The best way to get your ponytail in instead of trying to fight with all the hair at the back is lean forward and brush all your hair down to your face. Bring all of the hair from the back forward. Once you have done this then you can gather all of your hair in one bunch and apply the holder that you are going to be using.
So, it is very important to choose the right type of hairstyle after making proper research. If you are young and trendy, you might also like to experiment new hairstyles. However, try to get a computerized image of yours with that hairstyle before trying it. And try to take suggestions from friends and relatives as they might give a good idea on whether the particular hairstyle would suit you or not.