On a case by case basis, I guess
I've been punting for some 10 years.
I've barebacked 9 WLs.
I know it carries a lot of risk, but it makes no sense to treat them as diseased lepers. We punters also do a lot of getting around the block. And the chances are, not many of us get tested as much as the WLs do.
As a general rule, however, I probably wouldn't do it the first time with a WL. If the lady initiates taking it off first, or agrees to you taking it off (especially for extra money) on your first visit...that should seriously ring a lot of alarm bells. That means she does that to everyone.
But, if you've visited a girl multiple times, and a good bond builds up, after initially refusing to go bareback, if she so chooses, that means she takes an exception to you. At that point, you both realise it's just not enough with condom. You want to feel her with your skin and she does want to feel you too, not a rubber prong.
The only exception for me was when I was at a shop January this year. The girl came in towards the end of my shower, got undressed while I was drying myself. Then, came and DFK me straight away, then BBBJ. But, then, when she laid me onto the bed, I thought she had something in her hand, as girls do when putting the condom on with their mouth. I was not in a position to be able to see down there as we were 69ing, and as she turned around to mount me, she had pinned my chest down with her hands. And she slipped herself in. I was constantly checking to see if condom was on or not while she was grinding. But she had taken me all the way in while grinding, so I really couldn't see anything.
I knew it had to be bareback because it felt incredible. But, my head was in denial, thinking, "Surely, not?" It was only when she came off to lie down that I knew for sure we'd been barebacking the whole time. But, my dick was already wet. So, we carried on until she asked me to cum inside her, which I couldn't say no to.
The thing about barebacking with WL is though, I always ended up waiting 2~3 weeks afterwards (the period before HIV will show up on your system) and go get checked. And I wouldn't dare bareback anyone in the meantime. One thing for me to risk getting something from someone. I do not want to be an idiot carelessly spreading it around.
Maybe I've been playing a Russian roulette every time. So far, it's all been negative. And the chances are, WLs are more safer than a random hook up at a club or a bar.
But, the whole waiting 2~3 weeks and being all nervous in front of the GP until you're given the "negative" result, isn't something that I would recommend to anyone. Because, sooner or later, our number will run out. And if the news is "positive"...well, then, things will get very complicated. I've reckless in the past and was caught off guard in January. But, I probably wouldn't jump the gun at every opportunity, nor force the issue. If it happens naturally after multiple visits with the same girl, I wouldn't say no. But, I wouldn't even bring it up anymore.
I stopped punting in Sydney about 7 years ago cos I got addicted to Thailand. Pretty soon I was BBing thai girls left and right, every day of my holiday. I got tested often and whenever I catch something I go to the clinic to get it fixed asap.