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Andy Keeps Trying - Chapter 08
🕑 Added 2025-08-14 10:00:04 +0000 UTCANDY KEEPS TRYING
Chapter 8: Andy gone wild
Wait a minute— I was in a normal healthy relationship and it was going well?!
If that's not proof that anything can happen, then I don't know what is!
From the moment Adrian and I first slept together; we were all over each other.
I wanted to touch, smell, and taste him as much as possible.
It took us some time to take that first step, but once we did, we went all in.
In August, the workload at the office was lighter than usual, meaning I could leave somewhat early and meet Adrian at his tiny apartment, or we could plan cool date nights.
The weather was particularly nice, so we enjoyed outdoor movies in the parks and ate on fancy rooftops.
Adrian also wanted to show me the city in a whole new light.
He loved culture, museums, art shows, and concerts.
I often felt behind; like I was as smart or as enlightened as he was. However, he was never (or very rarely) condescending about it, and was eager to share his passions with me.
One of these passions was politics, but we realized that topic would most often lead to arguments.
In fact, we quickly developed a habit of, whenever something political came up, making out hardcore instead of getting riled up in the worst possible way.
It was pretty damn clever.
“It's insane what Broadhall is proposing with these gay conversion therapies. It's pure evil. Gay men— I mean, us! We’d have to sign special paperwork not to be sent there!” I told Adrian after spending the afternoon reading about the clown’s latest proposal.
He was literally trying to add "homosexuality" to the list of mental diseases.
“That man is a monster, no doubt, but Andy, you know your woman isn't that much better.”
“How can you say that? First, Rebecca isn’t my woman; she’s my boss. Second, she has no intention of going back on gay rights. And she would never do something that extreme.”
“She says she doesn't believe in gay marriage.”
“Yes, but she also says there's no point in changing the current law. She doesn't think gay men should be locked up or forced to be straight.”
“Hold on… Are we having a fight?”
Adrian’s face went from angry to something much more mischievous and playful.
“No… I mean, maybe we are?”
I cracked a smile.
“You know what we have to do, then?”
Just like that, Adrian started sliding down his shorts, and I got on my knees.
He wore these brown short shorts around the apartment that I absolutely adored. They were the perfect pair to showcase his thighs and bubble butt.
Five seconds later, I was deep throating his throbbing, dripping dick and Broadhall was the last thing on my mind.
See? The best way ever to solve our conflicts!
Within a couple of weeks, this became one of our most exciting private jokes.
Whenever one of us was horny, we would purposely mention something Trump was doing, or something the democrats were not doing, or the Pennsylvania gubernatorial campaign, and the other would know we meant business.
Real dirty business.
Aside from enjoying spending time with Adrian, I must say that sex was a huge part of our relationship.
In the past year, I had learned a lot about myself and what I enjoyed.
I had also become much more confident, meaning that I felt like I could truly be myself and be fully comfortable in our intimate life.
Another great thing was that we were both versatile, which doubled the possibilities for having fun.
The morning after I fucked him for the first time, we went for round two, only the other way around.
I woke up with the best feeling in the world: a warm hand caressing my chest and another fumbling with my morning wood.
I could also feel something hard poking against my back.
It was definitely another stiff cock.
“Hello… Hmm… What's going on here?” I asked, still half asleep.
Adrian kissed my neck.
“Is that bothering you?”
His dick was practically lodged in my ass crack at that point, like a hot dog trapped between two buns.
“No. I mean, it feels nice.”
“I was just wondering why your cock was so hard this morning…”
Adrian bit my ear.
“Oh, yeah?”
He stroked me once, slowly.
“You seem pretty horned-up, Andy… Even in your sleep. Why is that?”
“Hm… I’m not sure…. But who am I to stop a journalist from investigating?”
“Yeah, you’re right. This seems like a doozy of a case. I’ll need to be very hands-on.”
“I get it…”
The stroking intensified and I was already on cloud nine.
It was hot outside, but you’d better believe it was hotter under my bed sheets.
“I feel like I need more information on that big dick of yours, Mr. White.”
“Maybe you should go down there then, get even closer to the action.”
“You think?”
He was jerking me off intensely, and his own dick was throbbing against my hole the entire time.
“Yeah, hands-on is good, but mouth-on gives better results if you really want to get to the bottom of this issue.” I suggested.
“The bottom of it… Sure. Morning-Wood-Gate seems like too important of a project not to give myself fully to the job."
I had to refrain from laughing at the absurdity of our roleplay.
“Exactly.”
