I went from some kind of SPDs to Speedplays ("X" somethings) with no problem. I have some scar tissue in my right ankle from surgery, so I used to have to clip out of the SPDs by turning my heel inward at the top of the pedal stroke to avoid pain. However with the Speedplays the only way to clip out is by turning your heel outward at the bottom of the pedal stroke, so I had to really relearn the muscle memory. And it was actually quite easy to get used to.
The only drawback I find with the Speedplays is that you really want to avoid getting dirt in the cleats. So if you're going to be walking on an unpaved surface (which I seem to do often, at reststops in parks and unpaved parking areas at big rides) you'll want to put cleat covers on. The covers are inexpensive and should be available from the same store that sold the cleats and pedals. It's just a pain to have to find room in them in my bike bag and then having to put them on and take them off at rest stops. Also they get dirty, so you'll want to keep them in a plastic bag when they're not on your shoes.
Also it helps to lube the cleats every few weeks. The LBS should be able to sell you that too. A small inexpensive bottle lasts a long long time.
- Gray 2010 carbon WSD road bike, Rivet Independence saddle
- Red hardtail 26" aluminum mountain bike, Bontrager Evoke WSD saddle
- Royal blue 2018 aluminum gravel bike, Rivet Pearl saddle
Gone but not forgotten:
- Silver 2003 aluminum road bike
- Two awesome worn out Juliana saddles