YES, you should do the trip,
as i highlighted a few of your excerpts, i feel you need to bring back the zing in your life and this is the best way.
if you don't do it now, whole your life you would be thinking and repenting, "What if you could have done it"
you might succeed with the endeavour or you might fail. But the regret of not giving it the last push will always remain.
If you do it, you will have your self-esteem and confidence back.
Right now you are sounding like a lost man, which after the ride you won't be.
Ooh now i am sounding like Krishna of Geeta, discoursing Arjun

...
In my case, i didn't succeed.
I did the trip successfully, and returned a lost lover.
But still this trip, "because i love you" remains closest to my heart, and to my girl's heart as well.
Its a love gift i gave to my lady love.

i might be a failed lover but a satisfied man. and thats what matters.
Do the trip with full planning. make the impossible, P.O.S.S.I.B.L.E.
Come back and tell me you did it.





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