I finally fucked my ex’s best friend and squirted all over both of us…. [MF] (Long)

The hottest loves are the forbidden ones. It’s an indisputable fact, and the porn market capitalizes on it to no end. Best friends afraid of losing what they have, step siblings afraid of people finding out, the best friend of your ex that you’re afraid to get caught with. Specifically that last one.

Let me just say that I don’t cheat on my partners. I think it introduces too many weaknesses and insecurities into the relationship. Which is the reason why I felt so incredibly guilty when my boyfriend introduced me to his best friend Jackson and my first reaction was intense and complete attraction.

I started dating Matt when we had a series of tinder dates that just seemed to get better and better. Neither of us were expecting it, but it was easy to have fun with each other and our sexual chemistry was off the charts. Which made it easy to ignore my reactions to Jackson in the beginning, because daily orgasms are incredibly distracting. We fell into this comfortable pattern of me spending weekends over at the house that Matt and Jackson shared and my weekdays on campus at my dorm. Usually Matt picked me up from class Friday night and I helped him pick up beer and liquor for the weekly get-together with our friends we had every Friday night. He and I love beer pong, so for his birthday I bought him this amazing beer pong table with an acrylic top and interior LEDs. We would turn off the lights in the house and keep the blinding LEDs on the table and neon signs on the wall as the only light sources. The table seemed like an amazing idea on my part. Our friends loved it, Matt loved it, and it definitely had us playing every single time we had a party. But it worked best in the dark, and college kids can never pass up the chance to use the dark as an excuse to get away with shit.

A few weeks after we got the table, I was leaning my palms on the edge of it watching intently as Matt and Jackson dueled it out in the final round of the night. They always had this competitive edge to their friendship, which is probably why they fought all the time. I’d never seen them fail to make up later, though. Matt was winning by one cup but Jackson had the ball at the moment. He looked over at me and grinned, saying “What do you think, Leona? Think I’ll win this one?” We were all six rounds deep, at least, and he was shifting on his feet ever so slightly. But I humored him, despite sensing that Matt was the more sober party.

“Yeah I think you can, you gotta nail that throw first though,” I grinned back at him. His eyes, brilliant crystal blue, flashed at me for a second before he turned his attention to his opponent, squared up his stance, and sunk his ball straight into Matt’s second to last cup. Matt groaned and threw his head back to drain the cup down. Then he pitched the ball back at Jackson, just bouncing it off the rim of his cup. With surprising dexterity, given his unsteady legs, Jackson swiped the ball out of the air and sunk it into Matt’s last cup in one move. The few friends who hadn’t passed out on the couches or in the bedrooms cheered and Jackson grabbed me by the waist, lifted me in the air, and spun me around in a circle. His eyes were glowing from laughter and the beaming blue lights of the table. My breath caught in my throat and my face was burning as I felt him slide me down the length of his body to put me down. I think he was expecting me to be laughing as well because his smile died when he noticed the look on my face and he stopped with my feet nearly to the floor, just my toes brushing the ground. His searching look changed to a wide-eyed stare as he seemed to find whatever answer he was looking for in my face. His hands tightened on my waist and then he slowly lowered me the rest of the way to the floor. I was speechless, the alcohol and sheer force of my desire for him tying my tongue up. And that’s when I felt it. Just as his lingering hands pulled away and he brushed past me to quickly leave the room, his hips grazed my stomach. Jackson was hard.

Matt didn’t notice any of this interaction, as he had already left to go to the living room and drown his loss in another beer. I was still standing stock-still, alone, by the table. Just desperately trying to figure out what I had missed up until that point and what had just happened. There was no way BOTH of us could be feeling the same hormonally-charged need to bone that I was. I definitely would have noticed if he did, wouldn’t I?

And that’s right about when things started going to shit. Not because of Jackson, not because I had gotten a full-on feel of his giant erection, but because I surprised Matt at his apartment on a Wednesday afternoon to find his door shut and his shorts and boxers in the middle of the hallway. I had a bag of Five Guys and a six pack of our favorite beer, all of which I dropped to the floor with a thud when a loud female moan came from inside his room. Then “Oh fuck, Matty, fuck me fast and hard just how I like it….” I ran out of the hall way, out of the house, back to my car, and I sat there in a still, quiet shock all the way home.

