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Hypothetically Speaking

Category: Group Sex
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“Kiss! Go on do it.”

As they did every single time Cara’s parents were out of town and they had a couple’s sleep over Brian and Cal were trying their damndest to get the girls to kiss.

Cara, Brian and Cal lived on campus in gulag style cinder block dorm rooms that dated back to the 1960s so understandably they tried to escape at every available opportunity. Jess’ parents place was out in the ‘burbs and stacked with all the luxuries lacking from their dorm.

To the dorm dwellers it was a virtual palace. Whenever Mr. and Mrs. Deacon were out of town the college students were guaranteed to be camped in front of the massive plasma screen TV in the games room within seconds of their SUV hitting the road.

“Why do you want it so bad?” Cara asked, trying hard not to laugh as Jess rolled her eyes behind Brian’s back.

“Because it’s haaaawt!” Cal yelled raising his hand to Brian for a high five. The guys slapped their palms hard together and cried out in unison, “Booyah!”

“I think two guys kissing is very hot,” Jess said in her clipped British accent—laying down a classic Jess Bomb that had all three staring at her mouths agape. Jess, usually quietly spoken, rarely if ever said anything worthy of controversy. When she did it was usually of nuclear proportions.

“Jess Bomb!” Cara said with a laugh as the two guys continued to stare at a now slightly red faced Jess.

“Seriously? You think guys goin’ at it is hot?” Cal asked running a hand through his artfully scruffed blond surfer hair. “No insult intended Bri but the thought of kissing you is totally gross dude,” Cal said and then mocked retching.

“Right back at ya,” Brian laughingly agreed and the guys shared yet another high five.

“So it wouldn’t do anything for you. You wouldn’t get at all aroused?” Jess asked, head tilted and eyes slightly narrowed.

“No way,” Cal said at the same time that Brian chanted, “Hell no!”

“Interesting,” Jess said and then in typical Jess fashion walked away with no further comment. While the boys probably thought the discussion had ended, Cara knew better. Jess was not one to just let something go, not when she wore that thinking face of hers. No doubt about it, Jess now had some crazy ol’ plan churning away in that massive brain of hers. Cal and Brian were oblivious to the challenge they’d just laid before Jess—but not Cara, she knew this sleepover was about to get very interesting—and a lil’ bit wild.

* * * *

“What do you have in mind?” Cara asked Jess, as they prepared daiquiris in the kitchen. Jess, who was cutting strawberries and piling them in the blender looked up, licked her juice covered fingers and murmured, “Hmmm?”

“I know you Jess. Honey, you’ve got something in mind.” Cara pointed out the window to the boys who were rough housing in the backyard pool. Brian had his arms wrapped around Cal’s waist trying to wrestle him under the water.

“Oh, the homoerotic denial thing. That’s what you’re talking about.”

The homoerotic denial …such a completely Jess thing to say. Cara stood staring pointedly at her friend waiting for her to elaborate. After a good couple of minutes of silent staring Jess finally spoke saying, “OK so maybe I want to test it.”

Test it? Of course Jess the Psych Grad student wanted to test it. “Test it how exactly honey?”

“Well, look at them.” Jess waved a hand at the open window. “They’re always touching. Wrestling, rolling about on the floor. Their strident homophobic assertions just ring false to me.”

“Strident homophobic assertions?” It cracked Cara up when Jess talked like that, she snorted with laughter. “Gawd you make me laugh sometimes Jess. They aren’t assertions honey they’re an absolute 100% truth. There is no way, no how that you’re gonna get those two men to kiss and like it.”

“Really?” Jess had that look in her eye again as if she had something to prove.

“Really,” Cara drew out the word speaking long and slow.

“Hypothetically speaking I’m pretty sure I could get them to do it.”

“Hypothetically? What do you mean by that exactly?”

“Virtue never tested is no virtue at all.”

Yet another ‘Jessism’ was the way she loved to speak in circles. Cara supposed that in Jess’ academic brain all these esoteric statements made some sort of sense, but not so much in the real world.


“I’m saying that their heterosexual assertions so far remain altogether untested. How do they really know?”

“So you want to test them?”

Jess smiled and gave a brief emphatic nod.

“Test them all you want Jess I don’t think it’s going to change anything.”

“Would you care to make a wager?”

Gawd, Cara shook her head. She just adored Jess’ accent and the careful way she spoke. She couldn’t just say ‘wanna bet’ like any normal person. She had to round out those vowels and say ‘care to make a wager.’

“If they can’t be stimulated by homoerotic conditions then I will pose for you.”

“Really? No shit?”

Jess crinkled her nose at Cara’s language. “Yes. No…well what you said.”

Cara was an art major. She’d been trying to convince Jess to pose for her photographic assignment for months now but she’d steadfastly refused. The thought of having a willing Jess in front of her lens was captivating. She’d do anything for the chance. She wanted her in soft faded color, naked in a field of bluebells, her pale lightly freckled skin illuminated by late afternoon light. She could see it.

I’ll capture her in sun flare….

“Cara. Cara!” Jess said waving a hand in front of her face breaking her out of her daydream. “Do we have an agreement?”

“A deal. The words you use is a deal.”

“Alright then, do we have a deal.” Jess drawled out in the words in an awful Texan accent that had Cara laughing.

“What’s your plan. I know you’ve got a plan.”

Jess grimaced, placed her knife on the chopping board and turned to face Cara. “Well, it sort of involves you.”


“And the boy’s desire to see us kiss,” Jess said the words in a rush and then turned away, a blush heating up the curve of her neck.


Jess turned to face Cara tilting her head in that cute thinking way she did and said softly, “I wouldn’t mind kissing you. Would it bother you terribly to kiss me?”

After a quick check outside to make sure the boys were occupied in the pool Cara leaned in and laid a soft kiss on Jess’ mouth. “No honey, it wouldn’t bother me at all.”

Cara came in for a second lick of Jess’ bottom lip after she tasted the strawberries she’d been eating and murmured, “Mmm you taste good.”

