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

Auntie Kittie’s Christmas Diary – 2020-12-24

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.

Merry Christmas from Huckleberry Close.

You’re favorite Auntie,

Auntie Kittie

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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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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 https://fionadobson.com/report-a-dating-website/ 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?”

Sylvester’s put his organ in my back passage.

I do so hope you’re getting ready for a lovely Christmas, even though this is going to be a Christmas quite unlike others we’ve shared. I know we’re going to spend a certain amount of time in front of screens rather than family, and I will likely be on the website chatting with members and friends. We will manage though.

In the meantime some of my more organised friends are getting ready for the New Year. I think it might be a little optimistic, but Marjory (who you will remember does well on the competitive eating circuit) is already going through her schedule for next year’s competitive eating events. It’s very competitive as you probably know. The organizers stage legs in various cities throughout the South. She is diligently trying to plan out next year’s schedule.

Inevitably it’s always at a time when Amanda is also very busy. However she usually manages to slip away from her demanding schedule at Pig And Pig Farmer a few times in the season to meet up with Marjory and give her a kiss between the legs.

But that’s not the main reason I am writing to you. I was most surprised this morning to look out of my back window and see Sylvester struggling up the back lane with a trailer behind his truck. Apparently, with all these restrictions on gatherings, the local church has taken the opportunity to do some much needed maintenance. Sylvester has helped by delivering some of their things to the company that services them.

Looking from my kitchen window I saw his truck approaching in the lane behind my house pulling an enormous trailer. I opened my window and called out to Sylvester, “What on earth do you have there, dear?”

“It’s the organ,” he replied. ‘I need to park it up while I get a tarpaulin. It looks like it might rain in a little while.”

“That’s OK,” I called down the lane. “Just leave it in my back passage.”

I hope he gets a tarpaulin for it quickly. It’s much better wrapped, I think. Parked there it will be fine for a couple of hours though, I think. What a very big heart Sylvester has, helping the church out like that.  Rainbow has in the past offered yoga classes at the church, and when the members of the church council organised a collection for her, knowing she’s not got much work at present, they presented her with a handy and much needed windfall.

I asked her what she was planning to do with it, and she said she was very grateful to the gentlemen of the church council and that she was planning to blow the whole lot over Christmas. It seemed a rather unusual turn of phrase, I have to admit.

For those of you alone this Christmas I really do think you’d enjoy my Whatsapp Group. It provides a level of community connection many of us are missing in our lives. There’s an active group of crossdressing friends there and we’d welcome you as well. You can find all the details HERE. It’s much better than feeling alone over Christmas. Of course I also have a couple of other ways for you to connect and feel part of the community. You could join My Little Black Book, or simply join m y Patreon for $1 a month and use the Community page there. Don’t be alone this Christmas.

I will be writing again soon, but if you find yourself with a little time on your hands over the Christmas period, be sure to check out my Patreon. For those who don’t have much in the way of community around them, I would suggest you join my Whatsapp Group and connect with the lovely group of members who are chatting so nicely on there.

As some of you may be aware Katia Thornwood has been doing an interactive chastity story on my Patreon. You can read the first part here:   https://www.patreon.com/posts/lovers-by-katia-44800985

I’ll be in touch soon, but now I have to go and see what Sylvester is up to. He appears to be putting some sort of lubricant on his organ.

😊

Fiona http://FionaDobson.com

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I get to score tonight!

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.

😊

Fiona

The Only Thing That Looks Good On Me...
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.
Have you voted in our  ‘Man Of The Year’ poll? Now might be a good time to.