Date: Tue, 04 Apr 2023 19:08:34 +0000
From: TomOfInland@proton.me
Subject: Caleb, the Middle School Slut Boy: Chapter 9

Caleb, the Middle School Slut Boy: Chapter 9: "Quinn and Cole"

By Tom of Inland

TomOfInland@proton.me


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Disclaimer: This is a work of fiction. Any resemblance to real people,
living or dead, is coincidental. It contains explicit material intended
for adults over 18. If you are under 18 or are offended by sexual
activity between boys under 18, do not continue. If reading this type of
material is illegal in your location, proceed at your own risk. This work
is the sole property of the author and may not be reposted or reproduced
without the author's written permission.



I woke up in the middle of the night in the dark, naked and laying on my
belly, with Quinn's face buried in my little butt and his tongue and
lips on my tiny tight hole. With one hand and just a few fingers, he
spread my cheeks apart. His hot breath and spit immediately made me so
wet. Quinn licked me slowly and gently - the same way I licked his ass
earlier that night. His licks were so soft. He flicked the tip of his
tongue at the opening to my ass. It tickled a little, and felt amazing.


I let out a quiet, short moan and instinctively pushed my ass up and back
towards him, giving him better access. He must have known then that I was
awake.


"Mmmmm," I heard him groan, and then felt his other hand join his first
hand on my cheeks, one on each side, and he spread my butt open some
more.


At that point, Quinn pushed the tip of his tongue inside of me. I was in
ecstasy. I wanted more. I got onto my knees, kept my head and upper chest
on the sleeping bag, and angled my ass up towards the ceiling of the
tent. Then I turned my head to the side and looked back at him, but it
was so dark that I could barely see his body and head. He had risen from
laying flat between my legs to kneeling behind me, both hands still on my
ass, spreading my hole open even further.


"Goddam, bro," he whispered. "I love love love love LOVE your hole."
Then he kissed my hole. I heard the smack of his lips.


"My hole loves your tongue," I whispered back, and giggled softly.


I could feel my super tight hole open for him as he continually
readjusted his grip on my butt cheeks and spread them further apart,
giving him deeper access to my pink little pucker. I guess it won't be
long until I start growing hair down there, but for now I am still as
smooth as a baby. Quinn darted the tip of his tongue in and out, over and
over again, pausing to lick his lips.


"Fuck, baby boy," he said louder. "Give me that hole." He reached in
deeper and deeper, flicking the top edge of my hole each time he pulled
his tongue out.


"You feel so good," I told him, and I reached underneath my body to
pull on my stiff little prick. "Fuck!"


He ate my ass so good, just devouring it. He kissed my hole, licked it,
sucked it, and tongue fucked me relentlessly. Quinn groaned and moaned
with hunger as he ate me out. For a total bottom, he sure was into using
his mouth on my tiny butt. I was dripping wet, partially from all of his
spit, but also because my hole was leaking its own juices. I felt the
wetness dripping down onto my little balls as I continued to play with my
cock.


Suddenly, during a break from licking my hole when he was coming up for
air, I felt one of Quinn's fingers on my hole, holding steady there
right at the opening. Then, I felt a slight adjustment to the angle of
his finger and he pushed in a tiny, tiny bit. Maybe a half inch.


"Fuuuuck, buddy," Quinn said. "Soooo fuckin' TIGHT." He wiggled his
finger a little, testing my tightness.


"You like that, bro? This tight little butt?" I've looked in the
mirror and taken pics and vids of myself before. All that swimming pays
off. Not gonna lie - I thought my small, 11 year old ass was cute as
fuck. And hot.


"Hell, yeah," and keeping his finger less than an inch inside me, he
moved his body from behind me to kneel next to me. I lifted my body up,
pushed my hair out of my eyes with one hand, and got up on all fours. He
leaned down and got right in my face.


"Hey, bro," he smiled at me, then went deeper with his finger a
fraction of an inch.


"Hi," I smiled back and inhaled sharply a little as I got used to the
sensation. He gave me a little kiss on the lips.


"You good?" Quinn, sweet as ever, checking in on me again. His eyes
locked with mine.


"Yeah," I whispered.


He wiggled his finger around a bit, then went in deeper.


"Fuck!" It felt so good. It was so hot getting fingered by him while he
stared with passion into my eyes.


