Message-ID: <45818asstr$1071306608@assm.asstr-mirror.org> Return-Path: X-WebTV-Signature: 1 ETAtAhUAkAGGy4+VHy97RCfaAGLxzri5fvcCFGC0mjVUb4lQBvM7jgyCgUllLEuG From: under666taker@webtv.net (Rick Wagner) X-Original-Message-ID: <22582-3FDA3C36-883@storefull-3194.bay.webtv.net> Content-Disposition: Inline MIME-Version: 1.0 (WebTV) Content-Transfer-Encoding: 8bit X-MIME-Autoconverted: from Quoted-Printable to 8bit by sara.asstr-mirror.org id hBCM7ssF003043 X-ASSTR-Original-Date: Fri, 12 Dec 2003 17:07:50 -0500 (EST) Subject: {ASSM} "Dressing Up Josh" (F/m, inc cons, mom/son, crossdress, sex) Date: Sat, 13 Dec 2003 04:10:08 -0500 Path: assm.asstr-mirror.org!not-for-mail Approved: Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d X-Archived-At: X-Moderator-Contact: ASSTR ASSM moderation X-Story-Submission: X-Moderator-ID: hecate, dennyw (Originally posted 1999/04/11) (The following story is a work of fiction, meaning that it is the imagination of the author and any resemblance to actual persons or events is purely wishful thinking on your behalf.) "Dressing Up Josh" (story codes--F/m, inc, con, cross dress) by under666taker "Josh! Josh, honey, I'm home! Are you here, son?" Diane Adams called out as she walked in the front door with her armful of packages. Struggling, she managed to kick the front door closed with her foot and walk out to the dining room table where she let the numerous boxes and bags tumble onto the wood table. It had been a long afternoon but it had been well worth it, she thought to herself, remembering now what lie in the odd assortment of mall- bought merchandise on the table. A smile crossed her full red lips and her pink tongue swept across them, wetting them, making them glisten. "Josh?" she yelled out again, listening for any telltale sounds that her son was even at home. It wouldn't do any good to her plans if Josh wasn't even home! she thought to herself. She walked over to the bottom of the stairs and yelled up the steps again. "Josh? Are you up there, honey? Come on down here! Mommy's bought you a nice present! I think you'll like it! Josh!" Upstairs in his bedroom, sixteen-year-old Josh Adams was lying on his bed in his white under- shorts with his hand beneath them stroking his stiffening cock. He was looking at a magazine which had a pictorial of a woman dressed in a garter belt and nylon stockings with no panties on! Her pussy was dark-haired and you could see her labia all swollen and red, inflamed with excitement. Just like his cock was getting! The woman's breasts were large and jutting out over top of a red and black corset. Her nipples were hard and as big as pencil erasers. As Josh stared at the model's face he suddenly realized that she looked almost like his own mother! Except for the dark hair, the model could have been his mother! His mom was a sexy-looking blonde, 36 years old, with nice large tits and a pair of the sexiest legs that Josh had ever seen on an older woman, much less his mother! Added to this fact was that his mom also liked to wear nylons and garter belts and not the traditional panty- hose other women wore. And he also knew that his mom wore corsets, too, because he had seen several of them one time when he went snooping through her closets and drawers when she was out of the house. That was also when he found her supply of nylon stockings! He loved the feel of the silken hosiery on his flesh. Now, as he gazed at the nyloned model in the magazine he was holding he pictured his mother standing in front of him in her corset, nylons and high heels. His teenaged cock grew harder under his stroking hand and he was just starting a good pumping rhythm when he heard his mother yell up the stairs for him to come down. Shit! Not now! Damn! Josh slipped his hand out of his undershorts and tucked the magazine back underneath his mattress for later. He sat on the side of the bed and tried to mentally will his erection to go down. He certainly coudn't go down to see what his mom wanted sporting an erection, now, could he? He smiled at the rhetoric of his statement. He got up and decided to slip on a pair of his loose, baggy sweatpants and a t-shirt. His erection wouldn't be as noticed in those pants. "I'll be right down. mom!" Josh yelled, starting to pull his sweatpants on. Downstairs, Diane Adams busied herself removing items from the bags she had bought. She checked to make sure that each item was ready to be given in the proper order to her son. While waiting for Josh to come downstairs, Diane thought about her life since the divorce. She had gotten custody of Josh three years ago. They had been on their own ever since. Diane had not gone out with any men nor had sex in those three years, either. She masturbated a lot; a whole lot! It wasn' that she was fat or ugly; hell, she was a knockout! 