Posts

Posted on

Fiona’s Shopping List – Eye Shadow.

Since I had Sylvester do some work on my electrical wiring I have been having trouble with my fuses. Periodically I find myself bathed in darkness as the electricity goes out. I’ve had several electricians come to check the system, and another is coming to check the fuses shortly. Currently I blow three or four a week under the stairs. Frankly, I’ve had about as much as I can swallow. I think I should just replace the entire wiring system.

That, however is not the main reason I am writing today. I thought I’d include a little tip for all those crossdressers who are yet to master their make up, and let’s be honest, there’s a few!

Auntie Kittie’s nieces and nephews get into so much trouble. Don’t forget, you can enjoy Auntie Kittie’s Diary on my Patreon for just $1.99 a month. Join today for Clothes Maketh The Man, Auntie Kittie and a wealth of crossdressing content.

Generally a girl starts playing with make up when they’re nine or ten years old. These are often forrays into mum’s handbag or make up draw and at first they are disastrous. However, particularly after playing with friends, they gradually improve. As they get older their makeup often becomes bolder and they learn various subtleties in their choices of color and their techniques.

Many crossdressers struggle, and get upset with themselves for not getting great results from the very start of their makeup use. This can be disheartening. I understand, and you should be aware that it doesn’t have to be that way. Be patient and practice.

While I don’t generally give specific make up tips – there’s many others out there who do amazing makeup tutorials on Youtube – I will offer this. If you choose subtle colors, using minimal amounts, you can gradually incorporate a few colors into your everyday regime without putting yourself into a position where you’re exposing yourself unnecessarily. A subtle amount of eye makeup to sharpen your look is a great way to feel feminine and to gradually improve your makeup skills.

The palette above is a good example of what you may want to start using. Nothing too garish, unless you are really ready to go full Ru Paul on the world. If you’re just starting out, applying a nice blend of shades now and then will be satisfying and even if you’re not completely ‘out’, can really help you enjoy your look.

After using make up for years I can firmly attest that less is generally more. Don’t be afraid to go for ‘subtle’. It will build up your confidence and if you can integrate it into your daily life. Then as you do gain proficiency you will find that experimenting with a greater range of tones is easy.

The other tip I’d add for anyone using eyeshadows for the first time is to be sure you have a selection of brushes. Applying the shades with a nice brush gives you even coverage and makes merging one color with another much easier. Using a little foundation on the eyelid will provide a smooth start point, though sometimes when you just need to grab and go, it’s not entirely necessary.

Enjoy the video tutorial below, but be sure to explore the Amazon link below for color palettes that might work well for you. In the end be sure to remember that practice makes perfect.

Don’t forget, you can join my Elite Whatsapp Group to enjoy chatting with new friends about your adventures with makeup. Check out the Elite Whatsapp Group here.

Fiona.

Posted on

I like to keep both my mind and body in shape.

I often chat to members about what they enjoy most on my site. Overwhelmingly the favorite part of the site is Clothes Maketh The Man, followed by the hypnosis content which can be accessed free, or more extensively as part of the Seahorse and Premium programs.

Now and then someone will ask how to improve their hypnosis skills. I realise it’s not easy to clear one’s mind and prepare oneself for hypnosis. It really is a skill, and like most skills it does require a little practice. One thing that genuinely seems to help people of all ages is to do a little bit of Yin Yoga to calm the mind a little.

If you’ve never done this before I’d like you to try this special exercise. Skeptical? I understand, but give this a try anyway and then once you’ve done it try one of the hypnosis sessions such as this one.

It’s important to do hypnosis in a quiet place where you won’t be disturbed. Many people do it when they are ready to fall asleep for the night. Either way, try it, practice it, and you will learn to love it.

Posted on

When it comes to feminine hygiene products, I’m your man.

It’s going to be a very long weekend. Before I get into the ‘why’ let me first wish you the happiest of Thanksgiving weekends, if you are in the US, and if not, you know my thoughts are with you anyway.

I would also ask you to share this as widely as you dare, as I am trying to build followers. I appreciate your help. Let me adjust my skirt and tell you what this is all about. Being a crossdressing advertising executive does give me something of a unique perspective on things.

Now, the weekend. It all started when I overheard Joe, at the advertising agency, saying very intensely into his phone, “when it comes to feminine hygiene products, I’m your man!”

Continue reading “When it comes to feminine hygiene products, I’m your man.”
Posted on

Not what they expected…

Photo credit: Germany’s national football team cover their mouths in protest against FIFA’s ban on the ‘One Love’ LGBTQ+ armband during the World Cup in Qatar | Alexander Hassenstein/Getty Images

I’ve just posted on my Patreon tier called ‘Behind the scenes with Fiona’. In the wake of yet another shooting in the US it can seem hard to find the joy. Join my tier for my most intimate thoughts.

