Onania . Org/asm

Guided Masturbation Stories

Sheila the Great

A precocious teenage girl introduces the neighborhood to the pleasures of the hand and CFNM. by schulzie 1998

The neighborhood in which I grew up back in the Sixties was full of “good” girls who had a strong interest in sex, but didn’t do much about it because virginity was somewhat more valued then than it is today. Guys in my neighborhood might make out and get a quick feel of boobs occasionally, but that was rare; that is,until Sheila moved to our neighborhood.Sheila came from another town where the girls were a step or two ahead of the young ladies in our neighborhood. Not that Sheila was a slut or anything, but she was a bit more daring than the other girls.

Shortly after she moved in, Sheila taught me a game called “Trust Me?” Ever heard of it? I hadn’t until Sheila showed me.

One summer night, we were sitting on my front steps talking,and she put her hand on my knee and asked, “Trust me?” Not being sure what she meant, I said,”Sure. Why?” Then she moved her hand an inch or two up my leg and said, “Trust me?” Now I got it. She wanted to play games. The “Trust me” question and “Yes” answer game continued as she moved her hand closer and closer to my crotch. I had a rapidly rising hard-on, but it wasn’t a fully developed woodie yet, so I stopped her before she got to my dick.

Then it was my turn to ask: “Trust me?” She let me get past her knee before she said: “No.” Then it was her turn again. This time I let her move up until she touched the head of my dick before I said “No.” By now, I was completely hard, and couldn’t wait until the next time. When it was her turn again, she led me get about halfway up her thigh before she stopped me. I asked about this little teasing game and she told me it was something the kids back in her old neighborhood used to do. I told her it was an interesting little game. Then, we started over again. This time I let her get a feel of my whole cock in its full glory. She gave it a little squeeze, and asked: “Trust me?” I said “Yes”, and then she gave it a much harder squeeze. This went on for awhile until she was rubbing the length of my erection through my pants. Being a virgin myself, I was getting real close to shooting a load in my pants right there. Suddenly, she stopped and said it was getting late and she had to get home. She started toward her house up the street. As she did, I thought to myself,”That dirty little prick-teaser.” Then she turned around and said, “Wanna play some more tomorrow night?” Did I? All I could do was look at her and say, “Yeah!” Damn right, I did. I went inside to my bedroom and immediately jerked off.

The next night, I waited on my front steps for Sheila. It and I was afraid she wouldn’t show. But in a few minutes, there she was. She said, “Is there anyplace around here that we can go to have some privacy?” I suggested we head for the field behind the woods down the street. Off we went.

When we got there, we talked for awhile. Then she began the game again. During the whole time we played, I never got a chance to feel her pussy which was frustrating since I’d never felt one before. But she seemed to enjoy feeling my dick. We got as far as we had the night before with her rubbing my dick through my pants. Then she took a detour. She asked: “Trust me?” Of course I said, “Yes.” She then started to work her hand up towards my waist and asked:”Trust me?”

“Yes.” Her hand moved up more.

“Trust me?”

“Yes.” Her hand moved up to my belt.

“Trust me?”

“Yes.” She began to undo my belt. My heart was beating like crazy, my dick was getting harder by the second, and with each “Trust me?”, she proceeded step-by-step to undo my snap, then my zipper, and slowly made her way down my briefs until she touched my cock. To make a long story short, she began to give me an unbelievable handjob. Being young, it took me very little time to cum which I did…all over her hand. She smiled at me and asked, “You like?”

“Wow!” was all I could say for the longest time. As she wiped her cum-soaked hand on my jeans, I asked her if that was the first time she had ever done that.(Duh)

She giggled and said, “No, I’ve made lots of guys come in my old neighborhood.” Wow! Lucky guys. I tried, unsuccessfully, to get my hand on her pussy, but she wouldn’t let me. She seemed pleased just to get me off.

We played this game a few more times in the following weeks. I got a handjob, while she continued to keep my hands away from her pussy. When we first started doing this, I thought maybe the reason why she wouldn’t let me touch her was because she was having her period. But a week or two had passed, so it wasn’t that. I guess she just was into getting guys off. Or maybe she didn’t want to go farther outside. At this point I didn’t care. I could now say for sure that she wasn’t a “prick teaser.”

One day, when her parents were at work, she called me up and invited me over to her house. Cool, I thought. Indoors. Maybe I’ll get lucky and get a chance to feel her pussy, maybe more. I got over there, but she wasn’t alone. Three other girls from the neighborhood were there. Damn, I thought, looks like there wouldn’t be any games today. I was wrong. We were all in the living room talking with Sheila sitting right next to me and the other girls sitting around us. Suddenly, Sheila put her hand on my knee and said, “Trust me?”

