A Guy at Girls' Night

For the delightful Cindy Belle, who was a darling to me in a rough time. You are a real cutie =)

---

"Oh, it's you." I swear I almost caught a glimpse of Dana's cheer turn to ash as her suddenly annoyed face found mine opening the door instead of my sister's.

"June is making you guys snacks." I step aside and she steps in, setting a bottle of wine and a trendy-looking overnight bag on the table by the door. She shucks off her coat, revealing a rather unexpectedly stylish dress underneath, one that substantially accentuates her already very generous breasts. "In the kitchen."

"Girls' night!" Cindy bursts in the still-ajar door, as though she had been lurking just out of sight specifically so she could pop in without knocking, her cheer as perky as ever at seeing me.

"Hey," I smile at my cute fellow senior. She and my sister have always had an unusually close friendship despite their age gap. These days with June off at college most of the year, it seems like I hear more about her life indirectly through Cindy during English or math than from my sister herself. I'm probably more surprised that she's here than I ought to be.

"Dana! So cool to see you! I didn't know you were in town!" Cindy gives Dana an earnest but awkward hug, although to be fair, the awkward half was entirely Dana's. Cindy's infinite cheerfulness is as much a contrast to Dana's somber attitude as her jeans and t shirt seem when wrapped around that elegent dress.

"I, uh, just drove in." Dana picks up her bag and wine and nods toward the kitchen. "Shall we?"

"Let's!" Cindy grins, skirting past me, and I close the door, heading upstairs to leave the girls to their night.

---

I startle as the bedroom door bursts open, dropping my book on my chest.

"June says to quit beatin' yer meat and come play Monopoly with us!" Cindy bounds into the room, landing heavily on my bed beside me, jostling my book further, my place most assuredly lost now.

"Uh, where's your pants?" I pull myself upright, hesitatingly avoiding gripping Cindy's bare thigh as I do. I've known Cindy for years and I don't think she owns shorts. This is more skin up her legs than I've ever seen.

"Unlike everyone's favorite Stanford girl, I didn't actually think to bring, like, sleep clothes? But what's a sleepover without pjs!" Cindy grins. In the dim light, my eyes fall on the thin, forest green material of her t shirt, resting just snug enough against her chest to hint that her jeans aren't the only thing she takes off for bed.

She catches my eye and smacks my leg, "Be good, I'm having a nice night and I just wanna chill with my friend Frank. And besides, what are you doing up here, reading alone in your room on a Saturday night? You should hang out! Jump in! Like me!" She motions to her uncharacteristic attire. "So, I insist, you are going to put on some fun comfy pajamas too and come join us!" She smiles and I blink. What the hell, it would be nice to hang out with my sister. Cindy is right, we should just chill.

"Um, sure, I'll put something else on and be right down."

"I can wait here!" She smirks and stares and I stare back, both of us letting the other soak in the awkwardness of her strange proposal to watch me change.

"Uh, what?" I manage, standing up and helping my book find its way to my dresser. I open a drawer and pull out some fleece pajama pants. "No?" I shrug, shoving the drawer back closed.

"Darn, I was betting you slept in the nude..." Cindy laughs as she thrusts herself upright and staggers, landing back on the bed.

"Are you... drunk?"

"No, just, bad at standing..." She huffs a laugh and gets up successfully this time, slipping out the door.

I pull off my shirt and undo my jeans when her head pops right back in.

"Just to clarify, I mean, I usually do, but your sister wasn't into it. I think I'll win her over, though!"

"Drink?" I say, crossing to the door, one hand holding my jeans closed, the other reaching to lock her out.

"Nooooo, sleep nude..." She snorts at her own joke as I close and lock the door, slipping off my jeans and, after a pause, my boxers, and pulling on the pajama pants. I mean, she was right about one thing, these pajamas are really just for when I leave the room at night. She certainly seems to be jumping into it, I might as well be comfy too. Just having fun or whatever.

---

"Plane tickets are just so pricey..." June tsks at Dana as I come into the living room. She and Dana are sitting on the couch, and Cindy pats a pillow on the floor near her.

Dana, dress gone, is now in an oddly prim but seemingly as-stylish silky red pajama set, one that hugs her large breasts very complimentarily but still covers a lot of skin. And yet, as she and my sister sip their wine, it somehow seems to pair nicely with June's overly-risque-seeming lingerie. June's boy short bottoms hug as tight to her as the sheer buttoned crop top, but at least the bottoms seem fully opaque...

I have to admit, I'm pretty sure I've never actually seen my sister's breasts before, and it is hard not to try and imagine that top just a little more transparent at the moment. I can almost make out... pink? Are her nipples pink?

"Be good, dude!" Cindy smacks me with her characteristic snort. "Let's play!" She grabs her not-wine glass and tilts back a swig, coughing softly. She catches my eyes on her this time, and smirks, "Thirsty?"

"Thanks for coming down, I mean, I've missed my girls, but you've always been kind of a part of our lives, and I guess I've missed that too and..." June trails off into her wine glass, and Dana interjects.

"So! I'm sure Cindy has got you in on our little gamble?" Is Dana actually smiling at me? How much of that wine have they had?

"Gamble?" I look over at Cindy, who quite challantly sips her glass, looking up at the ceiling.

My sister chuckles. "Okay, this is a little silly, but, the idea is that the loser has to strip down and run two laps around the house." June purses her lips and likewise takes a very pointedly slow sip of wine to avoid any potential follow-up questions.

I consider this for a moment.

Probably on their second or third bottle, actually. And no way Cindy is drinking water.

But, three hot girls looking to lose at a board game and strip naked for me? I am genuinely having a little trouble physically hiding my interest... I shuffle my legs a bit, but apparently not terribly inconspicuously. Cindy chokes on her water again, and Dana tries very hard not to smile.

"Looks like a yes from here!" June does smile and finally Dana breaks, laughing.

"He's clearly excited just at the thought!" She adds through a chuckle, patting playfully at my sister's shoulder.

"Oh, oh, don't go too soft on us now!" Cindy giggles.

