Making A Sissy 4 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Making a Sissy By Jena Corso Edited by Angela Meyers Chapter Four "Oh gawwdd. This is actually happening." Lynne was beginning to sweat a little. "Is she going to freak out when she wakes up?" "It's impossible to tell," Contessa replied. "Normally they can be cranky at this early stage, and her body will be adjusting hormonally for quite some time." "Wow?" said Lynne, thinking about the situation. "I realize that's what we're here for of course, but I'm not so sure I was even expecting her to begin so fast." "Slow down Miss Lynne, and I am told things take time. We've still got much to talk about, and I've committed to tonight only so far," Contessa calmed her. "But this is of your doing for her, and what you came for?" "Well admittedly yes, of course Madam Contessa, and my sister's been pressing me to move forward with my life," said Lynne, rubbing her head. "It's just maybe I better stop thinking so much, but it's hard as my mind is racing with so many contrasting and confusing thoughts." "Oh my gawwdd, sis," said Janine, starting to laugh and pointing. "I'd say you're well on your way to moving forward, so think again because I'm seeing nothing that should confuse you." "Huhhh?" said Lynne, covering her mouth. Selena and Evelyn walked him in now, each holding one of his hands as he slowly walked between them. He was obviously a bit groggy as the bright light from the chandelier shone into his eyes and then he blinked a few times, looking up at the women at the table and then down, noticing what they changed him into. "Wait?" Justin was confused. "When did...?" "Did you get so adorable?" smiled Lynne, touching her heart. Justin looked down, seeing the little sewn in double pink ruffle that portrayed a little skirt, yet he was not in a dress. He had been changed into a white cotton onesie with long sleeves and enclosed feet. Across his chest sat a logo that said "Pretty Ballerina" in glittery pink script beneath two pink ballet slippers. The pink accents continued with a rounded collar, sleeve cuffs and ended with the footsie designed to look as if he was actually in ballet slippers. He looked so delicate, with the tight white legs of the pjs almost resembling his legs in white tights, but with his hair now put up into a bun behind his bangs, there would be no doubt he resembled a baby ballerina. "Ladies please, she's just woken up and will be feeling some effects," said Contessa, standing up and lifting him up, holding him on her hip, bouncing him a little. "Welcome back, Justina." "Was I sleeping again?" Justin rubbed his eyes, suddenly being held by the amazon of a woman. "Yes, and maybe you're a little bit hungry, sweetie," said Contessa, putting him in the high chair. "How could I sleep through this?" said Justin, feeling the material. "Am I in pajamas?" "Of course they are sweetie. It's late, and well past your bedtime, but since it's such a special day we're letting you stay up a little," said Contessa. "Special day?" said Justin, growing angry. "What's special about it? Please, no more, and I certainly wouldn't call what you've done to me special!" "Now's not the time for any little tantrums Justina, but I understand if you panicked that we had dessert without you but we haven't dear," said Contessa, rubbing his back. "Now be a good girl, and Miss Selena let's give the little ballerina a treat." "Ballerina?" gulped Justin as the tray snapped down in front of him. "Yes madam," said Miss Selena. "Open wide pretty girl, and how about we sugar you up a little?" On the tray in front of him she placed a mushroom shaped cup cake and began by dipping her finger into the frosting. She pretended to place it to his lips but when he went to lick it, giggled as she rubbed the frosting on his nose. When she dipped it again, she allowed him to suckle her finger and then slowly but surely broke off pieces, feeding him. It tasted like a million dollars, as just having something not disgusting in his mouth was incredible, and he sat there, starting to really wake up now. "So while the princess is having a snack and we're having coffee, then I assume you'll also need something to sleep in?" said Contessa, snapping her fingers. "Miss Evelyn, find something for Miss Lynne to change into please. I assume about a size 2." "Wow. Well yes, I'm a two and I didn't know I'd be staying too?" said Lynne. "But uuummm sure. You mean like stay and watch her. Sure." "Well this is quite a lot on her, so yes you'd stay the night with her," said Contessa. "Not in the same bed of course, but nearby in case you're needed." "No problem," said Lynne, glancing at her sister. "This should be interesting?" "No dear, it will be more comforting to her," said Contessa. "She's your precious little sissy, at least for the moment, isn't she?" "I kind of never thought of it that way before," replied Lynne, swallowing hard. "Excuse me, Miss Lynne," said Miss Evelyn. "Please stand, and we'll assist you." "Right here?" asked Lynne surprised. "Umm just show me the bathroom and I can change myself. Wait, this is lingerie?" "Yes honey. Of course I wouldn't have them bring your little jammies like Justina's," giggled Contessa. "And it's time you move on, just like we've talked about?" "Well I am," nodded Lynne, looking over at Justin. "I'm getting there I guess, and just taking baby steps." "I'd say you both are," joked Janine, chiming in with a grin. "Aren't you?" "Hey, I'm right here," yelled Justin with a mouth full of cupcake. "Now stop all this, and it's not funny anymore!" "No one's laughing, pretty ballerina," Janine told him. "Of course we aren't my precious," said Contessa, walking over and tapping her nails in succession on the tray. "Now did you need me to put you over my knee, or could we attend to Miss Lynne without any more issue." "Uuuumm," said Justin cringing. "Miss Lynne." "Excellent, because previously certain things would have made a certain individual react," Contessa squeezed his face. "Especially seeing Miss Lynne strip down and put on sexy lingerie for the bedroom. Now it's only us girls here, so please strip down and let's see if I'm right?" "Right