Symmetric tensor product of bosonic/fermionic Hilbert space Consider two representation of the group $SU(n)$: $Sym^k(\mathbb{C}^n)$ and $\wedge^k\mathbb{C}^n$  ($k\leq n$)  and take their symmetric tensor products: $Sym^2(Sym^k(\mathbb{C}^n))$, $Sym^2(\wedge^k\mathbb{C}^n)$. I have two questions concerning those representations:
Question 1:
It appears that $Sym^2(Sym^k(\mathbb{C}^n))$ and $Sym^2(\wedge^k\mathbb{C}^n)$  are multiplicity free (I checked this for low dimensional cases in Lie). Is that true in general? Is there an easy proof of this fact?     
Question 2:
Which irreps of $SU(n)$ will appear in $Sym^2(Sym^k(\mathbb{C}^n))$ and $Sym^2(\wedge^k\mathbb{C}^n)$ respectively? In particular, which young diagrams of the symmetric group $S_{2k}$ will be present? 
 A: For question two, you are asking about a composition of two Schur functors, i.e. a plethysm. More specifically you want to know $h_2 \circ h_k$ and $h_2 \circ e_k$. These can be found in Example 9 in the section on plethysm in Symmetric functions and Hall polynomials:
$$ h_2 \circ h_k = \sum_{j \text{ even}} s_{(2k-j,j)}$$
and
$$ h_2 \circ e_k = \sum_{j \text{ even}} s_{(k+j,k-j)^T}$$
where $(\cdot)^T$ denotes the transposed Young diagram, and the sum is taken over those even $j$ that make the subscript a valid Young diagram. These translate to universal identities between representations, i.e. an isomorphism of functors. They express how the composed functors $\mathrm{Sym}^2(\mathrm{Sym}^k(-))$ and $\mathrm{Sym}^2(\bigwedge^k(-))$ can be written as direct sums of Schur functors. 
When you apply a Schur functor to the defining representation of $\mathrm{SU}(n)$, the result is nonzero if and only if the corresponding partition has at most $n$ parts. Think about how the functor $\bigwedge^k$ vanishes on any vector space of dimension less than $k$. This explains the observation you make in a comment below, that not all terms in the second sum will appear if $n$ is small.
