I thought smaller, everyone says go big on mm.
Longer focal length eyepieces complement your longer focal ratio scope giving you a useful range of powers.
The way you observe is quite subjective but one way is to start with low power to find and examine the surrounding field, and then increase magnification for a more detailed view.
If you want to increase power you will find you can go for shorter effective focal length eyepieces until you see that the detail begins to degrade, and this in a well tuned system is limited by the atmosphere.
If you are looking at a detailed subject like a planet you can often benefit from keeping the power just a bit higher than the point where you loose detail so that every once in a while you will get a rewarding glimpse as the atmosphere momentarily steadies.
If you follow the above paradigm then you will see that longer focal length eyepieces are where you start in most cases, so they will be more frequently used.
Years ago my main scope was a 10-in f/13.5 and I modified it to take 2-in eyepieces. I'd start with a 38mm war surplus wide field, or a 63mm symmetrical, and it made observing far more enjoyable, even though there was vignetting due to the small light baffle.
With my basket case 10-in LX200 that I restored due to the patient and considerable help of members of this forum (many thanks!) I'm finding 63mm is a bit low so I am using an ancient 40mm TV Wide Field for a 1st look.