Jess’ blush was worth the kiss. It spread up her chest and neck to settle on her high cheekbones turning her normally pale face a pretty pink. From the moment Cara had been introduced to Jess she’d been star struck by her soft beauty. Texas born and bred Cara was used to hearty tanned All American good looks—of which fine boned British Jess was the antithesis. She was pale, delicate and almost fragile, her untamed curls framing her face in wild red gold. Ethereal, Cara thought, that was the word. Like some kind of Arthurian princess. Adding to the mystique was the fact she had absolutely no idea how gorgeous she was. The woman was completely without pretention— the woman didn’t even own mascara. How she ended up with wanna be surfer dude Cal was a complete mystery to Cara. Jess was the kind of girl who should’ve been on the arm of some older tweed clad professor.

“Why are you with Cal?” Cara blurted out without thinking about how rude it might sound. Jess didn’t look offended. In truth it was almost impossible to offend Jess as she took pretty much any question at a purely academic level.

“Beauty is truth, truth beauty, that is all ye know on earth, and all ye need to know,” Jess quoted with a slight smile as she watched Cal emerge glistening from the pool.

“Keats?” Cara asked, not because she was some kind of poetry aficionado but because she’d heard Jess quote the poet before.

Jess turned to face Cara, nodded and then looked back out the window. She followed her gaze. Keats had a point, Cara thought. Cal was beautiful. Broad shouldered, lean and long legged. He turned heads wherever they went. Watching him shake out his blonde hair and then slowly rub a towel down the length of his sculpted torso Cara let out an unintended sigh of longing that made Jess laugh.”Yes, it is a bit like that isn’t it?” she said, “I watch him all the time. I just can’t seem to stop.”

“Yeah, mine’s not so bad either,” Cara said, watching the flex of her dark solid man’s biceps as he levered himself out of the pool.

“They’re quite a study in contrasts aren’t they?” Jess said, as with eyes narrowed in thought as she looked both men over.

“What do you mean?” Cara asked.

“Cal with his Nordic angelic beauty and Brian with his dark Hellenic strength.” She sighed and said longingly, “Imagine them kissing.”

For a brief moment Cara did, and the visual sent a shaft of heat surging through her body. She’d never really thought of two men together in an erotic context and if she had done so she doubted Brian and Cal would be top of her list. But now, as she looked out the window at their wet bodies and imagined them sliding against each other she realized there was nothing she wanted more.

Her heart raced and she felt a rush of damp heat settle between her legs.

“How do we get them to do it?”

“Play their weaknesses—sex and us.”

* * * *

The evening was warm. The sky had set into a glorious Texan sunset. Shades of gold, red and burnt orange melted to the horizon. Cara was nestled with Brian and Jess with Cal. While they’d planned a big cook out they’d ended up just grazing snacks beside the pool all afternoon. Two jugs of daiquiri had disappeared as had most of the beer they’d placed in the cooler. While nobody was out and out drunk, all four were pleasantly buzzed.

“I’ve been thinking…” Jess said and from beneath her Cal let out a groan. Oblivious to her boyfriend’s protests Jess continued, “…about kissing Cara.”

Both Cal and Brian sat bolt upright, Brian knocking Cara slightly off his lap. “I’m interested,” Brian said, in such a boyish earnest way that Cara laughed out loud. “Hey! I am interested,” he protested gently poking her in the ribs as she resettled herself on his knee.

“I know honey, I think the whole world knows.”

“So, do it now,” Cal said, pushing Jess up off his lap towards Cara.

“Not so fast Calvin,” Jess said standing between the two pool loungers, hands on her hips, “there are rules.”


Cara saw Cal’s eyes narrow and thinking that Jess was losing the guys already she blurted out, “More like we need incentives than rules.”

“Incentives?” Cal parroted her words back with his typical bemused grin.


Cara watched the guys share a conspiratorial glance. “Like we need to motivate you or something? Believe me baby, I’m ready to motivate.” Brian pushed up against Cara’s butt and she felt the clear outline of his erection.

Cara rolled her hips gently and smiled at his groan. “Come inside honey, up to Jess’ room and we’ll tell you.”

The boys didn’t need to be asked twice. Cal took the stairs two at a time and Brian was coming up fast behind him. Cara started to rush up the stairs too but was held back by Jess’ cool hand resting lightly on her stomach. She stopped mid step and asked, “What?”

“Don’t rush. Give them time to talk.”


“They’ll be up there right now discussing what they want us to do. The longer we give them, the more detailed their plan will be. The more aroused they will be and therefore the more committed they will become to seeing their fantasies acted out.”

Cara realized in that moment, looking at the gleam in Jess’ eyes just how Machiavellian her best friend was. Jess’ plan was to ask the boys to tell them what they wanted to see the girls do, agree to everything, only on the proviso that the boys matched them move for move.

Cara thought it impossible. No matter how badly the boys wanted to see her and Jess do it, no way, no how would they do it themselves if that was the only way.

“I know what you’re thinking, but you’re wrong.”

“We’ll see,” Cara said in a wary voice.

“Seriously you’re wrong. They’re not as averse to the idea as you think Cara. And well, if they are, we’ll back off and there’s no harm.”

“No harm, no foul,” Cara said feeling a startling jolt of disappointment that in all likelihood she would not be kissing Jess any further tonight.

By the time the girls got up to Jess’ room both boys were sprawled out on her queen sized bed. Their heads huddled close together; they looked slightly guilty as if they’d been discussing something that could get them in trouble.

Cal shifted up the mattress to sprawl on the bed head spreading his arms out along the top. “Come here,” he murmured to Jess in a dreamy bedroom voice that sent a shiver down Cara’s spine. No wonder she adored that man.

Jess climbed onto the bed and moved to nestle between Cal’s spread thighs. Cara did the same, cozying up against Brian’s chest.

“So girls, why don’t you tell us what you’ve got in mind?”Cal asked.

“Actually,” Jess said in that proper English accent that Cara loved so much, “You need to tell us what you want us to do.”

“Really?” Brian said with a quick wary glance at Cal.

“Come on,” Cara said with a good natured slap on Brian’s abs, “I’m sure you’ve talked about it in detail. Why don’t you tell us? Tell us what you want to see us do.”

