When I (Nick) turned 18 I started masturbating with my twin brother (Jake). We didn’t take it all that far with one another, but we enjoyed talking each other off with collaborative fantasies about swapping our then nonexistent girlfriends with each other and, eventually, elaborate fantasies about our mother.
Mom (Jessica, or Jessie more commonly) was and is a very hard working single mom who made the most of a hard situation by raising us in a small two bedroom apartment. As we grew up, she was frequently gone at work where she worked the phone for a medical supplies company. We had what we needed, but not a whole lot else
.Jessie is a beautiful, dark-haired woman of now 44 years with larger than average breasts and, I discovered upon walking in on her after her nightly shower one evening, huge beige nipples and a neat bush. She’s an athletic 5’ 4”, kind-faced, and blue-eyed. She’s prone to laughter and witty sarcasm.The day Jake and I spent an hour jerking to mom the first time – following my initially hesitant “I saw mom naked last night. Want to hear about it?” – was phenomenally intense. The taboo obviously appealed to Jake immediately, as once I mentioned it he simply nodded and pulled his gym shorts down to reveal his long and almost instantly erect cock. I described mom in as much detail as I could recall from my somewhat brief look before she gave herself a hand bra and looked at me with some surprise (and a little humor). Her pussy drew my eyes right away of course since it wasn’t covered at all; I stammered my apologies for busting in on her, but I knew immediately in my gut I wanted her in ways I probably shouldn’t. Revealing this to Jake wasn’t the easiest or hardest thing in the world, as by then we had shared everything we dreamed of sexually.
Once Jake pulled out his dick I slid my own pajama pants down to bring out my own fatter if slightly shorter member. We sat on his bed in our shared room as we usually did whenever we mutually masturbated. “So,” I began as he slowly stroked and I matched his languid speed, “Close your eyes and imagine this: mom fresh out of the shower; damp-haired and skin slick with moisture. Imagine her blue eyes wide with surprise as you walk in on her completely nude. Imagine those eyes sparkling with a hint of mischief. Imagine her lips forming a half-smile as you see her bring her hands up without any particular hurry to cover her large, light brown nipples on perfect, heavy breasts.”
Jake moaned softly as he pictured the scene, and began to cup his balls while his jacking tempo increased. I matched him, and continued: “Your eyes drift down her toned stomach to her pussy. She has dark hair there, trimmed and neat. You swear you see some wet there as you stare for a full three seconds; you don’t know if it’s from the shower, or arousal.”
My brother’s eyes drifted open. “God, mom is so hot. You want her, don’t you?” I nod; he continues, picking up the fantasy where I left off, saying, “What if she lowered her hands, letting you see her in all her glory. Maybe she takes a step towards you, slowly at first, until she crosses the bathroom and wraps her arms around your neck, eyes locked with yours, and whispers, “I hoped you’d find me here.”
It’s my turn to moan; Jake knew exactly what.I wanted to hear – mom taking charge. I’m not passive, but I do like forward women. I pause my jerking long enough to reach under his bed for half-full bottle of lube, slopping some on my iron-hard prick and pouring a dollop into his outstretched hand. I considered wrapping my hand around his cock (the furthest we ever took things) at that point, but decided to wait. To be clear: neither of us consider ourselves bisexual, but who honestly wouldn’t like a good jerk from their most trusted friend?
I took back over, saying, “Mom gives me a kiss on the cheek and the steps back. ‘Like what you see?’ she asks. I tell her to show me more. She winks, her hands sliding down to her pussy where she spreads her lips for me to get a good look at her pink cunt.
”Jake grinned, swiveling his head slightly to make eye contact with me. “…and she says, ‘See how wet I am? I could use some help with this…’
”And so it went, back and forth for quite some time between us until he reached for my cock first, wrapping his palm and fingers around my shaft and pumping more rapidly as I returned the favor. As my fantasy self climaxed into the sopping wet snatch of my mother, precum poured from my dickhead over Jake’s hand while his own cock leaked effusively. His breath was heavy as he leaned back, forehead shining with sweat and eyes glazed. A moment longer, and he grunted, four fat ropes of sperm firing out of his heavy balls onto his stomach while moments later a trio fired from mine onto his hand and forearm.