in your dining room?" said Lynne as her eyes got big. "Of course," smiled Contessa, watching her servant unbuttoning her blouse. "And we found you something that will go with those gorgeous yellow stilettos your old boyfriend thought so fondly of." "Oh I don't know about this?" Lynne replied as off came her suit jacket and blouse. "Don't you?" smiled Contessa. "The skirt too please Miss Evelyn." "But this is too..." Lynne was studdenly in nothing but her bra, panties and heels. "Uumm...too?" "Too erotic," said Contessa, stepping in front of her and pushing her servants aside, unsnapping her bra like it was magic. Once it snapped open, Contessa gently slid it from her arms, sliding her fingers over Lynne's breasts before leaning down and kissing her. It was soft at first, yet her hands circled her nipples before she reached down, sliding her nails inside her panties. Lynne gasped for a moment at her touch and then down went her panties. With them perched around her heels on the floor, it soon got hot and heavy as Contessa stroked her bush before sticking her tongue in her mouth. They kissed for a minute or two as her nails manipulated her pussy's lips before finally Contessa stepped back smiling, almost teasing as her finger never entered inside. Lynne was almost panting as the servants slipped her arms through the yellow bustier and fastened the clasps behind her rib cage. She hadn't felt this moist inside in quite a long time as they helped her step into her matching yellow panties and then up they came covering her back up. When she turned now in her lingerie, it was a sight as unexpected, even what she'd just done as Lynne stood almost unable to speak. She watched Contessa walk over, leaning down and then she began kissing her sister just as she did Lynne. Her jaw dropped, never expecting either kiss yet now she witnessed the Mistress make out with a girl that she'd thought all her life was completely straight. "Janine!" yelped Lynne. "Holy shit!" "What? Why can't I get a little sugar too?" Janine broke the kiss and glanced up at her. "I'm here to support you, aren't I?" "Please I just kissed a girl and so did you?" said Lynne, holding her heart. "And you did well, Miss Lynne," smiled Contessa, pecking Janine and walking away. "You ok little missy?" "Uuumm," nodded Justin in shock. "I did? Oh gawwd!" said Lynne, not believing herself she did this. "Please take no offense Madam Contessa or Mistress or whatever I should call you now, but that was hotter than... Holy shit! I can't believe I did that!" "But you did?" teased Janine, licking her lips. "Wait? Are you hiding shit from me, Janine?" Lynne asked with her hands on her hips. "Is that what you have been out doing since you dumped your husband? Going lesbo?" "Yeah, like I barely have a second to myself and not exactly," replied Janine with a big smirk on her face. "Oh and no you didn't?" "Are you blind?" said Lynne. "Yeah I kinda did even if it was just a hot kiss, and I still can't believe I did?" "Ah no you didn't?" smiled Janine. "No way?" shouted Lynne covering mouth. "Well I kind of look at it like it's kind of a grey area, and either way you didn't seem to back away," said Contessa with a big smile on her face, walking over and taking Justin from the chair, placing him down on the changing table. "Well yeah? I guess I didn't?" Lynne squeezed her legs together. "Honestly no matter what it's been a while since I've had a kiss that hot." "Then I'm glad you did, and let's check the experiment," said Contessa, unsnapping the bottom of the pajamas and feeling his crotch through the diaper. "Yup even after all that? Nothing. So the hormones are working wonderfully, so little missy is well on her way." "Oh?" Lynne walked over looking as Contessa double checked, opening the diaper. "So that's what this was about?" "Partially, but I did want to see how sexy you'd look in the canary lingerie, so again test passed." Contessa took Justin's hand and placed it on Lynne's breast. "And she's still nice and dry." "Oh jeez," smiled Lynne as he squeezed it. "Normally seeing me in heels with my boobs out would have instantly done it. My ex was a breast man and I'm thinking all this would have made his head spin?" "Oh I'm sure it did and still is." Contessa closed everything up and pulled away his hand. "It's just the more important parts we've fixed for the time being." "Janine, I'm not sure how much more I can take," said Lynne, turning away and getting emotional. "Oh Lynne relax, and she's fine?" said Contessa, opening the high chair and lifting him out. "How about we have one last drink before bed-d-bye, princess." "Holy moollllyyyly," gulped Lynne, pulling her hair back off her face as suddenly Contessa opened her top and pushed his face down on her boob. Something took over inside Justin, as just that fast he calmed down, suckling on her massive breast. He appeared to be biting hard, yet Contessa never flinched as the girls looked on in horror and then once she pulled him off it she again reach down feeling his diapered crotch once again. "Nope, nothing," smiled Contessa, dropping him back in chair. "Strike three, and test results don't get better than that ladies?" "Told you she was good," smirked Janine. "And with that I'll be heading home to relieve my babysitter while you get yourself situated for the evening, sis." "You're leaving me already?" moaned Lynne. "Yeah, you're in good hands, and trust me I paid for you to be in even better ones," said Janine walking over and hugging her sister. "Janine!" said Lynne. "You're scaring me! What does that mean?" "It's just means if I don't leave now then I won't want to, because once you see my special gift for all you've done, then I might want it back," joked Janine. "Now kissing Contessa is one thing, but being in a three way with my sister is not on my wish list, so enjoy my treat for you and trust me you really deserve it after all you've put yourself through!" "I agree, and good night Miss Janine," said Contessa. "I'll call you in the morning." "Sounds like a plan," winked Janine, walking out. "Well then, with that let's show Miss Lynne and little Justina to their room," said Contessa, carrying