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Below are the best resources we could find featuring chogyam trungpa about loneliness.
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Chogyam Trungpa Rimpoche on loneliness and love from the talk "Loneliness". A short audio clip from talk six of the Vipashyana Meditation Seminar, September 12, 1974, Karme Choling, Barnet, Vermont. Uploaded with the hope that it may benefit anyone who hears it. © Diana J.
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Teaching on the Tibetan yogi Milarepa, Chögyam Trungpa Rinpoche describes the experience of desolateness. Like Milarepa when he meditated in his cave, when we are alone, we may begin a love affair with sadness.