In Hindsight Pt. 02

Disclaimer: Hello readers! I wanted to try something a little different for this story and if you read pt.1 you might be aware that Caleb is a character who is blind. I am not blind nor do I want to assume I know what blind people go through. I did a lot of research and simply tried my best to portray the character in all of his perverted goodness. I wanted to give Caleb his voice, his kinks and hopefully I did an okay job.

This pt.2 contains triggers such as degradation, humiliation, toxic-ish behaviour and use of drug metaphors. If these make you uncomfortable, please skip this on. If not, happy reading!

Seki

Panic and heart rate had me pacing around my apartment, which I never did. What in fuck's sake had I just done? I wasn't myself. Or maybe I was... completely... the asshole brought it out of me. All I knew is I was too horny for comfort and just walking around here wasn't helping me not count the minutes until Ben showed up. I needed to relax, to cool down.

Moments later, I found myself on the rooftop of my condo, where the pool was. The roof was as expected; dead quiet, damp from the rain, and deserted. The warm wind grazed my face. Despite the overwhelming smell of chlorine, the moisture from the rain had mellowed it out a bit, letting me enjoy the breeze. I walked slowly to where I knew the lounge chairs were lined up, my cane sloshing into shallow puddles along the way. When I hit the first one, I rolled out a towel onto the dossier. I collapsed my cane, placed it on the next chair and gave myself a good long stretch. Then I simply laid there, breathing in the midnight air, trying to relax my body. My heart was racing and he wasn't even here yet...

All I wanted to do was pull out my phone and text him not to come, but it was too late. There was no way he'd back down, because there was no way he'd buy that I didn't want him here.

A few minutes passed and I was still very much in my head. Parts of me were anxious, other parts were getting hard at the mere thought of having him close to me again. On impulse, I stood, took off my shirt, shuffled away my pants, and walked towards the water, feeling my feet hit the cold wet concrete surrounding the pool area. I carefully sat on the edge and let my legs dunk into the crisp water, placing my phone next to me. I breathed out in relief. That helps... I dangled them about gently, feeling the cold blanket on my skin and it immediately calmed me. I took a few deep breaths, but my mind was still unfortunately working independently from my rationality.

My boxers were already soaked through due to the wet floor and I thought what the hell and slowly lowered myself. It was a pretty shallow pool, my shoulders were still dry as I stood completely in it. Feeling the perfect cooling water hit the rest of my body came as well deserved shock therapy. My balls momentarily shriveled but adjusted quickly. My entire body was enveloped in a cool stillness that felt so pleasant I could have just hid here for hours and blocked Ben from existence. My penis objected.

This definitely brought my temperature down. The fresh subtle waves hitting my body from all sides, feeling the weight of my body just disappear. I dunked my head under, getting the rest of me wet. The droplets trickling down my hair down the nape of my neck was like a refreshing massage. I then floated happily, treading water with my hands as I starfished on the surface, letting the water carry me to wherever. I didn't even notice the time anymore. I drifted a bit.

My phone then rang, the sound startling me. I felt around and grabbed the vibrating device.

"Hello?"

"Playing hard to get now? I'm knocking and you're not answering..."

"You're here early... Who let you in?"

"Walked in with another tenant. Open up."

"I'm on the roof." There was a short pause.

"Caleb, don't do it! Life is worth living!" His tone was overdramatic. I rolled my eyes.

"Fuck off, I'm in the pool."

"Comin up."

"No It's fine, I'll come do-." He hung up. My heart was back to racing. Fuck.

I now felt overwhelmingly vulnerable... half naked in water. Knowing Ben, he knew this relished in it. Jerk...

A minute later, the door to the rooftop swung open then clicked shut.

"Ben?"

Nothing. I got nervous realizing it might not be him. But then I heard the footsteps, hitting puddles as they made their way closer to the pool. The slow rustling of clothes being taken off, the pace distinct, unhurried, almost deliberate... like torture. It was definitely him. That notion caused the already present shivers on my skin to now multiply.

