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CAREFUL WHAT YOU WISH FOR, IT MIGHT COME TRUE.
For some time I’d had been writing stories about my 39 year old wife Mary on various cuckold and sex related wed sites. I’d even published a few pictures of her, nothing that raunchy just a few topless ones from the beach, showing off her impressive 38D bust. Nothing I thought would ever come of them, with all the millions of people all over the world no one would even ever recognise her, and anyway for me they were just fantasies, nothing more. That was until one day I received an unexpected knock on the front door.
It was Mark Lewis, my boss from work. Myself, and Mark, had been at school together some 30 years ago, not that we’d had ever been friends, even back then Mark use to bully me something rotten. We’d started work together at 18, and if anything the bullying had got worse. Mark had only been promoted off my back, and now that he was my boss he was determined to make my life a living hell.
Walking straight in without so much as an invite, Mark began to call me all the perverts going, clutching various sheets of paper containing the stories and pictures I’d published over the net, my boss had clearly found out.
“Lucky I decided to have a look through your computer at work” Mark snarled. “I see that you’d like to watch your wife being fucked by another man whilst you’re dressed as a French Maid” he added.
“No, no it’s just a fantasy of mine” I stammered.
Mark was having none of it “You better do as I say boy, if this gets out, you’ll get the sack and Mary will leave you” he bellowed. It was like being back in school all over again Mark was calling the shots, and I was cowering down to him.
“Oh yes sir, I’ll do anything you say, just don’t tell anyone” I gasped.
“That’s better, now take me upstairs, I want to have a good look inside your wife’s undies draw” Mark ordered, knowing that he had me by the balls.
What could I do or say, if Mary found out what I’d been up to she’d go mad, I’d just have to do everything Mark said. Humiliatingly I was forced to stand there as Mark rummaged through Mary’s most intermit things, inspecting every item that he came across.
“Here put these on” Mark announced forcefully, holding my wife’s black corset and matching stockings. How embarrassing could you get, but I had to put them on, or he’d tell Mary.
Feeling more ashamed than I’d ever been in my life, I stripped off, and put on the garments. Strangely this had always been one of my fantasies, to be dominated by an assertive man. With mixed feeling, I was hating what was happening, yet at the same time I was finding the whole experience very exhilarating, more so due to the fact that Mark was my number one enemy.
“Pathetic, you’re not even a real man” scowled Mark, as he looked at my now erect penis, standing to attention its measly 4 inches on full display. “On your knees boy, and get my cock out, I’m going to show you what a real man looks like” he added.
By now I was almost in a trance, virtually on autopilot, I fell to my knees, and carried out his instruction. Fumbling with his belt and zip, I eventually released Mark’s cock. Aghast I could only but stare; he must have been a good 8 inches, and 3 times the girth of my own, with an enormous angry looking bell-end.
“Don’t just knee there gawping, put it in your mouth, and suck it” Mark roared angrily.
I don’t think I’d ever felt so inferior in all of my life, as I meekly bobbed my head back and fro on his manly shaft. What a picture I must have made, dressed in my wife’s sexy undies, sucking off the man I hated most in the whole world. For over 10 minuets I continued to carry out my humiliating task until finally Mark exploded inside my mouth, spewing copious amount of his salty cum into my belly.
“Good girl I’ve finally found something that you’re good at” sighed my boss as he put his cock away, adding, “Now show me your daughters undies draw, I want to see her panties as well”.
If anything this was even more embarrassing that him looking in my wife’s draw, Helen my daughter was only 18, god knows what she’d say if she knew a 42 year old men was inspecting her undies.
“I bet she’s a right slut, is she?” snarled Mark.
“No Sir, she’s a nice girl” I meekly replied.
“I’m going to make her my slut, and her mom Mary, I’m going to fuck the pair of them, you get it” cried Mark.
“Oh please don’t, not my little girl” I sobbed, as I imagined his big cock inside Helen’s tight pussy.
“I’m going to offer your daughter a job as my secretary, I’m going to fuck her, and then when I get the chance I’m going to fuck her mom as well, by the time I’ve finished with the pair their going to be my personal whores, and what’s more your going to help me” laughed Mark.
“From now on I want you dressed in stockings and suspenders each day at work, under your trousers, do you understand” instructed Mark. “You’re going to become my little sissy, sucking my cock whenever I wish”.
Although I’d never admit it to my boss, I felt so excited by his words, the only thing that worried me is I hoped to god my wife and daughter never found out
The following day was probably the only time in over 20 years that I’d actually looked forward to going to work. I couldn’t sleep that night for excitement and got up extra early to put on my stockings and suspenders. As I didn’t have any of my own at the time I borrowed a pair from Mary, the stockings were black and the suspender-belt red with matching panties. My little cock was rock hard under my trousers, straining inside my wife’s silk panties.
