Does crossdressing make you a better man?

I read a very interesting email this morning and felt you’d appreciate it if I shared it with you.  It came from one of my members in Taipei. He said, “I feel terrible about crossdressing, and regularly throw out hundreds of dollars of expensive clothes and shoes. I’ve been through this so many times, I dread to think of the money I’ve wasted!”

He then went on to say that, “Even though I feel ashamed of dressing, I also have noticed how much more relaxed I am when I do dress – and how it helps me even in those moments I am not wearing women’s clothing. For example, if I have busy business meetings during the day, in the evenings I will often wear a long dress and adopt that more gurly side of myself, and I unwind. I find I feel happier, make better decisions, and feel more like I’m in control of things if I have these periods of self indulgence dressing.”

These are sentiments I know many of my members share and are very much part of the life of someone who crossdresses, particularly in a culture that is not accepting of liberal attitudes. What I found particularly interesting was the idea that there are times when, being allowed to express that feminine nature, one will subsequently perform at a higher level.

I suspect that we’ve all experienced that to some degree. The enjoyment gained from a little indulgence adds a certain spice to the feast of life which we enjoy every day.

There’s little doubt that when one does the things that makes one happy, we tend to feel more fulfilled and behave in a manner that shows confidence and self assurance. To repress some part of our personality can hardly be healthy. No end of times we hear of people ‘living a lie’ making poor decisions and failing in some aspects of their life.

It seems reasonable to suggest that by finding an appropriate manner to express one’s feminine self is not only healthy, but also results in one being more robust in all aspects of one’s life, dressed in a slip or dressed in a suit. You’ll see I used that word ‘appropriate’ quite deliberately there. That’s going to be different for nearly everyone. One of the objects of the program is to help you find exactly what is the ‘appropriate’ manner for you.

Perhaps you have some thoughts on the matter. Feel free to add your thoughts in the comments section below.

Date some of my new crossdressing members.

Crossdressing success starts with a desire to create a certain look. What’s your look?

“I can see his nuts from here!” said Bernard, looking through his long lens as he photographed one of the squirrels in my garden. As fall replaces summer my garden is a hive of activity, with the wildlife all preparing for the onset of winter.

And that’s precisely why I thought you’d be interested in the new members joining My Little Black Book. We have so many new members this month, I can barely keep up.

You can now sign up for just $2.95 a month here:

Be sure to email me after you’ve signed up, so I can get you set up nice and swiftly.

How to feminize your man – Part 3 – with Oakley Dale


Now, you’ll remember that he’s been locked up in the chastity device for two weeks now, so he’s pretty desperate for anything he can get.  Well this is when you offer him a deal.  He really wants an orgasm by now, so you’re going to offer him something a little different. Here’s how it’s going to go.
Step 7
You’re going to tell your boyfriend that while you know he’s been behaving, he’s staying in chastity a while longer. You can be nice about this, or you can be nasty about it. You hold the key, so he’s pretty much at your mercy at this point. So, you’ll tell him that you really like using a dildo, and that his little dick isn’t really enough for you. In fact, you’d like him to use a strap on if he’s going to get with you.
Explain to him that the dildo is so much bigger, and it’s better for you… If he really cares for you, he can do this for you. And of course, he’s wearing panties every day by now, so you can add that as he becomes more feminine his dick shouldn’t really be used any more anyway.  He’s probably going to react a little negatively to this, but again, you hold the key… So, telling him to satisfy you first, and then maybe, in a week or so, you may think about letting him out of the chastity cage.
He’s going to squirm about this and be very resistant at first, but if you say that you really prefer a decent sized dildo, you’ll find he does want to play along eventually. He may expect to get to come, but that’s not really on the cards for a little while.
Assure him, “it’s better this way. Besides, you look so pretty in those panties. You’re hardly a man at all, really!”
As you allow him to pleasure you, keep insisting, “you’re a good little bitch. You like being my bitch, don’t you?”
Step 8
You are now really turning him. Tell him how he makes a far better sissy than he does a man. Explain to him that as a sissy, he must always defer to you and understand that you make better choices for him. He should understand that you lead this relationship completely and that sissies are there to please you, and anyone you want pleased. He should understand that only in pleasing you, will he find pleasure himself.
He should understand that this is for his own good, and that many men privately end up like this. This is best for you both, and he should know that he will always be happier this way.
As he learns more he will understand that while he’ll never be a woman, he’ll be a fine sissy if he learns to obey and respect you without question. He’s always been on this path, whether he realised it or not, and this is how he can be happy.
He should wear women’s clothes whenever you wish now. He will be craving sexual release, but this can only come when you choose. And that may be a while – for his own good.
Part of his training now should include using a dildo on himself for half an hour every day. If he does so, perhaps you may consider unlocking him sooner – but not just yet.
Since he will never be a man he shouldn’t be concerned about masturbating or even having an orgasm.
As you feminise your man, you should be prepared to take him ever day. Be sure he learns to thank you, and explain this is for his own good.  He needs to get used to it.
When you decide your sissy has earned an orgasm, bind her arms, remove her cage and make her ejaculate directly in her mouth. It will be the only way she will be allowed to cum in future. Then lock it again.
In future you always refer to your sissy as ‘her’ or ‘she’. At this point you have changed your sissy completely, and all further dealings with her need to be on the basis that she is your slut to use in any way you please.
Next week we’re going to talk about how you can lend her out to people and make your sissy into something of a plaything for others. That’s when it really gets to be fun.
You can always find me on or if you want to have an even close relationship with me why not join one of my programs on If you are very lucky I may even put you in my stable of paypigs and let you bring me all kinds of pleasure. But to do that, you’d better get my attention by sending me a little tribute. Learn how at