36 years old, shoulder length curly blonde hair, gorgeous face, 40D breasts and legs to die for! It wasn't that at all! She just didn't seem to find men her own age (or older) that attractive. She didn't know what she was looking for, she guessed, until the day she had found a pair of her nylons in her son's Josh's wastecan! They were all rolled up in a ball and were covered by something sticky. She immediately knew what had occurred. Her son had jerked off over her nylons! Did he love the feel of the silky hosiery on his skin as she did? Did he like to see his mother in her nylons and heels? For as long as she could remember, Diane had always liked to wear garter belts and nylons. She hated pantyhose! She felt so much sexier in her thigh-high hose. And she also liked to wear those old-fashioned corsets, too. Not that her sexy figure and body needed it, however; she just loved the way it made her already big tits plump out even more! It was on that day that Diane Adams began planning the seduction of her son. She had a surprise for him today! A very nice surprise! She had dressed up extremely sexy for this day; for her son! She wore a black short dress with a pleated bottom, black nylons with a red garter belt and a red corset. Black high-heeled pumps completed her outfit. She smiled again as her fingers caressed the first item that she had bought for her son. She crossed her nyloned legs and swung her foot in the air. It was time. "Hey, mom, how was your shopping trip?" Josh asked his mother as he walked into the dining room. He saw all the boxes and packages on the table and added, "I guess it went okay, huh?" and he laughed. "I just bought a few items, Mr. Smartypants!" she said, teasing him. "Now come and sit down on the sofa. I've got some nice things for you!" Josh reluctantly made his way past his mother and into the living room. As he passed her by, he noticed that with her legs crossed like they were, he could see that her already-short skirt rode way up her thighs and that he could see the tops of her nylons and the red frilly garters that held them up. Images of the magazine model entered his mind and his cock jumped inside his sweatpants. Great! Just when his cock had finally softened, it was getting hard again! He had to think of something else! He plopped down onto the sofa and his mom got up from her chair and followed him in carrying some bags with her. She sat down on the sofa with him, but at the other end. She kept her knees together, but Josh couldn't help but look at his mom's black nyloned shaely legs right near him. He looked upat his mother wondering what she had bought for him. "Okay, Josh, first let me say that I realize that it wasn't very easy these last three years for you being without a father. I'm sorry for that. But we've been all right together, haven't we, Josh?" "Sure, mom, we've been great!" Josh said. "Good! I'm glad you feel that way! Now, I've got something here for you that I just happen to know that you're gonna love! And they're just for you! I hope you like them!" Diane handed Josh the first bag. He took it and without looking inside he reached his hand in and pulled out a giftwrapped box. "Mom, what is this? It isn't my birthday, you know!" "I know, honey, just open it!" Diane said. Josh removed the box lid and set it aside. Tissue paper covered something hidden. He unwrapped the paper and revealed a neatly- folded pair of tan silky nylons! Josh's face just about turned red and he was close to confusion when his mother said, "I want to dress you up, Josh! I want to make you my little girl! I know you love mommy's nylons! Don't you, Josh? Don't you love my nylons? Now you can have your own pair! And wait, there's more!" Diane handed her son another bag and Josh pulled out another box and inside it was a brown garter belt with beige frilly garters. In another box was a pair of black low-heeled pumps in his size! He didn't know what to think of all this. "Uh, um, thanks...thanks, mom! Uh, I..." Josh stammered. "Let's try them on, shall we?" she said, interrupting his thoughts, what few he had. Diane moved closer to her son now on the sofa. "Come on, son, stand up! Take off those sweat pants! C'mon!" Josh stood up, obeying his mother's every word. Somehow things were happening too fast, and Josh couldn't stop them. He wasn't sure that he wanted to, either. Maybe if he let his mom dress