Will it ever be possible to use wrapfig with an enumerate or itemize environment?

Question

wrapfig is incompatible with the enumerate and itemize environments. Is there a typographical reason not to wrap a list around a figure or is it a technical limitation of LaTeX? If it is a technical limitation, is there any work (new packages or changes to LaTeX) currently being done to eliminate the limitation in the future?

Edit: To respond to some of the comments: I realize that there are "gymnastics" which can make this work. I do not have an example of the problem. Whenever I run into a problem with wrapfig because it is near an enumerate or itemize environment, I search for an easy solution, find none, and move the figure elsewhere. In the vast majority of cases, the cost of learning the complex solutions isn't worth the benefit of keeping the figure where I want it.

Answer 1

The cutwin package (and some \parshape gymnastics) can be used here:

\documentclass{article}
\usepackage{cutwin}
\usepackage{caption}
\usepackage{graphicx}
\usepackage{lipsum}

\begin{document}
\renewcommand\windowpagestuff{%
  \hspace*{25pt}\includegraphics[height=4cm]{ctanlion}
  \captionof{figure}{A test figure.}
}
\opencutleft

\begin{cutout}{2}{10pt}{0.5\linewidth}{12}
\begin{enumerate}
{%
\parshape 15 26pt \linewidth 26pt \linewidth 0.5\linewidth 0.5\linewidth
  0.5\linewidth 0.5\linewidth  0.5\linewidth 0.5\linewidth  0.5\linewidth 0.5\linewidth
  0.5\linewidth 0.5\linewidth   0.5\linewidth 0.5\linewidth   0.5\linewidth 0.5\linewidth 
  0.5\linewidth 0.5\linewidth   0.5\linewidth 0.5\linewidth   0.5\linewidth 0.5\linewidth
  0.5\linewidth 0.5\linewidth   0.5\linewidth 0.5\linewidth 26 pt \linewidth
\item \lipsum[1]
}%
\item \lipsum[2]
\item \lipsum[2]
\end{enumerate}
\end{cutout}

\end{document}

CTAN lion drawing by Duane Bibby.