Penny Loafers (Patreon)

Ever since I was in my last year at college I have had a thing for  this type of footwear. The cause was a girl who was in my year, tall,  blond, and with a bad attitude. In the summer of ’92, I was sunbathing  at the back of my collage in an outdoor theatre, when this girl showed  up. We couldn’t stand each other and as I was a little immature at the  time I made some derogatory comments to her. I don’t remember the  comment but I remember what happened next.

One of my mates shouted at me to “LOOK OUT!” and as I opened my eyes,  there was this girl, standing over me with her foot raised over my  groin. For detail purposes, she was wearing a red turtle neck jumper,  knee-length skirt, black tights, and penny loafers, one of which  suddenly found itself being pressed down into my groin. Had she stamped  down I would only have felt pain, but she lowered her foot slowly,  pressed it onto my genitals, and proceeded to attempt to crush my dick  like a cigarette.

This was, as you can imagine, not the worst thing that has ever  happened to me, but it was in public and people were starting to stare,  so I thought I’d better get out of there, so I attempted to sit up. The  right move for a tramplee, wrong move to avoid being embarrassed.  “DOWN!!” came the voice from above, and she put all her weight onto the  sole of her left shoe which made my dick feel like a pancake, and  brought her right loafer-clad foot up onto my chest, where she stood on  me for about five minutes. In private not long enough but there were  other people around and I felt everyone looking at me.

I couldn’t move, as she was about 6’2″ with at least size 8 feet. and  I am 5’10” with, thankfully, a fairly strong torso. Anyway, in the end,  she got bored with, as she called it, boy-squashing, and decided to  step off, but before she did, one of her friends said she wanted a go,  so the loafer on my chest was placed on my abdomen, leaving my chest  exposed. Her friend walked up to the side of my body, which was still  painfully, but enjoyably pinned to the ground. Her friend was about 5’6″  wearing a blouse, blue jeans, and black knee-high street boots over her  jeans, with smooth soles and low heels, like riding boots.

These boots were certainly made for walking as far as she was  concerned, and my chest was used as a doormat for a few minutes, being  walked over, trodden on, and having the boots wiped all over it. By that  time I was in a lot of pain, and the only thing that saved me was the  fact that it was time for the afternoon lectures.

Moving forward a few years now to 1997. I am now in a good job, but  my love life isn’t following suit. (Being ginger and weighing 200 lbs at  the time didn’t help.) My trample fetish is as strong as ever but I  have never told anyone as I didn’t have any net access so still saw  myself as a freak.

Then I started to lose weight after my dad passed away and found out a  girl I worked with was interested in me. Petite, blond, slim, and cute,  both physically and personally. We started going out in September of  ’97. After a while, we started playing about and wrestling with each  other, etc. I always managed to lose and would end up engineering situations with her assuming a victory  pose on me. She was worried that she would hurt me just by having a foot  on my chest, but I assured her that this was OK, but she would never  stand on me at full weight, saying she was frightened of crushing me. If  only, I thought………

Anyway, by February ’98 I was raising the subject in different ways  and one day, in the car, mid-conversation, she said, I quote: “I’ll  trample all over you if it’ll keep you with me and if you aren’t  faithful I’ll jump on you.” Needless to say, it wasn’t easy to finish  the journey. I asked her to put this to the test, and after much  persuasion, she agreed, but only to prove whether I could take it or  not. So I lay on the floor in her bedroom and she walked all over me in  her stockinged feet. I said that that was easy. The real challenge would  be to take it in a pair of shoes. She wasn’t too sure but agreed, so  out came a pair of lug-soled loafers which she put on and then walked  from my groin to my chest. She only weighed 100lbs so it was easy and I  told her so.

The following day we had an argument. I forget what about but she got  mad at me and said something about wanting to stand on me again. I  can’t remember my exact response but basically admitted that it had been  a fantasy of mine for years. Expecting a negative reaction I steeled  myself for the worst but was pleasantly surprised. She asked me about my  fetish in great detail, and I answered in kind.

Three days later she turned up at my house saying she had a surprise  for me. She got out of the car wearing a black pair of penny loafers and  had brought a pair of black suede low-heeled court shoes with her. She  said she wanted to see how much I could take now she knew what I wanted.

We went inside and she made me lie down at the foot of the stairs.  She then proceeded to walk over me, groin, stomach, and chest. Standing  on my chest she then placed a shoe over my face and pressed down, with  the sole over my forehead and eyes and the heel over my mouth. She  stood, saying she felt quite regal and powerful, in this position for a  long time, only stepping down to change into the court shoes that she  had owned for a long time.

She now informed me that I was her doormat and only existed to serve  under her feet. She then trampled me again in the same manner as before.  The soles of these shoes were beige in color, yet worn and gritty. I  remember this as I saw them at close range more than once. She walked up  slowly to my chest, making sure every square inch of my body had been  trampled beneath her shoes, then stood on my chest, before planting the  sole of her shoe over my lips, saying “Kiss.”

I wasn’t in a position to argue so I obeyed. I then had to repeat  this for the heel of the shoe and then the upper, before she swapped  feet and made me start on the other shoe. After I had finished  worshipping her shoes she changed back into her loafers and went through  the same process again. This felt different as they were new at the  time and the soles weren’t worn at all.

She then walked all over me for what seemed like forever, before stepping off as we were both hungry.