Cal cleared his throat and sat up moving his arms to wrap loosely around Jess’ shoulders. “Alright. I’ll start.” He looked over at Brian as he said, “Feel free to chime in whenever you want buddy.”

Cara glanced up to see Brian nod. She stroked her fingers through the dark crisp hair snaking down his stomach loving the feel of his muscles clenching tight beneath her hand. While she wanted to stroke lower and feel the growing bulge in his shorts she didn’t, she had to wait. They had a plan.

“I want to see you kiss…”

Cara interrupted with an impatient wave of her hand, “We know that Cal. We want to know the rest. Tell us the rest. Surely you want to see us do more than kiss.”

He cleared his throat again and for a moment Cara felt sorry for interrupting. He seemed so nervous, like a kid confessing, as if he might at any point get in trouble and be sent home. Cara was about to reassure him when Jess sat up, turned to face him and took both his hands in hers. In her beautiful calm earnest tone she said quietly, “Calvin, darling, nothing you say here will affect us. I promise you. Nothing you do, nothing you say will stop me loving you. This is just fantasy, it’s playing and we can stop at any time.”

Then she got up on her knees and leaned in to kiss him. As she watched them kiss—Jess slip her pink tongue between Cal’s lips—a hot heavy feeling settled deep within Cara. A sweet heated ache at her very center that revealed a deep held secret she could no longer deny.

She wanted to watch Jess come.

She wanted to kiss Jess. Deeper than the chaste peck she planted on her in the kitchen. She wanted to plunge inside, tease her tongue, suck her lips until Jess moaned. Kiss her mouth as she stroked her clit, feel her gasps of orgasm against her lips as her pussy clenched around her fingers.

Jess broke away from the kiss and settled back on her knees, kneeling between Cal’s thighs. “Tell me.” She turned, smiled slightly and held out her hand to Cara. When their fingers were entwined she turned back to Cal and said, “Tell us. Tell us what you want.”

Calvin nodded; his words came out in a rush, “Alright then, I want to see Cara undress you. Peel back your clothes and look at you. Spend some time just lookin’ right at you—all over. I want to see her lick around your nipples, until she begs you to suck them into her mouth. When your nipples are hard and wet from her mouth I want to see her kiss her way down your stomach spread your legs and lick your pretty pussy.”

“More,” Jess prompted in a deep voice, tinged husky with desire.

Calvin looked over to Brian who nodded, cleared his throat and then said, “When she licks you. I want to see her go lower.”

“Lower?” Cara questioned, pretty sure she knew where this was going. Bri was such an ass man.

He looked down, a red flush tingeing his cheeks. “I want to you to lick her asshole.”

Cara exchanged a brief look with Jess who all but grinned.

“I’d like that Cara.”

“You would?” Both Brian and Cal parroted in shocked stereo.

“Tell me more honey,” Cara prompted, stroking her hand down his stomach. He continued, his dark lust filled eyes fixed on Cara. “When you’ve got her pretty little asshole all soft and wet I want to see you push a finger inside.”

Cara’s pussy began to throb. Her bikini bottoms were stuck hot and wet to her lips. She shifted on the bed, rolling her hips to ease the ache that his words had created.

“When your finger is wedged deep in her asshole I want to see you lick her clit. Piston your finger in and out. Fuck her asshole while you suck her clit.”

Cara had forgotten all about the experiment, all she wanted to do now was follow Brian’s instructions. Have him watch while he told her what to do to Jess.

Cara had shifted up on her knees and with single minded focus was beginning to crawl across the mattress to Jess when she heard her speak. “Stop,” she said in a breathy voice. “Remember the incentives.”

Right, the incentives.

The whole reason the four of them were here aroused and entwined on Jess’ bed. Cara stopped and sat back on her knees. Brian came up behind her pulling her up against him so she could feel the hard length of his cock on her lower back.

“What do you want us to do?” Brian asked, voice dripping with the fierce need Cara felt throb between her legs.

“Match us. Direction for direction.”

“What?” Cal asked obviously confused.

“Tit for tat,” Cara said, meeting Cal’s eyes. “What we do. You and Brian do.”

“No way!” Cal retorted, his whole body stiffening. He shifted closer to the bed head. Further away from Brian and Cara. His laconic loose limbed pose now long gone, he folded his arms across his chest in an obvious defensive action.

Jess turned to face him and placed her soft hand on his chest. “It’s OK. If you don’t want to that’s fine. We’ll end it here. Can you hand me my robe please darling? It’s hanging on the end of the bed right there.”

A battle raged in Cal’s eyes as he reached for the robe. He looked at Jess. Cara could tell that he didn’t want to cover her, didn’t want this to end, but he was clearly unsettled by the whole tit for tat idea.

Cara didn’t want it to end either. She needed some way to make Cal stay, to convince him…

It was just then she realized something. Brian had not protested. He hadn’t said a word and his cock was still pressing rock hard against Cara’s back.

Brian didn’t want it to end.

Cal had the robe in his hand; he was looking down at it, as if somehow he could find the answers in that long slip of silk.

“Wait,” Cara said moving out of Brian’s embrace. She sat down cross legged in the middle of the bed. All three sets of eyes locked on her expectantly. “Why don’t we just start and if you don’t like it…if you don’t get aroused… well we’ll stop. We’ll just stop.”

“What do you mean?” Cal asked with narrowed eyes.

“Well, it’s pretty obvious when a guy is aroused,” she said, waving a hand to Cal’s crotch, “you can’t fake that sort of thing. If you don’t like it, well, it’ll be obvious and we’ll all stop.”

“Stop,” Cal said slowly as if chewing over the concept.

“At any point. On anyone’s say. We’ll stop,” Cara said.

“We should have a safe word,” Jess said.

“How about stop, that works for me,” Cal said with a slight laugh. The sound of which hit Cara with a wave of relief, this just might actually happen.

Jess got on her knees crawling back between Cal’s legs. She purred, “Oh darling you know when sometimes I say stop I just don’t mean it.”

