I’ve just posted a very personal story about my Christmas to my special tier called “Behind the scenes with Fiona”, on Patreon. This is a special tier for those wanting my most personal thoughts and insights.
I’ve popped over to Fiona’s place to give her my diary entry. As luck would have it she’s having a little soiree and the liquor cabinet is unusually accessible. I’ve just dropped in to give Fiona this message.
So, as you may have guessed I am back from visiting St. Bernedette’s School For Gurls. You know, I do love to travel to South Africa, and life in the Natal foothills is really quite lovely. It’s a little like going back in time.
The post is still delivered by the nice young postman, and I often ride into the nearby town of Jabulani on horseback, along with Jack the handyman at the school. Jabulani is about five miles from the school, and a lovely ride in the Natal morning sunshine. The school has a small stable of a dozen horses. Every morning Jack and I would get some exercise taking one or two of the gurls and riding to town to bring back the fresh milk.
Those sultry mornings, with a little mist in the distance, climbing on the back of a well trained pony, and setting out across the veldt, it was quite beautiful. The gurls laughing and chasing along with me, Little Michaela, her ginger hair flowing behind her as we fly across the ground in the morning sun. Quite serene. And Jack the handyman trying to keep pace. He’s a little older, of course and we have to wait for him from time to time.
Once in the nearby village we’d put a few cartons of milk in our packs from the store, and then race back to the school stables. And of course finally we’d help Jack off his horse.
It all seems a million miles away from the cooler weather I have come back to. And Canada is really much more modern and genteel. Things in South Africa seem so much more, I suppose the word is ‘primal’. Everything is more literal and immediate. So, when one of the maids came to me and said they didn’t know what to do about the schools pet dog, ‘Cesar’ chasing after the postman every morning I pointed out that the best way to deal with that would obviously be to neuter him.
Well, as I explained to the poor man later, I had been referring to the dog when I said, ‘neuter him’. These things happen though. Best to move forward and not get bogged down in the details, though I do have some sympathy for the poor fellow.
How lovely it is to be back, though. My nieces and nephews have offered to help me get my Christmas tree up, and I’m looking forward to standing on a chair as my nephew Gerald looks up at me as I place a fairy on the top of the Christmas tree. How well dressed this tree really is. I suppose I should now turn my attentions to young Gerald.
How very kind he is to help me get it up. I’m sure, given the opportunity, you’d do the same.
But now I have to give this account to Max, who is going to post it online for me. He’s so much better at technology than I am. I shall go and sit on his knee and simper, it usually works with him, the little puppy! I’ll just stop off and refill my coffee cup with Bailey’s.
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.
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.
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?’
‘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.
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 he’s 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 2022.
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.
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.
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!
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.
What a time of year this is. I am busy most evenings as we go toward Christmas. Tonight I’ll be scoring with the boys at the curling club. I do like to help them out when I can, and as you likely know I love to participate in team sports in Montreal.
Sebastian and Sylvester like to go curling in the winter evenings, and have in the past occupied my wife’s appalling friend, Amanda. I think they take her out of pity really. She joined a local curling team, ‘The Invincibles’. Sadly she’s unable to come to the rink anymore, since during last months team game her little group was knocked out in the semi final of the league matches, and she ended up in an altercation with the referee. She was escorted from the building after headbutting the referee, and has been asked to find another club.
Nonetheless, she’s still on my Christmas list. Regrettably my wife is travelling building an orphanage in Guatemala this month. This leaves me to keep the aweful Amanda occupied. You can see my Christmas list HERE for some Christmas ideas, if you need them. In Amanda’s case I have ordered her a copy of a travel guide book to Molvania. With luck she will emigrate. If not, a walking tour of eastern Europe’s oldest nuclear facilities is something that’s sure to bring a healthy glow to her.
You’ll see I also have a few ideas for presents for Sylvester, Bernard and the crew. I must say, since Bernard has been experiencing a few health issues this year he has become a little less social. He joined me for a glass of Bailey’s the other night and said he’s been seeing friends at his Arthritis support group all week. He said they got together and just clicked.
As I prepare for a wonderful Christmas I’ll be looking forward to messaging you from time to time. I have to tell you that I find this time of year lovely for experimenting with new clothing and a wonderful excuse for trying all sorts of new outfits. I hope you do, too!
Now, remember as we go into this season of goodwill, it’s a great time to join My Little Black Book and share messages of friendship with other CDs from around the world. You can do so here for just $2.95 a month. If you’re already a member, get those digits dancing and send a few good wishes to some random members out there, as well as the friends you’re already conversing with. We all love to get a surprise from one of our own.
Remember tonight is your last chance to vote for our Man Of The Year. So far, Sarah Huckabee Sanders is beating off all the others coming up closely behind. You can make what you will of that!
It’s going to be a fabulous holiday season, and the fun starts here. Step into Christmas in a pair of nylons and heels with me. Get it off to a good start by upgrading to Premium, if you haven’t already. Then click on the video below and enjoy the sound of a Canadian icon, Bryan Adams. The montage is something I think you’ll enjoy.
The only way to listen to this is with the volume jacked up so high your neighbors complain. Enjoy Bryan Adams. What’s your look for the New Year? What inspires your crossdressing? Be sure to share your stories on http://FionaDobson.com.