Did you go after him or after Bernard? If you went after Bernard you can't continue the romance yet. Otherwise you can reach his second heart following Itsara previous comments (scroll down and you'll find them) or this table
| LOCATION | K | OPTIONS | K | OPTIONS | REWARD | UNLOCKED AFTER… | STORYLINE | HEART |
| BARESHADE | TAVERN – ENTERING THE TAVERN | O | CLASH WITH BARREL | Discourage him; Ask about his well-being after antilycan; Bandit’s morale: 25; Evening; RNG | LoII1w | |||
| End Bareshade Expansion Storyline | Local watchman (4), Enjoy your time with Bernard and BERNARD’S GIFT FOR YOU | BEzzz | LoII1x | |||||
| End Country Road Storyline | STE MEETS LOGAN | CRzzz | LoII1y | |||||
| BARESHADE | SAWMILL – TALK | A1 | Ask about his work -Help him | +1LU7 | Str: 11:12 | LoII1z | ||
| T | ENTERING YOUR HOUSE | O | I OWE YOU A BEER | First Heart; L40; CLASH WITH BARREL; End Country Road Storyline; End Bareshade Expansion Storyline; Ask about his work -Help him; Evening; RNG | LoII2 | |||
| -Let him in | LoII3 | |||||||
| --xx>-Stop him | LoII4 | |||||||
| --xx>--Grab his hand | Second Heart | LoIIend |