βI hated being restless, but for the third night in a row, I found myself awake in bed. It was about 4:30 AM on a Saturday in January. If you know anything about winter in New York City, you know that itβs cold as hell and you know that as a result, you need to have access to heat.
Having access to heat was at the center of my issues β The heat in my apartment building went out four days ago and my slumlord of a land lord hadnβt been able to fix the buildingβs furnace since the part that was needed wouldnβt be in until the following Monday. It was the largest inconvenience ever. Luckily, I had family in the city. My older sister Diandra lived in Brooklyn, and offered to allow me to crash with her until the situation was fixed. Β I typically made it a point to link up with my sister in the city (purposely avoiding spending time in her apartment) but given my dilemma, I didnβt have much of a choice.
Staying with Diandra came with temptation β Diandraβs husband and my fraternity brother, Justin being the biggest temptation. Justin Michaels is 6 feet two inches, 225 pounds of thick muscle wrapped in caramelβ¦and until earlier this evening, I had managed to resist ever giving into that temptation.
I met Justin Michaels fifteen years ago in undergrad when I pledged Omega. He was a returning alum, observing who his chapter had on line at the time. He came to observe one of our pledging sessions one evening and he didnβt say much. Between all of the exhaustion, hazing and sleepless nights, there isnβt a ton of things that I voluntarily think back to during my pledging process, but seeing Justin for the first time is always an amazing feeling. My first impression of him was βThis nigga is too pretty to be an Omega manβ¦he should have been a Kappa.β
For some reason, I couldnβt help but feel like Iβd seen him somewhere, but I couldnβt quite put my finger on it.Β
Occasionally seeing him at βsetβ served as a challenge, as his presence always made it hard for me to focus. It was almost guaranteed that if Justinβs sexy ass was in the basement on a given night, I was going to fuck up with whatever task my line brothers and I were given and we would be punished.
One night in particular, me and my line brothers were sequestered in separate parts of the fraternity house. Usually, the 12 of us were always together, locked up reciting information, learning lineage and doing whatever tasks the big brothers wanted together but tonightβs challenge was to demonstrate that weβd learned our chapterβs lineage and could recite it alone. The goal was to see who knew the information, and who was hiding behind having other men to pick up their slack.
It was just my luck that I was paired with Justin, and as you could guess, I kept stumbling. I was standing on one foot with my left leg raised, holding a brick in my hands as I struggled to recite chapter history.
I knew the lineage of my chapter, but It was hard to recite it in front of this sexy ass man. Justinβs presence really did serve as an obstacle regarding my ability to focus.
I stood in front of him with my torn black sweatpants, stained white t-shirt and black boots (our βpledging uniformβ) praying that Justin didnβt notice that my dick was hard.
βGet it together, number 7. The last thing you want to do is force me to go back and tell the bruhs that after nine weeks, you donβt know anything.β Justin said, walking up to me. He was so close that his lips were practically touching my ears.
βYes Big Brother Wreckless!β I shouted as I started over.
I worked hard to recite the chapter history while remaining balanced on one foot as Justin stood beside me. After 20 more minutes of agony, he told me to stop and he gave me permission to stand up straight.
I let out a silent sigh of relief as I stood up straight and kept the brick in my hands. Justin began to pace in a circle around me. I was nervous because I didnβt know what he was thinking. I found myself getting tired until Justinβs loud voice interrupted my thoughts.
βNumber 7, make sure you arenβt at attention when we return to the basement.β Justin said, smirking.
βHuh?β I asked, confused as to what me meant. Instantly, Justin rushed me and aggressively yanked me by my shirt.
No matter the scenario, you ALWAYS address me as Big Brother Wreckless! Did you forget that?β Justin yelled as I felt drops of his spit land on my chin.
βYes Big Brother Wreckless! I humbly apologize for not addressing you as such sir!β I responded, feeling intimidated.
βThatβs what I thought. Now like I said, you need to make sure donβt nobody see thisβ¦β Justin said as he lowered one of his hands and grabbed my hard dick underneath my sweatpants. He tugged on it a few times, which truly shocked me. I instantly jerked backwards in shock but he maintained his grip on both the collar of my shirt and my dick.
Before I could say anything, he released me and walked out of the room.
I was so embarrassed. I just knew that he was going to leave the room and tell my Dean of Pledges that I was gay. Surprisingly, he didnβt do that. I returned to the basement and we resumed our βsetβ session as a groupβ¦. I assumed that we wouldnβt ever talk about what happened.
