Fetish sissy stories
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A son that not only was a sissy boy that did very dirty and naughty things while he still lived in my house, dirty things for our next door neighbor, but a naughty little boy that liked to dress up in his mother's underpants too. Tell me you'd like mama to touch your little dick with her hand. I start to stammer, talk softly so that only she can hear, feel my face flush bright red. I masturbated thinking of things she has done, heard through her bedroom door when she was with a boyfriend, seen through the heating grate in the floor from my basement vantage point when I still lived at home with her. Let's go get my little boy naked and start his first naughty inspection in front of his mother, shall we?"
Feel goose bumps rise on my rear as his fingers trace the crack of my butt through my panties. "You want to walk him to your car, like that?!? I feel his hand come down with crack across my rear. He loves little boys like you, knew it would be a great match the instant I saw you in your girl clothes at your house. I feel him drape his overcoat over my shoulders, pull me by my hand toward the door. I feel him push me into the passenger seat of his car and hear the door close. I feel his hand tightly on my wrist, so tight it hurts.
It ended up with Steph getting her first tattoo on her pubic mound and fucking the tattooist who had a huge cock. Steph had introduced Phil to Lucifer, a huge guy with a huge cock. Steph had fucked and sucked Lucifer often but he revealed that he was actually bisexual and was attracted to sissy Phil. So the upshot was that Phil would move in with Lucifer and Amanda would live with Steph. Her career as a porn actress had taken off, she was in love with Amanda, and her husband was a sissy porn actor who lived with his boyfriend Lucifer. Steph lived with Amanda and Phil lived with Lucifer.
And she knew I couldn't help myself but listen to them with my cock all locked up, being dressed up in a sissy corset and nylons, listening to them having sex knowing I had no way of getting myself off. "Oh God, I can't...I can't...It feels so good, but it's so huge...it hurts, but don't stop, please, I can do it, please, let me feel your cock deep inside my tight ass," she kept saying. "Sounds like your problem since I'm going to fuck your brains out until you can hardly talk," her bull of a boyfriend said. There was a surge of intensity after he said this as they both moaned loudly, her because the humiliation was just what she wanted and for him, because she obviously was working her tongue a little extra in anticipation.
You have to understand that not having an orgasm for over a week doesn't sound like a long time, and I'm sure I've gone longer than that without wearing a chastity device. Under her watchful eye, I did as she said and managed to lock the device back onto my cock, which instantly tested the confines of the cage trying to get hard. "I think when I come over from now on, we should keep a little saucer under your cock to catch all that precum I know you drip everywhere, especially now after being locked up for two weeks. All the while, I was licking her feet and smelling her pantyhose, completely incapable of getting an erection, my cock aggressively pressing against its cage.
Louise spits on a wet-wipe, cleaning his mouth like she would do to a little baby. Belinda meanwhile pulls his panties down, applying a sticky gel to Alan’s throbbing cock and sweaty balls. Belinda watches intently as Louise rubs her hand in a circular manner caressing the sissy’s balls. In one, Alan sits between Louise and Belinda with a finger up both their noses. Catherine asks Louise to sit the sissy on her lap. After the breast-feeding has finished Louise offers Catherine a coffee. “Just tell the other girls in work that Alan is a kinky sissy transvestite.” Sticking two fingers up her nostrils, twisting them around like a pneumatic drill, Alan groans with delight, shooting his load over Mummy’s hand.
Grinning, Madame Whitley rubbed Shane/Stacy the Sissy's head patronizingly as she watched the Black male slut suck her strap-on dildo with gusto. Madame Whitley grinned and gripped Shane/Stacy the Sissy's hips as she thrust her strap-on dildo into the Black male Sissy slut's backdoor. For ages Madame Whitley longed to not only completely dominate Shane Johnson, but the biracial dominatrix wanted to transform the macho Black male security guard into a Sissy, and not just any Sissy, her own personal bitch. Grinning, Madame Whitley unleashed a jet of bright yellow urine upon Shane/Stacy the Sissy's face, and the Black male slut happily drank it, delighted to taste his mistress sweet nectar.
Leaving the panties for last, I scooped them up with the black plug - just to make sure to follow Goddess' orders - and the half empty bottle of lube which I was quickly running out of with the new introduction to my alluring, Mistress. Grabbing my phone, I quickly snapped a shot of my cock and the plug now three quarters in my ass. Letting out a soft moan, I took another picture from above my head, looking down at my chest and panty-encased cock. Unable to resist anymore, I laid back and began stroking my hard cock through my panties, moving them down to release my tumescence.
