I have always thought about this for a while, shooting strangers' portrait on the street with their permission. There it is, I created a meetup and gathered people at Harajuku station with a mission of shooting 10 strangers for the night. I have done this all the times when I travel or spot someone unique. But my heart still beats faster every time I talk to a stranger and ask for a permission to take their photo. It was actually really fun as 20+ of us spilt into a small group of 2-3 pp and wandered around the area to capture beautiful people. I highly recommend this approach as it improves your social skill and the ability to think and shoot quickly. I only took 2- 3 shots per stranger (s) since I didn't want to hold them for too long. The first person I took her photo that night happens to be the best shot I like the most!
She seems like a pro and she knows how to post, look at her expression!
These two were checking out a menu in front of a dessert store. I like their unique style and didn't hesitate to photograph them.
Staff at one of the shops in Takeshita Dori, many of us took her photo that night. She's surely accustomed to!
Gang of Three, I was really attracted to the background and thought it would be interesting to take their shot. Spent of bit of time convincing and finally they all agreed to it. The one in the middle was a little too shy..
Another shot that I really like, a gothic (sort of) smoker on the street. I also had a shot facing her directly but thought this is more interesting.
Kids in the hood, they work at a store nearby. Very friendly.
David (our meetup crew) spotted and stopped her for a shot. She has quite a look on her while wearing sunglasses at night.
Cute street performer in front of Harajuku station. Very friendly, corporative and speaks English. Support her if you pass by.