At 10-30 I was summoned Mark to go to his office. With butterflies in my stomach I slowly made my way, so many times I’d fantasised about something like this happening to me, and now that it was, I had so many mixed feelings. Within 5 minuets of entering the room and locking the door, I was naked except for my wife’s undies sucking on his big fat cock. Mark was calling me all the sluts going, and promising in a few days time that I wouldn’t be the only member of my family sucking his cock.
True to his word a few days latter my daughter Helen was offered a job by Mark. Frantically I tried to talk her out of it, but Mary thought it was great, a girl of 18 on good money, she told her to go for it.
On Helen’s first day I felt really nervous, she was so young, so innocent, I just hoped he didn’t have his way on the first day. Arriving home Helen seemed really full of herself, she told us both the Mr Lewis had been so kind to her, the only fault he’d found was that he said her skirt was too long.
The following day, Helen put change to that, her skirt was well above her knee, and I could see that she was wearing stockings as well. “Oh god” I sighed to myself; I bet it wouldn’t take long for him to get his way.
All the other men at work couldn’t keep their eyes off Helen, one or two even told me I must be mad letting my daughter work for Mr Lewis, “with his reputation he’ll have her knickers off in no time”, one told me.
As it was it took the lecherous bastard only another 5 days to get his way, I didn’t know at the time that he’d fucked her, it was some 30 minuets latter that he called me into his office to tell me what he’d done. “I’ve sent Helen home early, she’s earned it, by opening her legs” he smugly smiled. “I told you I’d make her my slut, that’s 2 down and 1 to go, you and Helen out of the way only Mary left” he added.
Arriving home from work latter that evening I coyly asked Helen how her day had been. “Pretty good, Mark has been so good to me, he’s told me I’m to get a new assistant tomorrow” was her reply.
“I wonder who he has in mind” I mumbled to myself.
The following morning I was to find out who! The last person I would have thought of ME. Called into his office with my daughter at his side, Mark explained that as Helen was doing so well, he thought it only right that she should be promoted to his personal assistant. “She’ll be requiring a secretary of course; I think you’ll be idea. Of course you’d have to dress in a sexy stockings and suspenders like the others, but I don’t think that will be to much of a problem do you John” announced Mark, much to my daughters amusement.
“Well answer me boy, will that be a problem for you” bellowed Mark.
Looking at the floor in shame I replied “No Sir”
“What!!!!” screamed Helen?
“Show her, go on, take off your trousers, show her what a little sissy her father really is” ordered Mark.
“Oh please Sir” I begged.
“Now” was his reply.
Ashamed beyond words I slowly undid my belt and pulled down my trousers to reveal a blue suspender-belt with matching stockings.
“Oh my god, I don’t understand” gasped Helen.
“Its simple, your father is a perverted little sissy, who likes to wear women’s undies” explained Mark.
Humiliating I was forced to stand there as my boss explained everything that had happened, how he’d discovered my stories on my computer, how he’d come to our home, made me put on my wife’s sexy undies, and made me suck his cock. The only bit he didn’t say anything about was his plan to fuck my daughter and my wife.
“You dirty little sod, you deserve everything you get” screamed Helen, hitting me hard across the face as she spoke. “I’m going to enjoy it having you as my secretary” smirked Helen.
That very next day my humiliating my job began, to my horror I was forced to address my own daughter as “Miss”, and carry out her every command. I couldn’t believe how horrible she was to me; she really seemed to enjoy humiliating me, especially in front of others. “Your such a wimp, I don’t know how I ever looked up to you, your nothing but a worthless piece of shit” she bellowed.
Mark was of course loving every second of my torment; he even had me stand guard whilst he fucked my daughter in his office. The noise they made was incredibly, one thing for sure my daughter loved Mark’s cock every bit as much as I did. On one particular occasion I was called into the room after they’d finished, only to be told clean Mark’s cock. Much to my shame I was forced to go down on my hands and knees and lick clean remnants of his spunk mixed with my daughter’s juices. This in its self was humiliating enough, made 10 times worse by the fact that me daughter was standing over me watching as I carried out the task.
Incredibly Helen even began insisting that she and I wear identical stockings and suspenders each day to work. We even use to put them on together in the bathroom, early each day.
Finally one day I was summoned into Mark’s office, smirking at me suggestively with Helen by his side I knew he had something particularly nasty in store for me, just how nasty I was about to find out.
“I’ve been feeling really guilty lately about deceiving your wife Mary” he grinned. “Me and Helen have been talking about it, and we think its only fair that Mary knows all about you, don’t you think!” he added.
“Yes I don’t like being deceitful from mum, she should know exactly what kind of man she’s been married to all these years”, chirped Helen, smirking every bit as much as Mark was.
“Oh please does she have to know, she’ll go mad when she finds out” I began to sob.
“Yes she does, but I suppose she doesn’t need to know everything” sighed Mark.
