Bleeding woes

[LONE*STAR]

Here's what I got

• Stock used C5 zo6 rotors/calipers
• Kore3 brackets and all (5)KoreFlex lines new hardlines on axle
• Hydroboost- (no booster to master push rod ordered will be here friday)
• Willwood tandam master cylinder with 1.125 bore

Since I'm waiting on the booster to master pushrod I figired I would bench bleed the master and then install the master and vacuum bleed out the lines.

• It should be noted I used both front outlets for the front brakes.
• Front driver and passenger seemed to go quick and flowed a lot of fluid quickly.
• Passenger rear took a couple minutes to pull the fluid but ran out decent.
• Driver rear was a bitch... I hand pumped for 30 minutes keeping it at 20-30 psi vacuum most of the time and only got small amounts of fluid.
• It would slowly lose vacuum, but I cant rule out that this is not coming from the hose connection at the bleeder.

I checked all my new lines for tight connections, that sounds like the problem right, am I missing something here?