This happens a lot round here, at least with me, a 5'5 teenager, usually not walking around with someone intimidating.
More and more people are approaching me asking for money. It's usually something like "I've got stuck in this town and desperately need to get home for tonight. Please lend me money," though in a far less articulate manner, in which they then go on to say that they're not "sh*****g me", and are not a junkie. I actually, about 6 weeks ago, fell for one in which two people approached me at about 5:45pm asking for 90p to get home. I made the big mistake to say that I'm in a hurry, etc, whilst they told me their story: been in jail overnight, now stuck in a foreign town, stabbed in the eye (one of them points up to below his eye, where there's a scar, but I admit it must've happened there quite a while ago), wanted a bit of money. I submitted and said OK to them, telling them to stay out of trouble in the future.
They then go "Can I have this 2 pounds 40 now?" to which I point out that the money's suddenly risen, but for the tenth time they go "But you promised! C'mon, please!" so I quickly go into some takeaway and ask for change from a fiver, give them the money and walk off into the station. I look back and see that them and some others are laughing at me, and spend the rest of the day feeling very pissed off.
I went to the same town that Saturday, and in all his audacity the SAME person was there, asking me and the friend I had with me for some money. My friend whispered "Ignore him," or "Just move on," to me impatiently, and we did without hassle.
How should I deal with future related issues?