Well said, Shyheels. In my case, heel-wearing was prompted by two stimuli: (a) an admiration of footwear (on women) coupled with more than a tinge of envy that they could wear something more glamorous and elegant that men were 'allowed' - and heels in particular; (b) a wish to experiment, much as you suggest, for essentially physical and curiosity reasons. But you will be aware from other posts how I have been pilloried (by Mrs P) on both counts, just for having those thoughts, let alone indulging.
I am however honest enough to recognise that there is another underlying 'encouragement'. The wearing (actual or imagined) of an article of female clothing with a sexy image is likely to be arousing. I'm not sure I understand exactly the parameters but indulging in something which is different/naughty and recognising that most men have a degree of latent femininity trying to escape are key aspects. Whether, and to what extent, it brings on more sensual feelings (and potentially fulfilment) is something that only experimentation can determine. And whether wearing women's footwear is but a stepping-stone [pun alert] to more complete cross-dressing or some form of 'transition' must be again a very individual and personal matter that is likely to take time to emerge. In my case, no such desire exists (beyond, perhaps, 'dressing-up' for fun on some suitable occasion, such as the Rocky Horror Show - not that I ever have.)
The psychologists would have a field day, I'm sure! And I must be careful as I have one living next door - with a psychiatrist for a husband!