This behavior is totally unlike what a legit POT would do.  Deliberately setting up multiple profiles of similar SB's over multiple years and tracking POT SD's who contact one or more of those profiles...? This just screams "scammer." And they were successful - to the tune of $25.  Not a big win. But enough for them, to ratchet up the comms and pressure.  

 
The first contact was what they call a "phishing" attack: Cast a wide net and see how may fish get caught in the net.  
The second contact was what they call a "spear phishing" attack: Aim and one specific target and try to spear him and reel him into the boat. They use your interaction with the 1st to try to control your interaction with the second (and subsequent) profiles.  

 
I will give you props for continuing the chat. The longer you can keep them talking, the more intel you can collect. But the same applies to them, and you need to be careful what additional info you reveal.  

 
Question: where either profile selfie-verified? Did you try any reverse image checks, or other vetting? How did you send the $25? Did you get "her" account ID from the transfer? Sometimes you can get real-world info like a name by how that transfer shows on your account statement.  

 
I've come the point with vetting POT's that my tolerance for anything outside the expected path is a yellow to red flag.  If she strays too far away from my ideal SB archetype, I downvote her immediately, if not just walk away.  Maybe that's a luxury I enjoy from having multiple SB's and other options at hand. With the ability to get laid within 24 hours, I just don't want (need?) to chase the low-percentage opportunities.  

 
Life is good

 
The Cat

Seems  "I " (splitting the difference between H and P) has already managed to extract money from you.  She obviously doesn't know you're are a very senior, polished and knowledgeable member on this sub Forum.  Pussy "P" is just trolling  you but it suggests she/they are probably English-speaking scammers who have quite a sophisticated operation going on.

The scammer operations are indeed getting sophisticated. I believe they keep databases and once they run your profile and photo through their 'sucker vetting system' it brings up your past contact info and see if it matches with any previous attempts. If you haven't 'bitten' and show a history of not taking the bait, they simply ghost you. That would explain the high number of dead end convos that occur once you go to texting offline. Once they have your phone # and photo, if they get a match you aren't a sucker from previous attempts, they simply ghost. As for why an individual girl would post numerous fake profiles, it could be for the attention, or just the cheap thrill of stringing a guy along that might be manipulated into sending her $$.

I don’t care what the reason is for why she needs money sent, “I’m in jail” don’t care, “I’m having a baby” don’t care, “ I need money to get to my dear dying auntie cousin” don’t care.  I just will not send money for nothing cause that means the chick ain’t free.

Best way I've found to filter scammers is:

1. Ask for her cell number immediately, like on the third or fourth message.  You should be moving things off-platform ASAP anyways.  If she won't give you her number she either isn't interested in you or is a scammer; either way NEXT.

2. Run the number through a carrier lookup tool.  There are tons of them.  If you get something like "Verizon" or "T-Mobile" or "AT&T", good to go.  If you get some jumbled garbage she's a scammer.  Google Voice is probably okay; a few super-paranoid SBs use GVoice numbers, but not as many as you'd think (and those who do tend to be more on the escort-y side of things anyways).  Although the scammers could use it in theory it looks like they prefer other services that let them cycle through numbers really fast.