"It's an invitation to a birthday party?" Mark's mother said. You've got to go dressed as a little girl." Carol said. invitations, and I'll call a couple of the moms," Mark's mother said. supposed to have shoes, dresses and accessories." Mark's mother said on OK?" Mark's mother said as she transferred the slip to the arm "Life your arms honey." Mark's mother said as she gathered the slip. so the dress slids over it." Mark's mother said fighting that smile "Do you guys really like this stuff?" Mark asked as the dress and slip "Do you think he dresses like this?" Mark's mother asked. "Going to show you a trick we girls learn," Mark's mother said.
Fitz wanting to tattoo her always did. Fitz stencilled the Gemini tattoo and began to ink it in. Fitz had tattooed her a number of times and had plans to cover her in his work. Amanda loved needle play and Steph had turned into a pain slut. They looked a little like Steph and Amanda. Steph was wet from the tattooing so Fitz could slip right in. “I’m falling in love with your cock, Fitz. A friend of his, a fellow tattoo artist was visiting from interstate and he wanted Steph to meet him. Lucifer plunged his tattooed cock into her wet, waiting hole. After about four orgasms Lucifer came again, this time painting the walls of her cunt with his hot cum.
I can feel the tiled floor beneath me as he pulls me, my nipples sore from the chain. I feel something around my neck, a collar, and it gets pulled tight before something forces my head back. My ear plug is removed, "You can only swallow if this string is pulled, like this." He pulls the string and I swallow his delicious pee, "Good girl. I feel the stream fill my mouth and wait for the tug on the string. I feel so happy to be used like this, kept full and horny for I don't know how long. I feel the dildo re-enter my ass, "Consider that our thanks slut." My chain gets pulled "Crawl." I follow, having enjoyed a fantastic night pleasing my Daddy
So little-girl cute, I love those and you'd look marvelous in the ones I think I have picked out for you, honey. The two of us to be served by my loving son, serving the both of us, he's one of only men I know kinky enough to understand the mother-son s&m thing we have going on, baby. "I love the look on my little boy's face when he knows his loving mother needs something from him. She turns and making a small circle with her index finger and thumb of her right hand starts to run it over the head of my penis. I feel my penis throb as I put the locking facial dildo around my head and fasten it in back, the huge 9" rubber hard on standing out in front.
"You know, when you have your little jealous moments, after I've been with my boyfriend for what you think is too long a time, like when I spent last weekend with him, I put up with that. She starts to rub her other hand softly over the head of my erect and wet penis, in tiny slow moving circular motion. She starts to run her hand over me like she does when she wants me to cum. "I know it turns you on to hear your dirty little wife talk dirty like this. I feel her slap my face hard, her other hand patiently holding my cum in it.
Hayley has Alan in her arms, cuddling him tightly against her breasts. “This is your Mummy Laura, smile for mummy, Holly Grace.” “You’re my pretty Holly Grace and Laura is another yummy mummy.” “Noisy plastic baby-panties, look so cute on Holly Grace. Laura introduces Nikki to their new sissy-baby. Hayley is delighted at the sound of her baby gulping milk from Nikki. Becky pulls Alan from Nikki’s breast, picking him up in her arms. Helen had gone to another room, having an interesting chat with Alan’s second cousin Emma-Jane. Baby Holly Grace stares awkwardly at Nanny Gross. “Ah Holly Grace, want my tits, out they pop babes, begging to be milked.” Becky takes Alan back to Hayley.
I know she had said all those things about keeping me locked up for a month with no orgasms, but I told myself this was only a temporary deal and she'd soon get bored and move on to something else. To me, it felt like I was wearing a huge sign that said, "COCK IN CAGE, PLEASE LOOK!" but in reality, nothing about my crotch stood out any more than it had before I was in chastity. "Tell me how much you like listening to his huge cock fuck me while you listen on the phone," she said, still lightly moving her fingers up and down the cage.
Phil had no idea what was in store for him when Steph took him, fully sissified, to Fitz’s tattoo parlour. Fitz had thought it a great idea and took delight in doing the tattoos. Steph and Amanda took Phil home. Later that day Steph called Fitz and Steve to come over. She loved the pain of the needles, but Amanda took every opportunity to play with her too. Steph’s life now consisted of visiting Fitz at the tattoo parlour each day to get her dragon coloured in, followed by steamy sex with one or all of her new big-cocked boyfriends. He took great delight playing with Phil, telling him he looked really pretty with his tattooed lingerie and make up.
