Personally I think you have crossed a line and are now in no mans land. I had heartache over a similar thing. I started buying salami for this little scruff bag down at my local. She then started following me home, she then started getting food from the house, she then wouldn't leave my front gate. I came home drunk one day and stupidly allowed her into the property. I soon shut her out again in the morning for fear she would consider it home. She became my companion, she even would chase me on the motorbike, I would ride down into town park up outside the store (about 2-3 miles) and then when I would come out there she would be, panting away, sitting on one hip looking very proud of either herself of me. She'd then try to get on the bike with me to ride back, we did accomplish this once after a few presidentes and my riding skills improve dramatically, or so it seems.
After a few months she became one of the family, in the house at night and kicked out through the day.
The hassle came when she came on heat and every dog in the neighborhood was at our front door waiting for his leg over, we didn't get to her in time and she had been nailed. A couple of months later we have 10 dogs, 7 female, and all of them yapping and crapping all over our balcony. Once playing age they got demoted to the shed under the house, but the crapping continued and the property began to stink, the neighbors began to dislike us because of our noise and no one will take bitches here, the dogs went to farmers around the area, but the bitches were just getting bigger and bigger and Crapping more and more. We did get rid of them all eventually and back to our little dog we started with, all chilled out free from poop.
You could never put her on a leash, she was a street dog, she just wrestled with anything around her neck, and we lived in campo so no traffic. But eventually we had to move, and we didn't know what to do, we were moving to the city, a serious change for a dog that was so used to freedom 24/7. She had survived a few years without us there and she would no doubt continue to survive without us. In the end we agreed a neighbour would keep an eye, and see how she settled once we had left, feed her and just make sure nothing bad came her way. I was heart broken, but to take a campo dog who'd always lived on the streets and free with pretty much no traffic to the center of Santo Domingo with a small garden was never going to work for her.
So we check up and see she is doing alright, and she was poisoned a few days after we left, I can't tell you how upset I was at that news.
So my advise is if you are going to take it on, make sure the lifestyle you are going to offer is equal to that of what it will expect, street dogs are tough as nails, in their ways and often difficult to train. A dog walking by your side in campo off the leash is not going to work in the city, it'd be squished in minutes. All I'm saying is street dogs of the campo are often happiest where they are, just because they want to be fed does not mean they want a change in lifestyle, environment etc. it's completely different to city street dogs. And as for my experience with this one, damned if you and damned if you don't.
IMO
We've rehomed many dogs now, but I always make it fast and keep a distance personally, I get them better and then get them out, it's too painful for me otherwise, I'm crap at goodbyes, especially to good old faithfuls!