Hi Pageen,
Congratulations on your little boy! I'm a first time 40 (+3 years) mom too! I will relate my experiences with low milk supply in hopes that you will get some info from it that will help you.
My daughter wasn't able to nurse successfully (I saw numerous lactation consultants to no avail) and after 6 weeks of pain I finally changed her over to a bottle. I bottle fed her with what I could pump with a hospital grade pump. However, I noticed a dramatic drop in supply after changing to pumping and using a bottle. I tried several things to increase my milk supply; Fenugreek, More Milk Plus, oatmeal, Mother's Milk Tea, increasing water intake, Barley Water, power pumping (basically pumping more often), and finally Domperidone.
The herbs made a difference for a few days, but not much of a difference (maybe a 1/2 ounce for the whole day). Water helped and so did more pumping. However, when you're already feeding your baby 6+ times a day and pumping 5+ times a day it's really hard to find the time to pump extra. The most I've ever pumped in one day was 13 ounces (in the beginning) and when my milk supply started to decrease I got as low as only 6 ounces per day! I continued pumping this little amount for a few months, knowing that the little she was getting was at least helping develop her immune system. In my 4th month of pumping breast milk and supplementing with formula I decided to try the Domperidone. In 48 hours I had an increase of a couple ounces and in 3 days I doubled my milk production! This was without any of the other supplements.
I am sensitive to meds so I started out slow and still take less than the 3 3x day suggested. I also noticed, at least for me, that it was better taken on an empty stomach (I'd have to run to the bathroom otherwise :) )
A group of local breast feeding mothers order the Domperidone from a UK pharmacy (see link below) and it is much less expensive than getting it from the US and no prescription is needed. If you're concerned about the safety of Domperidone you can read up on the safety of taking it while breast feeding on the Jack Newman website (see link below).
I wish you all the best and want you to know that all your hard work is really worth it--Good job mom!
Sending you lots of positive energy,
K.
Here are some links to websites that may be of use to you:
http://drjacknewman.com/help/Domperidone%20Getting%20Star...
http://www.mobimotherhood.org/MM/portal-lowmilksupply.aspx
http://www.inhousepharmacy.com/general/motilium.html