I have heard the advice about clubs and star parties almost everywhere, but I've always been a shy lone wolf.type, so its a bit intimidating meeting new people, although I will say, if any community would ease my worries it would be this one.
Nitsky, I will admit the nights have had bad seeing, stars twinkling a lot, but other than that clear skies, no clouds, fog, etc.I have never looked through a telescope before, I have used mine every night I've had a chance too, buts been maybe 10 days max.
NTPH, yes, I definitely know I'm not going to see what I see in pictures, but still a bit underwhelming at what I am seeing. For the double star I tried Sirrus, maybe its the wrong star to focus on? I think I really need to make a new friend who.knows about this stuff, but that's always been an issue with me my entire life.
Seattle Scott, I am looking at buying some.good filters, Lumicon, Astronomik, etc, but dam they are expensive. I am leaving it out for more than hour, do you think I should give it more time. I have a fan on it that I have never used, maybe that is the problem. Also, temps have been varying a lot so maybe that's it?
Welcome to the DOB club! I think a lot of what you are seeing has to do with expectations and lack of experience. Don't worry about hanging with an astronomy club. A lot of those folks are like you. You may run into a a know-it-all but most are nice folks who want to help.
Planets are not easy. They are bright but very low contrast objects. It takes experience at the eyepiece to really 'see' them. Just keep observing and you will start to pick out details. Planetary observing requires steady skies. 'Seeing' is the measure of how steady the skies are. This has nothing to do with how clear the sky is. In fact the clearest skies are often quite turbulent. A good example is how clear the sky can be after the passage of a cold front - very clear but quite turbulent winds aloft. If you live where jet streams tend to be overhead it will be difficult to catch a steady sky or good seeing. Allowing your scope' to acclimate to air temperature is very important. Collimation is critical to seeing detail. Practice getting it right. Club members can help you with this. Just keep trying and build your experience. Observing with club members can be a big help coaching you in seeing details.
Sirius and the Pup are extremely challenging. You picked a very hard one. Seeing and collimation must be very good to have a chance. Sirius is so bright the Pup so faint it can be lost in Sirius' glare. The Pub can hide behind a diffraction spike. Go for something much easier. Look for a wider separation and less difference in visual magnitudes.
Right now I would advise against spending money on filters. Get more experience. Club members can show you views through filters. They don't necessarily make a huge difference. However, once you have more experience observing they will be very helpful with certain objects. As to cost - well you get what you pay for. Observing with a club you can determine when a particular filter is worth it.
The main thing is to keep observing. I got back into observing about 10 years ago. One of my first nights observing with a club I had my scope pointed at the Andromeda Galaxy. I was quite happy with what I was seeing. A younger club member introduced himself and asked to have a look. He agreed that the view was quite nice and started identifing features he was seeing,. I put eye to eyepiece again and couldn't see those features. I actually wondered if he was seeing them or playing with me. Well, he was indeed seeing them and I saw them, too, with more experience.