His fingers caressed my balls.
His other hand lingered over my nipples. He was taking his sweet time, and I loved it.
“I'm often very hungry in the morning.” He whispered.
“Help yourself, have a feast.”
In a split second, Adrian went from sensual to much more bestial.
He threw off the comforter covering us, got on all fours, and went down on my dick.
I missed the feeling of his cock rubbing against my ass, but I could not be mad with his tongue so close to my dick!
His hot breath made me shiver.
My balls ached as they tightened against my body.
Adrian was teasing me.
“Definitely. I should investigate that leaking cockhead much closer.”
I shut my eyes and felt his tongue on me, starting from the base, slowly going up until he almost reached the tip, only to do it all over again.
“Fuck, Adrian…”
I groaned, grabbing his hair with one hand. Soft and silky.
He hummed, and I could feel his hot breath on the sensitive skin of my cock.
It was driving me mad.
“You taste good… You’re my first redhead, you know.” He chuckled.
“Have some more, then… Please…”
“Best breakfast ever…” He commented.
Okay, that was great roleplay but I needed him to fucking swallow me already!
“Come on, man… You’re killing me here!”
I moaned, trying to push my hips forward but he held them down with a firm grip. He loved toying with me way too much.
“You’re impatient. I like it.”
“I am…”
He kissed my groin.
“That’s okay.”
After what felt like an eternity, Adrian finally took the tip of my dick into his mouth.
I let out a groan of pure bliss as he locked lips around the head. Honestly, the wait was worth it.
“Yes… Hm…”
Once he was in the zone, it did not take long before he sucked me much harder, taking more of me in until he almost reached the base of my shaft.
I let out a string of curses, calling his name over and over again like a prayer, mantra, or praise of worship.
“Shit, Adrian, your mouth… Fuck… It feels… Hm… So good…”
In the daze of my semi-awake state, it was like I was still dreaming or hallucinating maybe.
But thank Goodness, it was all real.
Adrian was bobbing his head up and down, his tongue swirling around my cock, his throat relaxing as he swallowed everything, up to my balls.
“Grll… Grll…”
He gagged, things turned sloppier, and that only made my dick throb even more.
“Grll… Grll..”
I could feel the head of my cock hit the back of his throat, and I grunted, my hips moving instinctively as I motioned to fuck his pretty face.
The sensation was incredible, his mouth was hot and wet, his tongue was working magic on my 6.4 inches.
“Fuck, Adrian… Hmm… You're gonna make me come if you keep that up.” I warned.
But he did not stop, instead he took me deeper, his nose pressed against my stomach, his throat working overtime, his moans vibrating against my cock.
I tangled my fingers in his hair, gripping tightly.
Adrian’s pace was relentless, his mouth working like a fucking machine.
I could feel my balls tightening, the pleasure building like a freight train barreling down the tracks.
I did not want to, though, not so soon!
“Adrian… I… Seriously… I’m gonna cum.”
The sight of him, on all fours, his face buried in my groin, sent a rush of pleasure straight to my core.
As I was about to explode, Adrian pulled back from my cock and swirled his tongue around the wet cockhead and tip.
“Uff…”
He went back down to the base, licked my balls, and found his way beneath them, sliding toward my hole.
I lifted my legs, just as he had done the night before. Adrian did not wait a second to start rimming me.
His tongue darted out, licking my asshole, circling it, teasing it. I moaned and I could feel my cock moving on its own, twitching with every lick.
“You know… You know what to do, Ad… Hmmm…”
He hummed in response, the vibrations sending shivers down my spine.
He was driving me crazy, his tongue diving in and out of my hole, fucking me with it. I was panting now, my body writhing under him.
I was desperate for more. Let’s be real, I was desperate for him to fuck me with his cock.
I could feel my hole clenching with need, aching for him to fill me up.
His tongue made a sloppy mess of my slightly hairy crack. Adrian looked up to me, smiling, so proud of his ordeal.
“I reiterate, you taste so fucking good!”
He was so cute.
“Fuck me, Adrian;” I begged. “I need your cock inside me. Please.”
The wicked grin on his face said it all.
“You know I love to do my research thoroughly. And if you trust me, I’ll go deep this morning.”
That was the most ridiculous way anyone had ever asked me to fuck me.
I smiled to my ears and nodded.
“I’ll be an open book, mister reporter, I swear.”
He rolled his eyes up at me, his tongue back at fucking my hole. The slurping noises alone… Woah… I was in Heaven.
Again, I had to refrain from nutting… And this time, nobody was even touching my cock!
