re = /(?:^|\n)\d+\n[\d\:\,\s\->]+/
str = '1
00:00:00,000 --> 00:00:16,700
to use 2 languages.
2
00:00:16,700 --> 00:00:19,600
I was saying that we are going to use 2 languages
3
00:00:19,600 --> 00:00:24,700
...I myself will continue to speak because of time'
subst = '\\n'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html