This really caught me by total surprise. She couldn’t be serious. In front of the other girls? I didn’t say anything. I froze up.

Again, she asked: “Trust me?” I looked around the room. The other girls were watching. They seemed interested and apparently knew what Sheila was up to. Sheila looked at me, then looked at them, and said to me: “I asked you a question: TRUST ME?” She WAS serious.

All I could do was say: “Uh-huh.”

And with that, the game began. I was a bit nervous about what was going to happen. On the one hand, I was already a bit of an exhibitionist at that age and this was an exciting opportunity. On the other hand, I had never shown myself to a group of girls at one time. These were girls that I had known and grown up with for several years, fantisized about, had made out with, and now here was a chance they were going to willingly look at my dick. My HARD dick (I hoped). It didn’t take long to get through all the preliminary “Trust Me” questions until Sheila had my pants undone and was ready to reach into my underwear. At this point, Sheila looked at the girls who leaned forward for a closer look,then looked me right in the eyes and said, very slowly, “Trust me?”

I nodded, my heart racing, my chest tight, and then…she reached in and pulled out my cock, exposing me completely to the room of girls. I never was so excited in my life. The girls had a whole series of different reactions as soon as they saw my hard cock for the first time. It must have been the first time they had seen a penis, or at least a teenaged boy’s penis, and certainly an erect penis. Their eyes widened, their mouths dropped open a little bit. I heard at least one or two tiny gasps, a “wow”, eyes gawking at my dick, then turning to look at each other, giggles, then more stares at my dick.

Jesus! I couldn’t get over this. It was overwhelming. The blood was rushing to my head as all these girls I knew were staring at my hard-on all the time while Sheila was gripping it tightly, shaking it at them. Sheila began to stroke my dick in front of the girls. Oh my God, I thought. She’s gonna make me cum right in front of them. I was so fucking hard by that time I knew it wouldn’t take long. I wanted to cum in the worst way, yet I wanted this moment to linger as long as possible.

The girls were continuing to react as they watched Sheila jerking me off. They continued gawking at my dick, watching Sheila’s hand rubbing the length of my dick, watching my reactions to the handjob. It was more than I could take. I shot all over my shirt and Sheila’s hand and arm. The girls were taken aback, I think.

I suspect they were not sure exactly what they expected to see. They looked at my dick shooting cum, they looked at my face, they looked at the cum. I was breathing as heavily as if I was running the mile, moaning uncontrollably as Sheila finished me off. Afterwords, I sat back on the sofa exhausted, a little embarassed to have them watch as the cum began to dribble down my cock as it began to shrink. The girls were murmuring and whispering among themselves, so I excused myself and went to the bathroom to clean up.

While I was in the bathroom, I began to catch on to what the little game was all about. I heard Sheila tell the girls, “See, that’s all you’ve got to do. If you make them cum, they’re happy, you don’t have to go all the way with them, and they’ll do just about anything you want them to do.”

It wasn’t long before Sheila’s little lesson seemed to have an effect on the whole neighborhood. There were a lot of us guys geting jerked off that summer.

Wherever you are, Sheila, thanks a lot.

Guided Masturbation Stories

Gert’s Stockings

alt.sex.stories, 1996

Excerpt from a dead man’s sexual diary, purchased at an estate sale–the late Bill W. Childhood Memories of Gert’s Stockings and Garters It is August, 1955. I am 12 and on vacation with my parents and another couple at a lake cottage in northern Wisconsin. I am in the only private place in the tiny cottage–the bathroom–jerking off with the door locked–or so I think.

My bloated young prick sticks rigidly out of my lap as I sit on the toilet, massaging my exquisitely sensitive foreskin, savoring the itchy, tingly feeling radiating through my balls. My ass twitches and squirms on the toilet seat as my newly discovered pastime causes muscles and nerves to twitch involuntarily in my crotch and legs. I stare at my hand in its vertical dance, wondering dazedly that I can give myself so much pleasure. The feeling is so good, yet at the same time somehow dirty and lewd, which makes it all the better.

My heart beats wildly in my young chest. Everyone has warned me against this ‘dirty’ pastime, but surely they can’t know how good it feels for me and me alone. I abandon moralizing, and relinquish myself to the throes of evil.

My balls are tingling mightily, and there is a swirling feeling in them as though my cum was boiling, ready to erupt like Vesuvius. I don’t want it to end, yet I can’t slow the steady increase of my hand strokes. The practical side of me tells me to slow down–to ease up and enjoy the feeling for a bit longer. But my raging glands cannot be denied.

