Senior Year Memories Ch. 06

"Sorry," I said.

Kaitlyn was moaning and panting like an animal. "Sorry? Stop? Stop? STOP?!? I'm, fuck, so I'm so fucking close... please..."

Easily, Tori grabbed Kaitlyn by the shoulders and tossed her down onto the bed face first, spanking her with one great, big open-handed slap across the ass so sharp and loud it practically echoed in the room right as she landed.

"You're gonna cum tonight, probably a lot, but if you keep acting like a bitch, I'm gonna treat you like a bitch and make you wait, okay?" Tori threatened.

Kaitlyn, groaning, reached her hands down to masturbate her sopping cunt, but Tori pulled them behind her back and said to Brooke, "Hold these here until she's ready to play by the rules?"

"Done and done!" Brooke exclaimed, sitting on Kaitlyn's back and pinning her hands in place.

"Brooke!" Kaitlyn complained.

"Sorry, Kaitlyn, but I, like, totally gotta see where this is going!" Brooke said.

More than anything, I wanted to too, but it was something I feared as much as much as I wanted to see through. We were getting into more line crossing territory, standing just at the edge of the line and considering whether or not it was something we'd be willing to never turn back from. At least, that's where my head was. The way Tori looked, it felt like she was trying to figure out a particularly elaborate math problem of where everyone's limbs had to fit. I knew she was hiding nervousness too, but she hid it well, better than my jackhammer of a heartbeat could claim.

Tori began, "So, let's face facts. We got four sluts in one room-"

"Hey, I'm not a slut!" I protested.

"Ryan, how many girls have you fucked?" Tori asked.

With more blood in my cock than my brain and the answer being far beyond my reach, I admitted to myself that she had a point said, "Okay, so, what about four sluts in one room?"

Tori smiled a smile that let in more nervousness than she meant to, especially when she looked at me. "Four sluts in one room, one of them already naked and one half-naked, and if we're gonna be honest about it, we all know where this is going, right?"

"Yeah," Kaitlyn and Brooke said almost simultaneously.

I gulped. "Yeah."

"Well, good. If we know that this night is gonna end with the four of us sweaty and naked and tangled up in each other, seeing how many times we can make each other cum, then let's get the boring parts out of the way. Let's all get naked, let's all get in bed, and let's get to the part where we all make each other cum. How does that sound?" Tori said.

"Fine by me!" Brooke squealed, bouncing her delightful ass off Kaitlyn's wrists just enough to hook her thumbs under the elastic of the pajamas, pulling them and her panties to her knees in one swift move, then completely off with another. Her tight, pink little pussy with its pale blonde pubes shaved into a heart resting just above Kaitlyn's hands.

Kaitlyn sensed an opportunity and grabbed at Brooke's pussy from her pinned position. Caught in a sound halfway between a squeal and a groan, Brooke said, "I may have made, like, a major fucking strategic error here!"

From there, Kaitlyn wrestled her way out from under Brooke, and the two of them wrestled on the bed, laughing, grabbing and fingering in what was probably a hotter than hell sight to behold, but I was so nervous and focused on Tori that they could've been firing a flamethrower into the air and I probably wouldn't have noticed.

"So, uh, should I go first, or you, or...?"

Tori rolled her eyes at me. "How 'bout we both do it at once, get it out of the way?"

"Uh, sure," I replied, pulling off my shirt the same time as Tori. If it was even possible, her skin under her shirt was even paler, but more freckle free than her arms and neck. The freckles even translated down to the tops of her breasts, but I wasn't too concerned with looking for imperfections as I stared at Tori's naked tits for the first time. They were easily a D-cup and had a slight bit of sag to them. Her nipples had a wide pink areola and stuck out prominently. Going by most standards, they were far from perfect, but to me, they were some of the most beautiful tits I'd ever seen.

"Wow," I whispered.

"Thanks," Tori said, blushing. "You're less impressive, but, you know, thanks for taking off your shirt."

Laughing, I stuck my tongue out at her. She said, "You stick that tongue out, you better be good to use it."

"Oh, he knows how to use it," Kaitlyn moaned from the bed as Brooke fingered her.

"Totally," Brooke confirmed.

"Sweet," Tori said, pulling off her sweatpants.

Getting my first look at her pussy, I'd have probably said "Sweet" too were I still capable of words. In the past month, I'd seen a lot of pussies of all shapes and sizes, but for the life of me Tori's looked the most perfect. Pretty, tight little pink lips, already slightly moist, the tiny button of her clit standing out just right underneath a well-trimmed strip of red hair. I may have been biased with her being my best friend, someone I genuinely loved instead of lusted for, but it looked amazing.

