Wendy's World

Another Visit From 'Uncle' Bob

2012-02-05T07:56:00.000-08:00

"Daddy, I like it when you dress up like Mummy?"

"I like it too Billy. Mummy insists I wear these clothes when uncle Bob comes around."

"Mummy seems to fight a lot with uncle Bob in the bedroom. She cries and shouts a lot. It scares me Daddy."

"Uncle Bob makes your Mummy happy Billy. She insists that we both stay dressed like this because uncle Bob finds it funny."

"I don't think its funny Daddy. We both look very pretty don't we?"

"Yes we do Billy"

Caught

2012-02-05T07:26:00.000-08:00

Mike had been caught cross dressing by his step-father Ted.

It was all very embarrassing, but suddenly Ted walked up to him and kissed him hard on the lips.

Mike struggled - "Ted, stop it, I'm not gay, I just like to look like a woman, I get a buzz out of it."

Ted pushed Mike back on the couch. "You want to look like a woman, then how about looking like a woman having her pussy eaten"

At this Ted lifted Mike's skirt and removed the skimpy panties he was wearing. He then took Mike's whole cock into his mouth at the same time pushing his balls back inside his body where the panties had been holding them. Ted then slowly eased first one, then two fingers into Mikes tight little butt.

Mike closed his eyes as his cock responded to his step-fathers sucking and tongue.

"You want to look like a woman? How about looking like a woman being fucked, how about that?"

Ted tore Mike's dress off and turned him over. Mike's head was swimming, he was too weak to resist - he didn't want to resist, but he knew he wasn't gay.

Then he could feel Ted's cock stroking his hole and then finally eased in. All the way in. Mike gasped with pain, guilt, but mainly absolute pleasure. His own cock was rock hard and it bounced around as he was fucked like some rag doll utterly powerless to escape.

Mike was on the verge of cumming, he pulled Ted closer with his heels still wearing his mother's best stilettos.

Suddenly Ted jerked and with an almighty spasm, which seemed to send a pulse through all of Mike's own body, orgasmed and let out a groan. This triggered Mike to explode from his own untouched cock; cum soaking the couch and his stockings.

"Now go upstairs and get cleaned up Mike, we'll need to do something about that couch before your mother gets home"

A Night Out

2012-01-29T08:45:00.000-08:00

Richard had taken some persuading from his wife that they should go as the ugly sisters to the fancy dress party.

"I'll do your makeup Hon." His wife insisted, and I have got these clothes for you. "Just make sure you shave your legs when you have a bath."

"We're the ugly sisters, a bit of leg hair ..."

"No! Shave your legs and that's final."

"OK, ok."

His wife then did his make-up, there was no mirror, so he was getting really curious.

"Do I look real hideous Sweetie? Grrr."

"I wouldn't say too hideous Hon. You're turning out kinda cute."

"Let me see"

"Not yet. I want it to be a surprise. Put this blindfold on so it won't spoilt the first impression".

Richard felt his wife put him into what he imagined to be a corset, pulling his stomach in very tight.

"There - you have a good figure now dear. Just some nylons. Every ugly sister wears nylons."

"OK, put this robe on, and when I take the blindfold off, turn around."

....

"Oh my God. what have you done. I look fabulous."

"Not bad eh Hon? Let me get into my outfit. We're actually going as a couple of Victoria Secret models. We won't be staying late, I want you to fuck me just as you are. This whole dressing up thing has made me as hot as hell."

"But honey, you're a woman, you can't find me attractive."

"I've had these lesbian yearning for years Hon. This is the best of both worlds. Now put those heels on and prepare to fend off the guys - you're all mine tonight."

70's Porno Mag

2011-12-20T07:41:00.000-08:00

Two All

2011-12-20T06:08:00.000-08:00

"Put these on."

"They're tights - what the fuck..."

"Put then on, quick, this is loaded and I'll use it if I need to."

"OK, OK"

Tim was forced at gun-point in the soccer team room to put ballet tights on.

"Now these."

A pair of pointe shoes.

"Loop the ribbons over the front of your foot then round and round your ankle. Make a neat little knot and tuck it under the ribbons. That's it. Now the other one."

Last this. A tutu.

"What the fuck is going on?"

"Just put on the tutu. That's it. Now follow me."

The room next door was set out like a photographer's studio.

"Now I want you to stand over there with the ball and look at the camera."

"You're going to take my photo in this - but why?"

"JUST DO IT! - and smile"

The photo was taken. The gunman backed towards the door then ran out with the camera in his hand.

At this moment the rest of the team entered.

"Gotcha this time Jack."

"What's going on?"

"We had that photo taken and it'll be all over the newspapers tomorrow. That way you have to join us in the charity soccer players ballet. Its be great fun. We knew you wouldn't do it, but you're going to have to be the prima now."

Kidnapped

2011-12-20T05:40:00.000-08:00

The kidnap was not going to plan.

The idea was simple, kidnap a millionaire's teenage son and demand a ransom. After threatening harm, no ransom payment was forthcoming, so they tried something different.

"PAY - $10,000,000 OR WE WILL GIVE YOUR SON BREASTS".

The response was to go ahead, surgery would always sort it out afterwards.

Not wishing to be seen to cave in, they had the operation carried out and sent a photograph of the 17 year old with a fine pair of tits.

"PAY US - $10m OR we'll start female hormone treatment".

The response was once more negative. The hormones would only be temporary.

They started the kid on massive hormone injections and within days he was looking more female than male.

The kid was completely unaware of what was happening, he was in and out of consciousness as drugs were administered.

"We want $10m or you get a daughter."

No response was heard from the father, who very shortly received a gruesome package containing two testicles.

"What do we do now. Look at this kid tied up there. We've made him into a gorgeous chick and still no ransom payment. Take a picture of her; I have an idea."

"Meet you new daughter - sorry about your son. We want $10m or we'll start fucking her."

They received a letter in response.

"Dont do that. Ive always wanted a daughter, I have an older son who will run the business, but I wanted a daughter. Please don't hurt her, send her home. You can have the money, just don't harm her."

The only thing left was to break it to the kid that he was a girl now.

Side Effects

2011-12-20T05:18:00.000-08:00

In order for the transformation to be maintained, new girls need to have a regular rush of hormones. The only practical way of doing this is to induce an orgasm when the chemical balance becomes low. The obvious consequence is that the vibrator that must be worn at all times kicks in at the most inconvenient moment.

Here we see Brian who had found an excellent position as a PA in a kids' clothing manufacturer just about to take coffee into the boardroom. She's late already and they are getting impatient. She's going to have to walk into the room carrying a tray with a massive orgasm building up inside her. She dashes in, hoping to get in and out before the moment arrives; but the extra movement makes her cum as she steps through the door. She stifles a moan and her knees buckle. A kind young vice-principal catches her and the tray. He then supports her walking her out of the room and to her desk.

"You OK Ma'am?"

"Yes - I'm fine, please go back." Brian forced these words out as the multiple orgasm was shooting through his body. She rushed to the washroom just as a find huge orgasm gushed over her. That topped the hormone level for a few more hours.

Borrowed

2011-12-19T01:39:00.000-08:00

"Hi Sally, where's Rick?"

"I am Rick, Sally and I used Daddy's machine to switch for the day. Sally wanted me to sit her college interview for her."

"You're old man's machine is really cool Rick, can I have a go soon?"

"It's experimental at the moment Ted. It only works with the family's DNA. Daddy is working hard trying to make it work for everyone, but it's difficult."

"So have you told Sally I'd like to take her on a date yet Rick?"

"She's not interested Ted."

"Not interested, look I'm crazy about her - she's so hot."

"You're not her type Ted, that's the end of it."

"Am I your type Rick?"

"What do you mean - I'm a guy, no you are not my type."

"Ah - come on Rick, haven't you wondered what it's like to get screwed as a girl?"

"Stop it Ted, you're hurting me, don't touch me there, no!"

"You know you want to Sally."

"I'm not Sally, now Ted, will you please .... mmmmm."

At this point, Ted's finger had slid without resistance deep into Rick's pussy.

