Chapter 6: Lily

I’m a virgin, Matty.

I blinked and froze as Lily’s words bounced around the inside of my brain, caroming off the metaphorical walls without ever quite sticking and sinking in. In the meantime, my jaw dropped open and then flapped a bit without any actual sounds emerging.

Lily gave me an embarrassed look before smiling. “The last guy I said that to got super-excited and then really aggressive, like he was super-eager to claim my cherry. Scared me, actually, which is one reason why he didn’t get it. I’m kinda relieved you look so shocked.”

I suddenly found my voice and stammered defensively, “I ... uh ... I mean ... It’s just that you were sending me really strong signals that you were interested in me ... like ... sexually interested. Given how much Belle was ... I mean ... I’m sorry ... I just ... I guess I assumed that you weren’t a virgin. On the other hand, in hindsight I should’ve recognized from some of your reactions that you might have been ... uh ... inexperienced.”

“I’m not inexperienced. I’ve done stuff.” Now Lily looked defensive. “I’m not a little kid who doesn’t know where babies come from and yours wasn’t the first lala-hu I’ve ever seen or anything. It’s just that I never quite felt... ready to ... to take that final step.”

Lily’s defensive fire subsided, and she rather bashfully turned her gaze out the window and studiously worked hard to not look at me as if she’d lose her nerve if our eyes met.

“Kids on the islands are usually pretty casual about sex,” she muttered. “It’s a small kine thing - no big deal - like smoking weed. Guys have tried to get into my panties before ... and I’ve been tempted to let them, but ... but when it came right down to it, I ... I always chickened out.”

Lily’s voice trailed off, but I sensed she had more to say, so I patiently waited her out.

“Belle talked things up like sex with you was the most incredibly rewarding experience in the entire universe,” she finally continued, still staring out the window. “She got me super-curious to find out if the real thing could live up to the hype. I started thinking to myself ... yeah ... maybe it’s finally time. I’m attracted to you, but you’ve got other girlfriends and I wouldn’t have to worry about any romantic complications. I could try it out ... see how it felt ... and if things turned ‘junk’, then ... then I could just say it was a small kine thing.”

“But it’s kind of a big kine thing.”

Lily smirked and shook her head. “Big kine actually means the same as small kine. It’s just said in a sarcastic tone: ’Big kiiine.’ ‘Big deeeeal.’ Still means ‘no big deal’.”

“Pretty much the same thing in English.” I shrugged and gave her a relaxed grin.

The Hawaiian girl shook her head and sighed before planting her right elbow on the car door armrest and then dropping her chin onto her palm. “See, this is why I want to have sex with you.”

Although I didn’t quite hear another record scratch, I still found myself caught off-guard by that statement and blinked twice in surprise, my expression clearly stating, ‘I’m not following.’

Lily smirked and said, “Right now you’re not scary at all.”

I blinked again and asked, “‘Scary’?”

“You’re being the ‘honorary Canadian’: so sweet and considerate of my feelings and making the effort to get to know me and even attempt to better understand my Hawaiian pidgin.” Lily smiled and shrugged. “It makes me think you’d be a kind and considerate lover for my first time and not like all the fumbling buggahs on the island who were trying to get my cherry.”

I didn’t know how to respond to that.

“Belle talked about lying back in bed and spreading her thighs while you got yourself comfortably situated on a desk chair at the foot of the bed and then just... devouring her with your mouth and fingers for what felt like hours. No hurry to get your own rocks off - just pure commitment to parking your face in her crotch and staying there for as long as she wanted. I’ve never had a guy willing to do that for me.”

I knew that was a compliment but shrugged and said with a smirk, “Small kine.”

“Sam waxes poetic about snuggling in your arms all night and how utterly safe and loved she feels knowing that you will ALWAYS be waiting for her no matter what.”

I smiled and nodded. “It’s the truth. I will. Always.”

“Neevie gets such a dreamy, faraway look when she talks about you filling her sacred core and feeling so intimately connected together with you that she can’t imagine being separated from you ever again.”