Justin from the dining room. Down the hall they went and then up a back stair until Contessa unlocked a big bedroom. It was girly pink room with a huge white barred crib, ornate white furniture and a huge pink and white canopy bed. She dropped Justin right in the crib like it was nothing and then started a little ballerina mobile. As the tinkling sounds resonated as it spun, a huge figure in only his underwear appeared in the doorway as everyone's neck swirled towards the figure. "Oh Dirk, I'd like you to meet Miss Lynne," said Contessa. "Miss Lynne, please met your sister's gracious gift, and he'll be tending to your every need until morning." "It will be my pleasure," said Dirk, kissing her wrist. "And she deserves such pleasures, so don't hold back Dirk," said Contessa, slapping his ass gently. "Am I clear?" "Yes madam," said Dirk. "I assure you I will not." "You mean he's like my..." Lynne stared at the huge bulge in his little briefs. "Yes he's for your pleasure, and I already agree with your sister that you're long over do for a good ravaging," joked Contessa, slapping her arm gently. "Now we'll give you your privacy and carry on." "You mean like carry on, like have sex," said Lynne. "Of course, dear," said Contessa with a grin. "Like right here? In the canopy bed?" asked Lynne surprised. "In front of... you know." "Why yes," said Contessa. "I expect she'll sleep through much of it, but you are like her step mother and most parents do indulge in the same quarters when the children are small enough to really see or understand much. So yes enjoy." "But you know that's not the case here of course, and that... that... I couldn't do," said Lynne, freaking a little. "You sure?" said Contessa, pulling some strings as down went his undergarments. "Whhhooaaahhh," said Lynne, almost salivating. "That's ridiculous? It wouldn't even kind of fit in there? Would it?" "This is part of the training for you and Justina, Miss Lynne," said Contessa, grabbing it and stroking it a few times. "While our precious little Justina adjusts to things, which will certainly be surrounding her as a sissy, you'll find a new appreciation for things you've been missing. Frankly dear, in the end everyone's happy?" "Really?" Oh I don't know...?" Lynne began to say until Contessa put her hand on his member. "Oh my...." "Well sissies take time developing like I told you, but in the end they're kind of happy," said Contessa, stroking him now with Lynne's hand. "They go from toddlers to brats to drama queens, and then eventually little bitches, but doesn't every girl?" "Oh yeah..." said Lynne, bitting her lip, salivating. "I mean yeah? I guess so." "Exactly dear, so that's their road to happiness, and in the meantime what's inside your hand is the road to yours," said Contessa, pulling her hand away now, leaving just Lynne's. "Now good night Miss Lynne, and don't worry if she stares while you fuck your brains out. Think of it as just one more step in separation from what never should have lasted as long as it did before you smartened up bringing her to me." "Oh jeez....." mumbled Lynne, unable to let go as the door closed behind them and she could feel her mouth watering uncontrollably." Her hesitation and reluctance didn't last long now as Dirk was impossible to resist as she dropped to her knees, engulfing him. She had forgotten just that fast that Justin was in the room as he peered through his cribs bars at his girlfriend enjoying a massive cock. As much as the old self inside him told him to jump in and stop the act, he was instead easily persuaded, somehow stuck as a sissy in girl pajamas. When the act finished, he watched them kiss and then sat mesmerized as Dirk mounted her atop the sheets and beneath the canopy bed. Her deep moan would serve as a reason for him to roll over and tune out the sound instead focusing on the tinkling mobile as his exhaustion had the best of him. In the morning, he was greeted by a servant lifting him from the crib as he peeked open his eyes, awakened by the unsnapping of the pajamas between his legs. "Good morning, cupcake," said Lynne, looking down on him with a towel turban style on her head. "Did you sleep well?" "Are you seriously asking me that?" moaned Justin, rubbing his eyes. "I'm hoping I was having a bad dream last night about so much stuff. Was I?" "No sweetie. I only want pleasant dreams for you," smiled Lynne, unwrapping her hair and rubbing it. "But I think at least I finally slept like a baby honestly! I feel so much better today." "I bet you do," said Justin sarcastically. "You'll feel better in a minute too, princess," said Miss Evelyn, tossing away a wet diaper. "Just getting that off you should feel much better. That was some serious wetting. That weighed a ton." As the huge diaper went in the trash, in walked Contessa with Miss Selena as they looked down on him. "Oh good morning ladies, and of course that must feel much better," said Contessa, walking over and touching his private area. "Oh how wonderful Justina! That's exactly what we hoped to see Miss Lynne." "Whoaahhhh! Really?" said Lynne, looking down at him. "That's amazing madam." "No dear, just progress," smiled Contessa. "Chemically induced progress." "Still amazing though," said Lynne, looking down at his acorn sized shriveled balls. "Well thank you, and please get my bag please, Miss Selena," said Contessa. "I'll make the temporary adjustments so you can return to let's say the scene of the crime, dear." "Wait, the what?" said Lynne, shaking her head. "Scene of what crime?" "I see you need to wake up as well this morning, Miss Lynne," laughed Contessa, taking her bag from Miss Selena. "Get her some coffee please Miss Evelyn, and I'll take over from here." "Oh gawwwdd, not another needle," said Lynne, looking down at Contessa digging through her bag. "And I'm so confused now." "No dear. Not today, but we'll be making some adjustments that will assist," said Contessa, unscrewing the end of a long tube. "Hold the little guy please, Miss Selena." Lynne watched as Contessa pushed his shriveled testicle inside his body cavity and then squirted some solution from the tube at the gap where she pressed them