High heels

[Anonymous]

So this week I had my very first experience in high heels and I loved it. What was your first experience xx

[Jessica James]

Hi Katie,

I love heels and clearly remember my first pair of 3 inch heeled court shoes. A bit wobbly to begin with but improved with practice, the saying about small steps was true with regards to this. Now heels feel as natural as any other shoes.

Jessica x

[Krista]

Hi Katie, Congrats on stepping out in heels.

My first experience in heels was when I came out to hundreds of my employees at a fundraiser luncheon. I raised over a thousand dollars for charity for staff to see me crossdressed.  My Executive Assistant arranged the whole thing and the Mayor’s Assistant took me out shopping for my shoes. I ended up buying two pair. I wore two inch slingbacks with a block heel so I wasn’t very wobbly at all.  Thank goodness.  Many staff afterwards told me that I appeared to enjoy the dressing up way too much.  Little did they know it was a dream come true for me.  That was a very exciting experience. I was so scared initially but it turned out to be a fun day. I ended up going to a Chamber of Commerce meeting in full female attire and was the hit of that meeting too. I went home fully dressed. My wife wasn’t impressed but she knew I did it to raise money for charity so she accepted it.  Stay safe, stay healthy, All the Best, Hugs, Krista.

[Anonymous]

Hi Katie….

I clearly remember wearing my mum’s (didn’t we all) as a child…..it really has been an addiction ever since…note to anyone..” if you burgle my house, take anything, but leave my heels”

Smiles, grace xx

[Anonymous]

Well if I burgled your home Grace nothing pink would be left, so you may guess it was me by that tiny clue

[Alyssa Blair Harris]

My first experience was when I was around 14, trying to squeeze my feet into a pair of my mother’s two sizes too small shoes. They were a low heel and obviously incredibly uncomfortable, but even then thrill was palpable!

[Rachel Williams]

First pair of heels I truly wore was a pair of my mother’s 4″ mules with open toes.  It just seemed so natural and I was moving along with natural grace.  Even today, high heels are second nature to me.

[Anonymous]

Like most of us I got the bug by wearing my mum’s when I was young. It was the start of an infatuation with heels thats remained with me throughout my life to date.

I can remember the first pair I bought, you would think I was a child waiting for santa, I was so excited and shaking as the assistant wrapped them, what if she ask me if they are for me, what is she thinking about the size, am I going red in the face, who watching me, wrap them quicker please in case I am found out.

Once out the shop I was desperate to try them, once home it was the most amazing feeling, I had bought and now own my own high heels shoes, I spent hours walking up and down and towards mirrors, these were mine and I felt so feminine.

[Dianna Rose]

They didn’t fit!

I had to cut the backs so they became mules  instead of  pumps.

Over a few days I did learn that I could walk in heels.

Lee Ann

 

 

 

 

[Anonymous]

I love high heels .but little hard walking xx . I should study xx

[Kassie]

Well I’d tried heels in the past, but not walking in them for fear of breaking them.

This week I got my very own first pair and have been walking… or ‘wobbling’ a little bit each day in them to get used to them. I had no idea how much I’d fall in love with them until I put them on. The thrill of wearing them is intoxicating and everytime I walk past where they are poking out of my cupboard, I’m just soo tempted to put them on again, regardless of who’s around. I definitely feel a more feminine confidence in them.

[Anonymous]

I was around 5 when i first had an attraction to girls cloths dressed up by an older sister for fun, from that I started longing to wear the clothes I new I should not wear.  By the age of 6-7  I would regularly seek out to find Pantyhose (my true passion) leotards bathing costumes school skirts so on. When i was 8-9 my eldest sister started dating and I started to have access to mini skirts and dresses, sexy underwear stockings and high heels. So i would have been 8 or 9 walking around my bedroom in stockings suspenders trying to fill out a mini dress that was a fair bit to big for me, feeling a on top of the world and wishing i could stay that way xx

[Jessica Wilde]

So my first experience with heels wasn’t in my mother’s heels. She is very conservative and her heels weren’t appealing to me.

High heels are just that to me. 3 inches or higher. Otherwise you’ve basically got cowboy boots on which I kinda deem heels for men. If you’re gonna do, do it right.

My first heels were a pair of black pumps with a 3 1/2 inch heel. My feet were quite a bit smaller way back then and I could wear a women’s size 12. They were snug but didn’t cramp my feet too much. After a great deal of wear they stretched out to the point of being fairly comfortable. They were my go to shoes for a long time until I threw them out due to being worn out and I was purging.

I will never forget the fist time I put them on and how wonderfully feminine I felt. I took to them like a duck to water. I thought to myself this isn’t so hard . All you have to do is walk.

Sometime later I bought a of strappy sandals with a 5 inch heel and tried to walk in the and that’s when the realization of how difficult walking in heels could be lol. I wobbled around a lot in those. Guess I chose a good pair for my first ones.

[Carrisa Gayet]

I use to have a full wardrobe of my fem clothes and I dressed to go out to town to meet other crossdressers. I wore a dess that had a white top and black short bottom to show off my leggs.
I wore a black bra that showed though the top and matching G-string. I bought these black stilettos with 4 inch heel. They were perfect.
First time i had actually gone out fully dressed it felt amazing especially with a long brown wig to set it off.
I had to pacrk the car about a kilometre away because it busy in town and not much parking.
I walked to where I was meeting the other girls and felt so sexy.
I said about 4 hours and then decided to leave so I had the long walk back to my car. I had to take those beautiful shoes off and walk in my stockinged feet because my feet were so sore.
I dont know how girls can wear them all day my toes were sore for days

Hope you enjoy my experience

Carrissa

[Laura Jane]

I was married and after confessing to my wife that I liked to wear women’s clothes I started to gather things of my own. I was in my early 30’s and the urge to dress was becoming a central part of my being..

I wanted my own wig and heels and found a Micheal Salem ad in the back of a weekly NY entertainment newspaper. I had first seen a Michael Salem ad in a Playboy magazine a couple years before and was thrilled that there were places like that that catered to girls like me. He was in New York city. Previously I had visited Lee’s Mardi Gras boutique in the city… but only bought a pair of panties…. imagine… being nervous about being feminine in a place of business that welcomed feminine guys like me.

I called and spoke to Michael. I told him the only time I could get to his place was Sunday morning. Surprisingly, he was OK with that. Usually on Sunday morning I would run some errands, go to the bakery… etc. Sunday morning I could get onto the city in about 20 minutes and another 10 or so to get to his apartment. The doorman in the lobby gave me his apartment number and I nervously got on the elevator and found his apartment. His apartment doubled as his warehouse. I bought a blond wig, a few articles of clothing, hose and a pair of strappy 3″ open toe sandals. I had first tried on a pair of matronly looking heels and Michael said… here try these…. much more sexy….. I was sold.

I had those sexy heels for probably 8 years or so before one of the heels broke off…. I was devastated. I loved them like a little girl loved her first Barbie doll.

[Author]

Posts