Doing portraits in the city is extremely challenging in its way. It looks like you are more prepared since you use a model as set up, but it is difficult to create an individual fusion between the place and the model since every model is unique his/her own. Working with an attractive model is one thing, telling a memorable story with him/her another. There are so many exceptional portrait photographers and city portraits in the world, making a picture that makes other people look more than once has never been more challenging. And finally, i have learned that doing a city portrait with female models means dealing with higher force: you maybe can anticipate the exact sunrise and sunset hours for a landscape photo, but you CANNOT anticipate a woman´s mood in the next 5 minutes...