Date: Sat, 22 Feb 2003 21:59:43 -0800 (PST) From: Will Anderson Subject: My Interactive Jack Off Fantasy _____________________________________________________________________ In this story, I am giving you a true account of a prolonged masturbation episode (in italics below) that really happened recently and, at the same time, verbalizing the fantasy that was going on in my mind as I masturbated. We all have fantasies that we think about when we pleasure outselves, and this was mine. The set-up that led to my experience is true, and is described to the introductory remarks. What happens after that between the three participants is fantasy. As a disclaimer - I would never solicit or involve myself sexually with anyone underage. Closing remarks follow the story below. ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ WHAT DO YOU THINK ABOUT WHEN YOU MASTURBATE? When I was in my teens, and had no sexual outlets other than my right hand, I used to think up all sorts of masturbation fantasies, which I would act out with all manner of toys, positions and locations....fantasies like - fucking a neighbor girl, jacking off a friend at camp, getting raped by a gang of older boys, getting a handjob from my scoutmaster after a hernia exam, being seduced by my priest, nazi torture, being molested by a friend's mom or dad, etc. I had a very vivid imagination, and I was a compulsive masturbator as a kid starting around age 12. Now that I have less solitary time, and enjoy a wide network of good jack off buddies, my marathon masturbation fantasies have become less frequent. At least that was the case until this past week-end, when I had occasion to spend a most pleasurable evening alone in a condo suite in a very fancy five-star ski resort. My wife had departed a day early, and I stayed on for an extra day by myself. It was reminiscent of my travelling days when I would masturbate in hotel rooms almost every night acting out stories in my mind just like this. Here's the story....... The true part....(in italics) Just before the resort's outdoor pool/spa closed for the evening, I strolled down wearing sweats over my swim trunks. I wanted to relax and wind down in one of the three steaming jacuzzis before turning in after a full day of skiing. I was alone in one of the spas, when a father and his teenage son walked over and asked if they could join me. As the boy removed his towel I noticed that we was wearing only white cotton Hanes briefs in lieu of a swim suit. They sat in the spa with me and we chatted until the place shut down for the night. When the boy climbed out of the spa I couldn't help but notice his partial erection under the wet fabric of his underpants. His name was Danny - nice kid, and cute as hell. He was certainly well endowed for a kid his age, and I could clearly see the outline of the helmet of his cut penis outlined under the wet cotton. We said our goodbyes, but on the way back to my room I couldn't get the sight of this young boy's semi-erect penis out of my mind. It brought back fond memories of how horny I was at his age, and what a compulsive masturbator I was - imagining having sex with other girls or boys I knew in school or my neighborhood. When I got back to my suite, I showered, stripped naked, and laid on the couch in the living room, which had a big-screen TV over a gas fireplace along with a full kitchen, breakfast bar and dining table. It was a truly sumptuous place, beautifully appointed. And I was feeling quite aroused as I fantasized about young Danny....pulling down his wet underpants and sucking him off til he got rock hard, then ejaculated his fresh young semen into my mouth. I had secreted a hot porn video hidden in my ski gear, so I pulled it out and locked the condo door. As the xxx video started playing, I lit the fireplace, dimmed the lights, tuned on mellow jazz, and stretched out on the sofa naked for a long, slow jack off adventure, just like I used to do. As I conjured up my evening's fantasy (like old times as a horny teen), my cock was soon fully erect as I slowly stroked myself, fondled my balls and fingered my asshole. I thought about who I was going to picture in my mind when I masturbated, and what the circumstances would be. The fantasy part....I envisioned that we had invited two teenage youngsters, a boy and a girl, to accompany us on a ski week-end, but my wife had to cancel at the last minute. The girl was Meghan, the 18 year-old daughter of a friend - a cute cheerleader-type, but a little trampy, and one who always gave us the impression that she was a sure first-date screw for most of the boys she dated. The boy was young Danny, and this was after I fantasized that we had chatted after his dad left the spa early, and he confided to me that it turned him on and gave him a hardon to be parading around in public in his underpants, and that he would probably have to relieve himself later that evening. He jacked off at least twice a day. He asked me if men my age masturbated like he did, and I told him yes. He said that he'd love to do it with me if we had time, but we had to leave it at that when his father returned. In my fantasy, Meghan, Danny and I were relaxing in the condo after a nice dinner and late evening in the spa. We had all showered and were all sitting around in our underwear after I'd let the kids have a few cocktails to loosen them up. Ironically, we all wore white cotton Hanes briefs, Meghan's having "Hanes Her Way" brand on her waistband below a halter top she wore that hid very little. After