him up like she wanted to, maybe she'd take off her dress and he'd be able to see her in her underclothes. So he pushed down his sweatpants, thankful that his cock was flaccid at the moment. He kicked them off of his feet and stood there in his t-shirt and undershorts. His mom unfolded the tan nylons and rolled them out. She held them up for her son to see. She looked down at Josh's feet and said, "Off with your socks, too, son!" Josh stripped off his white socks and his mom bent down holding one of the tan nylons in her hands. Leaning on his mother's shoulder Josh steadied himself while his mom slowly slipped on the nylon garment onto his bare foot. Then she gently rolled the nylon up his leg, smoothing it out as she went. Being blonde, Josh's legs were covered with fine blonde hairs and it looked like his legs were hairless, even moreso covered by the tan nylon. Then his mom slipped on the other nylon, rolling that one up his leg as well. The feel of the silken hosiery on Josh's bare legs felt incredible to him! The nylons felt like a protective covering to his skin. He looked down at his feet to see them covered by the tan hosiery. His toes looked gauzy through the diaphonous material. His mother then brought out the garter belt and garters. She expertly slipped the garter belt around his waist, and then attached the garters to each stocking on each leg, front and back, holding the nylons in place. Diane sat back and admired her son so far. "Take off your t-shirt, Josh, it distracts from the overall look!" she said to him. Josh removed his t-shirt and now stood there in his undershorts and tan nylons with garter belt! "I've got something else for you, too, honey! Here, just for your dress-up!" Diane pulled out a pair of brown silken panties in a French cut. "Here, son, put these on for mommy!" "Aw, mom, they're panties! Must I?" "Josh, they'll look stunning on you, believe me! You'll love the feel of them on your body! Try it, honey!" Josh sighed and went to slip the panties onto his feet but his mom stopped him, saying, "Take off your undershorts, son, they'll fit you better!" "Uh, okay, but...um, could you turn around while I, um..." "All right, Mr. Modesty!" Diane agreed, and she turned her back while Josh removed his white undershorts and slipped on the brown pair of silken panties. As he slipped the garment in place over his cock and balls an intense feeling overcame him! The tightness of the panties combined with the feel of the nylons on his legs caused innumerable pleasurable sensations to course through his teenaged body. "Can I look yet, Josh?" Diane asked. "Yes, mom, you can look!" Diane turned around and looked at her son. He was so cute looking, all dressed up like he was. She centered her gaze upon her son's silky panty-covered crotch where she could easily see the outline of his teenaged cock and balls. "One more piece of the outfit!" Diane said, setting the pair of black pumps down on the floor next to her son's nyloned feet. Josh lifted his one foot up and eased it into the pump, wiggling his foot until it slipped inside the leather casing. Then he slipped on the other shoe, finally standing before his mother dressed in pumps, nylons and garter belt! "You look so pretty, Josh!" his mom commented. "Maybe we can be twins? Woud you like that, Josh, honey? My little girl? Hmmmm?" At that, Josh stared dumbly as his mother reached behind her and unzipped her short black dress. He watched as she shrugged the garment off of her shoulders, letting the dress fall from her upper body down to the floor. She lifted each of her feet up and bent and picked her dress up, tossing it onto the sofa behind her. Josh coud only stare at his mother, standing there in front of him wearing a red corset, black nylons and a red and black garter belt! Just like the model in the magazine! He couldn"t believe it! This was too good to be true! He had to be dreaming! Maybe he had jerked off earlier and had fallen asleep. Yeah, that was it! But what his mom said next made him realize that this was actually happening. "Since you've got your shirt off, I'll have to follow suit, won't I?" His mom turned her back to him and said, "Josh, honey, would you undo my stays for me please?" Josh figured out that she meant the series of clasps in the back of her corset so he reached out and began undoing each one. When he was done, his mother turned around again and shrugged the red constraining garment from her body. Josh saw his mother's breasts in a very sheer black brassiere. He could see her nipples through the flimsy bra material. Diane tossed the