I did it two different ways as had two very different babies (and big kids as well come to think of it ;-)
Oscar - fed 3hrly and then naturally cluster fed from 6 to around 9pm every night - was his natural pattern and then he'd conk out.
I pumped milk in the am feed from opposite boob (and sometimes 2nd am feed as well) and then DH would DF him (started at 2 weeks) from a bottle so I slept soundly till Ozzie or my engorged boobs or both woke me for MON feed(s). He woke around 2 and 5 am for first few weeks and then from 6 weeks onwards only at 3ish am. So I got asleep around 9pm and only woke one. My boobs got used to this and I produced ample amounts of milk in the am and never had to pump more than 5-10 mins to get a decent DF ready for the evening ahead. Kept this up throughout (and when back in work and Ozzie was older, what I pumped in work I used in the evening).
Emma was a different story. She hadn't the energy or power to cluster (had a tongue tie, was very unsettled and very unhappy at breast). I was pumping anyway in the am with the same plan in mind as for Ozzie and was so stressed in the pm as Oscar was a nap-dropping 2.5 yr old, was on my own with them both and DH not home till 8pm ish some nights. So what I had pumped in the am I used to get Emma thro the witching hours of 6-9pm (basically, I would have her in the sling, get Ozzie sorted, get him down, get her on the boob and then when she'd get tetchy and angry, I topped her up with what I'd pumped and she'd be totally zonked - I remember the day I realised this was "THE PLAN" for her) and then DH would lift her and she'd feed like a dream for me around 11pm or midnight and he'd do all the rest. She only woke once then around 3am for a feed and was STTN by 10 weeks - my angel - don't know where she's gone now LOL!
After I would get her down, I would pump more to stimulate my breasts of course and then once I figured out the tongue tie issue I stopped bottles altogether around 7-8 weeks as I was afraid of nipple confusion or rather laziness in her case. She never had one again. But this top up kept my sanity as due to her temperament and her hunger and lack of strength/patience at the breast the evenings were otherwise horrific.
I'd do either again in a blink of an eye but Ozzie was a very comfy comfort feeder - Emma never was - it was all "nutrition or ELSE" I will scream!
S x