"Ted, look, be careful, this isn't my body, have to give it back in an hour or so."

"Turn around Sally, I'm going to show you what it's like to be fucked good and hard."

"Not too hard Ted, she mustn't know. Mmmm, that's incredible. Harder, I want all of you deep inside me, that's it fuck me, mmmm."

"You're a little slut Rick."

"You have no idea how good this is. Fuck, make me cum Ted, please make me cum."

Strong Willed

2011-12-19T01:20:00.000-08:00

Joe was lost in his own world. He had 'borrowed' some lingerie from his mother's closet and was now dreaming feminine thoughts and slowly bringing himself to a climax on sexual pleasure and feminine softness. Joe had never been with a woman, but knew exactly how he and she would feel during sex.

He had done this before of course, but this was different. He was at a new level of intensity, his whole body and mind ached to be female, every cell in his body begged for transformation.

It happened slowly at first, he felt a wonderful tingling on his nipples and felt his chest grow. He held his new breasts in his hand and loved them. He saw his cock first shrink to nothing, then pussy lips form. He felt his hips and butt become fuller and his wait become slimmer. His hair grew to his shoulders and his neck became narrower.

Finally the change was complete. It had taken only 2 minutes, but here he was, the girl he always wanted to be, still wearing his Mom's lingerie.

"Mom!" he gasped in a beautiful sexy voice, "How am I going to explain this?"

It didn't really matter, Jo was now who she wanted to be, and her mother always wanted a daughter.

Made into a Transvestite

2011-12-16T09:14:00.000-08:00

Mike was still locked in the attic. He had misbehaved once too often for his parents, and this time, he called his sister a whore, he was forced into the attic and dressed in sexy underwear and a short skirt.

After the initial shock and horror of being forced to be dressed like this and left alone, he next realized just how damn sexy he looked and felt. He was very hard and started to play with himself.

At that moment his mother open the door. Mike hurriedly turned away to hide his rock hard dick, but his mother had seen him.

"Sit down Mike"

Mike, carefully sat down to avoid showing his throbbing cock.

"You really like this don't you Mike. I think you're the whore not your sister. Once you've enjoyed dressing as a girl, you will always be a transvestite. That's your punishment for being rude to your sister. You will forever long to be wearing stockings. Your feet won't be comfortable unless they are in heels. You will want always to be pretty. Now finish jerking off and come down to join us to dinner."

Escape Possible

2011-12-16T08:18:00.000-08:00

Jack was a relieved guy.

He had been locked in these shoes and corset for 3 hours frantically searching the house for the key. The mistress whose advertisement he has answered had dressed him and made him up beautifully, but had then locked him in the clothes and threatened not to release him until he had spent 6 months as her slave. All he had to do now was unlock these things and he will be free ... although, he did like the hair and make-up, so he'll just slip a dress on and escape. But then again, he only had a frilly maids dress which he couldn't wear in the street ... and he didn't really want to take off these lovely stockings.

All things considered, Jack put the key back, slipped his maids dress back on and went about his duties.

Mrs Wolford's College (No. 2)

2011-12-16T07:56:00.000-08:00

On the large campus of Mrs Wolford's college, the long distances between buildings were not practically walked in the heels girls were expected to wear. Instead, they got about in specially designed buggies. A large dildo was inserted into the helplessly bound girl, and they accelerated by clenching it harder and braking by letting the pressure off. Stopping was always tricky at first, but girls soon learnt the technique.

Instant Sex Appeal

2011-12-11T07:13:00.000-08:00

Tod had quickly copied a spell to make a person more attractive which he had found in an ancient library on a study trip to Europe. When he got home he settled down in his den and chanted the spell. Nothing seemed to happen at first, but then his clothes changed to the clothes of a girl.

"That's a fat lot of good" he said, but in a very feminine voice.

He grabbed his chest and he had a glorious pair of tits. He made a grab for his cock, only to feel is wither away.

"Shit, I'm a girl!", he cried out. He had no spell to reverse the process, why would he copy a spell to make him less attractive.

His new tits and pussy started to tingle, he reached to touch himself and instantly orgasmed.

"Oh my God, that was amazing.", the tingling returned, the same thin happened.

"Fuck, I'm some sort of nymphomaniac. What am I going to do".

There was nothing to do. He was stuck as a sex crazed girl.

Mrs Wolford's College (No. 1)

2011-12-11T07:03:00.000-08:00

Entry into Mrs Wolford's college for sissy boys was very difficult and competitive. Only the most willing and subservient girls were considered and a number of trials were set for candidates.

Here is future collegiate Rick curtseying to travellers arriving at the airport. He spent 12 hours, earned $200 in tips as well as 5 telephone numbers.

At his Aunt's (continued)

2011-12-04T07:42:00.000-08:00

"Ricky dear, you're back from you operation. Let me see you new pussy?"

"Mmm very nice."

"It's a little tender at the moment Aunty, when I touch it, it twitches and makes my new titties, tingle."

"That's normal Ricky, now stand up and let me see those new titties of yours."

"They're very nice Ricky. Take off your skirt and lie on the bed, I need to show you something.

"OK, now pull your panties to one side and play with your pussy. It should get nice and wet very quickly."

"Oh Auntie, it is getting wet. My nipples have gone all pointy too. It feels lovely Auntie."

"Now I have a special surprise present. This is something every girl carries around with her, it's called a vibrator. Once you have made your pussy nice and wet you can turn this on and slide it inside. You will like it, I promise."

"Thank you Aunty, it's a very strange thing to do but I'll try it out if you say so."

"Oh my goodness Aunty, it tickles and makes me feel ... feel ... hmmmmppppff, fucking hell, this is incredible, jeeeeeeesus, arrrrrrrrrggggggghhhhhhh!!!!!! what the fuck's happening."

"That's your first orgasm Rikki. You're a woman now, and I think you're going to be quite a little slut. You like nylon stockings, high heels and fucking - you're going to drive the guys nuts.

Initiation

2011-12-04T07:26:00.000-08:00

Brian held the throbbing vibrator up his butt as the head of the lodge posed with him for the camera.

"Is this really necessary to join the freemasons sir?"

"Certainly my boy, that's why we don't accept women. We let the public think we use aprons as our regalia; but actually, we prefer stockings and french maid uniforms these days. We have photographs of the greatest men in America posed just like you are now - it's a way of ensuring absolute allegiance to the lodge and the organization. I have to say, you pull off the look very well, you will be very popular at the members only dances."

Married Life

2011-11-30T08:12:00.001-08:00

Tom and his new wife Jean checked into the honeymoon suite.

When they were alone, Jean kissed Tom and said,

"Tom, you get dress as Tina. I'm going to show you the best sex you've ever seen."

"OK honey, it's really great you accept my cross dressing, but we don't have to do this on our wedding night."

"Tommy dear, I want to start as we mean to go on. Now it is very important, so I want you to make yourself very, very pretty. Put on that skimpy little orange dress and some really high heels. Now go on and only come back when you are Tina."

"OK honey, I'll be about an hour."

An hour later Tina came our of the bathroom and heard voices. He peered around the corner and saw Jean.

"Are here she is at last. Tina honey, this is Rick. He's got a cock like a horse and fucks like a machine. Sit over there and watch."

"But I thought we were going to have sex, you're my wife dammit and this is our wedding night."

"I said I would show you the best sex you've seen ... humph, arrgh - fuck that's good, don't stop Rick. Now Rick here is bi, and after I'm finished, we'll see to you."

"Honey, I'm not gay, I just like to dress as a woman now and again."

"Holy shit that's good Rick, don't stop please. Look Tina, I'm concentrating right now. Faster Rick, that's it keep going like that, oh god that's good."

"MmmNnnnnAhh!!!! Ok, Ok, Rick, easy, don't cum just yet. That's me done. My sissy husband over there will finish you off with his mouth. Won't you honey. Remember, Tina is our little secret and we wouldn't like you boss or family to know about her would we? Now get on you knees and suck Rick's cock you little slut."

The Other Side of the Fence

2011-11-10T12:33:00.000-08:00

"Can't we just stay here and make love honey?"