garment on top of her dress. She saw her son staring openly at her tits. She glanced down at his pantied crotch. Her son's cock was getting hard! She saw it twitch beneath the silken panty material. Diane reached behind her back and unsnapped the clasp of her brassiere. "Still not quite like you!" she said, and Josh watched amazedly as his mother slipped off her black bra and tossed it on top of her pile of clothes on the sofa. His mom's breasts were gorgeous! Large, round and firm, tipped with hardened eraser-like pegs! Josh felt his cock hardening underneath the French cut panties he was wearing. "I think that you like your mother's tits, don't you, son?" she asked him, looking right at his crotch at the slowly-stiffening member underneath the panties. "What? Huh?" Josh stumbled on his words, her words breaking through his mental fog. He looked down at his crotch and saw that his cock was indeed growing erect, even in the confines of the tight silken drawers he had on. "Isn't he kind off cooped up inside there?" his mom was asking him now. "Maybe we should let him out and get some air!" At that, Diane reached down and cupped her son's crotch in her hand and softly squeezed it. She could feel the heat from her son's cock through the panties. Josh stood there frozen while his mom fondled his erect cock through his panties. He just kept staring at her breasts which were pointed right at him. Suddenly, those same breasts were no longer in his line of view because his mom had gotten down on her knees in front of him and was slipping her hands inside the elastic waistband of the panties he was wearing and starting to slide them down. "Mom, what are you..." he started to say, but was silenced when his erection poked out into his mother's face. "Ooh, Josh, honey, I never knew you had gotten so big! And look how hard you are!" Diane stared at her son's teenaged cock bobbing up and down in front of her face. She licked her lips and reached out her hand and grasped her son's cock by the root, holding it steady. Josh was just about to say something else when he felt his cockhead being engulfed by something warm and wet. He looked down to see his mom slipping her lips over his cock, and starting to suck him off, right there in the living room! Josh trembled and teetered unsteadily on the low-heeled pumps he was wearing. "Mom! Mom! Maybe I'd better sit down ! I'm gonna fall in these heels!" Diane withdrew her mouth from his cock and Josh turned around and st down on the sofa, spreading his legs and allowing his mom to kneel in between them. Diane pulled the brown satin panties off of her son's nyloned legs, taking them off over his black pumps. She then ran her hands up his tan nylons, feeling the smooth hosiery. She leaned in between his legs and again held steady his swaying cock. Again she took his cockhead into her mouth, running her tongue over his glans. Josh was nearly beside himself at having his mother suck his cock! This was the stuff of his fantasies!!! Josh could feel his mother's breasts bounce against his thighs as she bobbed her blonde- haired head up and down in his lap. While she held his cock steady with one hand, she used her other hand to stroke his nyloned legs. Josh could feel his balls start to tighten up! He was gonna shoot his load soon! He was gonna come like he never came before!!! "Mom? Mom?" Josh managed to say weakly, "Mom, I think I'm gonna...um, I think I'm...uh, I'm gonna come, mom, shit, I'm gonna come! Aaaahhhh, dammit, here I come, mom, look out!" And Josh's cock exploded into his mother's mouth, and he fully expected her to let his cock slip from between her lips--but she didn't, and he shot his load right into her mouth! "Unngghh! Aaaahhh! Ooommfff!" Josh moaned as his balls emptied their teenaged load! Only when he was done coming did his mother release his cock, and the once-rigid member began to slowly deflate. Diane got up and sat down on the sofa next to her son. Not a word was spoken. She cradled her son's head on her shoulder while he rested from his orgasm. She stroked his blonde hair and cooed softly to him. She wanted to be fucked by her son and thereby needed his young cock hard again. She knew that at his age that would be no problem! He just needed a little encouragement, is all! Diane pressed Josh's face into her tits. Josh's lips found one of his mother's nipples and latched onto it, sucking it greedily. As her son nursed her tit, she gently stroked his neck. She raised his head up then and kissed him on the lips. She reached for her own black panties and pulled them down and whisked them off of