"Pull out for a second. I want to flip over onto my back." My knees
were getting tired.


"Sure." Quinn pulled out.


Two seconds later, I was on my back with my legs up, knees bent, and
Quinn had one arm around me under my head and another reaching between my
legs. My rock hard little dick pressed up against my abs. He immediately
found my smooth, wet hole, put a finger against it, leaned down to kiss
me, and pushed in.


This time when he kissed me, he kept his mouth on mine, and slowly pushed
his finger in deeper and deeper - deeper than he'd ever been before -
until he was completely inside of me. It felt deep like Owen's dick, but
boney because it wasn't a dick. It was so intense, and when he couldn't
go in any further I hoisted my butt up and put my arms around him, and
this allowed him to go just a TINY bit deeper. I just had to hold on to
him. I was moaning over and over again so loudly that for a few seconds I
thought to myself that I was so glad we were on this island in the middle
of the lake with nobody around to hear me.


We were still and not moving - his arm around my shoulder beneath me, our
lips locked, and his finger as deep into my smooth tight hole as a finger
could go, and then he began wiggling just the tip of his finger deep in
my butt, hitting that special spot that only Owen had ever reached, and
only with his dick.


I felt like I was going to cum or pee, but I did not want Quinn to stop.
I reached down with my right hand to jerk my rock solid 4 inches.


"Fuck, bro! What the fuck?!" I stopped kissing him long enough to say
these few words.


"You like me being in you?" Quinn asked with a devilish look in his
eyes.


"Mmmhmph," I groaned, and kissed him as hard as I was hugging him.


He began to move his finger in and out of my ass, just a little at a time
at first, then more and more until he was almost pulling all the way out
and then knuckles-deep again.


"Fuck, little man," Quinn said. I felt his hard cock against the side
of my leg. He was starting to get rough, finger fucking me good.


"I'm gonna cum!" I whacked my little prick faster and faster.


Quinn sat up. "Show me. I wanna see this time." Then he raped my hole
with his finger, jamming it in so fucking hard. I thought I was gonna
pass out.


"OWW!" It hurt, but I kept on jerking off.


"Cum for me, Caleb. Shoot that load, baby."


"I'm cumming!" And he kept finger-raping my ass and I spilled my clear
cum in a few gushes onto my dick, hand, and abs.  Quinn let up on my butt
a little bit, but stayed inside of me. My body convulsed in spasms,
lifting my feet, shoulders and head off the sleeping bag.


I lay there, panting, clenching my whole body tightly, including my butt.
He slowly let his finger slide out.


"Hot," Quinn said. "Look at your abs covered with cum."


"That was intense. And different. I normally shoot far, but this time it
just oozed out."


"You had a prostate orgasm," Quinn explained.


"Oh!" I knew about the prostate. One of the things that felt so good
when Owen fucked me, I had learned. But I didn't know there were
different types of orgasms.


"Yeah. Pretty dope, huh?" He tousled my hair and laughed.


"Yeah! Thanks!" I reached down to my butt and felt my hole. SOOOO wet.
And open. "You stretched me out a bit."


"Yeah, I did."


I reached for his cock next to me, quickly turned on my side with his
back to him and aimed his dick for ass. I put the head right on my hole.


"I bet you could just slide it in now," and with his giant cock in my
fist  I wiggled the huge head of his dick against my wet hole. Then I
pushed back a bit. I wanted him so badly, even though I just came and
shot a load.


"Fuuuuucccckkkk, Caleb," he said and replaced my hand on his cock with
his own, rubbing the huge uncut cockhead over my hole, up and down. "I
really want to, baby," and he lay down and spooned me, his chest against
the back of my head, his head looming over me. He slapped my hole with
his cock a few times.


"Could we just TRY??? Please?" I arched my back and pushed my butt
against him more.

He responded by pushing his cock harder against my ass.


"I really want to..." he started, like he had more to say, and then
didn't finish his thought. He let go of his cock with his hand and used
that arm to wrap around me.


"Come here," and he pulled me tightly to him. I still felt his hard
cock against my ass, but his body had relaxed somewhat. "I think we
should go back to sleep now," and he kissed the top of my hair. "You
are so fuckin' special, Caleb."

"You're special too," I said, and I turned back to him to give him a
quick bedtime kiss. "Goodnight, Quinn."