"Hey, maybe I'll get lucky and one of you will really suck." I gratuitously adjust myself, waggling my eyebrows at Cindy and her giggle escalates into a throaty laugh.

Just having some fun, I guess.

---

We're a few rounds in and I'm pulling ahead to an easy lead. I already have one monopoly and most of a second, and pretty much every one of the girls has split their potential monopolies between them.

I'm trying to "be good," but Cindy's t shirt slides up every time she moves, flashing these skimpy black panties that also seem to keep sliding up and she keeps needing to adjust and... It is very hard not to look, and she is not trying very hard to hide it. Not to mention how flattering my sister's outfit is when she leans over the table. Hell, I even caught myself trying to decide whether Dana has anything on under her pajamas at one point. I'm pretty certain no bra, but I can't quite discern a panty line.

I put up my first hotel and hand the dice over to Cindy, who promptly lands on it. It's a big chunk of her cash on hand, but she'll probably recover. She drums her fingers on the table for a second, then licks her lips and breathes in.

"Care to negotiate?" She flashes that smile at me, and I shrug.

"I mean, sure, I guess I'd be okay taking your railroad, or..."

"No, I mean..." She glances at my sister, who looks suspicious of her, then turns to me. "What if, like, instead of paying, I just..." She coughs, flashing her eyes at the other girls again, then back at me. "Showed-you-my-tits?" She blurts, instantly blushing.

Up to this point, it has almost all passed as maybe innocent. The pajamas, the game, adjusting her panties. The silly dare even could pass as just a goof. This is not just "jumping in."

I've been into Cindy for years. Years. I've imagined these tits as I sat next to her in math countless times.

And this look on her face? She knows it. Leverage.

"Uh..." I swallow, glancing at my sister who just shrugs her eyes and sips her wine. "Yes?"

Cindy licks her lips again, grabbing her shirt and almost shaking as she hesitates, swallows, and lifts it up.

Fuck, her tits are incredible. Gravity-defying. So much larger than they look from outside! God, I want to touch them... to lick those unexpectedly large, dark areolas... to...

"Okay, that's enough! All done!" Cindy shoves her shirt back in place, shaking still with nervousness, face flush as she settles back to her spot at the table. "Um... here you go, June, your turn." She sips her water, glancing at me. I catch her eyes scanning my lap, and at this point, I've pretty much stopped trying to hide my seemingly perpetual erection. She's clearly noticed, and is seemingly as clearly pleased about it.

Holy shit, though. Cindy's tits. Just, wow.

"Fuck." My sister picks up her cash, counting it. "Shit, fuck..." I barely glance up, still awe-struck.

"Just mortgage your..." Dana says. They're so perky!

"I'll be fucked if I..." June sets down her cash and looks at me. "I want the same deal."

"What?" I finally look at the board. She just landed on the same space. Holy shit, is my sister offering to show me her tits now? "Uh..." I stare at her chest.

"Don't do it!" Cindy says, pursing her lips. "Hey, make her pay and I'll show you mine again." She swallows, managing to better stiffle her nervousness at her own suggestion. "Then you get tits and money." She nods. "Plus, her tits are barely covered already."

"Damnit, Cindy, fuck you." June frowns. "Shit, I, uh, I'll undo my top!" June gesticulates her interjection, her top jiggily demonstrating Cindy's counterpoint in concert.

"June, wait, you're going to create supply-side shock, you risk escalating..."

"Care to escalate?" June cuts off Dana with a withering smirk at Cindy.

"Um, no, too, uh, too rich for my blood." She glances at me and blushes.

"Uh, ya, okay." I nod, my eyes on my sister's chest.

Just having some fun. No big deal. Just completely normal things happening in my lap as my sister unbuttons her top.

I mean, sure, the top didn't leave much to the imagination, but holy hell, my imagination was clearly sand bagging. June's tits are nearly as incredible as Cindy's, although a lot smaller, but, like, they wobble stiffer or something? Jiggle physics. And so much more now, with the top undone. They breast boobily, as it were. It's excellent.

I finally tear my eyes up from June's chest to find her watching me intently. Her poker face betrays nothing, but she sips her wine a little too shakily to not be nervous as she lays back against the deep couch cushions, draping her open top over her bared chest. It does not reach entirely across, leaving a tempting strip of bare skin down the middle. "Dana?"

"Hmm? Oh, right." I look over at Dana, who blinks awkwardly, and catch her eyes darting from my sister to the table, scanning for the dice. She does not land on any of my properties.

---

As we play on, Dana keeps leaning over, drawing June into little chats, pulling her forward and causing her top to fall open again and her breasts to do that oddly stiff wobble they do. One round, I can't even pull my eyes away enough to sneak a peek at Cindy's backside when she rolls. I think she actually noticed that, and I catch a disappointed glance over to me when she moves her piece.

"Hey, aren't you glad you joined us?" Cindy rests a hand on my thigh and I drag my eyes away from my sister's chest while she rolls to look over. Cindy's shifted one knee up against her own chest, the other leg splayed out. With her thighs spread wide, her black panties are bared directly at me.

"Eat meowt?" I read, giving her a smirk.

"Shut up!" She smacks my thigh playfully, snickering, her hand so tantalizingly close to my very hard cock. "I just grabbed whatever, these are cheap-y goofy panties, I seriously didn't expect anyone to be seeing them!" She flutters her eyelashes in not-quite-embarrasment, completely neglecting to pull her legs back together. She does, however, pull her hand from my lap, scratching casually along her thigh, her fingers grazing the edge of her eat-meowt panties, my eyes glued to see just how far up her itch goes. After a second, I realize she might actually just be showing off the fact that I don't think I can see even a hint of a single hair sticking out around the edges of those skimpy panties...

"What, like, you just wear stuff like that to school or whatever?"

"Sure, all my panties are like this." She smiles calmly at me and I suddenly picture her in that cute skirt she wears, a pair of "Slippery when wet" panties the only thing really there between me and her seemingly bald little pussy as she sits in front of me in English. I don't think I'll ever be able to concentrate on Shakespeare again.

