Dirty Naked Poker

"I'll go get a condom, hon," Sam said reluctantly, "I know Jason didn't bring any."

That was...oddly gracious. Hey hon, while you jack off another dude, I'm just gonna make coffee. You both want cream and sugar?

And then, on an evening of exceptionally weird events, Kate whipped out the weirdest.

"It's ok, hun," Kate replied as she knelt down to get a good angle on my cock, "I don't need one. It's just a handy."

Sam looked ready to just fall over. He was lost somewhere between absolute shock and incredible nausea. His face was a little green. His cock bobbed about, like it was directing the Philharmonic.

I went from excited to over the moon. A 'handy' from my high school bestie. No condom needed. This ride was looking even better. Hello Space Mountain!

"OK," Kate said, "lets set the timer."

"Wait, what?" I suddenly sat up, shocked.

"I'm not gonna just kneel here and work you over until you go," Kate said.

"But you..."

"If we do it that way every time this game will go till morning."

I wanted to point out that it probably already had, but I was so set back I couldn't get the words out of my mouth.

"Minute should be good," Kate said, "just give him the feel of it."

She smirked, wickedly. I couldn't tell if she was enjoying my misery or actually thought she was being sexy.

Emma set the timer on her phone. I watched her press start, then completely lost track. Kate grabbed my member in her able hands.

I was so close, I thought, I doubted I'd last a minute, anyway. Kate's long fingers and cute pink fingernails looked so sexy wrapped around my cock Her skin wasn't that pale, but it still looked stark in comparison to my engorged, purple penis.

She had a nice, tight gripÑno tentative handles hereÑand the heat as her hand embraced my staff almost made me slide right off the chair. I looked into her eyes as she slowly worked the loose skin of my shaft up and over my engorged head. Those big blue beautiful eyes. The ones I'd stared into for so long with a want she never seemed to recognize, let alone understand.

She started long and slow. Like she was warming up my engine. Gradually gaining speed. Her beautiful, bountiful breasts bounced with every stroke. Oh, sweet lord let me cum right onto those amazing mounds, I prayed. As she worked me, her head moved closer and closer to my cock. Her mouth hung right over him. Her little pink tongue curled out in concentration. My penis prickled in the warmth of her breath. Oh, sweet lord, forget my last request and just let her slide me into that amazing mouth!

Then it all went wrong. Her grip, so pleasingly tight at first, was too tight. It wasn't so much a 'handy' as it was a 'strangly.' Her rhythm was off, too, in a weird way that I wouldn't have thought possible. Somehow it stopped my member from signaling my balls to bring forth the troops.

Poor Kate. She really was trying. She was used to grabbing a cock through a condom, which was very different. She was used to the guy finishing himself off. Now she was kind of at a loss for how to make that happen.

Emma's phone alarm went off ("Frankie Says Relax" if you can believe it. Fucking shit, even Apple was against me). Kate stopped stroking. I felt more like I'd been through an industrial accident than the happiest place on earth.

My cock was mangled and my balls just ached. They had gone from blue to purple to some sickly orange. My hard on now stretched ever more painfully outward. Girls joke about a guy being so hard he must be lightheaded. I no longer considered that a joke. I felt like I needed to eat a sugar cookie and drink a glass of OJ before I could continue the game.

I sat back on the floor with a groan.

"If it helps, that was really fucking hot," Emma told me.

"I'm glad," I said.

"Nice, right?" Sam smiled at me. I gave him a weak, little thumbs up. I was gonna be outside, dry humping the mast before the day was done.

The next hand was back to its old tricks with a stupid little 6.

Emma bet a kiss. Ashley re-raised to a hand job.

We had a whole new game on our hands.

*

We didn't bother to break when the deal came back around. Stuff had gotten way too interesting to stop now. Meet the new game. Not exactly the same as the old game. It was the 'naked, fondling, stroking but no cumming, poker-esque experience.'

First hand in the next round ended with Emma betting, and winning a breast touch from Ashley. I think Em was hoping to get her hands on Ash's Amazing MammariesTM (Patent pending. All rights reserved), but really, this could hardly be called a disappointment.

Ashley slid over and sat behind my sister. She lowered her pretty little hands and started kneading Emma's perfect little peaks. Ashley started gradually, then moved to a full on squeeze and roll with plenty of nipple stim mixed in. I could not not look.

"You've got a little drool on you," Ashley chastised me. I did my best to pretend I was ashamed.

