re = /(\<<)(\d{2}\/\d{2}\/\d{4}\s\d{2}:\d{2}\s\D{0,3}.*?(?=\s))\s(.*?(?=>>))(>>)((?s).*?(?=<<\d{2}\/\d{2}|$))/
str = '<<12/24/2015 00:00 userrrr>>
********** Text all char and symbols ************
<<12/24/2015 00:00 CET userr>>
Text all char and symbols
<<12/24/2015 00:00 GMT+1 userrrr>> Text in same line
<<12/24/2015 00:00 CET userrr>>
Text all characters and symbols
<<12/24/2015 00:00 GMT+1 userrrrrrr>> Text in same line
More Text all characters and symbols
<<12/24/2015 00:00 CET userrrrr>>
More text all characters and symbols
<<12/24/2015 00:00 CET userrrrrrrrrrr>>
More Text all characters and symbols'
# Print the match result
str.scan(re) do |match|
puts match.to_s
end
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