Reddit mentions: The best powersports kidney belts

They make belts with handles for riders who cant hold on otherwise. You could ask him to get one on top of the other gear. Buying it for them might seem like you're giving your blessing..I don't know if this is the best or anything. I had a similar product for jet-skiing. It worked well.
https://www.amazon.com/Grip-n-Ride-Passenger-Safety-Belt-Black/dp/B00Q4IXTMI

https://www.amazon.com/Grip-n-Ride-Passenger-Safety-Belt-Black/dp/B00Q4IXTMI

Have a look for something like this too, I've seen it used before and seemed like a great idea to me

Any IWB holster should work just fine.

I'd also consider a pouch w/ holster like this: https://www.amazon.com/gp/product/B004ALXPSO/ref=oh_aui_search_detailpage?ie=UTF8&psc=1

[Something like this?] (http://www.amazon.com/HRP-Sports-K-Rib-Kidney-Guard/dp/B009ZW4DRU)

EDIT: [Or these?] (https://www.evoshield.com/) (Endorsed by RGIII!)

I recommend this. :)

http://www.amazon.com/Motorcycle-Scooter-Enduro-Cycling-Fanny/dp/B004ALXPSO/ref=cm_cr_pr_product_top

It's like a drop leg bag... it's still a fanny.. but cooler. :D

I'm guess you meant cold weather? I do a shoulder rig for cold weather so it can stay under my waterproof jacket ... primarily because it rains continuously in the pacific northwest. If its not raining too much I just leave enough of the jacket unzipped i can reach right in.

I've done everything from zipping it in my cargo shorts pocket (uhh, no round chambered for that), to fanny packs like yours, to this holster like hip/leg bag
http://www.amazon.com/Motorcycle-Scooter-Enduro-Cycling-Fanny/dp/tags-on-product/B004ALXPSO

I don't have the right answer. Its a function of comfort and practice. You aren't going to win any quick draw competitions however you cut it. Be aware in sketchy areas so you aren't too surprised. Stop and dismount before drawing. Put your bike between you and an attacker, backing up to create space, if you can, while you draw.

I've drawn two times while riding.
One a kid (like 16) was on the ground getting kicked by three other boys while another boy held his girlfriend by the hair. I watched at least the three cyclists in front of me ignore it and keep going down the path. I alerted the police as i was getting my gun (I think i only owned a G17 at this point - a very functional and intimidating gun, but a pain in the ass to carry), put them on speaker and my phone in my breast pocket and started yelling at the kids to put their hands up and back away. The four little shits all ran away, but the boy on the ground and his girlfriend were ok. I was glad I did it because it was a while before the police showed up (felt like forever with adrenaline).

The second time i saw a guy was walking down the walking / biking path with a baseball bat sized piece of pipe (we were heading towards each other). I stopped (not wanted to be caught while moving) and moved my gun (subcompact with a thumb safety - i love it) to my jacked pocket and took off the safety (kept it out of his line of sight as much as possible). He kept walking by talking to himself and I called 911 to report sketchy activity.

When I ride a bike I wear a fanny pack. It seems silly at first but I get more questions about what it is than odd stares. When I tell them its a fanny pack they typically say, "well, not really".

also check this out. http://www.amazon.com/TMS-Motorcycle-Scooter-Enduro-Cycling/dp/B004ALXPSO

Nah, I wanna see him bust some fucking heads if people try.

They don't have to look dorky. They've just got a bad rap from fat tourists.

I use this to carry shit when I'm on my bike. Never heard a bad word to me about it.