When I run the command ssh -R 80:localhost:8080 -p 2222 ssh.localhost.run, it is asking for the password on Windows with git bash.

Oversight on my part, my bad. Currently it requires an SSH key to work. A quick fix if you want to try it out is run "ssh-keygen -t rsa" to generate a key pair and try again. I'll look into allowing keyless access this week. If you follow the twitter account you'll see a tweet when it's fixed.

It's fixed, please try again

When I visit the url that it gives when your run the ssh command, I'm getting Nothing connected here, check your SSH! message on Windows 10, but it works fine on Windows 7.

I'm trying to source a windows 10 machine to test it on because I can't duplicate your problem on my development environment I'm afraid. Watch this space, I'll drop a reply once I've figured out what's up.

Are there plans for https support? I like it as it's a pure ssh alternative to ngrok

yeah, that's the next item on my todo list. If you follow the twitter account from the website I'll drop a tweet when it's on https.