I was still silent as I climbed the stairs to my dorm, grabbed my towel off the hook, and went into the showers, stripping my clothes off quickly inside. Only when I’d been entirely doused in the hot, stinging stream of ultra-pressurized water did I completely fall apart. And I didn’t leave that shower for another two hours, when my face was red and swollen and my eyes nearly shut.

My phone was showing multiple notifications from Matt, missed calls, texts, snaps, even an Instagram DM. I shut it off and turned off my lights and went to sleep. There was really nothing to do, or say.

The next morning I had a hard talk with myself. “You guys are in college, you can’t have expected this to last anyway. You met him on tinder, which clearly isn’t the fount of everlastingly faithful boyfriends. You are just gonna block him and move on.” That wasn’t to say that I didn’t still feel my eyes stinging whenever I thought about it, or a roaring in my head whenever the sounds of that girl moaning in Matt’s bed popped into my head. I swiped into my phone to delete Matt’s messages without reading them. Then I noticed a text that made me stop.

Jackson: “Hey are you okay?”

That fucking bastard. He had to have known, he fucking lived with Matt. He probably heard those two banging all week long and still acted like nothing was happening when I came over on the weekends. In a final fuck-you to Matt, I deleted Jackson’s text too and blocked both of their numbers and unfollowed them on all my social media. Now to commence the ice cream binge that would probably balloon me out of my size 4 jeans.

It’s hard to have a clean break from an ex without complications arising. To his credit, Matt didn’t try to contact me in other ways after I blocked his number, nor did he try to come find me. If I was being excruciatingly honest with myself, it made me a little angry that he didn’t. Almost like I wasn’t worth the effort to try a give an explanation. But the bigger part of me was relieved that he didn’t. I’m not good with confrontations, and I was too vulnerable to handle it without turning into a sobbing, snotty mess in a public area. None of my internal pep talks stopped me from doing a double-take every time a guy that had Matt’s golden shoulder-length haired came into my periphery. Or if I caught a glimpse of a physique in board shorts and a fitted T-shirt, I automatically assumed that the athletic body underneath belonged to Matt. It didn’t. It never did, because our schedules were so opposite that I never once ran into him on campus in the entire time we’d known each other.

When the new semester started in the spring, I had already re-downloaded tinder on my phone and decided that this time, I’d keep it strictly emotion-free. I’d also downloaded about five other dating apps, because nothing helps you get over someone like getting under someone else. My classes were all mid-day, and I had plenty of time to grab lunch and head to statistics with one of my favorite professors. I always tried to sit in the middle of the room because my vision was a little fuzzy from the back row, but I didn’t want to sit in the front, which was known as the “splash zone.” Dr. Boyle had a habit of sweating and spitting while talking when he really got into his lectures.

Setting my books down, I watched students trickle in and glanced around to see who might have arrived already. Electric blue eyes attached to a head of dark hair and dark facial scruff, strong jaw, full lips, broad shoulders, and what was undoubtedly the biggest hard cock I’d ever inadvertently touched in my life. Jackson. Fuck.

I whipped my head back around, knowing he saw me, hoping he would just let this semester go by without a disturbance. I hadn’t seen him in months now, but apparently it hadn’t cooled my jets. His lips were stuck in my head. My panties were stuck to my body. Wait was I wet? Just from looking at him? Good god.

Dr. Boyle was talking about something important and I really wanted to focus, but it would’ve been a Herculean effort to try and I didn’t have that kind of inner strength. “…So please, pick a lab partner now so I can be spared the chaos of figuring it out myself.” Dr. Boyle’s voice broke through my thought haze. Partners? Lab? “Shit,” I thought, and looked around frantically for someone I knew from my other classes to no avail. A shadow dropped across my desk and a voice came from behind me. “Be my lab partner?” Jackson said to the back of my head.

My inability to deal with confrontation or make a scene kicked in once again and I just stared at his blue eyes. “That’s okay with you?” He asked again, followed up by Dr. Boyle announcing “Okay! Everyone is partnered up, so please exchange contact information or what have you, and meet me in the lab tomorrow at 7:40!” And he clapped his hands to signal the end of class. I whipped back around to my books and began shoving them into my backpack as I got to my feet. “Wait, Leona, do you still have my number?” Jackson called after me as I stalked out the door.