“I’m gonna fuck you so bad.” He mumbled.
“Yes… Please…”
He lifted his head, his tongue still glistening with my pre-cum and saliva.
“You want my big cock fucking your tight little hole, don't you?”
It was like my anus was opening up as he spoke, winking at him, flinching, giving all the green lights that it needed to be fucked. Raw.
“Finish what you’ve started.” I commanded.
Adrian stroked himself, his cock standing proud and hard, and I could see the desire and lust in his eyes as he looked down at me.
“You're so fucking beautiful, Andy. I could stare at you all day.”
“But you're not going to. Right now, you’re going to fuck me like a rag doll.”
I was not sure where this was coming from. I suppose I simply needed to be ploughed that bad.
He laughed, a deep, throaty sound that made my cock twitch.
“Oh, I am. I'm going to fuck you so hard; you'll never forget about your first time with me.”
Adrian climbed on top of me, the weight of his body pressing me down into the mattress. He kissed me, his tongue invading my mouth, his hands gripping my wrists and pinning them above my head.
I liked it when he was in charge.
I could feel the pink head of his cock pressing against my hole, and I moaned into his mouth, my legs wrapping around his waist.
He broke the kiss, his lips trailing down my neck, leaving a trail of wet saliva.
“Give it to me…” I whispered.
“You're so fucking dirty, Andy. I love it.”
He spat on his hand, using it to slick up his cock, making sure it was well-lubed before pressing the head against my hole.
This time, he was doing it for real.
“Relax, baby.” He murmured, his voice calm, yet dripping with lust.
I took a deep breath, trying to relax my muscles as he pressed the girthy head of his cock against my hole. I had dealt with bigger weapons, but right then his dick felt huge, stretching me, filling me inch by inch.
I bit my lip, a whimper escaping me as he began to push in.
“Fuck, Andy…” He groaned; his eyes locked on mine. “You're so fucking tight. It’s like I can feel every single part of you.”
“It's… it's been a while.” I admitted awkwardly, my voice trembling with the effort of taking him in.
It hurt a little at first but then, it started feeling so good.
Adrian licked his own lips looking down at me and he wrapped his right hand around my neck, not choking me but clearly taking control as he started pounding my hole.
I could not help but scream and Adrian was rather vocal as well.
“Take that, yes, take my big cock! Hmm… I’ll bang that little ass of yours, so fucking bad.”
He did indeed proceed to fuck me hard, his hips slamming against mine, the whole bed shaking.
I thought we might break it at some point.
I was holding onto him for dear life, my fingernails digging into his back, my legs wrapped tightly around him.
“Yes… More… More…” I begged.
“Hmm… So… So good… Your cock is leaking, Andy… Look at you, all fucked up and ready to come!”
No doubt, I could feel my cock dripping pre-cum, my body aching for release.
I wanted to cum so bad, but I wanted Adrian to finish first.
“Fill… Me… Up.” I whispered between each loud and deep bang.
He hissed, his hips moving even faster, even harder.
This was the proper pounding I deserved!
“You love this, don't you? You love taking my big cock!”
I cried out, my body tensing as he hit that special spot deep inside me. My eyes rolled as he reached my prostate.
“Yes, yes, I do!” I screamed.
“Oh, yeah?”
“Right there. Fuck me right there! Adrian… Aaaadrian… Aaaaah!”
He leaned down, his chest pressing against mine, his lips finding my ear
“You want me to fill your tight little ass with my cum?”
My breath hitched at his words, my cock throbbing between us.
“I want it all. I want every fucking drop of you.”
He straightened up, his hands gripping my thighs as he pounded into me harder, faster.
The sound of our bodies slapping together filled the room, our moans and grunts mixing together.
I was completely in the zone.
Adrian leaned over to kiss me and then he pulled back. I felt my hole slightly gaping.
“Wh… Why?”
“Turn around, I want to fuck your brains out, doggy style!”
What a relief; he was not done. Not just yet.
The bed was squeaking too much so I got down on the floor, my head practically against the door of the bedroom and Adrian behind me, filling me up with his cock.
I could feel him grabbing my hips tighter, his fingers digging into my skin.
“You look good from the back, too! Damn!”
I smiled, knowing it was true.
For some reason, my ass had always been the head-turner.
I could feel every inch of him sliding in and out of me, and it was driving me crazy. I reached back, my hands finding his thighs somewhere, and I started scratching them gently.
There was always this thing, this need, this craving, to feel him so badly.
