Should I pop my zits?

No. No, definitely not. Though popping a pimple may make it less noticeable temporarily, you can cause it to stay around longer. By squeezing pimples, you can actually push bacteria further into the skin, increasing the swelling and redness. In fact, more damage can be done to the skin by picking and squeezing than by the acne process itself. Picking and squeezing almost always leads to scarring.
No. You should see a dermatologist or plastic surgeon. If you attempt to do this on your own, you may end up with significant scarring.