I spent a lot of time trying to think of 'messed up things' I have done. (Never mind that proper grammar would be "a picture of the person with whom I have done the most messed up things...)
I honestly am struggling to think of qualifying things.
SO, instead I opted to go with "A picture of the person/people with whom I let loose and get the craziest"
And, for that question, there is really REALLY no contest:
|(this is from my brother's wedding last winter that I didn't make it to...but everybody else was there!)|