"Here, you'll see what I mean. You've undermined the market with those perky things." Dana says and I look up. She's landed on one of my properties. It only has one house, so it's not, like, devastating. "May I show you my tits now, in lieu of payment?" She offers.

"Um, okay..." It's not that much, and after Cindy and June, I am more than curious to see more of Dana...

"Wait, no, you should make her pay, and..." Cindy glances at Dana with a frown. "Make her pay and I'll give you my panties."

"See? I can't compete with that. The market's been broken by one free pair of perfect titties." Dana looks confidently over at June, who demurs.

"Pair of perfect..." She smiles quietly.

"So?" Cindy bites her lip, her eyes wateringly expectant, her knee bouncing against her chest in nervousness, it bouncing right back, the soon-to-be-removed panties looking up at me with their exagerated font.

"Um, ya, no, Dana's right, I definitely want your panties." I nod vigorously at Cindy, whose face turns immediately into a deeply flushed smile.

"Okay." She nods, looking around at nothing in particular. She pulls her legs together and kneels, facing slightly away, reaching under her t shirt and tugging her underwear down her thighs. Her shirt rides up only slightly in back, possibly baring just a hint more skin up her ass than I've ever seen once again, but not nearly enough to confirm my suspicions on her hair care. She slips onto her side, folding her legs away from me, and tugging the panties off the rest of the way.

"What, not going to sit like that any more?" I take the warm cloth as she holds it out.

"I dunno, depends on where I land?" She smiles as I pretend not to try and see if her panties are damp. She notices my probing fingers and rolls her eyes. "Dude, yes, my pussy is just as wet as your cock is hard, don't even."

"My my, Cindy, so earnest!" June snorts as Dana coughs.

"Hard to hide much after you lose your clothes, eh?" Cindy shares a nod with my sister. "Nudity is it's own kind of honesty, I guess... aaaand I think you owe him some money, Dana?"

"That was worth every penny, honestly!" Dana smiles, counting out the cash.

---

As we continue, Cindy remains careful with her newly precarious attire, but I nonetheless find my eyes on the hem of her shirt far more than on my sister's bare breasts, even as June seems to stop trying to cover them up at all.

One round drags into an eternity before it gets back to Cindy, but when it does, she flashes me a coy smile, then rolls onto her knees and leans across the board to grab the dice. Her shirt reliably slides up, finally baring her backside completely.

I lean completely onto my side behind her to get a better view, and she snuffs happily in reply, grinning as she rolls the dice, staying up and bent, thighs tight, leaving her ass bare for my viewing pleasure.

"Enjoying the view?" She says casually to the table in general.

I slip on my elbow and collapse behind her, and she giggles. "No, uh, I mean, sorry..."

"No?" She pouts insincerely, "Here..." She reaches further across the table, ostensibly for her piece, letting her knees spread slightly, her gorgeous, bald pussy slipping into view between her thighs, confirming my earilier suspicions once and for all. "That better?"

"Holy shit..." I murmur and she giggles softly, rocking her hips gently, her thighs tensing and untensing as she slowly trots her piece along the board. She stops, and I swear I can actually see her pussy tense up slightly too before she gently rocks down. She slides her legs off to one side again, the back of her t shirt still draped up along her lower back as her bare butt cheeks hide themselves against the soft carpet. I move back to my normal place.

"Geez, you were close enough back there to eat mrao-ow-t." Cindy snorts at her terrible attempt at drawing out her most cat-like meow.

"It certainly smelled delicious..." I smile and she blushes, smacking me on the arm.

"Shush you, be good!" She seems to consider for a second, then leans in, blushing, and says softly, "You know, maybe Monday in English, we could..."

"Shit, fuck, not, fuck, again?" June blurts and Cindy pauses, leaning away. I look over at her in near-panicked desperation to know how that thought ended, but she just smiles.

"What's the damage?" Dana nods, scanning my property cards.

"I don't have... I don't even need to pay anyways." June looks at me with a smirk. "I'll give you my top not to have to pay."

"That's not... the market won't bear..." Dana sighs, then smiles to herself before looking up at me. "You know what, I'll give you my top to make her pay."

"Dana!" June gawks.

"What, you're the only one who gets to let the girls out tonight?" Dana smiles, glancing at June's bare chest, and June demurs once more.

"Ya, okay, sure." I shrug, nodding at Dana.

"... a-and..." June says shakily, thinking, "And my bottoms. My top and my bottoms."

"Oh, take it, she's not wearing panties!" Cindy grabs my arms excitedly.

"Dana, I'd be just as happy to take your outfit?" I offer.

"Um, no thank you, I think I will elect to decline your generous offer at this time." Dana grins, calmly sipping her wine and leaning back to watch. I get the impression she was not entirely surprised at this outcome.

June narrows her eyes more playful than angry at her friend, who sips back at her. She huffs a soft laugh through her nose, and slips her top off her shoulders, tossing it on the floor. In nearly the same motion, she lifts her butt barely off the couch, tugs her boy short bottoms down her thighs, and sits back down, her breasts doing that stiff wobble as she reaches down to free her bottoms from her feet. Tossing them over with the top, she carefuly slides one leg over the other, eyeing me as she does.

My sister is completely naked, and I didn't even get a glimpse of anything more than some neatly trimmed light brown fur. Although, her tits are still great, not gonna lie.

"So chaste!" Dana mocks.

"It's bad enough my brother is staring directly at my chest, I don't need him staring into the sun the rest of the game." She gestures across the table at me.

"... because it's so hot?" Dana fills in your metaphor.

"Because he'll go blind if he looks directly at it, Dana, because if he does, I'm gonna gouge his eyes out." June glowers at me and Dana laughs.

"Might just be worth it, though." I smirk into the abyss.

---

With her legs tight, June naked isn't much different from before, disappointingly. However, Cindy is becoming increasingly comfortable being bottomless. After that first time baring herself to me, whenever she has to move she happily spreads her legs, and in contrast to my sister, holy hell that cute little pussy of hers never fails to dissappoint! And her enjoyment at the attention just serves to encourage my brazen boldness, until I literally prop my face up directly behind her as she moves, eliciting annoyance from my sister and a chuckle from my classmate.