inside of. Nimbly she pinched the two sides of the skin where she created the temporary cavity and then guided her fingers up and down like she was pressing together the ends of some doe like she was baking a pie. After maybe only ten seconds, she pulled back her fingers as she had finished pressing the sides together and almost like magic his shriveled acorns were gone. With them trapped inside him, one last time she slid her fingers down the little pocket she created, like she was sealing a zip lock bag and took his little member from Miss Selena, lifting it upward. It was still limp and small as she held it upright, coating the underside in the same solution before she stretched it down between his legs. "What was that?" yelped Justin trying to sit up as Miss Selena prevented his movement. "Nothing dear but a little tweak," replied Contessa, holding it in place. "And don't worry, you're about to be a big girl now with a huge pamper between your legs. Let's hope for the car's upholstery sake and even my good floors you can contain yourself." "You're saying we're leaving?" Lynne asked, growing horrified. "Did we do something wrong that you're not training her?" "Dress her ladies, and I hope you'll be fine with what we selected for both of you," said Contessa. "And it's quite the contrary Miss Lynne, so please allow me to clear up your confusion." "Oh?" said Lynne, looking bewildered. "Sure madam." "Thank you dear, and this is part of the decision process," Contessa tapped her arm. "You see we arranged for you and Dirk to spend some time together while taking little Justina back to the place that broke the camel's back. You know a place where she won't need to be in a big diaper all day, and of course where making a little sissy will be quite common place." "You mean Sesame Place?" said Lynne as they pulled the pajamas off over his head. "Yes dear, where her sissy tendencies flowed or better yet seeped from her soon to be adorable little body," said Contessa, taking a stretchy bottom from Miss Selena. "You see now that I've temporarily let's say adhesived the problem areas in place, so she'll be able to wear the most adorable little swim suit I've selected for her." "This gets better every day," giggled Lynne as Contessa slid it up his legs and quickly snapped the waistband. "For who?" moaned Justin as Contessa lifted him from the table, placing him on his feet. "For you of course, Justina," said Contessa, lifting his left arm and sliding on his swim suit top before pulling it over his head. "There won't be a little darling cuter than you there, and I picked this out special for you." "But...." gulped Justin as she pulled his right arm inside it now and then tugged it over his chest. "But don't worry," said Contessa, handing Lynne a red string bikini. "You'll be there with one of the hottest step mommies any girl could hope for, and trust me not a thing will pop up when it shouldn't, except maybe on mommies new boyfriend." Justin stood, turning as beet red as his swimsuit as they had put him in at little girl's tankini. On the bottom it was a brief like shape partially covering his sensitive bum, looking so dainty with a simple red ruffle and then red brief with white polka dots. On top, the half short tank half bikini like top was completely reversed with a white base and red polka dots sitting preciously across his flat chest. At the middle of his tankini top sat a logo of Elmo's face, and it's short cut revealed his little belly button with his midriff revealed. "Oh gawwdd. Everything you pick is more adorable than the next on her, Madam Contessa," said Lynne, looking him up and down. "But you sure about that last part?" "Of course I am, but if you're nervous let's just test it right here, honey," said Contessa, undoing the belt on Lynne's robe. "Ladies, give her a hand." Quickly now they helped Lynne out of her sexy lingerie, as instantly she was naked just in front of Justin. He never had an issue being aroused seeing her naked before, but even he was astonished feeling nothing as the girls helped her on with her swimsuit. In seconds now she stood in a red string bikini with small triangles that barely covered her boobs and a tiny bottom that exposed the majority of her tight ass. She posed with her hands on her hips, wiggling them right and then left almost like she was teasing him and then nodded her head after she reached in touching his private area. As sick as he felt dressed as he was, he felt even more sick that he suddenly wasn't turned on as hormonally now his body was completely confused. "Ok then?" said Lynne, squishing her cheeks and taking her brush from her pocketbook. She brushed back her wet hair, making a small high pony from her bob haircut and then Miss Selena handed her some bands. "If you want to use these, they came with the outfit," said Miss Selena. Lynne gingerly nodded and giggled as she took the bun from his hair and began brushing it out, creating a part down the back of his head. When she gathered his hair on the left in went the first band, he pretty much knew now what she was doing as he rolled his eyes to the sky annoyed. Once the brush went through the gathered section on the right, he was just about ready once she wound in the next scrunchie. Quickly now, they dropped some flip flops to his feet and then Miss Selena began spraying him with some sun tan lotion. A few rubs here and there to make sure it was even were followed by some tight tugs at his hair, making sure the bands were in tight and then Miss Selena slipped his arms inside the pink terrycloth cover up. "Please Lynne," shivered Justin as she brushed through his bangs. "Not that many people noticed me at the mall, but at the water park I'll stick out like a sore thumb. Please Lynne, let's do something else! Anything, and even you said my hair gets too knotty when it's wet." "Patience, cupcake," said Lynne, grabbing the ends of his secured hair on the left brushing. "Don't you think I know that, which is why they'll need to stay braided in the water? Now do not mouth off again, as I have to agree that Madam couldn't have thought of a place to go that would be more fitting for you, and in fact be