I wish we all had a detailed education, growing up, when it comes to how we function on a number of levels; 'feelings' would then make a lot more sense. Raising our self, to greater understanding, sometimes has to come at a later stage. By this stage, there can be a lot of unlearning or letting go to do in the process.
When you speak of things feeling conditional, it makes sense. A lot of our life can involve us being conditioned to behave or think a certain way, until the conditions become intolerable. This is when that question can pop up, on a whole new level of intensity, 'What's wrong with me?' Sometimes, the simple answer is 'I've been conditioned poorly. I've been conditioned to not be my natural self and tolerate the intolerable. I've been conditioned to be what everyone wants me to be'. For example, we can be conditioned to suppress or ignore emotions rather than rely on them in order to gain a sense of truth and direction. Instead of being told we're too sensitive, it would make more sense to hear 'Trust that feeling. What is it telling you?'
I've come to realise, all those sayings in connection with emotion make sense'. 'Heartbreak' comes with a certain feeling in our chest. Feeling 'choked up' about something impacts our throat. We can be massaging our neck while at the same time proclaiming 'Gee, that person's a pain in the neck (they cause tension)'. Even 'I'm sick of you' can equate to 'I'm sick because of you, inducing feelings of nausea and tension (aka dis-ease)'. Someone once asked 'What does the truth feel like?' Sounds strange but, for me, I can get 'a chill', when something 'rings true'. The truth can also feel challenging at times, often because it's challenging that part of us that's been conditioned to go against who we really are.
While I've faced some significant challenges throughout my life, what's challenged me the most has involved 'letting go'. About a year and a half ago, I faced the overwhelming heartache and fear that came with feeling like I was going back into a depression, when inspiration came to mind, 'Let go'. My fear: If I let go of all I was conditioned to be, who would I be? Nothing? Again, the words came to mind, 'You have to let go. Trust.' I can remember in that moment saying 'Okay, I let go' and then sobbing like an out of control maniac for about 5 minutes straight. Such a thoroughly exhausting experience is what led me to begin finding my self, my true self, buried under all the conditions.