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I enjoy running when I'm running behind women who look good from the back.
You need to find some guys to run behind.
I've done 7 mile (49 min.) and 20 mile (forgot time) organized runs. They were boring. I've done 20 miles with a 65 pound pack in 4 hours for a military test. That was in hill country with some scenery and wasn't so bad. For short runs of a few miles, listening to music breaks the monotony. For longer runs I like to have something interesting to look at.
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