440 miles ? Not cycled for a while ? used to be "one of the best" ?
My serious advice is........
Start out with a few 10 milers.............building up gradually so you can do a 30 miler with only 5 stops.
Do NOT wear those silly namby pamby padded shorts.......you need to harden up.
When the big day comes put some very coarse sand paper between your a*^%e and your undies and just go for it. If you feel any imagined discomfort don't worry as it will be psychosomatic...........do not stop for the first 100 miles.
You can trust me.
My serious advice is........
Start out with a few 10 milers.............building up gradually so you can do a 30 miler with only 5 stops.
Do NOT wear those silly namby pamby padded shorts.......you need to harden up.
When the big day comes put some very coarse sand paper between your a*^%e and your undies and just go for it. If you feel any imagined discomfort don't worry as it will be psychosomatic...........do not stop for the first 100 miles.
You can trust me.