Cruiser boards usually vary in shape from traditional street boards and can vary widely in width, but generally are shorter than about 34 inches. Cruiser completes come with softer wheels, too. Softer wheels are an easier ride. Cruiser boards are generally not for doing tricks. They're transportation like longboards, but don't have the uncool factor that longboards got stuck with from the street skaters.
Do you remember when fitted hats and six panels got knocked off everyone's heads by the big five panel trend a few years ago? I think it was the early days of Odd Future and Tyler that really helped kick off the change in domepiece attire. These days, five panel hats still run strong.
Shorts are like the nickname of pants. Some people can run a good nickname and it's not weird at all. Other people you try to stick a nickname to and it just doesn't feel right. Take your approach to wearing shorts while skating with this caution. I still never wear shorts while skating, but for the chill out tent, shorts are mandatory. That's why we got these.