"Goodnight, baby bro."


Then I turned away again and fell asleep with his arms around me.


The next morning I woke up with Quinn's arms wrapped around me, and I
could feel his morning wood against my ass. Of course, my mind
immediately went to the idea of raping his horse cock with my tiny butt,
but I was completely convinced that Quinn was a 100% total monstercocked
bottom. It was a tragedy.


I REALLY needed to pee, so I lifted Quinn's arm up off of me and got up.
I let myself out of the tent. The sun was shining brightly, and it was
still very humid out, just not as hot. There was a slight breeze that I
could not feel inside the tent, which was nice.


I walked over to some bushes bare-assed naked and took my soft dick in my
hands (It was about 2 and a half inches soft). Then I heard the tent door
unzip.


"Morning," Quinn said. Then he walked over to me. "I gotta piss,
too," and we stood next to each other and had our long morning pees.
"Hungry?"


"Actually, yeah, I am."


"Let's go back to the house, and I'll make a real breakfast."


"Perfect."


After finishing pissing, we packed our stuff up, put on our shorts, and
walked to the shore. Quinn left the tent up in case he wanted to go back
there sometime soon. We paddled back across the lake to his house,
grabbed our stuff, and went inside.


The house still seemed empty. We walked down the hall towards his room,
and noticed the bathroom door open and the shower water was running.


"Hey, fags!" Cole yelled from the shower.


Quinn dropped his stuff in his room and headed back to the kitchen.
"Bacon and eggs?"


"Sounds amazing," I told him. It really did.


"Make yourself at home," he said, as he walked down the hall.


I flopped onto his bed. My stomach was growling from hunger. I patted my
abs. I was still a little grimy from the cum and sweat, but I didn't
care much. I stared at the ceiling and thought about how close I got to
having Quinn fuck me.


Just then, Cole walked into the room with a towel around his waist. He
walked closer to Quinn's bed.


"Hey, buddy," he said, smiling at me. Then he dropped his towel. His
hard cock stuck out straight at a 90 degree angle. "Fun night on the
island?"


"Yeah, bro, it was dope." I sat up and swung my legs off of the bed,
sitting on the edge. Cole came closer to me, now just about 2 feet away.


I eyed his cock. He saw me looking, smiled, and reached down to hold it.
He started stroking.


Then he said, "I'm so fuckin' horny."


I grabbed my stiffening little dick through my gym shorts and looked at
his cock. Cole moved even closer, and I reached out for his dick, and put
it in my mouth as far as it could go.


"Fuck, bro," Cole said. By now you know that I can only suck about 4
inches deep. All that fun with Quinn still made me so hungry for cock. I
pushed myself a little further for him, though, and could get about 5 of
his 8 inches in before I gagged, then I pulled back and saw my spit
making his dick look all shiny. I sucked and jerked him good.


"Suck that big dick," he commanded. Like he needed to tell me what to
do! haha


I stopped, pulled off of his dick, and looked up at him. "How `bout you
fuck me?"


Cole looked at me and smiled.


"You know your brother didn't top me," I reminded him.


"Get up on the bed," he instructed me.


I got on all fours at the edge of the bed and pulled my gym shorts down
to my knees. I felt my hard dick snap up and hit my abs. I remembered
being in this same position on this same bed when I thought Owen was
going to top me during the Fuck Club initiation on Friday night. I looked
over my shoulder back at Cole to see him move towards me, between my
legs.


"Fuuuuccckk," he said as he reached for my ass with his hand. "Look at
the pretty little ass," and he gave it a gentle slap. Then he pinched
one cheek with his hand, and a second later I felt his mouth on my hole.
He licked and kissed and tongue-fucked me there in the same way his
brother did. "You taste sweet as fuck."


 His tongue felt amazing, and it made me happy that he liked my tight and
tiny butt. Then I felt him grip both of my butt cheeks with both hands
and roughly spread them open. "FUCK! Look at that pretty pink hole,"
and he dove in headfirst again.


After another minute of me groaning with pleasure he stopped and then I
felt his beautiful hard 7 ½ inch cock on my hole. "You ready for this,
Caleb?"


"Fuck, bro!" I said to him over my shoulder, "give it to me!"


