stood up, came very close to me, and slid her hands into my jeans, and into the boxers as well and gave my junk a few firm squeezes as I rapidly became hard. I was shocked and unprepared to say anything.

I started to croak something ..

Shhh.. “she whispered, as she undid the fly and hauled out my rod expertly skinning back the foreskin as if she'd done that move a hundred times before.

We can put them together here and later you can try to put it in me”.

She then lifted her dress up and guided my hand to her pussy inside her panties which she had slid to the side.

Taking my cock she guides it into her moist slit and strokes it about 4 times and then just as rapidly drops it and pulls up panties and smooths her dress.

I quickly put it away as she thinks she hears someone coming. One more stroke and it would have been me.

I don't know what to do next. She says “Take me home now. If no one is there you can feel me up”.

Practically sprinting down the street we make it to her house, where there is no one home.

She turns to me with a smoldering kiss and then says: 'Wait for me to pee and then we can continue”.

She glides into the bathroom as I stand outside the door, listening intently as her piss gushes noisily into the bowl – my hardon raging inside my pants, dripping already with anticipation. As she opens the door a waft of heated pussy and girl pee drifts into my nostrils firing my imagination.

She takes my hand and leads me to her bedroom.

Sprawled on her bed, she spread wide and lets me insert my finger gingerly all the way into her well lubed and dripping muff, while she masturbates her own clit and silently cums. After she recovers she expertly jacks me off catching my cum in a Kleenex, manipulating my ball sack and sighing.

My head is reeling. I've never had a girl jerk me off, never had my fingers up a pussy, I'm still hard hard hard and need to fuck her badly. But that's not in the cards today. She's done with me and now she ushers me out the door with a promise to get together next week, which we do. In the meantime I'm masturbating 4 times a day to the memory of Kathy and her knowing hand and silky tight teen pussy.

Kathy went to nursing school and two years later we met up again and this time spent a weekend in a hotel suite (that she paid for) where she instructed me in the pleasures of a prostate massage, pissing, and many orgasms. That became a regular monthly rendezvous and where my first FMF 3-way took place.

So here's to you, Kathy. You taught me so much about my sexuality, and yours, introduced me to the joys of a sexy girl's finger up my asshole, while jerking me and sucking me to the best orgasms, who taught me how to gently slide it into her anus, and getting her off just as I came inside it. Who was an instinctive sucker of cocks, swallow-er of sperm, pleasure giver to men.

She's the rare one I think of when solitary getting myself off.

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More memories of Kathy --

Kathy introduces me to erotic peeing

After my heady experiences with Kathy, I could not wait until our second encounter, which happened again after school.

She had just finished wiping my butt in a chess game in the afterschool chess club and we were walking home together, me hoping all the time I could try again to feel up her stupendous clamping pussy, remembering the time two weeks before where she let me feel her up for the first time.

Of course I've been hard for her for the past hour, and she knows it as I've caught her slyly eyeing my bulge during the game and now walking home she accidentally bumps into it while strolling.

Girl knows what she likes and wants.
I'm hoping she wants it enough to let my cock into it.
Fingers crossed.

Reaching her house first, it appears her mother isn't home from work yet.
Good.

"Jim would you like to come in?"  She winks at me.
Yes.
I'd love to come in you.

We go in and immediately she leads me to the bedroom.

"Jim, you can stay here and wait for me." she murmurs
"But you can come into the toilet and watch me pee."

She pulls me towards the bathroom.
Who am I to say no? I've never seen a grown girl like her pee before and the idea has me spinning with lust.

I follow her into the bathroom where she drops her skirt, panties about her shoes, and plunks her ample ass down on the seat.

She parts her legs and slowly begins to let her pee flow, which increases in strength rapidly foaming into the porcelain bowl.

Kathy has trimmed her minge and her ample pussy lips are flapping together as the pee flows through them, hissing like a faucet as it runs out in two streams, one directly into the pot, a smaller one running backwards down her tain't and moistening her butt hole.

I'm rubbing my erection through my jeans now and she tugs open the zipper on the fly and hauls out my hog.

