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High heel boots Urge & Fantasy
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By (user no longer on site) OP
over a year ago
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Part of this is true and the rest is fantasy....
I've had a thing for high heels as long as I can remember, in fact one of my only memories of primary school is sitting in the hall in the final assembly before leaving, next to my teacher. I was sat on the floor & she was on a chair & I was fascinated with her high heel shoes!
Through high school my fascination with high heels developed in to a full blown fetish. It was the mid 90's so the girls were all wearing the block type high heel boots & shoes but best of all 2 of my teachers always wore stilettos. Every night I would wank off thinking about their high heels!
Anyway I left school & went to college. On my course was a tall girl that wasn't bad looking at all and she always wore these block type high heel ankle boots. They'd also got a small platform on them so she actually stood taller than most lads on the course. I was over 6ft and she stood near enough the same height as me! Well the more I saw of her in these boots the more I wanted them. Yes, she was quite attractive but her boots turned me on more! I wanted them & I couldn't stop fantasising about wearing them myself.
On the course we sometimes had to go in to a workshop & wear safety boots, meaning that all our normal footwear was left in a corner, out of sight. This got me thinking & I hatched a plan, I wanted them boots! I'd already got fed up with the course & was planning to leave so on the last day I went we were in the workshop & I made an excuse to go early. My pulse was racing as I changed my own boots, I was on my own & there they were, the boots I desperately wanted. I checked to make sure no one was was around & I picked up her boots & put them in my bag before dashing out. All the way home my heart was pounding but I'd done it, I got the boots!
I was a size 10/11 and she was a size 8. This wasnt going to stop me though & I was determined to get them on. Luckily there was a little bit of give in them and after hours of trying I managed to get them on. I felt my cock go hard as I stood up in them for the 1st time and I wanked myself off, turned on wearing high heels.
If I was home alone I'd wear them in the house as long as possible but eventually it wasn't enough & I started to fantasise about wearing them outside. I wanted to know what it felt like to walk out of my back door, in to the alley way & walk up & down it, wondering what would happen if I got caught. I plucked up the courage to do it and even though my jeans were quite long you could definitely see the high heels as I walked. I did it a few times but no one was ever around so I started to think a little further about what I could do next.
I'd passed my driving test & had now got a car. I'd already put the ankle boots in the boot of my car so they wouldn't be found in the house & as my fantasies evolved I thought about driving to a quiet country lane, parking up & putting on the high heels to going for a walk.
I kept imagining walking down the lane & what would happen if a farmer would drive past & catch me wearing these high heeled boots. I'd never been with or even thought about other men but once I was in those high heels something inside me wanted me to get caught wearing them by another man. |
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By (user no longer on site) OP
over a year ago
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I'd got a few hours to myself and I knew what I wanted to do so I drove out to the country lane. This was the 3rd time I'd been out here & on the 1st two occasions it was just me walking up & down the lane. This time however, was a little different...
I parked my car and got the boots off the back seat and put them on. Just as I was about to get out of the car a Land Rover drove past me. It was the 1st time I'd seen another vehicle on this road so even though I was dying to get out my nerves kicked in & I stayed in the car for a few minutes before getting out.
I'd walked about half a mile & then I heard it, the Land Rover was coming back! I started to panic a little as there was nowhere to hide & there was no way I could retreat to my car. I started to walk back, hoping that the driver wouldn't notice that I was wearing high heeled boots, within a few seconds it appeared and it slowed to a halt. I glanced up & I could see a man behind the wheel staring at me as I walked, oh god I'd been caught!
I kept walking, hoping that he just wanted to look but as I got next to the Land Rover he leaned over & opened the door. My mind was all over the place and then he said "I saw you walking up & down here last week & I was hoping you'd be back. I like your boots, jump in & let me take you somewhere where you can show me them properly". By this point I was on some kind of autopilot and without thinking I got in. "So, you like wearing high heels then, does it make you feel good when you wear them?", I nodded and looked straight ahead, wondering where he was taking me too. "Don't worry" he said, "I'm just driving us to somewhere a little more sheltered so you can show off in those heels to me".
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By (user no longer on site) OP
over a year ago
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I was in some kind of daze. Here I was, in another man's car being driven to somewhere I don't know & I'm wearing high heels!
