- This topic has 14 replies, 13 voices, and was last updated 3 years ago by Laura Jane.
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- October 7, 2020 at 5:58 am #391360Anonymous
So this week I had my very first experience in high heels and I loved it. What was your first experience xx
- October 7, 2020 at 6:04 am #391361
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
- October 7, 2020 at 6:55 am #391374
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.
- October 7, 2020 at 6:59 am #391375Anonymous
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
- October 7, 2020 at 2:32 pm #391612Anonymous
Well if I burgled your home Grace nothing pink would be left, so you may guess it was me by that tiny clue
- October 7, 2020 at 7:13 am #391381
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!
- October 7, 2020 at 7:43 am #391398
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.
- October 7, 2020 at 2:47 pm #391618Anonymous
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.
- October 7, 2020 at 5:34 pm #391674
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
- October 8, 2020 at 12:08 pm #392068Anonymous
I love high heels .but little hard walking xx . I should study xx
- October 8, 2020 at 4:05 pm #392119
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.
- October 8, 2020 at 5:14 pm #392126Anonymous
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
- October 8, 2020 at 6:04 pm #392130
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.
- October 8, 2020 at 6:28 pm #392135
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 daysHope you enjoy my experience
Carrissa
- October 8, 2020 at 8:59 pm #392168
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.
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