I coughed and found myself curious if Lily knew exactly where Neevie’s ‘sacred core’ really was.

Lily bit her lip and looked embarrassed as she stared out the window again. “I think I got some kind of PG-13 lovemaking in mind when I thought about you being with the other girls. And I knew they had sex with each other, but when I pictured it in my mind I imagined the three of you writhing together in one big hug taking turns exchanging breathy kisses that were so sweet and sensual. I started to imagine myself in their places, maybe even going so far as to explore kissing Belle or something while you slowly filled up my ‘sacred core’.”

I coughed again, now feeling pretty sure Lily had no idea which hole led to Neevie’s ‘sacred core’.

Lily glanced over at me, winced, and shook her head. “I was NOT prepared to listen to you making Holly scream at the top of her lungs accompanied by all those rhythmic, meaty thumps last night. When Holly yelled for Belle to ‘come and get it’ I just about shit myself in surprise. And when I heard the three of you start up again, I couldn’t help but go and ... and...”

“And come up the stairs to take a look?” I ventured, remembering the sight of her leaning against the doorjamb with an expression of pale-faced shock.

“I wasn’t prepared to see you pinning Holly’s head down and ... I mean ... I...” Lily’s gaze drifted out the window again before she muttered, “I’ve never even thought of having anal sex. I thought that kine shit was just in porn.”

“It really isn’t always like that. We may not be PG-13 exactly, but there’s usually a lot more intimate kissing and fondling, and less screaming and spanking. I’m sorry if we scared you. Really, I’m sorry.”

“Honorary Canadian,” she muttered, shaking her head with a smirk.

I took a deep breath and collected myself. “I think I understand better now where your hesitation comes from and why I’ve been getting mixed signals. You’re attracted to me but you’re nervous. Last night with Belle and Holly showed you a different side to sex that scared you. It’s totally understandable. A girl’s first time is a ... it’s a big step. Believe me: I know.”

“I do believe you.” Lily arched an eyebrow at me. “How many cherries have you gotten so far?”

“Uh, w-well...” I stammered. “It’s not about ‘getting cherries’ for me.”

“There were seven girls in the OG BTC, right?”

I shook my head. “I wasn’t actually the first guy for all of them.”

“Really? Which ones?” Lily’s eyes lit up at the idea of learning new info, although I couldn’t actually tell from her question whether she wanted to know which ones had been virgins before me or which ones hadn’t. Probably both.

But I shook my head and gestured with both hands palms-down for her to chill. “I’m not gonna spill that kind of information. Sorry.”

She screwed up her face and then waggled her head. “Maybe I can get Belle to tell me.”

“Probably,” I conceded. “But you’re not gonna find out from me.”

“You and I aren’t at that level of emotional intimacy yet?”

“We’re getting there.”

“Would it make a difference if our relationship took that big step?”

I raised my eyebrows. “That would be a big step in our relationship if that’s what you really want, but it’s not necessarily a shortcut to emotional intimacy. You and I are starting to become friends. You’re a great conversationalist, I enjoy your company, and I am thrilled that having you around makes Belle so happy. But you and I are still working on getting to know each other. And quite honestly, finding out you’re a virgin makes me want to be even more cautious about how our physical intimacy proceeds. I know you said you’re not interested in romance. But at the same time, your first man really should--”

“Don’t patronize me by saying my first time should be with somebody special that I really care about,” she cut me off.

I took a deep breath and considered my response. “I just don’t want you to look back on our time together with any regret, that’s all. If this is really what you want to do, I want to make sure that you’re ... well... sure about it.”

She screwed up her face again. “You mean I’m gonna have to wait even longer before I can officially join The BTC?”

“The BTC was ‘The BTC’ long before any of us started having sex. Our friendships are based on mutual trust and on having each other’s back. Relatively speaking, the sex stuff is all fairly recent. Holly told you the story of trying to seduce me, so you know that -I- was a virgin less than a year ago. So please understand that having sex with me is NOT a requirement for official membership in The BTC.”

“But isn’t it?” Lily smirked. “Belle makes it seem like sitting down on your cock is like a sorority rite of passage in order to formally be initiated.”

