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Sounds like you're an introvert who has problems making friends in person. I'm like that too. So what I used to do was "network" online using social networking sites, like facebook.
I'm not sure if you specfically want to meet new friends, or have more friends.
Cause talking to your old friends through facebook would be a good way to reconnect.
As for meeting new friends, it's a bit trickier.
But the key to meeting new people is to determine which of your current friends you have are the extroverted ones that organize hangouts/parties, etc.
Those are the friends you need, because they are the ones that will "host" events and bring their own group of friends. Meaning more people at the gathering for you to meet.
And it won't be as awkward as just meeting some random person on the street or some public event. Friends of friends makes mingling much easier.
Sometimes meeting people at work or school is tough, because certain people are just there for the "business". Which is fine.
I never made and kept the friends from school or work outside of the environment.
As for having 1 friend from different circles, if your two friends share common interests, you could always just plan a group event with 3 or you.
Or on your birthday, just plan a dinner and invite them all...
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