Billets27

I felt the blood drain from my face and I waited for her to start shouting and screaming and probably talking about divorce, but what what she said shocked me even more. "You are right Mum, he does look pretty as a sissy." I turned back to face Joan and she said "could you get him ready to be my sissy." My wife took me by the hand and led me to the bed. I followed meekly, almost in a daze, not knowing what was happening. My wife got me to kneel down in front of the bed, with my arms stretched across the bed, I had the unusual sensation of my boobs pressing against my chest, making me think th… Lire la suite

The weeks that followed Christmas were hectic with preparing for Joan to move into her new house. It seemed an endless round of measuring rooms, going to shops and ordering furniture and fittings. Then when she moved into her house, it was waiting for deliveries and moving things around to her satisfaction. On the first weekend after she had moved in, I was relaxing on the sofa, just wanting to relax and do nothing, then the phone rang. Lesley answered it and it was obviously her mum on the phone and as she was chatting I heard the ominous words of "I'm sure he won't mind", and I knew my pl… Lire la suite

Nothing else happened until Christmas day. We had decided to open our presents together in the living room, but there was one present that I had got for my wife that I didn't think was for public unwrapping and on Christmas morning when we woke up I handed it to Lesley. With a smile she said " I thought we were opening the presents together ". My cock was already throbbing with the thought of her seeing the present "I don't think you would want your mum seeing this." She opened the present and pulled out a red lacy suspender belt, with matching bra, and crotchless knickers. "Hmm I see what y… Lire la suite

I woke in the next morning, and I was aware my wife's body was spooning mine, and her hand was stroking my nipple. I know my nipple was getting hard, and so was my cock. I reached my hand to stroke her body, expecting to feel the silky feel of her nightie, but all I felt was bare skin. As I moved my hand further down her body I felt that she was wearing stockings and suspenders, but no knickers. By now my cock was rock hard. She pulled my shoulder so that I was laying on my back and said "I was hoping you would be awake when I came in last night, as I had something to celebrate........I got a… Lire la suite

We woke up about an hour afterwards, and the tea was totally cold, so we got up. After having a shower and getting dressed, I went downstairs and Joan was already in the living room, this time fully dressed. I was expecting a knowing smile, or wink or even a suggestive comment, but all she said was "Good morning sleepy head." It was such a 'normal' thing to say, I began to think it had been a 'wardrobe malfunction' that she flashed her nightie, or had I imagined it! For the next two weeks nothing unusual happened, and I began to wonder if the events had happened, or was it my imagination. Th… Lire la suite

I lay on the bed, stunned by what had happened. Joan's reaction to seeing me on the bed, dressed in her lingerie was almost as though it is the most normal thing to see. There was no screaming, no abuse, and she did not get my wife, to show her what a pervert she is married to. After about 10 minutes, I could feel the cum soaked lingerie was getting cold, which made me spring into action. I took all the clothes off, and put them in a pile, tidied up all the other lingerie and put them in the drawer, along with the dildos. I knew I didn't have to try to put them back as they were, as my Moth… Lire la suite

To know how I became my Mother in law's sissy, I will give you some background first. My name is Mike and my wife, Lesley, is about 10 years younger than me, and her mum, Joan, gave birth to her when she was just 16. I believe it was a consequence of a 'fumble behind the bike sheds' which went too far after the school disco. But it does mean that I am closer in age to her mum, than I am to my wife. She bought her up as a single mum, and it was only when Lesley was 18 and had her own flat and was independent that she met someone who she married, and he had a property in Spain, so she went there… Lire la suite

My wife said to prepare for my new position, that I will have to spend as much time 'en femme' as possible. That meant that all day I would be wearing high heels, as well as my lingerie, as she quite rightly said, the last thing I would want to happen is stumble, fall and reveal my secret. Also I had to practice my female voice and she told me to record myself reading out loud from her 'Cosmopolitan' magazine. Let me tell you some of the articles in there were as raunchy as any men's mags, there were articles like 'Good vibrations: which is the best vibrator for you?' and 'Oral sex, spit or… Lire la suite

The rest of the weekend was normal..............Well normal for us, as I was dressed in sexy lingerie with only peignoir to 'protect my modesty'. For some reason I find it sexier to have something covering, or partially covering my lingerie, and my peignoir was black, totally see-through with frills all around the hem. I loved the way that it almost floated over my body as I walked around. When I woke up on Monday morning, and I could see my wife, still asleep, with the hem of her baby doll nightie risen up partially exposing her bum and I would have happily stayed there just admiring the vie… Lire la suite

As I had my shower, I couldn't help thinking about what my wife and Linda had got up to last night. Maybe my wife was on all fours, Linda behind her, using the double ended strap on dildo to fuck her, holding her hips as she entered my wife's pussy, my wife arching her back as she wanted to be filled............Maybe my wife was on top, straddling Linda's hips, looking down on Linda's fantastic boobs, kissing passionately.............Maybe Linda had taken the dildo off, and they chose some of my wife's sex toys for each other, licking them provocatively before pleasuring themselves, giving a s… Lire la suite

