"I'm so bored," Jess whined from the back of Dean's car, "Let's play a game!"

"Sure, how about Have You Ever?" Dean replied happily. "Only everyone has to answer each question."

"All right Dean . . . I've got one," replied Sam. "Have you ever disobeyed your dad?"

"Yeah," they all answered.

"Have you ever kissed a girl?" asked Dean.

"Duh," responded Sam.

"Yeah," said Jessica blushing causing Dean to grin.

"So have I," responded Dean.

"Have you ever . . ." Jessica started. "Killed a ghost?"

"Yup," they both responded.

"I haven't," she said.

"Have you ever," Sam began . . . "Been in a committed relationship?"

"Obviously," Jess responded knowing that this comment was directed at Dean.

"Yeah," Dean said defensively.

"You're lying," Sam said critically.

"If that's the way we're going to play," Dean responded angrily. "Then how about this, have you slept with Sam? I haven't."

"You don't have to answer that Jess!" Sam said angrily punching Dean in the arm.

"Pervert!" Jess said annoyed and slapped Dean in the back of the head.

After an hour of awkward silence other than Dean occasionally complaining about everyone hitting him, everybody became very bored.

"How about we play Would You Rather?" Asked Jess. "But nothing stupid Dean."

"Fine," Dean agreed.

"Okay," replied Sam, "Dean, would you rather. . . Kiss a guy or never kiss a girl again?"

"That depends on who it is, for how long, and whether it has to have tongue." Dean responded.

"Ok," Sam said starting to smirk, "Michael Jackson, thirty seconds, full tongue."

"Hell no! I'd choose never kiss a girl!" Dean said. "Jess would you rather get a sex change or date someone who got one?"

"Sam you're really a guy right?" Jess asked.

"Yup," he answered.

"Then I'd get a sex change I guess. It would be too gross trying to figure out what gender to classify them as," Jess said.

Sam shuddered at the thought of Jess as a man.

"Ok Sam, would you rather swim in a pool of human blood for an hour or lick up someone else's vomit?" Jess asked grinning.

"Ugh . . . Pool of blood," Sam said as Dean laughed.

"Jess, would you rather be trapped in an elevator with ten Deans hitting on you for one night or by yourself for three?" Sam asked.

"Ten Deans, at least there'd be some entertainment, plus I could become a cannibal without feeling bad," Jess responded sarcastically.

"Dean would you rather wake up with two d-cups that you couldn't surgically remove or with no testicles which you couldn't surgically replace?" She asked with a grin.

"Oh come on!" Dean said angrily, "I guess . . . no testicles."

Sam and Jess started to laugh as hard as they could.

"Sam, would you rather be in a porn movie or watch gay porn with dad that he's in?" Dean asked.

"What the hell kind of question is that?" Sam asked.

"You have to answer Sammie," Dean replied.

"Fine . . . I guess be in a porno," Sam said annoyed. "Dean, would you sleep with a homeless man or sleep with Carrot Top?"

"Jesus Christ, I think I'd have to choose the hobo," Dean answered disgustedly. "Jess, would you rather have Sam die and never be with another man again or break Sam's heart and marry me?"

"It's alright if you kill me," Sam said.

"Umm . . . I guess break Sam's heart," Jess responded, "But I'd divorce you and take all your money!"

"Well bad news hun, I don't have any money!" Dean said in a bragging tone.

The three continued to play Would You Rather for another half hour before they got bored of it.

After a while Dean suggested that they play truth or dare.

"In the car?" asked Sam.

"Sure why not we'll just make dares that can be done in the car," Dean answered.

"Sam truth or dare?" asked Jess.

"Dare, we've basically been playing truths for the whole trip," Sam answered.

"Okay, you have to take your shirt off and wear one of the bras I brought with me for the next fifteen minutes," Jess said grinning passing him a pink lacy bra.

After Sam was in his bra, it was his turn to ask someone. "Dean truth or dare?"

"Dare," Dean replied.

"I dare you to lick the bottom of my shoe for a minute straight," Sam said removing his stinky left shoe.

"Aw nasty," Dean responded, but agreed to do it after several minutes of persuasion and pulled over to the side of the road.

When the minute was up Dean looked like he was about to throw up and Jess was laughing at the looks on the people in the cars driving by's faces.

Before pulling back on to the road Dean pulled a pack of gum out of his pocket and popped all six pieces into his mouth. By the time they had begun to drive Sam was allowed to take the bra off and quickly changed back into his shirt.

"Jess truth or dare?" Dean asked.

"Dare," she responded happily.

Dean thought it over for a few minutes then pulled into the parking lot of a gas station.

"I dare you to kiss me." He said with a straight face.

A/N: Thanks to those who have added story alerts to this story! I know it's taken a while to update, but with no reviews I'm not very motivated to continue. So please if you want me to continue send in a review! Also a special thanks to Mrs. Dr. Robert Chase for beta-reading this chapter as well as the first one!