My breathing got heavier when I felt multiple ripples of water hitting my chest. He had slipped into the water already. I felt like complete prey. I bit down on my inner cheek, my mind racing between anger and complete arousal for how sadistically slow he moved towards me. Had I really sabotaged my first date in months just to feel like this; observed, hunted down and ultimately taken by this perverted, depraved asshole from my past? I swallowed down my answer.

I could feel his presence much clearer, the resonance of my voice fading by how close he now was. I felt like backing up but my back was already pressing against the pool wall.

"I'm still pissed at you,"

"Noted," he answered, his tone low, dangerously hungry.

"It was a dick move. Connor was a sweet guy." I could now feel his presence inches from me, his frame towering over mine, his arms on either side of me. My breathing was frantic.

"No one had a gun to your head, Caleb," his tone was low, taunting. "You fucked up. Perhaps with a little help from an old friend... But now you get a treat." My breathing got heavier, He leaned in. "Now," his lips grazed mine as he spoke. "You get me." His familiar scent then hit my nose, sharp and intoxicating,

"I hate you-" I choked out, as if still trying to fight.

"Good, use it," he growled, silencing me with his eager full lips on mine, pinning me onto the wall. I gasped. I couldn't breathe. He knew it. His dominant tongue took over, gutting moans out of me already. The subtle taste of mint coated his tongue. I bit his lip, hard. It only made him hornier. His raw dominant hands were on me before I could even react. They grabbed my hips and pulled them forward, making sure I felt the outline of his firm erection. Jesus Christ. I had forgotten the damn size of the thing.

I grabbed his arms, his form catching me off guard. This was not the body I was expecting. I gently gasped in his mouth as my fingertips effortlessly traced the veiny outlines of his forearms, going all the way up to his bulging biceps. Fuck.

I didn't remember how exceptionally smooth his skin was. And his body... was so much firmer than I remembered. His kissing was the same, though: eager, possessive, unrelenting, addictive as fuck. I could never get enough of it. Like the sweet release of a drug finally coursing through my body. My cock was throbbing, which he could feel when his hand gripped its hardness, caressing it through my boxers. His palm was much warmer than the water surrounding us. His tongue was hot and eager, my moans in his mouth seemed so pathetic yet justified.

His hand slipped between the wet fabric and my skin, slowly wrapped around me, his touch neither eager nor possessive. He was taking his time, as if it were all calculated just for me and my torment. "I know I have him, why not play with him" is what I'm sure he kept repeating to himself, even years ago. As I tried wrapping my hands around his huge back, my breath hitched.

"When the fuck did this happen?" I managed to breath out between assaults on my sore lips, caressing his shoulderblades.

"Since gym started being my second home. Not a fan? You prefer the chubbier me?"

I couldn't have cared less to be honest, I was just addicted to him. But part of me couldn't stop tracing the subtleties of his body, like rediscovering a familiar memory. As I felt his arms more intently, I could say with certainty one of his arms was completely grooved, etched in as if covered in tattoos, yet the other smooth and naked, apart from that familiar scar on the inside of his forearm. Every bump, cut, stretchmark, they were all there and my hands didn't want to stop.

"Your body was the last thing on my mind, Ben," I replied, not knowing if he actually knew that. I kissed him again, feeling him more eager now. I then felt him actually lift me from the water, effortlessly, and had me sit on the edge. My wet ass plopped on the concrete and seconds later, he was peeling off my boxers, exposing my own hard cock. I couldn't speak, I felt exposed... I only then realized where we were and got nervous.

"Maybe this isn't the best pla-..." I hesitated. His only reply was his lips wrapping around my shaft, sucking, grabbing my thighs with his wet hands, taking me in like he hadn't eaten in weeks. My moans came out too easily. I couldn't stop myself from reaching for his head, my fingers tangling in a full head of thick hair, which surprised me. I could still remember the soft velcro-like touch of his buzzcut under my fingertips in college. He had let it grow out and I couldn't get enough of the feel of luscious curls caressing my palms. I pulled. He moaned on my dick. My feet still dangled in the water and managed to caress his cock, which was already freed. He jumped in naked. Figures. His body flinched, reacting to my odd touch, but his hips leaned into it.