"Boop!" Cindy says cutely as she finishes her move and quickly pops her hips back, her butt cheeks bumping gently against my forehead. If only my face had been tilted just a little upwards! "That one's free, but keep your distance, dude!" She grins at me as I pull out of the way and she sits back down, that sweet-smelling sight hidden away once more.

June lands on her own property, and Dana lands on one of my hotels. One of my best hotels.

"Well, that's not good." She frowns, looking over her assets. "And I imagine my tits aren't worth enough anymore in this market?"

"I'm sure your tits are worth their weight in gold." June smiles.

"That's a lot of gold..." Cindy snickers. "Oh, she should get naked too!" She nods at me eagerly.

"Oh, sure, I'd go for that." I nod at Dana. "Take it all off and we're even!" I smile.

"Oh, uh," She glances over to June, who gestures broadly at her own state of undress, "I don't know, um, can I leave my panties on, maybe? Just take off my pajamas?" Dana flusters.

"Only if he can suck your titties instead!" Cindy jumps in.

"Um, excuse me?" June gives me a shocked glare as if I have anything to do with this situation.

"C'mon, they're huge, even I want to!" Cindy elbows me, shifting her legs under her eagerly.

"Um, ya," A nervous glance to shrug off June's glare and I nod, "Sure. Keep the panties, but, um, you know, actually, Cindy will suck on your breasts." I raise an eyebrow to Cindy and she snorts and nods.

"Okay, sure, looks like you did get lucky and I do suck, ha!" She laughs.

A furtive glance scanning June's nudity and Dana bites her lip. "Um..." She swallows, considering her assets again. "... Yes." She offers narrowly.

"Allow me!" Cindy hops up, her shirt blustering with the sudden motion, flashing all of us a keen view of her bare skin. Not to leave it at that, she turns to step sideways past me, her bare little lips inches from my face, giggling down at me before stepping around the table and turning to Dana. "Just lay back and let's give our audience a show, eh?"

"Uh, sure..." Dana looks nervous as Cindy plants her feet on either side of her, her tight little ass peaking out at me from the bottom of her t shirt. She pushes on Dana's shoulder and Dana drops back against the deep couch cushions. Cindy unhesitantly bends over, knees braced against the couch, shirt rising up past her completely bare ass, cheeks wide with her stance, her smooth little pussy peering out with no hint of shyness beneath her tight little asshole, all pointed right at me.

My fucking balls twitch at the sight.

Cindy hooks her fingers around Dana's waist and tugs. "Not my panties!" Dana shrieks, grabbing Cindy's hands and pulling back up.

"No fun at all..." Cindy glances a grin back at me and pulls down Dana's pajama bottoms to her knees. "Cute panties, though, I can see why you wanted to show them off!" She kicks the bottoms down to the floor with her feet and climbs back onto the couch, straddling Dana and starting in on her buttons. Her back bent over double, Cindy's ass cheeks gap wider than ever, her glistneing wet pussy parting gently at me. "Damn, babe, these things are incredible! I'm jealous!" Cindy says, pulling open Dana's top before awkwardly unwrapping it down her arms and over her head.

Dana's top discarded on the floor, Cindy's head descends toward Dana's breasts. I hear a wet kiss, than Cindy pulls back up, tossing her hair to the side and glancing back at me. "Hey, stop trying to memorize the inside of my pussy for your spank bank and get the fuck over here to take some notes, you're about to see a master at work."

"You, uh, suck a lot of tits?" I adjust myself as I stand, tucking my very hard cock into the waistband of my pajamas to get it to stop being so extremely awkward, and Cindy grins, spying the tip sticking out. I catch June looking awkwardly away from me to find her wine glass before I plop down on the couch beside Dana.

"I happen to have a pair, and I know what I like." Cindy looks down at Dana and breathes in heavily. "Let's just say I've put a lot of thought into it." She places a gentle kiss on the topmost part of Dana's breast, another and another shortly following.

"Self-collected a lot of anec-data, have you?" Dana smiles a little shakily as Cindy's kisses descend between her breasts.

"Shush you!" She giggles softly into Dana's flesh, resuming her kisses around the underside of Dana's breast as she leans to one side, freeing her other hand to trace a similar line along the underside of the other. Dana shudders. Cindy's fingers touching her skin just light enough to feel, her fingers spreading out until her palm comes into soft contact with her breast and she kneads gently.

She looks up at me beside her, "Now, you very gently suck in until her skin just touches your teeth, then bite down gentle enough that they slide along it, like this," She smiles devilishly and turns back to the girl beneath her, who gasps as Cindy's mouth makes contact in gentle circles closer and closer to her large, stiff nipples. Cindy's hand alternates between tracing gentle caresses and kneading softly until her mouth gets close enough that Dana's sensitive areolas can't be avoided, not a small amount of territory to cover.

"Now, the tongue!" Cindy murmurs and Dana lets out a soft cry, Cindy's tongue tracing the very edge of her areola, Cindy's hand now squeezing her other breast gently up to the tip, Cindy's own hips rocking with her own obvious arousal at the intimacy of the moment.

"And now, now we're finally ready to suck on these nice, big titties." Her mouth closes on Dana's nipple, and she brings her hand over, focusing entirely on one breast. Her fingers skillfully stroke its robust bulk as the wet sounds of her mouth and tongue eagerly attacking Dana's nipple ring out as though someone was plucking the sexual tension of the room.

"Oh fuck me..." Dana writhes under Cindy, and Cindy seems to pick up speed and intensity in response, Dana crying out as she does. "Oh fu-uck!" Her hands grip Cindy's shoulders, uncertain whether to push her off or pull her closer.

Cindy makes the decision for her, and pulls off with a pop. Dana barely shudders before Cindy slips the opposite nipple into her mouth. I can hear a rapid sound that I can only imagine is her tongue flitting wildly as her hand pinches and twists, slipping at the first nipple.