her third martini, Meghan was getting quite giddy, and she blurted out that it was a huge turn on for her to see guys in their underpants, and that she especially loved to see the bulge in front. Then she went on to say that she'd never seen a boy's thing close up with a hardon, not even her brother's. She was now a little emboldened by the liquor, and she challenged Danny to show her his penis hard. I chimed in that there was certainly no reason why we should hold back, and encouraged Danny to show it off for her. Danny started rubbing his cock over his underpants, which prompted Meghan to start massaging her crotch on top of her panties. They were staring intently at each other as each played with themselves. There was sexual electricity in the air now, and we could all sense it. As I watched the two youngsters fondling themselves, I started doing the same. Soon both Danny and I had stiff erections under our cotton briefs, with poles sticking straight out, much to Meghan's delight. She said that she hoped that the evening would work out just the way it was going, then asked Danny if he jacked off much. Meghan confessed that she masturbated herself all the time with a vibrator. To prove the point, she then reached over into her duffle and pulled it out. She even turned it on and held it up for us as it hummed softly. Danny said, "Okay Meghan, you've really got me so turned on, so let me show you how I jack off, okay?" He immediately slipped his underpants off, which allowed his rock-hard penis to spring out from the waistband as the briefs slid to his ankles revealing a sparse bush of dark pubic hair around the base of his fully erect 6" adolescent cock. I was now stroking myself with Vaseline on my cock and up my anus as I imagined this scenario. Meghan rose from her chair, removed her top, and, on her knees, and shuffled over between Danny's spread legs dressed in only her white panties. Her pert little breasts looked inviting in the soft glow of the fireplace. Danny laid back on the couch and let her take his stiff penis in her hands. With great curiosity, she very deliberately examined his male equipment - his penis, the piss slit, the head, rolling his two balls around in her fingers, squeezing the pulsating shaft, then traced from his testicles to his asshole and back a few times. Danny had his head laid back, eyes closed, and was moaning softly in pure pleasure. She pushed him down on the couch, spread his legs wide, and said, "Let me see that cute little boy asshole of yours Danny". She wet her big finger, and slowly inserted it up the boy's anus. He jumped with pleasure as she slid her finger in and out of his puckered asshole. She said, "You like that huh? Now would you show me how you jerk off? I've heard boys talk about it, but I've never actually seen it done". Danny sat up, spread his legs wide, rubbed some Vaseline over the length of his organ, then started to masturbate himself as Meghan watched with fascination. I imagined me being Danny masturbating for her as I stroked myself. After awhile, Meghan asked, "Can I try that"? He pulled his hand away, and she reached out and wrapped her soft hand around his greased penis, then started simulating his actions by pumping her hand up and down Danny's dick. I shifted to my left hand as I imagined it being Meghan's. In the fantasy, I crawled over to Meghan, who was on all fours in front of Danny, and slipped my hand beneath the elastic of her Hanes underpants, and inserted my big finger up her well-moistened pussy. As Meghan looked back in a state of half-dazed sexual euphoria, I gently pulled her panties off, crawled between her knees on my back, and slipped my tongue into her wet slit. Her taste and female scent filled my senses. After a few minutes of my oral manipulations, she started bucking, and groaned that she was cumming. She shook for a few seconds, then relaxed again as her orgasm subsided. To simulate this act of cunnilingus, I had pulled a pair of my wife's soiled underpants from a dirty clothes bag, slipped them over a pillow with the crusty crotch side out, and licked the slit-shaped cunt deposit from the panties with my tongue as I jacked off. I was getting really worked up at this point, and had to be careful that I didn't cum too early, so as to prolong my pleasure for as long as possible. I told Meghan if she kept jacking Danny off, that she could soon get her big reward, with him spurting a load of hot, fresh sperm for her. With that, she nodded happily and quickened her strokes, as I ate out her wet teen pussy and hard clit from below. She continued to give young Danny the handjob of his life. She was now softly whispering comments like, "I just adore male cocks....this is a dream come true for me....I can't wait to see you cum Danny....this is making my pussy wet....I want you to masturbate me too...etc, etc." Pretty soon, Danny started getting more and more frenzied as his orgasm approached. Meghan sensed this. She now reached under his balls and slipped a finger back up Danny's asshole again and started plunging it in and out saying, "This is what I do with my finger up my hole to make myself cum Danny. But now I want to see you cum for me!" Finally it happened.....Danny cried out, arched his back, and Meghan watched with absolute astonishment as the first ejaculation of Danny's semen shot straight out of his piss slit a good three feet in the air, then another, and another, until Meghan's hand and his stomach were coated with gooey warm white sperm. Meghan screamed