Skinning it back like a pro, she slowly strokes me as her piss tapers off and she one handed takes a square off the paper roll and wipes her pussy and clit from the front, and then moves it to the rear after folding the paper over to swab her asshole which had taken a few drips.

Then in a most surprising move, my cock still out, she leans over while still seated on the pot, and begins to suck me off.
It didn't take but a few strokes from her mad knowing weapon of a mouth to draw my load, which exits my cock convulsively as she has a death grip on the shaft which impedes the flow of my cum.

Knowing exactly when the flow starts, she removes the cock from her mouth and aims the blast towards the tile floor although one spurt caught her on the chin.  She takes another square of tissue and wipes me off now, getting the gob off her chin, and throws the paper into the toilet.

"Oh my what a lot! Will you ever be finished?" She grins at me as she milks down the shaft with her encircling thumb and forefinger, driving the last of my cum out the tip.  Kathy knew exactly what she was doing and she was very good at it.

"uhm.." I was only capable of muttering.

Kathy  pulls up her garments now, flushes, and leads me back to the bedroom, where she rubs her inflamed cunt and silently cums as I get to feel her up with two fingers this time and feel those marvelous contractions when she goes over the edge and clamps down her pussy.

Just in time too, as her mother's car is entering the driveway.

More Kathy true stories to follow, friends.
Thanks for reading.

 

Edited by UnabashedUser
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Thanks .

Will keep writing more as time allows. We dated for a few years and there's a lot of good stuff. So far this is just the beginning. 

 

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4: Kathy instructs me in the fine art of cunnilingus

I'm in high school, senior year, and have just felt up a girl for the first time, played with her clit, and watched her pee.
Also just received my first blowjob and handjob from the same girl.

The sexual awakening with a partner is new and exciting and much better than the solo jerking off that testosterone fevered boys my age are prone to, but Kathy and I have not yet gotten to the full-on-naked all-out fucking that I crave and I know she wants also.

Sneakily I am making plans, and fortunately my parents are going to be out of town for a weekend which makes it perfect to plan a rendezvous in my bedroom for that.

Not wanting to have anything offensive or odd in the room, I studiously clean it, tidy it up, use the air freshener in a fit of industriousness that baffles my mother who offers a strange but true guess:

"You're cleaning like you expect company". she says, jokingly.

Yeah, Mom -- I have to clean out the weekly stash of porn mags and cum rags.

Mom's no stranger to stiff socks and crusty tissues, having yelled at me about finding them before. She wasn't accusatory or judgmental -just making a hygiene point. And she was right.

Mom was no stranger to cum -- I've heard her and dad on countless nights fucking each other's brains out, her gagging on a cock, spitting out cum, cumming herself.

She's just a cleanly person.

Saturday's the big day, and Kathy has worked out a way to escape her house on a sleepover excuse so she can spend it with me overnight. I'm in a constant state of hardness anticipating that this may be the home run we all want -- able to schtupp her hard and deep a few times before the night is over.

As soon as parents have left the driveway, I'm on the phone to give her the all clear and she hurries over and into my arms. She's even packed a bag containing a few food items and a skimpy negligee and panties.

"Oh Jim," she murmurs, pressing her titties hard against my chest - and grabbing my ass  
"I've been so waiting for this night, " she coos.

I'm taking this as maybe she's decided that it's the night finally let me into her pussy. My cock is raging against the zipper at this moment, begging for release.

Kathy wastes no time in taking my hand.

"Where's the bedroom, Jim?" she grins and I lead the way.

(She knows she's over here to get fucked).

"Don't you have to pee first?" I inquire haltingly

"Uhm, not right now but I will after I orgasm, " she replies.

Oh good, I think. She must be planning on letting me fuck her then.

 "And you can watch and help me again" she winks.

Oh wow. Help? Wonder how? Wipe her dripping snatch? Swab off her asshole? Lick her dry? I want to know.

Kathy sees my bed and starts to disrobe. I offer her a chair to hold her clothes and take them as she hands them too me. She's very matter-of-fact about this --I wanted to strip her clothes off myself but she wants to do it by herself.  Fun to watch her 36 D boobies flop out when she unhinges her bra. I lean over to take their ruby red nipples into my mouth and slobber on them.

