Cat#1...

...is living in the crawl-space under my singlewide residence.  The
insulation is sagging and she holes up in there.  She is pregnant and
oughta be due any second from the looks of her.  I monitor her with a
nannycam near the feeding station I have set up under the trailer.
The camera has an IR light, and I talk to her (from within the house)
when she shows up.  She seems to sense that the camera is a benevolent
eye, and spends a fair amount of time in front of it.

My plan is to trap the cat after she has had the kittens, because I
have been reluctant to stress her in the late stages of pregnancy, nor
do I want to do anything that will interfere with lactation.

Somehow I want to get the whole family transfered to a big, safe
enclosure in my back yard so I can socialize the kittens and look
after the health of mom and litter.  A nearby feed store will put the
kittens on display and sell them for vetting/spaying costs.  At that
point I will have the mother spayed and release her and continue to
feed her if she decides to hang around.

QUESTION -- When should I trap the mother cat?

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Cat#2...

...is a young unneutered male about a year old.  I found him sprawled
across the road, dazed from a head injury and bleeding from his eyes,
ears, nose and mouth, but otherwise sound.  He was a feral from a
nearby livestock barn.  He recovered over the course of a week and
soon revealed that he was not meant to be a feral, but rather an
indoor lap cat.  He is quite needy and troublesome, but his
personality also has many endearing features.  

But he has taken to pissing on everything and crapping on the kitchen
floor, even though he has a litter box and has shown he knows how to
use it.  Moreover, he harrasses my dog.  It is comical to watch a 3
pound cat beat his tiny paws on a dog who will stop a full-grown man
in his tracks, but the dog doesn't like it.  She wants to be friends
with the cat, and actually they are most of the time.

QUESTION -- How soon after neutering can I expect this behavior to
stop?  The neutering will happen in the next couple of days.

Also, what other measures can I take to modify the cat's behavior?   I
hope to keep this cat as a pet and an animal companion for my dog, who
will protect him and dote on him if given a chance.  I have named him
Tweaker, BTW.

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Thank you for your help.

Charlie