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There are two Dileep - one Dileep was the son of Anshumaan (Sagar -> Asmanjas -> Anshumaan -> Dileep -> Bhageerath). This Dileep knew that his one task was to bring Gangaa on Prithvi to give Moksh to his 60,000 grandfathers, but he did not succeed in that task.

(2) Another Dileep II was the son of Sudarshan (see  Genealogies/2). Here we are talking here about Dileep II.

How Dileep Got a Son?
According to Padm Puraan, 5/29 Raajaa Dileep was married to Sudakshinaa. From her he had a son named Raghu. Dileep and Sudakshinaa did not have any child for long time, so he asked his Kul Guru Vashishth Jee to give him a son. Vashishth Jee said - "Before, once you went to Indra Lok where you did not give proper respect to Kaamdhenu cow, that is why she has cursed you, but if you serve her again she might reverse her curse. I have her daughter Nandinee with me, you may serve her, and her mother Kaamdhenu will bless you." So from that the King and his queen served her with their own hands. Thus 21 days passed. On the 22nd day, Nandinee went to forest and disappeared there. The couple looked for her frantically. They found her sitting under the shade of a tree. She was under the paw of a lion. Dileep shot an arrow at the lion, but when he tried to release Nandinee from that lion, he could not do so. Dileep understood that he was no ordinary lion. He asked him - "Who are you?" The lion said - "This tree is Paarvatee Jee, and Mahaadev has sent me to protect it. I never leave it alone, whatever comes nearby, it is my food." The King said - "This cow belongs to my Guru, you can eat me instead, but free her."

The lion tried to change King's mind but he was consistent on his statement. So the King lay down there waiting for the lion to come there to eat him; but 10-15 minutes passed and nothing happened. So King looked at his back and saw nothing there except Nandinee - tree and lion had vanished in thin air. Then Nandinee said - "I created this illusion to test you. I am very pleased with you. Now you draw my milk and drink and you will be blessed with a son." Dileep said - "Everything is all right, but I can drink your milk only after I get permission from my Guru." They all came back to Aashram, Dileep told everything to his Guru, Guru said - "You may drink the milk of Nandinee. Now you are blessed, and you will have a very good son." Then he had the son named Raghu.

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