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"Kourtney has been incredibly loving and supportive and it is through her love, help and confidence in him that he was able to finally do this," the insider added. "His life has completely changed since he has been with Kourtney and he feels ready to do anything. She's helped him overcome this fear and he feels like he can do anything with her by his side. He has been wanting to fly for awhile and he felt like finally the time was right."

See Travis' high flying tribute—as well as more unique celeb tats—below.

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