"Oh god, Cindy, oh, fuck, I'm..." Dana jerks under Cindy, whose pace suddenly slows, her hand squeezing soft but deeply, her mouth pressing in firmly against the large, supple mound before her. Dana's jolts shudder and stop as Cindy massages gentler and slower until she finally pulls her face free, lapping gently at one breast, and then the other, tender running her tongue around Dana's nipples and then her breasts, both shining wet and slick with saliva, until Cindy finally pulls herself upright. She runs her fingers gently around Dana's breasts until the stricken girl's body stops shuddering softly in reply to each caress.

"And that..." Cindy slips off the couch and walks past me, back around the table. "Is how you should suck any titties you happen to suck at any point in the future, just, you know, as a point of reference, in case you should ever need it." She sits back down in her spot, legs tucked back casually away to the side.

I sit, Dana's still-labored breathing heavy on the otherwise-silent room. Cindy really did know what she was doing. That was not how I was planning to suck on Dana's titties at all. Noted. And those really are cute panties. Red. Silky. Tight. Very small. Small enough and tight enough to make it clear that little heart sitting above the top of them is all the fur down there.

"For future reference." June raises an eyebrow. "Not for any particular set of titties. Just, a general note."

"Yes, no specific titties he might want to suck in particular at any specific point in time or anything or whatever." Cindy likewise sips her drink. "Oh, and I'm taking this, for payment?" She reaches across and grabs one of Dana's properties seemingly at random, who glances at her and shrugs.

"Fuck, I need more wine." Dana shivers, wiping at her very large and very wet breasts as she heaves herself upright. "Care for a refresh?" She grabs her glass and holds out a hand for June's, who hands hers over. Dana stands, only to find herself far more wobbly than she'd expected.

"You okay there?" June's voice drips with her smirk.

"Shush." Dana blushes, her silky red thong buried in her cute round butt cheeks as she steadies herself to head off to the kitchen.

"Also, for future reference," Cindy says softly as Dana disappears into the kitchen and I make my way back over next to her. "Those are the kind of panties you wear when you want someone to see them..."

June nods in agreement. I catch an almost pensive blink, but then she looks at me. "It's you." She nods at the dice.

I land on Cindy's property, one of the ones split with Dana. "Want me to pay with my pajamas now?" I smirk, finding myself unexpectedly hopeful.

"Oh, I'll have those soon enough." She nods at the board. "That one's double, I've got the monopoly. Pay up." She smirks smugly back. Oh, I guess she just got that, huh? And not a small fee at all...

"Much preferable to me." Dana says, handing my sister a can of Perrier. "I didn't realize we'd finished the wine." She pauses, exhaling. "It was really good... guess you don't really know what you've got until it's gone."

"Hear hear." June knocks her can against Dana's and they both sip as Dana sits down, her heavy chest barely jostling even with the large movement.

"Fuck, Dana, playing with those tits of yours got me turned on as fuck..." Cindy murmurs, stashing my cash and rocking up for the dice.

"Turned who on?" Dana is incredulous.

Cindy smirks over at me, "Get back there so I can boop you again," she waggles her bare rear as her shirt rides up once more. I lean back to catch a glimpse, but out of boop range.

"I mean, nothing will beat the view from here of you mounting Dana, if I'm being perfectly honest." Although, the curve of her ass meeting her thighs, those supple lips teasing out from under her gently spreading asshole, I mean, what a view. "Plus, I'm not sure I can afford a boop with these rents." I grin.

"I might consider your earlier offer... Oh shoot, Dana, I owe you... $26." Cindy snorts. "Can you break a 100?"

"You've got a one right there." Dana points at Cindy's cash.

"No, not that one." Cindy shakes her head, slapping her hand on the bill.

"What? No, just pay me or, like, you know, I'm happy to take your shirt as payment!" Dana tries to flash her classic dour stare to match her sardonic comment, but Cindy's efforts clearly still have her half broken. A goofy smile sneaks through.

"Sure, deal!" Cindy plops back with a smile and slips her t shirt up off over her head, tossing it onto the couch beside Dana, who looks more than a little stunned at the move.

"You're up, June!" Cindy is clearly putting a significant amount of effort into both pointedly avoiding looking my way and not covering up those spectacular breasts. Dana has her beat for size, and my sister's have some special perkiness that can't be matched, but Cindy's are just the perfect proportion. I can't believe they've been right there beside me for how long, the curve of their flesh, the swell of her nipples, her wide areolas a soft off-tone of her skin color, they look aching for the Dana treatment.

And suddenly the only thing I can think about is going over those notes again and again in my mind, with Cindy's chest as the template.

She finally casts a glance my way, pretending not to as she takes a sip, clearly happy that my eyes are glued to her naked form. How could they not be! She sets her glass down, biting her lip, resting her arms gently back behind her at her sides, her breasts taking center stage among the three gorgeous and (practically) naked girls, the main attraction after an excellent pair of pairs of openers.

As though she'd waited for just the right moment to once again be the center of attention...

---

Cindy is less careful now that most of most everyone's the clothes are gone. A round later and she casually neglects to tuck her legs carefully to the side, landing instead with her thighs spread, her bare little slit oh-so-casually in plain view, as uncovered as her perfect breasts. I can't keep my eyes off her, and she can't keep from smiling at that fact for nearly the entire round.

As it comes around to her once more, she pulls up, her naked body stretching across the table for the dice, bared, breasts jostling gently as she shakes them with a smile my way. She rolls, knees wide as she arches across the table.

"C'mon, dude, I'd love to see you try and afford a boop on the nose..." She snickers.

"It's still anyone's game." I swallow.

"Is it?" June looks at me, sipping her sparkling water.

"I mean, I'm pretty far gone." Dana looks dejectedly down at her meager remaining assets.

"Ooh, maybe we'll get you out of those panties after all!" June grins. Dana flashes an oddly shy smile for everyone else's state of undress.

