"He's been keeping the affair hush-hush... He's always had a thing for rich older ladies," a pal of the former sixteenth-season The Bachelor star told Us in its December 9 issue.
"She's been taking him everywhere and paying for everything -- total sugar mama," said an insider.
The couple has been spending a lot of time together in recent months. Flajnik appeared on Jenner's daytime syndicated talk show Kris in July and was also spotted shopping with her in Beverly Hills. Jenner then visited Flajnik's Sonoma, CA vineyard and vacationed with him in Punta Mita, Mexico in September. And late last month, Flajnik attended aKanye West concert in Oakland with her family.
"She was the one who connected with Ben. After he was on her show, she would call and text him," one source told Us. "She liked him right away."
After Flajnik appeared on Kris, "they started hanging out," said the insider, adding that Jenner was "so into him" and therefore "pursued" the winemaker.
"It got romantic right away."
However, both parties are apparently just fine with a no-strings attached relationship.
"They're not exclusive; it's more casual," added the insider. "She just thinks he's fun and hot!"
"He's met the girls, and they love him," claimed the insider.
Flajnik allegedly even had lunch one time with Jenner, West and baby North "Nori" West.
According to Us, Flajnik is loving the perks of his secret romance with the mother of six children and grandmother of three.
Flajnik was recently spotted driving to a wine bar in the Los Angeles area in Jenner's white Bentley convertible while she was away in Las Vegas.
"Ben was telling people that Kris said he could use the car for the weekend," said another source. "He said they were working on a project together."
Jenner, however, reportedly isn't ready to go public with their fling just yet and has even shied away from sharing intimidate details with her closest friends. She allegedly changes the subject when asked about Flajnik.
After all, Jenner and her husband of 22 years, Bruce Jenner, just announced their separation in early October. While Jenner and the former Olympian apparently have an amicable relationship and had agreed it's fine to date other people, Jenner is "concerned about how it looks," explained the Us insider.
As for what's next for Flajnik and Jenner -- who has said age doesn't really matter to her when it comes to dating -- the pair reportedly have another getaway planned for this winter.
"One of his friends has said a group of them are going back on vacation in December," a Flajnik friend told the magazine.
Flajnik had previously been engaged toCourtney Robertson, whom he selected and proposed to during his The Bachelor edition's final Rose Ceremony, which was filmed in November 2011 and aired in March 2012. The couple called it quits less than a year later.