Tony Romo Gambles with Pals After Splitting from Jessica

Tony Romo Gambles with Pals After Splitting from Jessica
Tony Romo

07/17/2009 AT 07:00 AM EDT

Looks like he's not lucky in love – or blackjack. Just six days after Tony Romo broke up with Jessica Simpson, leaving her devastated, the Dallas Cowboys quarterback was spotted cruising the casinos in Lake Tahoe on Wednesday.

In town for the American Century Championship golf tournament at the Edgewood Tahoe Golf Course, Romo, 29, enjoyed an early morning round of golf with two friends before trying his hand at poker, roulette and blackjack at Harrah's and Harveys. Though he was losing most of his games, Romo joked with the dealers and was in good spirits as he nursed a cup of black coffee.

Later that same night, Romo emerged with a group of four friends at the Dennis Miller comedy show at Harrah's. The group eventually made their way to the Cabo Wabo restaurant for a few rounds inside the VIP room before the NFL star called it quits just after 11 p.m.

Earlier in the week, Romo's curfew was much later than that as he enjoyed a boys weekend in L.A., where his pals made their best efforts to "lift his spirits," says a source. "His friends wanted him to have some fun before football training starts."

They've got 13 days more days to do just that: Romo is due to report for pre-season training on July 29. Romo's Cowboys coach Wade Phillips told PEOPLE at the ESPY Awards Wednesday that he hasn't spoken to the quarterback since his split from Simpson, "but we start camp in two weeks and he'll be ready."

With reporting by SHRUTI DHALWALA

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