We lay back on the bed next to one another, sweating and panting at the intensity of our orgasms. Jake eventually turned to me and whispered, “We’ve got to do it. We’ve got to fuck mom.”
A year has passed since that first of many daily mutual jerk sessions focused on mom almost exclusively, and quite a lot has changed. For starters, no, no progress was made or even seriously attempted with our mother. Jake and I are fairly shy, and the idea of putting the moves on anyone (let alone our own mother) was more than slightly intimidating for either of us. That said, Jake beat me to the punch and managed to luck himself into a truly wonderful girlfriend (Morgan, age 21 to our now 19). Morgan is a gamer gal who stands at perhaps 5’ tall when in boots or heels, brunette, with medium breasts and green eyes. She’s on an academic scholarship to the local four-year university while Jake and I are living at home with mom (still) attending community college to save money before transferring in.
Jake and Morgan have what anyone would call an active sex life, which Jake immediately told me all about in exquisite detail as soon as she took his virginity (and then, of course, on an ongoing basis as they continued to fuck like wild rabbits). With mom nearly constantly at work and Morgan’s dorm roomie frequently with her own boyfriend in their dorm room, Morgan consequently spent a lot of time in our family apartment having loud sex with my brother in our bedroom while I stroked myself off in the adjacent living room. Jake informed me while Morgan knew all about my eavesdropping habit, she didn’t mind at all. In fact, my brother admitted, it rather turned her on. So much so that, one night when she came to visit and I was attempting sleep in the bed across the room from Jake, Morgan rather obviously sucked my brother off as he lay spread-eagled on his comforter. Moonlight streamed through the window and hi-lighted her every move and motion while she gave him head. I made no attempt to hide my stare towards the end, and I swear she made eye contact with me just as soon as Jake grunted and came into her slurping mouth.
Since then, they’ve taken to increasingly obvious sexual activity – Morgan furiously jerking Jake off under a thin blanket on the couch while we watched a movie together; Jake fingering a giggling, slightly tipsy Morgan in the backseat of our car while we drove home from a night out on the town; Morgan giving my brother a sort of reverse-cowgirl lap dance while maintaining conversation and eye contact with me (I pretended, as she did, that nothing was amiss the entire time) – and the like. For what it’s worth, Morgan and I get along well and constantly banter about anything and everything in our three-way group text with Jake throughout the day. To be blunt, I have a huge crush on Morgan and everyone is perfectly aware of this fact.
During all of this, mom continued to work and make the most of her time at home with us on weekends. She took to Morgan instantly; they grew close right away. Every weekend, the four of us would play boardgames or card games together around the kitchen table. I kept jacking off to fantasies of my mother and, with more and more frequency, fantasies of Morgan as well. Jake and I largely stopped masturbating together, doing it no more than once every couple weeks; mom was always the focal point of our shared sessions rather than Morgan, despite our history of jacking off to swapping hypothetical girlfriends. I assumed the reality for Jake now that he actually had Morgan wasn’t as palatable as the fantasy, and thus he had appeared to leave it at the level of thick sexual tension it was at. Jake had not, it would seem, given up on fucking mom, though. He came just as hard and just as readily to my walking him through fucking her at the beach, the club, her work…
This brings us to roughly four weeks ago, when absolutely everything changed.Mom’s work hours changed to earlier in the morning until about late afternoon, depending somewhat on occasional overtime. This made it increasingly difficult for Morgan and Jake to fuck with the frequency they’d become accustomed to, leading to rapidly escalating sexual frustration. One weekend evening, rather than mom being home as per usual for game night, she got called in to work due to some COVID-related outages leaving Jake, Morgan, and myself to do what we would. I assumed they’d go in the bedroom to fuck all night, but to my surprise they almost dragged me off the couch (where I was preparing to beat off to their sexual serenade) and into the kitchen to play no-stakes poker (just for fun/to see who could get all the chips kind of poker).
