I'm 17 and want to start rollerblading and skateboard but the only place to learn is outside on the street for me and I'm really awkward and feel like people are just going to be looking at me laughing and judging me?

So what ! Everyone has those problems when they first start out doing something like that! Just laugh and smile and don't worry about what others think. Besides, some nice ones are going to see that you are a beginner and just might come up to you and help you out with some tips and ideas! Go have fun!