Tag: Christmas

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How can I get my hands on some breasts this Christmas?

What a busy week it’s been. I should offer a little clarity on something before I go any further, relating to one of my valued members. As you likely know, I am always keen to help my members with helpful advice. Mildred, of Colorado Springs, recently asked me how she might stop her puppy from chasing the postman when he comes by delivering some of her online orders. I suggested she should have him neutered and things will immediately get much better. I suppose in retrospect I should have explained more clearly that I meant the dog. I should also apologise to George Reynolds of Colorado Springs, or Georgina as they’re now known.

“Where on earth am I going to get my hands on a pair of 44DD breasts in a hurry?” I asked Sylvester.

“Don’t look at me,” said the diminutive Rainbow, as she settled down on my right hand beside me at my desk and looked at some of the websites I was browsing. She had just dropped in having led a yoga class at the community centre down the road. She was quite hoarse from a surfeit of omming.

“Amanda may be able to help you there,” mused Sylvester.

“Really, Sylvester,” I said. “You can be quite course at times. You know very well what I’m talking about. My car was broken into the other day and someone got rather more than they bargained for. The backpack they took carried my magnificent pocket bra and large breasts, a gift from a friend some years ago.”

I do think fondly of those breasts. Catching sight of my reflection for the first time with the curves I should have been born with was breathtaking. It’s quite a remarkable feeling when one does first put on such a magnificent accessory, and then marches down the street like a battle ship bringing a pair of 16 inch guns to bare on passers by. At first the thought is unmistakably how magnificent they look, but soon one becomes aware that it’s so much more than that. It’s the wonderful feeling that this is how one should look, but for an accident of chromosomes. It just feels so very natural and right.

I quickly went to my friends at The Drag Queen Closet (where I know I can always find great products at sensible prices) and found just what I was looking for. Whether you’re a first time buyer or familiar with drag supplies and crossdressing products, you can rely on them to steer you right. It’s such a relief to know I’ll be stepping out to my Christmas events looking my best. If you’re looking for something special, and have an eye for quality you should check them out for that special gift for yourself.

I would like to pass on the very best of Christmas wishes from the team at The Drag Queen Closet to my members and friends who love to enjoy crossdressing, drag and gender fluidity.  They really are supportive to us and share our ideals in finding a gentler more feminine world in the year ahead. I know they send their very best to all of us at the end of a year which has tested us, but one in which we emerge still strong, still standing, and putting our best foot forward (in spectacular heels) for 2025.

Have a lovely week. Drop by the site as I will be on during the day and early evening chatting with members throughout the Christmas period. Don’t forget the Fiona Dobson Playlist to help keep your holiday season upbeat. By the way, below is a George Michael classic from the playlist. George used to be my first wife’s laundry guy. Yeah! He worked in a cleaners in Finchley, in London, when he was a teenager. True story.

Fiona.

PS. Feeling a little disconnected or alone at Christmas? There’s no need to. Join my Whatsapp Group and connect with some of my members immediately.

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Kinky Christmas – Mollie Blake.

David — occasionally known as Diana — is preparing for a rather quiet Christmas. The best laid plans


‘So you’re seriously not going to see your dad this year?’

For a moment David didn’t reply. This would be the first year in a long time not to go home to spend Christmas with his dad. The phone call from the old man, telling him he needn’t bother because of Covid and the Omicron variant, had been a kick in the teeth. All these years, David endured a festive period suppressing his need to be who he really was because he thought his father needed him. Even last year, amid the UK lockdown, David had to steal his way down South to make sure the man wasn’t alone. Now there is no lockdown, yet the words ‘I’m safer without you,’ conveyed his dad’s true feeling—he would rather be alone at Christmas than have his “queer” son spend the holiday with him. The bastard wasn’t even concerned about the safety of his only son. Just his bigoted self!

‘Yes, I’m serious. I’ll have a happy Christmas for a change. I’ve got whisky, gin, mince pies and chocolate.’ He ran his hand over his left breast, the smooth silk of his lilac cami-top teasing him. ‘And I’ll have all the company I need.’

‘You’re kidding, right.’ From Lucy’s lips this was more command than question. ‘My plan’s just been rewritten. I’m coming over.’

David was about to protest but he didn’t get chance to open his mouth.

‘And I want to spend Christmas with Diana, not know-it-all David.’ Her grin bounced down the phone and slapped David on the cheek as only Lucy’s could. ‘Have you got room in your freezer?’

‘Why?’

