I'm not a fan of the jokes, but like everything else about the bag.... I have found it really suits some people. I'm not much help, I guess look at other seasonal or LE items from years ago and which is timeless and compare.... I think the more classic styles stay in fashion, the louder ones tend to pass with the season.
If you are going to use it, I would say to get it. I passed on this bag a couple of times, in an attempt "to be good" and I really regret it. I love how light it is and I love the orange with the mono canvas.
I think you should go for it! I worry about the same thing if a particular bag willbe stylish in the years to come. I really felt this way about the roses. In the end, I got the speedy and don't regret it! Also, when I see older LE pieces being carried, I don't even think of the bag as being out of style but rather that this person has a true love LV just like me! I think it's cool to see older LE pieces!