Short Stories: Three Little Words (Patreon)

We spent what felt like days locked in that same position. It was probably closer to 45 minutes but the desperation had sunk in long ago. I grunted and groaned and squealed and struggled but she remained on top of me.

“Sorry Jack, but you know you gotta say the magic words…” Lily chided with a ‘tsk, tsk, tsk’ and a sassy wag of her finger. “You’re never escaping otherwise!”

Lily was a large lady, a good head taller than me and much wider. Yet she maintained a remarkably feminine and voluptuous figure. Boobs the size of my head, thighs wider than both of mine put together. She had the kind of soft, plush body that begged to be hugged and held and caressed. And she certainly knew how to throw her weight around as well.

She was a pale sort with goth aesthetics, black eyeliner, deep purple contacts in her eyes that went along with her shoulder-length jetblack hair and purple highlights.

Her black V-Neck too showed an impressive amount of cleavage. Black leggings and a rather short purple skirt adorned her spectacular bottom half, and she was going shoeless for this endeavor.

And oh yes, how could I forget - she had the biggest ass I’d ever seen. Not just in real life but online, and believe me my search history is littered with enormous ones. But this booty, bouncy, smooth, round and supple as could be, was big enough to crush my entire torso. And that’s not me spitballing - that’s exactly what was happening!

She was sat upon my chest, and my abdomen because her backside just took up that much space. And there was still plenty left over for me to see peeking out from under her skirt and pushing up inches away from my face. Hell, I could barely see anything else…

Lily had me pinned on the floor of my dorm room, my pants pulled down around my ankles. She leaned over and licked at the head of my fully erect member. A light groan escaped my lips - she had a real talent for teasing me.

“That’s a real nice cock you got there, Jack.” she said with a smirk and a wiggle of her generous hips of incredible honesty. “I’d love to just hop right on it… but first I need to hear those three little words.”

“You are insane…” I muttered.

“Good guess, but wrong!” she playfully replied before leaning back… she made a show of lifting her mighty ass up before plopping it down onto my face, letting me feel it’s weight as well as it’s remarkable softness. That booty was overwhelming in more ways than one. She giggled as she watched my dick twitch in response.

Some of you are probably wondering why I seem to be resisting. See me and Lily had been going to college together for years. We were both about to graduate and there was always a spark between us… thing is, I already had a girlfriend. I was loyal to her and Lily respected that.

With term about to end, it was clear my GF and I were going to be living in separate states and we decided to break it off. Lily saw her chance and she’s taking it… thing is, it was a rough break up for me and left me very raw. I don’t feel like I’m anywhere near ready to jump into another relationship.

Of course after all these years of waiting I don’t begrudge Lily for trying, especially since she can’t know if she’ll have another chance when college ends. And it’s not like I don’t like her. And trust me, I’m well aware of what a baddie she is… but it’s complicated.

I admit though that her domineering, enormous ass sliding across my face does simplify my perspective a little…

“I know you’re crazy about me, sweetheart. It’s okay to admit it.” she said as she gently caressed my penis with both hands. “You’ve been staring at my curves for years, I know you’re not complaining about finally getting up close and personal with ‘em!”

There was no denying that the sensation was incredible. Her ass covered my entire head and dominated my senses… her fingers were soft and delicate, very deliberate as they moved up and down my shaft, massaging the head of my cock, sending shivers of pleasure up and down my spine. Even my attempts to shove her away only added to this, as my hands ended up squeezing her pillowy thighs, and I couldn’t help how heavenly it’d be to sink deeply between them…

After all this time my cock felt ready to burst, she seemed to be an expert on edging a man. She remained seated on me and massaging my dick for a few minutes before letting up for some much needed air, of course she was still straddling my chest.

“I’m horny as hell for you… huff… I’ve got no… problem admitting that…” I gasped, very out of breath. “But you’re asking for… something deeper than a fling…”

“Oh babe, we can talk about how deep you’ll be going later.” she said with a wink. “Before that, though, I need to hear you tell the truth…”

“C-Come on…” I moaned. “You know I’m still getting over everything…”

“Oh of course! I’ve been there, I get it. That’s why I’m being so patient.” she explained before bending over and putting my dick right in her mouth, deep throating me to the hilt.

Holy fuck she was good! My body began to uncontrollably shake as she gave me the most powerful blowjob of my life - only for a few seconds as she raised back up with a smile and a lick of her lips.

“Y-You call this patient?!” I sputtered, my vision returning to me after I’d momentarily gone cross-eyed.

“Well yeah. I mean, I’m willing to sit on you all day if that’s what it takes!” she laughed, her skilled hand returning to pump my dick. She made me feel that remarkable build up, as though my whole essence was about to burst out of me…

“This could be every day. This could be your life…” Lily cooed. “But if you don’t want it… just say so.”

