Friends With Benefits
- 1 year ago
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"Remind me why we're doing this again?"
Aaron eyed the stairs warily, scoping for late-night drunks or anyone else wandering down that particular street at 3 AM.
"Because," Jack grunted as he hooked his fingers around the screen frame and pulled,
"I just wanna make sure we didn't leave anything."
Aaron rolled his eyes and shoved his hands deeper into his jacket, fidgeting with his lighter, waiting for Jack to finish the obviously illegal re-entry into their former apartment.
Without a twitch, Jack caught the screen before it fell, set it quietly on the ground and threw one long leg over the window sill. Aaron caught the wild, almost childish gleam in his eye as he whispered "Meet you at the door?" and nodded towards the back hall.
Aaron shook his head, unable to keep from smiling at the sheer randomness this guy possessed, and headed around the corner to the front door. They'd given up the apartment a week ago, sick of dealing with scumbag tenants and screeching kids, and moved to a much bigger (and infinitely nicer) two bedroom nearby.
Jack swung the front door open as Aaron rounded the corner, giving him his trademarked "I did something bad and it was fun" smile. Aaron pushed him aside and shut the door quietly, unconsciously breathing a sigh of relief to be in. Looking around the apartment, empty of any of their stuff, Aaron felt a twinge of homesickness. In the short time they'd spent there, they'd managed to make a lot of memories.
"Aaron, what's on your mind?" Jack nudged Aaron with his pack of cigarettes, light eyebrows rising in concern. "Is he still on your mind?"
Aaron shook his head, realized he'd been staring at the stupid tree that blocked the window and turned around to Jack, smiling a bit. "No, fuck no. Fuck him, he was an asshole anyway..."
Jack pulled out his lighter and lit Aaron's cigarette and then his own, comfortably flopping down onto the bare wooden floor under the window. Aaron slid down next to him, his legs stretching out into the tiny patch of streetlight able to get through the thick leaves.
"Y'know, I had my own lighter."
Jack shrugged, grinning. "I know, I was being a gentleman." They chuckled, drew in lungful of smoke and leaned back in comfortable, companionable silence.
After a few minutes, Aaron snickered and leaned over to Jack.
"Hey, now that you've got a nice big apartment to show off, are you finally going to try and find a girl who'll fuck ya?"
Jack glared back, blowing a plume of smoke into Aaron's face.
"First off, WE'VE got a nice big apartment to show off. You're ON the damn lease now, Aaron."
He paused and drew in another breath of smoke, still looking in Aaron's direction.
"And? What about second? You said first for a reason, fucker." Aaron smirked, waiting for Jack's response.
"Well...hm. Come on Aaron, you know I'm awful at meeting girls and all that...bullshit." Jack, for all of his good humor and general charm, was intimidating to most people he met. He blamed it on his natural loudness and over-opinionated nature, Aaron told him it was a gift and an asshole deterrent. Jack sighed and sagged his shoulders, butting the cigarette near the base of the floorboards.
"It does suck, though."
"Hm? What, that you're not getting sucked?" Aaron snickered, raising an eyebrow.
Jack paused, started to say something and just laughed. "Yeah, exactly."
They looked at each other for a minute and both laughed, Jack covering his mouth to stifle his insanely loud laughter. They quieted down and sat for a while longer, listening to the steady sound of cars coming and going, of the branches swishing and scraping across the windows.
"It's a shame, man..." Aaron almost whispered, looking over at Jack.
"What, me not getting any?" Jack asked, leaning in to hear Aaron.
"I could take care of it for you, y'know..." Aaron mumbled after a long, almost awkward pause. He looked back towards the window again, not wanting Jack to see him blush like a damn girl.
Jack laughed quietly and sucked in a deep breath, reaching out for Aaron's hand.
"I thought you said...you didn't want to risk ruining things, awkwardness and all that shit?"
Aaron's fingers curled around Jack's, resting against his wrist. He wondered for a second if Jack felt his pulse quicken, if he noticed the way his heart was pounding. He inched closer to Jack, still not looking at him out of sheer embarrassment.
"Jack, after all the shit we've been through, dealt with, lived through...I don't even think we could feel awkward with each other. I mean, fuck's sake man, we've slept in the same bed on and off for years."
Jack laughed, shrugging and nodding. "That's true, and I've seen your ass enough times."
They both laughed this time, Aaron risking a look towards Jack.
"I'm serious, J. The thought's crossed my mind...more than a few times."
Aaron bit his lip, hoping the shadows would hide his flush, torn between the terror of rejection and ruining his friendship.
Jack slipped an arm around Aaron, pulling his head towards him. "And you think I haven't? You know I'm...open about shit. Hell, I've kissed you before. And regardless, I love you man. I don't think this would change anything..."
