My best advice for you would be not to force it. I still have trouble feeling a lot of emotions, and I think there is a reason for that. I'm not ready to handle them yet. It may be the same for you.
My T says "the psyche has a wisdom all its own." Her point is that when you're ready to deal with things, they come up naturally. When you're not, they remain repressed.
I'm curious: is your T pushing you to feel more, or is s/he simply commenting on the fact that you're not feeling much?
"Blessed be the cracked, for they let in the light"
-Author Unknown
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Soon I'll grow up and I won't even flinch at your name
~Alanis Morissette
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