“Why would I still have your number Jackson?” I whisper-yelled, suddenly just now finding my voice. “Why would you do that? Why would you ask me??” I asked, as I did an about-face and almost knocked right into him trying to catch up with me. He stared at his shoes and mumbled “I’m sorry, I ah, I didn’t think it would be a big deal.” “A BIG DEAL, JACKSON??” It seems I had found my yelling voice, too. “YOUR ROOMMATE CHEATED ON ME AND YOU LET ME LIVE A LIE AND IT’S NOT A BIG DEAL FOR ME TO BE YOUR LAB PARTNER????” I was almost screaming now. His eyes whipped up to mine with a look of hurt. “I swear I didn’t know, Leona! I have class on Wednesday afternoons and I guess that’s when they would meet, because no one was ever home except for him when I got back!!” His answer took the wind out of all of my sails. I felt myself sort of deflate into a slump. I’d assumed, and of course, made an ass out of myself. I hadn’t even given him a chance. “And uh, I guess I kind of missed having you around. And all that. I’m sorry you thought I lied to you. I didn’t. I wouldn’t do that. I’m sorry.” Those words had all the blood in my body buzzing in my ears. I’m sure my face was bright red, so I didn’t dare look up at him from my slump because I was nearly eye-level with his 6’2” frame anyhow. “Are we still okay to be lab partners? I can find someone else if you want,” he said. “Yeah it’s okay, I’ll see you at 7:40 tomorrow.” I whispered back at him, apparently having lost my voice yet again.

Jackson missed having me around. Jackson had a boner when he held me by the pool table. Jackson was my lab partner. Jackson still had incredibly blue eyes. I was so dazed and emotionally wrung out and fucking turned on. My thoughts were out of control and the only thing I knew that could help at all was getting my clothes off and getting my fingers into my wet, aching pussy.

Sometimes when I ride a cock really well, my pussy squirts all over me and all over the cock I’m on. But I have never ever squirted while masturbating. Until that day. Jackson had possibly shown up in my fantasies more than a few times, but that time was all about him. Thank god I had a room to myself. I was face down with one of my pillows under my hips, one hand knuckle-deep in my pussy, one hand grinding my fingers back and forth across my clit, my pussy gushing over my legs and the pillow and my hands. In my head: Jackson. Jackson fingering me, pushing that huge cock inside me. I shuddered through two orgasms without changing position, just soaking the pillow more and more. I was nearing a third, and maybe finally getting close to satiated when someone knocked on my door.

Frantically, I jumped off the bed and flew around the room trying to find my clothes. My old bathrobe was the only thing readily available, and I threw it on as I yelled “Just a second!!” I had to hide the drenched pillow and towel off my hands before I opened that door, I didn’t care if it was just my neighbor Jessica. The room smelled like sex and pussy and there was no way I could spray air freshener without the person at the door hearing it, so I decided to just poke my head through the door and hope the air didn’t waft through the crack.

Jackson stood right outside my door looking nervous and I could not have been more mortified if I tried. “I didn’t know you knew where my dorm room was!” I squeaked at him. “Ah well I dropped you off here once and you have a ground floor room so it was easy to tell which one was yours,” he said sheepishly. “The light came on when you went in and I just figured…” he trailed off. “Um can I come in for a minute?”

“You know, ah, it’s really not a good time, um but if you give me a few minutes, I’ll, um, meet you out there.” I said, stumbling over my words trying not to sound as embarrassed as I felt. “Why, do you have someone in there with you?” he asked, trying to crane his neck over my head and into my room. “No! No, nothing like that. I’m just not dressed or anything…” I said, my cheeks still absolutely on fire. “Oh, I don’t mind,” Jackson said, grinning at me for the first time. “That robe covers up more than your normal outfits ever do, anyway,” he laughed.

I couldn’t come up with a legitimate excuse not to let him in that wouldn’t sound suspicious as hell, so I wordlessly held the door open for him. If he noticed the scent lingering in the air when he walked in, he didn’t say anything. He plopped down in my foldable butterfly chair that I’d insisted I needed for the “dorm feel” of my room and his legs damn near took up the entire floor space. I perched myself stiffly on the edge of the bed, my legs firmly together to keep the wetness from dripping down my thighs. He was looking around my walls, taking in the purple batik wall hangings and the tent I’d made under my lofted bed.

“This is girlier than I imagined it would be,” he said, still looking around. I was immediately indignant and blurted out “Well if you were imagining it, what did you picture me living in?! I’m quite feminine, I’m sorry if that isn’t your taste.” His eyes were darker than usual when they met mine. “I pictured dark tones and candles, I guess,” he said. “Sounds like a sex den,” I replied, laughing nervously. Then it occurred to me what I had just said.

