It took me years to fall in love with stilettos, but once I did...BAM! ...it was hot, burning passion :). There was only one tiny thing that kept me from taking my new chosen partners out around the town...I couldn't walk in the gorgeous things...gahh. So, I guess every relationship takes some work and high heels and I have gotten things to come together. How's this love thing done? First the basics, the 101, the things all the 40+ year couples will tell you: head up, eyes ahead, back straight. Good posture does wonders for balance (love really is all about finding the right balance ;)), so be regal...or a runway model, depending on your state of mind for the day. Also, make sure to walk heel-toe. It feels odd when your heels hit the ground so soon because of the shoe, but stick with it and it'll get easier. Start your high heel adventure with wedges. The thinner the heel, the harder it is to balance and vice versa. So those pin-thin Casadei heels? Those are things you work up to...you know -once you're comfortable with each other.  From wedges, go to a chunky heel and/or bootie type designs that surround the whole foot and/or ankle straps (go for multi-strap designs or wider straps as opposed to minimal, super-slim designs like the Weitzman Nudist). The extra straps keep the shoe more secure and make walking easier. (Aside: I also find slingbacks to also be in this medium-easy category, but it depends on the shape of your heel and personal preference). Consider buying one pair of heels that's half an inch to an inch higher than the height of the highest pair you want to walk in. If 4" is your highest heel, look for a 4.5" one. Practice walking in it in safe environments (self-bubble wrapping is always an option, but I've found draping a yoga mat over myself like a poncho to be perfectly effective. J/k.  ....I do go for the bubble wrap. OK, really kidding). Seriously, wear your biggest heels around the house, put the radio up and dance in them, clean and organize your room in them, do dishes with them, wear them out and about in carpet-only areas where you can forego wooden floors (they're like walking on ice), pavement (AND cobblestones omg...I nearly destroyed myself once trying to walk to a dinner date on cobblestones. It was super not pretty. For cobblestones: FLATS. Trust me). Also, forego stairs when you're first building your relationship with high heels. They can be done - just go slowly! (This is true for wooden floors/ice rinks as well). And wait until you feel comfortable on flat ground before you give them a try. Once you get used to a higher heel than you plan to wear, you'll find the actual height you want to do life with to be way more manageable. After 4.5", 3.75" or 4" feels like a breeze! Find a height you feel happy in. It's different for everyone (I can do 4.5" heels, I can commit to 4" heels and 3.5" heels are basically like happily-married-to-my-feet flats). PS platforms throw a fun little plot twist (and a nice opportunity to work on your math skills) into the whole height calculation situation, so experiment a bit and find out what you like.  4" with a half inch platform isn't quite as easy as 3.5" single sole heels, but it's def easier than 4" single soles. Lastly, don't be afraid to try new things and share new experiences with your high heels (like marksmanship games or balance boards ;)); it's what keeps the passion in a relationship. I wish you and your heels many long (-legged) years of happiness together! XO