KevinVaughan298

A straight crossdresser with wicked fetish for wearing ladies sheer tights and high heel shoes and going out en femme.

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I developed a very deep-rooted sexual obsession with ladies high heel shoes and sheer tights exactly about the same time that i first started to masturbate. And not just any high heel: they had to be single sole high stiletto heels in black patent leather, with nice toe cleavage!!!!!
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My mom had stilettos like these and i enjoyed literally hundreds of amazing creamy orgams while walking around our house in her sheer tights and high heels. My mom did everything in her power to block us from watching any - even midly - sexual content on TV while we were growing up, but little did she know that all i actually needed for my maximum sexual excitement and pleasure were exclusive access to her black patent stiletto heels....

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My exclusive private access to her high heel shoes was quite limited which actually served to increase my fetish - sometimes i could be craving her high heels for several weeks

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I remember each time after orgasm had ended, i would feel really silly and embarrassed and would immediately take off the stilettos and promise myself that i would never wear them again.

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But the crossdressing urge would quickly build back up again and i would be eagerly anticipating my next opportunatey to put them on again.

For the first 4 or 5 years of my fetish, i had been trying to suppress this crossdressing urgen and "cure" myself. But soon i learned to enjoy and FEED my Fetish as much as possible

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I remember when she and her friend went to Paris for 3 days and i would be left at home "all on your own". Suffice to say that it was my first big stiletto-masturbation party!!!!! I had her high heels on nearly all day every day and enjoying regular juicy squirts!!!

My two previous girlfriends knew how much high heels drove me insane but of course they only were seeing the "tip of the iceberg" ;)

For the first 10 years of my stiletto heels fetish, my crossdressing with limited to the confines of my appartment or hotel room. During this time i always wondered what it would be like to get out on the public streets and experience my high heels like all of those classy glamour ladies!! Of course, there would be NO WAY i could possibly do this!! Walk around in public wearing ladies sheer tights and high heels!!

However, the single biggest turning point in my sexy fetish for stilettos - my fetish for stilettos just went on fire!!!! - happened in sept 2009: it occured to me that if i dress up as a lady or even try to pass as a pre-op trans, that would be the PERFECT AMAZINGLY SIMPLE excuse to wear high heels!!!!!!!! I got the idea as a result of going to a fancy dress office party one night. There was a girl who sat very near me in work and she was dressed as Tina Turner. I honestly did not recognise her and thought that she was just a friend of one of my colleagues. The wig and high heels (they were fairly sexy too!) drastically changed her appearance/posture/walk. From that moment I said to myself, Rosemary is going to be unleashed very VERY soon!!!!

After buying lots of femme atire, I started going out at night time to quiet city centres but stopped this as i was harressed and very nearly attacked one night while out in Leeds. I had decided to take a short-cut back to my hotel when this guy followed me down the laneway and started calling me a 'queer homo faggot' over and over again. I felt SO so vulnerable: there i am wearing ladies sheer tights and very high heel shoes (no underwear of course!), red dress, sunglasses and wig. I thought i was about to suffer a sever physical attack until a man walking a dog appeared at the other end of the laneway..

Then i said to myself, wait a minute, why don't i just change approach completely and go out during daylight at busy times??? And besides, black patent leather looks fcuking amazing in daylight!!! Much much safer and there i'll be walking calmy and anonymously thru the crowd

SO, the first time i visited London - march2020 - was the first time i went out in public in broad daylight and peak hour. It was the most fcuking amazing heady experience of my life!! This is simple the Point of Inflexion where my High Heel Fetish just went of Fire!!!!!!! There i was walking up Oxford street - dressed as my fem alter ego 'Rosemary', visiting shoe shops and cafes and for the first time ever talking to ladies about how much i love high heels! I also remember having a lot of dangling fun on Trafalgar Square

I kept thinking - i should be charged or fined or something for this exquisite pleasure. But no, i was there free to walk around calmly - and anonymously!! - feeling the full height of my 4.7" stilettos and full hardness of my cock. (There is simply NO comparison between walking around your hotel room and walking around the public busy high street!!!)

Most people when they visit London for the first time will want to visit museems, art galleries, teatres, sporting events, concerts. Not for Rosemary - i was simply like Alice in Wonderland walking around all these stores and shops

The most critical fear in all of this: what were the chances of being recognised....???

All of my previous girlfriends like to wear sexy stilettos during the lead-up to and during all sex activities. Especially when they discovered how horny i would become when they would put them on. Sometimes they would deny me sex and/or refuse to wear their high heels because they were either not in the mood or pretending to be not in the mood. I did not mind. I did not mind this at all. I was equally happy to secretly borrow their high heel shoes and after an hour of "fore play" with them, blast them with semen

Regarding my high heel fetish, I guess my girlfriends only knew the tip of the iceberg? They didnt know that i used to occassionly fcuk their stilettos and, they certainly didnt know that i had my own stock of size 41 high heel shoes and sheer pantyhose that i used to wear for intensive sexual excitment....

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tagCloud~Rosemary:
crossdressing
altocalcifilia
orgasms
Swimming
sheer tights
Classical music
meditation
mindfulness
sissification
chocolate
classic black patent leather stilettos
blow-jobs
high-heel shoe-jobs
en femme