Tinder date gone wrong: The Villages man held woman’s friend at gunpoint in money dispute, deputies say

The Brief

  • A man from The Villages was arrested after allegedly chasing his Tinder date and her three friends in his pickup truck when the date ended early over a monetary dispute.
  • Deputies said 67-year-old David O’Brien rammed the group’s car twice—causing it to crash into a pole—before holding one of the friends at gunpoint and threatening to kill him.
  • O’Brien was taken into custody at the scene with a .22-caliber handgun and now faces charges of aggravated assault with a deadly weapon and four counts of aggravated battery.

SUMTER COUNTY, Fla. A woman’s Tinder date turned near-deadly when her date allegedly chased her and her friends on the road, rammed their vehicle into a pole and held a man at gunpoint, authorities said.

Now, The Villages resident, David O’Brien, 67, is released on bond after being charged with aggravated assault with a deadly weapon without the intent to kill and four counts of aggravated battery.

‘Looking for a sugar baby’

What we know:

“Looking for a sugar baby.” That’s how a Tinder conversation between the woman and O’Brien allegedly began on July 12 – one week before the incident. The woman showed detectives the message chain and said she continued to text O’Brien before agreeing to meet up on the evening of July 21.

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