Not really obfuscated, just hard to read because I was trying to shorten it enough so that Netscape would let me use it as a sig file. I wrote it with 5.6.0 outputting in a bash shell, and I'm quite sure it's not terribly portable. You'll have to trim out the red '+'s, and join those lines, I think, to get it to run right.

@a=0..63;g(o($_),a($_)?$_<24?"w":$_>39?"b":0:0)for@a;$w=$b=12;while($w
+&&$b)
{$z=!$z if!$r;$i=" 01234567\n";print$i,(join"",map{($x,$y)=o($_);($x?"
+":$y)
.(a($_)?`tput smso`:`tput rmso`).(g(o($_))||" ").`tput rmso`.($x==7?"$
+y\n":
"")}@a),$i;$z?&n:&c;g($f,$g,($g==7&&$z)||!($z||$g)?uc&w:g($d,$e));g($d
+,$e,0
);t(1)}sub n{print"$_[0]xyxy?\n";($d,$e,$f,$g)=split"",<STDIN>;&v||&n}
+sub
t{ @t=($f>$d?$d+1:$d-1,$g>$e?$e+1:$e-1);if($s==4&&g(@t)&&lc(g(@t))ne&w
+){if(
@_){g(@t,0);$z?--$b:--$w;&b}1}else{0}}sub v{$s=($d-$f)**2;(lc(g($d,$e)
+)ne&w
||$s!=($e-$g)**2||g($f,$g)||$f>7||$f<0||$g>7||$g<0||(($z?$e-$g:$g-$e)>
+0)&&!
(g($d,$e)eq uc&w)||!($s==1||t())||($r?$d!=$c||$e!=$h:0))?0:1}sub c{for
+(@a){
($d,$e)=o($_);if(lc(g(o($_)))eq&w){for(@a){($f,$g)=o($_);&t?return:pus
+h@q,[
$d,$e,$f,$g]if&v}}}($d,$e,$f,$g)=@{$q[$#q]}}sub w{$z?"w":"b"}sub
o{($_[0]%8,int($_[0]/8))}sub a{($_[0]%8+int($_[0]/8))%2}sub
g{$n=$_[0]+8*$_[1];defined$_[2]?$j[$n]=$_[2]:$j[$n]}sub b{$d=$c=$f;$e=
+$h=$g
;$r=(grep{($f,$g)=o($_);&v&&t()}@a)?1:0}die$w?"win":"lose"."\n"
[download]

I was happy for it to come in under 1k (1 byte under)

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