I haven't read anything other than the first post (My apologies!), so these are my thoughts based only on that.
***How do you cope with things like waiting in line on your own or not sharing an experience after coming off an epic ride with family or friends? This is where Disney's app may come in handy. You can look over fastpasses, upcoming ADRs, make modifications to plans, check wait times, etc. Also, perhaps try things like searching for Hidden Mickeys or coming up with some project for yourself for the trip. You mentioned a trip report. Perhaps bring a small field guide with you to the parks. During times when you're up and moving around, try to find fun photos to take with your phone that you can use to spur thoughts for your journal later on. They can just be any photo or you can come up with a theme for yourself, such as queue photos or unusual photos or often overlooked details.
Then once you're home, you can use that journal and the photos to re-visit the joy or excitement of those moments as you look over them yourself, use them in a Blog or on a social media site, or actually sit down and physically share them with others.
***Best way to dine solo in a restaurant without it looking awkward and standing out your in your own? I don't think you'll look awkward or stand out at all. So many solo travelers, Annual Pass Day-trippers, and vloggers/bloggers are at Disney each day that people won't think a thing of you dining on your own. And this can be a great time for you to whip out that little field journal and doodle, jot down thoughts about your day, or even write out full entries.
***Being in 30s and around hotel pool area/ being in swimming pool or water park where lots of children and families around without parents thinking your (how can I put this) thinking your a evil adult if you get what I mean ? Again, I think you're imagining that people are spending way more time looking at you and wondering about you than they really are. Go out to the pool, wear a pair of sunglasses, and relax; and if parents of kids notice you at all, it might only be to ask their kids not to bother
you, because they know how precious some relaxing time alone can be!
As long as you're not going up to kids and initiating conversation with them, or staring at them all afternoon, most parents won't think anything of a solo adult at a pool. I
am going to WDW with a family and I still plan on having alone time at the pool! I already told my crew to expect some time without me, because for me, every vacation requires some rest, relaxation, & water---even at Disney!
Also, perhaps go out of your way to use quiet pools. They may have a lot less families with young kids in them, if that makes you feel better.
***I’ll be coming from the UK so most probably getting a coach / shared public transport to Disney from airport so how do you try and not stand out like a sore thumb when everyone else with their friends or family and your by yourself boarding a coach on your own and sitting on your own and it being so noticeable I’m solo? I'm going to gently suggest that you try to alter your ideas on why people do things on their own. Many people enjoy doing things alone. And likewise, most people aren't having any uncharitable thoughts about anyone else they see out there enjoying life solo.
You don't need to try to be unnoticeable. Families at Disney are super busy on their own. They're juggling plans and luggage and kids and snacks and time crunches, etc., etc., and they barely have a chance to breath sometimes. You're the last thing on their mind, and if they do notice you, they may simply feel jealous!
***What if someone speaks to me on the plane and asks why I’m on my own especially going to Florida where most people go with friends and family, should I tell people a little white lie and say I’m like a YouTube blogger or write trip reports and ride reviews for Disney ? Nope. Why would you lie about being on a holiday? Being on a holiday is awesome. That's all you need to say. No one's going to start interrogating you on why you're not surrounded by 10 other people.
Again, see my last answer---most people will be busy with their own stuff.
***This is probably a big one - WDW is such a big vacation destination for UK families and I worry I’m going to by chance bump into someone I once knew from high school etc and them thinking what a loser I’ve become in life by going on vacation to WDW on my own because know one else would come with me. The chances of you running into someone you know are pretty low, and again, you need to get past the idea that being alone on a trip is bad. Trips are good. It doesn't matter what the group size. And plenty people dealing with families or groups at Disney either do try to get a bit of alone time or they wish they could.
No one needs to know why you're there solo even if you do see anyone you know. Do you know super nosy folks or are you an over-sharer, LOL? "Hey! Fancy running into you here! I'm having a great time, hope you are too! Take care!" End of discussion.
As for general loneliness, maybe set up a few behind the scenes tours for yourself? Or take part in some sort of class type experience? That way you're automatically part of a larger group getting to do something special. You might not be bringing someone you know with you,. but you're still part of a small group doing something cool. And maybe in that situation you can practice making little small-talk comments to those around you about the neat stuff you're seeing or doing.
You can also set up a challenge for yourself if you're the type to enjoy that----for instance try to talk to one person---even just one line of speech---that you don't strictly need to speak to. (So, not your food server.
) Even if it's just a line of greeting and thanks to each CM who you have an interaction with. It sounds like you could use some bolstering up in the small talk department and this is a nice safe-feeling way to go about that, since spreading some friendliness to the CMs is always encouraged & appreciated, and they are expecting people to talk to them all day