Proper form is much more crucial than the actual amount of weight and it took me years to actually believe in that. I always thought if you were pushing big amounts of weight surely I would grow stronger.....it only made me injured more often. If you are doing too much too soon your body will tell you. Sore is a good thing however there is a difference between sore and injured.
My shoulders are one of my strong points however over the years have made all kinds of noises usually associated with pain. I switched to dumbell presses from a straight bar and it helped a great deal. I was told by some more in the know than myself that with dumbells in each hand you are forced to use other muscles to stabilize the weight. You can not do as much weight with dumbells in each hand however it forces you to use a better form also.
My chest and shoulders grew stronger, and thus more stable, with dumbells and I noticed this helped me from injuring myself further. Rotator cups are tricky and it seems that once you notice pain in them it will always be there to some degree. If your collar bones are hurting with dips try to concentrate more on feeling it in your triceps with each movement. Many times people tend to lean forward with dips placing much more stress on your shoulders than necessary....try changing your angles a little.
My old bones are making many more noises these days however lighter weight, proper warm up sets, and better form tend to minimize the effects. If I remember correct you are 20 years younger than myself and have plenty of time to improve. If you injure yourself early on it will only make your next 20 years that much harder.....good luck.