Of course, every time Cynthia and Gregory make the 8-block downtown trip to the Stinsons, it's going to take a different amount of time, depending on traffic and so on - even if it only varies by a minute or two.
Most of the time, the trip to the Stinsons' apartment would take between 10 minutes (in the middle of the night) and 45 minutes (in peak hour). Giving a range like that is similar to to the concept of a confidence interval (explained here).
So what's a standard deviation and what does it tell you? Well, it's not a comment on Gregory's behavior! Deviance as a term for abnormal behavior is an invention of the 1940s and '50s. Standard deviation (or SD) is a statistical term first used in 1894 by one of the key figures in modern statistics, Karl Pearson.
The standard deviation shows how far results are from the mean (or average). The standard deviation will be bigger when the numbers are more spread out, and smaller when there's not a huge amount of difference.
Lots of results will cluster within 1 standard deviation of the mean, and most will be within 2 standard deviations. Roughly like this:
95% of results are going to be within 2 standard deviations in either direction from the mean. You can read about how 95% (or 0.05) came to have this significance here. Statistical significance is explained here at Statistically Funny.