When I crossed those burning sands and became a man of Omega Psi Phi a few weeks later, he came to our probate (along with other alumni that had crossed into my chapter.) My eleven line brothers and I were performing on the steps of Greenwich Hall, the building where the 15 men that chartered our chapter 47 years ago. It was a chapter tradition to introduce new members on those steps.
Justin stood on the steps with all the other Omega men that were there and supported us as we introduced ourselves as Omega men to our campus. I knew he was here supporting his chapter, but I couldnβt help but feel like heβd come back especially for me.
In reality, the only people that were really here for me were my parents and my older sister, Diandra. My father is a man of Alpha Phi Alpha, so he was standing at the front of the crowd with his arms folded. He was upset that I hadnβt followed in his footsteps, but heβd always encouraged me to blaze my own trail. My mother and sister were both women of Delta Sigma Theta.
Once our probate ended, we all retreated into the Student Lounge of Greenwich Hall, where our βbig brothersβ weβre hosting a reception for us new members. I was standing and talking with a line brother when I saw Justin enter with a woman on his arm β at that moment, I found myself annoyed.
βHey little brother! Iβm so happy that I was able to get off work and come to your probate! Iβm glad they made you the rock of your line, look at you holding shit down just like your big sister!β Diandra said as she approached me with a large, Royal Purple gift bag.
βHey sis.β I said dryly as she kept her arm linked with Justinβs arms. Fuck. The nigga that had been occupying all of my dreams was dating my sister. Iβd seen them in photos before but I really didnβt care for my older sister, so I never paid her love interests any mind.
βDonβt βhey sisβ me! This is a big day, youβre finally Greek! Youβre the last person in the family to join the Divine Nine.β Diandra said, pushing the heavy bag into my hands. Β
βI mean, I am indeed the youngest. So that makes sense.β I said as I looked into the bag. My sister had customized a paddle for me!
βOh wow, DeeDee, this is dope!β I said as I pulled the paddle out and admired it. It had my line name (QuePocalypse), my line number (#7) and my crossing season (Spring 2003) on it.
βDonβt call me that in front of my man!β Diandra quipped as Justin laughed at me calling her by her childhood nickname.
βOkay, fine. How did you get my line name on it though?β I asked her as I continued to marvel at her amazing craftsmanship.
βWell, I date your prophyte, so it was relatively easily. I had to coax it out of him, though!β Diandra said, lightly slapping Justinβs bicep.
βUgh, sheβs so annoying.β I thought to myself as I laughed. I couldnβt help but be annoyed that Diandra was dating this fine man. I was about to get lost in my thoughts when Justin interrupted them.
βIβm glad you put his line name on that paddle, the way he would forget information at βsetβ, youβd think he has issues with his short-term memory.β Justin said, smirking. He was referring to whatβd happened that night.
βDonβt play my brother like that!β Diandra said.
βMan, stop fronting.β I said, blatantly lying and dismissing what he said. βI know my information.β I said.
βOh, thatβs rightβ¦so you only forget that information whenever I enter a room?β Justin said, winking (Diandra didnβt notice.) I instantly felt uncomfortable.
βMan, whateverβ¦β I said, feeling exposed. No one had ever called me out on it but Justin clearly knew that he was a distraction for me. Did he know that I was feeling him? Before I could think too deeply about it, Justin interrupted me.
βIt was just a jokeβ¦anyways, congrats againβ¦welcome to the fraternity. Make sure you enjoy this shit but also put in work for Omega on this campus.β Justin said as he reached for my hand to shake it.
βThank you! Thank you for all the wisdom and everything man, Iβm ready to really put in work for this chapter.β I said as I shook his hands, feeling an instant connection when our hands touched.
The hand-shake felt like it lasted for an eternity, but in reality, it lasted all of five seconds.
βWell little brother, we must be going. Weβd stay more but Iβm too old to do the party scene and I want to spend a night with my man for once.β Diandra joked as she pulled Justin away.
βOkay sis. Thanks for coming to my show.β I said. Justin pulled away from her and pulled me in for a bro-hug.
βYoβ¦congrats again, neo. Letβs try and link up one of these days so we can talk one-on-one.β Justin whispered into my ears.
βAlright.β. I replied as we separated from each other.
βWell, make sure you and you line brothers have a safe time out tonight! Enjoy the after-party and get some pussy!β Justin said as Diandra turned to walk away. He winked and followed in her footsteps. I stood there with the gift bag in my hands, confused as to what Justin had in mind.