‘I’m bringing Haagen-dazs – a new duo, Belgian chocolate and vanilla crunch. And you can let Diana know, that will be the only vanilla delight she’ll experience on Christmas day. I’ve got a super-kinky pressie.’

David’s hand moved lower. ‘Ok, see you later.’

It was Christmas Eve and David opened the door to Lucy and her purple mane of thick waves falling over her shoulders.

‘Quick, let me through before this melts and we have to wait for it to go stiff again.’ She fled to David’s kitchen but not before passing her free hand over his crotch and laughing.

From her bag she pulled out the ice cream and popped it straight into the freezer. Then she withdrew a turkey crown big enough to feed them for a week! a bottle of prosecco and another gift bag bulging with gifts wrapped in shiny Christmas paper. She turned to David and beamed.

Now it was his turn. ‘As this is our first Christmas together, I got you a Christmas Eve gift.’

He dipped his hand into his trouser pocket and handed Lucy a small box wrapped in paper decorated with holly and berries.

Shredding the paper with the excitement of a toddler, Lucy discovered exquisite snowflake earrings carved in sterling silver.

‘They’re antique,’ David said.

‘They’re beautiful.’ Lucy proceeded to replace her bling Christmas tree ones with the snowflakes. ‘We’ve got a theme going here.’

David’s curiosity would have to wait until Christmas day.

‘Open this one first.’ It was Christmas morning and Lucy picked the larger present from her gift bag.

They were sitting up in bed, naked after a very “demanding” evening.

David held up a cotton vest top, the fabric imprinted with large snowflakes. In lilac, of course. He slipped it over his head. ‘I need some makeup on,’ he exclaimed after peering at his reflection in the dressing table mirror.

‘Here, you’ll want this.’ Lucy handed over another present.

The wrapping paper ripped off, David rolled up a lipstick to reveal a deep purple colour. It would be a new shade for Diana. He licked his lips with an alluring glint in his eye. ‘Let me see if it suits you.’

He leaned forward and placed his lips over Lucy’s left nipple, leaving a perfect purple “kiss” surrounding her darkened nipple.

With blush and mascara to complete her attire, Diana blew a kiss to her own reflection. ‘I’ll put the turkey in the oven and then you can open your gift.’

‘You knew I had my eye on these in Harvey Nicks!’ Lucy declared, stepping into Jimmy Choo 4 inch stilettos which had been way beyond her budget.

Diana watched with admiration tinged with a touch of jealousy – there was no way David could walk on those. But it didn’t matter. They would have hidden her Christmas-red toenails anyway.

Delving into the gift bag once more, Lucy pulled out parcels containing Terry’s chocolate orange, a bottle of Drambuie and a candle in the shape of a reindeer – soon to come to a fiery end this evening. One box remained. ‘This is to wait until after dinner.’

After preparing the meal to Christmas pop blaring in the background, and eating to Carols from St Paul’s Cathedral, the couple finally retired to the lounge armed with Bollinger and the board game, Risk. Lucy may have been short on stature but she packed a punch and was one tough cookie when it came to world domination, or at least David and Diana’s.

As evening descended and the bedroom beckoned once more, Lucy handed Diana the final gift. Diana fondled the lilac silicone love ring, her fingers tracing the raised snowflakes on the outer ring. She licked her lips and grabbed Lucy’s hand.

‘Wait a sec,’ Lucy yelled, slipping away into the kitchen to return with the erotically delectable Haagen-dazs. The large tub contained far too much for them to eat, but none of it would go to waste.

This was the best Christmas ever.

Wishing Fiona and all her gurls a wonderful, safe and happy Christmas and a New Year free from fear.

Get more Mollie Blake HERE.

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Once upon a Christmas Time in the West.

I am thrilled to be spending a little time in Mexico in the beautiful Baja peninsula. I’ll be online most evenings over Christmas and chatting through the website chat function. And no, it’s not a chat bot. It’s really me.

For any of my lovely members wanting to reach out, feel free to come by and say hello.

As I said to Sylvester just today, “I don’t like to think of any of my members struggling over Christmas. I like them to have a place they can come.”

Sylvester then made some obscene comment not worth repeating here. You know he really can be quite coarse.

If you’re feeling at a loose end try some of my Stories or for something a little different have a look at some of my Featured Friends. There’s a load of content there that will keep you entertained. Failing that, just listen to some of the music HERE.

🙂

Fiona.

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Have you seen the Christmas flasher?

Preparations for Christmas festivities are creating an air of expectation and excitement around Huckleberry Close this morning, and I couldn’t help noticing that next door people seemed to be stopping by at my neighbor, Marjory’s house looking at the rather imposing Christmas decorations in front of her house. A truly excited sense of seasonal cheer has developed in our little community.

