How your taste in boots and shoes/feet evolves over time
Posted: Sat Jul 02, 2022 8:26 pm
I was recently thinking about how my taste in boots, and shoes/feet in general has changed over the years, and thought i'd write about it to see if anyone else has had a similar experience.
Looking back, I guess i've always been interested in boots, for as long as I can remember, but thats as far as it went, i'd never been in to feet or any other shoes for that matter, nor had I every considered or known to combine boots with bedroom activities. I guess you could say I was a combination of naive and unimaginative.
That all changed one day around 2004 when I was doing a bit of a porn browsing session, and I stumbled upon a clip from heeljob.com, where a pretty chinese woman with dyed hair and wearing an orange sweater, tight leather pants and knee high leather boots gave a guy a bootjob. I was blown away, instantly hooked and rushed over to my girlfriend's place and begged her to try it on me. She was sceptical about it, but after I found the clip again and showed her, with enough coaxing we gave it a try. Upon reflection, my first bootjob it was nothing to write home about, but at the time I was in heaven. We used a lot of oil, it was fairly messy, she wasn't all that good at controlling the cock (probably because of the oil) but we got there, and we repeated this many times, each time getting a little better.
My taste in boots was fairly strict - I love them knee high, pin heel, point toe, and made of black leather, an ideally very tight fitting on the legs. I loved it when she wore them with jeans tucked in, and it was so tight she almost couldn't zip them up, sometimes that was the start of the foreplay, her draping them across my lap while I wrestled with the zips to get them up.
This pattern didn't change for well over ten years. I ended up having hundreds of bootjobs over this time with various women (some great, some not so great) , and several things remained consistent - knee high, tight leather, pin heel, and lots of oil. I had zero interest in loose fitting boots, flat boots, different material boots (eg I hated suede, PVC, faux leather etc), or other coloured boots (although I do have some fond memories from that period where dark brown boots did the job well). Worth noting that my interest remained fixed on boots, I never once wanted to try a footjob or shoejob with any other type of shoes.
Then my boot fetish took a back seat for a few years. A series of uninterested girlfriends (one was particularly repulsed by the idea and it ended up causing the friction that ended the relationship) meant that I went without for quite a while. Others seemed okay with the idea, but it never really happened (eg they didn't have a pair of boots that I liked, or it was always for "another time"). So I went for a while without having any fun, just watched a bit of porn sometimes, or fantasised.
Then in 2017 my life changed for the better with a double whammy - 1: I moved to a BIG city with a thriving massage shop scene. 2: I stumbled across facebook marketplace and other buy/swap/sell sites which i'd been fairly ignorant of until that point.
I have never had any interest in having sex with a prostitute, and still don't. But one day not long into my stint in the big city, I booked into a nearby massage shop as a way to kill a bit of time one afternoon, and turned up, naively thinking that I was going for a massage only. The place was staffed by mostly beautiful young asian university students - a mix of Chinese, Japanese, Taiwanese, Hong Kong, etc etc. Needless to say I left that massage feeling pretty happy.
Not long after my massage experience, I was browsing facebook marketplace for furniture for my new place and I noticed that one of the sellers I was viewing was also selling some boots. BINGO!!! I had a light bulb moment, I could pick up some really nice boots at a very reasonable price, take them to the massage shop and for less than $100, get an hour long bootjob from a gorgeous Chinese university student!!!
I set my plan in motion, I bought a pair of boots that matched my preferences where'd left off a few years earlier, and after booking a massage session, set off with the boots in a bag. The first few times were actually very nerve racking. I was so shy, so scared to ask the girl, so worried that she'd think I was weird, or would deny my request. I'd lie there on the massage table trying to pluck up the courage to ask her. Turns out I didn't ever really have much to worry about it, most of the time they were absolutely fine with it, some even seemed to enjoy or were quite curious about it. A few were indifferent, or or two refused, a few seemed to find my enthusiasm for boots and bootjobs kinda cute.
There were some minor hiccups. Every now and then you'd end up with a girl who's legs were too chunky to fit in the boot shafts, or who's feet were too big for the particularly pair of boots you'd bought (although I got pretty good at managing this - i saw primarily asian girls who all generally had pretty small feet), but 95% of the time it was smooth.