happy your little swim suits looks adorable on you plus fits quite well." He wanted to scream as she snapped in a band at the end of his left pigtail, having finished her braiding and then just stood there pouting as she brushed out the right. In just a few more seconds, French braided pigtails swung from just above each ear with an Elmo face scrunchie holding each pigtail tightly near his scalp. The same red Elmo face also stood atop his toes as it decorated the flip flops as he'd been dressed like a toddler for her day in the water and sun. When they spun him around, there was Dirk in a tight t-shirt and shorts waiting as Lynne slipped into some sandals and took him by the hand. He'd be lead to Dirk's topless black Jeep Cherokee and belted into the back as off they went to the kiddie theme park. He couldn't look as they kissed at every traffic light and held hands all the way there. Their affection was right in his face, like he never existed, yet somehow he'd become their little darling for any on looker to see. Inside they walked him, each holding one of his hands as the 6'5" Dirk towered over both of them like he was Hercules. When Dirk went to find them some lounge chairs to relax in, Lynne then took him on a kiddie roller coaster then a double tube water fall slide as he wanted to die just being there. She tried making it fun as he looked around self- conscious of every onlooker, being of course way too big to be in an Elmo swim suit yet there he was as resembling overgrown little girl. She paraded him everywhere, uncaring about stares or stray comments as all he could do was follow along and not say a word. When finally they headed back to find Dirk at the chairs, she kissed him hello but really turned her attention right back to Justin. It felt great to have her spray and rub him down with lotion again as he was starting to burn, and off to the little fountains they went. He watched Dirk strip off his shirt and shorts before suddenly he was surrounded by his so called ex-girlfriend and this shirtless muscle guy in a speedo. They slithered behind him a bit as he sat in the shallow water listening to the sounds of the fountains as the sun beat down on his head. He hated to look back, but his curiosity had the best of him and of course all he could see when he glanced over his shoulder was her quickly pull away like they just kissed. Whenever he'd peek to try to catch them, Lynne would pull back, watching him at all times out of the corner of her eye, but then eventually she got annoyed with his leering. She stood up now, taking Dirk's hand and they walked in front of him, leaning down like she was annoyed before taking his neck, pulling his face down and initiating a deep kiss. She'd peak down at Justin, seeing his angst but that didn't stop her from enjoying her new love interest. A thirty second kiss seemed like an eternity as he couldn't turn away, and then Lynne broke the kiss, folding her arms. "Get our stuff babe, and I'll be right over," said Lynne, giving his ass a playful slap. "I guess you're ready then, Justina?" "Me?" said Justin. "Well yeah, I didn't want to be here in the first place but what did I do?" "The same thing you do every time we come here, sissy," said Lynne, pissed off. "So let's go, and right now young lady! Obviously you're not ready for even this little baby step being out like this, and at least I know you won't wet the car since you have hopefully just emptied your entire bladder again. Didn't you?" "Well?" Justin turned beet red. "I mean really? Can't even ever handle being here without making a sissy," said Lynne, quickly grabbing his hand and tugging him from the shallow pool. He was completely silent, mortified as she put down a plastic bag on the car seat and then a towel before she belt him in the car in his cover up. It was like she had triple protected Dirk's backseat as they drove back to Contessa's house as she brought him right in and upstairs. Miss Selena was waiting with a hot bath already run as they stripped him down and then into the bubble bath he went. Like a baby he was washed and scrubbed as Lynne watched while Miss Selena made sure to clean every nook and every cranny until Contessa came in to check on them. "Lynne, I've left you something appropriate for dinner, so please let my servants handle her bath so you can tend to yourself," said Contessa. "You sure?" asked Lynne. "Absolutely darling," said Contessa, touching her back gently. "Ok, see you in a bit Justina," said Lynne, dipping her finger in some bubbles and touching Justin's nose playfully. They tossed in some floating toys like he was a baby, but he just sat back, not playing along while they scrubbed and conditioned his hair. When his hands and toes were quite pruned, Miss Lynne lifted him out as finally he was free of being in water for the first time all day. When she turned him around softly patting the water from his behind, he began to shiver as he stared at his sheer reflection in the glass shower stall door. "Holy shit," Justin exclaimed, immediately grabbing down between his legs. "Where are my... and why is this... Oh my gawd where is Lynne?" "Just temporarily contained Justina, and don't panic," said Contessa, walking in. "It was necessary not to draw the wrong impression in your pretty swimsuit sweetie, but we'll be letting the little ladies back down shortly dear." "The wrong impression?" Justin was freaking out. "I've got girl's tan lines now and my balls are missing. What other impression could there be, and why wouldn't I panic! Where's Lynne?" "Well what tan lines would you expect in such a cute tankini young lady, and you already know she's off getting ready for dinner?" said Contessa, lifting him from the floor and staring at him as she held him up at eye level. "Now kick and scream when I put you down and we'll have a much bigger problem than some temporary realignment. So have I made myself clear Justina?" "Yes," nodded Justin, invoking a soft smile on her face as she lifted him to the changing table in the bathroom. When she placed him down, Miss Selena began covering his arms and chest with a flowery lotion and then he felt a cream being added by