Smiling, Tori turned just slightly enough to show off a nice, round butt, squeezing it and showing off to me, her smile telling me it was my turn.

Fumbling more than I should've with only a pair of sweats and underwear to pull down, I finally stood naked in front of Tori, my ten inch long, very thick cock standing out, harder than it had likely ever been. Even with the powerful orgasm I'd had earlier in the night, it felt like I had reserves for days, precum already leaking from the tip in a slow river.

Tori's eyes widened at the sight, though she tried to play it cool.

"Ah," she said. "Okay, not... not that far off, from what I've heard. Definitely, uh, definitely bigger than my strap-ons."

Brooke cocked her head up excitedly. "You've got a strap-on?"

Looking almost pleased to have a distraction where she held control, Tori turned to Brooke. "Strap-ons. Plural. In the blue box beneath the bed, feel free to try one out, though don't touch the big purple one! That's my favorite."

Giddy at having a new game, Brooke jumped off the bed and started rummaging for the blue box, while Kaitlyn looked disgruntled at having yet another orgasm delayed.

"You guys are assholes," Kaitlyn said.

"Oh, wow, you got a whole toy box down here!" Brooke exclaimed, clapping.

Tori smiled. "Benefits of working part-time at a sex shop: employee discount."

In a way, it felt good that she seemed as nervous about the next step as I was, but it was also something we clearly both wanted, maybe even needed, and someone had to make the first move.

Though it was utterly terrifying, I walked up to Tori and kissed her. She made a sound much like surprise, her eyes bugging out almost completely, but once that wore off, we both closed our eyes as we took our first real chance to explore each others' lips. Despite her confidence ordering the other two around, there was a certain tentativeness to her kisses, tentativeness mixed with some anticipation and enthusiasm. After a few seconds of realizing that, yes, we actually were making out with each other and that it felt good, no, not just good, it felt right, we really started to get into it.

I wrapped my arms around her back, running them up the perfectly smooth skin of her back, exploring the flare of her hips as she did the same to me. I ran my hands up under the sides of her chest, cupping her breasts experimentally, enjoying their heft and running my thumbs along her nipples. They hardened in response, a slight gasp escaping her lips.

In response, she ran a hand along my outer thigh, traced it along my inner thigh. Tori cupped my balls, weighing them, before mostly closing her hand around the root of my cock.

"My fingers won't even touch," she mused, her hand drifting up my cock and settling around the head, running circles around it as she slowly jacked me. Her fingers were expert, and it took everything I had to stay on my feet.

"So I've been told," I said, reaching down and pressing two fingers into Tori's moist cunt. They slid in easily, almost as if she were pulling me in. We held onto each other tightly as we manually pleasured each other, lost in our own world in the middle of this room. Had we been alone and left to our own devices, we probably would've come right there, collapsing to the floor a laughing mess, but utterly pleased.

Instead, our attention was stolen by Kaitlyn yelping, "Hey, be careful with that!"

Still pleasuring each other, Tori and I looked to the bed. Kaitlyn was on her back, naked and lewdly spread out, her eyes wide. Brooke crawled over to her, an eight-inch long, hot pink strap-on bouncing in front of her pussy as she tried to line herself up with Kaitlyn.

"I'm always careful!" Brooke exclaimed, twirling one of her pigtails.

"No you're not!" Kaitlyn protested.

"Well, I'm always fun, aren't I?" Brooke said, rubbing the head of the dildo against Kaitlyn's pussy lips.

"Usually," Kaitlyn admitted through a moan.

"Then lie back and, like, let me fuck you for once. Always wanted to try one of these..." Brooke said, slowly, awkwardly thrusting the strap-on dildo into Kaitlyn's pussy. Kaitlyn groaned, her eyes rolling back into her head as Brooke slowly worked the rubber cock into her cunt.

"Oh fuck, oh fuck, oh fuck, that's nice," Kaitlyn moaned as Brooke built up a rhythm, awkwardly getting the hang of fucking Kaitlyn missionary style.

"I can tell right now, this is gonna be great for my core!" Brooke exclaimed, fucking into Kaitlyn harder. The two of them stared into each others' eyes for a moment before Brooke darted in, sloppily making out with Kaitlyn.

"We should join them. Don't want them having all the fun," Tori said.

"I don't know about you, but I am having fun," I said.

"I can tell," she said, squeezing my cock. "But there's always more fun."

Tori sauntered on over to the bed, sashaying her ass as she went, before lying down on her back next to Kaitlyn.

"Now, are you gonna eat my pussy, or aren't ya?" Tori asked, spreading her legs and opening her pussy lips with her fingers.

