Let's assume you are using the natural filtration.
For $t=r$ we have $$\mathbb{E}[S_r | (S_r > a)\cap(S_t > b)] = E[S_r | S_r > \max\{a,b\}] = \frac{E[S_r1_{S_r > \max\{a,b\}}]}{P(S_r > \max\{a,b\})}$$
For $t>r$ it holds that $S_r$ and $\frac{S_t}{S_r}$ are independent and so:
\begin{align*}E[S_r1_{S_r > a}1_{S_t>b}] &= E\left[S_r1_{S_r > a}1_{\frac{S_t}{S_r}S_r>b}\right] \\ \\&= \int_a^\infty \int_{\frac{b}{x}}^\infty xf(x,y) \,dy\,dx\end{align*}
With $$f(x,y) = f_{S_t}(x)f_\frac{S_t}{S_r}(y)$$ where $f_X$ denotes the density function of $X$ so in our cases the density of the related lognormal distribution.
For the same reasons we get: $$P((S_r > a)\cap(S_t > b)) = \int_a^\infty \int_{\frac{b}{x}}^\infty f(x,y) \,dy\,dx = \int_a^\infty f_{S_t}(x) \int_{\frac{b}{x}}^\infty f_\frac{S_t}{S_r}(y) \,dy\,dx$$
And we conclude for $t>r$:
$$\mathbb{E}[S_r | (S_r > a)\cap(S_t > b)] = \frac{E[S_r1_{S_r > a}1_{S_t>b}]}{P((S_r > a) \cap (S_t>b))} = \frac{\int\limits_a^\infty \int\limits_{\frac{b}{x}}^\infty xf(x,y) \,dy\,dx}{\int\limits_a^\infty \int\limits_{\frac{b}{x}}^\infty f(x,y) \,dy\,dx}$$