Aaron stared back at Jack, feeling his eyes well up, wondering how he'd managed across a friend this amazing, a guy who wouldn't laugh or be disgusted at the sheer idea of this. After what seemed like an hour, Jack took a long, deep breath and whispered "Fuck it. Good timing's overrated, all that jazz" and grabbed hold of Aaron's hair.
Before Aaron could gasp or say anything, he sealed his mouth over Aaron's and slipped his tongue into his mouth.
Aaron twitched and moaned against Jack's lips, grabbing his hand tighter and sucking at his mouth. Jack's fingers trailed down Aaron's neck, brushing just under his hairline and sending a fresh wave of chills down Aaron's back. Jack finally broke the kiss, eyes blazing and whispered to Aaron "Are you sure about this?"
Aaron nodded, his chest hitching with each breath, his pants feeling terribly tight. Jack all but lunged at him, pinning him against the wall and kissed him again, stubble scraping at Aaron's face. Their arms slid up and curled around each other, Jack's hands back in Aaron's thick hair, tugging softly and then harder. Aaron broke the kiss this time, gasping and pulling off Jack's shirt.
"J, I've wanted to do this longer than you know. Yes, I'm completely fucking sure about this."
Aaron pushed Jack back on the floor, pulling off his belt and half unzipping his pants as he did. Jack closed his eyes and let him, fingers feeling for Aaron's free hand as he eased his boxers down. Aaron sat still for a second, staring down at his best friend, at a man he'd once called his brother but discarded that term, feeling it still couldn't touch whatever it was they'd found in each other.
'Love' sounded too simple, 'best friends' infinitely too petty. 'Soul mates' sounded clich?, but it was the closest description he could find in words to this fantastic, strange thing they'd made.
He flicked his tongue out, over Jack's hard on and watched him shudder. "How long has it been?" He whispered, licking his fingers and brushing them over Jack's balls.
"Two...fucking...years." Jack gasped.
Aaron grinned and leaned down, drawing his tongue slowly over Jack's cock, teasing the tip.
"Why didn't you ask me sooner?" He mumbled, brushing his teeth over the tip.
Jack shuddered and moaned quietly, grabbing hold of Aaron's hair.
"Because I was a fucking pussy, I don't know why! We're doing it now though, so...shut up and do it!"
Aaron laughed, started to say something and was silenced by Jack's cock in his mouth. Jack moaned louder, his fingers tightening in Aaron's hair as his tongue rubbed against him.
Aaron slipped his hands around Jack's hips, running his lips up and down, sucking softly and slowly. Both of Jack's hands crept behind Aaron's neck, fingers curling into his choppy hair.
Aaron kept going, stopping periodically, holding Jack's cock deep in his throat or flicking his tongue over the tip. Jack gasped, biting his lip to stay quiet, his hips arching up against Aaron. He yanked on Aaron's hair, managing a strangled "Wait".
"What, what'd I do wrong?"
Aaron sat up, terrified that the awkwardness had finally kicked in and Jack couldn't do it.
"Move over this way...I don't wanna be selfish." Jack snickered, motioning to Aaron.
Before he could move, Jack sat up and unzipped Aaron's jacket, nuzzling the side of his neck while he did. He nipped at Aaron's collarbone, unzipping his pants and sliding his hand under his briefs. Aaron moved next to Jack and continued sucking him, motivated both by Jack's hand in his pants and the delicious noises he was making. Aaron, for once thankful that Jack masturbated more than anyone he'd ever known, sucked Jack deeper and faster, now trying to quiet his own moaning thanks to Jack's experienced fingers.
Aaron forced his throat open, suppressed his gag reflex and sucked faster, squeezing Jack's balls with one hand and lightly clawing his chest with the other. Jack was gasping louder, his hips pushing against Aaron's face when he moaned out all as one word "Fuck, I'm gonna come".
Aaron shuddered against him, hard almost to the point of pain and went faster, rubbing his tongue against Jack's cock, squeezing his balls harder. He felt his legs shaking, Jack's hand moving working him fantastically. Jack's nails bit into the back of his neck as he gasped, bucking against Aaron's mouth, coming into his throat. He jacked Aaron off harder, his entire body shaking against him. Aaron slipped his mouth around the entirety of Jack's cock and felt himself about to go.
Jack stopped for a second, wet his fingers and started doing something incredible with the tip of Aaron's cock for about twenty seconds before Aaron felt his entire body tighten, and then release as he came against Jack's hand. Aaron's moans were muffled by Jack's cock, but he was positive the downstairs neighbors would be confused as hell as to what was going on in the supposedly empty apartment above. Jack's hand fell away slowly as Aaron licked the remnants of come off of his dick and his lips. He turned around and crawled against Jack, laying his head against his chest.