Unfortunately, we never got to link up.
Later that week, Justin landed a major promotion across the country in New York City. He had to move pretty fast and before I knew it, he and Diandra both moved to New York. Shortly after, the two were engaged to be married and without any warning, they had eloped in Hawaii.
Our parents passed in a car accident within the next year and me and Diandra took it pretty hard. After burying them, we both went our separate ways as siblingsβ¦there wasnβt any bad blood but having to handle our parentβs affairs after their passing took its toll on us. Diandra retreated into her career and her new life with Justin in New York and I moved out to the West Coast to work in Marketing. Iβd spent the last 13 years out in Los Angeles climbing the corporate ladder until I was offered a promotion in New York last year, which I couldnβt pass up.
Not only was this position paying me a six-figure salary, I would finally be near family again. Me and Diandra had begun talking recently and we missed each other. We were all each other had and we hated being so far apart. A lot had changed in my life β I was now 34, I was now out as a Gay man and I was pretty successful. Time had been good to me.
Time had also been good to Justin, who was still looking good as ever. We were fraternity brothers, but I wasnβt involved in the frat anymore so we didnβt ever have much to talk about outside of Diandra and I preferred to keep it that way. Weβd never talked about what happened that night in the fraternity house but I could still remember the moment that he grabbed my dick. He still turned me on and after all of these years, I often fantasized about the idea of us fucking around.
Unfortunately, he and Diandra were married. That made me keep my distance from him β I never wanted to disrespect their union. I made sure that we werenβt ever alone and I only talked to him on a βneed to knowβ basis. Diandra was upset that we werenβt closer since me and him were the only family that she hadβ¦but I was trying to be respectful. She could accept having a gay little brotherβ¦. I doubt she could accept her gay little brother sleeping with her husband.
Which brings me back to now. Diandra was letting me crash at her spot, but she was out of town for the weekend on a business trip. This left me stuck in her condo with Justin. Whenever Justin is chillingβ at home, he only wears a tank top and his boxers and it causes my heart to race and my dick to get hard. He typically stayed to himself so it was easy maintaining distance from him but it didnβt stop me from praying that weβd engage in some kind of taboo, secret fling.
Earlier in the evening (around 1:30 AM), I was restless and I couldnβt sleep. I decided to explore the condo since Justin probably was sleep. As I reached the end of a long hallway, I could see the glare of flames, which I figured came from the fireplace. I could hear some generic elevator music playing softly and when I got to the doorway, what I saw made me begin to perspire and got my dick hard.
Justin was seated on the couch in a pair of boxer briefs (lowered to his knees) watching porn on the television that was mounted above the fireplace. I couldnβt get a clear view but I could tell that Justin was likely stroking his dick. I could see a couple of empty wine bottles on the coffee table in front of him so I realized that he was probably drunk.
Without thinking, I tip-toed further into the room to get a better look at Justin while he watched the porn. I knew this was risky but I didnβt think Iβd ever get the chance to see him in this state ever again.
I just stood a few feet behind Justin, where I was finally able to see what he was doing. Justin had his dick in his hands, slowly stroking the length of his dick as he enjoyed what was happening on screenβ¦I found myself admiring the view. The glare from the fireplace resonated off his beautiful caramel skin. The room was warm and toasty from the heat emitting from the fireplace, but I was hot, just being able to see him in this state.
Iβll tell you, that man has got to have the biggest dick of anybody I have ever seen in my life. The dick is fat and thick with a big mushroom head. Β As I stood there watching him, my dick throbbed in my pajama pants.
βDamn.β I whispered to myself, which I instantly regretted β I was close enough for Justin to hear meβ¦which he did. In that moment, Justin looked over his shoulder and caught me staring.
βMy bad, I didnβt mean to intrude.β I said, backing away from him.
βNah, come chill with me.β Justin said, smiling. Β That was unexpected.
βNah, Kadeem. Chill with a nigga.β He said, waving me over.
βJustin, this shit isnβt appropriateβ¦β I said, stepping backwards. I couldnβt believe that heβd caught me staring. I should have turned around when I saw him.
βYet you tried to creep up on me like you donβt have some heavy ass feetβ¦get over here.β Justin said, laughing. Fuck, heβd known that I was in the living room the entire time.
βJustinβ¦β I began.
