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I remember my first time wearing heels, but they were someone elses and I didn't have access to them and sometimes felt the need to wear a pair of heels at home. The solution was obvious, buy a pair of heels of my own, but that had some drawbacks i.e. how does it look for a guy buying heels in a size which is probably his own? I was young and did a lot of driving for my job, so I had plenty of opportunity to buy some heels away from anywhere I'd be known, but I was also very shy and self-conscious at the same time. Several times I stopped near a shoe shop and got to the door before walking away, probably looking very guilty. I stopped once outside a shop in NW London which had some great looking heels in the window and walked up to the door and inside. Once inside, with a dry mouth and sweaty palms I asked for a pair I'd seen in a size 8. Did the shopkeeper just look at me like I'd shoplifted or was it my own imagination? I didn't know, knowing what I know now he probably just furrowed his brow to remember if he had that size in that style. He didn't have my size so after all the build up I'd have to try again elsewhere. Eventually I plucked up courage again, and went to a shop in West London which hadn't been open long but had some stiletto styles on display in the window. The shop emptied within a minute or two as I was browsing, then the shopkeeper walked over and started talking, and enquired as to what I was looking for. I swallowed and asked to see some black stilettos in a size 8 for my girlfriend (I lied badly). No go, they only went to size 7 and only in white at that time. Having plucked up courage to get this far again, I decided I'd give it a go and asked if they could be returned if they didn't fit her (the lie might still hold I hoped). I bought a pair of white stilettos a size too small which I wore a few times when the need hit me. I couldn't keep them at home as my mum would clean my room while I was working so they were kept in my company car. I had to change the car after a year or so, so as I passed a skip one day I threw the shoes in as I had nowhere else to put them for the changeover. So that's my long winded story, how was your first time buying heels?