Samy - sorry to hear you're still at it
From what I have read and learned about it, the process you're using (and that I and many others here have used successfully) has about the same success rate as intercourse. You're especially at an advantage since it sounds like you're inseminating right away.
I had the same process as you, but after a few tries started to wait about 15-20 minutes after he "did the deed" keeping the semen warm by holding the container in my hands or close to my body. That allowed it to liquefy, which allowed me to suck everything up into the syringe and not have it be so "gloppy" for lack of a better work. I then laid down with my butt up on a pillow and inserted, squirted, and stayed there for awhile. After about 10-15 minutes, I inserted an Instead Cup and was on my way.
We were successful on lucky try number 7, which is well in the realm of "average" for conceiving without fertility problems. We also made sure to do at least 3 days of inseminations per cycle, and based timing on my cycle charting and observed patterns (EWCM, OPKs, etc). We'd typically try to time it so that we were doing them on O-3, O-1, and O, but sometimes we'd be off calculating O by a day or two. The cycle we got pregnant, I ovulated a couple days later than usual, and we were able to get one more insem in on the day before my temp rise happened. Based on my pregnant chart
, I believe insems on our successful cycle were O-5, O-4, O-3, and O. We though we had horrible timing and insemed too soon, and then we got that last one in as a "just in case." I'm pregnant with a girl, so maybe it was actually one of the earlier insems that did the trick! Lol
Hope this helps, and don't lose hope! There's lots of good info from experienced ladies here, so definitely ask away!