It’s wet. It’s hard.

crossdressing wig

It’s wet. It’s hard!

First of all I’d like to pass on my prayers and thoughts to all in floods in the US and other countries this week. It is a sobering thought that the death toll in Nepal is over 1200, Sierra Leone is over 1000 as well as those affected within Texas. Our thoughts here in the offices of FD go to all those suffering, where ever they may be, in this tragedy.

A couple of quick shout outs to members who have written to me this week. For Amber in Colorado, my best suggestion is that you should insert a straw and then push it up the bottom firmly. And, yes, I agree it can be very tricky finding the best way to remove the green stalk of the strawberry without making a mess.

Cheryl, in Texas, I would think you should probably have thought about that before choosing to wear heels as you stepped into the inflatable boat. Of course, our thoughts are with you and all our members in flood affected areas, but suitable evacuation wear probably doesn’t include stiletto heels at this point.

And lastly, yes, Michelle, in such situations it really is important to get consent from your partner, if not the hamster. A safe word might indeed be wise.

I am thrilled to report that Bernard has been discharged from hospital and is now convalescing at home. He was unable to join me at the advertising agency for this year’s summer costume party, but doubtless he’ll be back in circulation before long.

After finding the perfect costume, I decided to go a little retro and go as Xena Warrior Princess. I have always liked that look, and like Xena consider myself something of a problem solver. It’s just the kind of gurl I am. As SylvesterAliMax and I prepared for the party and got into our costumes Max’s mother, Marjorie, came over to see what all the excitement was about.

“Hello, Marjorie,” I said as she wandered into my kitchen. “We’re almost ready.”

“So, I can see,” she replied eyeing my breast plate. “And Max is doing a wonderful job of buffing up the brass of that breast plate.”

“He’s been most helpful,” I replied.

“Wouldn’t it have been easier if you’d taken it off first?” asked Marjorie.

“Oh, no,” I replied. “What with Max so hard at work…”

At that moment Ali, who you may remember looks after my garden, came in dressed in a set of Klan robes.

“Ali,” I said. “Are you sure that’s entirely appropriate?”

My Syrian friend replied, “I thought I looked very presidential.”

I could hardly fault that, and said so.

“Perhaps we should all go out and stand on the front lawn, Perhaps Marjorie could take a photograph of us from the landing upstairs? That window overlooks the garden and the picture will be lovely with the roses in the background.”

Marjorie agreed and went up the stairs. A moment later she called down to say she couldn’t get the window open, and that she needed a little help. The window seemed blocked by something from the outside.

“Don’t worry,” cried Ali. “I’ll get a ladder and clear it up.” With that, and a flurry of robes, Ali disappeared to get a ladder. Now the reason I explain all this is simple enough. You can imagine the scene when I was then standing on the front lawn, along with Sylvester dressed like a warrior from Middle Earth, about to go on a quest, Max as a Viking, and all of us staring up a ladder at Ali dressed as a KKK klansman, complete with hood, trying to open the upstairs window of my house on a sunny midweek afternoon.

As the sun glinted off my breastplate, we heard the silent hum of Amanda, my wife’s appalling friend, arriving unannounced to visit my wife – who is unfortunately travelling at present.

With the unmistakeable sound of tweed rustling she stepped from her car, open mouthed, and said “What on earth is going on here?”

“Ali’s taking care of a blockage,” I said helpfully, and stared up the ladder. Amanda followed my gaze.

