Should one first come to terms with one's own loneliness before entering into relationship?
Yes, you have to come to terms with your loneliness, so much so that the loneliness is transformed into aloneness. Only then will you be capable of moving into a deep enriching relationship. What do I mean when I say that one has to come to terms with one's loneliness, so much so that it becomes aloneness?
Loneliness is a negative state of mind. Aloneness is positive, notwithstanding what the dictionaries say. In dictionaries, loneliness and aloneness are synonymous — they are synonyms; in life they are not. Loneliness is a state of mind when you are constantly missing the other, aloneness is the state of mind when you are constantly delighted in yourself. Loneliness is miserable, aloneness is blissful. Loneliness is always worried, missing something, hankering for something, desiring for something; aloneness is a deep fulfillment, not going out, tremendously content, happy, celebrating.
In loneliness you are off center, in aloneness you are centered and rooted. Aloneness is beautiful. It has an elegance around it, a grace, a climate of tremendous satisfaction. Loneliness is; beggarly; all around it there is begging and nothing else. It has no grace around it. In fact it is ugly. Loneliness is a dependence, aloneness is SHEER independence. One feels as if one is one's whole world, one's whole existence.
Now, if you move into a relationship when you are feeling lonely, then you will exploit the other. The other will become a means to satisfy you. You will use the other, and everybody resents being used because no man is here to become a means for anybody else. Every man is an end unto himself. Nobody is here to be used like a thing, everybody is here to be worshipped like a king. Nobody is here to fulfill anybody else's expectations, everybody is here just to be himself.
And remember, when you move from your loneliness you will fall in relationship with somebody who is in the same plight, because no man who is really living his aloneness will be attracted towards you.
First become alone. First start enjoying yourself. First become so authentically happy that if nobody comes it doesn't matter; you are full, overflowing. THEN move into relationship.
(Excerpt from Osho’s Come Follow to You, Vol-4, Chapter-6)