The Crossdresser’s Guide To Marital Bliss – Part 1.

Introduction.

The Crossdresser’s Guide To Marital Bliss is a series of episodes taking a hilarious look at how one crossdresser brought his wife to a place of understanding and acceptance. It’s also instructive and full of good advice to those of us who wish to introduce our dressing to the principal relationship in our life. I hope you enjoy it. Fiona

Part 1.

I sat in the garden enjoying the cool spring breeze. Sylvester crossed the lawn carrying a tray of tea and ginger biscuits.

“I’ve just had yet another experience with one of my members that leaves me feeling quite sad,” I said as Sylvester’s ham like fist gripped my delicate tea pot and poured.

“What was that, then?” he asked.

“Well, I had this chat with another member who just felt he couldn’t talk to his wife about crossdressing. I mean, really, it’s awful. So many of my lovely gurls are out there and barely even able to talk to anyone.”

“But that’s what you’re here for,” said Sylvester.

“Well, yes,” I replied. “But there are certain things that a wife can do that even I may struggle to!”

Continue reading “The Crossdresser’s Guide To Marital Bliss – Part 1.”

My Mother In The Mirror.

The first time it happened I think I was about seven. I’d recently been sent away to boarding school and was still in that confused state of not being sure of what I had done wrong to deserve this most terrible of fates.

As was normal every day I had got up with the wake up bell at 7 am. I’d stumbled bleary eyed and mussy haired toward the bathrooms at the end of the dormitory. There the cream colored paint, still peeling today in my memory as it was then those many years ago, caught the fresh cold morning sunshine, leaving irregular shadows on the walls. There were other children stirring, all young and as lost looking as I was myself making their way toward their morning ablutions.

I went into one of the stalls and peed onto the frozen surface of the water lying inside the toilet. It would unfreeze soon, and the heavy galvanized iron mechanism of the flush would clunk unsatisfied, until it did. Probably the spent waste of three children would be enough to generate the heat that would unfreeze the water.

Continue reading “My Mother In The Mirror.”

The Dating Game – Part 5 – by Mollie Blake

The Visitor from Outer…Place. Part 2

(Part 1 of The Dating Game can be found here).

 From Part 1

David closed his eyes and wanted nothing more than to escape to his bedroom and feel the cool silk of his new negligée next to his skin. It would look perfect with those slippers. He began to feel clammy. “I need a drink.”

Sandrine looked around and spied the kitchen. She handed the slippers to David. “Why don’t Lucy and I get the drinks while you go and make yourself more comfortable?”

David hesitated a moment. “Are you FtM?” …

Wait. He of all people should know better than to ask such a personal question to a woman he barely knew. And she was a work colleague. What the hell was he thinking?

He was about to apologise when Sandrine replied.

“I like to be fluide. I don’t put myself in just one ‘ole. Is that ‘ow you English say it?” Sandrine flashed her eyes at David before fixing them on Lucy.

Uncharacteristically Lucy had been silent for the past minute and a half, her nerves possibly still reverberating from asking Sandrine if she was a lesbian. Now her eyes were on David, and he couldn’t help thinking she was worried for him. Well let her be!

He needed space to breathe. “I think you mean ‘box’ but ‘hole’ works too. Help yourselves.”

“Oh, come on,” said Lucy, heading to the kitchen, never one to hide her impatience, or linger at the back of the queue when there was a glass of wine to be had.

Continue reading “The Dating Game – Part 5 – by Mollie Blake”

The Dating Game – Part 4 – By Mollie Blake.

The Visitor from Outer…Place. Part 1

(You can find Part 1 of The Dating Game here.)

“Why can’t Professor Daniels take her to lunch? It’s his department she’s come to visit. I know bugger all about 17th century French poets!” David heard his secretary’s long sigh on the other end of the phone.

“Professor Daniels has to complete his paper on ‘Horses in the Middle Age—”

“Has to complete his paper? He’s been writing that thing for the last five years.”

“Well, he says it’s urgent now.”

It was David’s turn to sigh. After catching a brief glimpse of Madame Lafayette with Daniels, he could understand why the professor may well wish to finish the paper he wished he’d never started. At five foot two and almost as round as he was tall, the professor was in his early sixties, wore a bow tie and waistcoat daily, and regarded anyone who didn’t know the French poet, Jean Chapelain, as something you might have the misfortune to find on the bottom of your shoe. The university’s guest from Paris, on the other hand, was tall and skinny with poker straight, raven black hair, and he guessed, in her mid-thirties. Her black tailored trouser suit accentuated her ghoulishly pale skin, and David couldn’t help thinking she resembled a teacher of the dark arts in a Harry Potter novel. No doubt she knew all there was to know about Jean C, but Daniels was probably scared stiff of her.

