Narrower rims are going to give a more bulby profile to a wide tyre which is probably what you want if you’re in it for the comfort.
Probably worth paying attention to sidewalls. A Schwalbe ‘snakeskin’ or WTB ‘light’ is going to give s more supple ride than a ‘supergravity’ of ‘tough’ – these are essentially like load rating numbers on car tyres.
Pressures, if you don’t want to/can’t keep a spare set of wheels for road then just vary the pressures as appropriate? Obviously not stopping to blow them up if you’re nipping on road mid ride for a few minutes, but for extended use would seem sensible.
As someone else asked ^^ can you squeeze a 275plus in? A 2.8 Trailblazer is under 70mm at widest and no taller than a Vigilante on s 29 rim.