As a guy with about a 29 inch inseam, I can empathize. In addition to the excellent discussion so far, I'll add a few thoughts.
Lowering blocks reposition the shocks, so if your chain guard is stock, it's clearance cutout will no longer line up with the shock. Some lowering blocks also cover up the chain alignment marks on the swingarm, which is very minor but somewhat annoying. Some lowering blocks will move around when the shocks rebound because they are not braced against upwards motion. Do not use those. The better ones have provisions to keep this from happening, either via a hold-down bolt in front of the swingarm shock mount, or by attaching to the swingarm end cap bolts.
Shorter shock (with proper spring rates) are much much (much) better than lowering blocks in basically every way, imho. I've run 12 inch shocks but recently switched back to 13 inchers, because I was tired of dragging the pipes or centerstand lever on tight cloverleafs. I should mention that my bike is a heavily modified chopper so my experiences may not mirror yours.
Start by lowering the rear; do not lower the front unless you have lowered the rear, since this reduces trail in the steering system, and going too far in that direction can lead to fatal instabilities at speed.
If you plan to do any two-up riding, check all of your clearances with two people on the bike. Adjust your shocks to their stiffest setting for two-up riding, and to their softest setting for solo riding.
Grabon's suggestion of narrowing the nose of the seat where your thighs touch it when straddling the bike, is an excellent one; it helps a lot. This of course requires disassembling the seat and modifying the seat pan. Your limiting factor here is the placement of the front seat hinge tab that's bolted to the seat pan, other than that you can cut and reposition the sides of the seat pan then re-weld. Watch out for clearance with the frame rails. This obviously takes a bit of work but even fractions of an inch here can make a big difference on where you can comfortable place your feet.
Finally, consider cowboy boots. No, seriously, they often have a higher heel than your standard work boot or combat boot.
mystic_1