What to do? I am gasping like a fish out of water, my pulse thundering in my temples. I spread my legs wide and slump farther down on the toilet seat, my chin resting on my chest, my gaze fixed on my bloated, quivering prick. A tremendous feeling of power sweeps over me. In everyday life, I am a skinny little kid who gets pushed around by my bigger friends and forbidden from doing almost everything by my parents. But here and now, I am the master–king of the world. I have a huge sensitive prick for my age that does whatever I bid it to do. For the moment, I need nothing else.

The thoughts prod me to the verge of orgasm. I look around hurriedly for something to catch my load. My mother’s nylons are draped over the side of the tub. I reach over and pick them up with my left hand while my right continues caressing my quivering cock. They are the stretch type and harsh to the touch. I drop them. I deserve something smoother. I see another pair draped on the tub. They must belong to Gert. She and her husband are good friends of my parents. I lean over and pick up the stockings. Oh! They are exquisitely soft and silky and almost slip from my hands like quicksilver. Oh, God! These are SO sexy, I’ve GOT to just see how they feel around my prick. They are coffee colored, with seams and dark tops and heels. I can smell her perfume in them! Just for a second–before I come–I’ll wrap them around my prick! I’ll take them away in time.

Trembling, I wrap the perfumed nylons around my bouncing dick, and the novelty of the feeling almost makes me lose everything right there. The sensation on my foreskin is like fine velvet. The mental stimulation–knowing that these were recently gartered up Gert’s shapely legs–is overwhelming. I beat my prick unmercifully through the gossamer wrapping. Only the dark purple head emerges from the wispy fabric, wet with my pre-emissions.

My whole being is centered between my legs. I’d sell my soul to the devil for just another minute of these exquisite sensations. My hips are twitching of their own volition, in time with my hand, as though trying to force me to a climax. I am shamelessly lost in lust, and begin groaning out loud, knowing that the adults are all at the tavern down the road, and not particularly caring who hears. I mumble deliriously about legs and tits and stockings and garters and pussy and keep picturing these stockings gartered tautly up Gert’s legs.

I lay my head back on the toilet tank and arch my hips upward, trying to eke out yet another iota of sensation before I lose my load. The silken wrapping is doing the trick for me. I yank viciously on my prick, forcing the orgasm up to a peak. My mind battles with my glands. I’ve got to take the nylons away, or they’ll be ruined, yet I can’t bring myself to do it. Just another couple of strokes and I’ll pull the nylons off. They come and go. Fuck the nylons, I decide, this is too good to stop. Thoughts race through my lust crazed mind. “I’ll clean them off! You can’t, you dumb shit! Maybe she won’t notice! They’ll dry fast! You’re crazy! Oh, God–she’ll tell my Mom when she finds them! Take them away–take them away before its too—-.”

Then it happens. “Oh Christ–Oh! Oh! I’m going–it’s going to c–it never felt this good.” The conflict makes it better. My hand is a blur. “Oh my God in heaven I’m going to come in her stockings!” The door opens! Gert is standing there, looking at me in surprise. She steps in quickly, closing the door quickly behind her. She’s an aristocratic looking woman about 45, with dark hair done up in an elegant twist and sparkling gray eyes. She has firm tits that bulge under her white silk blouse, and beautiful shapely legs, clad in suntan colored nylons with black seams, accented with black pencil thin high heels and a black pleated skirt that comes just below her knees. She is very proper and correct and wears stockings and heels almost all of the time, even when other women in the group are ‘dressed down’.

I look up at her dumbly, in the incipient stages of my crisis. The shock of seeing her has frozen it at its peak, and I know that if I don’t do something right away, it will waste away. I’m in trouble already, so what I’m about to do can’t get me in any deeper.

My hand doubles its speed in an effort to bring up my load before she can call my mom. Having her watching somehow makes it feel all the more perverse, and I look up at her, expecting a slap at any moment. As I begin to enter the last stage, and I feel the first drops leaking from my prostate, a lewd desire grips me. I reach for the hem of her skirt and jerk it up, revealing her legs, never missing a stroke. She slaps my hand away and tells me to behave myself. Then, shockingly, she reaches for her hem and holds it waist high allowing me to drink in the visual feast provided by her milky white thighs overflowing the fantastically stretched stocking tops held tautly in place by sturdy beige garter straps of her panty girdle.

I start to come from the visual stimulation of her legs and bulging hairy bush visible through the front of her transparent beige panties. She steps closer to me, hands on her hips holding up the front of her skirt. I’m in shock. She smiles down at me as she steps next to me, putting my nose just inches from her right stocking top.