I felt his cockhead push in - just the tip - and it was a LOT, but I
haven't been fucked since the last time I messed around with Owen one on
one, and that was over a week ago!


"Jesus Christ. That is one tight fuckin' hole," Cole whispered
happily.


"FUCK!" I yelled. And then I made a HUGE mistake. I told him, "FUCK
ME!"


Two seconds later his big 14 year old cock was inside of me SO DEEP and
the pain shot through my little body like a lightning bolt.
Involuntarily, I jumped about 2 feet forward onto the bed, pulling my ass
off of his cock.


"FUUUUCK fuck fuck fuck FUCK!" I rolled over onto my side and grabbed
my butt. "That fucking HURTS!" I still felt pain deep in my hole, but I
was smiling and laughing a little bit.


"Let's try that again," Cole suggested, with his body as much as with
his words, because he grabbed me by my hips and pulled my ass to the edge
of the bed so I was on all fours. "Down, boy," he said, as he pushed my
shoulders downwards with his hand, angling my butt towards the ceiling.
Cole wasn't as gentle as his big brother.


I heard him spit onto my hole, then his big hard cock there, then he was
pushing in again.

I was looking up sideways at him, my head down on the bed. His eyes were
fixated on my ass taking his dick, and he slid it in, slower, but still
all the way in one long thrust.


Then I heard Quinn say, "Bacon and eggs is ready," and out of the
corner of my eye I saw him walk into his room. He stopped in his tracks
and smiled.


"Oh," he said and took in the scene unfolding on his bed, "but
apparently you are having sausage for breakfast."


"Ohhhhh, FUUUUUUCKK," and his 7 inch uncut meat was nearly balls deep
inside of me. I felt his hands on my hips, and he pulled me onto his hot
teen dick.


I pulled a pillow over my head and grunted loudly. I tried to just take
it, but I couldn't. I felt my hole tighten and push his cock out. I fell
forward on the bed and lay flat.


"FUCK, I'm sorry," I said as Quinn came over and sat down next to me
on the bed.


"It's ok, little man," Quinn said.


"Never EVER apologize for being too tight," Cole said, encouragingly.
Quinn patted my butt and rubbed my lower back a little.


"I think I can help," Quinn said. He got onto the bed and sat up
against the headboard. He arranged a couple of pillows behind him. "Come
here," and he gestured to move to him. "Suck me a little,"


So I scooted up in front of him between his spread- open legs stretched
out on the bed and got onto my hands and knees again. Quinn was half hard
already, so I could take most of him into my mouth. Cole got behind me,
grabbed my butt with his hands, and started eating my ass again. I was SO
lucky to be in between these two hot bros.


I sucked Quinn as good as I could. I loved having an amazing dick in my
mouth and a hot guy's mouth on my ass at the same time. It was HEAVEN.
Cole just kept licking, tongue-fucking, and spreading my ass open the
best he could.


"Caleb," Quinn said, and he put 2 fingers under my chin and lifted my
gaze up to see him. "Do you trust me?"


"Yeah, of COURSE, bro!" I wonder why he asked me that, and what may be
coming next.


"I can help you take Cole's dick, if you listen carefully and do as I
say," he explained.


"Yeah, sure!" I pushed my butt back on Cole's face, and he kept
working on opening me up with his face. I held Quinn's cock and pulled
on it, up and down, keeping it hard.


Then Quinn leaned over to his nightstand, opened the drawer, and pulled
out a small, brown, glass bottle.


"Cool, is that some kind of magic lube or something?" I wondered aloud.


"Not exactly," Quinn replied. "You inhale the vapor through your nose,
and it relaxes your hole and makes you really horny."


"Oh, ok," I was curious. I had never seen or even heard of this before.


"Wanna try it?" Quinn put the bottle between his thumb and index
finger, displayed it in front of me, and grinned widely. He was so damn
handsome. Total Abercrombie model material.


"Sure, I guess so. I want to be fucked so bad right now."


"Ok, cool. I will coach you through it." Quinn said. Cole stopped
licking my hole and slapped my hole with his dick.


"Sounds good," I said. "I'm ready."


"When I tell you to, you're going to exhale so your lungs are empty.
Then you're going to plug one nostril with a finger. After that I will
put the bottle under your nose, and then you inhale gently. You're going
to feel dizzy and lightheaded, and you might feel your heartbeat go
faster. And then Cole will slide his cock inside of you."