Continue reading “The Dating Game – Part 4 – By Mollie Blake.”

The Dating Game – Part 3 – By Mollie Blake.

A Singapore Sling

In the third part of Mollie’s story we continue to follow David, or ‘Diana’ and Lucy. Part 1 can be found here.

“You’ve got a free trip to Singapore? You lucky sod!”

David’s best friend, Lucy, had him chuckling into his phone. “Yeah, but hey! I have to work for it.”

“Work, my arse! You’re just gonna chat about your precious topic on some quantum physics shite, and then have a ball with whoever’ll fondle yours for you.”

“Fat chance of that with Singapore’s lack of LGBT rights. Anyway, I’m scheduled to give three lectures with Professor Amanda Lo. I’ll be flying home before I know it.”

David cast a quick glance at the sleek turquoise gown hanging on the back of the door. At the very least he planned on having an evening out, just for himself, with the chance to be who he wanted to be.

“You’re just jealous.” He laughed, relaxed now that he was almost ready to leave his apartment for five days. “I promise I’ll bring you something back.”

“It had better not be chlamydia.”

“Ha bloody ha.”

Continue reading “The Dating Game – Part 3 – By Mollie Blake.”

The Dating Game – Part 2 – By Mollie Blake.

In the second part of Mollie’s story we continue to follow David, or ‘Diana’ and Lucy. Part 1 can be found here.

Wax Lyrical

David ripped the last length of wax from his leg, wincing only slightly and pressing his hand against the newly smoothed skin to relieve the sting.

A broad smile smile stretched across his face as he remembered his first encounter with a spatula of wax and strip of tape.

000

David shot bolt upright on the makeshift massage table. “Fucking hell! That hurt!”

There was no compassion from the sadist already applying another strip of hot wax—was Lucy sure it had to be this hot?—to the next stretch of hair on his leg.

Waxing makes all the difference.

This was a bad idea. Why didn’t he just stick to the black leggings? They felt good on him, beneath the grey chiffon dress.

“Come on, don’t be a wuss. Are you gonna’ man up to be the woman of your dreams?”

“Argh!” Wince, wince. Maybe he’d just have one leg done today, the other next week?

But Lucy’s torture was relentless. “Keep still, or I’ll have to go over that bit again.”

David could hear the taunting in her voice. For a petite five foot nothing slip of a lass she was a formidable character. It would make her day to keep him here all afternoon, subjected to burning pain, followed by everlasting smarting.

Continue reading “The Dating Game – Part 2 – By Mollie Blake.”

The Dating Game – Part 1 – by Mollie Blake

I am thrilled to introduce you to Mollie Blake, a wonderful writer from England’s west country. In this, her first piece for FionaDobson.com she’s going to lead you through a story telling the tantalizing crossdressing story of a date night to remember. You can find more of her stories at MollieBlake.com

The Dating Game – by Mollie Blake

Find all episodes of The Dating Game HERE.

“Professor Forbes, I’ve got a…er…Lucinda de Vilish on the phone for you.”

David glanced up to check his office door was closed. “Thanks, Edwina. Put her through.”

“Professor Forbes. This is Lucinda de Vilish.”

Before responding he waited for the “click” to make sure his inquisitive secretary had put her phone down. “Lucy. You’ve rung me at work! This had better be a matter of life or death.”

“Well, hi, David. How nice to hear from you! And it is a matter of life, and my future happiness.”

“So what’s that then?”

“I’ve set us up on a double date.”

“A double date?” The frown David had been wearing for most of the day so far, slowly morphed into a broad smile. He pressed his hand over the top of his dark grey trousers.

“Oh, come on! You know you want to. It’ll be fun. I met this guy and his friend in the bar last night. I said we’d see them tonight. At Don Antonio’s, your favourite Italian. You can pick me up at 7.30…and David, I’m relying on you. 7.30 okay?”

“What if I’ve got plans—”

The line had gone dead.

Who was he kidding anyway? Lucy knew he didn’t have plans. During semesters, the only thing he had going on was teaching a bunch of students about quantum technology. He focused on the report he had been writing with renewed zest—his day had just got better.

  Continue reading “The Dating Game – Part 1 – by Mollie Blake”

The Long Game. Part 2.

I said nothing, instead staring at my feet. She sat quietly on the bed, and motioned me to sit beside her. I did so, doubtful of her good intentions, but aware that this was surely better than the beating she could so easily have resorted to.

“Now, tell me the truth. Did you do it because it feels nice?”

I continued to look at my feet, but nodded silently. I couldn’t face her.

“Well, at least we have the truth, now.”

She put her arm around my shoulders. Her body was warm and soft, and she said softly, “Michael, you’re not the first young man to put on panties. It’s ok, you know.”

Continue reading “The Long Game. Part 2.”

The Long Game. Part 1.

