Board Thread:General Discussion/@comment-203.104.11.25-20161106233018/@comment-14138255-20161113001627

I have a feeling he got the hint when Pyrrha almost flat out told him at the dance, then in Volume 3 he began to develop feelings for her (though not yet to the extent of asking her our or anything). After she kissed him and sent her off (as well as discovering the training video during Ruby's coma) he put the pieces together and started lamenting what could have been if he had seen the signs earlier.