Still convulsing from what he was doing to my dick, my fingers moved from his hair to the muscles of his back... his traps and shoulders were firm and pumped. I couldn't get enough of him.

God did his tongue feel good stroking my shaft from base to tip. He already had his hands on my balls and root, massaging and compressing, warming them from the cold water.

I scratched his back and pulled my hands closer again, pushed his head down a bit. His mouth felt like a blessing. I loved his responses in the form of deep hums. After fucking his face for a few seconds, I think I was getting too comfortable. He pulled out, snickering.

"Revelling in the fact I haven't had you in so long, you're taking advantage of my hospitality, huh?" His delicious voice was cocky, a playful warning. I bit my lip.

"Fuck your voice," I spilled out, meaning it as an insult, only to realize I had spilled too much, betraying myself.

"My voice?" he sounded genuinely surprised, but his hands now grabbed my thighs a little tighter. Fuck... fuck, fuck, fuck.

"Nothing. Forget it," I tried to correct. This shouldn't have to come out right now... Maybe if I were lucky he'd look past it and just continue sucking me off... Fat chance.

There was a deadly stillness in the air. He was slowly registering it, and it scared me. He then got dangerously close, pulling me into his chest, his breath hot to the shell of my ear, his lips brushing my skin.

"So all these years... it's my voice that does it, huh?" Playful yet lethal. Perfectly executed. I could feel the trigger cock, aimed directly at my last line of defense. My body was tense and my heart had all but flatlined at this point.

"It... always made me lose my fucking mind." I whispered out, handing him the keys to my freedom. I just surrendered to it.

He then pulled himself out of the water and stood onto the edge, where I sat.

"Now that I know where your leash connects, Caleb," his tone purposefully cocky, raspy... He wasn't going to look past it. I already missed his mouth and the happier times from seconds ago. His wet body was inches from me, dripping onto the cold concrete, water trailing down my shoulder as he leaned in.

"Open your mouth." he growled. I did and felt him hold up my chin and spit into my mouth. There he is. His hands grazed my head, then gripped my hair, guiding me towards his massive cock, pushing it into my mouth with no warning. Although intimidated by the sheer girth of it, I welcomed back every inch. I tasted the chlorine on him and didn't care. My only assignment was to spread the warmth of my mouth and throat onto his throbbing dick. I could smell the familiar essence and musk of his skin and crotch. He's gonna kill me.

Benji was already mouthfucking me. He always knew I didn't need much warmup, and he loved it. His immediate groans as his head hit the back of my throat were overwhelmingly hot. I was a bit out of practice, not having done this for a while, but for him, I was more than happy to choke on it. Fuck was he thick, already making my throat work for it. Both his hands were on the back of my head, burying himself into my face, my nose pressing on his trimmed pubic area. My gagging only enticed him to pump faster into me. I grabbed the back of his legs for balance. Again, the thought of knowing where we were came back and my mouth hesitated, almost tempted to stop, but he wouldn't have it. As if reading my mind, he just grinded deeper into my throat. I was choking.

"Just be quiet and no one will hear us," he simply instructed, groaning in pleasure. One of his hands made its way under my chin, grabbing my jaw for a more stable grip on the hole he was fucking. I started tearing up, my fingers digging into his hamstrings.

When I was finally getting into a smooth cadence with his hip thrusts, as if feeling it, he pulled out, torturing me yet again. My lungs finally got a chance to breathe.

I then felt observed for a moment. He cupped my face and stroked my cheek gently with his thumb, whipping some tears away. That familiar motion brought me back to college again.

I then felt him move backwards until I heard the slight creak of plastic. He had sat down on my lounge chair.

"Why did you move?" I lamented, wiping the saliva dripping from my chin.

"Because I want to have fun with the information I just learned," he started. Fuck me...

"I want to see you to crawl to me for more," his disgustingly cocky voice reminded me who was in control... I bit my lip, considering where we were... I placed my hands on the rugged concrete and then thought of my knees...

