Madison Moves In
A Fictional Story by MaraJones95.
She was a little taller than average, with straight blonde hair that was brown at its roots, brown eyes, and looked to be in her early twenties. Her full lips shined with gloss and curved on one side into a very satisfied smile as she hopped out of the truck and took in the sight of her new home. She wore tight yoga shorts that showed off her beautiful bare legs, and a sports bra that struggled to contain her generous chest.
I watched as she bent at the waist to fiddle with the lock on the sliding rear door. Her baby blue yoga pants stretched tightly across her perfectly round ass, and I couldn’t help myself from quickly grab my phone and snap a picture. ‘One for later,’ I thought to myself.
I’d barely put my phone away before I noticed she had left the truck and was now walking directly to my house. Had she seen me? She couldn’t have. Fuck fuck fuck.
The sound of her gentle tapping on my front door made me focus. I shook myself before opening it.
“Hey!” she beamed at me before looking me over with one eyebrow cocked.
“Sorry, is this a bad time?” she asked
I realized I had forgotten to put a shirt on.
“Oh my gosh, I’m sorry, just give me one sec.” I snapped back to reality and grabbed the T-shirt I’d worn last night off the couch.
“Hey, I’m not going to complain when a cute guy flashes me some abs,” she chuckled as I put my T-shirt on.
Her laugh only got louder when I turned around to face her.
“Female Body Inspector, huh?” she smirked and raised that eyebrow again as if daring me to play a game.
I wished I could think of something smooth to say, but ended up just mumbling something about it being a joke t-shirt from back in college.
Her smile was soft but seemed to have a hint of mischief behind it, the corners of her mouth turning up as if responding to a funny idea she just had.
“So, listen, I kind of have a favor to ask…” she rocked forward onto her toes as she talked, pushing out her ample breasts in the process.
“I’m your new neighbor, and I could really use some help unloading my boxes?” she said as she half-turned her body to point back to the truck, giving me a great view of her toned behind. She must do lots of squats.
“Please?” she said.
I tore my eyes away from her ass and found her looking right at me, the ends of a smirk on her lips. She had definitely caught me checking her out.
“Sure, lead the way,” I managed.
“Great!” she immediately spun back around, and I swear to god it took all the strength I had not to stare at that delicious ass of hers again blatantly.
“Oh, by the way,” she said as she looked back over her shoulder, “My name is Maddie, but a guy like you should probably call me Madison.”
It seemed strange that she asked me to use the more formal version of her name, but god damn it, she was so gorgeous I would call her whatever she told me to.
Also, what did she mean by ‘guy like me’?
“I’m James,” I replied.
We got to the truck, and she hopped up and started pointing at boxes.
“Nice, well it’s great to meet you, Jimmy. Let’s start with these four boxes here; they go in my bedroom – it’s down the hallway and the second door on the right.”
“Got it,” I said as I went to pick up the first box.
“Careful, some of these are pretty heavy,” she said with a hint of a laugh. I got the feeling she doubted whether a guy like me could carry them. Of course, this only made me want to prove her wrong, so I picked up two boxes in one go and started making for the house.
I quickly found her bedroom and, after making sure she couldn’t see me, set the boxes down and breathed a huge sigh of relief. Fuck, those boxes were heavy. I can’t be certain, but I swear I heard the faint hint of a giggle coming from back by the truck.
I took a moment to look around the room. It was pretty bare, but it was immediately apparent that this was not your standard bedroom. The sun shone through a row of windows at one end and fell on the built-in wardrobes on the opposite wall. But it was the wall opposite the door that really grabbed my attention, with its floor-to-ceiling mirrors covering the entire wall. It almost looked like…
“A dance studio”
The voice behind me made me almost jump out of my skin. And was quickly followed by Madison’s mischievous laugh.
“Calm down, little Jimmy; it’s only me,” she said as she leaned up against the door frame.
She was beginning to sweat from the move and the sun, and her skin was glowing with a thin layer of perspiration. A bead of sweat was sliding from her clavicle down her chest until it disappeared into her ample cleavage. Looking up, I saw Madison watching me with that small smirk at the edge of her lips once again.
