I am late to the party here but will add my bit in anyway...
I have recently indulged and brought Rapha shorts. I can no longer accept the skin shearing off my undercarriage for days after a bike ride. Mavic padded shorts turned out (on the first day of an 8 day cycling trip with friends) to be see through😬 Specialized ones slightly better but I am tall so I continually hoik them up while tucking in my muffin top.
Tops - I struggle with them all being too short in the body. I had some club kit from Owayo (custom made with emblem) and they are long but there's a stigma attached to that club locally so it's sadly no longer worn.
Gilet - great for when it's a bit chilly but you don't want long sleeves on. Pair with arm warmers and short sleeve top.
Mesh base layer - DHB from wiggle. Fab - keeps you cool even though it's another layer. Sleeveless and short sleeve versions for £20 ish.
Merino arm warmers - DHB again. Lovely and soft, warm yet cool too. Don't cut into the top of my less than toned arms either. £20 ish
Sunnies - I require contact lenses or am an unroadworthy liability. Sunnies with interchangeable lenses are a necessity to keep dust out. I had Oakleys, now Rapha shades (got impressive discount as they do offers from time to time).
Pedals - it took me literally years to brave a clip in pedal. I got dual side SPD with a flat side and they are great, particularly on a steep hill if I want to unclog one foot incase I need to stop at short notice. Down side is they are not light.
Garmin or similar GPS - no more wet/ripped/lost route directions on an audax. Also feeds the Strava habit😉
Bike - after years of riding round on a 56cm frame bike fitted to me by a well-respected local shop I could stand the lower back pain no longer. I went elsewhere, was fitted for a 54cm bike with narrower handlebars and a shorter stem. It was a revelation and off I went to do the coast to coast days later with no more pain. It's got Ultrgra, the gear changes are smooth and I no longer have to refit the chain on every ride as it's predecessor dropped off if you weren't very, very gentle with your gear changes and gave it about a weeks notice.
I doing frequent stalking of Wiggle, Rapha and a newly found Velovixen for offers. Cafe du Cycliste have lovely, stylish bike wear but it's £££. I am still hoping for them to have an epic summer sale🤞