"No, we dressed you up in garter belt, seamed nylons and heels for a purpose, you have to experience being a sex object to appreciate what us girls have to go through when we wear those types of clothes."

"But, I can't stand up, I'm rather ... excited shall we say."

"Come here, I'll get rid of that in a few moments, roll over."

After Jerking Gerry off, and it didn't take long, Cindy wiped him clean and pulled up a try tight pair of panties to keep him well tucked away.

"That better honey, now let's get you dressed."

"I've really changed my mind now hon, lets watch some TV."

"Gerry! Unless you get into that dress and put that coat on you will not be having sex for the next year you hear me?"

Reluctantly, Gerry prepared to go out to the club with his wife.

"Now prepare to be hit on, for your ass to be pinched and your tits to be grabbed, and see what wearing the skimpy clothes you want me to wear is like."

Hypnosis CD

2011-11-08T13:34:00.000-08:00

Jack tried to resist with all his strength but the hypnosis was too strong.

"Now you have washed the hair remover off, rub over this moisturising cream."

It was actually a cream containing massive amounts of female hormones and a sexual stimulant.

"Now put on the silk underwear on the bed, and make sure you don't catch the stockings."

Jack was really panicking now, he tried to stop himself but he had to follow the instructions on the tape. He was now wearing the silk underwear.

"Now finish your make-up and put on the wig on the dresser"

He saw his familiar face disappear and the face of a sexy woman replace it. The hormones and stimulant were kicking in now, he wanted to resist, but he was powerless and very turned on.

"Now put on the gloves and the evening dress and heels."

Evening Dress!! The voice was making him go out like this, he couldn't, he'd be seen.

He was now in full evening dress.

"Now, call a cab and take a trip to Singles on 7th and 11th"

Oh no!

"Hello, is that Yellow Cabs, yes, this is Jaqueline Smith, could you pick me up in 5 minutes"

"Certainly miss."

What, he had called a cab - and his voice was so feminine.

"Now go down and wait for the cab. You are attracted to men. You want to get laid. You must bring a man back here, but don't let him know you are a man yourself. You must suck his cock, but must not let him fuck you or discover your secret."

Oh no! Why this! I only wanted to give up smoking. It must be the wrong self help CD.

Ted closed the door of his apartment and got into the cab.

"You're looking knockout miss, you meeting anyone special?"

"I hope so."

A New Recruit

2011-11-06T08:33:00.000-08:00

Richard couldn't believe it.

This was the first time he'd ever done this, his folks were out and he just decided to try cross dressing. He shaved his legs and put just a little make-up on. He then started to try some of his mothers clothes on. He pushed his cock between his legs to make him look more feminine. Then he looked in the mirror.

He just stared at himself. It was like having a pretty woman do whatever he wanted, and his legs felt so soft and smooth. All he wanted now was to show the world what he looked like and tell the world how wonderful being a transvestite really is.

Mother Knows Best

2011-11-06T08:16:00.000-08:00

"Are you sure this is right Ma?"

"Yes Paulie dear, this is how we hid our lumps and bumps before they invented dieting. Of course you have a bump that us girls don't, but the same principal will apply."

"There we go. No lumps there now."

"Thanks Ma, what would I do without you?"

"Probably mince about like some hooker with a bulge in her pants I suspect. "

"You're very understanding Ma, doesn't it shock you that I'm a transvestite?"

"Not really dear, your Daddy was too. All I insist upon is that you dress and act like a lady. Now keep those knees tight together when you're wearing stockings."

"Thanks Ma."

Careful What Lingerie You Buy for Your Wife

2011-11-06T07:36:00.000-08:00

Jim Supported himself against the bathtub. His wife had drugged him and transformed him into a beautiful woman; but he didn't know yet. All he knew was that he could only just breathe, couldn't bend and his dick and balls were so restricted he had almost lost feeling in them.

"Jim wake up."

"What's happening to me." "I can hardly breathe."

"Don't worry honey, you'll get used to it. I've dressed you in that corset you bought me. I thought you'd like to know what it feels like to wear."

"You won't be able to remove it honey. The knot is very tight. You'll also not be able to bend to take off the lovely shoes I've buckled on you're lovely silky legs. The stockings are holdups, and I've used a little super-glue to make sure they do just that."

"Now, if you can stand to spend a week as a sexy girl, I might just decide you have earned the right to fuck me, and I may even slip into a corset myself if you have been a really good girl. Until then, you are Jane an old friend of mine from college."

Reluctant Model

2011-10-29T03:08:00.000-07:00

Rick's wife was a glamour photographer and she had found him wearing some of the lingerie that she used for her models. To teach him a lesson she blackmailed him into being completely made-up and dressed.

"OK Now drop the dress on the floor Rick."

"Look, this has gone far enough honey."

"Oh there's a long way to go still Ricky dear. You like wearing my model's sexy hose, the you jolly well wear them properly. Now I'm going to get a photo-shoot out of you for the magazine. Nothing sordid, just some pin-up work. It'll be our secret. Now start posing or what I already have in the camera will be e-mailed to everyone I can think of."

"Now we both know this is a turn on for you, so lets do it. Just make sure your cock stays well tucked back."

New Light on a Family Friend

2011-10-29T02:58:00.000-07:00

Lady's Maid

2011-10-29T02:37:00.000-07:00

"That'll be Ted at the door. Now Ricky darling, be a good little hubby and give this corset one last pull, I want to look good for Ted."

"You must watch us fuck again, but do not play with yourself, it was so embarrassing last week when you spurted over Ted and me."

"He didn't find out darling mistress, I managed to lick it off you both without Mr Teddy noticing."

"I'm not taking the risk. Now tie off those laces and pass me a robe."

A Change of Scenery

2011-10-22T03:01:00.000-07:00

"Are you sure you don't mind Tim? I'm pretty sure that guy at the bar will fuck me right now, but are you cool with that?"

"That was the deal honey, you cross-dress me as a tarty blond and we go and you fuck a stranger while I watch."

"Let me have another sip of wine, I'm so nervous Tim, this is such a turn on."

"I'll go and fetch him, you stay here honey."

"Excuse me sir, my friend is out the back and really likes you, she want's you to fuck her on the premises."

"I'd fuck you too lady, where's your friend?"

"She's through there. I just want to watch."

Soon the guy was banging Tim's wife while Tim walked around the pair of them as this guy's enormous cock stretched his wife's pussy like he never had. His wife gasped for breath as she was hit by her first orgasm.

The guy pulled out and turned his wife to face him and lifted her up. She wrapped her legs around him as sank onto his cock. Her whole weight impaling her on this stud and squeezing her clit like never before. She gasp again. She was utterly powerless, this guy could do whatever he like and all she could do was keep cumming.

Tim turned his back on them to expose his raging hard-on. He started rubbing himself as his wife was being fucked like a rag doll behind him. He never expected anything like this. He was so turned up and jerked his own cum against the wall just as the stud unloaded deep inside his wife.

He got his cock away just in time for the guy to lay his wife down.

"She'll be OK in a few minutes", he said, "Nice fuck baby, when you're next in we'll do it again." He put his pants on and walked out.

"Fucking hell, I've never been screwed like that before Tim. Take me home and make love to me gently Timmy. This hard screwing is very exciting, but is too exhausting and hurts. I want you to hold me gently. Oh, and lets stay dressed like this."

Home at Last

2011-10-22T02:07:00.000-07:00

Jon's wife was divorcing him. She had found another man and wanted to start a new life with him, these things happen all the time. She also wanted a large settlement and was prepared to do anything to get it.

What was unusual was that she intended to blackmail Jon to settle for 80% of their estate. Jon was annoyed about this because it was her who had cheated and her who had a new life waiting for her, but she had some photographs of him wearing her underwear which he thought he kept in a private account on the computer.

Jon had a plan, he invited his friends and family around to dinner one evening. After serving them all a wonderful meal and expensive wine he rung his glass and stood up.

"My Friends and family. As you all know, Jane and I are getting a divorce. Jane has found a man she loves and I want her to be happy. I'll find another girl soon enough; but now I want to tell you all something. I have kept a secret since I was a small boy, and I don't want to keep it any more. I'm a transvestite, I like to cross-dress."