Cal’s eyes darkened and he licked his lips. Their eyes locked in some hot remembered moment that Cara would have given anything to know just what it meant.

“Right,” Cal said all smoky toned, “Not stop then. What should it be?”

Cara turned her head and asked Brian, wanting to draw him back into the discussion, “What do you think honey?”

He cleared his throat and said, “Red. How about red, that means stop.”

“Good idea,” Jess said with a clap of her hands, “The stop word is red. Are we all clear?”

Her efficient British accent made them all laugh, dissolving the remaining tension from the room. “Honestly, I don’t know why you all seem to laugh at every little thing I say,” Jess said with her nose crinkled up in an adorable way.

“Right,” Cal said moving off the back board and sitting up straight drawing his knees to his chest, “How’s this all gonna work, cos’ I can tell you right off I’m totally red about being the tit in the tit for tat.”

“Well,” Brian said, clearing his throat again, “It was Cara who we had doing all the stuff to Jess. So I suppose it should be me doing the stuff to you.”

Cara watched as their eyes met. Brian’s dark brown, almost black eyes connecting with the bright blue of Cal’s. The moment was electric, she held her breath until Cal broke the stare and gave a brief nod.

It was going to happen. It was all going to happen.

“Cal, you’re in charge then,” Jess said, and Cara could see he was clearly happy with that, “you’re going to tell Cara and Brian what to do. How do you want us to start?”

“Dim the lights Jess,” Cal said as he stood up from the bed and held out his hand, “And then come with me.” Jess did as Cal said, dimming the lights to a dull bronze and then left the room, leaving Brian and Cara alone.

Cara held out her hand. “Are you OK with this honey?”

He nodded, but said nothing so Cara moved up on her knees to go to him, straddling his thighs. Brian was sitting back on his knees, he curled his arms around her waist rocking her slightly against him.

“Yeah, I’m OK,” he murmured in her ear.

“A little more than OK,” Cara said, wiggling her bottom down on his erection, “Is that for me or for Cal?”

Brian pushed her away, his eyes flashing bright with surprised anger. She turned to face him. “Hey,” Cara said stroking her hand across his chest, “Don’t be like that. I’m not teasing you honey. I’m just asking.”


He’d crossed his hand over his chest. Cara moved her hand down to his, gently uncurling fingers from their fists. “Why,” he repeated as she held his hand in hers, “Why do you ask?”

She wanted him to know, she needed him to know that she was OK with this, all of it, with Brian wanting Cal and her wanting Jess. She couldn’t find the words so she did it the only way she knew how. She slid his hand down her bare stomach into the front of her bikini bottoms, until his fingers curled into the damp thatch of hair. She pushed down on his fingers, spearing them between her sopping lips as she said, “Because this is all for Jess.”

“Oh Fuck,” Brian cursed before leaning in and taking her mouth in a scorching kiss. “You’re so wet, you’re so fucking wet,” he spoke against her lips as he speared his fingers into her tight pussy.

“I told you they’d start without us,” an amused voice sounded from the doorway. Cara looked up at Cal tugging Brian’s fingers from of her bikini bottoms as she did. She brought the wet fingers up to his lips, watching Cal’s eyes as Brian sucked them into his mouth.


Cara heard Cal whispered curse as his eyes locked on the fingers in Brian’s mouth. Is he imagining his cock in that mouth? she wondered. It was only when she saw Jess’ hand wrap around Cal’s waist that she noticed that they both were dressed.

“What’s with the clothes?” she asked.

“Well, you can hardly undress me if I’m only in my bathers,” Jess said with a playful smirk.

Undress her, Cara felt a jolt of wanting at the thought. She was in a floral sundress with tiny pearled buttons that went from the square neckline down to the A-line hem. Cal had returned still in his swimming shorts, but with a short sleeve button up surf shirt.

“Let’s do this,” Cal said walking over to stand beside the bed. Jess followed until they both stood about a foot apart near the edge of the bed.

“Come here,” Cal said, crooking his finger at Brian in a blatantly sexual move that made Cara’s heart race and her skin tingle.

Cara followed Brian matching him move for move as he crawled across the mattress to sit before Cal.

“Open your legs,” Cal ordered and both she and Brian spread wide, watching as their two best friends moved to stand between their respective legs.

“Unbutton,” Cal said, starting straight into the fantasy he had told them before. Cara looked over at Brian and they shared a nervous smile.

Cara was deliberately slow as she unbuttoned. She felt Jess shudder as her fingertips brushed her skin. She still wore her white string bikini beneath the dress. As the buttons came open more and more of her luscious cleavage was revealed. Jess wasn’t busty—she was nowhere near as well endowed as Cara—but there was something about those small perfectly shaped mounds that made Cara want to bite into them.

As she got down to Cara’s belly button she looked over at the guys. Cal’s eyes were on Jess, his stomach tight and hard like he was holding his breath. Brian undid the last button of his shirt and she heard Cal sigh.

Brian’s eyes had not moved from Cal. His fingers shook as he moved from sitting to get up on his knees and pushed Cal’s shirt from his shoulders. For a brief moment Cal and Brian locked eyes. They stared at each other and it was the most erotic moment of Cara’s life. She felt Jess reach down and squeeze her fingers, which were still hooked on the button she had been opening. She glanced up to see Jess, chest heaving watching the boys with unvarnished wanting.

Cara fumbled the last five buttons. It was hard to make her fingers work, they shook with the adrenalin charge of lust that surged through her veins. When she finally had the sundress open she rose to take it off but Jess beat her to it, shrugging the dress off her shoulders. It fell to the floor in a heap at her feet.

“Take it all off,” Cal issued the next order as he followed Brian’s fantasy.

Cara, up on her knees leaned forward to untie Jess’ bikini, as she did their breasts connected a brief electric brush that made her gasp. The string came easily loose and the cups released falling to her stomach. She wrapped her arms around Jess’ waist to find the back knot. The soft warm flesh of Jess’ breasts pressed against her collarbones as she did. She smelled so good. Warm vanilla and the saltwater of the pool. She wanted to taste her, lick her skin and savor the sweet salty flesh.

