I started doing push ups at 14, feet off the arm of the couch (elavated), all the way down to the collar bone. I had read a martial arts magazine stating Bruce Lee did 200 push ups a night. Started doing about 30 a night and worked up to 200. 8 sets of 25, elavated. Did this until about 20 years old.
I tried benching at 20. Did 135*3 right away. It was light but the thing was about balancing and getting used it. Added about 20 lbs per workout until hitting 205 lbs. it took about 3 months to get to 225lbs*5. I was training higher reps and push ups at the time. The push up strengh translated faily well. Did benches for about 9 months but it started really hurting my shoulders as the weights got higher, and didn't hit my chest that well. I couldn't get my chest in the right position to respond with a pad pressed against it. Same for chest presses.
Gave up chest presses entirely and now just do cables crossovers from many different angles and about 250 push ups, down to the collarbone, feet off the side of the couch (about 2 feet up). I highly recommend this workout for anyone who does not respond to pressing with a pad against your back (siting or lying down).