A young boy is caught crossdressing.

The long game.

My step sister would intentionally pose provocatively, knowing I was watching.

I was twelve years old when my step sister caught me.  I was in her room, returning her panties. She was older than me, a beautiful 19 and fully a woman. I stood in her room, guiltily holding her red silky panties.

Inside I could feel the tears welling up. I was confused, and had been taking her panties now and then, unsure why, but enjoying pulling them on and posing in front of the big mirror in my mother’s room, when the house was empty.

“I should tell your mommy, you know. It would break her heart, of course,” she said condescendingly. “You wouldn’t care about that though. Why would you care for other people’s feelings, if you think it’s ok to creep around taking their clothes.”

Continue reading “The Long Game. Part 1.”

The Stories Your Mother Never Told You.

Our mothers had secrets too, long before you were old enough to even think of what they might get up to when you were safely occupied at kindergarten or pre-school. Learn what happens when an old notebook reveals the sordid truths of the past.

https://www.patreon.com/posts/23897922

Enjoy this ongoing series from Mistress Meg.

Jensen And The Lady Of The Manor – Part 5.

Jensen and Mrs. Sinclair are getting in deep.

Get all the Jensen episodes HERE.

The Apartment. A Halloween ghost story for crossdressers.

Going back to places in our past can stir up emotions, don’t you think? Perhaps it’s the same for you. Settle down and enjoy this story, as Jeff returns to his old apartment to find more than a few old cobwebs.

You can find more stories HERE.

🙂

Fiona

  • http://FionaDobson.com

I guess he didn’t know what sort of gurl I am.

I cut across the square and walked into the bar after work. I usually only come here at lunchtimes, the fish always being fresh and the salad light. I can come in here, have a quick lunch and be back at my desk within an hour easily.

In the evenings there’s a lot of people in from out of town, there being a large hotel next door. And there’s a fair crop of locals too. It’s quite busy after six. It’s surprising how crowded this lonely city can be when all the commuters go home.

I don’t think I’d seen this one before. Maybe I had but it didn’t matter anyway. It’s not like I go out looking for romance. But he looked interesting. He told me a name, and I just let him freestyle his way into my evening.

He bought me a few drinks, and started to get a little touchy feely. Well, it was ok. The bar was closing soon anyway.

I decided I’d walk home with him, his place wasn’t far from mine, and we’d part and he’d never know how different I am.

But that’s not quite how it went down. Sometimes it doesn’t. Sometimes it just gets more interesting.

We decided stopping at my place for a nightcap might be ok.  Why not? He leaned close as I fumbled for my keys, his breath heavy against my cheek. By the time I found my keys he was running his hands inside my jacket searching for my breasts

Continue reading “I guess he didn’t know what sort of gurl I am.”

The Stories Your Mother Never Told You – Part 10.

 In a tattered journal given to me by one of my clients, I came across the following account which you may find of special interest. It was clearly written describing a time when my visitor was little more than an infant. You will see that we’ve named him Billy junior, to help keep things straight. I would guess that the diary entries are from the late 1950’s, judging by the content and condition of the journal. This episode is provided free to give you a taste. If you’d like to enjoy other episodes be sure to sign up for my Patreon at the Seahorse Level.

I do find it irritating when some of the men go on about the war they fought in France.  You’d think the French girls were entirely devoid of Christian morals.  Worse, the men seem to think this somehow attractive.

I find it deplorable and when Bill said he was thinking about joining up with this business in Korea, I put a stop to it before he could get that particular ball rolling Magdalene told me about her brother and the disgusting things he’d got up to over there. Seoul is a hive of iniquity, of course, but it’s Japan that seems to bring out the very worst in the men. I really don’t see what it is that they find so attractive about these foreign girls, though I’ve heard they do everything, even on the first date. But that’s just me, I suppose.  Someone has to uphold American values in these modern times.

I believe in apple pie, Chevy’s and the ball game. And while Bill’s out watching the game with several of his friends, I guarantee you I’ll be have a ball game of my own with exactly whoever I please. These long skirts cover a multitude of sins, I assure you.

Just the other weekend I packed a nice lunch for Bill, and threw in a couple of beers, for him and the boys, who were off to watch a ball game in a neighboring town. It’s only forty minutes drive but you’d think they were going to the other end of the country.

As he drove off, the hood down, the five of them were laughing and joking. I had some laundry to do, and I’ve never liked the game myself.

“Don’t wait up,” shouted Bill, with a wave.  Honestly, you’d think I was his mother. By the time the dust had settled and the car had disappeared I walked back inside our rancher, and poured a large gin. It was a quiet Saturday morning and I had no plans for the day at all, beyond the washing. I sipped my drink, a little lemon added to it.

Continue reading “The Stories Your Mother Never Told You – Part 10.”