βKadeem, Diandra ainβt here, so you canβt avoid me how you always seem to do whenever sheβs here. I have a hard dick in my hands and based on how hard your own dick is, you wanna see it.β Justin said as he stood up and turned around, facing me in his nude glory.
I stood there, unsure of what to do. Without a reply from me, Justin began to walk towards me. I half expected him to walk up to me but instead, he walked straight past me (with his hard dick waving around in the air) and into the very hallway that Iβd entered the living room through. I turned around to see what he was doing and I saw him continue down the hallway.
βYou know where to find me when you can admit that you want this dick.β Justin said as he walked into the bedroom that he and Diandra shared.
I donβt know what compelled me to do it, but without a second thought, I followed him into the master bedroom.
I found myself standing at the foot of the bed, as Justin lay back on the bed naked with his dick standing at attention.
βJustin, this shit is fucked up.β I stated as I took in his beauty.
βAnd? I didnβt make you come in here, Kadeem.β He said as he smiled.
βOkay, but you told me to.β I said.
βNo, I said that you knew where you could find me when you wanted this dick. New flash, you came here because you want a piece of me and this is your one and only chance.β Justin replied.
Damn. He was right. About everything.
βWhat about Diandra?β I blurted out.
βWhat about her? Listen, your sister ainβt a saint, she gets all kinds of outside dick when sheβs on her business trips, I get side pussy and ass all the time. Stop fucking up the moment and come suck this dick.β Justin replied as he began to slowly stroke his dick.
Damn. I didnβt realize that Diandra and Justin were both so flawed. I cared about my sister but I had to be honest with myself β Iβd been lusting over Justin over for 15 years. This was my one chance to experience him.
Without another word, I loosened the drawstring to my pajama pants (leaving me naked) and I crawled onto the bed between his legs. Justin looked deeply into my eyes while he licked his lips. βJust suck this big dick Kadeem. You know you been wanting it.β Justin said softly while he stroked his dick.
I replied, βWe canβt do this man. You right, I been wanting this shitβ¦but we canβt do this. Diandraβs my sister. I donβt wanna take a chance that she will find out.β
Justin was still playing with his dick with one hand and he began rubbing his erect nipples with the other. Justin replied, βI donβt want Diandra to find out either. If neither of us tell her, how is she gonna find out?βΒ Β
Justin stared deeply into my eyes. When I didnβt reply, he removed his hand from his nipples and gestured for me to come forward. I obliged and he smiled. He reached for my face, which made me flinch. I couldnβt believe this was happening.
He stroked and caressed the side of my face with his left hand and reached around my waist with his right hand and softly squeezed my ass pulling me close and holding me tightly as his pulsating dick throbbed against my body. He said, βLike I said, I donβt want Diandra to find out either. Letβs make a promise to keep this between us and see what happens.β Justin said. At that point, he had me. I simply nodded my head.
Justin placed his hand beneath my chin, tilted up my head toward him, and gave me a very passionate kiss. I tried to pull away, but some internal force would not let me. My body had been craving this moment for year and it wouldnβt be denied.
As much as I wanted to stop what was about to happen, I was neither able nor ready to just walk away. I just didnβt have the willpower.
Justin pulled back from our soulful kiss and he looked at me and as I looked into his eyes. He said, βLetβs not think about Diandra right now. Β Just get down here and suck my dick.β Β
I scooted backwards on the bed, just enough so his dick was in my face. I reached down and rubbed the inside of his legs in a sensual way as I saw his dick throbbing before my eyes. I placed my lips around the tip of his dick, which made Justin moan. I alternated between licking the shaft and inserting it in my mouth. I continued with an up and down motion and as I went further down on his dick. Justin thrust his hips in an upward motion as his dick entered my throat. He moaned and used his free hand to force me further down on his dick. I breathed through my nose as his dick filled my throat. I continued to bob my head up and down on his dick, consumed with lust. Iβd been waiting fifteen years for us to do something sexual and it was finally here!
I was in the middle of sucking his dick when Justin abruptly pulled his dick out of my mouth. I looked up at him, wondering what was coming next.
βTurn around and raise that ass up in front of me, bruh.β Justin said as he reached over to his nightstand and grabbed a condom. He then gave it to me to put it on him. I opened the package, and before I put it on his already hard and stiff dick, I leaned over and sucked him a little more getting him just a little bit harder.
Before I knew it, Justin grabbed my waist, flipped me around and was lining his dick up with my asshole. He grabbed some lube and lubed up his shaft with a generous amount. He then grabbed his dick and aimed it at my asshole.