“It used to be a dance studio,” she continued. “I figured it’d be a unique feature and would save me having to buy a mirror, so I kept it”
“I don’t know, I’d find it weird always to see my own reflection when I’m in bed,” I responded, a little too quickly.
Madison’s smirk only grew.
“I don’t know, I think it’s going to be really hot to watch myself get fucked” she deadpanned, watching for my reaction.
I didn’t know how to respond, and the moment seemed to drag on. Madison’s eyes were unflinching, like a predator watching its prey for even the slightest hint of movement.
She eventually broke into what I was beginning to classify as her signature mischievous giggle. “C’mon, little Jimmy, let’s go get the other boxes.”
I wondered why she was calling me ‘little’ Jimmy, when I was a good three or four inches taller than her, but my mind was instantly distracted by my imagination. Madison getting fucked by a huge man while looking at herself in the mirror. Madison naked, her breasts pressed right up against the mirror while a man took her from behind. Madison bouncing up and down on a big black cock while…
I felt my dick twitch in my pants. And suddenly I froze. Fuck. I’d forgotten. I was wearing panties.
Lacy light pink panties, a thong, that I’d stolen from my stepsister Jen the last time I visited her in New York. I had put them on last night while looking at Jen’s photos from her latest holiday to Fiji. God, she’d look good in that tiny yellow bikini. I couldn’t help myself and had fallen asleep after rubbing two or three out to my sexy stepsister’s dump truck of an ass.
In all the rush this morning, I had completely forgotten I’d fallen asleep with them still on. I had to be careful to make sure Madison didn’t see them. That would certainly ruin any chances I had with her. And let’s be honest, that was already a very big long shot for a guy like me.
***
I was drenched with sweat. I had unloaded all her things, including her furniture, all while Madison stood by and watched – directing me as to where exactly everything should go. A few times I could have sworn I’d heard her try to suppress a giggle when I struggled to lift the heavier items.
Finally I lifted the last box out of the truck and her eyes lit up.
“Oh, you can give that one to me,” she said as she jumped up, testing the strength of her sports bra as her tits bounced up and down.
I was too busy staring to pay attention, so I tripped over it and dropped the box. A couple of items rolled out.
Madison picked up the box while I froze, my eyes glued to the loose items on the ground. The first was a small pink vibrator, no bigger than a pinky finger, and shaped like a bullet. The second was a dildo. It was big. And black.
Madison laughed as she picked them up. “If you wanted to see my sex toy collection, you could have just asked Jimmy”
I was so focused on trying to say something that I didn’t think about what I was actually saying, before the words just came out.
“It’s so big”
Madison chuckled. “Not really, I mean this guy is my smallest one. It’s only 6 inches”
Her lips were curled into a smirk, and one of her eyebrows was raised as she watched me closely, continuing, “I wouldn’t say 6 inches is big. Would you?”
“I…uh…” I stammered, “No?”
For some reason, I said that more as a question than a statement.
Madison giggled again and touched me gently on my arm. “Oh, little Jimmy, you’re such a cutie”
She quickly withdrew her hand and wiped it on her yoga shorts. She crinkled her nose. “You’re very sweaty.”
She stepped towards me, leaned forward into my neck, and took a big whiff.
“And you smell!”
“Sorry,” I said on reflex. What the hell. I’d just moved all her things in for her, and now I was apologizing to her for getting sweaty.
Her face seemed to lighten at my apology, though. “Listen, why don’t you go home and take a shower while I start with some cooking? And then you can join me for dinner to say thank you for all your help today?”
“That sounds great.” And it really did—dinner with Madison. Maybe I did have a shot after all.
“Okay great, I’ll see you in like half an hour,” she beamed before spinning around.
She called out back to me as she skipped up her porch, “And don’t forget to really clean all your little bits!”
I stared in disbelief, both at what she’d said and at her legs and ass, until she disappeared behind the closed door.
I rushed home and headed straight for the shower. I knew I would have to hurry if I was going to be ready in time – particularly cos Madison’s body had got me so tightly wound that I’d need to rub one out before I came back for dinner!
***
A couple of hours later, I was laughing more than I have in a long time, sitting at Madison’s dinner table as she told me a hilarious story from her office’s Christmas Party last year.
