The victims of the three robberies were attacked during what they thought were dates in January and March in Birmingham.
After they were contacted through Grindr, they met at an agreed spot in the suburb of Yardley.
But rather than going on a date to see if romance would bloom, they were robbed.
Now, officers have arrested and charged five teenagers aged between 16 and 18 in connection with the crimes.
Two, a 17-year-old and an 18-year-old have been charged, with robbery and remanded in custody.
A further 17-year-old boy who was arrested earlier in the week has also been charged and appeared before Birmingham Magistrates’ Court on Saturday morning.
The three other teens arrested have been released on bail with strict conditions, police said.
West Midlands Police said anyone who wanted to meet someone they met on a dating app should always agree to meet in a well-populated public area.