Three things,
First off, you need to size the bullets larger than the bore, so .357 would work, but I'd go more traditional and get a .358 sizing die which is the standard size. No harm will come to your revolver, in fact the bullets will work best that way. No leading with a proper fit.
Sized bullets should not be able to drop through the cylinder without resistance, poking them through with a pencil for instance. If your bullets fall all the way through the cylinder, they are too small.
Second, the 358429 is too long for the 27-2 or any other N frame .357 UNLESS you crimp over the front driving band.
Lyman 358159 is the better choice here. You can crimp them in the crimping groove. It actually has two grooves for heavy loads using .38Spl cases so it can be seated out further. Use with gas checks for magnum loads and w/o gas checks for light loads under 900fps.
Third, a good luber-sizer like the Lyman 450 or 4500 wil handle any bullet you care to size and lube. Use a good lube like White Label BAC, less smoke, good for up to 2500fps in rifles - and CHEAP!
Hope this helps.