There was some creepy stuff to weed through—“The weirdest one was from this guy who had really strange pictures of chains and spikes and body pierce things and said he’d like to tie me up and do all kinds of nasty things to me”—but a few months in, Sandra found the “older, quieter gentleman who’d traveled the world and could appreciate the finer things in life” that she’d been looking for.
Rosa, a 34-year-old trainer who lives outside Boston, learned about Sugar Daddy For Me from a girlfriend who moved from the DR to Miami after her third date with her sugar daddy, and it’s clear that this girl is an inspiration of sorts. “He bought her a house!”
“Rudy was just a gentleman from the beginning,” Sandra says. “When we spoke, he said, ‘You’ll never be forced or asked to do anything that would make you uncomfortable. I’m just looking for a companion once a month.’” Then he added that he wasn’t even interested in sexual intercourse. “He said that he just wanted someone to hug and touch and kiss and take care of,” she explains. “He wasn’t vulgar at all and I just felt very comfortable.”
So comfortable was Sandra that on their fourth date, when Rudy asked if she’d “mind doing a little role play,” she told him that she wouldn’t. They retreated to a nearby hotel, where Rudy brought out a black leather costume and paddles he’d bought her. “I hadn’t done anything like that before but I got into it,” she confesses. “Now we’ve done it several times.”
The fact that Rudy is married doesn’t bother Sandra. She’s not looking for a boyfriend, though she says that Rudy wouldn’t mind if she had one. In exchange for being available for monthly dinners followed by whatever touching, kissing and role-playing Rudy has in mind, Sandra receives “a few thousand dollars a month, plus he pays for my clothes and whenever I have anything—like, I have to go to the dentist or have a yearly physical or something—he just tells me to turn the bills over to him.” Rudy also pays her phone bill.
The relationship, which has been going strong for three years, is hardly a simple business transaction. “Rudy’s a real sweetheart,” Sandra enthuses. “You just want to be around him. He’s very endearing. He travels a lot so he’ll call me when he’s gone and ask me if I’m free a week or two before. And he’ll let me know if he’s going to be away a long time.”
Of course, a healthy portion of Sugar Babies are looking for something more. Rosa, a 34-year-old Dominican and Cape Verdean trainer who lives outside Boston, learned about Sugar Daddy For Me from a girlfriend who moved from the DR to Miami after her third date with her sugar daddy, and it’s clear that this girl is an inspiration of sorts. “He was a widower and asked her if she’d move to Florida to be with him,” Rosa explains. “She had no kids to hold her down so she thought, ‘Why not?’ They’ve lived together for about two years now. He bought her a house!”