My senses reel. I feel small and vulnerable, yet as I’m enveloped by her perfume and just a hint of her musky cunt, I stare in fascination at this personification of all of my boyhood fantasizes–girdle, stockings, garters and thinly veiled pussy!

She calls my name, and I look up at her quirky smile as she stands with her hands on her hips, and winks at me. “Go ahead,” she says gently, “I won’t tell your mom and dad. Finish. That’s not bad. All boys do that. My son did that all the time when he was your age and it didn’t hurt him.” My hand jerks mindlessly as I cross the line and pop my cork.

I groan in ecstasy, close my eyes and throw my head back as the sperm begins the one way trip from which there is no return. My hand is knocked away from my prick. My eyes fly open in time to see my wet dream wrap her red taloned fingers around my insanely convulsing prick, rubbing the nylon up and down with just the right amount of pressure, her thumb flicking the opening at the tip. I shoot again and again. My load spurts a foot into the air a drops back onto the nylons encasing my prick. I do what I usually do with my pinup magazine girls, only the stimulation is a hundredfold better–I look at her face–her tits–her legs–her garters–then back to her face, trying to drink in as much stimulation as I can with the hope of keeping the orgasm going forever!

She watches my prick intently, clinically, milking it with her talented hand, tugging just hard enough to stretch the cords and tendons between my legs to a pleasureable extreme and cause my ass to lift off the seat to force even more contact. I start coming all over again, spurred on the the emotionless way she’s manipulating me reproductive system. She points my spurting organ at her legs and a large glob of cum splatters just below the stocking top of her left nylon, and slimes down her shiny stockings in a ropy string. Her other hand grips my shoulder, both comforting and exciting me at the same time. “That’s a good boy,” she says, “shoot it all, don’t be shy, I know what you like. It’s not bad, no matter what your mother tells you.” I babble like an idiot as my ejaculatory convulsions lessen yet continue, each squirt giving me indescribable pleasure. She smiles at me with twinkling, hot eyes, and I almost pass out from the pleasure that causes between my legs.

Her hand is a mess of white goo. The nylons around my prick are soaked in sperm–ruined, I think in horror. My body goes limp, and I almost pass out. The after tingle is terrific and almost as strong as the orgasm. She carefully wipes off her stockings and hand with a wash cloth as she comments on the size of my load for a boy. Again, she smiles and winks at me as though we have a little secret–and now we do!

She tells me to save the nylons as a souvenir–and says they can be washed easily with soap. I’m still semi-hard and tingling. As she turns toward the door, she stops to check her seams. I boldly lift the back of her skirt for a rear view figuring I have nothing to lose. She stands patiently. Emboldened by her acquiescence, I left my hand roam over nylon and skin, then pull her panties aside and duck my head for a quick look at her pussy. I almost stick my nose up her ass and the sight and smell causes me to start jerking off again, my cock rock hard and tingling. She turns slightly and tries to push me away.

“Not now. I have to go back or they’ll miss me. We’ll do it again.” Crazed by lust I slip to the floor and bury my nose in her pussy from behind. “Oh, please, Gert–let me just do this for a minute. I’m almost there again.”

That’s a lie, but I whack my cock unmercifully figuring that if I can buy time by lying I’ll get off again quickly, and when she says “OK, but just for a minute. If you don’t come by then, I’ll have to go” I feel that evil tingle between my legs begin. It feels just like a wet dream–much better than when you’re awake and I come as though in a dream, inhaling deeply of her womanly, slightly gamy scent as my glands empty themselves for the third time in a couple of minutes, with a few weak squirts of watery sperm. After a moment, she pulls gently away and tells me there’s plenty of time for more of the same–and better. Then, as if to seal the promise, she turns around tipsily and leans over and gives me a deep tongue kiss and squeezes my cock gently with her red taloned hand. I can taste alcohol on her breath and it is strangely sexy. I quickly put my hand up her skirt for one more feel of her stocking tops and garters, but she straightens up, smiles and winks and leaves quickly.

In a few moments, I hear her talking to my parents and her husband outside the cabin about going out for the evening. She tells them that no, she hasn’t seen me, that I must be down at the lake with the other kids. I relax. She’s for real. I go back to jerking off, this time with fresh reality to bring me off instead of boyish fantasies. When I come again, this time I imagine that my cock is sliding between her stocking tops and the silky nylon and warmth of her skin make it feel heavenly. In my feverish imagination I decide that the next time she lets me do something, I will try to do that.

Unfortunately, that never happens. From that time on, she keeps up her flirty little winking whenever I see her and sometimes asks me if I’m “behaving” myself, but never allows me any more liberties. When I try she gently tells me to “behave”, although she continues to give me ample opportunities to look up her skirt “accidentally”, but never acknowledges our little secret moment again.