"Oh God," Emma moaned, "how'd you get so good at this?"

"I've had a little practice," Ashley said, smiling.

"You can go ahead and deal," Ashley told Sam, "this might be a while and I don't want to hold things up."

I couldn't help but notice no one was using a timer this time. Fuckity fuckity fuck.

While Emma's peaches ripened under Ashley's ministrations, Kate won herself a back massage from Kristen. Not the dirtiest of requests, but you would hardly notice from the way Kate moaned and groaned.

Kristen was studying to be an athletic trainer. It showed.

Emma's breast rub over, Ashley won the next hand and, lo and behold, Sam finally won a hand job of his own. I was pleased to see the timer was implemented once again. It turned out to be barely necessary.

Ashley gave Sam more of a hand tease than a hand job. A lot of tracing and stroking and fondling, that probably felt amazing but didn't really get him anywhere. After Frankie said "Relax," Sam was solidly worked up, but nothing more.

I was happy for my friend. He wanted some action and he had gotten some. And, honestly, I have to admit it was hot watching Ashley administer her hand worship to Sam's stem.

Hopefully it helped him feel a little better about how things were going. Lord knows all this teasing wasn't helping me.

*

I was done. That was it. My friendÑin a long-term relationship and now on an epic losing streakÑstill got to fool around with more women than me. Hell, even the born again Christian girl had tongued more women than I had that evening.

It just wasn't my night. Whatever. I'd played enough poker to know when I was running bad. I'd lost enough poker to know I needed to quit when the cards were like this. Resigned, I looked down at my card.

An Ace.

Ace! It looked so pretty, I almost wept.

Praise the sweet spaghetti monster, I was back in business!

It was Kate's deal, which meant I was first to act. It also meant I had no idea what anyone else was holding. If I bet too big, I'd scare everyone else away and end up with nothing. If I bet too small, I might end up missing out on something really fun.

Did I want to just yell, "make me cum!" and pray for someone to call? You betcha. But at this point a little bit of something was so much better than a whole lot of nothing.

So, I went low risk and bet a boob touch, but it folded around anyway. Geez, was even that too much to ask? Then it got to Kristen and, miracle of miracles, she called.

I'm not sure what she was up to. Maybe this was her low-risk bet. Some harmless fondling with her best friend's bro probably felt like going all the way in the safest way possible. Maybe it was late and she was a little drunk. Maybe she thought Kate was certain to raise. To be honest, I'm not sure what she was thinking.

Kate folded.

I showed my Ace.

Kristen didn't even bother to show her card. She just sighed and started to pull her hair back so I could have better access to her chest.

"No no no," I said, stopping her. She let her hair fall back again. She seemed confused.

I scooched over so I was sitting in front of herÑboth of us were cross-legged. I looked her right in the eyesÑtwo big oceans of deep dark stormy blue. I watched as she tried to search me. Confused? A little scared? Without really thinking about it, a made a little shushing sound as I raised up my hands.

"Timer?" someone asked. There was a hiss of dismissal from someone else.

I slid my fingers up and through Kristen's beautiful blonde cascades, letting the cool smooth strands just rush past my palms and around my wrists. Lightly, I brushed each bit of underboob, my hands still drowning in hair.

"Oo!" Kristen squeaked as I made contact. I guess my hands were a little cold. I caught her eyes again with mine. She did her best to settle her breathing back.

I traced the warm undersides of each breast, then slowly ran my fingers up the sides of her enormous tits, around to the tops then back again, making little teasing, spiraling circles around her pale, freckled mounds. I left her nipples untouched and wanting.

Kristen's eyes searched mine. More scared and excited now. I realized that most of the room couldn't see what I was doing. My hands were buried beneath Kristen's long blonde locks. It felt intimate. Close. We were sharing something forbidden between just the two of us.

As I spiraled around, I felt Kristen's back arch just a littleÑtrying to press her pink nubbins up into my palms. Her eyes went tight, urgent with need.

Very gradually I let my fingertips find the softer skin of her areola. I brushed over her taut little nips.

Kristen gasped like she had been dunked in ice waterÑsurprise, fear, and a bucket-full of adrenaline. She broke eye contact, tilted her head back, pushed her breasts forward into my hands.

I gave each nipple a little rub and pinch. Just lightly. Then I went back to tracing my circles. Slowly I wrapped my hands around each amazing globe, holding them in the palms of my hands.

