First Time Double Stuffed

by Jamie Hunter

  When she finally did, the guys took turns too. She laid in the sand with Jason, watching Connor try to jump his own wake, and then sat alone on the beach as both guys tore up the water together.

  They swam too, this time with clothes on. Amanda wore her tiny white bikini and the guys their swim trunks, because every once in a while a passing boat would swing by and wave at them. Most of the vessels were other people like them, vacationing and renting, but there were a few curious locals too.

  At one point a native came ashore in a kayak, offering to sell them some fruit. Jason bought three coconuts that the man opened on the spot, and together they drank the sweet milk straight from the husk.

  They ate again, drank some more, gathered another bundle of wood. Then they then laid out in the sun. They talked about everything. They talked about nothing. Jason regaled them with stories about California, some good, some bad, while Connor and Amanda kept him up to date on everything he missed back at home for the last half a year.

  In the end she sighed wistfully as the day — their perfect, perfect day — finally wound itself to a close. Shadows began gathering on the sand. The fire went lower as the sun disappeared from the sky.

  “Can we get back in the dark?” she asked, the thought occurring to her all of a sudden.

  Connor pointed upward. “Full moon tonight,” he said. “No problem.”

  Amanda curled her body into a ball, but then the guys used the last of their driftwood to stoke the fire high. The heat from the flames felt amazing. Very quickly, it drove the chill out of the nighttime air.

  Connor stomped over to the cooler and came back with the bottle of champagne. He opened it with a loud ‘POP’, then tossed the cork into the fire.

  “You guys ready to play?” he said, taking a long swig.

  “Play what?” Amanda asked. She saw her husband glance over at Jason. Judging by the smile on the best man’s face, she was apparently the only one who was confused.

  “We’re going to play ‘Never have I ever’…” said Connor. He smirked at his wife. “It’s a questions game, kinda like truth or dare. Only without the dar—”

  Amanda’s return smirk stopped him dead in his tracks.

  “So… I guess you know what—”

  “Oh I know what it is,” she said smugly. “The game where you drink only if you’ve done something?” Amanda laughed, musically. “You guys think you lived in the only neighborhood that played it?”

  Connor’s expression was full-blown comical. Jason laughed.

  “Alright then,” her husband finally grinned. He held out the bottle at arm’s length. “Who’s going first?”

  Five

  Amanda leaned closer to the fire, allowing the flames to paint her face in flickering shadows. The bottle in her hand was already half empty. Between the three of them, they’d drank from it fairly evenly.

  “Never have I ever…” she paused for dramatic effect. “Been arrested.”

  Connor shrugged almost imperceptibly. Amanda shook her head. But Jason smiled and slowly reached for the bottle.

  “Really?” asked Connor. They’d been nearly inseparable since childhood… he knew pretty much anything and everything his friend had done. Right now he was in utter disbelief.

  “Yeah,” Jason admitted. He took a long pull of champagne. “Some stupidity in California. Nothing serious.”

  Before they could push him for more details, Jason took his turn. “Never have I ever… kissed my best friend’s lover.”

  They smiled as he tiled his head back and drank again. Then, surprisingly, Amanda waved the bottle over. She took a swig too.

  “Really?” her husband marveled. He was in even more disbelief. “Your best friend’s lov—”

  “No, not Shannon,” Amanda said quickly. “Different best friend. But yeah, I did it.” She sighed and shrugged guiltily. “It was a long time ago, and not very interesting. Boring teenage girl-drama.”

  Connor took the bottle. He gripped the neck tightly and looked at his wife.

  “Never have I ever… engaged in anal sex.”

  All eyes went to her. Amanda laughed and reached out, drinking from the bottle again. A pretty long pull from it, too.

  Connor was still staring at her, smiling.

  “What?” she laughed. “Hey, don’t look at me. You were there every time.”

  A twig snapped loudly in the fire. It sent up sparks that floated high into the night sky.

