No, no, don't! Just don't run the chain too short. Usually the whole drive train locks solid first which equals a crash. A long and baggy chain looks horrible on small-small but is safe. The difference is usually about 3 links extra.
I can't emphasise this point enough. Don't Don't DON'T
I know that you say you'll be careful but the reality is that it happens when you are otherwise distracted - like that bus turning left across you or whatever.
On the second point, my lowest is 29T front, 28 back on a 7s setup. OK for anything here (New Forest) but would probably kill me if I lived in the Peaks! But BITD we all survived with 28T front and a 13-30 cassette.