She remains the object of my jerkoff fantasies well into my late teens, even after I find a girlfriend who allows me to secretly recreate the scene over and over again, never suspecting that my fantasy actually happened. She even pretends like she’s older and talks to me in the same teasing, condescending manner that Gert did. I anoint many a pair of her stockings with my huge loads while she plays with herself and scolds me for being a nasty boy, but while it is good, it is never quite as intense as the real thing with Gert.

END

“Guided” masturbation stories are fictional fantasies about males masturbating in the presence of, guided by, or masturbated by females. They are posted under the category

http://onania.org/asm/archives/category/stories/guided-stories

Check back from time to time for new postings in this category.

Guided Masturbation Stories

Diddlin’    by Mr. E, 1998

I was about 12 or 13 years old and in my neighborhood we were all very friendly. The boys and girls would play together. We’d play war, cops and robbers, and even set up house together (to satisfy the wants of the girls), “marrying” each other, etc. This set up some low level sexual encounters such as kissing, petting and some fingering — but always one-on-one.

One time, we had set up a “house” where I was the “son” of an older girl (she was about 14, and 1 or 2 year’s difference is quite a lot for young people) while the other “girls” were my “sisters.”

Well, it so happened that the older girl wanted to pretend to punish me and had me sit in the corner, etc. Then she wanted to spank me over her knee. I protested mildly but the other girls were cheering her on. It started out good-naturedly at first, but then she started doing it harder and harder.

“Hey!” I said. But the other girls said to take my pants down. While a couple of them pinned my arms, my trousers were unbuttoned, unzipped and taken down below my behind.

It was at this point that I started to get turned on. I was protesting with my mouth, but my “little head” was doing all the thinking at this point. It had acquired a life of its own and had become hard as a rock. Now a couple of these girls had already seen — and even felt — my penis while we were fooling around. But this was different. They were all here at the same time, and they all had their clothes on.

Anyway, the punishment stopped and I put on a show that I didn’t like what they had done, etc.

Later, the older girl got me alone in her bedroom and said “I know you got a boner when we had your pants down. Did you get turned on?” Well, it’s impossible for a functioning male to hide arousal, so I admitted to her I got really turned on.

“You know,” she said, “I’ve heard that it’s bad for a boy to get turned on and not be able to spurt. It’s called ‘prick tease.’”

I didn’t correct her use of the term because at this point my head was swimming in an air of unreality. I couldn’t believe this older girl was discussing sex in front of me.

“Undo your pants,” she said. “I’ll make you spurt off so you don’t get ‘prick tease.’”

I protested automatically but it was half-hearted. She insisted. “Take your thing out and let me do it to you or I’ll give you a real spanking and I’ll tell the other girls!”

This was so embarassing. I was “showing” mine but she wasn’t going to show hers. But I was also aroused to the point that I was not thinking rationally anymore.

I unbuttoned and unzipped my jeans and took my now rock-hard cock out. Precum was dripping off the end. She was fascinated by it. I guess she had heard about this from other girls but had never seen one up close. She pulled my pants down around my knees, encircled my cock with her fist and began jerking me off.

I started to reach to feel her breasts, but she slapped my hand away and said, “Don’t touch!” Then she started jerking me again.

“Oh, you’re such a naughty boy to get a such a big boner in front of me. Are you going to spurt for me?”

Then, with her free hand, she began administering swats. “Spurt for me!” she commanded.

And I did. Jets and jets of cum spewed out, all over her hands, arms and even onto her lap and the carpet. I think it’s the most I’ve ever cum in my whole life.

She didn’t complain or anything about getting messed up. All she said was “Gosh, that was fast.”

Yes it was.

– Mr. E

Chronic Masturbation Stories

The Foot Massage

Some chronic  masturbators think a foot is as much fun as a hand

It was only five years ago that I graduated from college leaving behind many memories of one my closest friends I have ever had. It was a tortured relationship for me because I was completely obsessed with her and wanted her as a lover more than a friend. She however had no such romantic feelings towards me even though we always together. We were both art majors so we worked out our schedules to where we always took our classes together. After class we would always be running around doing something together whether it was going out to eat, the movies, or just hanging out at my apartment or her parent’s house. (more…)

Guided Masturbation Stories

Little Pee Pee

This occurred last weekend, as my lady friend had gone to Austin for a seminar which was to go on all weekend. I decided to drive up Saturday and join her. She left instructions a the hotel front desk to give me a key upon arrival. When I got up stairs she was in bathroom, naked, as she was preparing for a lunch meeting. I immediately removed my clothes and came to the bathroom door and stood there looking at her. Those big nice tits just moving so, as she applied makeup, me slowly stroking my very hard cock. I moved in behind her as gently probed her ass with my member. She playfully swatted my cock away , saying I do not have time for that now, go ! Let me get ready.

