How long should your long jeans be to go with all your shoes? Your favorite pair of jeans should stop just about an inch below the heel of your foot so that you can wear them with any heel height that you choose. If you really want a long leg line, you can commit to a high heel and hand them to the ground. Otherwise, this universal length will get you the most bang for your buck on your next pair of a designer jeans. Wearing a size 25 in these boot cut jeans from Fidelity and a size 4 in the leather jacket from All Saints