A 67-year-old man's search for a "sugar baby" ended with him allegedly pointing a rifle at a 22-year-old after ramming a car into a telephone pole, according to his arrest report.David Allen O'Brien, who lives in The Villages, a sprawling retirement community in central Florida, was arrested Tuesday on charges of aggravated assault after allegedly chasing down a 21-year-old woman he had paid in a "sugar baby" arrangement and ramming her car with his truck, according to the arrest report.The arrest report details how O'Brien met the woman on the dating app Tinder and told her he was "looking for a sugar baby," a romantic arrangement that typically involves an older man spending lavishly on a younger woman.FLORIDA MAN WHO ALLEGEDLY LURED WOMEN WITH DATING APP COULD HAVE MORE VICTIMS: AUTHORITIESThe pair agreed to meet on July 21 and O'Brien told the woman that he would give her $1,000 "each visit...dinner and I love to shop for you," according to the affidavit.David Allen O'Brien is seen in a mugshot photo released by the Sumter County Sheriff's Office.
(Sumter County Sheriff's Office)The woman showed up to dinner with three friends waiting in the car, according to the affidavit.When she arrived, O'Brien gave the woman $200 and took her shopping for lingerie.They then went to dinner, where he gave her another $600.
Afterward, they went back to his home where she "began to feel uncomfortable and contacted her friends to come pick her up," the arrest report reads.FLORIDA MAN WHO ALLEGEDLY LURED WOMEN WITH DATING APP COULD HAVE MORE VICTIMS: AUTHORITIES"The defendant stated he began to massage [the woman's] feet and she was on her phone the entire time.The defendant advised [the woman] went to the bathroom and when she came out she stated she was going to call an Uber to pick her up," the report reads.O'Brien then told the woman she "should give the money back because that was not the agreement," the report reads.
She got into her friends' car, at which point O'Brien ...