I went into the other room and turned on the TV, sat down, and was just kind of watching the TV and playing with my now semi-hard cock and fondling my shaved balls. I had also placed a strong rubber band around my balls to make them standout more. So I had my balls in my left hand and was slowly stroking my cock. She came out of the bathroom, still naked and started getting clothes to put on. As I watched her and stroked I got very hard, she looked over at me and just smiled. She got dressed and came over and took a firm grip on my cock pulling on it, forcing me to get up from the chair. As I stood up she released my cock and walked across the room (it was a large suite) by the closet and said come over here. I had started playing with my self again, but walked across the room, to where the closet sliding doors had full length mirrors on them. She said, I do not have much time, but I want to see you play with your little pee pee, make it cum, here in front of the mirrors. I want to see you from all directions. Boy, was I hard by now, she looked just great in her tight jeans, sweater and high heels. She was standing about two feet away and said now don’t get any of that on me, I do not have time to change.

I was looking at her looking at me and glancing at the mirror to see my self jerking off. She said hurry and make your little pee pee cum as I do not have much time. I had be stroking slowly, enjoying the moment, but now started stroking faster, she could see that I was about to cum and she said turn and shoot on the mirror, which I did, a big gob hit the mirror the rest fell on the carpet.

She said, very nice, I like to see you make that little pee pee cum, with that she bent down and took my cock into her mouth, sucking and licking off the cum. There, she said, I cleaned that for you. I have to go, so you are left with cleaning the mirror and carpet. With that she open the door to the hall and I could hear the maids down the hall way. She could see the look of, well not panic, but I was nervous, as anyone could walk by. She just stood there for a minute with the door wide open, me standing there with a semi-hard, saying, now do not play with your little pee pee till I get back.

 Wank Log: The Party

Her warm (and thank god, it was a cold night) hand moves my underpants to one side, dribbles a little saliva onto her hand and wraps around my shaft and begins stroking. Pretty soon, my self-made lubrication oozed out into the gooey mix, making it extra slippery.
Me: “Uhh, R, where…” (This is one circumstance I still don’t know how to begin to say)
R: “Right here (motioning to her breasts)”

conclusion at Wank Log: The Party

Guided Masturbation Stories

The Retreat

by Estragon, circa 1995. A camp in which girls learn to rule and boys learn to like it.

Dearest Kristen,

  I know, I know. It’s been ages. But I had to get your approval on something. Somebody recently posted to one  of the newsgroups on the net a vivid description of a summer-camp in which mothers and daughters dominated and disciplined their sons and brothers. For a minute I thought….Well, of course, it turned out to be a fantasy, and I had to smile, because I never really entertain the possibility of my real life being somebody’s fantasy. But why shouldn’t I? When I need to daydream about sex, mostly I only have to remember. Yes, Kristen, maybe I don’t write or call that much, but the very sound of your name is enough to make my knees bend and my penis harden. Believe me, I still go crazy when I remember the first time we met. I was six and you five, so maybe you can’t even recall it. But it meant a lot to me. Mom introduced your mother and you as “Aunt Bonnie and Cousin Kristen.” For a long time I really thought Bonnie was mom’s sister. I only found out it was a figure of speech years later, when I started feeling guilty about wanting my own cousin to tap me. Mom eased my mind on that matter. Do you remember that first time at all? “Bobby, honey, be a good boy and undress for Aunt Bonnie and Cousin Kristen.” Can you imagine what that sounded like to a little boy who wanted nothing more? “Be a good boy!” Mom made being a good boy sound so easy. I never figured out why the boys in the ‘hood had such a hard time with it.

I know, you’re probably wondering why, at six, I wanted to be naked for you and your mother so much. I can’t say, really. Just that it already seemed the best thing in the world to “unhide” yourself to girls. (That was my mental word for it, “unhide.” And, actually, it’s still my private word.) Dad was around then, and I remember walking in on him and mom a couple of times and seeing him kneeling in front of her stark naked. My appearance in the doorway didn’t bother mom at all, but dad was embarrassed and probably would have skulked off if mom didn’t make a point of ordering him to stay put. I was impressed, believe me. I was a really small child then, maybe only five, but something in me made me think that dad was crazy to want to hide. To be kneeling like that before “a lady,” even if the lady was my own mom, seemed the greatest thing in the world for anybody who wasn’t a lady. And I knew that much - I mean, that I wasn’t a lady. I think I took in dad’s erection, but I didn’t know quite what to make of it. I had a little one myself, but at that age they hardly increased the total size of my tiny emblem of future slavery. Do you remember? I had one that first day, right in front of you and Aunt Bonnie. You probably don’t even remember, but I do - and how you giggled and gaily jogged it about with your little-girl hand. Your mom said to mine, “He’s absolutely adorable.” And mine said to yours, “So is Kristen, so is Kristen.”