"Ok, that sounds easy!" Cole's cock when SLAP SLAP on my wet hole.


"Just don't inhale too hard," Quinn reminded me. "You don't want to
suck the liquid up your cute little nose."


"Okay, got it."


"Ready?"


"Yeah!"


"Ok, go. Exhale," he said.


I exhaled completely and emptied my lungs. Quinn unscrewed the bottle
cap. I plugged my right nostril. He put the bottle about a half inch from
my nose under my other nostril, and I inhaled.


I pulled away from the bottle. "That smells like SHIT," I said after I
sat up.


"You'll get used to it," Cole said. "I think he needs a little
more."


"Yeah," Quinn agreed. "You didn't really get a good huff. Try again,
just go slow and inhale for a good few seconds."


"Okay," I said, because I trusted them.


"Exhale," my fuck coach Quinn said. And I exhaled.


He put the bottle under my nose and I plugged a nostril and inhaled. I
inhaled for a good 3 seconds.


Quinn said, "Good boy," as he replaced the cap on the bottle and set it
down on his nightstand.


"Wait - how long until I - ?" I started to say. And then a warm wave
filled my little slim body, my head got REAL dizzy, and I realized that I
was feeling its effects already. I put my head down between Quinn's legs
and started laughing.


The brothers giggled. I heard Cole spit on his dick. SLAP SLAP SLAP went
Cole's hot cock on my hole, and then he eased the head in.


My heart was pounding - IN MY HEAD. Then I got SO HORNY. I wiggled my ass
on Cole's cock, and then I felt him slide in more. I lifted my head off
of the bed, felt for Quinn's giant dick and put it into my mouth.


"You okay?" Quinn asked with concern, and he rubbed my shoulder as I
started to suck him.


"Mhmmm," I answered, my little 11 year old mouth filled with gigantic
teen dick.


Then Cole pulled my hips back, my tiny 75 pound ass impaled with his hard
teen meat. He kept going, deeper and deeper until he was deeper than any
cock had ever been before. Remember: the only guy to ever top me before
this was Owen, and he is only about 5 inches.


It was SO INTENSE. I needed air. I pulled off of Quinn's horse dick and
looked back at Cole, his pelvis pushing against my butt cheeks, his dick
ALL the way - and I mean ALL the way inside of me. I looked up at him,
and he was smiling broadly.


"FUUUUCKKK." It was a lot.


"You good, little bro?" I loved when they called me that. It made me
feel like FAMILY.


"Yeah," I said, but honestly, I wasn't sure. My heart was racing, my
hole was on FIRE, and I felt a little like I was going to pass out.


"Go easy on him," Quinn instructed his brother.


"Haha, too late," Cole answered, pulling his dick halfway out of me,
then slowly thrusting back in.


Quinn petted my head, stroking my messy dark hair. Cole started a steady
rhythm, with half strokes in and out, not balls deep but not pulling out
all the way, either.


"Oh, my god," I said, and I definitely felt like I could take him
better. It still hurt, but it wasn't TOO too bad.


"Jesus, he's so TIGHT," Cole told his brother.


"No kidding," Quinn said. He knew because his finger was up inside of
me last night. Then he added, "I want to see," and Quinn positioned
himself kneeling in front of me so he could feed me his perfect cock if
he wanted to, but instead he looked over me to my ass where Cole was
beginning to pound me. "God DAMN."


"You like that, Caleb?" Quinn asked me, and I just nodded and reached
with my mouth for Quinn's teen super horse cock. At the same time, he
leaned over my back a little and grabbed my ass with both hands and
pulled my cheeks open slowly.


"Fuckin' pretty boy butt," Cole said, and he picked up his pace a
little, and then he adjusted his angle and started hitting me in that
SWEET SPOT.


"Oh!" And then he just felt GOOD. "FUCK!" I said between slurps on
that dick.


"Yeah, take that dick, buddy," Quinn said. "Good boy."


Cole almost pulled entirely out of me, and then pushing in DEEP and HARD,
then pull out slowly. I was getting used to his cock GOOD. Fast and rough
on the in-stroke, slow and sweet on the out-stroke.


"He likes it, bro," Quinn told Cole. "Give it to him good."


