Often, I'm the first to take initiative inviting people out... This is fine. I don't care about that. But sometimes, i'll invite someone out I don't click with 100%
And this is... okay. Even if I spent money and time on that attempt, I always have a decent enough time, and finding friends requires work.
People today don't want to do the work. They barely want to do it for dating but sexual desire provides an itch they need to satisfy so they ultimately figure it out (as well as parental pressure I presume).
Making friends is a long process requiring strategy and continued effort.
For example, we just moved to a new area. We've been going to a few events consistently (children's soccer practice, church, etc). My wife and I both make it a point to speak to as many people as possible. After a few months of doing this, we'll casually ask for a number. Usually it's something like.. "Oh, you like to do <activity X>? I love doing <activity X>... I just read a great article about <activity X>... do you want me to send it to you? CAn I have your number?"
Anyway, after a few more weeks go by with some more interactions, and hopefully a few text messages back and forth, we'll casually ask for them to come over for drinks, dinner, etc.
Does this sound contrived and 'social engineering'y? It absolutely is. My wife and I have spent a good few hours strategizing how to ask people to do various activities, and making lists of people to invite to various things. This is a lot of work that few are willing to do. Even mentioning it can make people think you've gone nuts. But ultimately, friendship, like marriage and dating, is work... it's a choice to put in the effort to be someone's friend.