"You want me to scrape my knees for you?" I said begrudgingly.

"You've done worse for me..." His fucking playful tone still ever so present. My face was flushed with embarrassment. I went on my hands and knees and started crawling towards his voice. I hadn't felt humiliation like this in a very long time... Literally crawling, on my hands and knees, to get to his cock. Who the fuck was I? Yet the act had made my dick harder, painfully so.

"That's it... good boy... follow my voice. Wow, look at you." He took a moment. Then chuckled. "Shit, now I get why you always asked me to direct our little sessions back then." His voice was pure condescension. I slightly shook my head at what his vocal chords were doing to my fucking body. I felt my nipples harden, getting sensitive with every careful step I took trying to avoid scratching my shins.

"Almost there, sweet thing... Then you get this cock again. So spoiled..." His voice had me crawling to him. This was a new level of humiliation and I had to hide a smile curling onto my lips. He knew exactly how to abuse his newfound power... The last few steps were met with a softer ground. He had laid a towel on the floor for me. My smile stretched a bit. I leaned into his spread legs and pulled myself up, my hands on his thick quads, to the heat of his cock. He was holding onto it. Then he grazed it along my jaw, my cheek, my lips...

"I saw that smile..." Ben whispered, amused by it. "I'm not doing too bad, am I?" That simple question had my skin shivering. How could I even deny this fucking chemistry...

"Open, tongue out," he simply ordered, to which I obeyed. Fun with this information...

I didn't know if I hated him or loved him for it.

He rubbed his thickness on my tongue. "I didn't say you could suck, you horny little fuck," he warned. Those words had me moaning. "Just feel the weight of it on your tongue." And I did. So heavy my tongue was pressing on the bottom row of my teeth...

"Now keep it open as I fuck your mouth," he shoved his dick in and out, my lips remaining open and yielding, like he was taunting a gaped used toy... yet still the corners of my mouth stretched to the thickness of him. I stayed put, taking it all in. I could feel my humiliation rising but couldn't stop gasps from escaping every time he pushed it in deeper, ordering me to not move.

"Now. Finger that pretty asshole of yours. Remember the rule?

"Yes..."

"Tell me."

"Three fingers... or it won't fit."

"Good memory."

I proceeded to reach back and finger myself. Having him fuck my mouth while I finger-fucked my ass brought me back to our college dorm room... where it had all started. Memories of hands exploring me, making me do things I wasn't familiar with yet getting me so giddy I could barely even concentrate in class most days.

Two in noe, I pushed in and out, moaning to my own fingers fucking me.

"Fuck yes... Fuck caleb, I missed this." he growled, knowing all too well now how to speak to me... how to use his voice... "Now I want you to fuck yourself with the rhythm I fuck your mouth, got it?" The directing, the dominance... I couldn't bear not touching myself. It was too much. I felt precum leak out of me from sheer arousal of him ordering me around.

He pushed his hips up vigorously and fucked my mouth like I didn't need air. My fingers were going just as fast. Fuck, I missed this, too.

"How many fingers, Caleb?" he asked, between his heavy breathing and groans. With effort, I managed to say "Two" without having him stop.

"Three. Right fucking now," he growled, his tone even more commanding and I was fucking melting on the ground. I listened. Three fingers were stretching me out more than I wanted, but after the initial shock, I leaned into it. I craved it. I hadn't felt Ben's cock in my ass in so long, my ass was backing into my fingers on its own.

Ben then leaned way forward, his dick firm in my throat, holding it there, and I felt his hand spread my asscheeks. My breathing was out of whack. I heard him spit, then felt a fourth finger push into me, stretching me along with the others, my eyes squinting shut.

"For good measure," he snarled. My eyes rolled back. That cockiness, that demeanor.

His finger followed the rhythm of my own. He backed up his pelvis a bit to let me breathe, but his fingering was unrelenting.

"Fuck-this-tight-little-ass-with-me, Caleb." His fingering was getting rougher, and I tried reaching my hand to my cock for just a sweet release of a stroke.