Jackson thought I lived in a sex den. What the hell. His eyes were still dark and there was a pink flush on his face he didn’t normally have. “Well anyway, I couldn’t stop thinking about what you said,” he broke the silence with a rough voice. “How you thought I was letting Matt cheat on you, and not telling you. Is that why you wouldn’t talk to me? Wouldn’t answer my texts?” He was talking but god, I could only focus on that full, tempting mouth of his. He really had interrupted me at a bad time.

“What? Oh, yeah I blocked your number when I blocked Matt’s number,” I mumbled, so distracted by him. “Oh,” he said, and fell silent. The nervousness overtook me and I just kept rambling on “Well you guys are so close and I just assumed, so yeah. I’m sorry too. I didn’t think you’d miss me. You never seemed to want to be close friends with me, so this is all kind of a surprise.” My hands were fidgeting with the tie of my robe when he reached over and picked up the pillow I had haphazardly stuffed behind his chair. “Why is your pillow all wet?” He asked as he held it in his lap.

Oh god, oh fucking Jesus Christ let the earth swallow me now, I thought. “I…I…..” stammering, trying to think of an answer with a beet red face was not helping my case. “Leona, what were you doing when I knocked on your door?” Jackson asked, eyeing the pillow and my robe and my red face. It didn’t take a genius to put two and two together.

“I was masturbating.” The fact that I stated it out loud in front of him, of all people, was a total surprise to me. I was so frustrated and horny and still soaking wet, my judgement must have been totally clouded in lust. I looked down to see his knuckles were white, they were gripping my pillow so tightly. “And you…soaked this entire pillow?” he asked slowly, disbelieving. “Well sometimes, when I have sex, I um, I squirt. And it’s never happened masturbating before so I don’t really know what to tell you,” I blurted out. I had no idea why I was telling him any of this but I couldn’t stop the verbal tsunami that was coming out of my mouth. “And you interrupted which is both horrible and ironic because it was your fault I did that to begin with, and now you’re in my room holding my cum pillow.”

We both sat stunned in the silence. Me, at what I had just admitted to, and him, presumably for the same reason. He stood up suddenly, still crushing that damn pillow in his hands. He looked over me with an absolutely unreadable expression on his face. “Why is it my fault that you soaked this pillow, Leona?” He asked, his voice so low I almost didn’t hear him. I had already thrown it all out there, so if I was going to light this ship on fire I might as well take the cannons to it as well. “Because I was….thinking about…..needing…..you….” I trailed off, choked up by my honesty.

He looked so serious, just like he looked at me that night at the pool table. “Did you finish?” Jackson asked, still in that low voice. “Not….that last time,” I said. One of his hands slid up my calf and pushed the hem of my robe up my thigh. He was touching me and I couldn’t breathe. His head lowered to where his hand burned against my skin, and he moaned as he pressed his cheek against my thigh and turned to brush his lips where his cheek had been. “Please…let me help you finish. Please,” he groaned into the gap between my legs.

I had no ability to speak, I just unknotted the belt of my robe and dropped my arms to my sides. Jackson pushed my robe open and devoured me with his eyes. “Fuuuuccckkkkk!” He yelled when he saw my pussy, actually dripping down my thighs at this point. He was all over me, sucking the juice off my skin, biting down on the insides of my thighs, leaving marks on me. “I’ve dreamed about seeing you, feeling you like this,” he moaned into my legs, “and I’ve fucking pictured making you cum with my tongue and my dick so many times that I didn’t think you could be sexier than my imagination but this is a goddamn wet dream.” What he was saying, what he was doing to me, it was overloading my brain and I felt feverish, I was so fucking turned on. His mouth landed on my pussy and I swear it was seconds after his tongue pressed against my clit that I came. He pushed two fingers into my pussy and stroked up into me as I came all over his tongue, forcing me deeper into the orgasm and I gushed on his hand and chin and down his shirt. “Jackson, please, yes, fuck,” I was incoherent and he was relentless, not letting up for a second until I finished cumming and drenched us completely.