As I tidied up, and put Linda's dress in the dryer, the one image that was playing in my mind was my wife holding Linda's hand, leading her up the stairs. Every step she took, I could see her boobs bouncing in her bra, and the strap-on dildo she was wearing was moving up and down as well, almost as though it was throbbing in anticipation of fucking my wife. The thought of her fucking my wife began to make my cock swell in my panties, wondering if she will have her 'doggie style' , on her back, or even my wife straddling her. When my duties were done I made my way up the stairs, as I passed my… Lire la suite

I made my way upstairs and went into out bedroom and saw my maids uniform was laid out on the bed, and with it was a multi layered petticoat which made the skirt of the dress stand out showing my stocking tops all the time, and also the 6" stiletto heels. To finish 'the look' my wife had put out my Ash blonde shoulder length wig. She definitely did want me to look pretty. I had a shower to clean up after my adventures from earlier, and I must admit I felt fresher when I got out of the shower and put nice feminine smelling talc on my body. I took the lingerie that I had bought earlier, and cou… Lire la suite

I quickly lept off my desk, and closed the door, as I looked around at my office it looked like a bomb had gone off, with papers s**ttered all around the room, but I knew getting myself more 'decent' was the first priority. I pulled my cum soaked panties off, and used them to clean my cock as much as I possibly could, then pulled Linda's black panties on. As they slid up my stockinged legs, I could feel my cock getting harder, not because they were particularly sexy, but because they were LINDA'S panties, which until a few minutes ago, she was wearing. Soon my cock was fully enclosed by her… Lire la suite

I went into work that fateful Friday, thinking that I would be a normal day. How wrong I was! My name is Steve Lamb, I am a manager in an advertising agency, very happily married to Jane, who is more than happy to indulge me in the fact that I am a crossdresser. At home it is a win, win situation. I do the majority of the housework (many times dressed in my maids uniform), and my wife has a partner who will never complain about going shopping (especially lingerie shopping, we have the fun of choosing what each other is going to wear), and I never complain about how long it takes her to get re… Lire la suite

"Now girls, if you want to open your desks, choose a dildo, and we will have some cocksucking practice." I looked around and saw everyone else opening their desks, so I opened mine, and what I saw was a collection of any sex toy you could think of, and many I had probably never heard of (yet!). There were dildos, vibrators, butt plugs, nipple clamps, and various whips and restraints. I quickly glanced at Frankie, and saw she had chosen a medium sized dildo, realistic looking, but pliable. Then I glanced around and saw some had chosen massive black cocks, but some were more modest sizes. "Now… Lire la suite

When Miss Thorne came into the room, she looked at me with a mischievous grin on her face, making me realise she knew exactly what had just gone on in the office, I even looked round the room to see if I could see any cameras. "Follow me, Samantha" she said, and for the second time I was following her sexy body. Fortunately it was not far, because I hardly felt capable to go far, and she went into a room, and I followed. The room was almost like a shop, there were racks of schoolgirl uniforms, as you might expect, but also cheerleader outfits, ball gowns and what even looked like maids dress… Lire la suite

As I followed Miss Thorne out of the room, I was amazed at how quickly she was walking. I remembered when I had tried to walk in heels that high, and I just fell over, yet she did not appear to be rushing, and I felt I almost had to run to keep up with her. The view I has was magnificent, her pony tail swinging from side to side,  her arse wriggling in the tight skirt, in fact it was so tight I am sure I could see the tell tale ridges showing that she was wearing a suspender belt. As I struggled to keep up with her I was aware that everything I was wearing was reminding me of the feminine… Lire la suite

I can think of worst ways to wake up. Frankie's body was spooned against mine, my cock nestling in the cleft of her bum, my arm over her body and my hand on the curve of her tit. I gently moved my hand across her skin until I feel her nipple. I could feel her nipple harden, and my cock was doing the same, pushing even further into the cleft of her bum. She gave a soft mmmmm of pleasure and wriggled her body, showing she was more than happy with what was happening. Then...... In the distance we could hear , bang, bang, bang "time to get up ladies." The reaction was immediate, Frankie jumped out… Lire la suite

How I first met Frankie was bizarre, but nowhere near as bizarre as the events that followed. Firstly to introduce myself, I am Sam Holder, I am 18 years old and was enjoying having a beer in the pub, thinking that I would finish this, then go home have a few goes on the PlayStation then probably watch some porn and have a wank. Maybe not the most exciting thing, but I would have been happy with that. Then I heard a voice say "There you are sweetie." As I looked up, the first thing I noticed was a perfect pair of legs, with a skirt that came to mid thigh. My eyes travelled up, taking in the s… Lire la suite

Saturday I open my eyes, and am confused as I do not see the normal surroundings of my bedroom, as I turn over to look around, the tinkling of the bells attached to my cock cage remind me.......I am banished from my own bedroom. I can hear the radio is on in what I used to think of my bedroom, so I know my wife is awake. So I hope to get on the good side of her, and even better hoping to go lingerie shopping with her, and go downstairs to make breakfast so we can have breakfast in bed. I carry the tray upstairs, and hesitate outside the door, then I knock on the door (for gods sake this is… Lire la suite