It was during this period of my life that I noticed my tastes start to change. I think I have pinpointed it to one particular experience where I had this gorgeous Taiwanese masseuse. By now i'd gotten pretty confident in asking, so sometimes i'd skip the massage and just get straight into the boot play, which i'd done in this case. She was fascinated by my love of boots, and went on to tell me how she owns several pairs, and that she had actually worn boots to work that day. I asked her where they were, she said in her locker in the back room. By this stage she was already wearing the ones I'd brought, but the idea of her in her own boots got me really excited so I convinced her to go get them, and she did. She came back with them, they were quite long, over the knee, flat sole, no heel, and the type where the foot and front of the shaft was leather, but the rear of the shaft was made from that stretchy neoprene type material. These were completely unlike anything i'd ever been interested in, yet I found myself aching to be beneath them. So again, after a bit of convincing she put them on and gave me a great bootjob.
Since then, my variety has opened up, and i've enjoyed many fun sessions under boots of all shapes, colours and styles. I still have some fairly rigid criteria for what I like, but these days its a bit easier logging onto marketplace or similar, knowing that I have a lot more to choose from. A summary of what I like and dislike is below:
Likes - Long boots (I actually much prefer over the knee style these days, rather than knee high. I would go out of my way for overknee boots, I love the way they look when a girl is wearing them an sitting down). I still have a strong preference for leather, black or any shade of brown. I've got a growing obsession for flat boots - where they once turned me off, they now tick a lot of boxes for me. I still enjoy a stiletto boot session, but sometimes a good pair of flat boots is just what you need for session involving trampling - more pleasure, less pain and none of the marks. Low profile sole, ideally fairly smooth. I like "girl next door" kinda boots, the ones that you see women wearing in public. I don't necessarily like designer boots, but I like slightly more expensive ones. The reason for this is that cheap boots are generally not made from leather, and honestly it'd be a bit of a turn off being beneath a pair that you knew came out of a musty smelling discount shoe warehouse. I never tried really expensive designer boots (eg Jimmy Choo), i'd love to but am realistic. They're too expensive; either $1000 brand new, or still $500 on marketplace. And i've given up hope of meeting a girl that owned a pair and would be willing to use them for a bootjob. So for that reason, my ideal pair are ones that cost around $300-$400 brand new. Expensive enough that you can be guaranteed real leather and good quality. Most large shopping malls have at least 3-4 shops that sell boots in this category. They're expensive enough that the women who buy them take really good care of them, but they end up selling on marketplace for $100, or maybe less! I've also grown a bit more of an interest in female feet in general, and have since enjoyed a number of amazing footjobs, plus shoejobs with various types of heels, sandals, even a pair of sneakers! I guess I get a bit influenced by the things i'm seeing online, and also by the actions and suggestions of the few massage girls that I regularly saw or built a rapport with.
Dislikes - Boots made from anything other than leather. Still not into suede etc. I hate the typical stripper or dominatrix boots - PVC, faux leather, platform or chunky soles you name, I find it a complete turn off. As I mentioned above, if women can't generally wear them out and about in public (shopping, work etc), then I don't want them touching my cock haha. This extends to most clothes actually, the best bootjobs haven't been my women in lingerie and costumes, its been by masseuses in the clothes they wore to work (jeans, dress, whatever), a girlfriend who's just come home from the gym and slid a pair on over her gym tights.
As you can see, things were going fairly well for a while there. I'd built up really great working relationships with a handful of girls. It was great, we had each other's personal phone numbers and I could text them and say that i'm booking in with them tomorrow, and request that they wear a certain outfit (eg tight jeans), and they always would. It was always business, not friendship, never got anything for free but it worked really well. COVID ended all that though, with most of the girls either finishing their studies and returning to their home country, or just having to leave due to the financial hardship arising out of lockdowns etc. My acquaintance that i filmed with earlier in the year is from that network, probably the last one remaining and even that is crumbling. So my network has dried up, and despite open borders, we are nowhere near back to the level of talent that was once in the massage shops, and are in desperate need of a flood of fresh overseas university students.