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Guided Masturbation Stories

Mrs. Robinson

Older woman teaches college boy how to pace himself

I was home from college for the summer, lounging around my parents_ house as usual. One afternoon my mother had a visit from an old friend of hers, Mrs Robinson and while my mother was out of the room on the telephone, I found myself talking to this very attractive lady, whom, to be honest, I had hardly noticed before, even though I had seen her many times. She must have been in her forties, but looked younger and had a wonderful figure with dark shoulder-length hair. Her breasts filled her silk blouse beautifully, they weren_t huge, but large enough to wobble enticingly as she leant towards me to engage me in conversation. _Are you enjoying your summer, David?_ she enquired, and I replied politely, trying to hide the fact that I was having a good look at her legs and wondering whether it was stockings or tights she was wearing under her close-fitting skirt, cut a little above the knee. _Are you keeping busy? I bet all the girls are after you! Do you have a girlfriend?_ she went on. I was surprised by her directness, wondering what she was getting at, and answered, _Actually no, Mrs Robinson, I_m kind of, er, busy, you know._ _Well, I hope you_re not too busy to pay me a visit. There_s something I_d like you to do for me. Will you come round to my house tomorrow afternoon?_ I hesitated. What was she after? Could it be that obvious? She noticed my hesitation and laughed, _No, not that, you silly boy! You_ve been watching too many movies. You can rest assured that I shan_t be asking you to fuck me!_ I was surprised again at her directness, but assumed her invitation must be innocent. Pity, I thought, as her legs were beginning to make their impact felt in my trousers, filling me with the urge to masturbate as soon as possible, but I agreed to visit her the next day.

The next afternoon I found myself in Mrs Robinson_s living-room, sitting next to her on the sofa. She looked even more attractive than the day before, wearing a simple black dress and dark tights (or were they stockings? I wondered again). She still hadn_t given me any indication of what she might want, and started chatting about nothing in particular. Very quickly, though, she returned to the question of girlfriends. _So you haven_t got a girlfriend?_ I didn_t reply. _Why is that, David?_ she asked, looking straight at me. _You must get a bit tensed up. I suppose you masturbate, do you? Do you do it a lot?_ I must have looked shocked as she smiled reassuringly, _It_s all right, David, it_s quite natural, you know. I expect you do it all the time, don_t you? I wonder what you think about while you_re playing with yourself?_ At this I must have blushed, because her face lit up with excitement. _You didn_t wank over me after I_d gone yesterday, did you?_ I just looked at her. _You did, didn_t you, you naughty boy! And are you getting hard and excited again now?_ She was right on both counts, of course.

I began to think that maybe she was just out for a fuck after all, but as if she guessed what I was thinking, she said _I told you I_m not interested in shagging you, so don_t get any ideas! I_m the one who has the ideas,_ she added mysteriously. She got up and stood in front of me, her hands on her hips. _Undo your pants, David, and show me that dick that you_re always playing with!_ Mesmerised, I did as she said, and sat there with my trousers and boxers round my ankles, my cock sticking up, pointing at Mrs Robinson. She pursed her lips as she looked at me, _I bet it feels lovely when you stroke it, doesn_t it? Do it for me now, please_. I couldn_t resist, my cock was throbbing at this unexpected excitement. I took hold of my shaft and stroked firmly, _That_s right, show me how you like to do it_, she went on. I just couldn_t take my hand off and seconds later my semen spurted out and ran all down my shaft. It felt so exciting doing it in front of her, but my pleasure was rudely interrupted when her face darkened and she scolded me angrily, _I didn_t say you could cum! That_s pathetic, shooting off after only a couple of minutes. You_re not just tossing off in the toilet now, you know!! I thought you_d have some idea how to jack off for a woman! Get your pants on and leave!_ She made me pull my pants back on, even before I could mop up any of the mess, and pushed me towards the door. I felt dreadful. As I was about to leave, she must have felt sorry for me and said, _I_ll give you one more chance. Come back the day after tomorrow, and we_ll see if you have learned anything!_

