This is old news but worth mentioning here. I wrote a dcc queue patch for irssi 0.8.5 ( www.irssi.org ). The patch is available from:
To be short, this patch allows you to send many files to someone by just issuing one command. The files are sent sequentially, not in parallel. for example: /dcc send foobar /path/to/my/files/*-.txt
I hope that a variation of this patch will be merged into irssi main source tree in the future.
btw. It has been downloaded 12 times in 5 days, wow! 44 people have glanced at the instructions.txt :)