According to Osho, the 'contradiction' exists only in appearance: he condemns marriage as a dead, security-seeking institution that substitutes for love's dangerous freedom, yet sometimes advises the fearful to marry so they can learn through that 'hell' and outgrow their need for security. His stance shifts with the seeker's readiness; real marriage is love-based, nonpossessive freedom, not social bondage.
He's not confused—he gives different advice: if you're brave, choose free love; if you're afraid, try marriage to learn and grow beyond fear.