"Is that all Jon, I thought you had murdered somebody." Everybody laughed.

"Well come on Jon, we want to see."

"But it'll take an hour to get ready properly."

"That's OK, there's plenty of this lovely wine left. You scoot upstairs, slip into something comfortable and come down and show us the hidden side of you."

So Jon went upstair and decided to make a supreme effort. He did everything just right. Well over an hour later he slid the doors open and walked to his friends who had stopped talking and just looked at him with open mouths. There was a wolf whistle which broke the silence and then one person then everyone started clapping.

"Jon, you look fabulous, sit down and have a glass of this wine before it's gone."

Jane's blackmail plan was a flop, she ended up with nothing when Jon threatened to report her blackmailing to the cops. "After all, cross-dressing isn't illegal and blackmail is."

Jon is now living a perfect life. He can dress as a man or woman as he feels. Jon has started dating one of his friends, Pat, whose husbands had recently left her. She was at the party and was cool about his cross-dressing and was happy to go out with him as either boy or girl.

"So, what would have happened if 'd come down looking like a bloke in fishnets that night?" Jon asked Pat as they sat watching the fire one evening.

"I don't know Jon, we all knew you too well and I don't think that was ever going to be the case."

Coming Out

2011-10-22T01:59:00.000-07:00

"Ah - Mum ... Why am I in your room, why am I wearing your clothes, why am I wearing a wig and make-up. All very good questions and for the moment I don't have a very good answer ... except ... hell Ma, I like it, I like looking like a girl, I like the feel of silky underwear ... there, I've said it, I'm a transvestite Ma."

"Well you could have said Dear, it's OK, you look really nice, but now you are open about it I can help. We can choose you some nice clothes and I'll show you some make-up tips. I've always wanted a daughter and this is like having a son and daughter all in one. We'd better not tell your father though, he wouldn't understand. It'll be our secret."

Eves Dropping

2011-10-21T09:01:00.000-07:00

Tom was stuck in the kitchen in his wife's underwear. His wife and her boss had turned up unexpectedly and were now making out on the sofa in the next room.

All Tom could do was listen to his wife scream with delight as she was pounded and wait until they finished and left.

The Dangers of a Camera Phone

2011-10-16T08:44:00.000-07:00

"Hi, Richard speaking."

"Richard honey, it's Judy, remember I'm going to be home a little later today because I'm going to the hair salon. We'll go out to eat."

"By the way you look stunning honey, no need to get changed before I get back, I'd love to see the whole thing. Ciao!"

Richard suddenly realized that the forward looking camera on his phone was switched on.

Unexpected Pleasure

2011-10-16T08:25:00.000-07:00

Jim had been caught dressed up by his step-father, and now he was having to pay the price of his silence. He knew he was straight and found this disgusting, but was now getting very aroused. The thought that his step-father, also a straight guy found him sexy enough to want oral sex, the clicking of his heels as he struggled for balance, the brushing of his nylon covered legs as the rubbed against each other. He was so turned on and so confused.

Double-Cross Cuckold

2011-10-16T08:08:00.000-07:00

The deal was that Mike could watch his wife getting nailed if he pretended to be a sexy girl so as not to put off her new stud of a boyfriend. This, was not a part of the deal. Mike was helpless to resist as he was pulled to the floor and the guy's cock still wet and sticky with his wife's juices slid effortlessly up his ass. He gasped in pain and shock. He begged the guy to stop but he carried on pounding him with his wife sitting playing with her clit smiling at him.

Dancing Lessons

2011-10-14T01:20:00.000-07:00

When the boys were asked if they would go to dancing lessons with them, they were expecting line-dancing or at worst ballroom. They were pretty shocked when they found out, but soon go into it. It was a tremendous success, they were fitter, and were as they and their wives were horny as hell after a show; and they now they perform all over the state. Meet, Tina, her husband Bob, Annie and husband Dick, Jack and his wife Molly and their friend Jess. Jess felt a little left out at first, but the couples all let her join in and there was no jealousy.

A Change of Jobs

2011-10-14T00:56:00.000-07:00

Ted was loving this. His wife and her two sisters had persuaded him to dress as a girl. He put up a token resistance, but in reality he couldn't believe his luck. They then decided to all go out for a picnic.

Ted was quite good on heels because he had been wearing them for years, but he made a point of stumbling now and again to pursued the ladies he wasn't an expert.

"Right get him girls!", his wife suddenly cried as she grabbed his arm. Her sister lifted up his skirt and grabbed an ankle putting Ted off of his balance.

"Take the picture now!", there was a flash and the girls all cheered.

"OK Ted, we all know you like to wear stockings, and look pretty, so here's the deal. My sisters and I want to go to work to earn real money, so we want you to give up your job and become our maid. You'll still get to fuck me, but I'll be the bread-winner and you will be the home maker. We'll keep you in a good supply of stockings, we've bought a set of corsets and uniforms already that we think you will like. You might not like the fact they lock on so they can't be removed or the fact that you'll also have to wear a chastity device - that's so you don't spend all day jerking off when you should be working. Oh and didn't I mention that you don't really have much choice, this photo will be sent around to all of your friends and family if you decide not to. So wadda ya say? It'll be fun."

A Special School

2011-10-13T08:24:00.000-07:00

"Well, welcome to the Sissy Academy Master Smith. My name is Deputy Headmistress Andrew Brown, although I prefer Andrea. As you know, this is a special boarding school that turns young men who like wearing their Mummy's stockings into young women ... who still like to wear stockings."

"We have a 5 year programme, running courses from fashion, make-up, voice training, deportment and etiquette to giving men the most exquisite pleasure. You will be taking a full course of hormones and there will be a number of operations that will mark your progress through the school."

"Since girls in the first 3 years still have certain male hem hem 'assets', you will be expected to help the senior girls in some of their studies - I'm sure you will not find this too unpleasant."

The New School Uniform

2011-10-13T07:49:00.000-07:00

"Mummy, can I wear this today please? Pleeeease Mummy, pleeeease?"

"Joe! What on earth are you dressed like that for?"

"Mummy, I think these clothes are much nicer than my usual school uniform. Can I wear this Mummy please?"

"Joe, no. They are girls clothes."

"But Mummy, I thought we have to be treated the same. The girls at school can wear pants, I want to wear silky clothes, heels and a skirt. It wouldn't be fair if I couldn't."

"It isn't what men do Joe. It isn't manly."

"I don't what to be manly Mummy, I love these clothes, I love the way the feel, I love the way I look. Mummy, I have to wear these - they make me look and feel what I am."

"Before we go to school Joe, I want you to talk with my therapist, if he thinks it's OK you can start wearing these things to school."

The Divorce

2011-10-13T07:36:00.000-07:00

Ron gasped as his Facebook page loaded. There was a picture of him last time he was dressed up. He hadn't taken any photos. His wife must have used the security cameras.

He read the caption.

"I love to wear by wife's clothes and get made-up like a pretty woman."

Most of the comments seemed favourable, even his boss had liked the post. But the final post was from his wife giving him the phone number of her divorce attorney.

The Trial

2011-10-13T07:24:00.000-07:00

"Yes dear, they are rivets in the shoes - they're not coming off any time soon, so you had better look after those pantyhose otherwise you'll be walking around like some kind of slut. The wig is glued on, so are the false titties and fingernails. Oh - and the makeup is permanent, so will last about 3 weeks even if you scrub hard every day."

"Why? Isn't it obvious why? You've been wearing and snagging my pantyhose and stockings since you were a small boy, and now you're wearing my shoes and dresses. Frankly, I'm getting a big annoyed. It either has to stop or we get you a sex change - you get to try out as a girl for the next 3 weeks."

"Of course your friends will find it funny - but you're actually pretty hot, so it won't take them long to accept you. Now get your coat on, stop complaining and get to school."

New Role

2011-10-13T07:18:00.000-07:00

James's role was now to stimulate his wife's tits while she was fucked by her latest boyfriend. He hated being a cuckold husband, and he was so humiliated having to pretend to be a maid waiting on her, but he loved to see her orgasm over and over and this made it worth while.