"I...can't believe that just happened." Jack gasped after a minute, his hands still twitching.
"What, that you finally got some or that I was the one that did it?" Aaron mumbled, the wonderful lethargy he felt after sex settling in. Jack breathed a quiet laugh, shrugged and finally managed out "Both. I'm not saying I regretted it though...hell, definitely not."
Aaron smiled and kissed Jack's chest, their hands finding each other again.
"I love you, J. I've always loved you, and this isn't going to change anything..." Aaron said softly, rubbing his thumb over Jack's.
"Yeah, other than my constant sexual frustration. Think of all the free time I'll have now without having to jack off, right?" They both burst out laughing, and Aaron realized that things wouldn't change. It comforted him, made him happier than anything had in what seemed like an incredibly long time. He grabbed Jack's trenchcoat and pulled it towards him, digging out the cigarette and lighter again and tossed one to Jack.
"Oh, this is just too much. All we're missing is the roses, candles and Barry White." Jack murmured around his cigarette, still sprawling on the floor.
"And, I don't know, an actual bed? Shit, at least a carpet or something. This floor's hard, man."
Jack looked over at him, starting to smirk. Aaron grabbed the trencoat, lay back down next to him and pulled it over them like a blanket. "Y'know, there was a joke in there but I'm too lazy to get it."
"Amen to that." Jack chuckled, pulling Aaron close against him. They finished the cigarettes, laid together for a while before remembering they were still technically trespassing and finally got back up, pulled their shirts on and left. When they climbed the narrow three floors to their own apartment, Aaron was almost ecstatic to have Jack hold his hand. They reached their door and stopped, looking at each other for a minute.
"So...?"
Jack shrugged, pulled Aaron close and kissed him softly. His glasses pressed against Aaron's face, their fingers still tight around each other’s. When he pulled away, Aaron was smiling and blushing like a schoolgirl. "I told you so,? He said pushing the front door open.
"Told me so what?" Jack locked the door and tossed the keys onto the kitchen counter, already kicking his shoes off.
"I told you, it wouldn't change things. I'm always right. So there." Aaron stuck his tongue out at him and smiled like a jackass, tossing his jacket on the bed.
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This is the story of my first sexual experience. Although I had a girl friend, I never had sex with her. I am 29-year-old male and this incident happened last year. I am not disclosing locations and other details to maintain the privacy of individuals. My girl friend dumped me sometime back and I got along with my life, was not interested in girls, busy with work and other interests.I had met a girl longtime back on facebook, I was good friends with her. After my breakup I used to talk to her...
Josh and Tyler had been friends since middle school. From there the bond between them only grew stronger as they went through high school and then college together. After college, Josh moved to Nashville when he received a great job offer with an investment firm. Tyler had moved to New York City to further pursue her art. Now at twenty-eight, Josh found himself back together with Tyler in The Big Apple after taking a promotion.Josh could be described as charming. This, coupled with his...
FetishLike I was telling you in my other story, I had met Randy. He was a young hunk that cruised the strip and ran his car fast to show off. We would hook up now and then and the sex was always amazing. He was living with his Mom at the time, mainly due to money situations. I had met her and we got along great, so it was nothing for me to stop by. He worked on my car for me at times. So for us to head out to the garage was nothing new either. I had a more than annoying friend named Terry who was...
Hi guys am not new on this site but I just discovered today that the story page is way more functional than I thought. I personally have a lot to share and I will gladly post them here for fun. My stories are personal life experiences no twists, no turns 100% true events. In few cases, i may change names of characters to protects the identities of my friends. This article may contain unfamiliar slangs and sentences that are only peculiar to my society but am pretty a huge part will make so much...
Hello everyone.Iam Krish, an architecture student from a reputed college from Bangalore.To describe about myself iam 5’8″ tall and atheletic,iam a basketball player.I stay alone in an appartment in a very nice residential area in Bangalore close to my college.Pretty girls and aunties would like to have a nice friend,please mail me and please comment on my story. The area i stay in Bangalore is surrounded by lots of colleges,and the area is flocked with a large number of student crowd.The story...
This is my first attempt in penning down one of my experiences. Let me begin with introducing myself. I am 38, a resident of Thane (Mumbai) with a high-quality education, a great job, a lovely family and all that I ever asked for. My stars have been kind to me. I have been married for 11 years and my better half is beautiful and perfect beyond expectations. BUT…that something has been missing in my life !! What was it? Or was it just me? Did I like infidelity? Or was it about experiencing...
