Fiona Dobson's Crossdressing Blog.
Accept yourself as you are – create yourself as you desire.
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 …
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You’ll love the feeling of sexy excitement that a close shave gives you! Loading…
How you think about yourself is as important as the aesthetic of dressing. Here’s a great exercise to help you think in ways that will allow your feminine self to emerge. Give it a try. You can find more of my content at http://Patreon.com/fionadobson​ Should you wish to find some great ideas for androgynous clothing …
Continue reading “Playtime with Fiona – Crossdressing in a pandemic.”
There’s more crossdressing fun and chat today, with a quick update on what Sylvester is getting up to. He’s a very disturbing individual, you know! 🙂 Fiona Become a Patron!
This is a very basic training exercise for eyeliner. It’s all about practice. Let me know how you do.
Such goings on about the place! Few sights can be more disturbing than Amanda, my wife’s hideous friend, in a two piece bathing suit. It was this unsettling image that greeted me when I arrived home this afternoon following a photoshoot with Bernard at the advertising agency. Amanda was in our back garden, trying to …
Continue reading “Playtime With Fiona 5 – Come and check out my bush!”
In this special private Playtime With Fiona I’d like you to try a little experiment. Have a listen to the file above, give it a try and then report back and leave some comments. 🙂 Fiona
“Urine a pile of trouble, Fiona…” Hi, I feel I have no alternative but to come out and say it, Yes, I did stay at The Ritz Carlton in Moscow in 2013. It’s true. However, there are limits to the kind of depravity I am prepared to indulge in. I should come clean and clear …
I’m not swallowing that! Sylvester, my mechanic, throws the most enjoyable parties, though sometimes they really do get quite out of hand. On one evening recently he had a rather fun night during which one of his friends decided they were intent on cornering me and plying me with drink, in the hopes that they …
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, …
Continue reading “Breasts And How To Get Your Hands On Them.”
I couldn’t help thinking, as I clutched my banana, that Sylvester really could use a better diet. He seems to exist on burgers, and grilled cheese. I was standing in his workshop, having dropped off a fruit basket, thinking it would add some welcome vitamin C to his diet. So many of my friends succumb …
Continue reading “Sylvester needs some help polishing his chopper.”
What a creative group of people I surround myself with, I thought to myself as I sat on Sylvester’s boner. It was shaking this way and that, the vibrations rising up through my body in a very unsettling manner.  Sylvester’s workshop has all manner of strange things in it. He is quite the amateur …
What a strange and disturbing week it has been. Sometimes it takes more than lipstick to keep that smile in place. And yet we do, and the world is still a wonderful place. Some of you may be aware of my wife’s good friend Amanda, the queen of tweed. As you may remember, she stayed …
 Follow me on Mastodon! Thank you so much for looking in on my blog.  I know that you will have lots of fun with my program, as so many people have already done so.  If you enjoy the world of cross dressing I know you will love ‘Clothes Maketh The Man‘, a continuing story …