I can totally understand how you feel. I have a story to share... I'll try to be brief....
Many years ago I had a work friend who got pregnant. She got kicked out of her parents house (she was probably about 24 y/o) and was taken in by a family she found through a pro-life group. She lived with this family, rent free for the duration of her pregnancy (although she did help them with some baby sitting time and shared her WIC foods with them). She worked full time for the duration of her pregnancy.
When the baby arrived she moved into a government subsidized/welfare apartment.... FAR nicer than the apartment I was living in at the time. (Greater Boston area) Cable, air, heat etc all included. She had almost NOTHING to put in this apartment, but was given things from some pro-life groups and such.... some furniture, dishes... plus whatever she had taken with her when she moved away from her parents. She was also given a car seat for the baby.
She needed MANY, MANY necessities (like a crib) and didn't know WHEN she would be going back to work. She had NO support from the baby's father (I never even met him). I was her child birth coach and apparently one of her only friends during this time. I helped her with what I could, but I was living paycheck to paycheck myself at the time. I would occasionally buy her a piece of maternity clothing, lunch, or a bit of gas for her car.
Shortly after the baby arrived it was tax return time. Because she had been working full time, she was getting a refund. She
KNEW this would be her last big influx of cash for the foreseeable future. Did she buy a crib?? NO Did she stock up on diapers and formula?? NO Did she buy a more reliable car?? Did she squirrel the money away and save it for an emergency?? NO
She bought a BIG television and a comfy sofa and some new clothes with her money.


I was FLOORED. ARE YOU KIDDING ME???
Honestly... it was VERY HARD for me to continue to be her friend after that. I know that sounds very petty of me... but I couldn't help the way I felt.
It seemed like such an immature and RIDICULOUS thing to do. I just couldn't get past it. Her son was coming into this world with almost NOTHING. She didn't really know when her next $1 would be coming in, and this is what she does. She was totally relying on "the system" to take care of her.... and she said as much to me!! She actually suggested that I get pregnant and then the government could give me a nice apartment in her complex!
I let our friendship kind of fall by the wayside after that. I still saw her a few times and drove her to a few appointments after the baby was born (she ended up with a c-section), but I just couldn't continue to be a good and true friend. I suppose that wasn't very Christian of me... but it was the way I felt.
So anyhow, I totally get how you are feeling. I would say that you should totally STOP lending/giving this "friend" money before you end up feeling EVEN MORE taken advantage of. Sorry I can't be of more help...........P