"Ah pa pa... did I say you could touch yourself, hm?" He grabbed the back of my neck until I let go of my cock and put my hand back on his thigh, struggling not to cry from sheer eagerness and want.

"You'll get to milk your cock when this ass is milking mine." His voice was lethal, and authoritative. He was having too much fun voicing his perversions, knowing all too well my goosebumps hadn't stopped since he ordered me to crawl to him. I was now panting on the floor, getting my ass stretched. It was not how I saw my evening unfold. It was far too toxic and far too good for me to even imagine. I was now sinking. No. I had now sunk. Into my own brand of poison and embraced it. He felt so fucking good. He tasted so fucking good. I swallowed every drop of his precum and almost whimpered when he took it out of my mouth.

Ben stood and positioned himself behind me.

"Climb on the chair, you beautiful fucking mess," he ordered, slapping my ass so hard I winced. I felt for the chair, my hands trembling, and pulled myself onto it. His hands spread my cheeks and his hard tip slowly slid in. The middle of his shaft was always the thickest, so he eased into it, moan after moan coming out of me, louder with every stretch. He then wrapped an arm around me, his palm covering my mouth.

"I thought you didn't want an audience this time..." His playful tone suggested otherwise. I tried swallowing my whimpers as his thickness stretched me out to the max and his base finally hit my ass. All in. And then it started. The slow rhythm at first, knowing we both enjoyed the slow steady pace until Ben eventually completely lost it. His thicker shaft went in and out, getting a pant out of me every time. I was now sweating. I could feel he was too; the wet thrusting of his pelvis onto my slick ass was loud. His rhythm got faster, more aggressive. I couldn't hold back a few choked screams, although I was trying my very best.

"Sshhh, be quiet. You wouldn't want your neighbours hearing you now, do you?" he growled into my ear, his pelvis slamming into my ass so hard I had to hold on to the lounge chair under me just to steady myself. He was fucking me so deep I instinctively leaned forward to bite the towel I knew rested in front of me, desperate to muffle the screams ripping through my throat. I felt his hand on the back of my head, gripping my wet hair, pushing me further.

"That's it, Caleb, bite down. No one else gets to hear how much of a slut you're being for me out here." My muffled cries were keeping him well fed. His fingers dug into my hips, so hard I could feel his nails carve marks into my skin.

"Whose ass is this, huh?" His palm hit one of my cheeks again, hard.

"Yours. It's always fucking yours," I moaned in hushed whispers through my teeth, drool now leaking down the corners of my mouth.

"I knew my little freak was in there somewhere. I guess I bring him out of you." His voice dropped, suddenly raspier, and his pounding intensified, making my eyes roll to the back of my head once more. "You're welcome."

"God you're toxic," I moaned out, feeling my orgasm coming.

"Yeah? And yet you can't seem to stop begging for it, can you, you little addict?" he roughed me up even more, pounding me into the chair, his growling telling me he was close; his pace confirmed it. He unloaded with a low, hummed growl as if trying to control himself from getting his own audience, my ass milking every ounce of his warm cum, painting my fucking walls.

I was so close, stroking away, feeling his cock pull out slowly. His voice still uttered, breathless.

"Squeeze around me. Keep everything in. Not one drop leaves this ass until you cum."

I felt him lean on me, his whole weight almost too much for my weak legs at this point and he grabbed my cock, stroking it with extra spit he had poured into his hand.

And I came. I came so so hard, I cried. Ropes of cum just spewed onto his hand and he removed it right before I completely collapsed onto the chair. Despite the low rumble in my ears, I heard a wet suckling sound behind me... Is he... Tasting m-

I would have moaned from that notion alone if I had anything left in me. I then felt his wet fingers push their way into my mouth.

"I always share, remember?" his seductive voice purred into my ear, making me taste myself, remembering his own list of kinks. I was dead. I was more than dead. I swirled my tongue all around his wet fingers, swallowing the remainder of myself. Exhausted, passed out, out of energy and out of breath. I couldn't even talk. My toes were still twitching, my ass finally untightening, feeling cum ooze out of me... My heart was beating too fast. Ben straightened out and crashed onto the neighbouring lounge chair, making my cane fall between us.