Who was I to turn down such an eloquent request?

I crawled onto the bed, mindful of Brooke awkwardly fucking Kaitlyn with a strap on next to us. I slid between Tori's legs, sliding my hands under her thighs, cupping her ass, then wrapping them around her waist as I pulled in closer. My face only inches from her pussy, I breathed in her scent, intoxicated by the musky aroma, wanting desperately to taste her. I looked up at her expectant gaze, her chest heaving with deep-breathed anticipation. I stuck my tongue out, tauntingly hovering it over her clit, close to touching her but not quite, frustrating her to no end.

"Do it. Come on, Ryan, lick my fucking pussy," Tori growled.

I dove in, running my tongue all over her lips, exploring her pussy, learning every fold, every corner that made her moan from her deepest core. She had a sweet, tangy taste that I found I couldn't get enough of, lapping at her, always wanting more, wanting to drive her to that edge, past that edge. I wanted to take all these years of friendship and pent up chemistry and show her what she really meant to me, how much I'd wanted this for so long, even if I hadn't fully understood how badly.

"Fuck, yes, good, very good, keep going, like that, like that, fuck," she urged me on.

"He's, fuck, good, huh? Really knows how to eat a fucking cunt, doesn't he? Fuck, fuck, yeah, fuck, I taught him everything he fucking knows," Kaitlyn said arrogantly as Brooke pounded her.

"You ain't the only one! I taught you how to lick a cute little pussy too, didn't I, Ryan?" Brooke said, blinking back at me.

"In your, FUCK! In your fucking dreams!" Kaitlyn groaned as Brooke fucked her harder.

They clearly wanted me to weigh in on this, but I was content to have my mouth full of Tori's pussy. The way she writhed on the bed, pinching and twisting her nipples, grinding her cunt into my face, I gathered that she was content with this arrangement too. If it weren't for the need to breathe, or really do anything else, I was sure I could've just stayed right there, eating Tori's pussy forever. I loved watching her reactions, listening to her soft yet firm guidance while Kaitlyn and Brooke fucked like animals beside us. I loved, truly, truly loved when our eyes would meet through the canyon between her breasts, those beautiful blue eyes urging me on to make her cum.

"Come on, do it, fucking do it, I know you can, make me cum, fuck, Ryan, make me cum before that Kaitlyn bitch, she's got a head start but we can finish first, make me cum, do it, do it you fuck, god, fuck me with your mouth, fuck me with your mouth, do it, come on, MAKE ME FUCKING CUM!!!" Tori roared, her ferocity enough to throw even Brooke and Kaitlyn off their game.

I did as I was told, eating her more energetically, sliding two fingers into her cunt and twisting them, searching for her G-spot. Kaitlyn had taken Tori's dirty talk as a challenge and fingered herself while Brooke fucked her. Both Kaitlyn and Tori began to shake and shudder, their moans rising louder and louder, transforming them into the inevitable screams as they both came.

I couldn't say who came first, but I know they were both loud, and that even in their combined screams I could pick out Tori's voice easily. Her orgasmic cry, a heavy grunt followed by a wail of intense pleasure that went on like a siren, was a sound I instantly knew I wanted more of. Even as her pussy spasmed and gushed pussy juice onto my face, flooding my mouth with the sweetest nectar I'd ever known, I kept digging, twisting my fingers and sucking on her clit, wanting to draw out her orgasm as long as she was physically capable of having it. Throughout the seemingly neverending orgasm, our eyes locked onto each other, staring into each other as only we knew how.

I reached up with my free hand to take one of hers in mine, only to find that she and Kaitlyn were already clasping hands tightly through their mutual orgasms. I joined my hand to theirs as the orgasms ran their course, winding down to a post-orgasmic bliss, only to be shocked out of that bliss when Brooke put one of her dainty hands on top of all of ours.

"Yay, we're like a team now!" Brooke squealed.

Well, the intense eroticism of the moment might have been broken (broken by a naked, pigtailed blonde wearing a hot pink, eight-inch strap-on), but it felt good when we all started laughing.

"So, that was fun," Tori said.

"Fun for you, maybe, but Brooke here doesn't know how to use a cock for shit," Kaitlyn said, pushing her friend off of her.

"Hey, you try fucking with one of these! They're harder than they look," Brooke said, turning to me. "I don't know how you guys do it."

"It's easy with a little practice," I said.

"Fuck practice. I need some real cock," Kaitlyn said, getting up on her knees, grabbing me by the shoulders and rolling me onto my back. My cock, dripping and slick from Tori's abbreviated hand job, stuck up in the air, bobbing expectantly. Kaitlyn crawled next to me, licking her lips while jacking my cock.

