thank you for your answers!!
the thing is that i have not found yet a pedal that can produce the sound of an amp's gain, although i do have a tonebone hot british and a crunchbox, as well as a ocd v4 for boosting the dsl50, which they sound pretty good on my dsl50 (but not on my tsl60..strange is ain't it?) and i have my dsl modified with mercury OT and nos tubes (telefunkens in pre and Ei 6ac7 power).
so, the option #2 is covered for when is needed, now how about the option #1, i already have an dd20, which as a digital pedal and as one, works good on the loop (so does the rv5, on which i don't actually care much), should i go with a single digital modulation pedal (and "retire" the flanger, phaser, chorus pedals) such as the t.c or the eventide ones, to be incorporated to my pedal board or go to a multifx solution such as a g major 2 or nova system and retire my entire pedal board? i'm interested in the best sound possible solution given the choices (which means no racks that costs 1000 euros :P )
Thank you again for your answers!!
Stelios