Police said they had received reports of two incidents – both in Telford.
The most recent took place on Wednesday, March 10, at around 6.40pm on Silkin Way.
A previous incident took place on Saturday, February 27, at around 5pm on Legges Way, near Bridgnorth Road.
A spokesman for the police said: "A man described as white, around 5ft 5ins tall, in his 20s, wearing a black jacket and black trousers exposed himself."
Anyone with information should contact 101 quoting reference 558i of 27 February or report through the Tell Us About section of our website.
Alternatively, contact Crimestoppers anonymously on 0800 555111 or at crimestoppers-uk.org