Like some others on here, I'd also tell you to 'tread warily' where this lady is concerned.
Recently, I've become quite friendly with a lady who sells the Big Issue. I've bought her a hot drink as well as buying the magazine. Then she asked me for money to pay for some nappies for her baby. A couple of weeks later, it was some nappies, wipes and cream. Then she asked for nappies and soap powder. After that she visited the charity shop where I volunteer, and was seen to take something without paying by one of the other staff members. The last time, she asked for a buggy for her baby. In the meantime, she has had another baby - so now has four children under the age of 8. Her mother lives in her own country, though her boyfriend is living here and so is his family.
On another occasion, I gave a decent, functioning, but unneeded, mobile phone to somebody who said she needed one to keep in touch with her family. A couple of weeks later, she told me that she hadn't been able to get a new 'sim card' for it ........................ but her sister told me that her son takes everything that she has to sell for money for drugs for himself. He claims to be 'her carer' as she has mental health issues, but he's just helping himself continually.
Best to find some other way to help this lady that won't compromise yourself or the organisation that you work with.