Dinner had been really nice, and Madison and I had gotten on like a house on fire. It helped, of course, that she was just so darn beautiful. She had changed into a yellow sundress that left a lot of her bare thighs exposed and really accentuated her natural cleavage. I was transfixed from the moment I walked in the door.
“So, Jimmy, what do you do for work?”
“Oh, I’m an entrepreneur.” I had always felt weird talking about my work.
Madison giggled again, “So you’re unemployed, huh?”
“Oh no, I actually own my own tech company. But it basically runs itself these days, so I don’t have to go into the office much”
For the first time that day, it was Madison’s turn not to know exactly what to say. She seemed not only surprised, but actually somewhat impressed. I decided I should press my advantage.
“Yeah, I sold a 40% stake in the company last year to an investor, so I’m lucky enough to be set financially, really. Now it’s more just about doing things I’m passionate about, you know?”
Madison looked contemplative, as if the picture she had of me was changing and she was trying to work out her next move.
“Yeah…” she managed slowly, before seeming to recompose herself. “That’s great, and really impressive, James.” It was the first time she had called me James, instead of Jimmy.
“Your partner must really enjoy the benefits of that…” she let the sentence hang in the air for a minute, her eyebrow raised to show it was more a question than a statement.
Was she trying to find out if I was single? Was she interested in me?
“Oh, I don’t have a partner.” And I should have stopped there. But for some reason I continued.
“My ex-girlfriend broke up with me a couple of months ago. She cheated with her boss.”
As I tried to avoid Madison’s sultry eyes, my gaze had drifted to her thighs, where the hem of her dress had risen even higher than before. I could see just a hint of her baby blue underwear between her legs.
Tearing my eyes away, I once again saw Madison looking right at me with the beginnings of a smirk on her lips. I blushed, and Madison leaned back in her chair.
The contemplative look was back on her face, but this time it was tinged with a hint of mischief.
Madison stretched her arms out behind her, interlacing her fingers, as if to relieve the tension from a long day. I couldn’t help but notice how it pushed her breasts forward, and the top of a lacy white bra poked out from underneath her sundress. Madison’s smirk only grew.
“How’d you find out?”
I opened and closed my mouth, but no words came out.
Madison leaned forward and reached her hand across the table. She gently touched my lower arm and ran her thumb back and forth over my skin.
“You can tell me,” she said, coaxing the truth out of me, “Did you walk in on her?”
I shook my head. “It was a video. Of her giving him a blowjob.”
“Oh wow, I’m so sorry, Jimmy,” but the huge grin on Madison’s face undercut her apology. “Why would she do that to you?” and this time she squeezed my arm for emphasis.
I went to speak but couldn’t, and dropped my gaze away from Madison to my lap.
I swear I heard the faintest hint of a giggle.
When I looked back up at Madison, I saw a cunning smile tugging at her lips.
“What was his dick like?” she asked.
I felt like a deer in headlights. But Madison’s smile only grew.
“Show me,” she said.
I took a deep breath.
“Show me with your hands,” she was giggling, but her tone had a demanding edge to it.
I don’t know why, but I didn’t feel like defying Madison was really an option. I held up my hands about nine inches apart.
“Oh wow. That IS a big cock” she emphasized.
“Lucky girl,” she said before catching my eye. “Sorry,” she giggled.
Madison seemed to be enjoying how uncomfortable she was making me.
“Do you think that’s why she cheated?” she asked. “She just couldn’t resist that huge cock?”
I tried to mumble something, but no words came out. Madison continued.
“She just needed to taste what that big thick dick tasted like? I bet it felt amazing sliding down her throat.” Madison ran her hand over her throat and closed her eyes for a second, as if she was imagining taking a penis just like that.
I realized my mouth was open as I was staring at her. Madison burst into laughter when she opened her eyes and saw me.
“Oh wow. Well, just try not to think about the fact there’s a dude with a huge cock out there fucking our ex right now. Making her scream. Touching her in places, reaching her in places you never could.”
Madison wasn’t bothering to hold back any of her laughter now. She could see I was squirming in my seat.
