score:5
The caterer or airline may fail to fulfill your special meal request. You might just get a banana and an apology from the crew. (Source.) If you have dietary restrictions, it's wise to bring some extra food onto the plane with you, just in case.
Please don't inconvenience the staff by requesting a special meal just for fun. On the other hand, if you need a special meal for a good reason, please do request it. (Source.) [Disputed; please discuss. Please see also this comment.]
If I missed anything, please edit this answer, or leave a comment below.