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My Fetish

As a young boy, as early as second grade, I remember seeing my sisters go off to work, in high heeled pumps. In the evening, home from…

Sloop John B · 2025-12-06 15:05 · 162 claps · 4.4 min read paywalled
#erotica #high-heels #fetish #shoe-fetish #sex
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My Fetish

As a young boy, as early as second grade, I remember seeing my sisters go off to work, in high heeled pumps. In the evening, home from their jobs, they hand washed nylons and wispy things called garter belts hanging on the towel rod over the bathtub.

Other women and older girls wearing all different kinds of heels, and they always caught my attention. I couldn’t help but stare, and today with an I-phone, snap their pictures, catching them in a brief moment of intimacy like this.

She’s coming to meet me, wearing a slinky dress, a shawl, hose and heels. We’ll have champagne and caviar and later in bed, she will suck my cock and we will fuck, or at least that is my fantasy / my fetish. She was obviously going to meet a lover, dressed for his eyes, and for his pleasure. But for now, she is my fantasy.

I couldn’t help but wonder what it would be like to wear them, and as I was wondering could feel my little man getting hard. My fetish ended when I orgasmed, I hastily cleaned up, put everything away and resumed life for a few hours, before the urge came back.

Mom’s were OK but not all that sexy, except for one pair she wore with stockings and garters, for a picture to send to dad who was away at war.

I never asked who took the picture, just that she had a copy and sent a copy off to Dad in the Pacific.

This was way before eBay and Amazon were around, There was the Sears catalog, but I remember going into thrift stores looking for any that were at least close to my size. My middle sister wore a size 10 woman’s and I could slip those on and walk in the bedroom, when home alone, she was an office manager and had several size 10 with a 4-inch heel, those really engorged my penis and I had my first cums wearing them at 13 and 14 years old on my bed, with the door closed, until my feet grew and they no longer fit.

Never really found any, but loved the styles and I dreamed, but when I moved out I finally ordered my first pair of 5” black stiletto T-strap Mary Janes from Frederick’s of Hollywood.

They were a little tight, but I’d heard my sisters talk about wearing them all day, cramped toes and worth it as the men noticed and asked them out.

When my Mary Jane T-straps arrived, of course I needed stockings.

Which of course meant I needed panties, and bras, and dresses, etc.

Then my girlfriend moved in and expanded my available wardrobe, and now 30 years later I have maybe 60 pairs of heels. Still have the girlfriend too, she knew from the start and encouraged it, now she is my wife of 30 years.

She loves heels as well, wearing them well into her 70's. Her red heels are my favorite. We have had an open marriage since we took our vows to each other, and well she likes variety in her bed.

You know what is going to happen when your wife chooses her red high-heeled shoes to go out.

The heels tall and slim, arching her foot, her legs looking fabulous. She like the matador, being eyed by the bull, but this bull won’t be slain, he’ll be chosen to service her, to slide his member into her and to give her pleasure.

You may not know where or by whom but know she is going to be fucked good tonight.

The heels may lie on the floor beside the bed, with the clothes her lover helps her shed, or they may still be on her feet, wrapped around her lover, pulling him in, deeper and deeper as he rails her and she enjoys every thrust of his shaft.

Your wife’s moans were clearly audible; probably, he wasn’t using a condom; you had to pick up your wife’s lingerie and shoes, the glasses too, and wash them. A cuckold must be there but not be seen.

From the first time your wife dated another man she has made no effort to be discreet or to keep the situation a secret from her friends. On the contrary, she has a couple of very close friends that she tells everything to — including the fact that you had encouraged her to cuckold you.

They also tease you about the fact that when your wife talks about you with them, she now calls you “the Love Of Her Life ”. When they say to her how sweet they think it is that you originally encouraged her to start dating it just makes her smile and she’ll comment that she thinks you were born to be a cuckold and that she knows you will always love her even though she rarely makes love with you, she still has a great deal of affection for you and your shared fetish.

Anything 4” and below I can rock like an expert. Higher than that is a bit more challenging, but I just can’t cross-dress without heels. I think high heels, especially pumps, are essential to the crossdressing experience. And oh so much fun.

Thanks for reading my stories, I hope there is something for everyone. Please clap or leave comments, I love reader feedback.

Please read at least 30 seconds of a story, so it counts, THANKS!


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2026-07-31 23:50:30