re: How much of an age difference constitutes creepy?

After 27, the woman is a full grown adult. She is usually no longer in school and has some life experiences. Not creepy at all if they connect. You will notice that overseas, women don't make a big deal out of the age thing as they do here. That is because they are more mature and not a bunch of spoiled brats hooked on Facebook.

See Will and Ariel Durant.