June and I (Ken) had been invited to her brother's (Leo) house for dinner and a game night. It was kind of surprising considering their relationship hadn't been the best since I've known them.
Once we got there Leo greeted us with a glass of wine for June and an old fashion for me. This was odd as they didn't normally drink around us or have alcohol flowing as steadily. As we mingled and had dinner I noticed Heather(Leo’s Wife) making sure I was comfortable and keeping my drink fresh. While we talked, she seemed to flirt with me, but I just waved it off. Once we finished dinner we headed over to the couches.
"So what's the game for tonight?" I asked
"Well, I was thinking we could play a card game," Leo said
"I don't know. I'm pretty bad at poker; I just can't understand it," June said.
"Ditto," Heather echoed, "But we picked up this game from the store the other day and figured we could give it a try."
"Oh! What kind of game is it?" June asked.
"It's a this or that challenge type of card game for adults," Leo added.
"Sounds interesting, let's give it a whirl," I said.
After explaining the rules we were each dealt a small stack of cards. Looking at the cards each had a number value and a challenge or a probing question on it. So the way the game would go is each player would lay down a card and whoever has the highest card gets to pick whether the group does the challenge or answers the question. The questions ranged from getting to know you to what was your favorite sexual encounter.
Whoever won that hand would then take the stack while everyone, including the winner, would draw another card. The game would continue until the player who collected fourteen stacks was declared the winner (or everyone had forgotten about the game).
I asked, “Why fourteen?”
Leo said, “Don’t know, but it's in the rule book.”
As I organized my hand, I saw one of my cards with a 9 on it had a challenge of pick a player to perform oral on another player. Looking around, Heather and Leo were calm. However, I locked eyes with June, and she had a similar card because she had a devilish look on her face. Seeing a few of the questions, I figured she had something that was going to be used later.
At the time, I didn't think it would go that far, but as I was going to be proven wrong. We agreed for the first few turns to keep the numbers low, so we stuck with the group questions before getting too wild with the challenges. I felt a little relieved but felt like things would soon go out of hand.
The first few hands went pretty uneventful; Leo was the big loser, not getting any stacks. Heather had taken a fast lead with three stacks, June was close behind with two, and my measly one stack. During those rounds, we found out that both of us had recently (this morning) had sex, Heather and Leo had fucked after two dates, and June and I had after a month of dating. June and I had sex in a church parking lot and Heather and Leo had sex in their deer stand last year during the season.
We paused for a minute to refill our drinks, and when we started back, we decided to step it up a bit. As the game went on we started talking about the types of porn we all liked. June and I both like exhibitionism and group sex. Heather and Leo were fans of voyeurism and couple swaps. June and I didn't tell them about our recent trip to the beach with our friends, and our experience there with swapping partners.
The first of a few challenge cards started to be played, and unlike normal games where the loser would have to do something this game would specify who would have to do some of the challenges. First, it was the player in second place twerk on the player in last place for two minutes. It was interesting to see June twerk on her brother, not that I hadn't seen her do a lot more to men we knew, just not Leo. it was obvious that he had gotten pretty hard from the interaction.
Shortly thereafter, Heather and I were having to lose an article of clothing. We both picked our shirts; I, of course, didn't have anything on underneath it. Heather, however, revealed a thin purple bra; it was cut low, and you could see the brown of her areolas peeking out of the fabric's edge. Pretty soon it was me and Leo losing more clothes. We both picked our pants, since besides my underwear, that was all I had left ( I tried to get my socks to count, but no one was going to allow it), and Leo picked his pants, saying he was getting warm.
I could tell that June was getting distracted because Leo was almost busting out of his green underwear, what I would call a banana hammock. He was packing something big as we would soon find out. Shortly thereafter, June and Heather had joined us in their bra and panties.
Looking at the two women in their underwear showed how different both were from each other. Heather's round face and long, straight, dirty blonde hair were in contrast to June's slim face and short, wavy locks of hair. Heather, being a few months older than the two, was slightly larger, but her double D-size breasts were not outshined by June's C cups. Being a guy, I never complained nor had issues with either size tits.
Through the next few hands, I had lost my underwear, Heather had lost her bra, June and Leo had been fortunate and not lost any but had to do other challenges. Leo got lucky and got to motorboat both women's beautiful breasts. June had to give a lap dance to her sister-in-law for the latest card; as the music played and Heather's hands ran over June's body, they were getting into the moment. June even pulled her tits out and had Heather suck on her nipples before latching onto Heather's nipples herself. As June walked back to her seat on the couch, I could see each woman had a wet spot on their panties. It was difficult for me to hide my erection but even harder for Leo as he was spilling out of his underwear.
I figured it was time to play my oral card. As we laid our cards down, I realized I messed up. As I looked, I saw my card was the losing card. The winning card had seven minutes alone with the losing player. We had forgotten to look at how many stacks we had been collecting. I started counting quickly and found that Heather (who had won this hand) had fifteen stacks, June had stayed close behind her sister with fourteen, Leo had shot past me with nine and I was in last place with a lowly five stacks.