Sissy Wife

Sissy Wife

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by silkstockingslover
on Feb 13, 2018

by daddyslittlebitch
on Sep 14, 2017

by silkstockingslover
on Oct 16, 2018

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'So how was it, sweetie,' Hamish asked me as I opened the door. I was still shivering with desire from licking up my wife's lover's cum off her huge, oiled tits in 'their' bedroom downstairs (actually my marital bed)..
I felt a sudden wave of emotion, after being so overcome with desire to watch my wife's lover come all over her. I had helped him by pushing...

I was pulling up my white panties and smoothing the tops of my stockings when I heard the doorbell, and my wife welcoming somebody at the door.
He had a deep, Scottish voice. Lucy welcomed him into the living room, then closed the door and came into the stairwell and beckoned for me to come down.
I felt a chill of fear, but tottered down the stairs in my...

Chapter Three: My sissy maid lifestyle becomes more set in reality.
Morning comes and I carry on my new sissy morning ways, shower, shave, makeup and dress up in my maids dress, this morning a pink satin one over pink pantyhose and pink patent 5 inch spike heel pumps. I dutifully prepare breakfast for my Mistress Helen and get a bowl plain porridge for myse...

Chapter Two: My reveal, a true reveal for the sissy in me.
I reach to the bottom of the stairs and at the front doorway entrance, Helen and Jenny are standing and looking at me in my black maids dress, white tights, black velvet 5 inch spike heel pumps, wig and makeup. The look on their faces seeing me dressed as such is priceless. This is the first time He...

His alarm goes off at 6 AM that Saturday. On any other Saturday he would ignore the alarm and sleep in until 10 or 11, but not today.
Today is Service Day, and he couldn't be happier about it.
He gets out of bed quietly, careful not to wake his wife as he does so, and tiptoes out of the room and down the hall to the empty guest room. His outfit for the day...

"Christ, Bob!" snaps Julie. You just sigh as you feel your skinny cock throb and spurt into the condom next to her bottom. "What about me?"
"I'm sorry, honey. You're just too sexy! I came so fast!" you say, blushing in embarrassment that you couldn't fuck your own wife for more than 30 seconds.
"Are you some fucking teenager dweeb?!" She spits as she glare...

Morgan Ashley was a very pretty lady, not movie star glamorous mind you, but far prettier than anything her wimpy husband Robin would normally attract. Having just stepped out of the shower she was wearing a red mid-wale corduroy bathrobe and her long red hair was wrapped in a towel. She was seated in the living room armchair with a cigarette perched between...

My wife/Mistress, Heather and I had over the years developed a large repetoire of ways of playing together, with me, of course, always in a submissive role. One of our favorites was her as Mommy and me as her obedient little sissy boy. What a delightful combination of humiliation and safety it created in me.
However, as frequently was the case, she had deci...

It started off with little things, small suggestions, that quickly snowballed into perversion. My wife Carla, who for the first decade of our marriage displayed little interest in kinky sex games became a hot wife virtually overnight with total control over me...
Carla is 44, has a very curvaceous ass, 34DD tits, and works as a doctor at the local hospital....

It all started with a pair of pink panties.
It was sometime after midnight when Jo arrived home from being on-call at the local hospital. She'd received a phone call several hours earlier about a bleeder and had to rush in. Recently her workload had become almost unbearable, but we needed the money so she was working her sexy curvaceous ass off.
By the ti...

My wife and I had been married less than a year when what I thought would be sexy fun turned into something I did not expect.
My wife had always been bragging to me that she could never understand how a woman could be forced to have sex. She said if that happened to her she would claw and scratch and fight and her attacker would run screaming away before he...

Tim cupped Emma's arse cheek as they went into the hotel room, stroking her, sliding into the cleft of her cheeks, warming her up a little more, not that she needed it.
Charlie didn't notice them come in at all. Not that she could really turn her head with the thick COCKWHORE collar padlocked tightly around her neck. The cords attached to the dildo were als...

I had just finished changing into a black satin, frilly French maid's outfit - which Hamish had picked for me - when I heard voices downstairs.
I pulled my silk panties up tight and put on a pair of black high heels and tottered down the stairs.
Hamish had changed into jeans and a button-down shirt, and was chatting to my wife in the kitchen. Both were l...