She let go of my cock and let me feel the shockwaves of being blueballed yet again. I groaned and seethed…

That was another key part of this: I could also end this by just saying I don’t want to be with her. But… that was also a tough thing to say, maybe even harder than the opposite. What was the truth, then…?

“Maybe you’ve had enough ass… maybe it’s time for some tit action!” she declared as she leaned over and slid her enormous breasts upon my cock. My dick ended up sandwiched between her tits and she pushed them together, her soft and supple boobs embracing my erection.

I groaned deeply as she shook her chest, my cock jostling around within her warm, plump cleavage. Her tits threatened to spill from her top as she pushed them deeper into my crotch. My dick twitched and danced in rhythm with her heavy, swaying bosom…

“You want to cum on my tits real bad, don’t you? You’ve always wanted that, isn’t that right? Cum on my boobs, or my ass, or my thighs, maybe in my mouth or just plain inside me…” Lily hissed, her voice becoming increasingly deep and seductive. Her fingers ran up and down my abdomen as her tits gave my cock a tender massage. “You think about it every day… it’s the truth, isn’t it?”

“Yes! God yes, it’s true!” I croaked, increasingly desperate for release. “I want you bad… you’re incredible, ngh…”

“But is that all?” she asked as she slid her breasts away from my crotch just as I was about to paint them white. Or, whiter than they already were anyway…

She leaned up and looked back at me, her expression looking quite serious for once. As the shockwaves reached my brain again she asked, “Am I to think that’s all I am to you is a piece of ass? You just want me as your cum dumpster?”

“No!” I yelled, a little louder than I meant to. She raised an eyebrow as I explained, “I-I care about you a lot! You’ve been a great friend to me, I think you’re the coolest person I know, I…”

I trailed off. I knew where I was about to go if I kept talking. And judging by her smirk, she knew as well.

She turned back to my johnson and leaned back down, her pillowy breasts completely enveloping my manhood. Meanwhile her legs slid back towards my head, her gigantic rippling thighs clamping down gently but firmly around my face. I moaned deeply as they cupped my ears, cutting me off from the outside world. I could hear nothing but her voice.

“So. You really like me, care about me, admire me… AND you really, and I mean REALLY want to smash.” she recapped as she began administering some shockingly skillful paizuri, grabbing hold of her breasts and running them up and down my shaft. Her thighs tightened around my cheeks as she finished, “Sure does sound like some strong feelings to me… sure does sound like you want me to be your girlfriend…!”

“I… I…” came my groan as the ecstasy rose.

“You’re smitten. Admit it.” Lily cooed, giving the tip of my cock a smooch. “You want to shout it out to the mountaintops… go ahead, say it! Say it and I’ll make you cum like you’ve never cum before!”

I knew she was telling the truth. Nothing I’d ever experienced would compare to the feeling of her finishing off this spectacular titjob. But something held me back from saying what she wanted to hear… so I went silent.

She stopped her paizuri, perfect timing as always. My dick and balls were aching at this point as she’d been edging me for nearly an hour.

Lily raised up and turned around. Her thighs straddled my waist as she leaned over, looking me in the eye. I expected her to be upset with me at this point, but I’d never seen her expression be so soft.

“…What are you afraid of?” she asked.

That was it, wasn’t it? It was fear holding me back. I didn’t know how to respond.

“I know you don’t want to be hurt again. And right now it must feel inevitable.” she went on. “But you know me. I’m going to treat you right. Here… let me show you…”

She grabbed the hem of her shirt and lifted it up, revealing a lacy black bra. I only saw it for a few seconds before she unsnapped it and tossed it aside. Her ginormous breasts bounced free and took up my entire field of vision.

My mouth was agape as I saw her titanic in their full glory for the first time. She picked up on that and gave me some time to admire them, gently shaking them in front of my face. What a dream come true it was to see them sway just inches from me, so beautiful, so glorious in size, so hypnotic in their bounce.

“…Here, this is what it will feel like to be my boyfriend.” she announced as she reached down and scooped up my head, cradling it as she pulled my face into her awaiting chest.

I couldn’t believe how full but soft her gigantic breasts felt against me, how delicately but snugly they embraced me, how wholly they engulfed my head. Lily’s titties became my entire world, the only two things that existed in all the universe.

Something was happening inside me, as though my very being was transforming, a cleansing of my soul. It was all though all my pain and frustration, all my fears and troubles… all my heartache. It was all fading away to the healing touch of her tits… and her love.

I had made a true connection with her heart… or, close enough!

I didn’t even realize how out of breath her tender titsmother had left me until she released me, leaving me gasping.

“Jack. You know I’m very gentle with a man’s cock. And if you give me the chance, I’ll show you I’m very gentle with his heart as well.” she explained with a warm smile. “I swear to never hurt you. Unless you ask nicely~”

I returned her smile, blushing madly.

