The answer is often No. It puts pressure on the other person and either forces a negative answer which will make you feel bad, or make the other person wary of your emotional state. I suggest asking the person to join you in fun activities and later, on day-to-day activities. you can casually tell them if you enjoy spending time with them or they make you feel happier by being around you. if the person reciprocates the you can talk to them even more freely about your emotions.
Gradually do this or he’ll be scared off and you’ll come out like a creep. That said, Never hide your emotions. Life is too short to be waisted on lingering at the door, never knowing what futures you might have missed on because of lacking confidence.