After a few dozen hands it was between Morgan and me for the prize – a roughly even split of poker chips lay between us. She looked very good in casual clothes that night; a black tank top and ripped jeans without – I realized to some surprise and joy – a bra. She had a small stud in her nose that I found endearing. Her green eyes looked especially impish for some reason. After an indecisive few rounds, Morgan sighed theatrically and said, “I have a better idea to make this more interesting.” She flexed the deck of cards in her right hand as she looked at me cooly.
I smirked. “Strip poker?” I doubted it, but was nevertheless hopeful.
Unsurprisingly, she shook her head no. “You know, Jake and I know that *you* like listening to us fuck. And you probably figured we get off to getting *you* off as a side benefit of all that, right?”
I nodded. No surprises there; it was an unspoken reality between the three of us that I got to enjoy the secondhand sexual energy. That they liked it as much as I did was hardly a shock.
“Well,” said Morgan, who glanced to a seemingly impassive Jake and back to me, “We’ve decided we need to take the opportunity of this dry spell your mom has put us under to raise the bar. To supplement quantity sex with quality sex.”
“What do you mean?”I queried carefully.
“What I mean is that we’re playing for higher stakes than mere strip poker right now,” she said smoothly, abruptly shuffling the cards for her deal. I noticed her hands shook slightly as she did, though she appeared otherwise calm. Morgan said, “If you win this hand, I strip completely naked for you right here and right now. And, any time you want going forward.” Her mouth sounded dry as she continued, “If I win this hand… you do the same for me. Anytime I ask.” Her eyes flicked up to meet mine. “Any. Time.”
I looked to Jake, incredulous at what I was hearing. “Are you guys serious?”
Jake nodded. “We enjoy you enjoying us, and we want to take this up a notch. I’m agreeable to the stakes if you are. I know she is.”
It took exactly zero thought to make a decision; I made a show of pushing all my chips into the middle of the table. “Consider me in.”
Morgan licked her lips and dealt the final hand, face up. In the end, my pocket pair didn’t hold up to her two of a kind. My disappointment wasn’t crushing; her smile was almost feral as she said, “Let’s see what you’re…” she trailed off and gestured vaguely. “…like.”
Already hard, I stood up and shucked my shirt in short order while my dick stood out like an iron bar. I’m not bad looking; a bit bear-like to be honest, but broad-shouldered and slightly more muscular than the average person due largely to a good set of genes. I paused for a long moment; Morgan’s eyes gleamed green. She murmured, “I’m waiting.”
I grinned. “For what?” I asked lightly.
“Show me your cock already,” she said softly, eyes drifting down to my tented crotch.
I glanced at a smiling Jake, then back to her, and decided to go for it. “Come closer,” I said. I pointed to a spot perhaps a foot in front of me. “You want a look, come get a look.”
Morgan half-stood and scooted her chair around the table to the place I designated. I watched her breasts bounce as she sat back heavily, crossing her arms just underneath them and cocking her eyebrows as she peered up at my standing self. “Well?” she asked.
I undid my belt buckle and zipper, pulling my pants down first and allowing my boxer-covered prick to spring up out of them. I felt precum leaking from the tip; my brother’s girlfriend that I lusted after was inches from my waiting cock. I glanced at Jake one final time; he was clearly enjoying the unfolding scene. To my surprise, he spoke up just as I was reaching for the hem of my underwear.
“Morgan,” Jake said, “I think Nick needs help with the last part, don’t you?”
Morgan’s eyes widened; she pivoted in the chair to face him. “You’re … yeah?” She sounded more excited than shocked.
Jake nodded. “Do it,” he bade her.
Morgan swiveled back to me, eyes rising to meet mine again. She leaned forward, cleavage exposed, hands reaching for the legs of my boxer shorts. She didn’t say a word. So smoothly, her fingers locked around the fabric and she pulled down gently… exposing my trimmed pubic hair and bit by bit my thick shaft until my cockhead popped into view, pointing straight at her shocked mouth. The kitchen was completely silent for several long seconds.
Then, Morgan breathed, “Very… nice.” Her open mouth slid into a half-smile; her tone was all melted butter when she said, “Have a seat across from me, will you?