"Oh, what, I make you cum screaming and it's not good enough for ya?" Brooke pouted.

"You made me cum just fine, but you of all people should know I'm a greedy fucking cumslut," Kaitlyn said, straddling my hips and rubbing her soaked cunt lips up and down my shaft, filling me with a most exquisite agony of anticipation. I looked over to Tori, who rolled her eyes and got out of bed.

What she was doing or had planned was beyond my vision as Kaitlyn descended on me, thrusting her tits in my face. I latched onto them with my mouth, alternating on sucking each of them as she slowly lowered her pussy onto my cock. Her pussy, so familiar it felt like home now, parted for me easily, all ten inches buried up to the base with one easy stroke.

"Now THIS!" she declared, rocking her hips back and forth. "THIS is the cock I need!"

I couldn't argue with her about that, because her pussy was, as always, amazing. For all the fucking we did, it still felt infinitely tight, so hot, so wet. The way her face went from bitchy to sublime the moment I entered her was still one of the greatest joys in my life.

Well, almost greatest; fucking her was still pretty nice too. It had been a couple hours since we'd double-teamed Addison, but I was already building to another full tank of cum. I'd thought at first that that cum was going to be for Tori, but the way Kaitlyn rode me, I knew she meant to claim it for herself.

Kaitlyn pounded down onto me, and I made to match her every move, but she was in one of her moments where she had to show off, had to show that she was the boss, and that was probably why she didn't see Tori sneaking up behind her until she'd wrapped her arms around Kaitlyn's chest and squeezed her tits.

"What the, oh, oh, fuck yeah, you wanna, mmmm, you wanna join in too?" Kaitlyn purred as Tori flicked her nipples.

"Something like that," Tori said, rubbing her breasts against Kaitlyn's back. She had a mischievous grin that Kaitlyn couldn't see, and though I was lost in fucking Kaitlyn, I was definitely interested in seeing what she had in mind.

"Mmmm, what's that?" Kaitlyn asked.

"That... Ryan, would you slow down for a sec?" Tori began. I didn't want to slow down, not when it felt like I was about to release a gallon of cum in Kaitlyn's tight pussy, but the way she looked at me I knew it was in my best interest to agree. I slowed down, though my groan of protest was matched by Kaitlyn's.

"Thank you," Tori continued. "That, Kaitlyn, is an eight-inch-long and very thick, very well-lubed strap-on rubbing up against your asshole, and this is what we call a double-penetration."

As Tori thrust forward slowly, Kaitlyn's eyes went wide and she screamed, "FUUUUUUUUUUUUUUUUUUCK!"

"What, you can't handle two cocks at once? I thought you were a fucking slut," Tori said, wrapping a hand around Kaitlyn's neck. She pulled her up to her face so she could kiss her deeply while forcing more of the dildo into her ass.

"I am a fucking slut, god, fuck that's big, but, god, it's so fucking big, and he's so fucking big, you're tearing me up and, fuck, FUCK IT'S SO GOOD!" Kaitlyn yelled.

"You like that? You like that don't you you filthy little whore? You like being double-penetrated by a couple nerds you used to shit on, don't you? You talk a big game, but this is where you want to be, isn't it? You want us, fucking you, making you fucking scream like the dirty little slut you are," Tori said. The way she started to move, I got the idea that she'd bottomed out in Kaitlyn's ass, and I slowly started to move in sync with her, both of us fucking in and out of her obscenely stretched holes.

"Ye...ye...yeessssss," Kaitlyn whimpered, barely a whisper as her eyes rolled back in her skull in pleasure.

"Yes what?" Tori snarled, pinching and twisting Kaitlyn's nipples hard.

"I like... I like being in charge... but I love you two dominating me and my tight little holes," Kaitlyn moaned.

"Good, because we're gonna fuck you raw," Tori said, pounding in and out of Kaitlyn's ass with long, hard strokes that were difficult to match, yet I somehow kept up with. Looking into both Kaitlyn's eyes and Tori's eyes at the same time while we both fucked Kaitlyn was intense, and might've been enough to make me cum right there, if it didn't bring up one burning question.

"You really like it in the ass, don't you, Kaitlyn," I grunted.

"Yea, yeah," she stuttered as Tori and I fucked her harder.

"Then why didn't you ever let me fuck your ass?"

"He hasn't fucked your ass?" Tori and Brooke said, almost in perfect sync.

"I, I, I, oh god, I was waiting for a special occasion?" Kaitlyn said, at a loss for words from the pleasure and repeating Tori's line about the whiskey bottle back at her.