I sighed and rubbed my forehead. “That girl...”

Lily laughed. “She’s entertaining. You have to give her that.”

“Oh I know she’s entertaining,” I conceded. “She’s also the one who terrifies me the most.”

“I can see that. She loves needling you, and you definitely get more exasperated with her than with anyone else. But it all comes from a good place in her heart. At the end of the day, she’ll love you for the rest of her life.”

“I know that too.” I took a deep breath and gave Lily a tight smile. “And I’ll love her for the rest of my life as well. I’m sure she’s told you all about us growing up together.”

“She has. She’s also told me all about her ‘big brother’ fantasies.” Lily smirked and then added, “Kinky.”

I chuckled and shrugged. “You have big brothers, don’t you?”

“Two. Never ONCE fantasized about either of them.” She made a face as if the mere thought turned her stomach before looking me up and down and then smirking. “But I think I could get behind the idea of you being the hunky, protective big brother type.”

Lily leaned towards me and reached out to take hold of my hands. She rubbed her thumbs along them, focused on my skin the same way she’d scrutinized her cuticles when she needed a moment to collect herself. I could see her working herself up to say something, so I waited her out until she was ready.

Finally, she stopped fiddling with her thumbs and looked up at my face. “I see how protective you are of Belle. I see the way that even now ... you’re protective of me and doing your best to not hurt my feelings or do anything that would - how did you put it? - ‘make me look back on our time together with any regret’. Thank you for that. I’m horny and attracted to you, and part of me wants to just say E hele kāua!, yank my panties off, and lean back right here in the car so you can stick it in me. But I still feel the same fear I felt back in high school and I’m not sure that I’m ready to lose my cherry.”

“That’s okay. Truly, that’s okay. And I promise that I’ll never push you into doing something you’re not a hundred percent comfortable with.”

She blinked and stared deep into my eyes. “Thank you for that. Mahalo.”

“He mea iki - you’re welcome,” I replied with a smile, having picked that one up myself over the past few weeks.

Lily squeezed my hands and smiled up at me. Her eyes narrowed a bit, she smirked, and then she reached up to take hold of my shoulders and crawl back into my lap. A moment later we were face-to-face, and she wrapped her arms around my neck.

“I’m not ready yet,” she told me with a twinkle in her eyes.

I arched an eyebrow. “Does that imply ... another day?”

Lily grinned. “Not today.”

And then she was kissing me again.

No longer feeling any pressure or anxiety about whether or not things might escalate, Lily and I enjoyed a really pleasant makeout session in the car, and she sighed agreeably while guiding my hand beneath the top of her dress again. Afterwards, we returned to the party hand-in-hand, both of us grinning ear-to-ear.

We stopped by the bar to grab a couple of fresh drinks before going in search of the others. We didn’t spot our friends right away, but familiar girlish squeals caught my attention and I wound up leading Lily over to the bounce house where I discovered all four of the other girls jumping up and down with jiggling jugs gyrating all over the place in an epic tug-of-war battle with gravity.

Yes, all four. Even Eva was laughing and giggling as she went boing-boing-boing on the inflatable plastic cushions. And when she accidentally got a little too close to Sam’s position and the blonde’s counter-bounce buckled her knees so that she collapsed into a heap and rolled over onto her back with her legs in the air, she only laughed even harder.

Lily was quick to ditch her high heels and join the girls inside while I stood alongside the guys ringing the perimeter of the plastic castle, enjoying the view. The petite Hawaiian girl’s arrival energized the other four busty babes, spurring them to a fresh round of exuberant springing all over the bounce house’s interior.

Sam’s massive rack seemed to defy gravity, the inertia of her tits’ upward momentum making them stay aloft an impossibly long time. Naimh’s scoop neck was cut low enough that I honestly wondered how in the hell she hadn’t already experienced a wardrobe malfunction. Belle’s bouncing boobies stretched her neckline’s elasticity to the max. Lily’s jiggling jugs juggled jubilantly. And Eva’s amazing assets arced in both acute and obtuse angles all over the place.