“Well,” she stood up once she’d composed herself. “We should probably call it there for the night. I have an early morning.”
It seemed like Madison was done playing with me. I stood up just as Madison held out her arms and embraced me. My senses were immediately filled with the flowery smell of her hair, and I swore I felt her rock her hips against mine for a second.
When we pulled apart, Madison stayed close, holding my arms and wearing a wide smile full of mischief.
“I’m so glad you’re going to be my neighbor, little Jimmy,” and she stood up on her tiptoes and gave me the softest of pecks on the cheeks. I felt myself blushing immediately.
“Sweet dreams, little buddy,” she said before quickly spinning on her heels. I felt her hand gently brush against my crotch as she did. But before I knew what was happening, she had gone into her room and closed the door.
I breathed out a heavy breath I didn’t realize I was holding. My dick was rock hard.
*****
A few days had gone by without me seeing Madison again. She didn’t seem to own a car, and nobody had been round to pick her up, so I assumed she must have been busy unpacking and settling into her new home. I wondered what the place looked like now that it was all put together.
I imagined Madison walking around the house in a silk robe, sitting on the couch watching the TV while gently massaging moisturizer into her long legs. I pictured her trying on clothes in front of the floor-to-ceiling mirrors that covered the wall opposite her bed, turning this way and that to check out the how each piece of clothing hugged her impressive figure.
These were where my thoughts would inevitably go whenever I found myself reaching into my trousers for some relief. Madison and her mirror. And all the things she would do in front of it.
***
It was Friday morning when I opened my front door to find a white envelope on my doorstep, with scribbled ‘Jimmy’ on its front in bright blue ink.
I immediately knew it was Madison, and I felt my heartbeat quicken with excitement. She was the only person who called me Jimmy, and although it wasn’t usually a nickname I’d have liked, something about the fact that she came up with it made it feel special, as if it was something we shared, just for us.
I quickly tore open the envelope and pulled out its contents. First was a note, again scribbled in the same bright blue ink:
‘Saw this and thought of you. Thanks for all the help the other day, little buddy. Love – Madison’
My heart was beating so fast it felt like a drum in my chest. Madison had thought of me, completely out of the blue. Maybe I really did have a chance with her.
But my ecstasy was short-lived as I struggled to understand what the second item in the envelope meant.
I held it in my hand. It was a flat piece of metal, covered with a thin layer of gold paint, with a large key ring attached to its top-left-hand corner. I turned it over in my hand and noticed the markings. It was a ruler!
But a very small one. It only went up to 6 centimeters. Why was Madison giving me this?
I carried the ruler round with me for the rest of the morning, trying to work out what it meant and why Madison had given it to me. Was she trying to send me some sort of message? Or was it just a way for her to come over and say thank you? As the anxious voices in my head grew louder and louder, I finally decided the best thing to do was just to ask her. I could go around to thank her for the gift, and try to figure out her motivations.
If she really were into me, there’d be no harm in trying to spend more time with her.
So I put on a pair of basketball shorts and headed over to Madison’s. I tried knocking on her front door, but there was no answer. The side gate leading to her backyard was open, so I figured I’d try my luck. If she weren’t out there, I’d just leave a note and head home, I figured.
But when I saw Madison, I froze. She was sprawled out on a towel on her back deck, sunbathing.
She was lying face down in a ridiculously skimpy yellow bikini that barely covered anything. I had the perfect view to see where the thin piece of yellow material disappeared between her juicy cheeks. Her skin was glowing with a thin layer of sunblock and just the faintest hint of perspiration. My cock was hardening quickly as I stared, and it took all my strength to tear my eyes away from her body.
“Um, hey neighbor! It’s James, I mean.. Jimmy?” I said awkwardly. “Sorry to bother you, I just wanted to say thanks for the gift you gave me. It was really sweet.”
Without saying a word, Madison turned over and sat up — leaning back onto her elbows in a way that extended her flat stomach and immediately drew my eye down to the narrow strip of yellow that covered her most intimate area. It was clear she either shaved or waxed.
She had sunglasses on so I couldn’t see her eyes, but from the way her lips curled into a smirk, I’m pretty sure Madison caught me gawking at her.
