[ruby-core:120863] [Ruby master Bug#21104] Net::HTTP connections failing in Ruby >= 3.4.0 on macOS with Happy Eyeballs enabled

Issue #21104 has been updated by shioimm (Misaki Shioi).


I suspect that this issue might be caused by an interaction between the specifications of Happy Eyeballs v2 and certain intermediate devices along the network path. 
This is because, according to the report you linked, the problem occurs for some people but not for others, even though they are using the same OS, the same Ruby version, the same OpenSSL version, and connecting to the same destination (https://rubygems.org/). I also haven't been able to reproduce this issue in my own environment.

To help narrow down the cause, could you provide more information on the following?

- You specified 'https://bbc.co.uk' as the host you're connecting to. Does the same issue occur when connecting to other hosts as well?
- Does the issue still occur when you use a different network environment? For example, when connecting from your workplace, a cafe, or when using a VPN?

----------------------------------------
Bug #21104: Net::HTTP connections failing in Ruby >= 3.4.0 on macOS with Happy Eyeballs enabled
https://bugs.ruby-lang.org/issues/21104#change-111736

* Author: mjt58 (Mike Thompson)
* Status: Open
* ruby -v: ruby 3.4.1 (2024-12-25 revision 48d4efcb85) +PRISM [arm64-darwin24]
* Backport: 3.1: UNKNOWN, 3.2: UNKNOWN, 3.3: UNKNOWN, 3.4: UNKNOWN
----------------------------------------
A project I work on recently upgraded Ruby to 3.4.1 from 3.3.5. Following the upgrade, and when running locally on my Mac, all attempts to connect to an external service within the project over http(s) fail.

We use `mise` for managing development tool dependencies, including Ruby, and I am using macOS 15.3.

For example running something as simple as:
```
require 'net/http'
puts Net::HTTP.get(URI('https://bbc.co.uk'))
```

Will fail with the following stack trace:
```
/path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/protocol.rb:46:in 'OpenSSL::SSL::SSLSocket#connect_nonblock': Connection reset by peer - SSL_connect (Errno::ECONNRESET)
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/protocol.rb:46:in 'Net::Protocol#ssl_socket_connect'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1736:in 'Net::HTTP#connect'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1636:in 'Net::HTTP#do_start'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1625:in 'Net::HTTP#start'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:1064:in 'Net::HTTP.start'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:824:in 'Net::HTTP.get_response'
	from /path/to/.local/share/mise/installs/ruby/3.4.1/lib/ruby/3.4.0/net/http.rb:805:in 'Net::HTTP.get'
	from request.rb:2:in '<main>'
```

I tried different versions of Ruby and confirmed that the issue appears with 3.4.0. After reading the release notes for this version, I tried setting `RUBY_TCP_NO_FAST_FALLBACK=1` and this worked, allowing me to work around the problem.

This issue has also been encountered by others, please see:
https://github.com/rubygems/rubygems/issues/8390



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