Summary: A wife joins her husband as a slut for a teen BBC.
Note: This is a 2018 Valentine's Day story so please vote.
Note 2: Thanks to Tex Beethoven, thor_p, Robert and Wayne for editing this story.
WARNING:
If you hate gay stories, interracial submission, sissification (not a word I know) or cuckolding please don't read.
If you do like those themes.....

I awoke the next morning still dressed in Carla's purple panties, stockings and matching bra. The rampant rabbit and the dildo were beside me on the bed. There were traces of the lip-gloss on the duvet and the heady, pungent smell of cum. Carla's panties were stained with the stuff. I figured I had a lot of cleaning and clearing up to do.
I felt a sense of...

Chapter 1: Alex
A pair of red satin panties lay on the bed. They were boyshort style with little red lace bows above the crotch. Very sexy and very slutty. Helen ran her fingers along the soft, smooth material. She was dressed in a black lace garter belt holding up thigh high stockings, her large, round breasts, still firm at the age of 45, stood out naked...

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his naturally submissive tendencies by not being able to resist pushing back against her finger, forcing her finger deeper into asshole. At that point his female doctor had decided to test just how submissive he was. She gave him the option to back out if he...

The sun beat down on the land of Washington D.C. of the United States of America. Normally, it was cooler in the spring months, but no one in the area around the White House was going to be cool. No, they were too tightly gathered together for them not to be hot. The occasion?
The inauguration of President Jessica Phoenix.
Thousands upon thousands of peo...

Summary: With his wife's help and support, a man becomes a sissy for black cock.
Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further.
Note 2: This is dedicated to the real Paul who requested this story.
Note 3: Thanks to:...

Beth was now fucking Jerry every 2 or 3 days and each time they had sex Dan was required to be dressed in girly clothes and made to watch them as well as to video them. Beth loved watching the video's with Dan on those days that she didn't have sex with Jerry. Dan was also required to suck on Jerry's cock getting it hard so that he could fuck Beth and Dan wa...

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16 Mar 2021 13679 readers Score 8.9 (96 votes) PDF Mobi ePub Txt
At 19 I was already very feminine. I was in the punk rock scene where genderbending was normal and I usually dressed in stockings, black boots, short skirts and lingerie. I had already been with several guys, I loved them using me like a girl.
I worked at a restaurant and would often change clothes after work for a night out. There was a bartender named Rick that would playfully tease me, telling me how hot I looked, whistling and other things. He was in his 30s, very masculine and former military. I kind of thought he was an asshole.
One night I was waiting for a guy to pick me up after work. I had changed to fishnets, a plaid skirt and a band t shirt cut below my nipples. It was getting late and the guy hadn't shown up. I was pissed.
"Need a ride?" The Rick asked as he walked out.
"I suppose so." I replied a bit hesitant. But it was late and wasn't a great area for a guy dressed like a whore to be walking around.
Rick suggested that we go by his house and have a few drinks. I figured why not.
Over drinks he started asking me some questions. He asked me if I liked guys and if I liked getting fucked in the ass. I felt myself blush as I admitted I did. He told me while he was overseas he had been with several lady boys and crossdressers, and found it really hot. I knew he was going to end up fucking me.
I knew what to do next. I got on my knees in front of him and unzipped his pants. His cock was already half erect and was really thick. It grew in my mouth as I sucked him. "Oh yeah...thats nice" he whispered as he enjoyed my mouth.
I was really turned on. I hadn't been with a guy this old before. Most were around my age. He asked if I wanted to go to the bedroom and I eagerly agreed.
I sucked him some more and then he asked me if I had ever been handcuffed. I told him no and he asked if I would like to be. "It's really hot. I think you'll love it." He told me.
I agreed. For some reason the idea of him making me helpless sounded awesome. Honestly I had fantasized about being tied up for a long time.
He cuffed me to the headboard. It felt awesome. My cock was hard in my panties. Now cuffed and face down with my ass in the air I waited for what came next. He spanked me lightly, and oh my. I found myself moaning with pleasure. I had never been spanked before and I loved it.
"Oh you like that do you?" He asked. "How about a little more?" I felt his belt across my ass. He slapped it a little harder each time. The leather made a nice snap each time it hit my ass.
"MMMM you took that well." He praised. "Now you get a little reward."
I felt his hands spread my cheeks open and his face against my ass. His tounge flicked my hole and I almost lost my mind.
"Oh yeah I'm gonna eat this pussy good! Get it all wet and ready." I had never been rimmed before. It was the most awesome thing I had ever felt. I hoped he would never stop. His tounge and then his fingers drove me insane.
"Mmmm yeah I'm gonna fuck this pussy now." I felt him squirt lube all over me and then the head of his cock press against me. I felt that sweet pain I had growm to love as he pushed against my resistance, then burst through. He was thick, I'd never had one quite this thick before. He fucked me slow at first, then hard then slow again.
I lay there face dowm moaning like a bitch. The guys I had been with before just always rammed it in and came fast. He took his time, switched up his speed, and really fucked me good. His hands gripped my hips pushing me towards him. He also occasionally slapped my as and called me names.
He pulled out and flipped me on my back. He spread my legs wide and fucked me deep. He came in me, cumming for a long time as his cock twitched inside of me, filling me up.
After his orgasm he looked down on me. I loved the way a guy looked at me after cumming, like he had just conquered me, I always felt like his conquest.
He uncuffed me and told me to jerk off. Nobody had ever let me do that before, the guys never wanted anything to do with my cock. I left it in my panties and came almost instantly.
A week later I moved in with him. I became his submissive sissy. He called me his "wife." I learned I was a natural submissive as he taught me more.
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I married my wife, she was 18 and I was 20. We were married only one year then I noticed I was growing b**** and my skin was getting soft, hair on my body was light as I'm a blonde,my ass was getting bigger while hips were getting wide and I noticed I had curvey body like my wife. I asked if could see her sister that was OB. She made the appointment. I went in nurse handed me a cup said to pee in the cup and get into the cown and climb onto to exam table nurse put my feet in the stripups and said doctor will be in about five minutes but I needed to sign a paper agreeing for treatment. My sister in law walked in and asked if I still wanted and I said yes not knowing what wife and her had planned. She washed my ball area, wife shaved it before we went to the appointment, doctor applied this numbing agent in my b**** area and castrated me. Said this will help in the changes and her husband has me scheduled for surgery in a month to finish my transsation. When got home wife said she fixed up the guest room up for me said she bought me new clothes for me to wear. She said sense I was a girl I needed to dress the part. I was told to change throw away the clothes. She told me I'm Cassidy from now on. She explained that since I had 4" c*** and couldn't get her pregnant and she couldn't divorce me because I soon get my money from grandfather's will. And she showed me all the papers I signed stating I wanted to become a woman, all my friends they knew I transgender because the way I looked and was dressing.

