Perhaps you can plan a "boys night out" every couple of weeks (or one a month, or something) that he'll be committed to going to (and enjoying!). Surely the gf can understand a guy's need to hang with his pals now and then.
It seems he's really quite afraid of hurting her feelings, or turning into the "previous boyfriend," even though it seems he's already more attentive than the last schmo.
Talk to your friend about what the real problem might be (trust, guts, spine, etc), and if he's willing to address the situation with the girl, and schedule a boys night out in ink, every now and then. I guarantee everyone will be happier once you're all communicating.
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