“That’s Ali? I thought you’d finally upset the wrong people,” murmured Amanda with her usual distaste for everyone around her.

Ali’s voice drifted down, “Marjorie’s  Areolas are coming out beautifully this year.  I’ve not seen her garden from this angle before.”

Sometimes I wonder about Ali’s English lessons. Being a Syrian refugee, who was welcomed to Canada in somewhat disadvantaged circumstances, one might forget that he was also a professor in Damascus University prior to the war.

“I thought something dreadful was happening, as I drove up. I could see this crazy Klansman trying to break in through the window. I thought maybe… Honestly, those people should be bloody well hung!”

Looking up Ali’s klan robe, I replied, “Amanda, from where I’m standing, I think Ali’s pretty well…”

“Oh my god,” said Amanda. “You people make me boldly sick. I just dropped by to tell Max, he’s got the job at Pig And Pig Farmer Weekly as my editorial assistant.”

“Oh,” I replied. “What a sparkling start to a career in journalism. Today Pig and Pig Farmer Weekly, tomorrow the world!”

However, that is not the main reason I am writing to you. I thought I’d just let you know that Oakley Dale has put another of her wonderful “How To Feminize Your Boyfriend” broadcasts up. You’d be surprised at all the entertaining things Oakley puts up! You can find it here.

Have a wonderful weekend,



Rock The Boat  1974 Hues Corporation
What’s your evacuation wear? What looks best in a inflatable? Being evacuated? Send us a pic for the website! FD
Are you reading the exciting adventures of Andy in “Clothes Maketh The Man”?

Manipulated and taken advantage of by the evil Devina, Andy finds himself compromised into dressing. You’ll never believe what follows!
If you haven’t yet dived into the extraordinary serialised feminization adventure you can find it here:

Read the story – Clothes Maketh The Man

Let’s face it, who among us hadn’t had that same thought from time to time – “Heaven’s to Betsy, I wish I had an enormous rack!”.

How convenient it would be to be able to develop an enormous pair of breasts, slip into a silky blouse and wander about crossdressing all morning, before changing back into your overalls for the afternoon shift at the iron foundry. How perfect is that!

Check out our page  of breast formsand accessories for adding a little shape to your chest. HERE

A wig – The crossdressing accessory that changes everything.

crossdressing wig
A wig allows you to adopt a new personality. Put it on, and feel the change!

If you’ve read Clothes Maketh The Man, you’ll know that when Andy found he’d been dressed and prepared, it was the wig that was the most personality changing accessory. So it will be for you.

As you put on the wig and apply a little eye makeup you will rapidly discover that your self image changes. Wigs have a powerful psychological impact on the wearer. You’ll start to see a different person before you – and feel a different person within you.

Below is a selection of wonderful wigs that can be bought online and delivered to you in plain packaging. The wig selection below is designed to give you an entry into the world of hair. Most are budget priced, and wigs can be very expensive, particularly when made of human hair. Before deciding on an expensive wig, try one or two more budget priced options. This will give you an idea of color, and length that will best suit you. FD

Instant breasts for crossdressers!

Let’s face it, who among us hadn’t had that same thought from time to time – “Heaven’s to Betsy, I wish I had an enormous rack!”. How convenient it would be to be able to develop an enormous pair of breasts, slip into a silky blouse and wander about crossdressing all morning, before changing back into your overalls for the afternoon shift at the iron foundry. How perfect is that!

Well, perhaps that’s not your exact image, but I think you get the general idea. Finding the full breast shape and incorporating it into your crossdressing can look magnificent and feel even better. While not for everyone, using breast forms, either adhesive, or within a bra designed for the job, is an interesting way of bringing added authenticity to your look, and to a photosession.

There are certainly ways of encouraging your own natural breast growth, but for some of us, simply buying the right equipment is the most practical solution. And with that in mind I’ve put together a great selection of offerings below. Check them out and keep in mind these are Canadian $ prices, so you’ll actually pay a little less if you are paying in US$.


If you’re looking for a totally natural way to enhance breast size, our Breast Enlargement Hypnosis page is something you should seriously consider.  It is a proven method and has been around since the 1960’s. Years ago one could actually buy the vinyl records with this same type of hypnosis, to listen to every night. I imagine such a recording would be quite a collectors item now.

There are also a few dietary supplements that can promote breast growth. One of the simplest things to do is bring more soy milk into your diet, as it  is loaded with estrogen.

I’m not a great fan of pharmaceutical solutions. As I was saying to Julie just the other day, “If you’re going to put something into your body, it would be nice if it can at least buy you dinner later!”