Congratulations on your your new baby boy!
First off, it shouldn't hurt so bad you shake, that is a big indication that something is not right. Has baby been checked for tongue tie? And by checked I mean properly checked not a quick glance in his mouth and a 'that looks fine'.
When you have latched baby on what did your nipples look like after feeding? Did they look like a new lipstick, bullet shaped, wedge shaped, or with a ridge running from the base of the nipple to the tip on both sides? Did they change colour - maybe going purple or white (blanching) then going back to pink? If they did change colour did the pain get worse as the colour went back to normal?
Are there any cracks or fissures on the nipple, or any bleeding?
When you are pumping, does that hurt too?
In order to maintain milk production, pumping needs to happen 8-10 times a day (both sides), less than this and you risk your body stopping making milk as it thinks it's not needed. If you can get hold of a double electric hospital grade pump, that is so much quicker than a hand or domestic electric pump. Hopefully you won't need to use it for long!
Have you tried Biological Nurturing (aka Laid back nursing) with baby (lying/sitting semi-reclined skin to skin with baby in just a nappy) as this can trigger baby's own feeding reflexes and helps with getting good attachment. Some babies don't like to be 'latched on' when they are tiny and their feeding reflexes get in the way if mum is sitting bolt upright.
Don't be afraid to keep asking for help, you may be able to get a referral to a BFing Specialist MW or an Infant Feeding Co-ordinator. You can also phone one of the bfing helplines as they are open at the weekends too.