Anyway, that is a summary of how a chance stumble across an old bootjob clip sparked a fire in me that has burnt at various intensities for almost 20 years!
Looking back, I guess i've always been interested in boots, for as long as I can remember, but thats as far as it went, i'd never been in to feet or any other shoes for that matter, nor had I every considered or known to combine boots with bedroom activities. I guess you could say I was a combination of naive and unimaginative.
That all changed one day around 2004 when I was doing a bit of a porn browsing session, and I stumbled upon a clip from heeljob.com, where a pretty chinese woman with dyed hair and wearing an orange sweater, tight leather pants and knee high leather boots gave a guy a bootjob. I was blown away, instantly hooked and rushed over to my girlfriend's place and begged her to try it on me. She was sceptical about it, but after I found the clip again and showed her, with enough coaxing we gave it a try. Upon reflection, my first bootjob it was nothing to write home about, but at the time I was in heaven. We used a lot of oil, it was fairly messy, she wasn't all that good at controlling the cock (probably because of the oil) but we got there, and we repeated this many times, each time getting a little better.
My taste in boots was fairly strict - I love them knee high, pin heel, point toe, and made of black leather, an ideally very tight fitting on the legs. I loved it when she wore them with jeans tucked in, and it was so tight she almost couldn't zip them up, sometimes that was the start of the foreplay, her draping them across my lap while I wrestled with the zips to get them up.
This pattern didn't change for well over ten years. I ended up having hundreds of bootjobs over this time with various women (some great, some not so great) , and several things remained consistent - knee high, tight leather, pin heel, and lots of oil. I had zero interest in loose fitting boots, flat boots, different material boots (eg I hated suede, PVC, faux leather etc), or other coloured boots (although I do have some fond memories from that period where dark brown boots did the job well). Worth noting that my interest remained fixed on boots, I never once wanted to try a footjob or shoejob with any other type of shoes.
Then my boot fetish took a back seat for a few years. A series of uninterested girlfriends (one was particularly repulsed by the idea and it ended up causing the friction that ended the relationship) meant that I went without for quite a while. Others seemed okay with the idea, but it never really happened (eg they didn't have a pair of boots that I liked, or it was always for "another time"). So I went for a while without having any fun, just watched a bit of porn sometimes, or fantasised.
Then in 2017 my life changed for the better with a double whammy - 1: I moved to a BIG city with a thriving massage shop scene. 2: I stumbled across facebook marketplace and other buy/swap/sell sites which i'd been fairly ignorant of until that point.
I have never had any interest in having sex with a prostitute, and still don't. But one day not long into my stint in the big city, I booked into a nearby massage shop as a way to kill a bit of time one afternoon, and turned up, naively thinking that I was going for a massage only. The place was staffed by mostly beautiful young asian university students - a mix of Chinese, Japanese, Taiwanese, Hong Kong, etc etc. Needless to say I left that massage feeling pretty happy.
Not long after my massage experience, I was browsing facebook marketplace for furniture for my new place and I noticed that one of the sellers I was viewing was also selling some boots. BINGO!!! I had a light bulb moment, I could pick up some really nice boots at a very reasonable price, take them to the massage shop and for less than $100, get an hour long bootjob from a gorgeous Chinese university student!!!
I set my plan in motion, I bought a pair of boots that matched my preferences where'd left off a few years earlier, and after booking a massage session, set off with the boots in a bag. The first few times were actually very nerve racking. I was so shy, so scared to ask the girl, so worried that she'd think I was weird, or would deny my request. I'd lie there on the massage table trying to pluck up the courage to ask her. Turns out I didn't ever really have much to worry about it, most of the time they were absolutely fine with it, some even seemed to enjoy or were quite curious about it. A few were indifferent, or or two refused, a few seemed to find my enthusiasm for boots and bootjobs kinda cute.
There were some minor hiccups. Every now and then you'd end up with a girl who's legs were too chunky to fit in the boot shafts, or who's feet were too big for the particularly pair of boots you'd bought (although I got pretty good at managing this - i saw primarily asian girls who all generally had pretty small feet), but 95% of the time it was smooth.