Intolerant Parents

2011-10-12T05:27:00.000-07:00

Rick was distraught, his parent's flight was cancelled and they can home to find him all dressed and made-up. His father had called his a faggot and his mother called him a little pervert. They told him it was about time he found a flat and to leave.

Advanced Training.

2011-10-09T09:11:00.000-07:00

"Mummy, I don't want to, it's very big and I'm such a delicate little girl."

"Jimmy dear, it's a mystery of life that big rough boys like little gentle girls, and delicate little girls like you find big tough men attractive. They are so strong and take good care of us."

"Will he hurt me Mummy?"

"No dear, it'll be wonderful, now do what we have been practicing and everything will be just fine."

Tables Turned

2011-10-09T08:16:00.000-07:00

The night which started out as some kinky fun with his wife had quickly got out of control. They thought it would be fun to dress up real tarty and go to a bar.

Nick's wife had instantly been hit on by a guy and she started flirting. She then left with the guy and whispered to Nick - "Get a lift home, but not to soon hun."

He was left in the bar on his own with a skirt not long enough to cover his stocking tops. He had no idea how to get out of this one, and hell, his wife was going back to their place to get nailed by a stranger. He had an idea.

"Any one of you boys want to join me and my friend in a foursome?"

He picked a guy in the line that had formed and gave him the address.

Revenge Gone Wrong

2011-10-03T08:30:00.000-07:00

Peter woke up, he had been drugged, and now it dawned on him that he was completely trapped. His male clothes had gone, his heels were padlocked on, he was sewn into the little black dress he liked to see his wife wear so much.

There was a note on the side from his wife:

"You so much as snag one of those stockings, or brake a nail and you will spend you whole life like this. I want you to see what it's like to try to look pretty every day. If you learn to appreciate me then I might just give you your manhood back."

The trouble was - he was pretty tuned on by the whole thing and wasn't sure he wanted to have his manhood back.

After all, his ankles were as pretty as his wife's. In fact, his legs were probably better.

The Guard Helps Out

2011-10-02T07:57:00.000-07:00

Ted was travelling in a railcar when an incredible guy walked in.

"Is the carriage taken Miss?"

"No, please."

He wasted no time, after a few pleasantries he began to pet with Ted. His hand was creeping up his stockinged thigh, and suddenly Ted's cock and balls were in his hand.

"What have we here, I like a girl with balls."

They had just started to have sex when the guard entered on hearing Ted's screams.

"Be brave Miss, I have your hand it'll be fine, he's half way in already. Once you have had this man you will be able to take any. Push Sir, she wants you Sir."

"It's no good guard, I'm full already. Arrrrrgghhh!! I'm cumming now, Mmmphh and again, oh God, it hurts and it's wonderful."

"He's all the way in now Miss, he'll start to pound you next."

"Mmmmphh, oh God, I've cum again my cock is so hard, don't let him stop guard."

"FuUuUuUuUuUck - it's like being rammed by a machine. Arrgghh I've cum again."

"Don't worry about the carpet Miss, I'll clean that up later."

Changing positions Ted looked at the guard.

"I think we can manage now guard."

He eased himself back onto the enormous stud without so much as a whimper.

Training

2011-10-02T07:09:00.000-07:00

A year on, Michelle has had her operation. She is still living with her mother and aunt Susan.

Michelle had not yet found herself attracted to men, she still preferred the company of women, and this was concerning her mother.

They decided on a course of orgasm therapy. They inserted a remote controlled vibrator into Michelle's pussy and then fitted her with a locked chastity device that prevented the vibrator from being removed.

They then started to give her a series of photographs. The pictures of women left the vibrator off, pictures of hunky guys activated the vibrator, and the harder she stared at the photographs, the faster the vibrator was turned up.

After 4 weeks of intense training, they took her out and as she looked at men the vibrator was switched on. If she flirted, it went faster, and if she allowed herself to be touched by a man she was given a jolt at maximum speed.

The training was complete. That evening, her mother caught her staring at a photo of a hunky English rugby player with her vibrator on maximum. She was a little embarrassed to be caught, but his mother praised her for being a good little girl.

Stuck for a While.

2011-10-02T05:17:00.000-07:00

"That was fun sweetie, we'll have to play this game again some time. Can you loosen this corset now, and I can't seem to find the zipper on these boots."

"I haven't been completely honest with you honey, the boots weld themselves to the wearer, they are very comfortable, but you will have to wear them for the next week or so. The same with the corset."

"I can't stay in for a week or two! Get these things off of me."

"They won't come off honey, look, lets make the most of it. We can hang out as a couple of girls for the next week."

"But I look like the dominatrix from hell!"

"We'll put a long skirt on you, or a pair of jeans and nobody will know. And besides, you really turn me on dressed like that. It shows off you lovely buns beautifully."

"I am kinda hot. So you find me attractive dressed like this?"

"I do actually, I have a lesbian thing for a while at college and never completely grown out of it."

An Inconvenience

2011-10-02T04:51:00.000-07:00

"Mummy, it's got hard again, how can I stop it Mummy, I want to be a girl like you and auntie Susan. It's since you showed me how to wear these lovely nylons and heels that it keeps happening. I can't wear these pretty skirts outside because it's always getting hard."

"Don't worry dear it's quite natural. Auntie Susan will kiss it in her special way to make it go away."

"I like it when Auntie Susan does that Mummy. Will she do that after I've had it taken away?"

"No dear, when you come out of hospital you won't have this problem any longer; but uncle Jim will then be able to show you how he makes auntie Susan happy. You will like that very much."

"I'm looking forward to that Mummy."

Going Into Business

2011-10-02T04:33:00.000-07:00

Michael woke with a start. The last thing he recalled was his wife saying she wanted to leave him for another guy. It was then the lights went out.

"Michael Darling, or as I will now call you Michelle. Ted and I have made some changes. Oh where are my manners, this is Ted, he's been screwing me now for over a year and we are to be married. Aren't you happy for us? Yes, of course I'm free to marry him. But of course, you haven't heard - you are dead I'm afraid, a car accident, you were horribly burned - I couldn't even identify the body, I was so upset. As I was saying, I've made some changes. You now have a cute little pussy and some rather spectacular titties, you look very pretty. I've been pumping you full of female hormones too, you should be the horniest little tart of the planet right now; but I've tied you up so you can't play with yourself. You'll be begging me to let guys fuck you, and that, as it happens, is my money-making plan. I am going into the whore-house business darling, very classy, very discrete and you will be my first girl. If everything goes well Ted and I will be very rich indeed."

The Start of the Change

2011-10-01T12:44:00.000-07:00

"Sally dear, you look so sweet. I want you to learn to enjoy dressing like this."

"I like doing things that make you happy mummy, but I feel a little silly."

"Do you like the stockings Sally, they are so smooth. Don't you like them on your legs now we have waxed them?"

"The waxing hurt Mummy, but the stockings sure feel soft and smooth on my legs, I guess it was worth it."

"Now you're getting older you've probably notice the boys are getting bigger and hairier."

"I have Mummy, and they call me names because I'm not. Mummy, I don't want to be a big man, they are so ugly fight a lot."

"Don't worry Sally, I have been giving you girl hormones."

"You will always have smooth skin and it won't be long before you will get a wonderful soft pair of tittys. We will change schools so you can be with other girls. Would you like that?"

"I think so Mummy, will I be able to wear silky clothes like this?"

"Not during the day Sally, these are special, but you will be able to wear a skirt and nylons when you get a little older."

Too Excited

2011-10-01T12:41:00.000-07:00

Suddenly Jim realised what he had done. He had got carried away in his sister's leotard and tights, but now he was going to have to wash them and get them dry before she found out.

A Bet

2011-10-01T12:17:00.000-07:00

The bet was that Jim couldn't make it through the park without being recognised as a man. Jim stood to win $1000 from all the guys in the bar.

Jim chose to go as a smart business woman, he reasoned that he would blend in with the women from the local offices having a lunchtime walk.