The children have had their last day of school, and inspite of the unseasonably warm weather they are playing in the street and throwing snowballs at one another and laughing. Indeed the festivities this morning spilled over in a rather unusual incident worth recalling. It all started with Auntie Kittie rolling into my kitchen at 9 am, a little bleary eyed, looking for coffee and advice.

“Fiona,” she said a little groggily.  “I think I may be experiencing hallucinations.”

I did my best to calm her down, as she sat looking worried.

“I swear that Santa Claus in Marjory’s garden just flashed me,” she groaned as she shakily took the coffee I offered her.

Continue reading “Have you seen the Christmas flasher?”
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I’ve laid the table, now what’s next?

I really do enjoy having a few friends over in the evening. So it was that I found myself, just the other day, hosting a small party with Sylvester, Auntie Kittie, Sebastian, Rainbow and her new friend, Epiphany. Just use those links if you’d like to explore a little more detail of each of these great friends.

I’d prepared a small variety of dishes. You know how it is when you are taking into account the various dietary needs of people, I’m sure. When I had asked Epiphany what sort of foods she enjoyed she had informed me that she ‘preferred not to feast on the flesh of murdered animals.’

Epiphany is a very slight girl. I am sure she’ll become Rainbow’s lover. She has very small hands.

As Sylvester was listening to Rainbow talking about a flasher who has been frightening people in a local park, I put out the tofu drizzled with a peanut satay sauce.

“He was about average height and had a big coat. And I think he was right handed,” said Rainbow who didn’t seem the slightest concerned that she’d been exposed to in such a manner, when out for her evening run.

“How exciting,” I said. “And with all this cold weather, too!”

Epiphany and Rainbow, both choosing not to eat meat, were extolling the virtues of a vegetarian diet.

“I have often thought I should become vegetarian,” I said. “Though I really do enjoy seafood.”

Sylvester decided to chime in and added, “Fiona does love a winkle in cider now and then.”

I told Sylvester to shut up, you know he really can be quite coarse at times.

At this point Auntie Kittie chimed in that she thought everybody loves a well prepared bird on the table, “and honestly, girls, who doesn’t love a good stuffing?”

I gave Sylvester a sharp kick under the table as I saw his mouth open, but before he could make some crude comment. He muttered something about everyone loving a good sausage.

It’s such a good thing I always prepare a variety delights for my guests. I served the various dishes but not before suggesting to my assembled guests that they should be sure to leave a little room for desert. What a surprise it was for them when, after I cleared away the main course Auntie emerged from the kitchen and whipped out her dumplings covered in cream!

But that’s not the main reason I’m writing to you today. I am trying to build up my Patreon following. It’s an up hill struggle, but the more members I can grow there, the more content I can release. Your support is greatly appreciated, especially in these tough times. In case you don’t know you can support me there by subscribing for as little as $5, or if you choose to become one of my Unicorn level members you can get one of my famous ‘You want me to use which bathroom’ mugs. Who could resist such an offering!

Have a lovely evening,

Fiona

PS. Enjoy the video with Annie Lennox, Hugh Laurie and John Malkovich below.

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What are you buying the fascist pig in your life for Christmas?

Now, I know what you’re thinking. What can you buy the fascist pig in your life this year for Christmas?

Just the other day one of my members reached out to me and asked, “Fiona, what am I to do? I have to go back home to see the family for Christmas and it’s going to be horrible. I’m dreading it!”

I assured them that I do understand. As you know, I am very empathetic. It did make me wonder what a suitable gift for the aging Karen in your life may be.

“I have the perfect gift for you,” I replied. “Just buy them this delightful year planner. Buy the time they start using it you’ll be long gone, and as they’re entering their weekly klan meetings in it you can feel safe in the knowlege that they probably will be in blissful ignorance of the meaning of the color scheme, and some of the unusual holidays mentioned within it. You can use the link below to get it.

And what a thoughtful gift it is. After all, who wants one of their Klan meetings to clash with International Transgender Day of Visibility (TDOV) – March 31st.

On a more serious note, I do realise this is not the easiest time of year for many of our members. My Elite Whatsapp Group can be very supportive, as well as joining my Premium Program, breathing some sanity into the holiday season, if for some unfathomable reason you’re not already a member. I will also be online frequently in the coming days. Drop in to Http://FionaDobson.com and I will try be as supportive as possible. Just look for the chat window that comes up if I am online.

