Ruby, 53 bytes
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f=->(a,b){/^(2|too?|t0|two)$/i=~a&&/^be{,2}|b3$/i=~b}
I'll be honest, this is my first attempt at trying to golf a problem.
Function call in the form of `f.call(firstValue, secondValue)`
`0` is Truthy, `nil` is Falsy.
Test it [Here][1]
[1]: https://repl.it/BlrV/0