“Lily, I… I-“

She put her finger to my lips, cutting me off.

“On second thought…” Lily began, with a mischievous smirk. “…I want to say it first.”

She looked me right in the eye, her hand holding onto the back of my head. “I love you.” she declared, before giving me the most passionate kiss I’d ever experienced. Her tongue absolutely violated my mouth and I loved every second of it.

She finished the kiss and leaned up, gazing down on me, her giant bosom hanging before my chin. The ceiling light shine behind her head and gave her an angelic glow for a brief moment… and I knew for certain that I had never seen a more beautiful woman in my life.

I had nothing to fear. I wanted to take this chance. So with full confidence I said it…

“I love you too. I love you so much, Lily. I want you, not just now but everyday. I need you in my life, Lily.”

“Damn right.” she smirked. “Glad you finally said it, babe. I’ve got a few ideas for us after we graduate… but we’ll get into that later. For now, I think big boy down there needs to cum in the worst way.”

“God yes…!” I shuddered.

Lily tore off her skirt and panties in record time, leaving only her stockings on as she slid back and lowered herself onto my throbbing member. She moaned in sync with me as her sopping wet pussy introduced itself to my manhood.

She bit her lip, “Damn, that’s a thick one… you fill me up, Jack.”

I’d never felt like a bigger man, even though she had complete control. She began to thrust up and down. I watched in awe as her breasts bounced with her movements, especially as her thrusting gradually sped up.

After everything she put my body through, this was simply too much. My legs kicked out on their own, I convulsed and my eyes began rolling into the back of my head. The sexual friction was so powerful that all I could do was howl. I forgot everything for a moment - where I was, my identity - and became a being of pure pleasure as I came deep, deep within Lily.

This was an Earth-shattering orgasm far beyond my wildest dreams. I truly do hope it works out because I think she just ruined every other woman for me, they could never top this…

My senses returned in time to see Lily’s beautiful face lean in for another kiss, this one quick and sweet. “Never took you for such a screamer, Jack! Heh, bet you love me even more after that…”

My only response was to laugh and smile like a dope.

“I won’t judge you for only lasting a couple minutes, after all I’ve been teasing you for over an hour.” Lily reasoned as she stood up, letting my dick fall limp. “But… I’m gonna need more than that.”

My gorgeous naked goddess of a new girlfriend turned around and let me bare witness to her gargantuan ass in full. I was slack jawed as I stared at her booty, the only proper word for it was ‘majestic’…

She took hold of her ass, lifted it and let her cheeks fall with a mighty bounce. It shook and jiggled wildly, and the sight absolutely took my breath away. My dick sprang back to life in record time.

“There we go. Let’s try this again…” she announced before sliding down onto my cock once again, this time with her pristine ass facing me.

I watched it bounce and wiggle as she fucked me like no one ever had before. Once again she put her edging skills to the forefront, delaying my orgasm several times, even after she hit her own climax she just kept going…

Just as that ache came back, she showed mercy… she sped up to a speed I didn’t know she was capable of. And as I watched that ass bounce one last time, the both of us threw our heads back and shouted out as we were brought to an intense simultaneous climax.

I was gasping for air for what felt like the tenth time that night. Lily turned around, catching her breath herself as she asked, “Forget about your ex, yet?”

For a moment I was silent, wracking my brain… “You know what? Right now, I… can’t seem to recall her name.”

She couldn’t help but giggle at that. Lily’s laughter was so nice.

I let out a yawn, I was utterly exhausted and felt myself beginning to fade as she slid off of me.

“Hey Jack… you’ve spent a long time lying on the floor. I think you’d be a little more comfy over here…”

I glanced over and saw that she had moved beside me. She was lying on her front, patting herself on the ass, which was about level with my head.

A huge smile crossed my face as I happily climbed onto her. Her ass was like a gigantic pillow as I leaned my head against it, my hands sinking into the soft flesh. There was just so much of it, so much booty, and it was about the coziest I’d ever felt.

I wanted to compare it to a beanbag chair but that didn’t sound very flattering somehow…

“I meant what I said, Jack.” Lily spoke softly as she reached down to stroke my head. “I will never break your heart. I swear it. I love you. I love you so much…”

I let out a satisfied sigh as I responded, “I… love you too… mmmm…”

I nestled my head deeper against her incredibly soft ass cheek. Her delicate hand running through my hair was the last piece to the puzzle. This was officially far too comfy to handle and I quickly drifted off to sleep.

When you think about it, this position probably got uncomfortable for her pretty quickly. And yet she just let me rest like that, refusing to disturb me…

There was no doubt about that. I hadn’t just found a lover - I’d found the love of my life.