  “Never have I ever… gotten head while driving.”

  She thrust the bottle back in Connor’s direction without waiting on an answer. Of course he drank. She’d fulfilled that little fantasy of his when they’d first started dating.

  “Over here,” Jason said, reaching for the bottle. He took it and drank as well.

  “Really?” Amanda croaked. “You all get head while driving?”

  “Oh yeah,” the best man answered. He shrugged. “Common guy fantasy, I think.”

  Jason turned to look at Connor. He raised the bottle up to him, as if in salute.

  “Never have I ever… shared a girl with someone,” he grinned. He drank, and immediately passed it on to Connor. Connor drank too, then opened his mouth to speak.

  “Hold on,” Amanda said. She crooked a finger at her husband. “Over here, please.”

  The guys watched in amazement as she took the bottle and drank from it. Jason looked at her with an astonished grin and slapped her in the leg. “Do tell.”

  “Well, it was back during college,” she explained. “When I was living in the sorority house. My roommate’s friend was up from Connecticut, sharing the bed with her.”

  She looked back to find the guys leaning in closer than ever. They were suddenly all ears. Amanda chuckled inwardly as she realized how excited they were.

  “Anyway they started going at it, the two of them. And the next thing you know this girl — I think her name was Amy — is calling me over to be with them.”

  The fire crackled. Jason gulped. “And?”

  “And what?”

  “And what?!” he practically jumped up from the sand. “Are you serious? You can’t just leave us hanging like that!”

  Amanda laughed again, long and hard. “And I did it,” she admitted with a shrug. “I jumped into bed with her and my roommate.” She thought back for a moment, recalling the details. “Sarah was totally shocked — I guess she had no idea I liked girls too. After that, and even after her friend left? The rest of the semester became a lot more interesting…”

  Amanda drank again for the hell of it, wiping her lips with the back of one arm. As she passed the bottle the guys were still sitting there in stunned silence.

  “What is it now?”

  Jason swore out loud. Connor shook his head back and forth slowly. “Uhh, we’re gonna need a lot more details about this girl-girl thing,” her husband admonished.

  “Girl-girl-girl,” laughed Amanda. “But yeah, okay. Maybe later.”

  Eventually they got back to the game. Connor cleared his throat.

  “Never have I ever…” his gaze shifted again to his wife, “… been tied to a bed.”

  Amanda made a pouty face at her husband as she took the bottle back. She drank immediately.

  “Oh really?” Jason asked with amusement and interest.

  “Hell yeah,” Connor affirmed. “And not just once or twice, either.” Amanda looked back at him, blushing in the shadows. Normally she’d be adverse to sharing such secrets, but in this case it was kind of thrilling. After all, this was Jason.

  “She loves to be dominated,” her husband continued. “It gets her… well… let’s just say it gets her sopping wet.”

  Amanda rolled her eyes, smirking broadly. She passed the bottle to Jason, but he immediately passed it back to her.

  “Never have I ever had sex in the ocean,” he said with a grin.

  She laughed and blushed some more. “Didn’t think you saw,” she said after a quick sip. She passed it to Connor and he drank also.<
br />
  “I… see… everything…” Jason said, splaying his hands open in dramatic fashion. Amanda watched as the firelight was reflected in his eyes. He looked particularly handsome right now. Her mind wandered…

  “Your turn.”

  She took the bottle and thought for a moment. “Never have I ever… had sex in public. Other than just now,” she added hastily, while looking at Connor.

  All three of them passed the bottle in a circle. All three of them drank.

  “Alright,” Jason said with a chuckle. “Stories. Out with them.”

  They each went on then to tell their own public tale. Connor and an ex girlfriend had sex once while jammed into a cubicle at the public library. Jason, between two parked cars at a train station.

  “In broad daylight?” Amanda gasped at him.

  “Hey,” their friend shrugged, “we hadn’t seen each other in a while, okay?”