her legs. Josh was looking down at his mother's naked snatch. It was covered by thick blonde hairs, giving it a nice shape. Diane spread her black nyloned legs apart so that her son could better see her pussy. "Why don't you feel it, Josh, honey? It won't bite! Just be gentle, not so rough, okay?" Josh slowly reached his hand over and held it above his mother's crotch. Slowly he lowered his hand until he was touching her curly blonde pubic hairs. "Lower, Josh, it's all right! You can touch mommy! Go on, darling!" Josh finally touched his mom's pussy! He began by stroking softly her outer labia. He traced his fingers over her mons veneris and was amazed when his mother's pussy started opening up like a flower as he stimulated the surrounding tissue. Her inner labia became engorged with blood and as his fingers felt their way around their first-ever pussy his hand must have bumped something sensitive on his mom because she suddenly inhaled sharply! That was when Josh finally saw his mother's citoris at the top of her slit. Josh knew all the parts of a girl's vagina. He had made sure he knew it all for when he would finally make it with a girl. Well, here he was, making it with his own mother! He gingerly began rubbing the pea-shaped object, making his mother moan and groan and move about on the sofa. "Ooh, Josh, honey, that feels nice! So nice! Ahh, that's it! That's it! Right there, Josh!" As Josh fingered his mother's pussy, he felt his mom's hand caressing his tan nyloned leg again. She moved her hand closer and closer to his cock until she was once again stroking it. What a sight the two of them probably made! Mother and son, both blondes, dressed in nylons, garter belts and heels, masturbating one another. Josh's cock started growing hard again. While he was fingering his mother's pussy. he was using his other hand to caress her black nyloned legs. Soon, his cock was fully erect and jutting upwards, ready to go! His mom got up from the sofa and straddled him. She helped position his erection right below her pussy hole. Josh held his cock steady as his mom lowered herself onto his rigid pole. As his cock entered her tunnel, the enveloping warmthness was a surprise to him. It felt absolutely incredible! No other feeling like it in the world, he thought! His mom started moving up and down on his lap, making his cock slide in and out of her pussy. Josh looked at his mom's bouncing breasts and reached out and cupped each one, holding onto them. Diane's nyloned legs were rubbing against her son's nyloned legs and the feeling only added to her pleasure of her son's hard cock pistoning in and out of her pussy. She could feel her orgasms spasming through her body as she came again and again! "Oh, Josh, baby, son, you're fucking me so fine! Ugghh, I'm coming! I'm coming! Are you ready to come, Josh, are you?" "Yeah, mom, Jesus, your pussy's so tight! Aggghhh! Shit, I'm gonna come again! Oooohhh, dammit!!! Oh God, here it comes, mom! Shit! I don't wanna come inside you! Mom!" "It's all right, honey, I can't get pregnant any more! Come! Shoot your load into my hot pussy! Come for mommy, Josh!" At those words Josh's cock exploded inside his mother's pussy. his sperm shooting up into her infertile womb. Spurt after spurt erupted inside her as his balls emptied themselves again! As his ejaculation was dying down, his mom kissed him on the lips, shoving her tongue into his mouth. He kissed her back, squeezing her breasts as he did. The two incestuous lovers lay in each other's arms, resting. Josh's cock still was inside his mother's pussy. They kissed again and Josh said matter-of-factly, "When are you going to go shopping again, mom?" They both laughed and held each other tightly.                                                     the end All comments welcomed. All criticisms taken to heart. All flames will be buried six feet under so... ..........Rest In Peace! under666taker ------- ASSM Moderation System Notice-------- This post has been reformatted by the ASSM Moderation Team due to inadequate formatting. -- Pursuant to the Berne Convention, this work is copyright with all rights reserved by its author unless explicitly indicated. +---------------------------------------------------------------------------+ | alt.sex.stories.moderated ------ send stories to: | | FAQ: Moderators: | +---------------------------------------------------------------------------+ |ASSM Archive at Hosted by | |Discuss this story and others in alt.sex.stories.d; look for subject {ASSD}| +---------------------------------------------------------------------------+