“So, yeah… thank you.”
She giggled softly.
“That’s fine, Jimmy. It reminded me of you, that’s all.” And I couldn’t really tell because of her sunglasses, but I swear I saw Madison tilt her head a little, lowering her eyeline towards my shorts.
“What do you mean?” I asked, a mixture of nervous and confused.
Her smile only grew.
“Well, I just think it suits you. After all, you do…” she stopped, before clearing her throat.
“My eyes are up here, little Jimmy.” Her voice was sterner than I’d ever heard it.
She was right, though. I had been staring. Again. But I couldn’t help it.
Her breasts were practically bursting out of her bikini top. Just two small yellow triangles stretched taut across her nipples, as the rest of her smooth mounds fell out on every side. I’m no expert, but they had to be at least a C or D cup.
“I’m sorry,” I said, looking down at my feet and unable to meet Madison’s eyes. Somehow Madison always managed to make me feel like a shy teenager all over again.
“Hmm, I bet.” Madison deadpanned. And with that, she rolled back over and settled onto her towel.
I stood there awkwardly for half a minute, not knowing what to do, before deciding that Madison was clearly done with me. I fucked it up. Just like I always do.
So taking one last look at Madison in her bikini, I turned around and started to walk away – a bit awkwardly now because of the tent my erection was making in my shorts.
“Stop,” Madison called out to me. It sounded more like a command than a request. “Come.”
I shuffled back towards her, quickly trying and failing to readjust my erection to make it less obvious.
Madison was still lying on her front, looking away from me as she spoke.
“You can make it up to me by doing me a favor.” Again, it wasn’t a request.
“Of course!” I responded immediately. I must have sounded like an overeager child.
I heard Madison giggling softly again.
“I’ll do anything you need,” I stammered out before realizing how pathetic that made me sound. But I didn’t care, cos my eyes were once again glued to her ass just a foot in front of me. I couldn’t believe I was so close to Madison’s exposed rump, and I was going to do anything I could to stay as long as possible.
Madison reached out and picked up the bottle of suntan lotion in front of her.
“Do my back. I’ve been out here a while and need to reapply.”
I swear my mouth must have hit the floor at this point. I honestly couldn’t believe what I had just heard. It was something out of a cheesy porn movie I would jerk off to. The nerdy guy putting suntan lotion on the babe next door. My dick couldn’t get any harder at this point, but it was really trying to.
I took the bottle and immediately sank to my knees beside her. Squirting a bit on my hands, I tentatively began to rub her shoulder blades.
Madison moaned slightly.
“Mmm. Harder.”
I started rubbing harder up and down her entire back.
“Come on, Jimmy, I’m not going to break,” she giggled.
I was leaning over her now, trying to get maximum leverage to really knead into her muscles.
“Better. Now legs too”
I added more lotion to my hands and began to vigorously rub my hands over her calves and thighs, working my palms into her strong legs. But as I was leaning over and rubbing her other leg, I felt my erect cock brush her right between her ass cheeks. I froze. Fuck.
What had I done?
It was an accident, but Madison must have felt it.
I looked down at her and saw nothing at first.
Then I noticed she was lightly shaking underneath me.
I was terrified she was about to scream at me.
But then I heard laughter.
A soft giggle at first, as if Madison was trying to hold back.
But before long she was openly laughing into her hand.
Madison flipped round onto her elbows so she was facing me, still laughing.
“Was THAT what I think it was?” Her voice seemed stern, but the big smile on her face suggested she at least wasn’t too angry.
I didn’t know what to say. She had clearly felt my cock against her ass. I tried to stammer out an explanation, but no words came out.
Madison took off her sunglasses and met my eyes. They were twinkling with mischief.
She made a point of looking right at me, and then slowly lowered her gaze until it rested firmly on the tent in my shorts. Her lips twitched a bit in amusement.
The phone rang just as she was about to speak.
“Stay,” she said firmly before disappearing inside the house.
From my place on the back deck, I had to really strain to hear Madison’s voice on the phone.
“Hey slut!”
“Just getting some sun in”
“Oh, my neighbor helped”
My ears perked up at this. She was talking about me.
Laughter. Lots of laughter.