Sylvester is watching me post this. He’s reading back that last paragraph and sniggering. He really can be quite coarse, you know.

Become a Patron!

Posted on

Spurt some lotion on me!

Well, what can I say.  I think you know I love to go sailing, and fishing, and all those good things. However as a busy crossdressing advertising executive I do have to earn a crust.

I am pleased to say that the company I work in does embrace working from home. So, more often than not I do work from my kitchen table. All this is well and good. However, when a good friend suggests we head south for the winter and find warmer climes for a little, the appeal of being at home in Vancouver’s inclement winter weather being at home has its drawbacks. So much better to be working a stones throw from the beach in, say, Mexico.

With that in mind I packed up my swimsuits, bikinis and fishing rod and decided that this trannie needs an infusion of sun. For the next month I’ll be writing from Mexico and covering all my many responsibilities from a warmer location.  Which is why right now I am wearing an orange bikini top, Daisy Duke shorts and sandals.

This comes at a time when I am seeing a great deal upheaval in the online world. Twitter unceremoniously dumped 10 – yes 10, count them – of my Twitter accounts. Over 90,000 followers left in the lurch. Thanks Elon, you fat douche. I’ve relocated to Mastadon – https://mastodon.online/@FionaDobson. However, I have always liked the ability to dash off a quick tweet to my members. This forced me into a little bit of a rethink. And the conclusion I reached was a little surprising.

A lot has changed online in the last three years. I’ve been connecting with my members for over six years now, and it will be seven in March. So, it’s unsurprising that the online landscape has changed a bit. About three years ago I got kicked off Patreon. Well, my content has shifted a bit, and Patreon’s policies have changed a little, so with the loss of Twitter I’ve decided to fill the gap by returning to Patreon.

My new Patreon presence is a little different though. This time round it will be a little more ‘behind the scenes with Fiona’ in it’s feeling. You can also now use that as a method to buy the other levels of membership – Good Gurls – Seahorses – Premium Program – but now I’ve added a new tier, Behind the scenes with Fiona.  This is really for people who want to let me sit on their knee as I go through my daily adventures and tributlations. I’ll be sharing the day to day events of your favorite crossdressing advertising executive there for just $9.99 a month.

The high waist is a perfect way to make the swimsuit your own look. Add a wrap and you’re decent for dinner.

If you’re not sure about it give it a try for a month.  You can find it here. Of course all my other content will be continuing as before, though now with some rather neat refinements to make it even more titillating.  Sylvester loves it when I use that word, by the way. You know, he really can be rather coarse at times.

Of course, if you go behind the scenes with me you’ll be hearing a lot  more information about what goes on in Mexico over the next month, and you can enjoy it directly on Patreon’s App. It’s a cool little set up. You’ll be helping me a lot if you go over there and have a look at it.

In the meantime, Just so you know, I am posting content virtually daily now on the site. There’s a lot of new material, and often you can visit the site and find me chatting there. It’s not a bot, it’s really me. I love chatting on the system with my lovely members.

I’m also pleased to bring something else to your attention.  You may have heard Jules Sanderson voicing some of my stories lately.  Well, Jules is a counselor and will be offering counseling to members who are struggling with gender identity issues. That will be happening in the new year, and will be billed out by Jules. If this is an area you feel you might need help in drop me a line and I will pass those enquiries over to Jules.

Now, there’s a young man looking at me quizzically and holding a couple of margueritas hopefully.  I think I’ll invite him over to sit on my left hand while I proof read this message and then send it to you.

😊

Fiona

PS. Leaving Vancouver behind for a while is a double edge sword. I can’t bring all the things I love from that beautiful city. Enjoy Bryan Adams.

Become a Patron!
Posted on

Breasts And How To Get Your Hands On Them.

An essential guide for crossdressers.

It’s Playtime With Fiona and today we’re look at breasts.

So many of us look at drag queens and wonder just what that is beneath their lovely fabrics and designs. And as a crossdresser wanting to look their best, of course we want to get our hands on them!  Well, here’s the short story on what’s going on.  Enjoy this offering and be sure to explore the website thoroughly. Here’s a good place to start – https://fionadobson.com/site-guide

Posted on

It’s Playtime With Fiona

Join me for another episode of Playtime with Fiona. I can hardly believe how creative Sylvester has become.

Here’s a handy crossdressing tip. Sports bras often come with a pocket for inserts. Even when they don’t they are a useful thing to have, as you can increase your feminine shape very subtly, giving yourself a small but apparent breast mass.

This not only looks great, it helps you feel very feminine. If you don’t have one or two, maybe this is a great time to consider buying one. Remember to choose sizing conservatively. They are usually made of a somewhat stretchy material, but avoid making the mistake of buying something too small. It will never be comfortable, and won’t feel so good.

