Basically, I ride, she flys, so packing isn't really an issue for me. When my wife meets up with me on the road, she brings her textile jacket, helmet, gloves, and boots in a separate bag for local riding opportunities.
I tend to take too much, and refine what I bring as time progresses. I have a full set of Kathy's Journey Design luggage - panniers, top case and luggage rack bags.
The left pannier bag contains an antigravity battery; toolkit; tire repair kit and pump; GS-911; smaller plastic bottles of engine & final drive oil, and antifreeze; spare parts for shifter and fuses; tennis shoes and sandals; a tube of hand cleaner; latex gloves; and microfiber rags.
The right pannier bag contains my clothing, with daily changes of clothing separated into smaller mesh bags; phone/computer chargers; and maps to supplement my GPS.
The top case contains my laptop, ditty bag, first aid kit, GoPro camera kit and extension arm; spare gloves; & energy bar snacks.
The luggage case bag contains my Aerostich bike cover; RDL seat's rain cover; a sweat shirt & light weight jacket; a zip lock bag for carrying a damp rag for cleaning off bug splatters; and another clean microfiber cloth for wiping the bike down at night.
I also have a BMR luggage rack used to mount a Veskimo 9 qt. cooler (for the cooling vest) and a Helen Two Wheels dry sack for any other odds and ends I carry, like a collapsible chair and other more bulky clothing.
I don't need to carry any rain gear or liners, as my Aerostich R-3 suit and Daytona boots work well in conjunction with the LT tupperware, in keeping me warm and dry, and the Veskimo cooling vest system also keeps me comfortable in above the mid-80s.