Contessa between his legs. "Be a dear and hold up her legs," said Contessa to Miss Evelyn, lifting a big long metal item with plastic gloves on her hands. "Before we close her up, we'll need to take her temperature rectally." She squired some lube on the metallic looking device and then rubbed some to his crack before Contessa tapping Lynne to further part his legs. "Aaahhhh," moaned Justin, feeling it going in. "Aaa...hhhhhhh." "Oh my?" said Contessa, staring at a small meter. "Now what?" moaned Justin, dying for her to take it out. "Well it's not abnormal at this stage, but we'll monitor you now princess, because I'm a bit worried you'll be burning up a bit," said Contessa, pulling off her gloves and closing up his diaper. "Dress her for dinner please ladies, and let me give her something to sooth her. As it is, we'll need to make this an early night for her." "That can't be staying in me?" moaned Justin, feeling it stuck inside his anus. "I don't feel hot!" "You'll adjust, and for the time being it will be," said Contessa, squeezing a dropper in a solution measuring a dosage as Selena was lotioning his legs. "Now open, and this will help, Justina." "Gross," moaned Justin as she squirted some liquid into his mouth and right down his throat. "The good stuff always is dear," said Contessa, patting his face. "See you ladies shortly." Contessa softly kissed his forehead as she exited the room and then Evelyn and Selena took over getting him ready. From the bathroom they walked him into the bedroom he had slept in previously and then placed him on the big girly canopy bed. All he could think about was that he was now lying back in the same position that Lynne was the night before with his legs lifted upwards as hers were. Of course while hers were being parted to accept her lover, his were instead being lifted as they rolled tights past his ankles. A tug on the left thigh and then on the right then got them nice and taut before Miss Evelyn stretched the waist band over his diaper. A monstrous sea of white ruffles now followed as a huge padded panty slid down both legs and then white ruffles ankle socks with tiny white bows were added atop his tights. White Mary Janes with silver buckles were last on the agenda before they lifted him from a lying position and then he could hear the tiny silver bells attached to his shoes jingle as they placed him down to his feet. Before he could even move an inch, they lifted his arms, dropping down a thin camisole over his head. Just that fast any vison of his legs or feet were gone as three layers of white petticoats attached to the cami as it umbrella-ed out engulfing his hips. Miss Evelyn now switched on a blow dryer, brushing any wetness from his hair as he stood balancing from her raking. It wouldn't really be that long until it was dry and then she stunned him by lifting him onto a stool, fanning out his petticoats so he wouldn't be sitting on them. Behind his bangs she parted his hair down the middle, twisting only the crown section to the left into a scrunchie and then following with the right crown section. It was quite different than before, as these were no big pigtails braids as Miss Selena joined her, beginning to section the back. Across his petticoats now they each stretched a wire as he could see Miss Selena roll in her gold iron in the back and then Miss Evelyn with a much bigger silver iron roll under his bangs. In unison they were working as curls began springing at the back of his head and his bangs were endlessly brushed through and rerolled. When the first white silk bow was being wound in above his right ear and then his hair tugged really tight, he started to feel himself begin to overheat a little. Was he starting to run a temperature like Contessa warned, or just becoming a victim of being surrounded by hot irons he fretted as Miss Evelyn was back curling beneath the bow? After three or four times being twisted and removed, at least the heat source was one from the right yet that would only be temporary as in went the left side bow. He felt flush as she curled on the left, finally getting a sense of relief as Miss Selena seemed to finally finish the back. When finally Evelyn stepped back, the damp hairspray raining down actually felt refreshing as he almost could careless now what they did to his hair. A bit of powder being brushed on his face and a few spritzes of deodorant though squelched any minor sweat, as Evelyn fanned him for a few minutes while Selena fussed with a few curls. With his cheeks already rosey, just a whisk of her blush brush touched his cheeks, and for the first time they'd added a hint of color to his eyes. His lashes were already thick from the thick extensions, so only a whisk of mascara was necessary. Finally a touch of pink shadow and a minute pinch of glitter was added to his lids before the girls stood back, momentarily admiring their work. To his feet they lifted him and he stood feeling his legs tighten and cramp before they lifted his arms, dropping down his dress. Down his arms slid long sleeves as ever so gently they popped his head through. When finally they tugged the skirt above the petticoats and straightened the fit, it must have taken twenty buttons to close up the back as it slowly encapsulated him. Two buttons at each wrist closed before the tension of his tight sash was apparent as she knotted the bow in the back, almost knocking the wind from him as it pulled him in. He felt wobbly now from the weight of the big dress, especially as they were tugging at him in it as he stood while they fussed with it smoothed each layer. His head was spinning now, as somehow he did feel warm and confused as from the room they guided him. With each step though he felt more awake, hearing his little feet jingle from each step and then suddenly he realized they had entered the dining room as he stared at himself as a little girl in a huge white frilly dress in the ornate mirror's reflection. It was a huge, shin length bell type dress that flared out with in various layers of pristine white satin and lace overlays beneath a tight white satin bodice. Puffy white cape sleeves grew thin as they streamed down his arms