Should I Buy an iPad Air?

I'm considering buying an iPad, last one I owned was the 1st gen, it's still alive and working well. (Gave it to my mom a few years ago) I've read on some sites, that when the next iPad Air comes out, the iPad 4 (iPad with Retina Display) is still going to be the $399 option. I was hoping the current iPad Air would take that spot.

Alright, so, should I just get an iPad Air now?

Important detail: my boyfriend is paying for half of whatever I get. Even if I get the iPad 4 now, or iPad Air.

Although I feel bad asking him to pay more because I want the "nicer looking" one.

What do you think I should do?!