“I could stay here for hours, man,” a guy next to me muttered to his friend.

I chuckled and wryly shook my head while taking a healthy swig of my beer. Go on and watch as much as you want, dude, I thought silently. They’re all coming home with me.

Alas, all good things must come to an end (for the other guys). Sam fell down laughing and stayed down, draping one arm over her face while she lay in a haphazard heap. I had an excellent angle down the front of her dress, her massive melons forming a mountain of cleavage. Eva dropped down on her knees next to Sam, likewise laughing. Belle and Lily were holding hands as they approached the fallen females and lost their balance trying to come to a stop, with Lily flopping over Sam’s legs. And then Naimh finally bounded over and sat down next to the others, her chest still heaving as she gasped for air.

The guy who’d talked about staying here for hours started up a slow clap, I kid you not. The seven other guys surrounding the bounce house joined in, including me. And as the applause grew, the girls’ smiles did as well. Naimh even sketched a bow, which of course gave the guys next to me an eyeful of suspended cleavage.

Naimh then started butt-scooting her way across the bouncy castle’s bottom towards me at the exit. I took a step back in the grass and set my beer down on a nearby table before opening both arms as my randy redheaded girlfriend hopped over to me and wrapped me up in a fierce hug, followed by an equally fierce kiss.

Belle and Lily were next out, with Belle doing her Koala-bear hug with her legs wrapped around my waist as she crammed her tongue down my throat, and then Lily of course had to copy her bestie’s maneuver, including the Koala-bear hug.

Then Sam emerged from the exit and sauntered straight to me with a sexy sway in her hips. She raised one leg to wrap around my upper thigh while gripping my shoulders and searing her lips across mine. And then to my complete and utter surprise, Eva grabbed the back of my head with both hands, turned my face to hers, and then planted a searing smooch on my lips as well, accompanied by the hooting and hollering of the other girls around us.

I gave just as good as I got, already energized with excitement after getting kissed by the other four girls back-to-back(-to-back-to-back). I released Sam with one arm and wrapped it around Eva instead, pouring passionate power into our locked lips until she moaned into my mouth and actually elevated her own amorous energy as well. And when we finally separated to gasp for air, we both were staring at each other in surprise at just how good that first kiss had felt.

And then my Head Girlfriend giggled and turned my face back to hers, grinning just before she locked her lips to mine and kissed me again.

By the time Sam pulled away from me, the other guys had already started to move away, clearly seeing no point in sticking around to see some other lucky sonovabitch hogging all the girls. My three girlfriends plus Lily and Eva all wound up trying to hug me at the same time, surrounding me in one massive ball of sweaty girlflesh, all six of us laughing at the same time.

“We need some drinks,” Belle announced. “And by ‘drinks’ I actually mean we need water.”

“Water AND another round of alcohol,” Naimh chimed in. “Don’ tell’mah you lightweights canna keep’up.”

“Keep up? I’ll bet I can drink all you bitches under the table,” Eva declared proudly.

Naimh’s emerald eyes lit on fire. “Did ye jus’ challenge un Irish lass to’a drinkin’ contest?!?”

Eva grinned and replied back with something in Hawaiian I didn’t catch at all, but her tone and expression made it clear the phrase translated to, ‘Bring it on, bitch.’

Naimh grinned. “This is gonna be FUN.”

Naimh and Eva first did the math counting how many drinks they’d each already consumed and then set the ground rules for how to determine a winner for the night. It basically came down to matching each other drink for drink until one of them declared she’d had enough, although there was some discussion about the content of the remaining drinks: Naimh was more of a beer drinker while Eva wanted to stick to mixed cocktails; they ultimately settled on alternating one of each. Then, elbows intertwined, the two competitors led the way back up the deck stairs and over to the bar to fetch their next round as well as collect water bottles from an ice chest nearby.

In the meantime, nature called and I excused myself as we walked back into the house. The girls headed towards the bar while I went looking for a bathroom, and that’s when the guy who had started up the slow clap outside by the bounce house (and must’ve just watched all five of the girls emerge and take turns kissing me) interposed himself between me and the bathroom.