Her breasts were warmÑan enchanting mix of soft and tight. I felt her little nippies scrape my palms. Begging for attention. I caressed around each full tit and gave a nice firm, squeeze. They were so big, they spilled out the sides of my handsÑI couldn't hold them all.

Slowly I set about massaging her extraordinary orbsÑbig full rubs of each one, every now and again shifting position so that my thumbs brushed over her stiff pink nipples.

Kristen's eyes were back on mine again. We both sort of just drifted into each other. She looked calm, content, at peace. In wonder. A little smile danced across her lips, and I couldn't help but do the same. She leaned forward a little, not with her chest but with her mouth.

Her cute pink lips just slid toward mine. I tilted my head to meet her.

"OK guys, I think that's enough," Kate declared.

"Yeah, guys, geez," Emma said, nervously. I noticed her hand cupped around her cute little mound.

I slowly pulled away, letting Kristen's hair drift back over me again. Her chest was flushed pink from the tops of her tits to all the way up her neck to the tops of her cheeks. She was panting like we'd been running, not rubbing.

I felt a hand on my shoulder.

"Time for a break?" Kate asked.

"Sure," I said, still a little lost, "Sure."

*

The break may have helped me and Kristen cool down a little (and maybe Emma, too. I tried not to notice but my baby sis was clearly a little worked up), but it did nothing to chill my cards. My luck was coming back around, baby!

So of course, at that moment, Kate announced,

"Last round guys!"

There were a few groans but, honestly, it was hard to argue. The clock said 2am. We still had tomorrow to play again. Also, we'd drunk so much that night already; I was starting to worry about alcohol poisoning.

After some (honestly not that serious) cajoling, everyone agreed. We settled down for one last round of "sexy, naked, softcore, betting game."

Since it was the last round, I resolved to not let things get too outta hand. Sam and Kate were probably done, but that wasn't changing no matter what happened now. The rest of us could all still go to bed feeling fairly good about ourselves. Plenty of time to light everything on fire tomorrow.

Oh boy.

First deal, Sam tossed out a hand job. Emma called. The thought of seeing my sister stroke Sam's cock made me upset. I threw my body (kinda literally, actually) in front of it and forced everyone to fold.

I knowÑit was a dick move. I had relegated touching my sister to absolute no-no territory, but that didn't give me permission to stop other dudes from doing it. But just picturing her grasping his thin, pale penis made me feel all tingly and weird. I could only imagine how I'd feel if I actually had to watch it go down. Plus, after a whole evening of getting cock-blocked by a bunch of playing cards, I guess I just felt like being a dick.

Absolute pornographic power corrupts absolutely, apparently.

In the meantime, I had started to compile a new "best of" listÑprobably something I'd only be able to complete the following evening. This one was a little more interesting than best body parts. We had best hand job (Ashley), best boob rub (me!), best oral (to be determined). It was fun to fantasize about who might win each category, what techniques they might useÑin that way it was almost just like deducting who had what hand.

For instance, I was sure that Ashley probably sucked cock in a perfectly, perfunctory way, that Kristen would be a disaster of awkwardness and teeth, but that Em would probably be the perfect combination of enthusiasm and skill.

Not that I was imagining a blow job from my sister. Never.

Next hand I had a queen. With this being the last round and all, I decided it was time to take one more big risk. I would be one of the last to act, too, giving me a bit of an advantage. I could pick my spot.

Sam, Ashley, Kristen and Kate were all in for a hand job and I could see Sam's mouth was watering with the possibilities. Everyone was in the hand so far. In poker, they call that a family pot. That...was not a term I felt like using during our little evening's sexcapade.

It looked like we were on our way to our first, full on orgy time. It also made one hell of an opportunity for me. I took the appropriate dramatic pause and announced,

"Dry hump."

"Whoah! Big bet, big bro!" Emma exclaimed.

"Nice," Ashley smiled and nodded.

"No thanks," Sam said and dumped his card.

"I'll see that," Ashley said. She wasn't kiddingÑone way or another, she was gonna be seeing it. Doing it, too if I was lucky.

"What's a dry hump?" Kristen asked.

Kate groaned in disbelief. I thought Kristen's naivetŽ was kind of arousing, actually, but I could see how it might get old. Especially if you thought Kristen was full of shit, which Kate clearly did.

Ashley, Kristen's guide to all things erotic, leaned over and whispered in her ear.

"Oh!" Kristen exclaimed, "I'm cool with that."

