It would be okay, and few would challenge you if you weren't so sensitive about your past failures that you felt the need to boast about having a few benjies in your pocket and that you could afford to pay for many spring fling dinners.
All that makes you sound ridiculous and opens you up to contumely. You bring it on yourself!
We didn't resign ourselves to sleeping on the streets for years, and that you'd show to a social WOV event with a mask on (in pre-coronavirus times) proves that you fall into the mentally ill camp of the homeless population.
Still, stick to what you know. Whatever that might be, writing is well beyond your ken.