The block is raised such that when my mother stands in front of it she doesn't have to bend forward to reach my penis as I sit perched atop the stool. I can feel my hands at the backs of my rear cheeks pulled tight to the stool seat. I feel my butt clench around the rubber shaft of it as the first of my cum drips from my penis and down over her hand. I feel it drip warm and sticky as it runs down between my naked thighs and onto the stool seat and over my baby smooth crotch and balls. As I lick the last of my cum off of her hand I feel her reach down and take my baby smooth balls and soft penis in her cupped hand.
The Ex wasn't answering my calls so I decided to say screw it and go to the gym despite my chastity situation. Then, as if by some sixth sense, I began to notice each and every female in visible distance, especially the hot brunette in the row in front of me wearing only tight spandex shorts and sports bra "Can I get you anything?" I asked approaching her table, my cock instantly trying to produce a spontaneous erection that was hindered by my tight little cage. You look like you just got punched in the balls," Kara said. I didn't realize wearing a chastity device would mean no longer standing up to pee unless my cock was aligned just right with the opening at the end.
Closing my eyes, sucking on the gag, I feel Her whip come down on my back and panty-clad ass over and over again. Taking another drag of Her smoke, She arose from Her seat and brought the gag down around my neck, "So slut boi, are you ready to finish your training for the day?" Nodding my head up and down, my cock became instantly hard imagining that I would be allowed inside Her. Bringing Her hand down to my throbbing cock, She whispered in my ear, "Thats the response I was looking for. Does my little sissy slut like Mistress' sweet pussy? Nodding yes, Mistress rose off my still hard, wet cock and walked out the door.
White knee-high socks and black Mary-Jane shoes make him the perfect sexy school-girl. Louise opens the door looking ravishing in her red, satin blouse and tight, black leather trousers. This is obviously the same Belinda he has known from years ago, last seeing her at Louise’s wedding evening reception. “A lovely color purple, Caitlin looked like a princess didn't she Alan? Mummy Belinda puts a blonde, little-girls wig on his head with a pink bow. Belinda sits close to her friend so that both mummies have full access to their new foster-daughter. Louise strokes the front of his dress while Belinda inspects his mobile. Louise places her hand over his mouth making sure he feels the warmth of Belinda’s snotty substance.
"Eager little slut, aren't we." Shaking my head yes, I close my eyes and let them roll back into my head as I feel pure ecstasy. I take it between my lips, sucking on it gently, kissing it lovingly, flicking it one more time with the tip of my tongue until I go back down to her sweet hole, licking all the way from her cute little rosebud to her pussy, circling around her pussy once, then diving my tongue in with everything I have. Riding my face, her deep breathes now become screams of pleasure, "Don't stop slave, right there, mmmmm, yes, yes, ah, mmm, oh fuck yes, tongue fuck your mistress' pussy!!!!
Maddy quickly lifted my cocktail dress and pulled down my girlie black panties, Jill held my outstretched arms and clamped down hard, Tess towered above me with a devious smile and handed Maddy a heavy wooden spoon. Every time in last two months I told you I was going to the gym, I have been getting fucked silly by hot black cock." Tonight will be your first initiation and you are going to take their huge cocks and cum in both your voluptuous hot mouth and your tight toned little ass. "It's important for little sluts to plead with their eyes for big hot dick," Maddy instructed.
Julia responded quickly "I'm not eating his cum out of you :-)" Sarah laughed, she definitely was fixated on a massive cock, but Julia certainly knew how to turn her on, and she would always be grateful to Julia for helping her realise her own sexual needs. As she started to feel her orgasm building she gradually increased the size of the movements until by the end she was lifting herself off so that Tom would be able to see the head of the dildo before it was slammed back inside her body. He played and played the video each time gazing in wonder at Sarah's magnificent orgasm, pounding her cunt with the huge dildo, her tits bouncing and finally the massive ejaculation.
"Well Sissy, some guys wouldn't let you suck their cocks if they knew you weren't a real girl" I instructed. I slid to the floor between her legs and started to lick her sweet little boypussy until it was sopping wet, I moved back to her cockette that had gotten hard again and started sucking it, as I did I slipped a finger into her pussy. On my way up I lifted my skirt and slid my panties to the side freeing my clitty, then removing my fingers slid it into Sissy's pussy. "YES Cissy cum in my pussy" Sissy screamed grabbing my ass cheeks and pulling me deep inside her as I emptied myself into her, then collapsing on top of her we slept.