"Parking should always be free... aaaaaand I'll just buy a few of theeeese... You're up, June!" Cindy pulls herself up and exaggeratedly leans across the table, her legs again spread neatly apart to give me another incredible view of her pert backside and slick little slit before sliding back down onto the floor, finally opting this time for that same pose she had when I read her panties earlier.

She bites her lip as I swallow, staring boorishly at the slight part of her glistening, smooth pussy lips. She waggles her knee against her chest, as much to draw my eyes to her likewise bare breasts as out of casual nervousness.

"Hmm, maybe I should have said I picked those panties on purpose..." I catch her eyes and she breaths a heavy smile. "Kinda cute pun, as if my pussy is begging you, 'eat mrao-ooow-t' it says." She giggles, her face pulled cutely into her earnest cat's meow.

"He may have to if he lands on your new hotels..." June finishes moving, landing on one of my monopolies. "Fuck. Shit, fuck." She looks down at her cash on hand. "Fuck, I'm fucked..."

"Hey, wanna see me make out with your sister?" Cindy knocks her knee against her breasts, nodding encouragingly.

"Ya," I nod along, "Um, ya, sure."

"June?" Cindy turns her head, downing her drink before pulling herself up.

"Gotta steady your nerves, eh?" I smirk at her finished "not booze."

"It's really just water, dude," She rolls her eyes at me as she steps around the table, "I don't drink."

"I just... I don't..." June looks flustered, and Cindy climbs up onto the couch beside her.

"Hey. Don't worry so much." She says, pulling my sister into a kiss, which she returns only modestly reluctantly. "It's just some fun among friends," Cindy gently pushes her back, and they collapse onto Dana's lap, who leans out of the way, a little stunned at the two girls' tongues sliding past each other on top of her legs.

Watching Cindy's naked body pressing against my sister's, their breasts softly compressing into each other, is a scene only further enhanced by Dana's healthy melons resting just above Cindy's head. Cindy pulls my sister's hands up above their heads, gripping both wrists in one hand as the other slides down and finds June's thigh. Cindy pulls my sister's leg up brusquely onto the couch, June's hips adjusting with one foot still on the floor and the other knee up against the seat back.

"Mngh!" June squirms under Cindy as Cindy's hand teases between her thighs. With Cindy's legs propping June's apart, I slip around behind them, catching my first real view directly into the sun. My sister's pussy is thinly flecked with a shallow layer of neatly trimmed soft brown fur, Cindy's fingers tracing daringly up her gaping slit. The thoughts that passed through my mind watching the cute girl from math class tease my sister's pussy, her own likewise bared at me just inches away, both glisteningly wet...

Cindy's lips pull off June's as she traces kisses along her cheek, down and around her neck, taking the scenic route toward her chest. "What are you doing, ngh... Cindy, I thought... I thought we were just making out..." June whimpers slightly as Cindy's fingers tease softly at the hairs along the outermost creases of my sister's labia, her lips just barely reaching June's breast.

"What, this isn't how you make out?" Cindy giggles softly into my sister's soft flesh as her body wriggles gently below her. "Isn't this how you'd make out with me?" Cindy flashes a glance my way and my mind becomes momentarily useless for anything other than picturing just that.

June shudders as Cindy's fingers trace once more up the center of her dripping wet pussy, hovering tenderly above her tight little hole.

With a sudden and unexpected wet smack, Cindy pulls her head off June's chest. Judging by my sister's sudden jolt, that wet smack was a hard suck on her nipple. "But, I think you're right, we've probably earned our keep?" Cindy glances back at me for agreement, grinding her hips as she tenderly tickles at my sister's girl fur one last time.

"Um, ya, I... for sure." I nod.

"Good!" Cindy smiles, releasing my sister's hands and sliding backwards, her ass rising toward me as her face trails slowly down June's front, dropping soft little kisses as she goes. Her back arches deeply as she progresses, her pussy curving out toward me just as her kisses make their way between June's thighs.

"Hey, Cindy, I thought -" June shudders to a stop as Cindy's lips close on her clit. "Sto-op!" June shivers in almost a laugh before Cindy pulls her head away.

"Just wanted a little taste, I mean, who could resist one little taste of such a dripping wet slit, am I right?" She shoots a glance back at me, my eyes on her own dripping wetness, and I quickly stumble around the table to my spot by the board. "Thanks!" Cindy smiles to my sister, snatching some of her properties before slipping off the couch and onto the floor next to me. "Eat mrao-oow-t..." Cindy mumbles happily to herself, sorting through her new properties, smacking her lips at my sister's lingering taste.

"Now you see what Cindy's skilled tongue is like, huh?" Dana looks down, a half-stricken June laying in her lap, her hand tracing along the underside of June's bare breast, June's body writhing gently in reply.

"I have no idea what you're talking about..." June smiles, softly shuddering once more, but failing entirely to either pull herself upright or stop Dana's hand from continuing to trace along her chest.

"Want me to roll for you?" Dana is clearly too busy teasing June for Cindy to wait for her reply, "Oh no, looks like her piece is over there... I'll have to just..." She slips past in front of me on her knees, grabbing the dice from the far end of the table, sliding one leg around me, her knees spread about as wide as they'll go as she leans up to roll. Her bare backside hovers in front of me once more as she moves Dana's piece around the board.

"Oooh, bad luck." Cindy tsks and June giggles, the naked girl in front of me casually resting backwards, feigning surprise to find my lap there. Her bare cheeks nonetheless find easy purchase on either side of my stiff cock through my pajamas.

"Oh, hi, hey, Dana I think owes you a lot of money?" Cindy grazes her crotch softly along my cock as she pulls away, rolling back into her place beside me to land with her legs splayed wide, the pussy that just left its juices on my pajamas bared broadly open to the room at large.

"I mean, she'll have to lose the panties anyways if she loses, right?" I eye that dripping wetness between Cindy's thighs and just imagine the taste.

"Here, let me check..." June leans over, not letting Dana's hands leave her chest, and rifles through Dana's cash. "Ya, there's not enough here, guess you're going outside, babe." June rolls back onto Dana's lap, sighing as Dana's hand softly caresses at her chest.