I don't remember how long it took & which way it was but all of a sudden he pulled up at a barn which was in the middle of nowhere. "Well, here we are. Now you get out & go inside the barn, I want to watch you walk in there". I got out and did as he said, I'm sure I could feel him staring at me as I made my way across the
rough ground, being careful not to fall. I walked in the barn & it was full of hay bales, with a few laid out singly on the floor. I sat on one & waited, wondering on how I'd got in to this situation.
After a minute or two he walks in and I see him properly for the 1st time. He was about 6ft 4, slightly stocky in build, short light hair & in his late 40's or early 50's. "So, why do you walk around a quiet country lane wearing high heels? Don't you want to get caught wearing them in town?". I tried to answer but nerves got the better of me, all I could muster was that I like to wear them because they made me feel a little bit feminine, a bit naughty.
"Well then, to me that sounds like you want to give yourself to another man, don't you agree!?". But I'm not gay, I've never even thought about other men, let alone done anything. "Well, that may be but here you are, in high heels accepting a ride from a complete stranger, knowing in the back of your mind that he only picked you up for one thing". He was right, the realisation had hit me, I did it so I could get caught. I wanted to another man to make me feel even more like a woman, even if it's just for an hour or so! |
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By (user no longer on site) OP
over a year ago
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He knew I was nervous & he now knew I'd never been with another man before, but that didn't stop him. "So then, as you were walking the road I guess you want to be treated like a whore?". Shit, how did he know what I fantasised about, was it that obvious? He stood in front of me and told me to get on with it, before I knew it I was undoing his belt and unbuttoning his jeans. My hands were shaking as I pulled down his jeans and underwear, then his cock shot up towards my face. Christ it was big (well, compared to mine anyway)! It must have been 7 or 8" long and thick too. "Well, what are you waiting for? Start sucking and earn your money!" |
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By (user no longer on site) OP
over a year ago
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I couldn't believe what was happening but the sight of his hard cock was turning me on. My own cock was starting to get hard at the sight of his and the anticipation of sucking off another man.
I slowly wanked him as I licked & sucked on his balls. Was I doing it right? I'd never done this before! "Mmm, that's it, keep doing that" he said. I must be doing OK as he was enjoying it!
Eventually I ran my tongue up the length of his shaft before kissing the tip of his cock, tasting his pre-cum while softly massaging those big beautiful balls of his. He let out a little moan & then without thinking I did it, I took his dick in my mouth & started sucking. God this felt so hot! I shifted off the hay bale so I was crouching on my high heels as I sucked him off & this got me rock hard, in my mind I was now a woman, I was his woman! |
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By (user no longer on site) OP
over a year ago
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I took as much of him in my mouth as I could, it was my 1st time after all! I stopped sucking him & wanked him off, partly to give myself a breath of air but mostly because I wanted him to cum. I couldn't believe I was actually thinking that but wearing those heels did something to my mind, I wanted to pleasure another man!
I started to tease his balls with my tongue as I wanked him fast & hard, all of a sudden he grabbed my head & thrust his dick in to my mouth. "I'm gonna cum & you will swallow what I give you" he said. My heart rate went through the roof and then his legs buckled slightly, he was on the verge of orgasm! I wanted to feel his cum shoot out & hit the back of my throat so I held his cock just past my lips. "Oh, godddd!!!!!" he cried and then there it was, it felt like his cum hit my throat at a 100mph and it felt good! He cum loads and with his cock still in my mouth I swallowed it all, just as he asked.
My own cock was rock hard now but he said "Oh no, you have to see to yourself when you get home & think about what you've just done". With that he did his jeans back up & told me to get in his Land Rover. He took me back to my car and before I got out he gave me £20 and said "If you want to make some more money, be back here same time next week &. If you do though, I want you to wear stockings & lingerie under your normal clothes. That is all you will be allowed to wear along with those sexy boots of yours when in my barn". I looked at him, said I'd think about it, got out of his car & jumped back in mine.
Driving home it sunk in, what had just happened. I've just been paid to please another man & I didn't think twice about it. In fact, I was already planning on what lingerie I was going to wear for him next week & thinking about just how much further it was going to go. I figured he would want to fuck me but it still didn't faze me. I wanted this & it was an even bigger turn on to be paid for it!
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