Q.1 For the Dirichlet function (=characteristic function of rationals in $[0,1]$), does there exists an increasing sequence of step functions which converges point-wise to the Dirichlet function?
Q.2 Is it true that a (non-negative) function $f\colon [a,b]\rightarrow \mathbb{R}$ is Riemann integrable if an only if there exists an increasing sequence of step functions converging point-wise to $f$?
Step function on $[a,b]$ means piecewise constant function, i.e. $[a,b]$ can be partitioned into finitely many sub-intervals (closed) such that the function is constant on each sub-interval, except at end-points of sub-interval.
If your definition of interval is nondegenerate interval (that is, $a<b$) then the answer is no.
If you allow degenerate intervals (a point), the answer is yes. Let $$ A_n=\left \{\frac pq:p,q\in\mathbb{Z},\ 1\le q\le n, \ 0\le p\le q \right \} $$ and let $\chi_n$ be its characteristic function. Then $\chi_n$ is increasing (because $A_n\subset A_{n+1}$) and converges pointwise to Dirichlet's function.