Hi all, I am Raj (Name changed for privacy). I stay in Navi Mumbai. I am Normal built 6’2″ height. wheatish complexion. My penis size is 6.5″. This story is about nidhi my GF’s best friend and how she seduced me to be in friends with benefit relation while my GF was on a world tour of four months. Lets me tell you about Nidhi. She is 5’9″ Slim with figure 32 28 32. Her figure was nice curvy and round ass as well as boobs. This story starts when my GF left for world tour for four months. Nidhi...
Hi readers, this is Max from Pune and any girls want to meet me can contact me at This is my first story in ISS and just a start to a long journey I guess. This story is about my first sexual experience happened when I was just 19 usually at this age boys start to look girls from a different angle about me, I am an average looking guy but a strong cock which I realized later at that time I was in Delhi and had a friend named Piya. We were very good friends and touching and hugging each other...
Let's start this off with a small but important description and introduction, shall we? My name is Andi. My body type would be average I'd have to say, not too small but not too big. I'm a bit curvy. I'm a natural blonde which my personality proves when I talk for too long. I'm 5'9 and my breasts are a perky set of 34Ds, despite their size, and eyes like an ice blue. I'd like to admit that I'm not the one writng this story but my girlfriend is and she better be getting all the words right. She...
LesbianHi guys! My name is Gufran and this is my story which happened to me when I was in my 12th. First, about me, I am 20year old guy from Mumbai in my third year of engg. I have a slim but athletic body and quite good looks (girls say that). My partner in this story is my best friend from my tuition classes when I was in my HSC. I won’t tell her name as I respect a woman’s privacy. But her stats were eye catching as she became the centre of attraction of boys the day she joined classes. She had a...
Hi readers. I am Yashika. A crossdresser since 2 years. Today I am here to share with you the incident that turned me into a crossdresser. If you like it or want my cd pics, write up to me at This happened when I was about to turn 18. I had a best friend named Esha with whom I shared everything. I was called aman back then. I was a 5’3″ boy with slim figure, round butt and hairless body. Esha was a hot girl and I always wanted to date her. But she had this hunk boyfriend named rohan.I knew he...
Gay MaleHe was a guy who could make my blood boil just looking at him; short to long dark hair and a bit of scruff on his face that tickled when his face touched my skin. His eyes were the color of melted chocolate, and his body was average, though to me it was extraordinary. He had a bit of a stomach, but he was pretty fit, and when we would wrestle he could keep me pinned, except when I played dirty and tickled or distracted him enough. He was one of my best friends, but he was taken, and I thought...
Straight SexUnderneath the Surface: Friends with Benefits ~by Taylor Ryan~ For Paolo They say the mind is the first thing to go, I think. I really didn't know if that related to my situation. I just knew I was losing it fast. I hardly even recognized my old name anymore. Every time I heard it spoken it was like hearing the name of some vague acquaintance in passing. My new name had become quite familiar to me. Emily even liked it when Mitch called me, what he referred to as, his pet name. I...
Horrorrother In-law With Benefitsby Mannydcamp ([email protected])***A cute story about a wife and young brother in-law that get way too close. (F/m-teen, exh, ped, rom, inc, 1st, adultery)***A special thanks to Brad who now attends the University of Minnesota for making this amazing evening come to life.My story I guess starts when I met my husband and his brother Brad. At the age of 12 Brad was 13 years our junior. During the two years my husband and I dated I got to know brad quite well. He...
Jenny lived in the upper flat apartment of a two-story duplex and I lived in the lower. We initially were just friendly neighbors, and she seemed somewhat shy at first, but the look in her eyes when we talked often left me the sense of an underlying smoldering sensuality. At the time, we were both in a similar situation of working too much, and lacking an active social or dating life...as well as a lame sex life. Being a good neighbor, I'd help her out when she needed it (usually lifting or...
Introduction: a night of cards and movies with the ex ends up very exciting As the water ran down her body, Carolyn thought ahead to this evening. I wonder what will happen? I wonder if she misses me as just a friend or maybe more? I guess ill just have to wait and see. Ill play it cool, in case she is just wanting to be friends, but if more happens, im definitely not going to fight it. As Carolyn soaped her perky 34D chest her mind wandered to one of the last times her and Rachael had been...
I wonder what will happen? I wonder if she misses me as just a friend or maybe more? I guess i'll just have to wait and see. I'll play it cool, in case she is just wanting to be friends, but if more happens, i'm definitely not going to fight it. As Carolyn soaped her perky 34D chest her mind wandered to one of the last times her and Rachael had been together before they broke up a few months earlier. They had been laying in bed watching some cheesy sci-fi horror flick when Rachael had...