Inside Jon Gosselin & Hailey's Romantic NYC Weekend - NBC New York

Inside Jon Gosselin & Hailey's Romantic NYC Weekend

Octodad wines, dines girlfriend



    Meeting Veterans’ Special Needs in Hospice
    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.