re = /(?P<User>[a-zA-Z1-9\._]+)@(?P<Domain>[a-zA-Z1-9]+)\.(?P<D_EXT>[a-zA-Z]+)/
str = 'my email is andy@delusion.org
my school email is andrew.newton18@mydiscoveryk8.org
daddy\'s email is mike@delusion.org
Zach H\'s email is hitchcockzach@gmail.com
Zach R\'s email is zrambler441@yahoo.com
Ryan\'s email is ryanmeth@icloud.com
Mateo\'s email is mateo@relhok.com
Kieran\'s email is kieran.derrington@gmail.com
Tyler\'s email is tbone.vaughn@icloud.com
DON\'T WORK:
...@.......
secreretface-2@loans.com
'
subst = '${User} at ${Domain}.${D_EXT}\\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