When the string bikini was untied and Jess’s breasts freed she sat back down to pull down the bottoms. The fabric stuck on the curve of her hip and she felt Jess’ hand come down over hers and she said, “They untie Cara. Here at the sides.”

Cara untied the bikini bottoms, the scrap of white fell to the ground, landing on the pooled floral sundress. Jess stood before her, naked. Exposed pale skin glowed pink in the soft light.

She looked her fill. She adored. She gazed in wonder. She came up on her knees to worship before the perfect altar of Jess’ naked body. Cara leaned in, ready, ready to take that mouth once more, to press against her….


At Cal’s command she was pulled out of her fugue. Both women looked over at the sound of his voice. He still wore his black boxer brief swimsuit. It bulged at the crotch inches from Brian’s face.

Cara once more felt a rush of wet heat settle between her legs.

So hot, so fucking hot watching her man with his mouth so close to that hard cock.

Jess, as if she could hear Cara’s thoughts reached her hand down, running her fingers through Cara’s hair she murmured, “Yes. I know. I know.”

Cara watched as Brian’s dark hands went to rest on the golden skin wrapped taut across Cal’s perfect hips. Hooking his fingers in the elastic waistband Brian peeled the fabric down taking care not to catch Cal’s erection. The cock jutted forward hard and red tipped. The uncircumcised head almost touching Brian’s face as he freed it, instead brushing his dark hair. Cal gasped and Brian looked up at the sound his lips brushing the wet tip as he did. Cal’s gasp became a groan and for a brief moment Cara was sure that Brian was going to move forward and take the cum slick head of Cal’s cock into his mouth. He didn’t. Instead Cal took a step back and let his swimsuit fall to the floor. He stepped out of the black fabric, his cock bobbing as he did. All watchers stared at the length of hard flesh as he moved, transfixed.

“Now I want you to look. Just look,” Cal said in a husky voice echoing the words he had told them at the beginning.

Cara turned to Jess, looked up at her face and smiled as she saw a sweet blush creep slowly up her chest and neck.

“I love it when you blush,” she said in a low voice, looking over to Cal to check if it was OK with him to talk. He met her eyes briefly and nodded in answer to her unspoken question.

“You do?” Jess answered quietly.

“It makes your pale beauty tinge pink, as if I were viewing you through a lens filter.”

“Oh,” Jess said, blushing again.

“I love your hair, will you let it down?”

Jess nodded and reached behind to pull out the band that held her loose ponytail, as she did her breasts swayed. The nipples pointed up with the movement of her arms above her head. They were pink tipped, soft raspberry pink, small areoles puckered in the cool night air. “I want to kiss your freckles. Run my tongue between each one.”

“Oh,” Jess said again in quiet surprise. Her hair freed she brought her hands back down by her sides. Damp red gold curls framed her face, forming a halo around her beautiful face.

“Should I speak to you?” Cara heard Brian ask. She turned away from Jess to look at the guys.

“If you want,” Cal said, looking embarrassed at the thought.

“No,” Cara said, sensing the tension between the guys. She wanted to move on not wanting to risk either one calling out red. “Please, Cal, will you tell me what to do next.”

“Yes, please,” said Jess.

Jess’s plead seemed to turn the tide. Cal nodded, cleared his throat softly and began to speak again, “Tease her breasts, all around the nipples. Bite, lick, suck.”

Cara came up on her knees; she leaned into Jess, first inhaling the soft warm smell of vanilla before bringing her mouth down on the swell of her right breast. Jess gasped at the first wet touch of her tongue. Cara tasted first, licking the salty sweet flesh before opening her mouth to lay down a sucking wet kiss.

Cal groaned. At first Cara thought it was because of what she was doing to Jess, but when she looked over she found it was because of Brian. Because of Brian’s wicked tongue that flicked around Cal’s nipple, the rough stubble of his chin moving in circles around the oh so sensitive flesh. Cara knew what that felt like, it was such a rush to see Brian do that to someone else—especially another man. A man as beautiful as Cal.

Cara continued to tease around Jess’s puckered nipple, licking close but never touching. She blew hot air across the straining tip and was rewarded with a pleading moan.

“Suck it,” Cal moaned and so she did. She moved in and took the raspberry tip deep into her mouth, sucking hard, just the way she liked Brian to do it to her. Jess groaned. Pushing her fingers into Cara’s hair she bowed her back offering more of her sweet breast flesh to Cara’s mouth.

When the right tip was flushed red and wet from her mouth Cara moved to the left. Sucking, licking biting, flicking her tongue across the hard tip until she heard Jess cry out in pleasure.

She was so wet, so damn wet. Her pussy ached, throbbed. Did Jess’ too? She wanted to answer the question, slide her hand down the soft curve of her stomach and slip between her pretty pussy lips. But she didn’t, she waited, waited for Cal’s next command—the command to suck her clit.

She knew this moment was crucial. It was pivotal to the plan. Now was decision time for Cal. Could he accept his cock in Brian’s mouth? Would Brian suck?

Cal was obviously aroused. His cock jutted out, wet tipped and hard.

What would he do?

“Kiss down her stomach, down to her pussy.”

Cal said nothing about himself, or Brian, but the action was implied. Tit for Tat. What she would do, so too would Brian.

Cara left the soft mound of Jess’ breast with one last sucking kiss to her nipple and then trailed her tongue down the pale skin of her stomach. She circled the sweet dip of her belly button before sweeping her tongue inside. Chuckling at the jerking tense of Jess’ stomach and the gasp that issued from above, she pressed soft wet kisses to each of Jess’ hipbones, taking a moment to nestle her face against the soft scented skin below.

Her mouth was now at the trim red gold mound of Jess’ pussy. She could smell her musky scent, her mouth watered and she wanted nothing more than to taste. Before she did she looked over to Brian. He was running his tongue along the V line of muscles that led down to Cal’s cock. Cal had his hand resting lightly in Brian’s hair and his head thrown back, arching his pelvis forward.

