"The Affair" star looked uninhibited as he leaned in across a candlelit table at The Immigrant wine bar to kiss his brunette lady friend, reported Us weekly.
According to a source, the pair enjoyed each other's company as they sat at a table by the window and sipped on multiple glasses of red wine.
The duo left the bar around midnight and walked about five blocks to the actor's hotel while holding hands.
"(They) looked super happy," the source added.
In the pictures obtained from their evening meet-up, Jackson, 38, was seen wearing a dark red beanie and hooded grey sweatshirt, while his date donned a sleeveless white top and high-waisted jeans.
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