This is an answer that uses the language of Artin rings as in Michael Schlessinger's papers, Michael Artin's papers, etc.  The statements are relative to a fixed square-zero extension of Artinian local rings, $$0 \to M \hookrightarrow A'\twoheadrightarrow A \to 0.$$  Denote the residue field $A/\mathfrak{m} = A'/\mathfrak{m}'$ by $A_0$.  For every scheme $T'$ over $\text{Spec}\ A'$, denote $\text{Spec}\ A \times_{\text{Spec}\ A'} T'$ by $T$, and denote $\text{Spec}\ A_0\times_{\text{Spec}\ A'} T'$ by $T_0$.

Let $X'$ be an $A'$-scheme.  Let $\mathcal{I}$ be a quasi-coherent ideal sheaf on $X'$. Denote the blowing up of $X'$ along $\mathcal{I}$ by $$\nu:\widetilde{X}'\to X'.$$  Denote the inverse image ideal sheaf of $\mathcal{I}$ by $\mathcal{O}_{\widetilde{X}'}(-\underline{E}')$.  This is an invertible sheaf on $\widetilde{X}'$. Recall the universal property of the blowing up: the pair $$(\nu:\widetilde{X}'\to X', \nu^*\mathcal{I}\twoheadrightarrow \mathcal{O}_{\widetilde{X}'}(-\underline{E}')),$$ of an $X'$-scheme and an invertible quotient of the pullback of $\mathcal{I}$ is universal among such pairs for which each induced homomorphism, $$ \nu^*\text{Sym}^d_{\mathcal{O}_{X'}}(\mathcal{I}) \twoheadrightarrow \mathcal{O}_{\widetilde{X}'}(-d\underline{E}),  $$ factors through the quotient, $$\nu^*\text{Sym}^d_{\mathcal{O}_{X'}}(\mathcal{I}) \to \nu^*(\mathcal{I}^d).$$  For more on this, see the answer to the following MathOverflow question: https://mathoverflow.net/questions/91357/which-functor-does-the-blowing-up-represent. 

<B>Definition.</B>  A morphism to $\widetilde{X}'$ is $E'$-<b>flat</b> if the pullback of the following injective sheaf homomorphism is still injective, $$\mathcal{O}_{\widetilde{X}'}(-\underline{E}') \hookrightarrow \mathcal{O}_{\widetilde{X}'}.$$

Let $Y'\to \text{Spec}\ A'$ be a flat, finitely presented morphism.  Let $$f':Y'\to X',$$ be a morphism of $A'$-schemes.  Define $Z'\hookrightarrow Y'$ to be the closed subscheme defined by the inverse image ideal sheaf of $\mathcal{I}$.  Denote by $\mathcal{T}$ the kernel of the induced morphism, $$M\otimes_{A_0} \mathcal{O}_{Z_0} \twoheadrightarrow M\cdot \mathcal{O}_{Z'}.$$

<B>Proposition.</B> For every $E$-flat $X$-morphism, $$e:Y\to \widetilde{X},$$ there exists an $X'$-morphism $e':Y'\to \widetilde{X}'$ extending $e$ if and only if the closed subscheme $Z'$ of $Y'$ defined by the inverse image ideal sheaf of $\mathcal{I}$ is $A'$-flat, and in this case $e'$ is also $E'$-flat.  Moreover, this holds if and only if $\mathcal{T}\to M\otimes_{A_0}\mathcal{O}_{Z_0}$ is the zero homomorphism.

<B>Proof.</B> By the local flatness criterion, every extension is $E'$-flat, and thus also $Z'$ is $A'$-flat.  Conversely, if $Z'$ is $A'$-flat, then the ideal sheaf of $Z'$ is $A'$-flat.  Since the restriction of this ideal sheaf to $Y$ is an invertible $\mathcal{O}_Y$-module, the $A'$-flat ideal sheaf of $Z'$ is an invertible $\mathcal{O}_{Y'}$-module.  This invertible quotient of the pullback of $\mathcal{I}$ satisfies the universal property of the blowing up, and thus gives an extension. <B>QED</B>   

Among all $A_0$-module quotients
$$M \twoheadrightarrow N,$$ such that the following composition is the zero homomorphism, $$\mathcal{T} \hookrightarrow M\otimes_{A_0} \mathcal{O}_{Z_0} \twoheadrightarrow N\otimes_{A_0} \mathcal{O}_{Z_0},$$ there exists an initial such quotient.  Denote this initial $A_0$-module quotient by $$q:M\twoheadrightarrow M_e.$$ 

<B>Corollary.</B> The induced pushout of $A'$, $$A'_e := (A'\oplus M_e)/\Delta(M) = A'/\text{Ker}(q),$$ is the initial quotient of $A'$ such that $e$ extends to an $X'$-morphism on $Y_e:=\text{Spec}\ A'_e \times_{\text{Spec}\ A}. Y'.$

For more on the "obstruction" to the extension of $e$ given by this element in $\text{Hom}(\mathcal{T},\mathcal{O}_{Z_0})\otimes_{A_0} M$, please confer Section 2 of the following.

MR2007396 (2004i:14002) <br>
Olsson, Martin; Starr, Jason <br>
Quot functors for Deligne-Mumford stacks. <br>
Special issue in honor of Steven L. Kleiman. <br>
Comm. Algebra 31 (2003), no. 8, 4069–4096. <br>
https://math.berkeley.edu/~molsson/quot2a.pdf