I think we were all knocked back a bit by that response. Then Kristen looked back down at her card and twisted her lips in thought.

"Maybe next time," she declared, and folded.

"Yeah. No," Kate said and dropped her card.

Kate was in a weird spotÑperfectly happy to put people in uncomfortable places, but no longer interested in serving herself. Out of all of us, she was the only one who had cum and that made her even harder to read.

Was she done for the night? Was she waiting to make a play on Ashley or maybe twist the knife on Emma? Was she looking for one last roll around with Sam? Was Sam even her boyfriend at this point? I couldn't figure it out. And I had better things to think about at the moment.

I turned over my queen.

"Well," I smiled, "I guess that means I'm on top?"

"Sorry buddy boy," Ashley said, showing a king, "not today."

Wow. Ashley really did want to see that. And do it, as well. Good for her. Even better for me!

*

We got Kate's cum blanket (that's how I would think of it forever more) and unrolled it back out in the middle of the floor. When Emma got up to make room for the blanket, we noticed she'd left a huge, wet dark spot where she had been sitting.

"Geez girl, if you've gotta piss then go. Don't just do it all over the carpet," Kate said.

Emma blushed bright pink from head to toe.

"She can't help it," Kristen said, defensive.

"Don't worry," Ashley said, "I think it's sexy as hell."

Emma blushed even pinker than I thought possible. She was Care Bear pink now.

"And so does Sam," Ashley smiled, pointing out Sam's pole. He tuned more of a cherry color.

Emma looked over at Sam and then at me and made sort of a sad face. She said something, but I didn't hear her.

Once the blanket was out I lay down on my back, my cock conspicuously not cooperating with the need to lie flat. Kate noticed and gave me a little wink. Little Jason liked that a whole heck of a lot and winked backÑmaking a little bow as well.

Ashley stood over my knees, legs spread apart, like she was setting up for a gymnastics routine. Only, like, it was going to be the bestest gymnastics routine ever.

"OK, here's the deal," Ashley said, almost glaring at me, "this is my win so we do it my way. You lie there and you do not move."

I just nodded.

"No touching, no tasting, no thrusting, not any of it. Understood?"

"Got it."

"And get your arms up and out of the way," Ashley commanded. I raised my arms up parallel with my shoulders, like forming a giant T. Or preparing for a crucifixion.

"Wow bro, you've been getting a lot of good stuff," Sam said, standing over me. I heard what he was really saying: You're getting a lot of good stuff and I'm not. But whatever. He had his run of luck and now it was my turn. What was I supposed to do, feel bad about it?

Ashley slowly bent her thin, pink legs and lowered herself down. Without touching me, she sort of tipped forward then, supporting herself with her hands, flat on the floor. Like she was going to do a push up. The best pushup e...

Oh. I already did that joke. Sorry.

Ashley's pretty pale blue eyes gave me a once over, conspicuously skipping my own hazel orbs. Then very carefully, she lowered herself down till her body rested on mine. Her crotch landed right above my cock, so that her mound was pressed into my pubis and nowhere near my desperate, desperate dick.

She was plenty short though, and it meant her amazing, fabulous, wondrous breasts were crushed ever so nicely into my chest. It was indescribableÑher warm body resting on to mine. I felt it rise and fall with her breath. My arms begged to reach down, wrap around her warmth, press her flesh to mine, stretch out and squeeze her little buns. I ignored them.

Ashley just stayed there for a moment. Paused. For someone who had seemed so in control a moment ago, she seemed at a bit of a loss for what to do next.

I heard someone say something about starting a timer. I was so swallowed up in Ashley's body I didn't hear anything else.

Ashley pushed herself up a little bit with her arms and started dragging her body across mine. Up and back. Up and back. Head staring down at my chest. I found myself staring down at an explosion of little blonde curls.

As Ashley moved, she did everything she could to keep away from my cock, but otherwise she did a full runÑgliding her sharp, needy nipples up my stomach and over my chest, tickling them through my coarse chest hair. She dragged her hot puss over the same spots, grinding her little clitty down as much as she could then up and over my chin, just skimming her wet, salty lips over mine. Her whole body grew more taut with every trip.

On the third go round, she slipped back a little further than before and I felt my shaft kind of bounce off the heat and hair of her opening. My member shifted from the contact, like it was trying to become prehensile and jam itself into her snatch. Instead it just bobbed there, stuck in place.