Two weeks ago, Pippa Middleton was snapped dating ex-boyfriend Alex Loudon, now the sister of Kate Middleton was photographed on a date with another ex, James Matthews.
"The pair were pictured going into a house in West London on Wednesday evening after walking the investment banker's dog," Daily Mail said.
"Pippa, 32, then emerged the next morning clutching a bouquet of flowers, shortly followed by Mr Matthews, the brother of reality show Made In Chelsea's Spencer Matthews."
Alex Loudon and Pippa Middleton dated for about three years before breaking up in 2011. Soon after, Pippa Middleton and Nico Jackson started dating. But their lunch date two weeks ago appeared to be nothing more than two exes catching up.
Back in May, Pippa Middleton was caught dating ex-boyfriend James Matthews.
"The pair were happily walking around Soho in London but she soon parted ways with investment banker James, 39, when she realised they'd been seen," said Daily Mirror. "Moving away from each other quickly, they went off into the night in different directions."
Pippa Middleton looked "royally flushed" when she realized that she has been seen by the paparazzi with ex-boyfriend James Matthews.
In the middle of last year, Pippa Middleton's boyfriend reportedly left a job in London to join Jabre Capital in Geneva as a stockbroker. Then the split rumors quickly followed.
In June this year, Life & Style magazine reported that Pippa Middleton and Nico Jackson are already engaged.
"Kate is so happy for Pippa and she loves Nico. They all get along so well!" the source said.
In fact, the Duchess of Cambridge even help picked the engagement ring.
"It will definitely be a stunner," the source said of the engagement ring to be given to 31-year-old Pippa Middleton.
To date, Nico Jackson and Pippa Middleton have not released a statement regarding the latest dating rumors involving her ex, James Matthews.