I was gasping on the bed and his head was resting on my thigh in the aftermath of the messiest orgasm I’d ever had. “God, your fucking perfect tits,” he moaned, head still buried in my legs. “Your body is so fucking incredible, and your face, when you cum…” he moaned again, not finishing the thought. I wove my fingers into his thick, dark hair. He pulled away from me then and stood up. Which gave me the opportunity to take a good long look at the massive hard-on pushing through the thick fabric of his jeans. “Can I touch you?” I asked, reaching out to pull him closer again.

“Wait. Let me just say this. I know some people will think it’s wrong, because Matt is like a brother to me, but he threw out the best goddamn thing he had going for him. When I first met you, fuck, I wanted you so bad. But I couldn’t do that to him. I couldn’t. He let you go, so just please convince me that this is okay. Because I can’t say no now, not ever. That was the hottest fucking thing I’ve ever seen in my entire life and I want to watch you do it again with my cock inside you,” Jackson said, his eyes shut tightly. I stood up then too, dropped my robe completely on the floor, and stepped into his arms. He held me desperately, kneading my ass with both hands and moving up to my waist and back again. “It’s okay,” I murmured to him, “it’s okay.”

“I knew you wanted me like this too, I fucking knew it. I saw it in your face when I lifted you up that one time. You wanted it as bad as I did and it turned me on so much. I had to go jerk off just to control myself.” My eyes were wide as I listened to Jackson just confess all of this to me. “I pictured you bent over that pool table with him watching me fuck you, but I covered your face with my hands so he wouldn’t even get to see you cum all over my cock.” It was the most raw thing I’d ever heard come out of anyone’s mouth and it was enough to force me into action. I dropped to my knees and yanked his pants down with me. That gorgeous dick bounced back up and I swallowed it as far as I could until I gagged on it. “Holy shit, fuck, baby take my cock,” he moaned. I forced it down my throat until I could push my tongue out of my mouth and lick his balls. He pulled me off of him and lifted me onto the bed on my hands and knees, groaning something about needing to sink into my ass. I heard his shirt hit the floor and then the clink of his belt as he kicked off his pants. Then, the slide of his skin on mine. His dick thrusting against my parted ass cheeks, getting covered in my cum from earlier. He grabbed my hips and lifted them as he drove the entire length of his dick into my wet, hot pussy. We both moaned loudly, not caring who could hear. It felt fucking exquisite. His hand wrapped around my throat and the other hand pushed my shoulders down, so that he could choke me and fuck me at the same time. He had barely started stroking into my pussy and my legs were already shaking. I was cumming on his dick this time, squirting again while my pussy clamped down on him. “FUCKKK!!!” He roared, fucking me through my orgasm, taking me with him into his. His dick felt like it was tearing me apart right before his hot cum shot into me. He fucked me through his orgasm as well, still rocking his hips long after the tremors from my pussy faded, like he was incapable of stopping. When he did finally pull out, his cum dripped out of me and down my thighs, following the path my cum made earlier.

I felt the marks he left on my thighs, my back, my neck, and my ass. Everything was throbbing in the best way. I rolled over to face him, finding him sweaty and smiling. “Oh god, I can go again,” he said, gripping his hard dick in his first. “I could go again and as many times as you want to tonight. Then tomorrow night. And the morning too. I want to live in your fucking pussy.” “Jackson do you want me to be able to walk tomorrow?” I asked, laughing. “Not really, no. Because if you can’t walk, then you can’t leave, and we can do more of this,” he said. I had never seen him like this -so animated – and it made me happier, if possible. He pulled me on top of him, his dick sliding down to my pussy. “If you fuck me like this, I’m going to squirt all over you again,” I warned him. He grinned and thrust inside me as he said “You promise?” And then he was rubbing his thumb across my lips and holding my hips in place while he hammered into me. He wound my curly blonde hair around his fist and drew my head back, forcing my tits out at him. He sucked on them, bit down on my nipple until I moaned, all while stretching my pussy wide with his cock. I was squirting on him again before I realized it, but he knew and groaned, wiping my cum up his chest and over my tits. “Ride me, baby. Make me cum for you again,” he said. And I took control, rolling my hips in a grinding motion with his dick so far inside me I felt every single shot when he came. Fuck me, it was magical. I didn’t realize we had fallen asleep until the light coming through my curtains woke me up. Jackson was still wrapped around me with his morning wood nudging at my ass. I guess we weren’t going to leave the room today either….

Source: reddit.com/r/gonewildstories/comments/a5litf/i_finally_fucked_my_exs_best_friend_and_squirted