Two days later and I was standing in Mrs Robinson_s living-room again. She was wearing the same dress. _Well, David. I hope you perform better for me today, let_s see what sort of state you_re in. I think you had better strip off completely this time._ I followed her instructions and stood naked in front of her, my dick throbbing with anticipation. _You look a bit overexcited already, David. I hope you can control yourself for me_, and she delicately touched my shaft with her fingertips. I tensed, frightened that even these touches would send me over the edge. She told me to kneel, but not to sit back and to spread my legs as wide as possible. _Hold your shaft for me. Is it hot?_ I started to move my hand involuntarily, but she interrupted me, _Not unless I say, David! We don_t want any more accidents, do we?_

I wondered how on earth I was going to last out, but Mrs Robinson sure knew what she was doing. She told me to stroke slowly, but every time she saw my cock tense up and my end swell she commanded me to stop. _It helps if you squeeze the base of your shaft as hard as possible if you think you_re going to ejaculate,_ she advised me. She seemed to know more about it than me, and I wondered how many pupils she had had before me. This went on for almost an hour. _You can let go now, David_, she said and knelt down in front of me, her knees firmly together between my splayed legs. My cock was bobbing about directly over her lap, smoothing out her black dress. Her face was about level with my cock and she leant forward and held my shaft against he cheek. _Oh my it is hot!!_ she gasped, wrapping her slender fingers around it and manipulating it deftly. She would stroke me for a bit, then squeeze me like she said. Soon my balls were aching.

She sat back and looked at me. _You_re not saying much_, she teased me. _Do you like it then? Do you like masturbating in front of me? I hope you are going to give me a proper spunking display this time!_ She kept teasing my cock like that for what seemed like ages, my shaft was tingling as if I was about to cum all the time. I suppose I was, but she kept me under control. _I think you need more stimulation now_, she said, and pulled down the front of her dress. Her breasts were propped up by her dress, making a deep and inviting cleavage. _Your cum would look nice there, wouldn_t it? Would you like that, David?_ My mouth was too dry to speak. She was tormenting me, making me hold back, but it was exquisite.

She leant back a bit and took hold of my cock. She started stroking, teasing my end with the fingertips of her other hand, spreading the little blobs of liquid that were starting to dribble out. _You want to ejaculate badly, don_t you?_ she teased, _but you mustn_t till I say, you know that now, don_t you?_ I shuddered again as she stopped another imminent ejaculation by squeezing hard. By now I was hot and breathless, my eyes were pleading with her to let me release, but she carried on. She must have sensed I was beginning to lose what control I had left, and she whispered, _Wanna cum now, David? I want to see all your creamy sperm on my tits. Would you do that for me?_ her hand speeded up and my cock went into agonized spasms, I couldn_t help groaning loudly as she made me spurt jets of hot semen into her cleavage, spilling on to her dress. _Oh that_s good, spunk for me David, shoot it all over me_, she carried on as the spasms died away.

I flopped back, exhausted. Mrs Robinson looked at her watch _Hmmm, one hour and fifty minutes, not bad for a first _ or should I say second _ attempt_, she laughed. _But I think we can do much, much better than that, don_t you?_

Guided Masturbation Stories

Marty’s Day With the New Neighbor

from the net, circa 2000. Teenage boy spanked by a neighbor girl till he squirts.

Marty was a rather young and protected 17 year old, primarily due to the lack of a Father in his household. He did well enough in school, but was a loner with only two friends his mother could identify. He had no brothers or sisters, and no extended family in the area. They lived their routine in the suburbs, she going to her professional position downtown and he going off to school each day, returning sometime after 3 for a snack and some cartoons on TV.

He had a room in their house with a view of a neighbor’s house behind theirs, over the fence where their two backyards met. The previous family had moved out, and during this afternoon in July he watched as the new family’s movers deposited furniture and boxes throughout the house, easily seeing in through the uncurtained windows. While munching on his peanut butter and jam sandwich, he was looking into one of the second floor bedroom windows when the Matron of the family pulled a young man by the arm into her bedroom and began scolding him. The window was open, and he could hear the tone of her voice, stern but with a surprising affection. She stopped speaking for a minute, and reached to the young man’s jeans, unfastening them and sliding them down his legs to the knees. She then turned and sat on her bed, beckoning to him. He stepped forward, but instead of bending over her lap, he stood in front of her and pulled his underwear down when she indicated. His cock was prominent, Marty thought he was well endowed at first but then realized that he was becoming more and more erect as she inspected his penis. She held it gently, stroking it’s length, turning it side to side looking it over. Once she was satisfied with the results of her inspection, she motioned for him to lay over her lap. This he did slowly, adjusting his position until he seemed comfortable, and then he was still. She reached over to the bedside table and took out a hairbrush and began to rub it on his now bared and upturned ass. She leaned over to speak to him, gently stroking his hair briefly, then began to swat him with the brush. (more…)