And Cole put his hand on the small of my back above my butt and pounded
me more. It started to hurt a little, but I wanted him, and I didn't
want this to stop, and I also wanted his CUM.


"FUCK," I said. I think I needed another hit.  I got off of Quinn's
cock and started with "Where's the - ?" and looked around.


Quinn sat back down, spread his legs, and reached for the bottle. A
second hit and I was begging to be railed.


"Oh, shit, bro! Fuck that ass!" I looked over my shoulder at Cole, who
pounded me harder than before. "You like that boy pussy?" I reached
back and spread my hole open with one hand.


"Goddam, bro! FUCK ME!" My hole was loosening up more. That little
brown bottle of whatever REALLY WORKED!


"Fuck, YEAH! You like that big dick? Take it, bro. TAKE MY HARD FUCKIN"
COCK IN YOUR ASS!"


My head was SPINNING. I held onto Quinn's dick with one hand, but I had
to put my head down. I closed my eyes. All I could feel was blood pumping
through my body and Cole's dick fucking me SO sweetly. I was being used.


"Fuck his hole, bro," Quinn told Cole. "Cum in him. Breed that boy."


"YES!" That sounded good to me. I also wasn't sure how much more I
could take. "Shoot your cum in my hole!"


Quinn got up from in front of me and walked around to stand beside Cole.
"FUCK, look at that," and he put his hands on my butt. "Fucking PRETTY
boy butt, huh, bro?" Quinn spread my ass open wider for his brother.


"Fuck, yeah!" Cole agreed.


I was just a toy for Cole to use. I was helpless. I just let him pound
away.


"Breed his little ass!" Quinn commanded. I think he was getting off on
seeing me being topped by his brother, because he was jerking his hung
cock so hard.


"FUCK ME! CUM IN ME, BRO!" I wanted to feel him shoot deep inside me.


"FUCK. I'm close!" And I looked back at Cole, although I was still
feeling dizzy and my heart was pumping hard.


Quinn put his arm around Cole and leaned in toward him. Cole turned his
head, and they kissed each other, slowly, sensually, lovingly, and Cole
slowed down his assault on my ass.


"Now." Cole said, and went in balls deep one more time while he
continued to make out with Quinn next to him beating off.


The first thing I felt was the throbbing of Cole's 7-plus inch uncut
teen dick spurting globs of cum inside me. And DEEP. He was so deep there
didn't seem like anywhere for his cum to go.


"Fuuuuckkkk," Cole said, and Quinn kissed him.


"Take my cum, too," Quinn said, and sprayed another load all over my
butt cheeks and hole. "Nice, bro. You bred that boy butt GOOD." Quinn
spanked my ass.


"Fuck, yeah, he did!" I said. I was breathing heavily and my hole was
so sore, but I loved it. I wanted his dick out of me so I could take a
break, but I also wanted him to stay inside.


"He's so CUTE," Cole said to Quinn. "Fuckin' pretty boy with a sweet
little hole that knows how to take cock."


I got up on my hands and knees, the dizziness easing up a bit. I looked
up at Cole, who looked down at his cock as he slowly pulled out of me.


"Jesus Christ," he said. "Look at that GAPING, busted, wet HOLE."


"FUCK," Quinn said. And he put his finger on it. Then he looked at me,
smiled, leaned down and started licking their cum from my ass.


His mouth felt so good on my raw butt. It was so hot knowing he was
eating Cole's cum from inside of me. "Yeah, eat that ass."


"Clean that hole up, bro," Cole said.


Quinn gave my gape a good tongue bath. Then they both moved to either
side of me. Cole leaned down and kissed me first and said, "Good boy,
Caleb."


Then I turned to Quinn who said, "I'm proud of you," and put his lips
on mine. "And now," he added, "let's have breakfast."


"Fuck, yes, bro. I'm starving," Cole said.


We went into the kitchen together. Quinn warmed up the bacon and eggs and
I sat down at the kitchen table.


"How's that sexy little butt?" Cole said, tousling my hair.


"Good! Gaping, wet, but a little sore," I told them. It was the truth.


It had been an amazing night on the island with Quinn, and a very hot
morning with both of them. Plus, the Fuck Club initiation on Friday
night. This is turning into one unforgettable weekend.



TO BE CONTINUED


Caleb, the Middle School Slut Boy: Chapter 10: "Aidan"