hello everyone! i could really use some good advice about what to do with my little show-type, solid red pup, who is just about 5 1/2 months old now.
this is my first cocker, so i'm basically starting out with very limited experience and a pretty basic understanding about what needs to be done. he has become one giant little fluff ball. i've read through a lot of the grooming threads, including the sticky related to hand stripping, which is great, in addition to other things online, but i'm still a bit perplexed.
let's start with the head. i know that a mop top/toupee look is pretty typical in cocker puppies. his really started to come in last month, and now it's really long. i would like to keep the option of showing him one day, so i know that i don't want to cut his fur. my breeder's site suggests beginning grooming at about 6-7 months of age. since he's still younger than that, i've been wary about starting something he's not ready for. (i should say we've been practicing the grooming process on a regular basis to get him used to it just the same.) i tried hand stripping a little of it yesterday, and the fur does come out with a solid yank, but how can i be sure it's dead? i just don't want to hurt him. also, when it is time to hand strip his head, how will i know where to stop? it's kind of hard to tell with all of this fur.

there is also a ton of extra fur i've never been able to find in a photo online. he grew lots and lots of thin sticky-out bits on his face, which i've hand stripped to clean him up a bit and to keep them from bothering his eyes. there's more where his whiskers are, but i don't know how to strip that fur without the risk of pulling out his whiskers, too.
and now we arrive at the silliest portion, which is like a big, very light blond beard that lines his cheeks on either side. some of this fur is up to an inch and a half/2 inches long (and then it gets progressively shorter), and it's in a row that's about 2 inches long on both sides of his face. i'm assuming that this has to get hand stripped too, but i'm afraid of tugging on it because it's attached to his cheeks, which means that the skin isn't taught like the skin on his head. again, i just don't want to hurt the poor thing.
now, onto the legs. i must say, they're very fluffy looking. i've been brushing him daily, also using a flat wire brush, but the brush really doesn't really take any fur out. i tried picking up a from tool my breeder has on her site (it's called a "slanatore" in italian, which would more or less translate to mean a wool remover), but it's still on back order, and as i think it cuts the fur i haven't wanted use it without proper information or a demonstration first.
basically, what should i be doing? is he too young to hand strip, or does the fact that some of his fur looks so substantial mean it's ready to come out? also, what else will need to be stripped either now or in the future? other than his age, do i have to wait for a season (i.e. warm weather) to do it, or does it get done just when he's old enough? also, when is the proper time to trim his feet?
okay, one last thing. my boyfriend is so worried that stripping is going to hurt him that he wants me to leave our pup just as he is. he says he likes the look. as a favor to my boyfriend, i'll ask his questions. would it be possible to just leave the hair on his head and cheeks? would it eventually come out on its own to reveal the beautiful puppy hiding underneath all that fur? personally, i would love to see my pup handsome, well groomed, and looking like a proper cocker. he's almost unrecognizable now.
wow. i had a lot more questions than i realized. any help or advice would be greatly appreciated!