Shoesession

I got started late but it was a natural progression from my leather fetish that developed very young. I was probably 35 or so when one of my daughter's friends with severe daddy issues simulated a blow job on a popsicle while staring at me in one of the most uncomfortable experiences ever, but that's another story. On the day that happened, she was wearing these knee high black leather boots. She spent the night that night, and after they were out I happened to wake up and get a drink and she had left them in the living room. I wrapped them around so the toe box was in the crack of my ass the the leg was around my member and came hard. After that I had a thing for doing it that way for boots, and enjoyed it immensely. Ankle boots with leather soles are awesome to cum in and on, I've left many loads in boots for the ladies to find and wonder why it's a little sticky in their boots. I still prefer purses, but leather boots are second on my apparel list.

I have not posted before, but have been lurking in the background for a few years.
I was probably 12, and always liked seeing women in the Sears Catalog with high heel boots on. I didn't know at the time why. One day I was alone after school and tried on my older sister's bodysuit with snaps in the crouch and high heel suede and leather boots. They fit snug around my calves and just fit my foot. The bodysuit was tight and sitting there on the floor feeling the leather boots tight around my legs my dick pulsated and I started rubbing the outside of the ribbed bodysuit I blew my first load, wow that was the beginning to this rush. Still enjoy wearing tights and boots and rubbing one out

Sure others have enjoyed family footwear, particularly in the early days of discovery with moms and sisters playthings so available, and when all others were out of the house, I always took full advantage.

You know the feeling of wearing some sexy high heel boots, first, holding them, the idea they are now yours to wear, then as you stand when that immediate extra height and exciting instability also hits your senses, before the first unsteady steps and sensations of their material moving and flexing against your legs as you walk.

When I knew I was going to be alone, I would dream, fantasise, what I was going to do, and while shoes were my main focus and receive most attention, boots have also been the cause of sexual tension and satisfaction.
While there were others I do not remember as well, a pair of sisters black patents left such a mark in my memory, that I am sure it will remain forever.
Knee high with a 2 1/2 or perhaps 3” block heel. I remember masturbating thinking of the way they looked as I watched them worn, jealously aroused and wanting to try them myself, fantasising the fun I was going to have when I had the opportunity, then when the day came I could barely hold back, I went for them as soon as everyone left and took them to my room.

The idea of wearing them had already made me aroused, and while the feet were a little tight, I got them on, before pulling up the side zip and admiring the way they felt and looked, feeling them against my legs and hearing the material move with each step as I walked around in awe of every feeling, and became so aroused that I went back to my room and laid down on the bed, masturbating at the sight and feel of their smooth patent, and the thought I was finally wearing them, until I could hold on no longer, and came all over their shiny surface.
https://www.shoesession.com/forum/downl ... ?id=256070.
Memories of those boots and of an at least one time young fantasy fantasy of her understanding my need and letting, helping me to enjoy her footwear, come flooding back whenever I see this gif, although the memory is bittersweet, as I was just pre or early teen, and it was not so long after, that my feet grew too big to fit even the sling backs I sometimes wore, before enjoying them or others, their thin heel strap pulling tight against skin and the shoe flapping under heel as I walked, shoes which had given me so much early pleasure whether fuc_ing or wearing, experiences for which I had given them so much of my early love, and while of course I still sneaked them out occasionally for sex after that, I remember a feeling of deep sadness that I could no longer wear those or any others, a time and feelings I am sure others must also have experienced.

I started to have a thing for boots since teenage when I saw my tutor (who was in her 20s then) wearing a pair of brown knee-high boots, and for some reason it was hard to get my eyes off them! Unfortunately I wasn't brave enough and without any opportunity to play with them back then but it was what got me into this. Since then, I've been secretly sniffing and cum into friends, neighbours, and counsin's boots & heels when the chance arises.

I've had a boot fetish ever since I was a kid. Actually, not even a kid, but a toddler actually. I was probably about 3 years old at the time and I was at what I think was daycare. If memory serves, I and the rest of the kids in the classroom were grouped up together for something when another daycare teacher came in. She was wearing boots and I gradually crawled away from the group over to her. I may or may not have managed to touch them and then came back. The rest of the details about that are a little fuzzy but I do know that that's when I started having a boot fetish. Every time we went shopping, I would beg my mother to get some boots for herself. Then I got some rainboots and then my fetish kinda laid low for a while.

My boot fetish didn't come back until I was in 7th grade. While I did notice girls when they wore boots before then, it was something more like "Oh, she's wearing boots and they fit her nicely." Then I saw a girl in the next class over and she was wearing black knee-high boots with square toes. Boom, my fetish reemerged. Then my boot fetish expanded when a classmate wore ankle combat boots, which gave me a sudden liking to them. While I had seen girls wear combat boots before, I didn't think much of it. Then it continued on into 8th grade when a different girl wore motorcycle-style or engineer boots. I confided in my best friend at the time that I liked boots and, being the bro he was, pointed out boots to me each time he saw a girl wearing them. At that point, my fetish was just mainly seeing girls wearing them and fantasizing about licking them and fucking them while they wore boots. The hormones of a 13-year-old will do that.

When I entered 9th grade, my boot fetish was still going strong. I discovered boot humping in porn over the summer and imagined what it would be like to hump boots. Then one day, one of my classmates that we'll call Bonnie came to school wearing knee-high combat boots, and boy did that really tickle my fancy. I fantasized about them, things like licking them and humping them. Then in 10th grade, I had a digital camera with me for some reason that I can't remember. Maybe it was because I used my school backpack for an airshow and I didn't take my camera out, so I used it to take candid pictures of girls' boots. I managed to create quite the collection of pictures and used them for my personal enjoyment. The summer between 10th and 11th grade, I discovered bootjobs. I really fantasized about Bonnie's boots at that point and made it my goal to discover what boots those were. I finally identified them a few months ago and ordered a pair identical to hers off of eBay.

Then came 12th grade. I left high school early after doing this test that gave me the legal equivalent of a high school diploma and started going to community college classes. A number of girls there had boots and since I had my own wheels, I could finally get my hands on boots. So I created a "throwaway" Amazon account and ordered various pairs of boots with Amazon cards paid for in cash so there would be no paper trail. I could go and pick them up at Amazon lockers so that my family wouldn't know what I got. I have at least 8 pairs from this way. And to be frank, I like wearing one pair while using another pair as cum-catchers—something to cum on. My typical favorite thing to do with them is to place a boot on top of my pelvis and take a wand vibrator to my dick head.