Halfway through the park Jim had to rest, the heels were hurting his feet.

As he sat there a man walked up and complemented him on his legs. Jim looked up but said nothing. He wasn't sure how to react, and he couldn't speak because it would give him away.

He looked the other way and adjusted his skirt.

The man sat down next to him.

"Stockings - nice."

Jim looked down and saw the top of his thigh exposed. He pulled the skirt down and walked off as quickly as he could. Not far now and the $1000 would be his, but there was this guy following him.

As he got to the edge of the park his pals were watching him, and as he passed through the gates of the park he turned round and told the guy following him to fuck off in his manliest voice.

His friends fell about laughing as they all drove away leaving the man amazed and Jim $1000 better off.

First Time Out

2011-10-01T10:54:00.000-07:00

Having discretely dressed in his best heels and some new stockings, Ted decided to go out for the first time. He chose a quite area, he parked his car and opened the door. He thrilled as the cold air blew across his stockings, it was so sexy, so dangerous, he couldn't be found like this but he stepped out of the car and stood up straightening his skirt and getting used to his heels on uneven ground.

Ted walked away from his car, he was doing it: outside, dressed as a woman; his heart was beating he thought it might burst. His stockings made a wonderful zipping sound as they brushed against one another, the wispy skirt was like wearing nothing at all in the cool evening.

This was enough, he was getting too nervous, he turned to go back to his car.

As he opened the car a guy grabbed him by the wrist, "Say, what do we have here?"

He made a grab up Ted's skirt, "Hey, you're a guy! Are you some kind of faggot?"

"No, I'm a crossdresser", Ted admitted for the first time in his life.

"You look like a faggot to me, open the trunk."

As Ted opened the trunk of his car the guy pushed him in backwards, and forced his legs apart.

"You dress like a faggot around here you're gonna be treated like one."

"Please, don't you can't do this."

"Oh yes I can", and at this the guy smeared his cock with lube and thrust it deep into Ted's virgin ass.

No Way Out

2011-10-01T10:29:00.000-07:00

After the excitement and an incredible orgasm comes the regret. Richard had soaked his mother's best lingerie, white blouse with his cum. He had snagged her brand new pair of silk stockings, he had got her make-up all over the towels in the bathroom and the bath was full of his leg hair.

He sat on the sofa wondering what to do, she would be in in 10 minutes and he didn't even know how to get the mascara off.

Preparing for the Party

2011-09-02T09:04:00.000-07:00

"Mummy, I don't want to go to the fancy dress party dressed like this. Everyone will laugh."

"Richard, you obviously enjoy wearing pantyhose because I know you wear mine."

"Mummy, they are so soft and I like to feel them against my skin, but you've dressed me up like a girl. I'm too scared to go out like this."

"A very pretty girl Richard dear, now look at yourself in the mirror. You have the choice, go like this, or promise me you will never crossdress again. If you go like this I'll buy you lovely pretty clothes and we can arrange a sex change if you want that."

"Mummy, I do look very pretty, I'll go like this. How can I stop my little peeny getting so hard."

"You had better go to the bathroom dear. Once you have finished, we'll tuck you up so nobody will be able to tell it's down there."

Favorite Toy

2011-09-02T08:52:00.000-07:00

This is the best sex toy ever. A large dildo vibrates and probes your ass and a tube sucks your cock right in and grips it tightly while massaging it.

Mike loves to wear it under pantyhose when he crossdresses, sometimes out in public. You might see him standing in a mall supporting himself while his knees momentarily buckle under him.

A New Friend

2011-09-01T10:15:00.000-07:00

Ted explained to his new girlfriend who had seen him dressed for the first time.

"So hon, I've only got a 4 inch cock, but I have great legs and can pass as a knockout girl. You and I can have a great time if you accept me for what I am."

"Weeeell, you do look kinda cute Ted. OK - it'll be fun. Jeez, you legs are just incredible. Where did you get those shoes? Ted, lets go shopping as a couple of girls."

Home Alone

2011-08-31T04:28:00.000-07:00

When Jenny arrived home early she heard loud music coming from the lounge. When she opened the door she found her husband Bill dancing about dressed as a woman.

"Bill, we need to talk right now."

Too Much Effort

2011-08-28T09:39:00.000-07:00

The guys thought a bridal theme for the stag day would be a blast.

Then Dave turned up in his outfit.

"Guys, you look like the ugliest brides I've ever seen, you could have made an effort"

"Dave, it was for a laugh not a competition. Dave, you're wearing heels and hose ... are you liking this Dave? Is there something you should tell us?"

Oops

2011-08-26T09:18:00.000-07:00

The transformation process allowed a man to take the form of a woman temporarily, but there was one issue - cum too many times and the flood of hormones would make the change permanent.

Bill thought that was fine, but he hadn't banked on a multiple orgasm.

The Saleswoman

2011-08-21T07:28:00.000-07:00

Richard had to sell 500 makeovers in the local mall for his wife's business before she would remove the permanent makeup with special chemicals and he could then have his clothes back. He was really nervous and felt practically naked as men walked past checking out his legs.

After an hour or two he had got used to it and actually enjoyed the attention. Which was fortunate, because his wife didn't have any special chemicals, and the massive quantities on hormones he had been taking without knowing meant he was well on his way to becoming a girl without even realizing.

The Real Me

2011-08-14T12:16:00.000-07:00

As Wendy's World author I thought I should show my face now and again.

Hiya all, thanks for reading my little stories. Hope you enjoy them.

Love. Wendy xxx

James and his Wife

2011-08-12T08:17:00.000-07:00

James and his wife decided that they should spice up their love life and his wife suggested he cross dress. He wasn't too sure at first, but his wife pleaded with him and said they could both wear sexy black stockings.

He allowed her to to manicure his nails and make-up his face. She shaved his legs and rubbed some oil into them to make them silky soft. He then dressed as she asked.

His wife couldn't stand it any longer, "Fuck me", she said, "fuck me you lesbian whore with your strap on cock".

James was utterly shocked, he had no idea his wife had a lesbian side to her, but he was so turned on she didn't have to ask again.

A Mother's Lesson

2011-08-07T08:55:00.000-07:00

Jake's mother had caught his wearing her pantyhose, but she didn't seem mad. She helped him dress in some shiny boots and little short skirt, she found him a wig and put on make-up and manicured his nails.

He was loving it. He felt himself so lucky to have an understanding mother.

Then the doorbell rang, it was Suzy his girlfriend from school.

"Is Jake home?"

"No, come in Suzy, take a seat? Meet my niece Penny."

"Hello Penny."

"Now Suzy, we're all girls together, let me just say you have an amazing body."

"Thank you Mrs Carter. You have a terrific figure too."

At this point his mother started getting it on with his girlfriend.

"Don't worry about Penny there, she'll just watch, won't you Penny dear."

Social Experiment

2011-08-05T08:46:00.000-07:00

An experimental correction unit has been created to attempt to reform street gang members by making them spend a year as a woman. They get changed back if they behave the whole year; or they can leave whenever they like as a woman.

"Hey Tony, you know they haven't done a half bad job on us. I love this blonde hair, I feel really sexy, how about you?"

"Pipe down Joe, we just have to put up with this for a year and we'll be back out, now quit fooling around with that mirror."

"I'm being serious Tony, I really like looking like this, and I have a great body too, let me show you."

"What are you doing Joe, you'll get us caught and its only day 1."

"Don't you think I've got a hot body Tony, you're a bit of a looker yourself, come on lets see."

"Fuck! Look at my tits, they're incredible."

"Mine too Joe, you know I don't think I want to change back. The old gang won't recognise us, we could start fresh."

"Look at the results doctor, our first two patents are discharging themselves after just one day. This is going to be a big success. "

A Feminization Story

2011-07-30T03:53:00.000-07:00

Peter was busted, his wife had told him she was going away to see her sister, but instead she had intended to catch him cross dressing. She brought a man from the office who she'd been having an affair with recently to help her.

