Yup, the black one with the white striping on the legs. It could also be Acanthoscurria geniculata as both species looj very similar, but either way the husbandry is the same. I'd give them a week to settle in before offering food. You don't need to wait for webbing as they might not web right away, and they don't really need it for hunting.
The rule of thumb for tarantula feeding is not to offer a prey item bigger than the abdomen of the spider, so depending on how big the crickets are where you get them, I'd say that at their sizes you could put them both on smalls, and maybe offer a little more to the OBT. Just don't go for prey bigger than the abdomen, because it could potentially harm your spider if it fights back.
For the Acanthoscurria brocklehursti (that's the real latin name - the guy was close lol) if he's only the size of a nickel then you could offer a shallow dish (I find the caps for pill bottles work nicely because they're wide but shallow) or if you have the time you can dribble a bit of water down the side of the cup to make droplets on the side of the cup and keep the animal at a higher humidity level than normal to keep them hydrated. Up to you, but since keeping humidity high may be a bit tough in your area and the cage being that wet will produce mold, I'd say opt for a shallow, wide water dish like a pill bottle cap.