I'd say about 100 miles if I knew it would be good. Maybe a little less if I had to make a return trip the same day. I wouldn't want to drive one way for more than 2 hours.
Drove 140 miles, 2.5 hours last night. 3 hours of awesome pleasure. Rebound sex for her. Long time fantasy fufillment for me. 2.5 hours back home. Was worth it!
I once drove from New York City to Boston on the chance that maybe I might be able to hook up with this girl. Drove my VW bug during the winter with no heat. Never got anywhere with her. The shit you'll do when you're 19...
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