before hugging his wrists and then the second they released his hands, white gloves with laces cuffs were pulled over his fingers. Around the neckline a square lace collar seemed so tight, yet added a dainty element matching the overlays on his big skirt and seemed coordinated with the ruffles on his ankle socks. The only element of the dress that wasn't white was the pink sash around his waistline that was tied in the back in a ribbon style bow and of course the offset left matching pink bow-tie bow attached to the sash. He was the little girl with the curls, looking quite dainty and porcelain like. His hair had been arranged to look baby-like now, as behind his bangs and a middle part, the front left and right sections were bound in tightly curled mini-pigtails that sprung from huge bows. Big layered white bow tie bows had a satin layer atop a lacey under-layer perfectly matching his dress and looked huge atop each small four inch by four inch pigtailed section. The four or five tight curls that made up each section beneath the bow barely reached ear level, as they wavered with his every tremble showing off his sparkly little mini-tear drop earrings. Behind them the entire back of his head had had been tightly coiled in layers of unrolled barrel curls in a doll like fashion as it was almost hard to believe they could make him look even daintier than he'd already been. With slightly glossed full lips, some pink in his complexion and gorgeous batting lashes, he'd been unmistakably given the most delicate innocent appearance of a precious little darling and looking like if even a spec of dust landed on him that it would upset his ensemble. "Oh my, how wonderful she looks, ladies?" said Contessa, sitting down across from him as they served her a salad. "Well done, and let's certainly get something in her stomach, but do protect that dress." "Of course, madam," said Miss Evelyn, lifting him into the big chair as Miss Selena spread his dress carefully before they belted him in. A huge plastic sheet was placed over his dress and then a vinyl bib tied around is neck. He was starving, yet wanted no part of any jarred garbage and luckily instead Miss Selena dipped a spoon into some tiny pasta. This was no regular dinner with everyone present as he ate with only Mistress Contessa until finally the door flew open and Lynne hurried in. "Excuse me madam, and I'm glad to see you didn't wait for me," said Lynne, rushing to the table. "You knew we couldn't dear," said Contessa, looking at her watch. "And I do understand the delay was on account of my staff and not your doing, but I do hope this will be an isolated incident?" "Please don't blame anyone. I'll take responsibility, and it's just I was ill prepared to be dressed up for the evening," said Lynne. "If I would have had the time to get home last night then I would have had an appropriate dress from my own closet but if I'm being honest, I don't own anything this extravagant." Lynne was in a long, black silk evening gown that hugged her curves like it was painted on. Cross crossed single spaghetti straps held it in place, displaying a massive amount of obvious braless cleavage, and as she turned it was completely backless, showing off her entire thin spine. With a long slit at her left hip, out poked her sheer black stockinged leg from 5 ? inch spikey black caged stilettos, and not a single panty line showed in the revealing dress. Dark red lips with charcoal eye shadows and thick blackened eyeliner gave her a fierce evening look, and from her ears wavered huge silver dagger like earrings. Her bobbed hair had now been slicked back in a tight French roll from deep side part and only the front most thick stand hung freely across her left eye turned over once in a soft wave. She looked sexy and quite exotic, like he only seen once or twice for a special occasion, except to Justin this was no occasion he wanted any part of as he sat, being fed like an infant. She looker hotter than hot and he felt smaller than small as unfortunately this was exactly how Contessa wanted it. "Well you look ravishing dear, and now you do. Consider that dress of yours as part of our promising arrangement," said Contessa. "And all I can ever ask is for someone to take responsibility for their actions, so I won't condone the minor tardiness but at least I can understand it. So please get something quick in your stomach, as lateness to our next event is not an option." "Yes madam," nodded Lynne, immediately starting on her salad. "So excuse me for asking, but we're thinking things are still looking promising Madam Contessa?" "Time will tell, Miss Lynne," said Contessa, leering at Justin as she sipped her wine. "Rome wasn't built in a day, darling." "Yes madam," nodded Lynne as Contessa stood and then pulled out her chair. "And neither are sissies," smiled Contessa, walking behind her, touching her neck before leaning down, whispering in her ear and kissing her neck. "Especially one like yours." "I'm sorry for asking, and I understand." Lynne turned and looked at her as they shared a short kiss now. "I know you do dear, and I do love you with some precious curls, Justina," said Contessa, licking her lips as she straightened up, walking over to Justin and touching his face. "But that said, we are on quite the right track if it makes both of you feel better." "Feel better? Like this?" gulped Justin the moment she started away from him. "You mean on the right track to ending all this and getting me back to normal, right?" "Careful what you ask for from that pretty little mouth of yours, Justina, if you know what's good for you," said Contessa, looking back at him sternly. "Little girls don't ever make demands to adults, especially while guests in our home, but if your silly little question is about if you're on the right track to making things normal again for you, then I'm sure I can speed that up for you, darling." Justin gulped and shook his head no as Contessa just leered at him before signaling her staff to get moving. "Hurry, ladies," gulped Miss Evelyn, pulling away the mostly empty pasta bowl and rushing. "You do not want to anger her especially when she gets like this."