  They turned their attention back to her, so Amanda went on to tell the story of a somewhat voyeuristic, short-term boyfriend she once had. And how she’d been screwed on a very hard, very uncomfortable bench, in a city park, after midnight.

  “Don’t worry it sucked,” she added, looking over at Connor. “And if you’re thinking about trying it, we’re bringing our own pillows.”

  Connor laughed, and they both laughed with him. The bottle was still in his lap.

  “Never have I ever… had sex with a stranger,” her husband declared.

  Both guys drank straight away. They dropped the bottle in Amanda’s lap and looked at her questioningly.

  “Define ‘stranger’,” she said, squinting.

  Connor thought to himself for a moment. “Someone you knew less than ten or twelve hours.”

  Amanda made a wry face. She tilted the bottle back and drank as well.

  “There’s my innocent little wife for you,” Connor laughed. She punched him in the arm.

  Jason took the bottle and held it up to the fire. The three of them could see right through it now. It was practically empty.

  There was a long pause, and then Jason took his turn. He looked right at Amanda as he spoke.

  “Never have I ever… been double-penetrated.”

  Silence. Dead silence.

  No one drank.

  Amanda’s stomach did a somersault. Both guys were still staring at her.

  “Well I guess I know what we’re doing later,” Connor quipped.

  Six

  Amanda stood up as the boys packed, feeling good but a bit woozy. Some of it was from the champagne. But a good chunk of it was also due to her husband’s last statement.

  Double-penetration…

  Later…

  Her whole body stiffened. She wondered what it would be like. Whether or not she could handle it. Hell, it was almost crazy, considering all they’d done so far, that she hadn’t really thought about it until now.

  Amanda felt a strange warmth spreading out from her belly…

  Would they both fuck my pussy?

  It was a good question. She’d heard of such a thing, but didn’t even know how it was logistically possible. Every time she tried wrapping her head around it, the image escaped her.

  Or would one go in my pussy… and the other one in my ass?

  The whole idea thrilled her. Frightened her. Made her insanely hot. Scared the absolute shit out of her.

  All at the same time.

  Who would go where? Which one would—

  Amanda shook her head suddenly as if to clear it. She gulped hard. It seemed like a lot. It was all she could do just handling both her lovers, taking care of every one of their sexual needs — and just as many of her own — over the last few days. But double-penetration?

  “Hey…”

  The hand on her shoulder was Jason’s. He was pointing over toward Connor, who was boarding his waverunner. She noticed they’d already strapped the cooler to it.

  “You’re riding with Jason this time,” her husband called over his shoulder. He blew her a kiss before gunning the motor. “Meet you guys back home!”

  They watched as Connor tore away from the beach, splitting the water behind him. A minute later his motor was a faint drone in the distant background, and everything was calm again.

  “C’mon,” said Jason. “We’re in charge of putting out the fire.”

  It was a task didn’t take long. There wasn’t much left of their fire but a few glowing embers and blackened branches. Together they kicked sand all over it anyway, then stepped back into the waist-high surf.

  “You cold?”

  “Not really,” said Amanda. It was true. The water was actually very warm.

  “Good.”

  The air was silent and still, save for the gentle lapping of the waves on the shore. Jason looked down at her as they stood beside the floating waverunner. There was longing in his eyes.

  “You ready to go back?”

  Amanda nodded silently. Her eyes were on his. Neither one of them seemed in any hurry to move.

  All at once he bent to kiss her. She kissed him back, fervently, and he pulled her body into his.

  Neither of them said anything. There was really nothing to say. Jason’s hands were strong on her hips, his embrace comforting. He pressed one hand into the small of her back as Amanda slid her arms upward, over his shoulders.

  It was he who broke the kiss. Jason leaned back a bit to look at her, but their bodies remained connected at the hip. At the pelvis, where she could now feel a bulge forming beneath the water…

  “Never have I ever… fucked on a waverunner,” Jason said plainly.

