Chris says that a lot people have trouble taking pictures of people. You have to have patience when taking photos of people who are posing for you. It's also a challenge to enter someone's personal space, especially when they are a stranger. It also takes practice. Establish an atmosphere of trust. Show them the photos after you shoot them. Show them on the LCD or give them a hard copy.
How can you make someone look good? Have them lift their head a bit. Shoot from a higher angle. Have them open their eyes a bit bigger. It also helps to partner up and take street photos with another photographer. Even if you're shooting landscapes, try and incorporate people. Makes the image more personal and compelling. It also provides a sense of scale.
Don't forget our current assignment - "Break." Take a photo of, about, or otherwise concerning the concept of "Break" and then post it to the Tech Guy Group on Flickr. Make sure to tag it with the word "Break" as well! And if Chris likes it, it could end up on next month's photo contest review segment!