Or he could just spend the money on a bigger pair of balls.
Note: This is based on the assumption (perhaps false) the ipad was not a financially irresponsible decision. If it not ok to spend the money on frivolities like an ipad, clothes and fancy dinners are right out too.
Hah, only on HackerNews are clothes on the same priority level as the iPad.
What next? Food? :)
Sure, maybe if you have no clothes, or they are falling off you, or they no longer serve the purpose of actually clothing you.
However, most clothes purchases are on the same level of necessity as an iPad - such as: "my current stuff is old" or "out of style" or "I just want something new and shiny".
One more use case: "I have to wear different clothes every day of the week/month"
The "Rationalization" variant: "I have a professional obligation to stay up-to-date / Wouldn't want to embarrass my friends / Need to support my favorite designer.