"Great, I've been waiting to see under those panties, and I'd just love to see Dana's chest make a lap!" I smile over at Cindy, who shakes her head.

"No, dude, you're not getting out your little fun run that easy." Cindy inhales, then shuffles through her cash, pulling out a single one. "Here's the deal you're gonna take instead: June takes Dana's panties off for us, I pay you this single one, and then Dana maybe gives me some properties to make up for it or whatever."

Dana snorts, "I'm game!" and June smiles up at her.

"What? No, she owes me like..." Cindy hands me the one and rocks back on her elbows, legs spread wide, tits thrust out, shit-eating grin barely hidden. It's got writing on the back.

Holy. Fuck.

'Cindy owes you one blow job, any time, any place'

"Is this for real?" I look over at her, stunned.

"What can I say, it's like printing money!" She shrugs as my eyes scan her incredible naked young form, displayed before me.

"Ya, okay, sold, definitely, you can print all the money you want." I scan her rather substantive pile of cash for anything else with writing on it. Nothing obvious...

"June, remove Dana's panties, if you would!" Cindy proclaims, reaching up to wave a hand in the air officiously before falling back again to rest on her elbows.

This gorgeous naked girl just handed me this... The sweet girl from math, who never shows any interest in me?

"Hey, you're missing the show, dude!" Cindy smacks my arm and I look up to see my sister straddling Dana's legs, the two of them fully drawn up lengthwise across the couch, June dragging her friend's silky red thong down her hips, my sister's face close enough to Dana's little heart-shaped patch of fur that I can see the girl who drove all the way her from California tonight shiver at the feel of breath on her skin.

As June inches down the fabric, she never pulls her face any closer, or any farther back either. Dana lets out a little more of a shiver as her bare slit slides into view and my sister blows gently along it.

"Ha, I was right!" I murmur as Dana's smooth little lips slide into view, writhing under my sister's teasing breath.

"What, that the girl wearing a silk thong with a perfect heart shaved right above the hem would be smooth underneath? You some kind of psychic genius or something?" Cindy snorts into a chuckle, and I frown at her, my eyes catching those spectacular breasts being complimented quite generously by her laughter.

"Gosh, now we're both completely naked..." June says, tossing Dana's panties onto the floor.

"Oh, what a tragedy has unfolded on us in this game..." Dana smiles up as my sister climbs along her body.

"One of us is still wearing something, girls." Cindy cocks her head my way. "Shall we finish this off?"

"Let's make it a quick death." June says, holding her body momentarily above Dana's, their eyes meeting briefly as June's smile strangely seems to trip over its own feet. She inhales, sharply, then slides onto the couch to lay behind Dana instead of on top of her, propping herself awkwardly up to play over her, Dana's eyes casting down at the floor.

---

With everything laid bare, the tone of the game has substantially shifted. Without me noticing how it happened, most of the board now seems to be Cindy's, and the girls seem to be getting away with paying in, well...

First it was June paying Cindy by sucking Dana's tits, which she did not do with quite the gusto that Cindy did, but Dana seemed to quite enjoy nonetheless. Than it was Dana paying Cindy by tickling June's pussy hairs. Not to mention paying each other with a very... passionate kiss.

I'd been lucky so far to be able to afford a couple of bad rolls, but I've pretty much run out of hotels to sell.

That's when Dana landed on an exceptionally pricey hotel of Cindy's, and Cindy apparently decided to jump in.

"Mro-oow--t-" She purrs, to a confused look from Dana. "Mroooo-oooow... t-"

I'm pretty sure I knew where she is going with this.

"Do you... do you hear that?" Cindy's face is a mask of intrigue and curiousity. "It sounds like... my pussy! I think it's saying 'something meow-t', but, I can't make it out, can you?" She gives me her most sincere look of confusion.

"You're gonna make Dana eat you out?" I look incredulous.

"Oh, that's an awesome idea!" Cindy instantly perks up, that same perky smile from when she burst through the door at the start of the night bursting out now.

"Hey, isn't that my property?" Dana suddenly looks suspicious.

"Not anymore!" Dana's suspicion melts into somber realization, yet Cindy's grin persists. "So, you eat a lot of pussy, Dana?"

Dana still looks a little stunned. "Um, actually..." She glances toward June, whose arm is draped along her naked body, "I've actually become something of a vag-itarian recently, as it were..."

Cindy snorts and even I have to smirk at that.

"I didn't realize..." June looks oddly bemused at the entire exchange for being so entirely wrapped around Dana, who shortly unwraps herself and slips off the couch.

"Ya, um, it just kinda occurred to me one day..." She flashes June a glance I can't see as she crosses over to Cindy. Cindy turns, her back toward me as Dana kneels between her open legs, and June collapses back across the length of the couch, lost some place else entirely for the moment.

Dana tosses her hair to the side, glancing up at Cindy, "Um, you want him to take notes?"

"Mmm... nah. Not this time." Cindy tilts her head back, looking up at me with a shrug. "I'm kinda just in the mood for you to dive in."

"Um, right." Dana leans down, flattening into the soft carpet to press gentle kisses along Cindy's thigh.

"Mmm..." Cindy sighs, her hips already rocking against Dana's touch, letting her head float back into my lap as her body relaxes, Dana's lips teasing their way up either side of her seemingly flawlessly-smooth labia.

"Oh god..." Cindy lets out a soft shudder as I watch Dana tease her tongue up her tender slit. "Tasting good... down there?" Cindy manages to get out before the tip of Dana's tongue finds it way to her clit, teasing ever-so-softly at it as Cindy lets out another shuddering gasp, her head pressing into my lap, finding the shaft of my cock in the way and pressing on regardless.

"Not bad, I've certainly had worse..." Dana replies, before pressing soft kisses along either side of her clit. "Did you wax recently?"

"Do you like it? I actually kinda liked June's thin little fur, honestly, plus she is positively delicious," Cindy murmurs, rocking her head back and forth in seeming pleasure, just coincidentally sliding it along the shaft of my cock as she does. "Maybe the best pussy I've ever tasted."

