1) What's the deal with the skull and crossbones on the cute clothes for the furbabies? Is it a logo or brand thing? I've liked some of the clothes but didn't purchase because the skull and crossbones just didn't seem to match the innocence of a Yorkie's face.
A lot of people are into skulls and crossbones. I'm not sure of any brand that uses a skull and crossbones, but some brands make "punkish" clothing. Some skull & crossbones are a little too scary looking for me, but I love a cute skull & crossbone outfit. I guess it's all about preference..some people like this style and some don't. Just like you'll see Hello Kitty, butterflies, flowers, etc. on outfits.
2) If any of you use the cute little caps and hats, how was the experience of first putting them on? Do you think it hurts the ears?
I dont put hats on my dogs. I don't really like the way they look, and anytime I've tried a hat on them they looked miserable. I prefer a cute bow.
3) What on earth is a Yorkie-poo? Is that a term of endearment or a bathroom accident?
LOL I've always said the term "Yorkiepoo" sounded like something that would come out of my yorkie's butt (nothing against this type of dog..just the "name" people have made up for them). It is actually a Yorkie/Poodle mix. People come up with silly names for mixes these days... I don't have anything againt the mixes, but I hate the stupid names..so I refuse to use them and call them breed/breed mix instead as that's what they are 
4) What are the doggie colognes? I mean I certainly know what cologne is but why would you slosh some on your Yorkie? Maybe I'm missing something here.
They are dog-safe sprays to make your dog smell good. Be careful though because some dogs will have allergies to these.
5) When we take possession of our puppy, we will then face a 7-hour drive home. We debated about getting a room halfway home but I thought it would be best to reach the house to help the puppy rest. (I know...there's probably going to be no rest...LOL) Is my thinking a mistake here? One consideration is getting home in daylight but we will be able to.
You're probably going to need to stop for some potty breaks, but be careful where you let the puppy potty as you don't want to expose it to other dog's germs (if it's a young puppy). You will also need to make sure the puppy eats and drinks at some point...7 hours is too long for a puppy to go without eating because they can become hypoglycemic. Take a tube of nutrical or some honey with you in case the puppy starts to become hypoglycemic on the way home. Otherwise you'll probably be okay.
6) I think I've gotten almost everything imaginable for her and I've made her wellness appointment with the vet. I've also checked into the starting dates of the next puppy classes but haven't actually signed her up. Is there anything else I need to do?
If you don't plan to groom your yorkie yourself, I'd start researching groomers in your area to make sure you find a good one. Talk to other small dog owners and the groomers in shops your interested in. Sometimes good grooming shops will book up far in advance so you might want to check into that. I do suggest you don't actually take your puppy for her appointment though until she's completed all her vaccines.
7) Do you take water with you on your walks for your Yorkie? I've bought a gadget that resembles a water bottle but she can "drink" as dogs do but I don't know if it's really necessary.
Not on normal walks, but I would if it was going to be a longer walk than normal or if it's an especially hot day.
8) Also, I bought some of the cutest, tiniest bows I've ever seen! When should I start using them or how will I know when to start?
I started putting Lacy's hair up when I got her at 11 weeks. It really just depends on much hair your puppy has. I would start with just putting a little bit of hair in a band to get her used to the feeling of having a little topknot. Once she's used to that, then start adding the bows.
9) Same thing about the clothes...when should I start with them? Should she be a certain age or should I start while she's still adjusting to her new home so she'll just think it's another weird thing here. She's mainly only going to wear them on walks, etc.
I started putting clothes on Lacy right when I got her as well. I think it's good to get them used to it early if you can. Make sure you get clothes that fit well because if they are too tight or too loose they will bother her. I suggest starting with a sleeveless tank. A lot of dogs don't like sleeves, especially at first..and a tank shirt is the easiest to start them out in.
10) If I'm the one that does all the upkeep on her...will she associate me with the things she's not particularly fond of?
I do everything for my dogs and they love me. However, they will recognize a routine. For example, they know when I bring the hairdryer downstairs and get shampoo bottles out that they are going to get a bath and that's when they try to hide. When they see me get the toothbrush or petzlife gel out they will sometimes try to hide. So I don't really think they associate the bad things with me exactly, but they will find things that cue them in on what's about to happen. Of course you want to try to make these experiences as pleasant as possible