A friend and I were walking around kind of randomly at night (we did this often when we got bored) and there's this golf course right by our high school that people always talked about sneaking into. In fact, it was pretty normal during the winter, as it made for an awesome sledding slope when it snowed. So, we were still in high school at the time and we were going down a path that passed the golf course by, so we decided to walk up to the fence where we knew there was usually a hole to go through. The hole is still there, we squeeze through and start walking up the large hill to check out the view from the top. It was extremely dark, like as dark as it could possibly get, so we can't see too much in front of us, but the entire time we walked ahead, I kept seeing this shadowy figure at the top. At first I thought it was a small tree, but then it started moving a little, so I thought it was a flag waving in the wind.
As we get closer, it starts to look like the figure is pacing back and forth, but since it was so dark I kind of figured my eyes were playing tricks on me, so I didn't say anything at first. We start to actually climb the hill and by then I'm convinced there's a person up there, so I'm like 'Do you see that or am I crazy?' My friend goes 'Yea, I see it' I'm like 'Is it moving?' He hesitates and just says 'Yea I think so. I think it's a flag.' So I'm reassured that it's a flag, but I keep seeing that its pacing, so I keep telling myself that my head is playing tricks on me. 'It looks like a person' I finally say, which would be bizarre for two reasons 1: the 'person' had no flashlight in total darkness and 2: is that really a thing people do? guard golf courses at such a late time (it must've been midnight or past it)
He doesn't think it's a person, we keep climbing and then the figure is no longer on top of the hill and looks as though it is charging downhill toward us. It no longer looks like a person it kind of looks like a dog. I saw this so clearly and it seemed so obvious to me that I figured my friend would finally take notice, but he didn't, so we keep going up. I'm staring at this thing charging down the hill, trying very hard to see if it's gaining ground or not, because if it's not then its definately in my head. I think it's gaining ground, but it was gaining stupidly slow for something going down such a steep hill. I ask my friend again 'Do you see that?' and this time he goes 'Yea, it's coming toward us right?' which was the first time he ever said what I had been thinking in my head, so I'm thoroughly scared, but I try laughing it off by saying 'I was thinking that too, I thought it was just seeing things'. We both stand there for a while staring at the thing, still trying to understand what's going on, but we decide to turn back and with our backs turned fear got the better of us and we start sprinting toward the hole in the fence.
We get to the fence and I look back and still see it, this time about halfway down the hill. My friend still sees it too. To this day we don't know what the hell it was. For the next couple of weeks it became the story we told to everyone we knew at school and the only logical conclusion we could come up with was that it was a dog, but no idea what a dog would be doing there so late and unattended or why it looked like a person at first. Or if the whole thing was a shared illusion.