He kept moaning but his dirty talk became incoherent. Good. He was losing control.
I relished in the power I had over him, knowing that I could make him feel as good as he made me feel.
His fingers dug harder into my hips, his grip almost painful, but I loved it.
I wanted him to leave marks on me, wanted him to mark me as his own.
I also grabbed my own hard cock; I could not hold it anymore.
“Fuck, Andy, your ass is so fucking perfect…” Adrian grunted, his voice barely more than a growl. “It's like it was made for my cock.”
Was it? I had heard this one before.
I moaned in response, pushing back against him, meeting his thrusts with my own.
I was going to be proactive in this bareback fucking!
Neither of us would last for much longer anyway.
“Hmmm… I love it… I swear… I needed it so… Hmmm… So bad.”
“You do need that…. Fuuuuuuuck…”
I was shaking, my hips bucking back against him.
“Yes, I fucking love it. I'm close. I'm about to burst.”
“Fuck yes! Come on…”
He slapped my ass and he thrusted his hips some more. He was fully in me. I was weirdly proud of myself for taking it like this.
It had been nearly three months of abstinence and clearly, I still had it!
It is safe to say we were in our own world, not caring about anything other than our imminent orgasms.
I could not hold it and I spilled my cum first— right on the carpet, before he had even bred me.
He was soon to follow through though.
Adrian let go an even louder moan.
“Aaaaaah… Yeeees.. I'm coming.”
To have more support, or maybe just because he was an exhibitionist, Adrian held and then swayed the knock on my bedroom door as he unloaded his milk inside of me.
I did not care.
I mean, I legit thought we were home alone… Also, I could not think straight.
Probably a difficult thing to do for anyone with a dick blasting jizz inside their asshole.
But when the door swung open while my new boyfriend was fucking me for the very first time, Cody was standing right in front of me.
Stark naked.
His fat, hard dick towering at face level.
“Woah! Andy!” He shouted, taking a step back, causing his huge cock to swing.
Adrian and I screamed at the same time, a howl of both surprise and orgasmic bliss.
Cody put his hand over his mouth in shock.
I bet he had never seen two men fucking in person before. This was probably not what he was expecting when he got up on a Saturday morning!
Strangely, I did not feel too bad about it.
Awkward, nerdy Andy was long gone, and it was not like Cody was modest or shy when he wandered around the apartment naked (case in point, he was currently standing before me, rock hard) or when he brought a girl home.
Not to make a bad pun, but he had it coming!
“Sorry, man.” Adrian blurted out, his dick still buried in my ass.
“We didn't know… hmm… you were home.”
“Good Lord, who even is this guy?!”
Oh, right, Cody had never met my new lover.
Adrian extended his arm while he was still very much deep inside me.
“Hi, I'm Adrian… Hm. Andy and I are… dating.”
“I figured that much out!”
“We’re just…”
Finally, we all burst out laughing.
“Damn, Andy, you’ve really gone wild!”
Cody even stepped forward to shake Adrian's hand before going to the bathroom, presumably to take care of his own raging erection.
I knew my roommate was noy gay— I reassured Adrian of that immediately— but I bet hearing us fuck and then seeing us in action had gotten him all worked up.
It must have felt so taboo and new to him.
We never talked about it, though, so I never knew why he was so hard in the first place.
He could have just woken up with his usual morning wood, but sometimes I imagined he was stroking his supersized cock as he listened to Adrian pound and breed me.
After all, he was standing very close to my bedroom door.
Eventually, we ate breakfast together, all of us wearing tight briefs (at least we had some type of clothing on) and Adrian and Cody got along just fine.
As it turned out, they even shared a passion for a rock band that I had never heard of. Something obscure and edgy.
Good for them.
I tidied the living room, which was still in disarray from my night with Adrian, while they talked about the band’s latest hits.
As I looked at them, I finally felt good about where I was in life.
Also, I could not wait to go back at it with Adrian. The rest of the summer would be hot.
Comments
thomas lodge
Poor Adrian! ahah I like him, but I know his relationship with Andy came a bit like a surprise. We'll see if he grows on you, if he's here for the long run, or if things get messy again.
Ranch123
I hate saying it bc I love every story, kind of don’t care about Adrian lol need Andy to find his way back to David or see something happen between Andy and Cody 😍
Tom Phillips
Adrian isn’t my first choice either but you know Thomas has many twists in store so hold on. I also wish Cody would have just stepped up and let Andy suck his hard cock. Hoping they do experiment a bit. Also still pulling for him to end up with David (or his son😈😈😈).