”Jake looked at her somewhat quizzically, but made no move to stop me as I gradually dropped into my seat, my eyes never leaving her face. Morgan stood…
…and began unbuckling her own belt. “Jake,” she said, “Be a dear and come over here.” Jake stood, apparently uncertain until she said, “Get behind me, love.” He did. Morgan – still looking at me – dropped her pants and panties in one flourish exposing her hairless cunt in all its glory: fat lips, engorged clit, and nearly dripping with her own natural lubrication. I was stone still, staring at her every fold. Precum oozed from me now.
Morgan leaned forward at the waist, placing one hand on each of my bare shoulders as her face came to a halt just short of kissing me. I could feel her breath. I felt more than saw her body shift as she moved each leg behind her, spreading her stance.
Quietly, Morgan said, “Fuck me now, Jake.
”Jake wasted no time. His pants were off at once and I saw Morgan’s eyes (locked with mine) pop wide as he smoothly angled and then slid his penis inside her. He started slow, and I savored every nuance of Morgan’s face close-up. Her pupils were blown huge in no time, pitch black and glittering with ecstasy. As my brother’s pace increased, I felt Morgan rock her hips back to meet him at every thrust, air puffing out of her and onto my face at every stroke as Jake began to ram her in earnest.
Her voice shaking, Morgan said, “You like this, Nick? You like watching me get good and fucked?” Her hands began to drift along my collarbone, caressing me as she would a lover, thumbs running along my neck. “You like seeing Jake *fuck my pussy*?”
“Yes,” I said, voice cracking slightly as I did. And certainly I wasn’t lying; this was the hottest single experience of my life. My hands which sat in my lap inched towards my cock.
“Oh no,” Morgan said as if sensing what I was doing. “You won’t do that. Don’t you dare jack off now.” One hand raised up to caress my jawline.
I could only nod, swallowing heavily as Morgan’s fingers began to knead my pectorals lightly. Suddenly loud for my brother’s benefit, she said, “You want to feel my breasts, don’t you?”
For the first time in some time, I bothered to break eye contact with her and once again surveyed my brother’s face for any indication of his preference. He paused from fucking Morgan just long enough to shrug, and then slammed into her so hard her lips inadvertently touched my cheek. They were incredibly soft, and warm.
“That’s right,” I said when I recovered, looking at the bared tops of her jiggling boobs framed in that black tank top. “I want to touch your breasts.”
“So do it,” she said almost impatiently, her breath quickening as her orgasm began to build.
I immediately reached up and cupped her swaying tits, savoring their soft feel. I squeezed lightly at first, until she said, “Harder!” In a half-growl. My hands began to massage them more forcefully, fingertips finding her protruding nipples through the thin tank top material. I gave them a light teasing, and was rewarded with a long moan from Morgan.
I continued my ministrations as Morgan breathed, “Tell Jake to cum in me.” I hesitated only briefly, just long enough for her to say loudly, “Tell your brother to *cum in my pussy*. *Now*.”
“Cum in her pussy,” I said to Jake, sliding into my role more totally. “Cum in your girlfriend’s cunt. Fill that slit with cream; let me watch it leak out of her, bro!” Then, taking a gamble, I reached for my cock as Jake began to groan, and I commanded Morgan: “Get as close to this as you dare.”
At once, her neck craned down until her face was nearly touching my dick, and I pumped furiously while looking at my grinning brother long enough to know he knew exactly what I was doing. In moments, my sperm exploded all over her lips, nose, cheeks, chin, and neck as I roared in pleasure. I never shot more or harder in my life; Morgan’s face was sodden with cum as she looked back up to me after my peak and then howled as she reached her own. Jake exploded moments later, firing into her snatch forcefully.
As Jake slowly stuffed his cum further inside his girlfriend for a few strokes before finally withdrawing, I watched globs of my jizz slide across her face in long, fat lines. Apparently reading my mind, her tongue darted out to catch some and draw it back into her mouth. She grinned. “Lovely,” Morgan purred.
Source: reddit.com/r/eroticliterature/comments/rxs8mt/jerking_to_mom_and_swapping_with_my_brother
Nice. You write well.
Great start 👏. Updateme