Brian had yet to put his mouth to Cal’s cock. Cara waited. She wanted to see. She wanted to see the very moment that Brian brought Cal’s cock to his lips.

“Look,” Jess whispered, spearing her fingers in Cara’s hair to angle her face further towards the guys, “Look.”

Brian brought his head back tilting his chin to look up. His mouth hovered less than an inch from Cal’s jutting erection. Brian, blew a soft stream of air across the wet head and Cal groaned, looked down at his friend and said, “Yes.”

Brian opened wide, taking in half the cock in one mouthful. He slipped forward, pushing down as far as he could go and Cal groaned, “Fuck. Fuck yeah.”

Cara watched transfixed as Brian pulled back to suck on the sensitive head. He gripped his hand at the base of Cal’s cock and stroked from root to tip while sucking on the head. The hand in Cara’s hair gripped tight, pulling on the strands, making a fist. Jess pulled her head back towards her pussy and like Cal, looked down at Cara and she too said, “Yes.”

Cara shifted her back to rest against the bed, her knees on the pooled sundress. Splaying her hands on Jess’ inner thighs she pushed them open until she saw the swollen lips of Jess’ pussy. Wet and glossy, the fat nub of her clit poked out from a tiny thatch of trimmed hair. Cara went first to the wetness, bypassing Jess’ clit for a taste of her honey.

Cara had always liked the taste of her own cunt. She regularly licked Brian’s cock clean of her pussy juice after they’d fucked. It was one of her favorite things to do—and his. While she liked her own taste she loved Jess’. It was incredible. Musky, salty syrup, she lapped between her pussy lips, curling her tongue to collect more of her sweet taste. Her nose bumped Jess’ clit as she did and she heard the cry from above. Her face sweet with Jess’ juice she looked up at her, teasingly flicked a finger across the sensitive nub and said, “You want my tongue here?”

Jess nodded and Cara said, “No. Say it. I want to hear you say it.”

“Lick me. Please Cara, lick my clit.”

That voice, that delicious accent pleading. Fuck, it turned her on.

Cara splayed her fingers at Jess’ mound, pulling up on the skin to expose Jess’ clit. She played her tongue in her mouth until it was good and wet and then brought it across the little nub.

“Oh yes. Yes,” Jess cried out.

“Don’t come. Don’t let her come,” Cal ordered, surprising Cara enough to pull her head back from Jess’ pussy.

“Lay down. Lay down on the bed,” he said stepping back from Brian’s sucking mouth. Brian looked dazed, his lips were wet and swollen—from sucking cock—fuck, that’s hot, she thought. Jess and Cara lay across the mattress. Cal brought up his knees and Jess, watching him, did the same.

“Undress,” Cal said and Brian and Cara were quick to remove their swimsuits. Brian’s cock released fast, as if trying desperately to escape his shorts. Cara saw Cal’s eyes widen. Brian was big. Thick, long and uncut. It was formidable soft, let alone fully hard and ready to go like it was now.

Cara crawled up onto the bed, on her knees until her mouth hovered over Jess’ wet slit.

“Spread it.”

Cara didn’t need to ask what Cal meant, she knew. Her hands went to the round cheeks of Jess’ ass and pulled gently, revealing the tight puckered rose of her asshole. She knew Brian was doing the very same thing and that thought fucking blew her mind, even more than the fact that she was about to lick her best friend’s asshole.

She wondered whether Jess had done this before. The thought of being her very first was a buzz. She flicked her eyes toward Brian and saw him already face deep in Cal’s ass. Rimming was one of his bedroom staples.

Cara used her tongue on the tight little hole the way she remembered Brian doing it to her. She flickered and then curled her tongue stiff and pressed against the pucker.

Jess shifted, rolled her hips and moaned. Cara listened and felt for what she liked best. When she beat a steady flutter right on her asshole she raised her hips off the bed and wailed.

“Oh God. Oh God. Oh God.”

Cara knew she was ready. So ready for more.

“Inside, please Cal. Inside,” Jess said in a breathless pant.

Cara pulled back from Jess’ ass and looked up. Jess and Cal lay with their hands entwined—a bizarrely sweet thing to see.

She waited for Cal to speak. He didn’t. Would he go to the next level? Cara looked over at Brian who met her eyes and gave a little shrug.

Cara didn’t want to wait. She didn’t want this to end. She had to do something. Something to tip the scales. On her knees she stepped over Jess’ thigh and moved towards Brian and Cal. She straddled Cal chest going down on all fours, her hips over his, her wet pussy spread in display for Brian.

“Wet your fingers in me,” she said over her shoulder to Brian. Cara felt Cal’s cock jerk beneath her breasts at the words. She turned back to face Cal and lowered her body until his cock was nestled between her ample breasts, pressing down for a moment.

Cal hissed at the contact.

Brian slid a hand down the curve of Cara’s back. He brushed his fingers down the crease of her ass before pushing them into the damp heat of her pussy. She arched at the thrust of his hand and moaned. He played in the wetness, thrusting and coating his fingers until they were sticky with her juice.

She looked back at Brian; his eyes were on Cal’s as he brought his fingers back to nestle between Cal’s legs.

“Do it,” Cara silently mouthed and Brian nodded his head. Cara dismounted Cal and sat back resting her butt on her heels to watch. Jess came behind her, pressing her tits to her back and wrapping her arms around her waist.

Brian’s glistening fingers disappeared between Cal’s butt cheeks. Cara knew what he was doing; he was slicking those lubed fingers around the soft wet hole, slowly adding pressure to open up the tight mouth of muscle.

Teasing. Probing. Building pressure.

Cal had his eyes closed, his mouth open, he was breathing fast.

“Relax,” Brian said, the first time he’d spoken since they were totally naked.

Cal’s head moved in the slightest of nods and they all knew that he’d conceded. Cara let out a breath that she didn’t even know she held as Brian’s fingers pushed breaching Cal’s ass.

Cal groaned, arched up his hips and muttered a string of soft curses. He spread his legs wider, Cara wondered if he even realized what he was doing or whether his body moved of its own accord—desperately seeking pleasure.