The moment I felt the tip of his dick entering me, I inched away from itβ¦that shit hurt! Justin laughed as he gripped my waist and pulled me back towards his dick. Justin said βDonβt run from this dick, baby!β
I winced as his dick entered my asshole. I clenched my ass and he didnβt move for several seconds, giving me time to adjust to having him in me. As the shock subsided, I relaxed my asshole and Justin slowly slid more of his dick into me. I felt every inch of his cock as he stretched my ass beyond reasonable limits. When he bottomed out, I felt the most incredible rush.
It was kind of uncomfortable at first. Justin was well endowed - the biggest dick I ever had in me was about 7 or 8. This nigga had an 11-inch monster on him. He took his time with me though and after a few minutes, he was pounding me hard! Justin reached around my chest and caressed and rubbed my nipples and kissed my shoulder and my neck as I began to throw my ass back at him. I always wondered why they say itβs better to have a man thatβs married than one who is single. Well now I know. It just sucks that heβs married to my sister.
βFuckkkkkkkk!β I moaned to myself as Justinβs dick continued to penetrate me. If felt like he was fucking my soul.
βDamn nigga!β I moaned as I began to throw my ass back to meet his thrusts.
βYou got it!β Justin said, not skipping a beat. He instantly picked up the pace. He began showing the hell out, fucking he hard. He had a smooth stroke and he turned me out just right. We continued to fuck hard and deep for another 20 minutes before I could feel Justin picking up the pace.
βFuck, Iβm about to cum!β Justin yelled as he dug his nails into my waist. I bucked my ass back, trying to coax this nut out of him when Justin quickly gripped my waist and pulled away from my body, removing his dick from my ass.
In what seemed like a nano-second, he yanked the condom off and aimed his dick towards my ass. He then shot fired off four large loads of cum β the first one landed on my back, the second one landing on the top of my left ass cheek and finally the last one landing directly on my gaping asshole! I moaned one last time as I felt his hot, sticky nut come in contact with my asshole. I wasnβt used to doing anything freaky like that but thereβs a first time for everything, right?
βGoddamn, that was amazing!β Justin announced as he fell backwards on the bed.
βYeahβ¦it was.β I said, catching my breath as I came down from my sexual -high. I may not have βcumβ but I felt more than satisfied.
βIβm glad we got that out of our system. Thatβs been whatβ¦fifteen years in the making?β Justin said, bringing me back to reality.
βYeahβ¦we shouldnβt have done that though.β I said, burying my hands into my head. Here I was, in my older sisterβs bedroom, getting a piece of the dick that belongs to her.
Justin said, βKadeem, Iβm mad we havenβt done anything before tonight.β Β I didnβt know exactly what he meant by that but I replied, βYou got a wife Justin, your wife just so happens to be my sister. This was a one-time thing, itβs just sex.β Β
βListen. We both enjoyed it and we canβt take it back. I donβt regret this shit man. If you do, thatβs on youβ¦β Justin said as he pulled the comforter over his naked body.
I found myself lost in my own thoughts as I thought about how fucked up I was for sleeping with my brother in law. Yeah, Iβd lusted over him for years but Iβd crossed a line. Even worse, Justin didnβt regret it at all. I wish he did thoughβ¦because maybe then, I would feel some guilt for what Iβd done. I knew myself well enough to know that I would find a way to mentally justify what weβd done. Iβd wanted Justin.
As much as I tried to deny it, I knew that when I saw him sitting on the couch tonight, weβd end up fucking. Now, I just had to make peace with Iβd done.
I laid there still for a few moments, catching my breath when I realized that Justin was snoring. Fuck. This man had gotten some ass and fell asleep. He hadnβt even helped me catch a nut!
I took that as my queue to get up and return to the guest room. I drew the line at fucking Justin β I wasnβt about to spend the night in the bed that he shared with my sister.
When I got back to my room, I was still hot and very much turned onβ¦but I was also still processing whatβd happened. I was now lying in bed, trying to relive tonight in my head, For the last three hours, tonightβs events had been replaying in my mind. I looked over to the clock and it now said β5:30 A.M.β. Iβd been up all night, I needed to get some restβ¦
As I focused my efforts on going to sleep, I told myself that tonight was long overdue. I realized that I was lying to myself when I told myself that what weβd done was going to be a one-time affair. As fucked up as it sounds, I was already looking forward to Diandraβs next business trip.
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