You wanted simple so this may give you some ideas:

#!/usr/bin/perl
use warnings;
use strict;


my $LOGDIR = '/hlds/cstrike/logs';
my $USERS  = '/hlds/cstrike/addons/adminmod/config/users.ini';

my $search = qr/\bconnected, address\b/;


my @users = do {
    open my $U, $USERS or die "cannot open $USERS:$!";
    local $/;
    <$U> =~ /^[^:]+/mg;
    };

print "search:@users\n";

my $user_pattern = qr/\b(@{[
    join '|', map "\Q$_", reverse sort @users
    ]})\b/;

my %R;
@ARGV = <$LOGDIR/*.log>;
while ( <> ) {
    next unless /
        (\d\d)\D+(\d\d)\D+(\d{4})\D+(\d\d)\D+(\d\d)\D+(\d\d):
        .+?
        $user_pattern
        .+?
        $search
        /x;
    @{ $R{ $7 } }{ qw/date line/ } = ( "$3$1$2$4$5$6", $_ )
        if not exists $R{ $7 }{ date }
            or $R{ $7 }{ date } lt "$3$1$2$4$5$6";
    }


print "--------------------------\n",
    sort map $_->{ line },
    values %R;

__END__
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