Let $0<a<b$, $ab=1$, and let $$ D_{a,b}=\biggl\{(x,y) \,\biggm | \, \frac{x^2}{a^2} + \frac{y^2}{b^2} \le 1 \biggr\} $$ be the ellipse with diameters $a,b$.
Let $A \in \operatorname{SL}_2(\mathbb R) \setminus \operatorname{SO}(2)$ and suppose that $AD_{a,b}=D_{a,b}$.
Question: Must the singular values of $A$ be $\bigl\{\frac{a}{b},\frac{b}{a}\bigr\}$?
This option is always possible since we can take $A=\begin{pmatrix} \frac{a}{b} & 0 \\\ 0 & \frac{b}{a}\end{pmatrix}R_{\pi/2}$.
Here is a (very) partial attempt:
The condition $AD_{a,b}=D_{a,b}$ implies* that $A$ is similar to an orthogonal matrix, i.e.
$A=CQC^{-1}$, where $C \in \operatorname{SL}_2(\mathbb R) , Q \in \operatorname{SO}(2)$.
$AD_{a,b}=D_{a,b}$ implies that $Q\tilde D=\tilde D$, where $\tilde D=C^{-1}D_{a,b}$.
If $Q$ is an irrational rotation (of infinite order), then $\tilde D$ must be the unit disk, which implies that the singular values of $C$ are $a,b$. This mean that $C=U\Sigma V^T$, where $\Sigma=\operatorname{diag}(\sigma_1,\sigma_2)$.
Thus, $$ A=CQC^{-1}=U\Sigma V^T Q V\Sigma^{-1}U^T, $$ so up to left and right multiplication by rotations, $A=\Sigma R\Sigma^{-1}$, where $R= V^T Q V$.
I don't see how to continue from here.
I also don't know how to start analyzing the case where $Q$ is of finite order.
*You may see this answer and the comments below it.