After tying Peter up they gagged him and took him to a private clinic. Here, over the course of 6 months they turned him into a beautiful woman. "He want's to be a girl, he can fucking be a girl, I need a real man", his wife complained. "We can have some fun with him now his transformation is finished."

Peter was dressed and then brought round for the first time in 6 months. After panicking and screaming he settled down slightly, "what has that bitch done to me? I'm a guy, I like girls, this is wrong, put me back."

"I'm afraid I can't do that Miss, the operation is irreversible."

"Miss!! I'm a guy, don't call me Miss."

"If you would just sit down here Miss, you wife will collect you."

At home, the training began. His wife inserted a vibrator in his new pussy and kept him on the edge of orgasm for a week.

"Please let me cum, I need to cum"

"I'm only going to let you cum with a real man inside you Wendy dear"

"My name is Peter and I am a guy and I'm not going to be fucked by a man."

"Then the training will continue Wendy."

A week later he was still being kept on the edge of orgasm and he agreed, to be fucked. He was sent upstairs to dress having been fitted with a chastity belt to prevent him from touching his throbbing soaking pussy.

He came downstairs and looked at the man and said that he could fuck him.

"Not good enough I'm afraid, I want you to be sexier, I like stockings, and I want you to beg me for sex. Go away and come back when you need a real man between your legs."

He then had to endure another week on the edge of orgasm tied up

The following week he went to dress in his chastity belt, this time when he came in wearing black stockings and lingerie. He bent over to show his cleavage.

"My name is Wendy I need to be fucked, I am begging you, please take this charity belt off and put you cock in my pussy and pound me as hard as you can.

The man bent him over the table and unlocked the chastity belt. His pussy was soaking, so he slipped his huge cock straight in as far as it would go, Peter gasped as the tip of the cock brushed past his clit. He could feel it deep inside him, this was wonderful. He started to cum and he held onto the cock tightly with his pussy, he came again, this time harder, he groaned. Again and again he orgasmed, he was screaming and crying with ecstasy and joy. Suddenly he felt the cock inside him twitch and harden more, He was being pounded very hard now when guy thrust really deep into him, groaned and he felt hot cum spurt into him.

He Didn't Want to Like It,

2011-07-29T08:35:00.000-07:00

"My word George, you said you didn't like the idea of cross dressing, George Jnr seems to have a different opinion."

At His Aunt's

2011-07-24T08:55:00.000-07:00

"Auntie, I'm not sure about this now"

"Hush Ricky dear, lets push your little weenie back so you have a nice smooth pussy, that's it"

"Auntie, I fell a bit silly wearing these stockings now."

"Sit down on the bed Ricky, we'll sort out those suspenders."

"Auntie, people will laugh at me if they find out."

"No they won't dear, its quite normal to wear stockings, look at mine. Go ahead and touch them. That's it, it feels lovely doesn't it"

"Your legs feel very soft through your stockings auntie"

"Yours do too Ricky, now let me take my top off and show you something."

"Wow Auntie, I wondered what ladies had in their bras."

"Feel them Ricky, aren't they soft, I bet you wish you had soft breast like this Ricky?"

"I do Aunty, I want to be a lady like you."

"Kiss me Ricky, I'm going to show you how to make love to a lady before I make you into one."

"Yes Ricky, you are going to become a lady too and we are going to have so much fun. But first, you get one fuck as a man, but remember, its much much better as a girl."

Punishment

2011-07-10T02:33:00.000-07:00

Richard had been caught crossdressing by his step-father and this was what he had to to to stop his telling his Mom. As Richard glanced up he could see his step-father was enjoying it a lot.

Wife Takes Over

2011-07-03T08:59:00.000-07:00

"Up to your old trick again Honey? I'm sorry sir, but this sexy girl who has hold of your, quite impressive, cock is my husband. He likes fucking straight men, don't you Tom?"

"Now it seems a shame to waste such an impressive erection so while my husband goes and jerks off in the corner, I'll see to that myself."

Preparing for the prostitute theme party.

2011-07-02T09:22:00.000-07:00

"I like the outfit honey, I like it a lot, but what am I going to do about this boner? You're gonna have to help me out with that."

Caught in Ma's Clothes

2011-06-26T08:28:00.000-07:00

"But Ma I can't, I haven't got any underwear on."

"Rick, do as you're told. Take all of my clothes of and tidy yourself up. Are you some sort of faggot or something?"

"No Ma, I just like wearing silky things and looking at myself in the mirror. Makes me feel real sexy."

"Well you can feel sexy in your own clothes, I'm not having you messing with mine, now get that skirt off."

The Celeb Lookalike Party

2011-06-19T09:25:00.000-07:00

Howard, stop blubbing. You're going to the party as Tina Fey and that's the end of it. You look just like her, if you don't stop these photos are going on the internet.

The Deal

2011-06-19T08:48:00.000-07:00

Jane held John's cock firmly between her stockinged thighs. He was in ecstasy, she had feminized him completely and now he would do anything to cum. What anything meant soon became clear as a black stud walked towards them. Johnny darling, this is Ronald, you take care of his cock with you mouth and I'll let you cum on my stockings. Do we have a deal?

No Way Out

2011-06-12T09:15:00.000-07:00

After 3 months of feminization and brainwashing hypnosis, Ted assumed the position when his wife brought another paying customer for a night of pleasure.

Ted could now only think of having sex, he wanted his ass to be fucked, and he wanted to cum - intensely and often. This was his whole life now and there was no escape.

Losing a Son

2011-06-05T08:17:00.000-07:00

"Timmy, what are you doing in my lingerie?"

"I want to be a lady like you Mummy."

Enter the Cleaner

2011-06-05T07:48:00.000-07:00

Richard had quite a night and crashed on the bed as soon as he got in.

The next morning the cleaner let herself in and found him as he fell. She was quite impressed with how feminine he looked and the size of his cock that look ready for action.

Good news and not so good.

2011-06-05T07:35:00.000-07:00

"Simon, the good news is that I've found your penis. It's remarkable, you seem to have turned into a fully functioning woman in less that a week. They must have been some serious hormones you were taking."

"I haven't been taking hormones doc, only some vitamin pills that my wife bought last week."

Hustler

2011-06-03T08:53:00.000-07:00

Jim had been making a good living hustling pool as a guy, but it was nothing like what he could make now. The idea had come to him when his girlfriend told him he could pass as a girl if he tried. He has to fight challengers off now. He even took a bet where he would have had to give the winner head if he lost, fortunately he didn't, but the danger was such a buzz.

Revenge

2011-05-30T08:47:00.000-07:00

John's head was swimming as he came to. The last thing he remembered was his wife hitting him with a vase over the head when she confronted him about having an affair. He remembered her telling him she would get her own back. He was so tired, he couldn't move, but he felt a strange cool tingling sensation on his chest. He wondered how long he'd been out and what his wife would do in revenge for his cheating.

Forced Feminization

2011-05-29T13:38:00.000-07:00

Jack's forced feminization was going to plan. He tried to resist, but every male thought and desire was rewarded with pain, whilst feminine thoughts were rewarded with intense sexual pleasure. Now was the ultimate trial, he was hung with tight binding on his wrists. Relief would only come if he agreed to a full sex change. The pain was unbearable, and a soft reassuring voice describing the intensity of orgasms he will have as a woman filled his mind with longing. only 3 hours later he was begging for the operation.

Caught by his Mother

2011-05-28T09:01:00.000-07:00

"Richard, I warned you before that if I caught you wearing my clothes I would make you go to school dresses in them, so come on then, you want to where my best lingerie you can. Put on this shirt and this blouse and come with me."

The Secret's Out

2011-05-22T09:35:00.000-07:00

"Ah - honey, I can explain ... well ... actually I can't explain. Well its like this..."

"Don't worry Ted, you look lovely. Get a dress on and we'll have a girls night out. I've known about your secret for a while, I love the pictures you take of yourself."

Flirty

2011-05-22T09:24:00.000-07:00

Jane was fine with her husband Tom crossdressing, but she wished he wasn't such a flirt when they had visitors.

Joining the Club

2011-05-22T07:56:00.000-07:00

David, alias Wendy, had gone cross-dressed to a lesbian club and had been invited to go to their place have a little fun by three lovely ladies completely fooled by his disguise.

