It’s both surprising, and not, if you think about it. The way I’ve usually seen it happen is first the rear tire goes flat, then the front one. My theory is that both tires went through the same pile of glass/thorns/metal bits and they both picked up junk. the reason for the flat occurring on the back first is because there’s more weight on that tire, so the offending article works its way through the tread more quickly.
In addition to the Rema patches, put a new tire tube in your kit. The best method for dealing with a flat roadside is to swap out the tube and save the task of patching for later. If you’re not sure what size your tires are, it’s printed on the sidewall of the tire. This inner-tube buying guide has some photos of where to look. What brand is almost irrelevant as many tubes get manufactured in the same place, so whatever your local shop has behind the counter for under $10 will work fine. The only reason to spend more would be to save weight.
As you mentioned, it is surprising how often you can get multiple flat tires on while riding, particularly on longer sprints. The tip about bringing a patch kit in your bike repair kit can be incredibly helpful if you’ve already had one flat tire. I agree that all you listed seems like an awful lot to carry, but it’s always better to be safe than sorry, isn’t it?
Keychain style flashlight or headlamp, LED type, not incandescent: The keychain style is tiny and lightweight, the headlamp style is a bit bulkier but easier to use. You can get these for a couple of bucks or less at the local big box hardware store. The LED ones are lighter, more durable and last considerably longer. Very useful if you need to make a repair after dark! I keep a keychain style one as a backup as I normally have a headlamp in my backpack.
Create emergency patches on tires or tubes with this Bike Tire Repair Kit. Each pack comes with everything you need to fix a flat, including a spokes wrench. When you find a puncture or nail hole in your riding essential, grab an application from this bicycle repair kit to hold in enough air so you can continue on your way until a replacement tire can be located. It includes adhesives and patches of different sizes for your convenience. Made of steel, the bicycle tire repair kit is durable and long-lasting. Keep the set with you at all times while riding your bicycle so that you have it in the event of an emergency. The size of the kit makes it easy to carry in a backpack or zippered cargo bag. Cover different sizes and types of holes and tears that make riding difficult with this Bike Tire Repair Kit.
Some years ago, I used to live on my bike. Riding around daily through any weather condition was bound to quickly wear down on the bike over time. I like some of the stuff that you have in your toolkit. I would say zip ties are actually really convenient, because when something came loose you could go ahead and use those to fasten them down to keep on moving ahead until you had enough time to fix it or get it checked at a bike repair shop.
A plastic garbage bag, or $2 disposable poncho: Just in case of an unexpected downpour or getting caught out after dark. More than once, I’ve gone for a ride on a beautiful day with a perfect forecast, not taken a jacket and had the weather go south on me. Being able to cover up can mean the difference between just mild discomfort or a freezing cold, shivering ride home!
Whether you ride a single, 7, or 10 speed bike or anything in between, you will need a slightly different chain. The major difference is that they come in varying widths to accomodate the different spaces between the gears, but quality of construction is also a factor in choosing a chain. Inspecing the chain should be a part of your regular cycle maintenance procedure- It’s important to keep a chain well lubricated, but oil will also attract dirt and so different oils for specific riding conditions are available. Remember to clean your chain regularly to get the longest life out of it and the gears.