Originally Posted by chiliinabowl
Next the question. I am concerned they are too big, They feel good in some spots but generally feel a little squishy in the heel.
What are the build on these? Are they double or single mid-sole? The reason I bring it up is because despite all the talk on the forums, White's are not really a "custom" fit boot. You get matched up to a standard last size, and where necessary small adjustments are made within the standard system. The build is a system of standardised options (unless you really work with them on a one to one basis). A true custom fit would be individual to your foot, like many of the good riding boots are... i.e. no standard lasts. That's not a criticism but sometimes its better to cut through the fan boy hype.
So one of your issues could be, particularly if you have a thick sole/mid-sole configuration, that with any 'non-custom' boot you will get some heel slip when new. The thicker and stiffer the sole then the more slip you are likely to get. It is important to lace up the boots as tight as possible when new. You can leave the front of the instep comfortable but above the instep, so the ankle on upwards, should be pretty tight. This helps to minimise the slippage (assuming they are not way too big) and the boot will break in allowing the sole and mid-sole to shape to your foot and the way your foot moves, and then most or all of the slippage will disappear.
By the look of your photos the boots do seem to have quite a bit of length but try to figure out if the "squishy" feeling is the result of your foot slipping forward in the boot or if its purely lifting in the heel. Again, a truly custom fit would have an individual shape at the heel, otherwise the heel width and shape changes in proportion to the size of the last. So it may be that if the boot is the correct size (length) that you could still have issues if your heel has a particular shape which is just not working with the overall fit of the last.
Its impossible to say online and from photos how the boot fits, and people's experience with fit and break in will be so unique as to be almost useless. I feel for you though! I hate any movement in the heel of a boot and have had burned into my memory my two heels blistered beyond belief from once buying a pair of boots which were way too large and convincing myself it would be OK. Half a day later I couldn't walk!
I'd go with the advice above and work with Baker's or White's and try figure out a solution. Alternatively, various combinations of socks, insoles, heel pads, etc., might solve the problem. I'm not sure if this has been of any help... but good luck.