"Uhhhh oh yes" she mutters as her hands undo my belt and slide off my jeans which I step out of while she unbuttons my shirt. I lay them both on top of her clothes.

We both lie next to each other now, naked, and our hands wander all over each other's bodies, searching, exploring, as we make out in full tongue glory, her hardened nipples brushing mine, my cock flopping against her thighs, when she lifts one leg over me and snuggles her pussy up close to my fuckstick where it slides into her full moistened slit.

Kathy grabs the shaft of my cock and uses me like her personal dildo --rubbing the head back and forth over her clit, which is like a hardened BB against it.  Her juices are flowing now and the cock makes little shick shick noises in her slippery  heated canyon.  She moans as the cock does its work and she's obviously ready for penetration.  I make a move to roll her onto her back, wanting to get on top and slide that bad boy inside her steaming cunt.

Kathy rolls over, and I try to mount her, but she pushes me away.

"Slow down, cowboy. We're just getting started," she laughs.

She spreads open now, and holds her pussy to show me the inner workings. I'm entranced.
"Jim, kiss it for me. I need your tongue on my pussy. I'll show you how."

I slide down and revel in her womanhood, the heated aroma of eager cunt searing my nostrils -- never had such a close look and sniff before.  Her inner lips wide open and fully wet now, dripping with her nectar, the inner vestibule is blood red with lust, peehole protruding, clit just begging for my tongue.  I dive on it and she bucks her hips in response.

"Slowly Jim we have all day. You must slowly lick both sides of my clit but do not go directly on it."

She grabs my ears to control my moves now, and I'm drunk on her cuntjuices, tongue tasting her peculiar girly flavors.

"Jim ," she sighs, "Can you point your tongue and do the alphabet?  A, B C around my clit? Slowly? When you get to Z I will cum".

Yes baby I can do that. And so I do with slow strokes and an occasional pause to lick sides of her hole, her peehole, and taint.
When I am on the taint, she bucks her hips up higher and closer, as if she's urging me on to rimming out her asshole, something I haven 't done yet either but have seen done on porno.
 
I'm up to Q and R now eating her pussy when she grabs my ears tighter, bucks that cunt up against my face so the nose goes into the hole and suddenly she gushes a strong stream of vagina wine onto my face and tongue and cums like a freight train, humping and groaning.

"Errrrrraaaaaaa Jim Jim eat me I'm CUMMINGGGGGG" she cries as her legs come together on my skull and her cunt gushes its nectar and I revel in the smell, the taste, and the outrageousness of the deed and it's everything I thought it would be and then more having wanted to eat out a luscious piece of ass like hers.  

Kathy now gets up starts for the bathroom, towing me by the hand.

"After I pee I'll take care of you," she says laughingly, patting my hardon.

Oh joy! I hope that means I get to fuck her ...

------------more coming later---- thanks for reading and commenting. I LIVE FOR COMMENTS.


 

 

 

Edited by UnabashedUser
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5. Bathtub pee delight

With  my brain reeling in sexual energy, my engorged peen standing proud and dripping with desire, Kathy totally naked and just having had a stupendous orgasm from my first attempt at cunnilingus, now leads me to the bathroom where I think she's going to pee on the toilet.

But no.

She sweeps open the shower curtain, and says:

"Get in with me Jim and let's pee together".

Now I'm still as hard as a diamond cutter and usually have trouble peeing with a hardon, but I do have to go so it's a fine idea.

Facing each other, Kathy half crouches now, and spreads her reddened pussy open with V-fingers of one hand, and with the other grasps my boner and bends it down to meet her opened slit.

Facing each other and slowly stroking my fevered stalk, she manipulates the head slowly across her clit and pee opening and suddenly her piss rushes out drenching not only the cockhead but my balls as it rushes noisily to the floor of the shower.

"Ohhhhh Jimmy does that feel good on your dick honey?" she gasps as she continues to relieve herself.

"Baby so warm so sexy". I can barely cough out the words as I'm consumed with lust and wonder, the aroma of hot girl pee and pussy fluids scrambling my brain.

"Now you start to pee for me," she says nonchalantly.

