What does this Security Guard's behavior say to you?

I’m currently in college, doing a work-study job where I work as a receptionist, along with a handful of other students. After midnight, there is always a security guard that comes in and watches the school overnight.

In the First incident, he asked one of the girls for some graphic design help, then a couple days later contacted her to ask if she could come to his house and help him set up some equipment (of course she said no).

The Second incident, he asked another girl for some help finding some graphic designers as well, this time of a very specific race; then asked her if he could trust her to keep it a secret, and keep it “on the down low”.

The Third incident was with me, this past Friday, where he guilted me into helping him bring in a bunch of equipment of his into one of the classrooms, as well as set it up, so he could quote on quote, “see how much room it would take up” (which he kept repeating numerous times). I was obviously uncomfortable with the idea, even said “I’m supposed to be working”, but he pushed me into it because I happened to show up 15 minutes late. Then he kept alluding to the fact that “it wouldn’t take long” and “there was no one around, and the classrooms were empty”. When we were done he tried to fist bump me twice, but I avoided it b/c at that point I was irritated and mentally kicking my ass for actually letting him guilt me like that.

I had no knowledge of the previous incidents beforehand, but the dude was always “off” to me; every single time I’ve had to work the 7:30 a.m. shift, he’s on the desk computer watching YouTube videos of Women’s Track and Field or some other Women’s Sports, as told to me by the girl from incident 2 and our supervisor. He never bothers to “x” out or pause it either, just keeps it playing even when he gets up to leave. And then he always just sits there and just looks at me with this smile on his face for a good two or three seconds before finally getting the f up and moving out of the way.

We’ve let our supervisor know about all this, but we’re curious as to what this dude’s deal is…