A Source tells ET that the evening started when Jeff, 51, picked Kate, 40, up from her home in Pennsylvania. Jeff then drove them to Talula’s Garden, a high-end, chic restaurant in Philadelphia where the couple shared an intimate meal.
After dining, Jeff and Kate hit up a casino where the reality star and the wealthy entrepreneur spent the night gambling, partying, and getting close at the tables.
According to ET's source, Jeff played had stacks of $100 bills on the table and the couple enjoyed bottle service while sneaking kisses and getting affectionate while gambling. They didn’t leave the casino until about 1:40 a.m.