When the all started to undress, he said he was a little shy and would like to keep his clothes on for a whle, they were happy for him to get into it slowly.

"Do me with a strap on Wendy", one of the girls shouted, so Dave obliged but with his own.

Suddenly another of the girls screamed. "Marcia, Wendy's fucking you with a real cock! Wendy's a guy!"

Marcia was groaning with pleasure, "Just make sure she doesn't stop until I've cum. Then we'll teach him to fool around with us."

Point Proved

2011-05-08T02:35:00.000-07:00

"Well you won't find me getting off on some guy in a dress" said David who was with a bunch of guys drinking round Rick's house.

"Some Transvestites are very convincing Dave", said Rick, I bet you'd find some of them attractive.

"No way - I'm as straight as they come, it won't happen".

Rick disappeared for over an hour then slid into the room in heels, stockings and the shortest silk dress you've ever seen. His makeup was stunning. He looked like a gorgeous chick.

"OK Dave, you sit there and don't get a boner." He then looked Dave in the eye and started stroking his silky clothes.

"I detect a bulge there Dave, I thought you were straight"

"Shit Rick, what have you done to yourself? "

"Oh, some of us guys have a secret little hobby. You can join is if you like."

Made to Watch

2011-04-21T08:19:00.000-07:00

"Watch me you little sissy, watch this real man make me cum. You fucking little creep, tottering around in nylons and heels when I'm out. Now you can wear them all the time. Fuck, this guy is good. You could never make me cum. I didn't go out to clean up after sex, I was finishing off with a plastic cock because yours just wasn't up to the job. Stop crying you little shit. Watch, I'm almost there."

Caught Out

2011-04-17T08:11:00.000-07:00

Rick was petrified. His parents were supposed to be on a flight to Florida, but the flight was cancelled and they had come back. His mother had found him posing in front of the mirror, she made him sit and wait for his father to come in and have a 'talk'.

Preparing for the Roaring 20's Theme Party.

2011-04-17T07:54:00.000-07:00

"Honey, is this really necessary?"

"Yes it is necessary Tom, this underwear is going to give you the figure for the dress."

"I'm sure the other guys aren't going to so much trouble Hon. It's only a bit of fun."

"If you want to go to this party Tom, you'll do it my way."

"OK Honey, I'm looking pretty good don't you think?"

As it happens, the other guys were all going dress as men, Tom's wife had used this as an opportunity to start his transformation.

"You like those stockings dear, they're very expensive."

"They feel great Honey, so silky. I'm kinda glad you made me shave my legs."

Wedding Night

2011-03-25T10:28:00.000-07:00

Peter had told his wife about his cross-dressing before they were married. She seemed cool about it, and when on their wedding night she asked his to go into the bathroom and change into his feminine alter-ago he thought he was a very lucky guy.

When he came out though, he was his wife preparing to fuck his best friend.

"Ah Honey, there you are, could you get this hard for me then sit yourself over there so you get a good view of Jim fucking me. Don't look so shocked, you think a fucking sissy will be able to satisfy me in the sack?"

Skype

2011-03-25T10:11:00.000-07:00

After a long chat with his wife Jack was just about to hang up when his wife asked what colour lipstick he was wearing.

"What do you mean? He said"

"You look lovely Rick." he had forgotten to disable the webcam.

"Don't worry, I like you looking feminine, be dressed for me when I get back"

Situation

2011-03-25T10:00:00.000-07:00

This is what is known as a bit of a situation. Tom's mother walked in to find him dressed as a girl sucking off his step-father.

Tom explained that he was caught made-up thinking everyone was out and this was what he had to do for his step-father not to tell her his secret.

Divorce proceedings and sex-change operation are now in progress.

Lesbian Love

2011-03-25T09:47:00.000-07:00

Anne had no idea that the girl she had picked up in the lesbian bar was a transvestite guy. He looked so cute. This was the first time she had been fucked by a real man. As Rick eased himself in she was so scared. "Relax Anne", said Rick, "this will be wonderful." He started to slowly and deeply thrust his huge cock into her pussy. She gasped and held him in, "Don't stop, please don't stop, you're so beautiful."

The Warning

2011-03-23T02:29:00.000-07:00

Ted was so excited. He had not only met a very sophisticated woman at the club who brought him back to her house, she then confessed that she liked to have sex with a man cross-dressed. This was a secret desire of Ted's who feigned disgust at first, but then agreed. She said that he maid would help him make-up and dress.

"Run away - the maid whispered"

"What?"

"Sshh - run away, its a trap. You'll end up like me, a slave of hers."

"It's OK miss, I know what I'm doing, your mistress wants me to screw her."

"She did this to me, she'll make you her slave, get out while you can."

Ted, ignored this warning. He was so turned on he would have done anything. He tottered into her bedroom in his heels, nylons and girdle to face his fate.

Unemployment

2011-03-23T02:20:00.000-07:00

Jim looked at himself in the mirror. Since he had lost his job, his wife Jess had made him look so pretty; she had destroyed all of his clothes so he couldn't go out as a man any more. In the house he had to wear a maid outfit to clean and cook for when she returned. She expected him to look fabulous as he had expected her to look when he worked. When they went out he was allowed to wear pretty dresses, but always stockings and heels as he expected her to when he had a job. At first, Jim was so turned on by his new life that he jerked off all day and didn't get the housework done; but now he had to wear a chastity device.

The Intruder

2011-03-23T02:04:00.000-07:00

Rick was now completely helpless, this guy had broken into his apartment and found him cross-dressed. He had now tied him down and was now making sure his wife's big black vibrator was on max and firmly up his butt.

Totally helpless and being threatened to be left tied up for his wife to find him, Rick had no option but to give this creep what he wanted. He was now helpless, wearing stockings, heels, skirt and blouse, about to cum with a huge fake cock up in his butt and a real cock in his mouth. He felt so dirty.

Laundry Problem

2011-03-23T01:49:00.000-07:00

"So Wonder Woman, you've mixed up your transforming suit with mine."

"Sorry Superman ... but hell you're hot."

"It's just a thought Wonder, but how about you slip into mine and we'll ... you know."

"Ooh Super, what a naughty idea, say there, I'll be back faster than a speeding bullet."

Striking a Blow

2011-03-19T04:28:00.000-07:00

"Are you enjoying your blow-job darling?"

"Hell yer, your friend is really good"

"That's not my friend, it's my husband, he's wanted to give you head ever since he first saw you. I hope you don't mind."

Jane Bond

2011-03-06T09:09:00.000-08:00

"So Blofeldt, you have transformed me into a beautiful woman - but why?"

"You like your new body Mr Bond, I have perfected the technique, the trouble is that the side effect is that the feeling of pleasure when having sex is magnified tenfold. After only a minute you will become addicted to the orgasms and you will then be able to do nothing else but fuck."

"Blofelt - I am a British spy, I am able to resist these things"

"We will see, I have taken the liberty of having a small vibrating device placed in you new vagina."

"You expect me to be impressed?"

"No, I expect you to cum Mr Bond, enjoy yourself, tomorrow you will be begging me for cock."

Cuckold in Stockings

2011-02-24T13:18:00.000-08:00

Richard could only sit there and watch as his wife was pounded by this hunky guy. Their kinky cross-dressing had got out of hand now, but damn these stockings felt good, and it was like watching his very own personalized porno movie.

Swap

2011-02-11T08:48:00.000-08:00

After a day shopping Robert and his wife used their new machine to switch bodies. This was the latest gadget for couples which has impressive results in helping them learn to fully satisfy one another.

Rob was now in the bedroom at his wife's dressing table wearing some of the new things he had chosen. His wife had veto'd some of his choices as she didn't want people she knew seeing her dressed like that; but stockings are fine and those shoes, are to die for.

Rob touched his new breasts, "fuck, that feels nice" he thought. As he touched his nipple he felt his vagina twitch and start to get wet. "How can women get anything done with bodies like this?" he thought to him self. He was now soaking wet just thinking about the sex he would be having tonight.