I have to move my unit away from her fevered hand now because if she continued to slowly stroke, I'd have cum right in it. I need to be less hard in order to pee as well. Kathy releases her grip and keeps her cunt held wide for me.

Aiming the cockhead at her clit, slowly the pee starts and then forcefully descends with a gush and a froth directly.  I move the cock slowly back and forth to hose down all parts of her voluminous pussy when she suddenly turns about face, her gorgeous ass now receiving my flow.

Spreading open her cheeks she aims her ass into the stream so it washes over her tight brown butthole, which is clenching in and out as it enjoys the heat of my hot piss.

"Jimmy will you wash out my asshole please?"  she moans.

Now this is something I've never done either, but it's very hot and very wanton of her and I love it.
Except I'm running low on pee right now so a very short burst hits her anus and then stops.

"You may touch it if you like," she whispers

Pushing my luck, I ask:
"Can I cum on it?"

"Jimmy you can cum on it here in the shower or if you can wait you can put your prick right inside it and cum there."

"Can I put it in your pussy?"

"Jimmy not now. I have to save my pussy for my husband. But you can fuck me in the behind and leave your cum there. It's not as much of a sin then".

Later I find out that her severe religious upbringing might put a clamp on her cunt, but I'm not arguing about anything else.
Besides, who knows? I might get inside her quim one fine day.

Just staring at her fine asshole and holding my dick, I can't wait another second and stroking hard, put the purple head right on her hole firing my pent up load in multiple squirts directly onto it.

"Ohh Jimmy jimmmy so much cum I'm cumming too!" Kathy squeals as another wave of orgasms sweeps her pussy.

She turns back face to face with me again, grasps my cock and milks the final cum clots from it. Then uses her finger to fling the remains from her bung sending them down the drain.

I'm staggering now, having just had the best cum of my life and learning that pee games are so much fun. Another aspect of my sex life revealed.

Also revealed is that Kathy is anal friendly and pretty much up for anything.
Except regular vaginal fucking.
But for now, I'll take what I can get.

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That was quite some incredible introductions you had there.  Much better than the usual uneducated fumblings that most people end up with!   That was such a hot experience and you obviously remember it in exquisite detail.   You have a great way with words too.

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43 minutes ago, Alfresco said:

That was quite some incredible introductions you had there.  Much better than the usual uneducated fumblings that most people end up with!   That was such a hot experience and you obviously remember it in exquisite detail.   You have a great way with words too.

Thank you sir. I was very fortunate to meet a very intelligent and self educated young lady who'd been studying medical tomes about sexuality for a long time and got into the game probably very early although she'd never tell me anything at all about her prior experiences although I'm sure there were many.

Thank for the writing praise. I write technical manuals for a living, and precise descriptions of the inner workings of electro-mechanical contrivances is something I've become adept at doing.  Erotic  I've been doing on an amateur level for a couple of years simply as a hobby and now a documentary of my prior experiences in the art of love.

I'm very happy readers here enjoy it and I get a thrill out of writing it.

Working my way through prior girlfriends as I've already done a few true tales of the wife, Bonita, and myself.

 

 

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6. Kathy's medical education anal-yzed.

Kathy my GF in HS and part of college, was from a family of medical folks- her mother an RN and her father an X ray technician and Kathy herself was aspiring to be a nurse too.

As her lifelong exposure to the field, and medical books were everywhere, she'd read most of them including the ones dealing with sexuality which I'm sure fed her curiosity and desires.

She knew a whole lot more about the human body, its needs and wants, and satisfactions than I did.
And I liked that about her.

One date early on when we were both discovering our mutual sexuality together we were both naked in bed together idly playing with each other's bodies when I felt her middle finger, which had been stroking the underside of my cock, sneak down my butt crack and tickle my anus.

I've never paid much attention to my butthole sexually -- it was just there in the neighborhood.
Sure it's near the ball sack, which I do tug and stretch while jerking off, but never really touched my anus as part of sex before.
Tonight though, Kathy is circling it with her middle finger while slowly jacking the head of my prick.

And it felt weird but good. "

"Oh that's interesting, " I comment to her.
She grins
"Some guys like that, some guys don't. Do you?"

"I don't really know. I've never had my ass played with," I reply.
"Do you?"

