Derek, do you have a job? If not, you may need to consider about find a job that may help you out of depression and distracting from bad experiences.
If it isn't working out, have you consider about admit to hospital (in psych ward)? I recommended if you have no medical issues and don't require a lot of medicine to keep you stabilized since psych ward isn't paying attention to patients with medical issues that ended up with wrong medicines and destabilize their health and quality of life (not sure about condition in Chicagoland).
If you aren't happy with therapist so try to find different therapist? Are you ASL user? If so, I recommended you to find a deaf therapist with ASL. It should be easily available in Chicagoland.
It isn't ideal to invite strange woman to your property and they could be infected with HIV and STD, so it could make your relationship more worse. I had seen a lot of unhappy couples that ended up in divorce or nasty situation (including domestic violence). Your mental health needs to be stabilized before you could looking for relationship and please could you to be honest with therapist. There is warning - you could lose the property if you getting charged with crime or convicted of crime (not sure under IL law) so please think twice before making anything goes wrong, even in bad situation.
Are you suicidal? If so, please talk to your friend that know about you well, if not then try to call crisis line or go to ER department (it could be leading to be admitted to psych ward).
Also, you must make sure if mental health centers (or hospitals) aren't private, for profit because they could force you to stay longer with unnecessary treatment or no treatment, so they are abusing on system to collect money.
Of course, mental health in US is in crisis, but I know that Chicagoland and DC metro do have good mental health system - make sure that you are sticking with public or private, non-profit.
My post is strictly only for Derek.