This happened several years ago, but around prom time, I always get a sickening feeling in my stomach. My dh's nephew decided at the VERY LAST MINUTE that he wanted to go to his prom. When I say LAST MINUTE, I'm talking that the prom was at 8pm and he decided at 12pm that he wanted to go.
I guess that my mistake was when I asked him six weeks before this date whether or not he was going to prom and if he was we (dh and I) would like to
help
Prom time rolled around and we hadn't heard from him so we figured he wasn't going. I took off early that day to take my kids (then 9 & 7) to the movies. Shortly after we got outside to get in the van, one of the teachers came running up to me--halfway out breath to catch me to tell me that my dh was on the phone stuck at work and it was important. This of course had me a little anxious. (I had left my cell in the van, so I had missed several calls from him.)
I ran back to the office and my dh explained that dn really really wanted to go to prom and that he needed our
help. I'm thinking to myself--this is NOT IMPORTANT!! Finally my dh essentially pleaded with me to help him out as his sister (dn's mother) was unwilling. I agreed. I was to pick him up from the train station and try to rent him a tux. As I have never rented a tux before, I didn't know that you have to go in several days in advance. DH called back and said to buy him a suit. He had wanted to buy him a suit for graduation anyway, so this would kill two birds with one stone. I took him to the Men's Wearhouse and explained to the salesguy that this kid needed everything: shirt, jacket, pants, vest, tie, shoes, socks and belt. I'm sure that he tried to sell me some underwear too!! After the alterations were done and by the time that we got out of there, I had spent over $700!!! Next, I had to get his haircut. I took hiim to the nearest barber who didn't have anyone in his chair and paid for that--$15. I rushed him to my house, where he showered and got dressed. He looked GREAT!!
While this was going on, dh had to call dn's school (it's an alternative school) and make sure that dn would be able to pick up his ticket at the door. Principal assured dh that it would be okay and that dh could pay for it when we showed up with him.
My next feat was to then drive him back to Chicago (by now it was rush hour) to take him to his mother's house so that she could see him. My dh met us there and we put $80 in his pocket--enough for cab fare back home and after prom activities. We then drove him downtown and went upstairs to the ballroom to meet his principal and pay for his ticket. His principal spoke highly of him and happened to mention that he was on track to graduate as long as he completed his project. WTH?!! Heck by the time prom rolls around, there should be no question as to whether or not you're going to graduate. Anyway, we wished him goodnight and told him to have a great time! He gave me a big hug and thanked me. I felt like the Fairy Godmother in Cinderella.

We even called him Cinderfella that night.
Fast forward a few weeks later, we were waiting for the time and date for the graduation so we could get the day off. We get a message: He's not graduating!! I was

Apparently he didn't complete his final project.
Fast forward to the next year: he was definitely graduating this time. Would you believe that this joker wanted to go to prom again?! This time, he called us
TWO days in advance. He had the nerve to ask us to rent him a car (are you crazy?!). After dh read him the riot act, he had to ask him why he just had to go the prom again. His answer: "Because I didn't really have a good time last year."

To which my dh told him congratulations on finally finishing high school hung up!!
To his credit, he still wears the suit and it still looks good on him.