“No no no no. He’s the one I told you about, remember?”
“The one I got the ruler for.” More laughter.
“Exactly.”
There was silence on Madison’s end of the call for awhile, and I felt my heart beat quicken. They were clearly talking about me, and after what Madison had just caught me doing, I feared what they might be saying.
“Actually,” I heard Madison pause as if thinking something over, “That’s a good idea. Let me tell him.”
More laughter.
“Oh, you’re bad. Okay, bye, girl!”
Madison came bounding back out to the deck, her firm tits bouncing in her little bikini as she did.
She had a devilish smile.
“So I need to go out in a bit. Can you drive me?” She rocked forward onto the balls of her feet, pushing her chest towards me. I couldn’t say no to her.
“Sounds good!”
“Oh yay!” she pulled me into another one of her too-close hugs, and I felt my erection slide right between her thighs. I squirmed as she squeezed her thighs together and held me firmly.
Getting up on her tiptoes to speak directly into my ear, she whispered, “Thanks, Little Jimmy. Be back here in an hour.”
And then she was gone, closing the glass door behind her as she disappeared into the house.
An hour later, I was back on her deck knocking on the glass to get Madison’s attention. It had been ten minutes, and she hadn’t answered the door.
The inside of her house was well-lit, and I admired her living room through the window while I waited. It was definitely minimalist, but what was there was very elegant and looked quite expensive. There wasn’t a TV either, I noticed.
Just then, one of the hallway doors opened, and Amber walked out, dressed only in her underwear. I had jerked off twice before coming back over here, but I felt my dick begin to stiffen at the sight.
She was wearing a matching bra-and-panties set; it was bright red with black lace trim. I couldn’t help but stare.
She saw me looking through the door and held up a finger as if to say ‘wait’, and then disappeared into another room.
She reemerged a few minutes later wearing an incredibly form-fitting black cocktail dress that hugged her generous curves in all the right ways.
“Let’s go, little buddy,” she said as she walked out of the house, not waiting for me to respond.
When we got in the car, she gave me the address, and we were on our way.
Madison was quiet as we began the drive, as I rattled away about whatever came to mind, desperately trying to fill the silence.
“This is quite a nice car,” she finally said.
“Oh, uh, thanks.” To be honest, I know nothing about cars. But it seemed to impress Madison.
“Yeah, I bought it when I was with my ex”
Fuck. Why did I bring her up?
A faint hint of a smirk pulled at Madison’s lips.
“The one who cheated on you?” she said as she turned to face me.
“Mmhhm,” I said, keeping my eyes looking directly ahead.
“With the guy with the huge dick?” she wasn’t even hiding her smirk now.
I didn’t know what to say. But I could see Madison’s gaze in my peripheral vision, and I felt my pits begin to sweat with nervousness.
“Yes,” I eventually relented.
Madison giggled softly before smiling to herself, as if pleased with the outcome, like she had won some sort of game.
More silence followed, and I found myself growing increasingly nervous. I had never been alone with a woman as beautiful as Madison for this long, other than my ex and my stepsister. I comforted myself with the fact that Madison asked me, of all people, to drive her. So she must like spending time with me, and maybe I still did have a shot.
Madison wrinkled her nose a few times.
“You alright?” I asked, “Need a tissue?”
Madison turned towards me and gave the air a gentle sniff. She frowned and leaned in closer, the tip of her nose grazing my neck, and took a long sniff.
“You smell!” she crinkled her nose. “Again”
“I’m.. uh, sorry. Long day, I guess,” I half laughed at the end, hoping to brush it off.
Madison wore her mouth in a straight line.
“We need to roll down the windows to air out this car,” she said flatly. “I don’t want to arrive for my date smelling like your gross BO”
If I weren’t driving a car, I’d have stopped dead in my tracks. Her date? Was I driving her to a date? With another man? I could feel my heart sinking in my chest, and my tummy began to turn. The nausea was rising. It was like I’d been kicked in the guts.
Madison saw my reaction and chuckled.
“Oh, it’s not really a date,” she whispered, almost conspiratorially.
I looked at her, half out of hope, half out of desperation.