🙂

FD

Posted on

Are you ready for Halloween?

It’s soon going to be Halloween, and Auntie Kittie is suggesting all her girls embrace their powers this year by dressing as Wonder Woman. You can find your costume right here: https://amzn.to/3elizio

If you love cheesy special effects and great outfits, check the clip below. It might inspire you to get ready for a wonderful Halloween. Now, who are you going to ask to do your makeup?

Just to make it interesting you can win a $100 membership to our Seahorse group for one year by sending your Halloween pics in to fdobson@zoho.com – Auntie will make a pile of your emails and then pull one member off at random from that pile of emails (yes, she actually prints them!) to select a winner. Perhaps it’s just a selfie of you in costume, or maybe it’s a photo essay of your friends dressing you up and putting the right makeup on… send it in and we will post all we reasonably can!

Your pics will appear on the site, so be sure you’re ok with me using them. No, you don’t need to be a member already to enter this competition.

Don’t forget there’s plenty of Halloween content on the site. You can find some HERE. Oh, and by the way, the results are in for this week’s ‘Shit Of The Week‘ Award.

🙂

Fiona.

Posted on

I’m keeping abreast of things.

“Tits like coconuts,” said Ali as I pondered his idea. He was, of course, quite correct. If we wanted to attract more wildlife to the garden we should hang out something to induce them to come. Apparently, the blue tit loves to play with a coconut hung from a branch.

“Well, then,” I said. “You’d better get out there and buy some coconuts.”

It’s so good to have someone looking after my garden who knows what they are doing.  And that brings me to my very next point. For all my lovely American members I want to remind you that soon it will be time to vote once more, and it’s very important for our trans sisters to try to stem the gradual erosion of trans rights that we’ve seen in so many Republican states.  Please be sure you are registered and familiarise yourself with the issues at stake. With gerrymandering and the assaults on voting rights we’ve witnessed in the last few months it’s more important than ever to make sure your vote counts. Plan ahead so that you can be sure to get your vote in, either by advanced voting where it’s available, or by showing up on the day.

Don’t forget you can win a $100 membership to our Seahorse group for one year by sending your Halloween pics in to fdobson@zoho.com – Auntie Kittie will make a pile of your emails and then pull one member off at random from that pile of emails (yes, she actually prints them!) to select a winner. Perhaps it’s just a selfie of you in costume, or maybe it’s a photo essay of your friends dressing you up and putting the right makeup on… send it in and we will post all we reasonably can! Who knows, you may be the one that Auntie Kittie pulls off!

Your pics will appear on the site, so be sure you’re ok with me using them. No, you don’t need to be a member already to enter this competition.

Enjoy the story below as you get ready for Halloween, and don’t forget there’s plenty of Halloween content on the site. You can find some HERE. Oh, and by the way, the results are in for this week’s ‘Shit Of The Week‘ Award.

Fiona.

Posted on

There’s never a dull moment in the advertising business.

As you likely know, I work for a well known advertising agency in an active office in this delightful city. It is often said that for each job in some industries, several other people are supported. So, for example while a car plant may employ 4,000 people a further 6,000 jobs are created servicing the 4,000 people employed with things like transport, employment services and catering. In much the same way, my work supports not just myself, but also Sylvester my mechanic, Sebastian my personal trainer, Ali my gardener, young Max who helps with technology on my blog and several other assorted hangers on and peripheral individuals.  

I was talking on this very subject with Bernard, my photographer, when we were out on agency business just the other day. Ali, who so lovingly tends my garden, spends more time there than I ever do. Instead, while he enjoys my delightful champaign colored roses in my garden I am out driving with Bernard on a task for the advertising agency. And I’m paying Ali! It all seems rather obtuse. That said, I do love Ali, and his daughters are sweetness itself. They arrived in Canada just a couple of years ago, refugees from the war in Syria.

Continue reading “There’s never a dull moment in the advertising business.”
Posted on

Sylvester’s been polishing his nob again.

As you probably know in my work as a busy crossdressing advertising account executive I lead a busy life. In the company I work for there I several boards and committees, with a lot of new faces recently. And I have to say I have been asked to sit on many of them. I like to avoid any of the contentious ones of course. This week however I did chair a couple of meetings to decide who we would award company scholarships to. The committee met at my house and we went over the details of the candidates.

I must say, I am probably not making myself popular but I tend to favor the under-achievers. I am a firm believer that the way schools measure performance is meaningless. Besides, over achievers always make it. It’s those of us that don’t come first in the class that need the help, don’t you think? Rewarding excellence is alright, as far as it goes, but it’s not a bad idea to celebrate those of us who didn’t come home to a wall full of trophies, too.

