As you say, you need to restrict the $x$ and $y$ to the range of $A$.
Take $H=\mathbb C^2$, with $A=\begin{bmatrix}1&0\\0&0\end{bmatrix}$. Take $T=\begin{bmatrix}0&1\\0&0\end{bmatrix}$. Then for $\omega=(\omega_1,\omega_2)$,
$$
\|\omega\|_A=|\omega_1|
$$
and $$R(A)=\{(t,0):\ t\in\mathbb C\}.$$ Thus $T\omega=0$ for all $\omega\in R(A)$ and
\begin{align}
\|T\|_A&=0.
\end{align}
On the other hand, since $AT=T$,
\begin{align}
\sup\{|\langle Tx,y\rangle_A|:\ \|x\|_A=\|y\|_A=1\}
&=\sup\{|\langle Tx,y\rangle|:\ \|x\|_A=\|y\|_A=1\}\\ \ \\
&=\sup\{|x_2\overline{y_1}|:\ |x_1|=|y_1|=1\}\\ \ \\
&=\infty
\end{align}
(on the other hand, if we force $x,y\in R(A)$, then $x_2=0$ and the two expressions agree).