Here is a self-contained version of the argument that there are no cycles, avoiding using the structure of bands. Suppose that $S$ is almost breakable.
Claim 1. If $SxS=SyS$, then both $xy,yx\in \{x,y\}$ and $xyx=x$, $yxy=y$.
Pf. Without loss of generality, assume that $yx=y$ (the other cases follow from renaming or working with the opposite semigroup, which is also almost breakable). Trivially $yxy=y$. Write $x=uyz$. Then $xz=x$ and $xyx=xyxz=xyz=uyzyz=uyz=x$. Thus $x=xyx=xy$.
Claim 2. If $x,y\in S$, then $SxS\subseteq SyS$ or vice versa.
Pf. Either $xy\in \{x,y\}$ or $yx\in \{x,y\}$.
Suppose now that $(x_1,\ldots, x_n)$ is a cycle. Without loss of generality, we may assume that $Sx_1S$ is maximal among the $Sx_iS$. Assume inductively that $Sx_1\supsetneq Sx_2\supsetneq \cdots\supsetneq Sx_k$ with $1\leq k<n$. Then $x_{k+1}x_k\in \{x_k,x_{k+1}\}$. If $x_{k+1}x_k=x_k$, then $x_kx_{k+1}x_k=x_k$ and $x_kx_{k-1}x_k=x_k$ (the latter since $x_{k-1}\in Sx_k$). Thus $Sx_kx_{k+1}S=Sx_kS=Sx_{k-1}x_kS$. So by Claim 1, $x_kx_{k+1}\cdot x_{k-1}x_k\in \{x_kx_{k+1},x_{k-1}x_k\}$. But then $$x_kx_{k+1}\cdot x_{k-1}x_k=x_k(x_kx_{k+1}\cdot x_{k-1}x_k)x_k\in x_k\{x_kx_{k+1},x_{k-1}x_k\}x_k=\{x_kx_{k+1}x_k,x_kx_{k-1}x_k\}=\{x_k\}$$ by another application of Claim 1 since $Sx_kS=Sx_kx_{k+1}S=Sx_{k-1}x_kS$. Thus $x_k\in \{x_{k-1}x_k,x_kx_{k+1}\}$, a contradiction to the definition of a cycle. Thus $x_{k+1}x_k=x_{k+1}$ and so $Sx_k\supseteq Sx_{k+1}$. These left ideals cannot be equal by Claim 1, and so $Sx_k\supsetneq Sx_{k+1}$.
Thus we have $Sx_1\supsetneq Sx_2\supsetneq\cdots\supsetneq Sx_n$. But then $x_nx_1 = x_nx_{n-1}x_1=\cdots=x_nx_{n-1}\cdots x_2x_1=x_nx_{n-1}\cdots x_2=\cdots =x_nx_{n-1}=x_n$, a contradiction to $(x_n,x_1)$ being irregular.
Original answer. It seems there are no cycles. First note that if $S$ is almost breakable, then the principal ideals in $S$ form a chain, for if $x,y\in S$, then either $xy\in \{x,y\}$ or $yx\in \{x,y\}$ and so either $SxS\subseteq SyS$ or conversely. Two elements that generate the same principal ideal are called $\mathscr J$-equivalent.
I will use a little bit of structural semigroup theory of bands. Maybe this can be avoided. Each $\mathscr J$-class of a band is a rectangular band (satisfies the identity $xyx=x$). If a rectangular band is not a left or right zero semigroup, then it contains elements $x,y$ with $xy\notin \{x,y\}$ and $yx\notin \{x,y\}$. Thus each $\mathscr J$-class of an almost breakable semigroup is a left zero semigroup or a right zero semigroup.
Let $(x_1,\ldots, x_n)$ be a cycle and assume without loss of generality that $x_1$ generates the largest principal ideal amongst these elements. Then since $x_2x_1\in \{x_1,x_2\}$, we must have $x_2x_1=x_2$ by choice of $x_1$ (for if $x_2x_1=x_1$, then these elements are $\mathscr J$-equivalent and by the above remarks form a right zero semigroup, but then $x_1x_2=x_2\in \{x_1,x_2\}$). Assume inductively that $x_ix_{i-1}=x_i$ for $1\leq i\leq k<n$. Notice that $x_{k-1}x_k\neq x_k$, but $x_kx_{k-1}x_k = x_k$ and so $x_{k-1}x_k$ and $x_k$ are in the same $\mathscr J$-class and this $\mathscr J$-class is a left zero semigroup. Suppose that $x_{k+1}x_k=x_k$. Then $x_kx_{k+1}\neq x_k$ and $x_kx_{k+1}x_k=x_k$. It follows that $x_k$ is $\mathscr J$-equivalent to $x_kx_{k+1}$ and they generate a right zero semigroup. But we already saw that the $\mathscr J$-class of $x_k$ is a left zero semigroup. So $x_{k+1}x_k=x_{k+1}$. Thus we have that $x_{k+1}x_k=x_{k+1}$ for all $1\leq k\leq n-1$.
It follows that $x_nx_{n-1}\cdots (x_2x_1)=x_n\cdots (x_3x_2)=\cdots=x_nx_{n-1}=x_n$. Therefore, $x_nx_1=x_n$, contradicting that $(x_n,x_1)$ is irregular.