Jess let go of her waist and gave a tug on her shoulder. She settled back down on the bed with her legs spread in blatant beautiful invitation.

“Tit for tat,” she whispered and Cara eagerly nodded.

Before she settled between Jess’ legs Cara went up on her knees, arching her back. She loved the way Jess looked at her, the way her eyes followed the bounce and sway of her breasts. She slid her hand down her stomach, slowly, until she reached her pussy. There, before Jess’ avid eyes she dipped one and then two fingers into her wet hole. The tight wet flesh convulsed around her fingers as she did and she had to fight the urge to fuck herself to orgasm. It was so close. It would take no time at all.

When her fingers were good and coated she brought them out to show Jess. Wet and fragrant she brought them first to Jess’ lips, leaving a sticky smear of girl juice on the pout of her bottom lip before bringing them down to tease and open her asshole.

The tip of Jess’ tongue came out to lick her lip as Cara pushed the first finger inside. Hot, wet, tight and smooth—smoother than the walls of her pussy.

Fuck, no wonder Brian loved it so much.

Jess took the first finger easily, rocking back against her hand so Cara added another. As Cara thrust her fingers deep inside Jess arched her pussy up as if begging for Cara’s mouth. Cara lowered her face and flicked out her tongue, teasing the swollen little nub of her clit with feather soft teasing touches.

“More. More,” Jess begged and Cara was oh so happy to comply. She lowered her mouth and sucked that sweet little clit between her lips. With the aid of Jess’ moans she adjusted her mouth, knowing when she heard a high pitched wail that she’d hit the sweet spot.

She worked the clit with her lips and tongue and thrust her fingers. She immersed herself in the moment. The smell of Jess, the feel of that hot tight ass, the sound of her building pleasure. Gasps, moans and sweet high pitched wails.

She was going to come. Come against her mouth. Come on her fingers.

“Coming. Coming. Coming,” Jess panted and then let out a wail and clenched her ass. Hot sweet girl juice gushed onto her chin as her asshole spasmed around Cara’s fingers. As the pulsing waved subsided Cara slipped her fingers from Jess’ asshole. The little muscle was reluctant to let them go, issuing a slight pop as she pulled them free.

Jess was flushed pink, from pelvis to forehead. She lay panting, with one hand resting across her eyes. A towel lay across the end of the bed and Cara reached for it to wipe clean her hands. She lay down next to Jess, on her side facing the guys. Tapping Jess’ arm lightly she whispered, “Oh honey, I think you’re gonna want to see this.” Jess rolled over nestling her head under Cara’s chin.

Cal had his legs spread wide, his pelvis rocking up, all but fucking Brian’s mouth. Cara could see Brian’s arm piston between Cal’s legs. He had his fingers deep in his ass, moving back and forth in time with his sucking mouth. Brian looked over at them briefly. He knew how to tease; he’d often held her right on the edge of orgasm. He must have kept Cal from coming until they were watching. Now that he knew they were he brought his other hand to help his sucking mouth. Under the onslaught of the fingers in his ass, the hand at his root and the mouth on his tip Cal came. They watched his cock jerk and his balls tighten. Brian took the first couple of pulses in his mouth and then as it became too much he let the cock fall from his mouth. Two more jets of cum spurted out hitting Brian’s chest. Cara didn’t know what was hotter, watching her boyfriend swallow cum or being hit with it.

Brian looked down at his chest in shock. Cal brought up a hand and tugged at his arm, pulling Brian down to lay beside him.

Jess moved from where she lay and went on her knees over to Brian. She dropped her head to his chest and ran her tongue along the streak of cum. Brian gasped as her tongue hit his cum covered nipple. Cara watched Brian’s cock jerk with each touch of Jess’ mouth.

She wanted it. She wanted him.

She got up pushed Jess aside and mounted her man, opening her legs and guiding him into her wet pussy. Brian brought his hands to her waist, spreading his fingers wide, his thumbs pushing into her hip bones.

He rocked up as she pushed down. Cara had her eyes closed, focused totally on the feeling of Brian’s cock pushing deep inside her when she heard Jess’ voice.

She opened her eyes and looked over her shoulder. Jess had come up on her knees beside Cara, leaning in, her breasts brushing Cara’s arm as she did.

“What?” Cara panted.

“Can I watch you?” she asked—which seemed odd to Cara as she obviously already was—Cara nodded, gasping as Brian pulled her down hard onto him. He gripped her hips stopping her from riding him. As she met his eyes in question she realized that Jess had not been asking her, but Brian and she hadn’t quite finished her question.”… have anal sex please?”

Cara and Brian jolted in shock and Cal gave a loud snort of laughter.

Brian started to laugh too and Cara sank to his chest feeling the rumble of it against her breasts.

“What?” said Jess an in a huff, “What exactly is so funny? It’s a perfectly reasonable question” She poked an indignant finger at Cal and continued, “I know that they’ve had anal sex before and I was interested in seeing just how it works because perhaps maybe one day if I was interested I might like to do it.”

Brian laughed even harder, Cara who’d tried not to laugh in deference of Jess’ feelings now also joined, laughing until it was difficult to breathe. She sat up to get some air back in her lungs. Out of the corner of her eye she saw Cal grab hold of Jess and drag him up against his naked body. He planted an affectionate kiss on her head and she heard him murmur, “Gawd, I love you woman.”

Jess huffed and crossed her arms.

“What do you say honey?” Brian looked up at Cara and asked with a smile still on his lips, “You wanna give them a real show?”

“I’m game if you are,” Cara answered, coming down on her elbows to give him a deep kiss.

“Do you have lube?” Brian asked and Cara saw Cal smile and nod. He jumped off the bed and went to Jess’ bedside drawer. As he did, Cara saw that his cock had thickened. It wasn’t just Jess who wanted to watch.

Cara went up on her knees and pulled back letting Brian’s cock slowly slip from her pussy. Wanting to give both Jess and Brian a show she looked over her shoulder at Cal who held the lube in her hand and said with a wicked smile, “Lube me up?”

