You're overthinking things WAY too much. Also sounds like you're not getting to the point quick enough when you go in and maybe getting a bit ahead of yourself in your head?
Remember it's all a game, being called 'sweet' and 'special' are negative words when a girl uses them to reject you. Most want a guy to be assertive when they make a move and treating them with 'utmost respect' is a surefire way to make the girl look like the dominant party instead of you.
Get out there and meet lots of people and have a good time. Doesn't matter if you don't drink, go out with your friends and do stuff and talk to girls and be confident and flirt and practice your pulling! If something doesn't work/you get rejected then move on, plenty of fish in the sea. At the end of the evening if you don't pull it's not the end of the world if you've had a good time, there's always tomorrow night.
Doesn't matter if that isn't your real personality, it's the way it is and moping about it isn't going to get you anywhere.
No point in being bitter about other guys getting 'your' girls, it doesn't do yourself any favours.
Valentine's day is *******s so don't get down because of a load of commercial nonsense.
And if you've accepted that you're going to be alone the rest of your life then you've already admitted defeat and looking for sympathy is definitely not attractive to girls.
RE: the escort - hmm, not my cup of tea but whatever floats your boat. Take it for what it was, can't change it now so know point reminding yorurself about it.
In summary, let your penis do more of the talking.