I love women in boots; cowboy, riding, cfm (come fuck me), stylish, classy, and sexy. If they go at least to the knee then they are almost sure to be a hit with me. Now this particular fetish started when I was very young. I will, however, not go into that too much, as this is an adult site and even though prudent to my story it would be in bad taste. So let's skip to me being eighteen. I am in high school and it is 1991. I have a mad crush on three women in my high school. All three have never talked to me, and I am sure don't have any idea who the fuck I am. The first was a girl named Tricia. She was blonde, short, and very good looking. She never failed to wear boots at school from October to April, and I noticed, let me tell you.
At first it was innocent. I knew I liked boots by this time, but the sexual gratification had yet to develop up to this point. When I really started to take notice was with Tricia. She was the first woman who I jerked off to thinking about her in boots. I would wait around the doors, and as creepy as it was, I would not move till she arrived with her friends. I would see them coming in from the parking lot and I could spot her black, leather knee highs from a mile away. They were flat soled and kind of slouchy. Now, like I said, she was good looking, but to be honest I would have never really paid her too much attention if it hadn't been for her boots. When she would walk in I would find a reason for being there. Not that I needed to be there, as she never looked at me twice, but she would just be talking to her friends and walk right by. This usually set me for the day.
I knew her schedule by heart. She was very smart, and I was an idiot, so needless to say we were not in the same classes. But I would make sure I was near her class whenever I could be just to catch another glimpse of her in her boots. At lunch she and her gaggle of friends would be outside smoking. Though I was a non-smoker, I would find a reason to head out as often as I would dare. When I would get home I would rush to my room and spank a couple out, then head to a friend's house.
The second was a girl named Karen. She was sporty, tall, and very pretty as well, She loved to wear cowboy boots, and had them on I am pretty sure 24/7. I would spend almost all of my three classes with her, staring at her legs, or boots, to be more specific. This was one of many reasons I struggled in school, lol. Even though we were in the same class we never spoke and never interacted with each other. I just stared and later jerked off. I still think of her brown cowboy boots to this day. Karen was by all accounts a woman who without her knowledge, fed my addiction while waiting for glimpses of Tricia. I often wonder if I didn't have her boots to stare at, if it would have developed into the obsessive fetish it is today.
The third was a girl in a younger grade. Her name was Billie-Jo. She was trashy, foul mouthed, and all in all not very liked outside of her circle. What made her make the list was her love for high heeled boots. Slutty, leather footwear that made my cock hard every time I saw her in them. She would walk through the school making a very distinct clicking sound as her heels hit the tile floor in our school. I will admit that it was her that first got me liking trashy boots. I would watch her from afar as she and her friends would be outside smoking or just relaxing. Later, I would get home and jerk off thinking of her. This was a very confusing time for me, as boots were not the only thing occupying my thoughts.
I never mentioned anything to my friends, of course; I felt like a freak doing all this recon just so I could have spank material in my mind - that and the fact that the stuff that went through my mind involved women in boots. Yes I felt very alone those early years. Of course I soon embraced my fetishes and wore them out on my sleeve not caring who knew or what they thought. Back then, though, I cared about both.
Over the following years I found myself spending an inordinate amount of time in the malls around Christmas time. With all the women in boots those days, I was like a kid in a toy store with no money. All these women in boots and none of them are coming home with me. It wasn't long before I realized I was pretty much obsessed with this item of clothing.
If a girl I was dating owned boots, then she was wearing them whenever she was with me.
I reached the apex of my boot fetish on a date with a girl I had dated for a few weeks. She was attractive and did have legs that looked good in boots. While we were making out in my apartment I kept pulling her legs up on to my lap so I could caress her boots. Amy noticed that I was paying more attention to her boots than I was to her lovely tits that she had so graciously made available to me by unbuttoning her shirt. A little annoyed, she asked what the deal was and I tried to shrug it off as nothing, but ignoring them was hard to do.
They were a flat-soled riding boot, black in color with a band and buckle around the top - there only for decoration. She again asked me what was up, only this time I had to tell her that I loved her boots. I was thinking to myself 'what would they feel like against my face, and would she mind if I kissed them, maybe even lick them.' That's right, I wanted to fucking lick them...
Finally Amy said it. "What would you like to do with them?" This was the question that spurred me to turn a fascination into a sexual fetish, beyond jerking off thinking about them. So I asked her to let me jerk off on them. Amy raised her eyebrows, as this was not what she was expecting. Willing to let me do this act, Amy shifted and stuck her legs out. She looked at me and said for me to have at it. I couldn't believe it - I was in shock. I didn't want to miss this chance though, so I pulled out my cock and started to beat off in front of my date. I didn't look at her at all, I just stared at her black boots. Amy wiggled her feet, pointing the toes forward, just under my balls. I straddled her feet and picked up my pace. When I felt her foot caress my balls I exploded all over her boots. Amy giggled as I moaned and shuddered as my balls were emptied on her leather.
I stood up, uneasily I might add, and went to the kitchen to get a cloth to clean her boots. After cleaning them up, I guess it all hit what I just did to her boots, and it wasn't sitting well. The fact that I loved boots this much was, I guess, too much for her liking. She did have sex with me that night, and did spend the night. That, however, was it. She never called me again and never returned any of my calls.
It has been many years since Amy and I have fed my fetish. Though I never went as far as asking or trying to jerk off on any one of my girlfriend's boots, I have been upfront about my fetish and most have been cool about it. My wife will wear her boots on special occasions, and to bed on occasion. She is unfortunately not a boot lover as I would like, but she doesn't ignore my lust for them, either.
Smoking:
This is a tricky one. As a habit I hate it, as a visual I love it. So to say the least I am torn on this fetish.