  One corner of Amanda’s mouth curled into a smirk. She dragged five fingers across his chest, letting them linger at the base of his firm, athletic stomach.

  “Funny,” she said softly. “Neither have I…”

  Seven

  Amanda shook with adrenaline as Jason lifted her onto the floating machine. He hauled himself easily out of the water and straddled the seat, bringing them face to face.

  They kissed again. This time they did it slowly, passionately, with depth and feeling. Amanda was able to let go completely, fully embracing the connection between herself and her lover. There was nothing held back. No reservations.

  Just her, Jason, and their desperate, carnal need for each other.

  Oh, and the waverunner too.

  Jason untied her bikini top as he kissed his way down her neck, then buried his face in her warm breasts. His chin tickled her skin… the stubble rubbing up and down the soft, pillowy valley between her tits.

  God… Amanda sighed. It feels so fucking good…

  As before, with Connor, she rolled her head back. This time, instead of sky, Amanda saw a whole ocean of stars. Tiny pinpricks of light — a near limitless sea of them — presided over by a big, shining moon.

  I just…

  He kissed her breasts. Tongued his way slowly over to her nipples…

  I just love him so much…

  As Jason’s mouth latched on to her broad pink areola, Amanda allowed her mind to explore the depths of such a profound internal statement. Yes, she loved him. Yes, in the much same ways she loved Connor. The admission was sobering, even startling. Yet it all seemed genuine. It still seemed somehow… right.

  What would Connor think?

  She tried imagining her husband’s reaction. So far Connor had shared her fully with his best friend, mind and body. And now soul? Because surely while she and her husband would always be soulmates, the feelings she felt for Jason ran just as deep. She’d known him just as long, give or take a date or two. Would it really be so impossible for her to love him? Just as much as Connor did?

  Would he be jealous?

  Her gut instinct was no. Connor had watched her — his wife — making love to his best friend several times now, and even joined in. And every time had been exactly the same: he’d exhibited nothing but unbridled excitement.

  Jason’s hands slid up her firm thighs. They felt warm and comforting. Amanda
helped him roll her bikini bottom down, then lifted her legs so he could take it off. She was stark naked now. Straddling the waverunner, kissing her husband’s best friend while his fingers traveled up to—

  “Ohhhh…”

  She moaned loudly at his touch. The tips of Jason’s fingers found her entrance, and she spread ever so slightly as he pushed himself gently inside. All while still kissing her. Kissing his way down past her breasts now, to her stomach, to the sensitive patch of skin just below her belly button…

  “Lean back…”

  Once again, she did. Jason’s hands took her legs and pinned them over his shoulders. He pushed them back, spreading her wide, stretching Amanda’s body until her feet were nearly touching her ears. His tongue dove inside her, swirling around, probing her folds. It was warm and wet. So deliciously deep…

  “Oh God, Jason…”

  He pushed her upward, further, toward the steering control. Their life vests hung from the throttle. Deftly he scooped them up and arranged them behind her, so that she was laying on the soft foam. Then he went back to eating her pussy.

  Amanda’s body quivered beneath his touch. Or maybe it was the cold, now that they were out of the water. Either way, it felt so good when he finally pushed forward, kissing his way back up to her mouth. She scooted forward, throwing her legs over his, pressing their bare chests together…

  She gasped as his strong arms lifted her again, as easily as if she weighed nothing. This time Jason deposited her into his lap… straight down on his throbbing erection, which was jutting up toward the sky.

  “OH FUCK…”

  It felt incredible, being impaled like this. Feeling him drive this deep inside her. For a long moment they just sat there, holding each other, connected in the most intimate of all possible ways. Jason’s cock thrummed inside her, like an idling engine ready to be revved.

  Amanda’s hands were on his shoulders, ready for anything. She looked down at him. His big arms, his sculpted chest… her lover’s best features appeared over-exaggerated now by the light of the moon. As if chiseled out of marble, he looked like a statue.