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It seems like StringIO and File #gets(..., chomp: true) have different behaviour.

irb(main):003:0> io = StringIO.new("foo\r\nbar\r\n\r\n")
=> #<StringIO:0x00000001077e2018>
irb(main):004:0> io.gets("\r\n", chomp: true)
=> "foo"
irb(main):005:0> io.gets("\r\n", chomp: true)
=> "bar"
irb(main):006:0> io.gets("\r\n", chomp: true)
=> "\r\n"

compared with File:

irb(main):008:0> io = Tempfile.new
=> #<File:/var/folders/cm/p8lkj40s0vz_vgx_b5df9dkm0000gn/T/20230128-37714-107ims>
irb(main):009:0> io.write("foo\r\nbar\r\n\r\n")
=> 12
irb(main):012:0> io.rewind
=> 0
irb(main):013:0> io.gets("\r\n", chomp: true)
=> "foo"
irb(main):014:0> io.gets("\r\n", chomp: true)
=> "bar"
irb(main):015:0> io.gets("\r\n", chomp: true)
=> ""