“Bro, are you fucking ALL of them?”

He was a ruggedly handsome young man with soap-opera-star hair and a perfectly manicured five o’clock shadow who folded his arms across his chest, giving me an expectant look. Arching an eyebrow, he regarded me with an icy coolness in his brilliant blue eyes and didn’t say anything further, seemingly content to wait me out and see what additional information I’d spill beneath the pressure of his baleful gaze.

You already know how this conversation went.

I shrugged, took a swig of my beer, and told him I needed to go pee. He followed after me, trying to get the scoop on my relationship status with each of the five hot coeds, asked if I was gay, confirmed to me that he was Lincoln, the house’s owner, and ultimately got me to admit that I wasn’t fucking ALL of them. I explained that “the other two” were our neighbors and not my girlfriends, and that’s when Naimh showed up and clarified, “Not yet.”

Rubbing my redheaded girlfriend’s forearms wrapped around my midsection, I gestured forward and explained, “Neevie, this is Lincoln, our generous host. Lincoln, this is one of my girlfriends: Neevie.”

“Enchanté,” Lincoln greeted with a charming smile and a polite bow.

“You have a lovely home,” Naimh replied warmly. “But if you’ll excuse us, I need to return my boyfriend to his harem of horny girls.”

Lincoln smirked at her response. “Far be it from me to keep a man from such exquisite beauty. But I sincerely hope our paths cross again someday.”

Naimh grinned. “Keep inviting us to these awesome parties and we’ll keep showing up.”

“Is that a promise? Can I also get your assurance that you and your friends will continue to avail yourselves of any future bounce houses?”

My girlfriend shrugged. “Invite us back and we’ll see. Meantime, gotta go.” She blew him an air kiss and then started walking back down the hall, dragging me with her.

“Wait-wait-wait,” I yelped immediately, tugging on her hand to get her to stop. “I still need to pee!”

Naimh giggled and we reversed direction.

Lincoln laughed and then stepped out of the way, making a grand sweeping gesture as if personally inviting me into his royal lavatory. But as we passed, he raised up his right fist and extended it to me, knuckles out. I fist-bumped him with my hand still clutching my red Solo cup, and then he turned his attention back to Naimh. “Until next time, my fair lady.”

“Next time!” she chirped happily. “Ooh! Opportunity!” And then she followed me into the bathroom, slammed the door shut behind us, and then promptly slammed my back against the door itself while shoving her tongue down my throat and grabbing my crotch to start vigorously rubbing my package.

“Neevie! Neevie! Seriously!” I muttered while breaking our kiss and then repeatedly dodging her attempts to re-fasten her lips to mine, only partially succeeding. “I can’t pee if you keep trying to give me a hard-on!”

“Hurry uh-uup!” she whined. “It’s been hours since you last fucked me and I’m horny!”

She promptly pulled the scoop-neck of her dress down below her big breasts, pulled the hem of her dress up above her waist, and then crammed three fingers into her soaking wet pussy while backing up against the sink and raising her right leg across the porcelain surface. The erotic sight finished the job that her vigorous rubbing had already started, and wouldn’t you know it? I didn’t feel the need to pee anymore.

Nor would I be able to pee until I got my dick to go soft again.

Thankfully, Naimh already knew the fastest way to get my dick to go soft again. And she squealed in supreme satisfaction when I simply surrendered and slammed my shaft straight into her sweet snatch.

I wondered if Lincoln was still right outside the door.

I fucked my fabulous freshman feminine filly to a screaming orgasm against the sink in under a minute flat. Then she pushed me down into a seated position on the toilet seat and rode me to another screaming orgasm that way, making absolutely no attempt to keep her volume down while she trapped my face in the valley of her cleavage and announced to the whole house how much she loved riding my “massive dick”.

When it was my turn to blow, my lusty and busty Irish bombshell dismounted my massive dick and squatted before me so she could swallow down every last drop. Even after I had nothing left to give her, she kept her mouth around my prick slurping out the dregs for another couple of minutes.