cout << stringstream

What do you think

holdBuff << getline(cin, stringIn);

is doing. The return type of getline is a reference to the stream being read (cin) in this case. Since there's no << defined which takes an std::istream as second argument, the compiler tries different conversions: in C++11, std::istream has an implicit conversion to bool, and in earlier C++, an implicit conversion to std::ios*, or something similar (but the only valid use of the returned value is to convert it to bool). So you'll either output 1 (C++11), or some random address (in practice, usually the address of the stream, but this is not guaranteed). If you want to get the results of a call to getline into an std::ostringstream, you need two operations (with a check for errors between them):

if ( !getline( std::cin, stringIn ) )
    //  Error handling here...
holdBuff << stringIn;

Similarly, to write the contents of a std::ostringstream,

std::cout << holdBuf.str() ;

is the correct solution. If you insist on using an std::stringstream when an std::ostringstream would be more appropriate, you can also do:

std::cout << holdBuf.rdbuf();

The first solution is preferable, however, as it is far more idiomatic.

In any case, once again, there is no << operator that takes any iostream type, so you end up with the results of the implicit conversion to bool or a pointer.

Yes, you are likely to see the address of the stringstream.

If you want to display the string it contains, try

cout << stream.str();