Sounds fake, but I Shure wished it were true. This would be most sissy males' dream!

You're a disgusting freak... You probably gobble man sausage like a pathetic f***** .

I’m married to a gorgeous blonde and she’s been having an affair. I’ve watched my b**** shrink over the years, but they’re the smallest they’ve ever been now. He breeds her regularly while I stay at home. We experimented years ago with me wearing lingerie while we had s** and she knows I was with some men in my younger days. I’m talking recently, she said we would be best friends if we were divorced...that I could REALLY pursue my interests. I asked her what she meant by that and she said she knew me better than anybody and she knows how I would like to live. I waited a couple of days and this AM, after she came back full of c** and I went down on her, I asked her if we were getting back together. She said probably like not but that we were going to be BFFs. I jokingly said you want to sit around and do makeup together snd paint nails with me while you keep your lover around. She cocked her head and said, “that’s exactly what you want to!” Then she just stared at me...I finally broke down and said ok, so if I give you up, you will help me learn to do makeup and help me pick out lingerie and etc? She said, yeah, and in fact I will also set up dates for you with my lover and other guys. You can clean us up anytime we have s** and get all the c** you want and we’ll even get you a s** machine to use so you can be in the room while we are together. She said she could also get me estrogen supplements and her liver already said he would pay to have my b**** permanently removed! I finally caved in all the way and said I would love that arrangement. And with that she let me clean her up and suck every delicious drop of c** out of her p**** . After we finished she helped me order just over $500 in lingerie and the s** machine. My life as a sissy cuckold is just beginning...

Wish one of my wives had offered to do this for me.. i mean to me!!!

Wow my wife would like to due that to me

Nice dream, but I very much doubt you wen't talked to by the doctor to confirm the treatment. Never have I ever seen that not happen. If it were that easy I would have been done like that years ago.

Ah such a dream of a middle aged man

Your story sounds fake as h*** , but If what you are saying is true, why not persue legal actions. Otherwise I just don't believe you. In order for your body to progress to the level it did, as you say, and you sat around as if things were normal makes you sound crazy. It's people like you that still believe in magic!! LOL!!

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