answer:My husband likes my hair better when it is shorter. He likes it because my hair is rather fine, and the shorter the fuller it looks, and the neater. So, sometimes I go shorter because he likes it. Sometimes I go shorter for a change. So times I go shorter because I admired someone’s short haircut. Sometimes I go shorter to get rid of damage towards the ends of my hair (but that is rare, usually I layer more instead). Sometimes it depends on my weight, when I am thin, I feel like I can pull off a cool short haircut. I have kept my hair short through several cuts, so maybe up to 6 months or so, then eventually grow it out. It is never very long, but my typical length is longish. I think if you are going for chin or above the shoulder length, do it now, in the winter, so by July if it is crazy hot it will be long enough for a ponytail. If you are going to go short short, what I call boy short, just remember we are going into the coldest two months, and your ears and neck will be cold. Hair makes a huge difference in the winter. If you wear hats and scarves you will be fine, but if you tend to just go out in the cold and suffer for the three minutes you walk from your car to the store, know you will really notice the difference.