Python:
for i in {1..100}
do
STR="printf "%d.%d.%d.%d\n" "$((RANDOM % 256))" "$((RANDOM % 256))" "$((RANDOM % 256))" "$((RANDOM % 256))""
done
while true; do
read -p "Start SSH connection? " yn
case $yn in
[Yy]* ) echo ssh $STR; break;;
[Nn]* ) exit;;
* ) echo "Invalid Input";;
esac
done