My cycling clothes and normal clothes seem to have merged; merino tops for six months of the year, Endura shorts and trousers much of the time, a couple of Montane jackets and waterproof trainers.
No lycra, padded shorts or wobbly shoes, ever . I've never had a cycling jersey.
Same.. a range of
CRC-fire-sale Merino base layers (short sleeved, long sleeved, long sleeved zip-neck), an old RAB synthetic base layer that's tatty but seemingly indestructable for when I have to wear the rucksack, cheap
Regatta walking fleece, cheap Mountain Warehouse walking trousers / 3/4 lengths / zip-offs (with the legs lost
)
There's also a range of waterproof gear; most of which is walking-centric.
Most of the above gets used for anything technical (walking, stuff on the rings) and occasionally the merino base layers find their way into daily wear as they're comfy on the skin. really pleased with these - only regret is that I didn't buy more at the time..
The only cycling-specific stuff I have is the SPD shoes, which rarely get worn. Almost pushed myself towards more road-centric stuff at one point, but glad I didn't. Not averse to some more / better quality cycling-specific clothing (considering a Gore jacket and still need some decent waterproof gloves).. but what I have has most bases covered.