I don't know about you , but the first pair of high heels I bought and put on was like I was made to be in these , and I had little to no problem walking in them besides my Calf muscles killing me later .
Seams every article of clothing now , every additional piece to my reputar' increases my confidence too .
It wasn't always like that . Lots of doubt , lots of suicidal thoughts , anger , embarrassing feelings , you name it , all the hideous dysphoric things we can feel .
The more I do it though , the more I'm out , its becoming easier and easier . Most of the time now I honestly say as I walk out of the house , you Rock This Kelly Girl .
What's your experience ?

I remember my first heels.  I ordered my wife a pair and I ordered a pair for myself.  They were Pleaser brand...high platform (stripper style) - LOL

This is a long time ago...maybe close to 10 years.  My wife knew I had a little kink about lingerie, etc but was really surprised about me ordering the heels.  She was a good sport about it and indulged me in kind of a comical way.  Since then, the conversations have gotten deeper and the T word entered our world.  As a result, the comical/playfulness side is all but gone.

I bought those shoes because they were the cheapest available in my size!  My feet have shrunk since then and my options have luckily expanded.

Even though those heels are pretty ugly to me now, and my style preference is much more subdued....they still have a special meaning to me.  They made me feel something Id rarely ever felt before.  They opened up and freed my feminine spirit I had held so deep and hidden.

It's sad that something that most Cis girls take for granted, like a pair of heels or a skirt, can mean so much to us.


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Got them mail order from a place in Mile End Road London that advertised in the back of the Daily Mirror in 1975 shortly before my 18th birthday. I ordered them for Mr J Brown forgetting my Dad had the same initials! Made sure I got to the post before my parents.
They were black patent leather strappy sandals with a 6 " heel, not much leather for what they cost! Istill have them though I can't wear them now as I have arthritis & use a stick

Quote from: Amber42 on June 20, 2016, 03:31:31 PM
I remember my first heels.  I ordered my wife a pair and I ordered a pair for myself.  They were Pleaser brand...high platform (stripper style) - LOL

This is a long time ago...maybe close to 10 years.  My wife knew I had a little kink about lingerie, etc but was really surprised about me ordering the heels.  She was a good sport about it and indulged me in kind of a comical way.  Since then, the conversations have gotten deeper and the T word entered our world.  As a result, the comical/playfulness side is all but gone.

I bought those shoes because they were the cheapest available in my size!  My feet have shrunk since then and my options have luckily expanded.

Even though those heels are pretty ugly to me now, and my style preference is much more subdued....they still have a special meaning to me.  They made me feel something Id rarely ever felt before.  They opened up and freed my feminine spirit I had held so deep and hidden.

It's sad that something that most Cis girls take for granted, like a pair of heels or a skirt, can mean so much to us.


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Thanks for sharing that Amber , big sigh of relief here that I'm not the only one who got moved from the experience :-)
I'm working off a Smart phone , obviously its allot smarter than me  because I was going to put a photo of my first pair up , NO DICE , LoL ....

Quote from: Amber42 on June 20, 2016, 03:31:31 PM
I remember my first heels.  I ordered my wife a pair and I ordered a pair for myself.  They were Pleaser brand...high platform (stripper style) - LOL

This is a long time ago...maybe close to 10 years.  My wife knew I had a little kink about lingerie, etc but was really surprised about me ordering the heels.  She was a good sport about it and indulged me in kind of a comical way.  Since then, the conversations have gotten deeper and the T word entered our world.  As a result, the comical/playfulness side is all but gone.

I bought those shoes because they were the cheapest available in my size!  My feet have shrunk since then and my options have luckily expanded.

Even though those heels are pretty ugly to me now, and my style preference is much more subdued....they still have a special meaning to me.  They made me feel something Id rarely ever felt before.  They opened up and freed my feminine spirit I had held so deep and hidden.

It's sad that something that most Cis girls take for granted, like a pair of heels or a skirt, can mean so much to us.


Sent from my iPhone using Tapatalk

So many similarities... down to Pleaser being the first high heels I owned (5" and even some 6") - could barely walk in them back then and have since discovered that Clarks or Nine West heels are much more comfortable.

I did read here in a few posts that many MTF go through a "catch up" phase (I call it my slutty phase) and I have 6 pair of high heel boots and only 1 pair is good enough to wear it outside the bedroom. And yes, they have a special meaning.

As you had mentioned - my SO and I had a lot of good times in them and pretty much put it into the kink / fetish category - before the T word entered our life. Since then my wardrobe and shoe cabinet has evolved too and and additions can be worn in the office, to meetings or along a LBD.

I am about to sort out some of the early ones - especially the ones which are pretty uncomfortable...

My first heels were the first women's anything that I bought.

Red 2.5" pumps. Bought them at Payless before I was out to anyone. Bought them in guy mode. 

It was soooo wonderful to have shoes that actually fit.  My wife and I are more or less the same dress size but her feet are much smaller than mine.

Next purchase was 4 years later.  Bought an awesome pink women's suit at Nordstrom Rack, fully dressed in clothing my wife bought me right after I came out to her. 

I'm still a sucker for shoes at Nordstrom Rack.  Good selection of size 12...

Quote from: Amber42 on June 20, 2016, 03:31:31 PM
I bought those shoes because they were the cheapest available in my size!  My feet have shrunk since then and my options have luckily expanded.

Is feet getting smaller a normal part of transitioning?  I am 5'10" tall 281Lbs and currently wear size 13W 5" heels.  Curious as I have not started hormones, yet.  Seeing a therapist, and am just in the early stages of my journey.  I want to get more shoes, but if size changes are normal, I may have to wait a bit....or buy fewer pairs. 

As to the topic on hand, My first pair is "It's OK" brand, got it at a discount shoe mega store.  They look great, and I could walk on them immediately, but they aren't very comfortable.  Still love them.

Heels were actually where I started exploring my gender expression, likely because I had worked retail at a shoe store and spent more time than I should admiring all the styles in the women's section. My first were bought online, Pleaser of course, 7.5" platform knee high boots, from a stripper supply website. I own 3 pair of Pleaser shoes now, though they just sit in the closet. I even have the ridiculous 10" sandals. The box came with a health disclaimer on it. I can't walk in them on carpet but at least they'll make a decent mantelpiece someday.

My first and only pair were from a garage sale when I was 8 or 9.  They were black pumps that I bundled into the box with a myriad other things, little things that were meaningless.  I made sure to tell the lady the shoes were for my mom too.  In retrospect she probably knew my mother and asked her if she liked the shoes (which she never received) lol.  I loved those shoes and would wear them when nobody was around, or just sit and read in my room whith them on, but daydream that I was a beautiful woman sitting outside with my legs crossed sipping on a drink.  The shoes were big at first, then fit just right, only to finally be out grown. . Now I have size 15 feet to my dismay.  I can still feel those shoes on my feet.  I loved them!