I knew she'd had been fucked anally before I came along, remembering the pissing action in the shower where she'd offered to let me into her ass and to cum inside it.

"Jim the entire human body is sensitive to stimuli.  And yes, I find it stimulating too."  
She flaunts her superior medical knowledge on me now, and I'm loving it.

Kathy now takes that finger, sniffs it, and inserts it into her mouth to get some spit, then applies that liquid to the surface of my asshole. And my cock, already very stiff, goes to a higher level of hardness.

"Jim I'm going to put just the tip of my finger in now. Is that OK with you?"

"Oh sure -- give it a try."

Wiggling the tip of her finger, and going very slowly, she gains entrance and stops with just the first knuckle inserted. I can feel the tightness and then the sphincter relaxes a bit although I can clench the hole on her finger, which I do.

Kathy laughs now.

"I felt that." she cries "I do that when a guy starts to cum in my ass. It helps him get off and sometimes I cum as well".

She sounded so matter-of-fact about a guy spewing his cum into her 18 year old asshole. I wondered how many times a cock had done that dirty deed.

I roll her over now, chuckling.

"Now it's time for me to play with your asshole, " as I reached around to spread her cheeks.

Kathy obligingly helps by spreading herself to show off her tight little starfish, which I gingerly touch. I've never felt anyone's asshole but my own before, and this is strange but erotic for me.

Following her lead, I spit on my index finger and swab the outside of her opening as she sighs on the bed, then I pull it to the side and the hole elongates into a slit and then the tip of the finger goes in just a few fractions of an inch.

I remove the finger now.

"Jim you need to put more lubrication on your finger and then you can get in, " Kathy instructs.
"In fact if you can just go down there and lick it like you do when you eat my pussy, " she continued.

Now that gave me pause to think. Do I want to lick where the poop comes out?
It doesn't smell and she's very clean and my finger isn't soiled, and in the heat of the moment I'm going to give it a try.

Sliding down to get my face between her cheeks she continues to moan with anticipation as my balls are doing a castanet solo on the bedsheets, I'm so horny. Tentatively putting my tongue on it, oddly it has a salty taste but a velvety smooth texture.

Kathy winks it at me now, alternately pushing it out, then sucking it back in. God that must feel great on a cock. The hole opens slightly when she pushes it out and the tip of my tongue goes in a bit. I withdraw it and then rewet the asshole with saliva and plunge back in again as the opening becomes more open and a bit looser.

My cock is just a few strokes away from firing its nut although it hasn't been stroked much during this lovemaking session.
The need to cum is building up and I want to fuck her badly now.

"Jim, if you wet your cock and my ass again, you can see if you can get it in, baby. " she coos.

Using all the spit I have left, I swab my pole and her opening and then position the cockhead directly on it.

Kathy anticipating my entry, backs slowly into the cock and using both hands I'm able to get the head into her after a few attempts.
But I'm so close to dumping my load that as soon as her ass rim clamps down on my cock rim, I start to ejaculate.
Starting a shallow in-and-out fucking action, I'm only in an inch or so inside  when the full force of my juice invades her rectum

Sweet release!
OM fucking God this is the best cum I think I've ever had as Kathy now bucks her ass up and down and grinds my cock back and forth accepting the hot spew until I'm spent and gingerly pull out.  Looking down, her ass makes a farting sound and my goo comes dripping out and runs down through her cunt lips and clit.

She grabs a handful of tissues from the night stand and swabs us both down.

"Oh that was nice, but now you have to finish eating me out so I can come, " She grins at me.

Hmmm.. will I go down on her now? Her cunt is dripping with my cum.  Don't know if I can do that just now.

As it turns out, I did and would many times in the future.  
Details on that in another following story.

------------stay tuned-------I LIVE  FOR COMMENTS PLEASE ------tell me how you like this (did you get off?) -o-o-o-o-o-o-o-o

 

 

 

 

 

Edited by UnabashedUser
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Very hot story, didn’t get me off but sure made my solider stand at full attention! Love the details and descriptions you give! Not sure if you mentioned or not but is Kathy shaved, trimmed or hairy? Just curious and it would add even more detail to the story

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  • 6 months later...

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