outerplanar << EPT
We can prove it inductively for an outerplanar graph $G$.
If $G$ is disconnected then let $(T_1,{\cal P}_1)$ be an EPT representation of a component and let $(T_2,{\cal P}_2)$ be an EPT representation of the rest of the graph. Add an edge from $T_1$ to $T_2$ and to get a tree and take the union of the two sets of paths; this suffices.
If $v$ is a cut-vertex of $G$, let $G_1,G_2$ be subgraphs of $G$ with intersection $v$ and union $G$. By induction, let $(T_1,{\cal P}_1)$, $(T_2,{\cal P}_2)$ be EPT representations of $G_1,G_2$; let $P_1\in {\cal P}_1$ and $P_2\in {\cal P}_2$ represent $v$. Let $u_1,u_2$ be an endpoint of $P_1,P_2$, respectively. Take the union of $T_1$ and $T_2$ where we identify $u_1$ and $u_2$ and let ${\cal P}'$ be the union of ${\cal P}_1$ and ${\cal P}_2$ except that we replace $P_1$ and $P_2$ by their union, which is a path since they overlap at $u$. This suffices.
If $|V(G)|\le 2$, it's easy.
Otherwise $G$ is a 2-connected (WLOG embedded) outerplane graph. We show by induction that it has an EPT representation $(T, {\cal P})$ such that for each boundary edge $uv$, the paths representing $u$ and $v$ share an endpoint that is a leaf in $T$:
If $G$ is a $k$-cycle, it can be represented by a star $T$ with edges $e_1,\ldots,e_k=e_0$ with and paths which each contain two consecutive edges $e_{i-1},e_i$.
Otherwise it has a non-trivial weak dual; let $C$ be the cycle bounding a face that corresponds to a leaf in the weak dual. $C$ contains adjacent vertices $u,v$ such that $G' := G-(V(C)-\{u,v\})$ is a 2-connected outerplane graph, which, by induction, has an EPT representation $(T, {\cal P})$ such that for each boundary edge $uv$, the paths representing $u$ and $v$ share an endpoint $x$ that is a leaf in $T$. Let $x_0$ be the neighbor of $x$ in $T$ and let $k=|C|$. Add $k-1$ leaves $x_1,\ldots,x_{k-1}$ adjacent to $x$ in $T$ and add paths $x_{i-1}xx_i$ for $i=1,\ldots,k$ (where $x_k=x_0$) to $\cal P$ to get an EPT representation of $G$.