You started work today after a long stretch of unemployment and you are still ONLY talking about your W?
No more!
What are your goals for your new job? Who did you meet? How can you get involved with the company and your new co-workers? it is crucial you begin to surround yourself with people who lead "normal" and stable lives as that is lacking for you right now.
IMO now that you have the finances established for the short term with your W I would limit the amount of contact you have with her for a while. You need to be 110% focused at your new job, she needs to find work ASAP and you both are a distraction to one another. No need to explain anything to her. Focus on you. And don't commit to a b-day date with her. That is two weeks out and much to soon to even be thinking about it.
I can promise you if you limit contact, keep your boundaries enforced, stop focusing on her and really dive full throttle into work and meeting new friends when you do talk to your W she will seem quite unattractive unless she starts making some changes.
If you only agreed to pay for her meds and bus fare why not get her a gift card to the pharmacy she buys her meds at and buy her a bus pass? Any other money she needs she needs to supply on her own. As long as ANY OM is in the picture she gets no support. It's odd you call her EA an EA but when pressed you say it is a friend from HS. Any man she shares intimate details of her life with takes away from emotional energy and time and further weakens the connection she has with you. IOW, she is keeping her options open. As long as she is talking to other men, no support other than what the law would require you too. Yes, you made a terrible error by indulging her so much but that changes. As you make money prepare yourself for continued request for "help".