It was during this period of my life that I noticed my tastes start to change. I think I have pinpointed it to one particular experience where I had this gorgeous Taiwanese masseuse. By now i'd gotten pretty confident in asking, so sometimes i'd skip the massage and just get straight into the boot play, which i'd done in this case. She was fascinated by my love of boots, and went on to tell me how she owns several pairs, and that she had actually worn boots to work that day. I asked her where they were, she said in her locker in the back room. By this stage she was already wearing the ones I'd brought, but the idea of her in her own boots got me really excited so I convinced her to go get them, and she did. She came back with them, they were quite long, over the knee, flat sole, no heel, and the type where the foot and front of the shaft was leather, but the rear of the shaft was made from that stretchy neoprene type material. These were completely unlike anything i'd ever been interested in, yet I found myself aching to be beneath them. So again, after a bit of convincing she put them on and gave me a great bootjob.
Since then, my variety has opened up, and i've enjoyed many fun sessions under boots of all shapes, colours and styles. I still have some fairly rigid criteria for what I like, but these days its a bit easier logging onto marketplace or similar, knowing that I have a lot more to choose from. A summary of what I like and dislike is below:
Likes - Long boots (I actually much prefer over the knee style these days, rather than knee high. I would go out of my way for overknee boots, I love the way they look when a girl is wearing them an sitting down). I still have a strong preference for leather, black or any shade of brown. I've got a growing obsession for flat boots - where they once turned me off, they now tick a lot of boxes for me. I still enjoy a stiletto boot session, but sometimes a good pair of flat boots is just what you need for session involving trampling - more pleasure, less pain and none of the marks. Low profile sole, ideally fairly smooth. I like "girl next door" kinda boots, the ones that you see women wearing in public. I don't necessarily like designer boots, but I like slightly more expensive ones. The reason for this is that cheap boots are generally not made from leather, and honestly it'd be a bit of a turn off being beneath a pair that you knew came out of a musty smelling discount shoe warehouse. I never tried really expensive designer boots (eg Jimmy Choo), i'd love to but am realistic. They're too expensive; either $1000 brand new, or still $500 on marketplace. And i've given up hope of meeting a girl that owned a pair and would be willing to use them for a bootjob. So for that reason, my ideal pair are ones that cost around $300-$400 brand new. Expensive enough that you can be guaranteed real leather and good quality. Most large shopping malls have at least 3-4 shops that sell boots in this category. They're expensive enough that the women who buy them take really good care of them, but they end up selling on marketplace for $100, or maybe less! I've also grown a bit more of an interest in female feet in general, and have since enjoyed a number of amazing footjobs, plus shoejobs with various types of heels, sandals, even a pair of sneakers! I guess I get a bit influenced by the things i'm seeing online, and also by the actions and suggestions of the few massage girls that I regularly saw or built a rapport with.
Dislikes - Boots made from anything other than leather. Still not into suede etc. I hate the typical stripper or dominatrix boots - PVC, faux leather, platform or chunky soles you name, I find it a complete turn off. As I mentioned above, if women can't generally wear them out and about in public (shopping, work etc), then I don't want them touching my cock haha. This extends to most clothes actually, the best bootjobs haven't been my women in lingerie and costumes, its been by masseuses in the clothes they wore to work (jeans, dress, whatever), a girlfriend who's just come home from the gym and slid a pair on over her gym tights.
As you can see, things were going fairly well for a while there. I'd built up really great working relationships with a handful of girls. It was great, we had each other's personal phone numbers and I could text them and say that i'm booking in with them tomorrow, and request that they wear a certain outfit (eg tight jeans), and they always would. It was always business, not friendship, never got anything for free but it worked really well. COVID ended all that though, with most of the girls either finishing their studies and returning to their home country, or just having to leave due to the financial hardship arising out of lockdowns etc. My acquaintance that i filmed with earlier in the year is from that network, probably the last one remaining and even that is crumbling. So my network has dried up, and despite open borders, we are nowhere near back to the level of talent that was once in the massage shops, and are in desperate need of a flood of fresh overseas university students.
Anyway, that is a summary of how a chance stumble across an old bootjob clip sparked a fire in me that has burnt at various intensities for almost 20 years!