"Oh, does she taste that good?" Dana's voice almost cracks, her kisses skipping a beat.

"Wait, you haven't tasted June's pussy!?" Cindy pops up out of my lap as though that was some kind of wild surprise, and Dana pauses, looking up to share my confusion.

"Um..." Dana glances over at my sister, whose face, still engaged in thoughts seemingly located somewhere on the ceiling, suddenly goes flat.

"Oh, no no no!" Cindy pulls herself off my lap entirely, "We're changing this up, you've gotta try it!" She draws her thighs together, pushing Dana away, "As a dedicated vag-itarian, you simply must! It's a delight! You're missing out on really something uniquely delectable! I insist, it is truly a connoisseur pussy for muff-icianados!" She giggles at her own joke as she gesticulates profusely, helping Dana up and pushing her toward the couch. "Presuming you're comfortable with this change?" Cindy pauses, and June gives Dana a nervous smile.

"Um, change can be hard?" June says meekly, her lifelong friend bearing down on her pussy.

"Then let me make it easy," Dana smiles at her, gently descending between her legs.

"Mmmngh..." June writhes softly as Dana's lips land on what seems to have been a several-hundred-mile destination at this point. "Oh my god, Dana, I..."

"Mmm..." Dana murmurs, "This really is the best pussy I've ever tasted." She presses in for a moment, then adds, "I think I might never get tired of eating this... maybe I'll be buying you some plane tickets..."

"Well, damn dude, looks like your cock's the only lonely thing here tonight!" She smacks my arm and grins that shit-eating grin, raising her eyebrows before grasping for the dice and holding them out to me. "Your roll!"

"Don't you want to wait for them?" I decide discretion is the better part of valor, ignoring the high value bill in my possession, and gesture to my sister. Her body gently writhes as soft, wet sounds emanate from where Dana has buried herself between her thighs.

"I mean, unless you roll, like, a nine or a two, I'm pretty sure you're about to owe me a lot of money." She presses the dice into my hands. "So, let's see if you get lucky, or if you suck!" She snorts.

"Maybe I should just cash in my Cindy bucks and even up the score." Why am I the only one playing at discretion any more?

"I was kinda hoping you'd hand that to me in math on Monday, act-u-al-ly..." She grins, "There may or may not be a few out-of-the-way spots at school we could find..."

It suddenly dawns on me that, after this evening, I won't just have to fantasize about her incessantly forever anymore.

"Ya, okay, right..." I roll the dice, staring at her naked body. The curve of those breasts. The shape of her ass meeting her thigh. Even the way her back moves. She's just gorgeous.

"Oh, bad luck!" She scoops up the dice and waggles them at me, "You landed on one of my hotels! And you can't afford shit, dude!" She tilts her shoulders menacingly at me, slapping the dice back down and twisting onto her hands and knees.

"Can I, uh, pay with my pajamas?" I offer.

"Oh, no, thanks but no thanks, but don't worry, you'll still be taking those off, definitely." She nods, her hands grabbing my shoulders as she climbs onto my lap, her breasts inches from my face, her crotch pressing down against my hard cock.

"Meow?" I offer, meekly.

"Naaaaaah..." Her smile doesn't miss a beat as she shoves my shoulders roughly back and I fall flat on the floor, that gorgeous naked girl now straddling me. Her hands grip at the sides of my pajamas as she slides back, down my legs, pulling them along with her.

She pauses only briefly as my cock springs into view, aching for her touch, but she doesn't even so much as breath on it as she drags my pajamas down and tugs them roughly off my feet.

She pops up, and darts across the room, "C'mon, let's give these two some privacy..." She smiles, nodding at the couch, where my sister softly moans. I glance at her, her body tense, her breath shuddering. Maybe I should be taking some notes, actually...

I follow Cindy out of the living room and she grabs me as I come around the corner, her naked body wrapping around mine, my hard cock pressing against her bare stomach, her breasts pressing into my chest, her lips pressing into mine.

We tumble backwards against the wall, her tongue wrapping around mine, my hands seeking to find purchase on the warm, soft skin that's been mesmerizing me all evening. She pulls back, drawing me with her, and I follow, stumbling slightly as something creaks or tumbles behind us. We stumble back the other way, and I lose balance as suddenly the wall she'd just pressed me against is gone, catching myself from falling a few steps away from her.

"Two laps, dude! Be good, and actually run them, ya?" She says, that shit-eating grin unrelenting as she slams the door.

---

"C'mon..." I knock again. I did my two laps. Where is she? Why did she lock the fucking door? At least it's dark.

"Hey, was that two laps already?" Cindy opens the door and I slip in, my arm sliding around her. My heart drops as I realize her t shirt presses against me and not her skin.

"Oh, are we not..." I let go of her and she smiles, pressing back into me, her braless breasts into my chest, her lips into mine.

"Of course we are." She swallows. "I mean, it's, it feels kinda way scarier than just stripping to say this out loud? But, ya. Yes. I want that, a lot... I was just chilly while you were out there, plus, it's just the shirt!" She waggles her eyebrows.

"Are they still..." I nod at the living room.

"Oh ya, I, uh, I'm not going back in there again..." She snorts a giggle. Fuck she's cute.

I sigh. "I think... I think June really needed this?" I look expectantly at Cindy for validation of my inference.

"Oh, totes, Dana, too, bitch has been as rock hard for your sister as you've been for me for, like, years. Just don't think she realized it... But, more importantly! I did print some more money, per your suggestion! Wanna go play cards?" She hands me a stack of monopoly bills. I glance down.

"Titty suck?" I raise an eyebrow.

"Yes, that is one I plan to win off you so I can make sure you took good notes, dude!" She pokes me seriously in the chest. "C'mon, just wait until you see what you can win off me!"

She turns, bounding up the stairs, that wonderful shape of her buns meeting her thighs peeking out from under her shirt as she makes her way up.

"Thought it might be more fun with more privacy? Of course, if we're playing in your bedroom, I suppose we ought to be in our more regular sleepwear..." She slips her shirt up over her head and tosses it down, gesturing for me to follow her lead, and I do.