re = /Time[^\n]*\n((?:(?!Time|aaa)[^\n]*(\n|$))*(?=Time|$))|(?<=\n)(?!Time|aaa)[^\n]+\n/
str = 'Time 00:00:01
kkk
lll
aaa
...
Time 00:00:03
kkk
kkk
kkk
lll
lll
aaa
aaa
...
Time 00:00:04
kkk
lll
...
Time 00:00:04
kkk
lll
...'
subst = ''
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