After the meeting and my guests left I decided to cycle over to Sylvester’s place, where I found him in his garage pulling out bits of old equipment. He has all sorts of things in there. Old parts of motorcycles, a theodolite (whatever that is), and other items picked up in estate sales and auctions. He seems to gather these things in the hopes that one day they will once more be useful. Quite what anyone would do with four Eight Track cassettes of Captain and Tennille I really don’t know. All the same, he always seems happy out here rummaging about in the junk.

“Isn’t this beautiful,” said Sylvester, a piece of electrical equipment in his hand. “It’s a brass light switch. It just needs a good polish.”

As Sylvester put some brass polish on a cloth and started polishing his nob I cast my eyes over the piles of assorted junk in the garage. I supposed it brought Sylvester some joy, and as one who does like to invent things from time to time I supposed there was some practical purpose to it all. He seemed quite content playing with his equipment. A very male trait, I supposed.

I poked about in a couple of the boxes, eventually finding a lovely old motorcycle headlamp, wires sprouting from it like colorful vines looking for something to creep up, a little like some of the junior execs at the advertising agency. I idly decided to polish the metal surround of the lamp, as Sylvester retreated into the house to make us both a coffee.

As I polished the metal, and I know this seems surprising but then such things happen to me all the time, a strange pink mist seemed to form before me. At first I thought I’d open the garage door to let the mist dissipate, clearly an environmental hazard. As I rose to my feet to open the door a form appeared and emerged from the clouds of pink mist, a beautiful woman wearing a sparkling dress and carrying a rainbow colored wand.

“Can I help you?” I asked, taking in the long dress and tiara worn by the beautiful figure before me.

“No, Fiona. I’m here to help you,” replied the beautiful woman before me. “I am the Lady of The Lamp – your fairy god milf, and I am here to grant you three wishes.”

“Well, that seems a little random,” I replied, surprised at her appearance in Sylvester’s garage. I mean, you sort of expect these things to happen in sacred places, not in a hoarder’s garage.

“You summoned me,” came the reply as she waved her hand in front of her face and gave a little cough. “Sorry about the mist.  It’s always like this. Ozone. Something like that.”

“Well, it’s a good job I found you. Poor old Sylvester is out here polishing his knob and things all the time, and he’s never said he found a Lady Of The Lamp,” I replied.

The lady looked a little embarrassed and said, “You should tell him to take it easy on that. He could go blind.”

“That’s exactly what I told him, but what can you do,” I replied. “Boys will be boys. So what are you doing hanging out in an old motorcycle lamp?”

“What sort of question’s that? Old oil lamps, that’s what everyone seems to expect but we haven’t been doing that in years. I’ve got a sister who’s just moved into a Tesla’s LED system. I’ve been stuck in this thing for the last eighty years, but here I am. So, three wishes. Let’s do it so I can be free once more.”

“Well, I suppose I should go with ‘world peace, personal health and wealth.’” I replied.

“Oh, come on, Fiona. You know that’s like the ‘lunch box A’ of wish making. You can do better than that,” she responded.

“Well, it would be nice if Rainbow wasn’t so lonely up there in the light house. Something to make her life better might be nice,” I said.

The lady closed her eyes and snapped her fingers.

“Oh, and someone stole my boobs last fall. They took a bag from my car and it had a pair of 44 DD’s in it. I’d like those back,” I said and a moment later I felt my sweater tighten and a wonderful pair of breasts emerged.

“There you are,” said the lady of the lamp. “Fresh from Glamour Boutique – https://www.glamourboutique.com/buy/breast-forms/affordable-crossdresser-breast-plate – you can’t go wrong. Now, what’s your final wish?”

I’m not going to share that with you, I’m afraid. It’s a little personal. With that the lady gave me a final smile and vanished to roam free.

By the time Sylvester returned with the coffees I did find that I was feeling much more at peace with the world. And so to the moral of the story… These are not easy times, but with a little creativity we can find ways to move forward with a smile, great make up and a pair of 44 DD’s on our chest.

Have a lovely week.

Fiona

Posted on

Body hair 101 for crossdressers.

When Max, my next door neighbor’s son, dropped by unexpectedly this afternoon, and found me doing a yoga workout, he asked me where I’d been all morning. As he watched me stretch in my leotard, he seemed really quite engrossed. I mentioned that I’d been busy having a Brazilian, and he said something about shaving. I have no idea why. 

It did however, remind me that so many of my members worry about body hair.  And it’s true, it can be tricky, especially if one is essentially closeted in their dressing.  However, I am a strong believer that one of the most enjoyable ways of concealing body hair is to wear a body stocking. It’s aesthetically beautiful, and really does conceal most of the issue.

Continue reading “Body hair 101 for crossdressers.”