This assume that the clocks don't overlap.
Let $O$ denote the cneter of the first clock
If the clocks don't overlap, than by convexity of the second clock, there exists a line $\ell$ through $O$ such that the second clock is entirely in one of the half planes defined by it.
Fix a system of coordinates with origin $O$ at the centre of the first clock, and with $\ell$ as $y$-axis and with the second clock in the negative $x$ half plane.
Let $a(t)$ denote the position vector of the tip of the first clock's hour hand at time $t$, similarly $b(t)$ for the second clock.
Let $n(t)$ denote the normal vector to $a(t)$ in clockwise direction, or more formally just let $n(t)=a(t+3\,\mathrm h)$.
Now define the function $f(t)=\langle n(t),b(t)\rangle$.
We know that $a(t)$ and $n(t)$ describe a circle around $O$, especially that there are times $t_+$ and $t_-$ where $n(t_+)$ is on the positive $x$-axis and $n(t_-)$ is on the negative $x$-axis, and these times are uniquely determined up to multiples of twelve hours. Then clearly $f(t_+)<0$ and $f(t_-)>0$. By the 12 hour periodicity, we may assume wlog. that $t_-<t_+<t_-+12\,\mathrm h$.
As $f$ is continuous ($a,n,b$ are continuous in $t$ by assumption and the scalar product is continuous), we conclude that $f$ has a zero $\tau_1$ in $(t_-,t_+)$ and a zero $\tau_2$ in $(t_+,t_-+12\,\mathrm h)$. At a zero of $f$, $a(t)$ must either point to $b(t)$ or away from it. As $\tau_1,\tau_2$ are separated by $t_+$, $a(\tau_1$ and $a(\tau_2)$ are in different half planes, at the one belonging to negative $x$ values we must have that $a(\tau)$ points to $b(\tau)$.
Note that the claim indeed becomes false if we allow the clocks to overlap. Foe example, put the in the same position but slightly rotated against each other.
I think a more general result (with Dali-like molten clocks) holds, bu there are a number of subtleties involved:
Conjecture. Let $a,b\colon S^1\to\mathbb C$ be continuous with nonintersecting images, $a[S^1]\cap b[S^1]=\emptyset$. Assume that $\mathbb C\setminus (a[S^1]\cup b[S^2])$ has among others two components $U_\infty$ and $U_0$ where $U_\infty$ is not bounded and $\partial U_\infty$ intersects both $a[S^1]$ and $b[S^1]$, and $U_0$ is bounded and $\partial U_0$ intersects $a[S^1]$.
Assume $0\in U_0$. Then there exists $t\in S^1$ such that $b(t)=\lambda\cdot a(t)$ for some $\lambda>1$.