in delight, "I've always dreamed about doing this, but this is better than I ever expected. And I can even feel your asshole muscles open and shut around my finger as you're cumming Danny. God this is soooo hot!!" At that point in my fantasy, my cum shot high in the air as I envisioned this cumshot scene between the two teenagers, and my tongue savored the female essence of my wife's cunt juices from her panties. As I cum, my asshole spincters pulsate around the lubed finger I've slipped up my asshole. It is a very intense orgasm. Afterwards, I dozed in front of the fireplace, not even bothering to clean up my cum. I awoke about an hour later, and found myself still in a state of sexual arousal.......so the fantasy continues. Meghan, still half drunk from her martinis and still in a high state of sexual arousal, turned around to me, licking Danny's cum off her hand, while Danny laid back in a state of total exhaustion. I said, "The least you and I can do for Danny is to clean him up". I licked some cum off one of her fingers, had her lick my finger that had lodged been up her vagina, then led her over to prone Danny sprawled on the couch. I then leaned forward and started licking the cum from his glistening stomach and penis. Meghan said, "Uncle Will, I never knew you liked to do things like that, but I really love seeing your tongue on Danny's hard dick". Without hesitation, Meghan followed suit, and soon both of our tongues were lapping up all of the still-warm globs of fresh sperm from the young boy's stomach, stiff cock, hairless balls and small bridge of his pubic hair. Our tongues finally met at the tip of Danny's penis, and she slipped her cum-coated tongue into my mouth and we French-kissed for a few minutes swapping cum as young Danny stared in amazement at us. Then Meghan slipped her underpants back on, probably to absorb the discharge oozing from her wet pussy, and went to the bar to pour another drink for everyone. I retired to my armchair. Meghan shuffled over to where I sat in my underpants still fully erect, gave me my martini, then sat cross-legged before me looking up with those adorable brown eyes of hers, and said, "I was hoping to do something like this with you someday Uncle Will. Thank you so much for inviting me, and for allowing Danny and me to do what we just did. I dreamed about this for weeks after you invited me". I then asked her if she'd ever given any of her boyfriends a blow job. Smiling up at me, she nodded, opened her mouth, and extended her tongue in a rather provocative way. "You interested?" No more needed to be said. At this point in my fantasy, since I'd already cum once that evening but had had time to recover and recharge, I shifted to being Meghan. I pulled two of the oversized pillows from the bed, slipped my own underpants over the one of the pillows under the pillowcase, and put a large banana under the fly to simulate the cock bulge Meghan liked so much. I leaned the pillow on the armchair. The other pillow, still dressed with my wife's tongue-soaked panties, I propped up too to excite me visually. On her knees before me, with her perky little teen nipples jutting straight out nice and hard, Meghan reached out and started fondling the hard bulge beneath my briefs. She said that boy's underpants had always fascinated her, with all the layers and flaps to explore. She slipped her hand inside the fly, and her fingers quickly found my stiff penis. She played around with it a little bit, then pulled my cock (the banana) thru the fly. She examined it closely for a long time - her second erect penis of the night. She looked over at Danny, who was now recovered and watching with great interest, and said, "If you eat your Wheaties, Danny, your dick will look like Uncle Will's one of these days." Then without hesitation, she leaned forward and took Uncle Will's erection into her mouth, and her tongue wrapped around my shaft. She slowly bobbed her head up and down, taking the full length all the way down her throat. I was pretty obvious that she had performed fellatio many times before on various boyfriends. She pulled back, licked my hard shaft up and down, then slipped her tongue up my piss slit, looking intently into my eyes the whole time. Now Danny came over, leaned up on one elbow, observing Meghan's considerable oral talents. He reached into her panties and started massaging her cunt lips with his big finger as I had done earlier. She squirmed a bit at the touch, then glanced back at him, nodded and smiled. Meghan worked her tongue down to my balls and pushed my knees up high. Then, much to my amazement, she worked her tongue into my asshole as her hand slowly stroked my saliva-coated penis. Danny now had her underpants down to her knees, had found her vibrator, turned it on, and was sliding it in and out of her pussy with it in earnest. She turned around briefly and whispered, "Danny, that feels really great in my pussy. Would you try it up my asshole?" He pulled it out, then slowly inserted it up the young girl's anus. She started going nuts with excitement. In her heightened state of excitment, she then asked me to flip over on all fours. Once I positioned myself doggy-style she spead my anus wide with one hand, continued rimming my hole with her probing tongue while she masturbated my penis from with her other hand from behind. All the while, Danny is kneeling behind her, finger-fucking her drenched pussy and ramming the humming vibrator in and out of her asshole. Danny whispered, "God Meghan, you're fantastic". She