He jolted, almost losing the lube bottle from his hands. Cara saw his eyes flicker over to Jess in question and then back to her. Jess had obviously said yes because he came in behind her, flicked open the lid of the lube and coated two fingers with the gel.

Cara rocked back on her knees pushing her bottom back at Cal. She looked down at Brian and smiled. He’d come up on his elbows and was looking over her shoulder at Cal.

His fingers were cool and slippery. He slid one first down the seam of her butt and then rested it on the pucker of her ass. He slid in teasing little circles around and around, slowly increasing pressure. Cara pushed back on her knees urging him to go deeper. She always loved that first finger breaching inside, Brian knew how much and when Cal finally pushed inside he murmured, “Feels good baby doesn’t it?”

“Oh yes,” she moaned, letting her head fall down to Brian’s chest. Brian slid his hand between their bodies and pinched her nipple as Cal pushed the second finger inside.

“Fuck yeah,” she heard Cal groan as her ass easily took a third finger.

“Are you ready?” Brian asked, Cara lifted her head to nod and kiss him.

Cal slipped his fingers from her asshole and Cara shifted up on her knees. She turned to reach for the lube bottle to coat Brian’s cock but found that Cal no longer held it. Jess did.

Her gorgeous friend had her palm open, squeezing gel into her hand. As she came closer and brought the slippery hand down to milk Brian’s cock Cara gasped. Cal came in behind Jess to watch. All four sets of eyes watched Jess’ long slick fingers pull on Brian’s cock.

“Stop,” Brian quickly groaned, “You better stop now.”

Jess removed her hand and settled back against Cal’s chest to watch as Cara came up on her knees and guided Brian’s cock to her ass. Brian loved her on top. It was Cara’s favorite position too. She could take him inside at her own pace. As slow and as deep as she wanted.

“Tell me,” she heard Jess whisper, “please.”

“He’s pushing against my asshole. The first part is the hardest and the best. It’s so tight,” Cara gasped as the fat head finally breached the tight ring of muscle, “no matter how many times you do it, it’s always so tight.”

“Does it feel good Brian? Tell me how it feels?” Jess, the ever inquisitive asked, leaning closer to Brian as she spoke.

“It’s tight. Hot too, hotter smoother tighter. Fucking good. Aaaaaaah.”

Brian lost speech as Cara pushed down to take him to the hilt. She squeezed tight around his shaft and felt him twitch within the tight walls of her ass.

She came down on her elbows, until her mouth rested against the shell of his ear and whispered, “Fuck me. Fuck my ass.”

Brian, who had now been teased to his very limit grabbed Cara’s hips and began to thrust up frantically. Cara brought a hand down between her legs to pinch at her clit in time with his thrusts. She lost it before he did. It was the touch of Jess’ hand that brought her over. Just a gentle stroke of her fingers across her back, down to cup her ass.

She clenched her thighs and let the wave of spasms flow through her body. Brian at the ripple of her orgasm joined with grunt and a curse. “Fuuuuuuuuck,” he cried as he shot his load deep in Cara’s ass.

Brian, obviously unable to speak, tapped Cara’s thigh to ask her to dismount. She slipped off his cock and as he did every time Brian let out an almost pained hiss as his cock slipped from her asshole.

After pulling free of Brian Cara fell to her side. Jess spooned in behind her, coming up on her elbow and tucking her head in close until her chin rested on Cara’s shoulder.

“Wow,” she whispered into Cara’s hair and Cara, still too spent to speak gave a quick nod.

Cara watched Cal get up from the bed. Brian was laying half on and half off the bed, his legs hanging over the side.

Leaning into her friend Jess asked the very words Cara was thinking as she looked at her boyfriend, “Do you think they’re OK?”

“I don’t know,” Cara replied.

Before Cara could ask Cal threw a towel at Brian, who caught it with a grunt. After a quick wipe of his sweat covered head he levered up and off the bed, following Cal into the bathroom. Cara heard the sound of the shower starting and the toilet flush.

Now it was all over Cara started to worry. Not about her and Jess. Jess wasn’t the sort to regret what they’d done—she was too academic for regrets. She worried about the guys, their reactions and the possible aftereffects on their friendship.

Beside her Jess had stood up from the bed and pulled on her robe. She sat and watched Cara as she hunted down her bikini in the covers. After finding her it hidden in the corner of the bed, Cara dressed too and sat back down beside Jess. The sound of running water ended and Cara could hear murmured speaking which seemed to quickly rise to shouts. A yell and a thumping noise sent them both rocketing up from where they were seated on the edge of the bed. Cal emerged from the bathroom his head covered by a towel.

“Calvin…what…are you…is Brian…?” a red faced Jess stuttered at her boyfriend.

He dropped the towel to let it hang loose at his shoulders and asked, “What?”

“What were you talking about in the bathroom?” Cara asked, not wanting to know the answer. Afraid that it might mean the end of their friendship.

Brian who was still wrapped in the towel Cal had thrown at him leaned on the doorjamb of bathroom answered, “Football. Why?”

“Football,” Cara said disbelieving, “Ya’ll were talking about football?”

“Yeah,” Brian said as Cal threw him a pair of sweats from his duffel bag. “We’re going downstairs to watch a replay of the game.”

“That OK honey?” Cal asked as he stepped commando into a pair of loose grey sweats.

“Of course, no problem,” Jess answered and Cara watched in disbelief as both men left the room. Cara turned to Jess who held up her hands and shrugged as if she had no words.

“Oh honey,” Cara said with a laugh, “They’re guys. You might have got them to suck cock, but no way no how are you ever, ever gonna get them to talk.”

Cara flopped down on the bed. Jess moved beside her, laying on her back. She reached for Cara’s hand, entwining their fingers together and giving a little squeeze.

Cara turned her head to face her and said softly, “I guess it’s not so hypothetical now.”

“No,” Jess said with a sweet little blush.

How could she still look so innocent and blush after all that? Cara marveled.

“You don’t have to pose for me now,” Cara said.

“I know, but I suspect you just might be able to convince me.”

“Really?” Cara said, turning on her side to look at Jess.

“Hypothetically,” Jess answered and Cara laughed.

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