Inside Jon Gosselin & Hailey's Romantic NYC Weekend - NBC 7 San Diego

Inside Jon Gosselin & Hailey's Romantic NYC Weekend

Octodad wines, dines girlfriend



    Inside Jon Gosselin & Hailey's Romantic NYC Weekend
    Getty Images
    Jon Gosselin and his girlfriend Hailey Glassman arrive at the Oak Room by carriage on Oct. 17 in New York City.

    Ex-reality TV dad Jon Gosselin took a break from his marriage and legal woes to wine and dine girlfriend Hailey Glassman during a romantic weekend in New York City

    The 32-year-old divorcing dad was spotted snuggling up to and laying some smooches on the 22-year-old daughter of his ex-wife's tummy tuck surgeon during a nighttime horse-and-carriage ride through New York City Saturday night, according to

    The PDA-heavy pair then dined at the Oak Room in The Plaza Hotel, the magazine reported.

    On Sunday, the couple took a romantic stroll in the rain through the city.

    The father of eight, embroiled in a bitter divorce battle with estranged wife Kate, moved into a bachelor pad in a luxury doorman building on the Upper West Side in mid-July.

    Gosselin was spotted with Glassman a day after he was slapped with a lawsuit by TLC, who said Jon was in breach of his contract for "Jon & Kate Plus 8." The ex-reality TV star had previously halted filming of his eight kids.