“Here’s our plan, you and Mum, and myself and Mark will all arrange to go out for a meal one evening. At the last minuet you pretend to be ill, and us 3 will leave you at home, go for the meal without you. Whilst we’re gone you get dressed up in mom’s lingerie, and we’ll all come back early and catch you playing with yourself on the sofa” announced my Daughter.
“Its going to be mega humiliating for you, but after a while I’m sure with our persuasion Mary will come around” added Mark.
“That way mom need never know what you’ve put on the net about her, it will be really embarrassing all right, but not as bad as it could be, you get our drift”, said Helen
Left with no other choice I agreed to their terms, what else could I do they had me by the balls.
The very evening the plan was put into motion, I was incredibly nervous, what Mary would say god only knew? Watching the 3 of them make their way out of the house was horrendous, knowing that in just a few hours everything would be all out in the open. Wearing the same corset and stockings that I’d worn that first time for Mark, I nervously took my place on the sofa. My little dick was rock hard, but I didn’t dare touch it as I knew I’d cum instantly.
Just under 2 hours went by until I heard the door open and in walked all 3, with Mary at the front.
“Oh my god, what are you doing, you dirty little bastard” she cried hitting me across the head and back as she spoke.
“I can explain”, I stammered.
Alas to no avail as Mary ran upstairs, tears running down her face.
“I’ll go and see if she’s ok” Helen sighed.
“Brilliant that went just as I thought” exclaimed Mark. “I tell you what, I recon you’ve fucked her for the last time, she’s not going to want a sissy like you after this” he excitedly added, before disappearing upstairs to “comport” my wife as he put it.
All alone I sat for 20 minuets until eventually all 3 came down. Again I tried to explain, but my wife just wouldn’t listen to a word.
“I was going to leave you, but Helen and Mark have talked me around. They say that some men like you, need to wear women undies, I can’t understand it myself, but I’m prepared to give you a second chance. Don’t get me wrong your not coming anywhere near me again, but I’ve listed to what Mark and Helen have to say, and I’ve decided that you can continue living here as my sissified male Maid” said Mary.
“Understand that you and mom will only be married in name, and that’s she’s free to see any other man she likes from now on” added Helen.
To be honest I was just grateful that Mary hadn’t just packed her bags and gone, one think was for sure life was never going to be the same again.
That night the sofa became my bed. Mark stayed over; he told Mary that she was in shock, and that he’d keep an eye on her. Putting his arm around her he led her upstairs, saying, “I’ll make sure your find don’t you worry about a thing”.
He took care of her ok! In less than an hour, I began to hear the sound of my bed creaking. He was fucking her, my wife of almost 20 years was being fucked in my own marital bed as I lay downstairs on the cold leather sofa, clad in a corset and stockings.
Normally Mary was so quiet during our lovemaking, but not this time. I’d never know her to be so vocal, as she was clearly to be heard begging Mark to fuck her harder and harder.
The number of times I fantasised over this moment was unbelievable, and here it was finally happening. I just couldn’t help myself; I just had to get my little cock out. 10 seconds that all it took, from first touch, to spewing my messy load all over the place. The thought of my wife being fucked like never before was out of this world.
Suddenly it all went quiet upstairs, I knew what that meant alright, the deed had been done. “Get up here now you sissy wimp”, heard Mark bellow.
Sheepishly I made my way up the stairs and into the bedroom. “Clean her up boy” instructed Mark in his now normal assertive manner.
My number one fantasy was about to become true, without delay I took my place on the bed and began to lap away at Mary’s spunk filled cunt, it was fantastic.
As the following morning was a Saturday, everyone had a lay in. Helen was first down, telling me I only had myself to blame, and that she thought it was great that mum had finally been shagged by a real man.
Mary when she finally came down, did seem to be a little ashamed at first, but quickly regained her self confidence when Mark took her place by her side.
“It’s all your fault, don’t look at me like that” she spat. “I know I shouldn’t have gone with Mark last night, but it felt good being with a proper man” she added.
Rubbing my nose in it, Mark went on to say in front of both women, that from now on he’d be taking good care of both my wife and daughter, and that I should even thank him for doing so!
“Thank you Sir” I mumbled. The words causing a tear to run down my face.
Waiting little time that very afternoon I was provided with my first Maids costume. Helen bought it from our local sex shop; it was made of black silk, and came with a tiny white apron and cap. Standing there with it on for the first time, I couldn’t begin to hide my excitement as my little cock stood proudly to attention for all to see.
“Look at him, look at him, he’s loving it, to think I was married to that” screamed my wife.
Humiliatingly Mark forced me to parade up and down the room wearing the new 4 inch high heels Helen had also bought. What a sight I made, there I was a sissy male Maid in front of my own wife and daughter.
For the rest of that weekend my humiliating ordeal continued at a pace. Mark fucked my wife and daughter a further 4 times each. Thankfully with me only having to perform clean up duties on just my wife, gratefully I was spared that embarrassment.
To be continued.