looked up briefly and smiled at him, "You're not so bad yourself....and if you keep doing that I'll cum again real soon!" The feel of this young girl's tongue probing up my asshole while her hand masturbated me made it almost impossible not to cum, but somehow I managed to hold off. Abruptly, Meghan pulled away, removed her panties, rolled over, and spread her legs to show us her cunt and asshole, and announced, "Please...I want to be fucked by both of you in my pussy and my asshole and my mouth. Please Danny and Uncle Will? I'm so hot I can't stand it. Put your cocks inside me now. Cum in me!" Danny couldn't believe his good fortune....after just getting jacked off by this dropdead cute teenage girl and cumming buckets while she watched, he now gets to fuck this girl for his very first intercourse. At his age, he can cum and cum repeatedly, as he had confided to me at the spa. Meghan positions herself on the carpet in front of the fireplace on all fours and guides Danny's hard penis into her upturned pussy. He groans with pleasure as he feels his organ slide deep inside the girl's well-lubricated vaginal channel. She reaches underneath and fingers her clitoris as he pumps in and out of her from behind. I slide underneath her in the 69 position, and my tongue takes over for her finger on her engorged clit. Meghan leans down and engulfs my hardon in her mouth. As I continue to act out my fantasy, I now spread my legs and grease up my asshole. I pull the banana from the underpants on the pillow, and slowly insert it into my anus. It feels so great to be Meghan taking in young Danny's penis....his first intercourse with a girl. With a second banana, I run it in and out of my mouth to simulate Uncle Will as he upfucks this 18 year old girl's willing mouth. I pull back briefly to catch my breath, and my view up is truly incredible - Meghan's cunt being stretched by young Danny's glistening penis sliding in and out as his balls slap against her thighs. She is frantically bobbing up and down on my cock as I hump up and down to meet her mouth. Danny has again found Meghan's vibrator, and is now plunging it in and out of her asshole as he fucks her cunt from behind. Meghan cums once more with a big shutter as my tongue finds her clitoris again. Then she says to Danny, "Pull out and put your dick in my ass Danny. I want to feel your cock sliding in and out of my asshole. Make me cum again." Danny does so, and reinserts his rock-hard penis slowly up the girl's anal opening. She moans in pleasure as he sinks deeper and deeper up her backside. With this new vacancy, slip my tongue up Meghan's vacated pussy. Her labia is gaping wide open from Danny's entry. After a few minutes pumping Maghan's asshole Danny, all of a sudden, cries out, stops his thrusting, and shutters as his 2nd orgasm comes over him. He ejaculates spurt after spurt of warm sperm inside Meghan's asshole. I'm on my back observing both of the kid's orgasms, and can see sperm starting to ooze out from Maghan's anus, which is still locked around Danny's spurting organ. Now I find I can't hold back any longer. I shout, "Meghan, I'm cumming....take it all girl!". She wraps her fist around my pulsating cock as it erupts inside her mouth. She moans loudly as she feels and tastes the warm semen shooting against her tongue. She swallows each spurt as it comes, but some oozes out of her lips and she gags a little when she can't swallow fast enough. Danny pulls out from behind and falls back sprawling spread eagle on the floor exhausted, sperm still seeping out of his slit. Meghan pulls off my cock, and gently licks he last remnants of cum oozing from the tip of my penis. Then she leans down and slips her tongue into my mouth and gives me back a generous amount of my own cum she'd saved in her mouth. We French kiss awhile and swirl the cum around between us. We both swallow it. Then she notices Danny a few feet away with his 14 year old penis still sticking straight up all coated with her juices and cum still oozing from his slit....and does the same thing to him with her tongue, also ending with a passionate cum kiss between the two teenagers. As she's doing this, I crawl over to Meghan, her cute butt up in the air, and lap the steady flow of Danny's recently deposited semen out of the girl's now-open asshole. My tongue licks back and forth between both her holes ending at her asshole to lap the last of Danny's leaking sperm. Then I swallow it all, relishing the taste of the young boy's seed. As I envision this torrid scene, I cum a second time that evening in front of the glowing fireplace, directing the stream onto the panty crotch - with the banana lodged up my ass for even greater stimulation. Then I place my wife's cum-drenched underpants up against my mouth and lick off my own fresh cum mixed with her cunt juices, imagining that it is my tongue licking fresh Danny's cum from Meghan's cunt. It doesn't get any better than that (unless it were to be the real thing). Now I ask you....how's that for an imaginative and interactive jack off session? And what better way to spend an evening alone by heathside in such beautiful surroundings? ------------To You Readers------------- I'd love to hear from any of you who have enjoyed reading this true account of recent self-pleasure. If you've done anything like this, I would delight me no end to hear your story by return e-mail. Or I'd appreciate hearing your reaction to this story. After all, that's why we all read "nifty" - right?. I will answer all messages.