Have a lovely day,

Fiona

You can support our friend Natalie Wynn HERE.

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Sylvester and Max are jacking off in my garden!

My goodness, if you could see what’s going on outside my window. I can hardly believe is! I’m standing here in my Christmas lingerie, and my heels, and quite shocked at what I can see going on out there!

Ali, my gardner has just told me, “It’s ok, Fiona. It’s just Sylvester and Max jacking off in the flower beds.”

Now, I know you can imagine me standing here in my flowing red silk robe, mouth open in surprise. I am staring out at the snowy Montreal scene, and everybody seems to be having a wonderful time! Oh, perhaps you should even be here!

Let me explain. I’m watching Sylvester’s muscle bound arm pumping up and down and Max, my next door neighbours 20 year old son laughing – I think he’s licking his fingers – yes, he’s spilled some Bailey’s Irish Cream on his hand, or at least I think that’s what it is. And Ali is watching, engrossed in the unfolding scene.

They’re laughing and very jolly, Sylvester’s face red with exertion, and he has a look of deep concentration. Apparently, Ali’s Smart Car slid off the drive in the snow as he pulled into the icy driveway. It slid into the flower bed, and onto a rock in the rockery. Max and Sylvester were already at my place enjoying a Christmas eve drink, and now the three of them are working away to lift the little vehicle off the rock and manhandle it back onto the drive. What Christmas excitement!

I should hurry along! Amanda, the queen of tweed will be here soon, and Bernard is coming over. My wife, sadly is travelling. She’s a slave to her job! In the meantime, we are a fun gang, all hoping that Christmas will go with a bang!

I know Sebastian wants to show me his mince pies and sausage. He has been making so many delightful treats lately.

I hope you have a lovely Christmas! Have a wonderful holiday and remember, be careful if you are driving in the snow. Otherwise you too might find yourself licking Irish cream from your fingers after jacking off in someone’s garden!

Merry Christmas,

🙂

Fiona

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It’s going to be a surreal Christmas, but I’m here to lend a hand.

Remember, you can always connect with other CDs and Admirers in My Little Black Book.

What a very strange Christmas it’s sure to be this year. Normally by now I would have enjoyed our Christmas Curling League, where I often help out at the local recreation centre. There’s few things I find more enjoyable that scoring with the boys in the club. I have all the statistics for the members, and often at this time of year I can be found scoring with their figures spread out on the desk. But this year, of course, it is all different. There’ll be no such group fun.

I had a message in my inbox today from one member who described the battle he’s having, unable to dress as family are around, and saying how very much he longed to transition.

It’s important not to let this weigh too heavily on you over Christmas.  This is a time for relaxing and enjoying what’s left of a hard year.  I think I can help though. 

It will help you to understand that wanting to dress and wanting to transition are two different things.  Some of us really do want to have a full transition, and perhaps that is somewhere in the future. However, there are also many of us who find comfort in the middle ground of the gender spectrum – sometimes feeling more femme and other times feeling a little more masculine. You can learn more about the gender spectrum in Jules and Lenni’s discussion here. https://fionadobson.com/finding-your-place-on-the-gender-spectrum-with-lenni-and-jules/

So, disconnecting the idea of dressing and transition is a positive move. It may well be that you will transition one day, but today you can enjoy dressing or not – as you wish.  You may also find it helpful to consider that while you may not be able to be completely crossdressed, bringing a more androgynous look to your daily wardrobe will go a long way toward helping you feel comfortable, especially over the holidays. My Pinterest board on this may give you some ideas.

So, there’s a few things to think about.  Most of all, though, choose to relax.  This is part of your life that can bring you great joy if you allow it to. It doesn’t all happen overnight, though.  Having patience is an essential part of trans life. After all, you’re changing your life, not just changing your underwear.

I’ll be online on http://FionaDobson.com chatting with members over the holidays, and of course answering messages and comments on my Patreon. I’d love to hear from you.  I also know that Auntie Kittie, Mistress Meg and Katia Thornwood all have things on the way for our Patreon members. It’s likely to be a fun time online. Don’t forget the great Community page as well, where you can post pictures and connect with others.

Please remember over the Christmas period that keeping to a limited number of visitors, using a mask and maintaining social distancing is the surest way to help yourself and others to bring this pandemic to a close. This thing won’t be wrapped up until we learn to do that, so the sooner we start the better.

I hope you enjoy the video below. It’s by our wonderful friend Boggie and will give you a lift as we go into the days a head.

🙂

Fiona

– http://FionaDobson.com

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