Have any of you pros come across this? How did you deal with it?

Over the years I encountered two SBs - really three - who were explicitly looking to be impregnated.  
One was a pair of lesbians, the second was so long ago that I can't really remember the details.  
In both cases, they were upfront about their desire while still in discussions on the SA site - I never met them in person as I fled the scene pronto!  

The scenario of the lesbian couple was that they obviously couldn't get pregnant on their own, and needed a male partner. They wanted a smart, successful, handsome father, so who better than a smart, successful, handsome SD such as my good self?

Two more points:
Casting my mind back, I believe the other example was of an older SB, in her late 30s, who was feeling her clock ticking, and wanted to have a child. I can't remember if marriage was to be part of the deal, or not.  

More importantly, here is a question I have wanted to put to other SDs for many years:
My understanding is that many SDs go bare, indeed insist on it. But what if the SB deliberately lies about being on birth control? That could be a ticket to 18 years of generous financial support? I am surprised I have never seen this discussed as an issue.

I'm too ugly for that to happen.  But I can imagine the risk of being held responsible for child support in the likely event she decides to change any earlier agreement and you know the courts are going to say, you screwed up, you trusted her, now pay for the next 21 years.

Run.  Don't walk from this.  Not only is this a financial trap.  It's a life trap.  Even if you have a lawyer write everything out that you have zero financial liability, imagine that coming back in 15 years with a kid wanting to know their dad?  Can't blame the kid.  

Now imagine you are in a LTR or marriage when that happens?  Have fun explaining it to your partner.

BEFORE COVID:  
I always had a detailed conversation with my new SB's about going bare. That included explaining why it's important to me, what I do to mitigate risks of STD's, and I asked for her recent tests and birth control status. If we got past all that, I made my best assessment of her desire to have kids, especially a kid with me.  I generally date SB's in their early 20's, and most of them (who don't already have a kid) have no desire to get preggers anytime soon. Those that already had a kid, or who were just dead broke with no viable earning skills are more problematic, of course.  

 
Next, I always offered to pay for her STD test(s) and BC. Most declined, as they are covered by health care, but not all.  Still, the risk remained, and I used to keep both home pregnancy tests and Plan-B at my place in ample supply. In over 12 years of Sugar dating, I have only paid for the "big expense" twice. The 1st time, I was probably not the father, and the 2nd time, I was definitely not. But we had an agreement that I would be adequately "compensated" after...  

 
DURING COVID:  
I had a smaller roster due to the risks.  My #1 was an aspiring mainstream actress and knew having a kid would be a career killer while she was trying to build her brand.  

 
Since I was necessarily less busy, I got a vasectomy once the health care system opened up for elective procedures. I mean, I had a LOT of free time on my hands...  

 
AFTER COVID:  
I still have the early conversation about going bare and testing.  But now I also hand over my sperm count test result along with my STD test results.  I still meet new POT's who remain reluctant, probably due to their own trust issues.  I don't move forward with them, or course. But I leave the door open for them if they change their mind.  

 
Observation:  
Only an empirical observation, but it seems it is easier in the last 4 years to find POT's who will agree, even older POT's between 25-35.  Why? Perhaps it's a combination of my improved skills on how I present the topic, and a general relaxation of society's stigma. But like I said... that's just my unscientific observation.  

 
PS:  When I travel to parts of Asia and meet providers, I am aware of the high number of pregnancy scams pulled on Western men. Now I have a "Get Out of Jail Free" card I can provide when needed to escape those traps.  

 
Life is good

 
The Cat

These days, it could be 25 years of financial support. A bachelor's degree these days is like HS degree. You need at least a master's degree. So, that's 25 years of financial support.

Don't nut inside her.  And have that conversation before hand.  Personally I love a girl who takes the shot in the mouth so I have plenty of motivation to get out in time.  

Those of you who love CIP should have a Plan B pill on standby