Same as Making a Sissy 4 Videos

1 year ago
  • 0
  • 31
  • 0

Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
  • 0
  • 34
  • 0

I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
  • 0
  • 27
  • 0

Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

3 years ago
  • 0
  • 42
  • 0

A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
  • 0
  • 25
  • 0

Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
  • 0
  • 20
  • 0

Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
  • 0
  • 36
  • 0

Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

3 years ago
  • 0
  • 25
  • 0

I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

3 years ago
  • 0
  • 26
  • 0

The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

2 years ago
  • 0
  • 44
  • 0

Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
  • 0
  • 32
  • 0

What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

1 year ago
  • 0
  • 47
  • 0

I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

3 years ago
  • 0
  • 24
  • 0

I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
  • 0
  • 28
  • 0

My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
  • 0
  • 37
  • 0

Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
  • 0
  • 23
  • 0

Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

2 years ago
  • 0
  • 23
  • 0

Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
  • 0
  • 24
  • 0

Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
  • 0
  • 27
  • 0

Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

3 years ago
  • 0
  • 24
  • 0

Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
  • 0
  • 21
  • 0

The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
  • 0
  • 31
  • 0

Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
  • 0
  • 36
  • 0

Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
  • 0
  • 29
  • 0

Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
  • 0
  • 20
  • 0

A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
  • 0
  • 28
  • 0

The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
  • 0
  • 21
  • 0

Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
  • 0
  • 24
  • 0

How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

4 years ago
  • 0
  • 19
  • 0

Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
  • 0
  • 26
  • 0

Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
  • 0
  • 25
  • 0

Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
  • 0
  • 28
  • 0

The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
  • 0
  • 23
  • 0

Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
  • 0
  • 29
  • 0

Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
  • 0
  • 17
  • 0

Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
  • 0
  • 29
  • 0

Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

3 years ago
  • 0
  • 23
  • 0

New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
  • 0
  • 47
  • 0

Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
  • 0
  • 58
  • 0

stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

1 year ago
  • 0
  • 37
  • 0

My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
  • 0
  • 28
  • 0

A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

4 years ago
  • 0
  • 67
  • 0

Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

4 years ago
  • 0
  • 63
  • 0

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

1 year ago
  • 0
  • 37
  • 0

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
  • 0
  • 32
  • 0

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
  • 0
  • 21
  • 0

Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
  • 0
  • 54
  • 0

Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
  • 0
  • 77
  • 0

Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
  • 0
  • 39
  • 0

The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
  • 0
  • 45
  • 0

First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
3 years ago
  • 0
  • 42
  • 0

Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

2 years ago
  • 0
  • 21
  • 0

Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
  • 0
  • 53
  • 0

The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
  • 0
  • 50
  • 0

son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
  • 0
  • 22
  • 0

Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

2 years ago
  • 0
  • 20
  • 0

Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

2 years ago
  • 0
  • 25
  • 0

sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

3 years ago
  • 0
  • 20
  • 0

From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I...

Porn Trends