"Fuck. Me. That was good," he breathed out, like he hadn't fucked in years...

My breath was uneven. My chest was heaving. It took a moment before I could come to. A familiar comfortable silence had set in.

"Do not... block me again, ok?" Ben breathed playfully, but hinting at a warning, then chuckled at his own seriousness.

"Can't promise you that," I answered, still out of breath, regaining what crumbs of dignity I could scrounge up. We wanted different things yet always had one perverted thing in common that kept me coming back.

"You can't keep doing this to me," I started. He seemed to be listening, but already knew what I was going to say.

"I can't help it..." he suddenly admitted. "I obviously know how much of an ass and out of line I was during your date. But when I saw you walk in, after so long, my mind just went to wanting you. Like it kind of always does. So I acted like I always do. Like you belong to me." His voice was low, honest and so fucking intoxicated with yearn that I could I have just shut up and accepted it. My shivers wouldn't let up...

"But I don't."

"You love the idea of it, though."

I stayed quiet for a moment. "You know I do, hence why we can't continue doing this. Are you that heartless that you'd willingly leave that hook in the middle of my goddamn chest?"

"Depends... Would it mean we'd keep fucking like we do?"

I tilted my head towards him, giving him a face.

"Kidding... I know..." He mumbled, his voice directed at the sky. "I miss college."

"I don't."

"Liar. You miss it as much as I do. Simpler times. Depraved times, barely any responsibilities. Just exploration..."

I smiled at that last one, remembering more filth that shouldn't get me smiling so quickly. The feel of Matt's hands gripping my head, Ben's cock deep in my ass, plus a few other memories... with a few other people... fuck I was getting hard again. Feeling so many hands on me was surreal. And it had happened because I had met Ben...

"God we were such perverts. Especially you." I smiled, my tone accusatory.

"If I recall, I wasn't the attention seeker, you little freak." His tone was playful.

I giggled. "Fuck off, you made me the center of attention with your perversions."

"Yeah and who started it?"

My head tilted down, lips receding.

"Yeahhh that shut you up, didn't it?" he snickered, fist bumping my chest.

I then made a somewhat bold move and moved from my lounge chair to his, forcing his legs open. I was clumsy, but I felt his hand securing my thigh so I'd stay balanced. He didn't resist, just seemed surprised, quiet. I laid my back on his chest as if I belonged there. My head right under his chin. He didn't stop me.

"Is this really so awful?," I asked, in a whisper, feeling his body heat warm my skin. I could clearly feel his chest as he breathed in and out. I felt nice. His hands, very slowly, crept up on my stomach, wrapping his firm arms around my figure. He had never done that before.

A simple "No" came out, but I could feel the weight of it. What he said next got my heart skipping for a moment, which took me more than by surprise. It was so out of character for someone like Benji.

"You were always my biggest weakness, Caleb," he murmured, his voice a low, rough rumble against my ear, devoid of his usual taunting edge. "You've always seen me better than anyone else. And it continues to scare the shit out of me." My heart twitched for a second, taking in what he had just said. He was showing an inkling of vulnerability, something I hadn't seen in years.

"You're too guarded."

"You're too trusting... of me especially."

"We all have red flags we enjoy ignoring, I guess."

His grip tightened a bit on me, as if he knew what he had been doing repeatedly all these years was wrong but didn't want to let go of it just yet. My mind, still fuzzy from the climax, drifted. Red flags. I should have seen them all along. Ignored every single one, just to feel the heat of him, to be close enough to breathe the same air. I should have known better the moment his voice first hooked me. The moment I first felt that strange, compelling hum in my chest. I didn't know any better back then, I was one shy but horny college kid. But I was older now and I should have known how easily he'd rope me back in.

I'd be tempted to release a prequel - In Hindsight: the College days if you guys enjoyed this story. Let me know. Thank you for reading this far.