Her smile was devilish once again. “It’s more like a booty call,” she laughed.
***
We drove the last few minutes in silence before I pulled up in front of a fairly run-down-looking apartment block in the inner-city.
Madison turned to face me.
“Listen, Jimmy,” she began, “we’re friends, right?”
“Yes! Of course! Absolutely”
Madison chuckled at my eagerness.
“Good, because since we’re friends, I feel like I can tell you.” She paused and leaned towards me in her seat.
“You really need to do a better job of washing yourself. It seems like every time we hang out, you smell.” She crinkled her nose again.
“Oh… uh… yeah, I can do that,” I stammered.
“I mean, you really need to get in there and rub all your bits. Your pits especially, and your balls as well,” she pointed towards my crotch for emphasis.
“Yeah, I can do that.” I gave a nervous laugh, hoping this conversation would end.
Madison’s face softened, and she reached out to rub my arm.
“Okay, great. I’m proud of you. And I’ll check how you go with it”
What did that mean?
But before I could think about it, Madison was pulling me into another hug.
With our cheeks resting against each other, she put her lips to my ear and whispered.
“Let’s hope this guy’s cock is as big as your ex’s boss”
And she laughed as she leaped out of the car and headed towards the apartment block.
*****
I bolted awake. My head was pounding from the sound of my phone going off. I looked around in a daze, waiting for my eyes to adjust. Who was calling me in the middle of the night?
I glanced at the clock just as my eyes found their focus—3:00 am.
“What the fuck?” I mumbled, confused and angry as I picked up my phone.
“Hello?” I gruffed into the phone.
“Oh, hey Jimmy!” Madison’s voice was soft and excited.
I immediately sat up at the sound of her voice.
“Hey Madison – is everything alright?”
She laughed.
“Of course, silly.” Her voice was funny; she sounded distracted and very drunk. The pauses before her responses were just that second too long, and the end of her sentences carried a slight slur.
“It’s 3 in the morn…” I tried to say
“Come pick me up,” she interrupted me flatly. It wasn’t a request.
This time, I paused before answering. It was 3 am. I was tired as hell, and I could feel a headache building after being pulled so quickly from a deep sleep. If I got up to drive 20 minutes there and 20 minutes back to pick up Madison, I probably wouldn’t be able to fall back asleep. I’d be a walking zombie for the rest of the day.
But then again. She was basically drunk dialing me. Maybe her date had been a bust, and she was still feeling a little frisky. Did I really want to pass up an opportunity like this?
My thoughts were cut off before I could come to a decision, though.
“Great, see you in 20 minutes!” Madison’s breathing sounded heavier now. “Actually… maybe make it 40,” she giggled.
Then the line went dead. She didn’t wait for a response. She didn’t say thank you.
She hadn’t even really asked. She had given me an order.
***
Without any traffic, it took me barely over ten minutes before I pulled up outside the same run-down-looking apartment building I had dropped Madison off at earlier that night. I made sure to check the car lock twice before heading into the building to apartment 6.
I knocked. And waited.
I knocked again.
I leaned my ear closer to the door to listen inside, catching scraps of a conversation.
“He’s early.” Madison’s voice came through the door, followed by laughter. “Oh, trust me… it’s not like that!”
More laughter from Madison and the sounds of another much deeper voice.
“…not done with you,” the voice said.
There was a loud thud, and then the sound of a sweet moan escaped through the door.
More muffled voices.
I don’t know why I did it, but I knocked again.
This time the noises stopped. I heard a deep sigh, and then the door flung open.
Madison stood in the doorway. She was beautiful as always, but different from how I was used to seeing her. Her hair was disheveled, her clothes were rumpled on her body, and part of her top had slid down her left shoulder — exposing the glistening skin underneath. She was obviously drunk and had a slight dreamy haze in her eyes. And she absolutely smelled of sweat and cum.
“You’re early.” She gave me a lazy smile.
“Yup, no traffic,” I shrugged. I had clearly interrupted her. I could feel my throat start to tighten and a pit growing in my stomach from the realization that Madison had clearly not called me because I had a shot with her. She just wanted a ride.
“Well, I’m not done, so come in and wait,” and just like that, Madison disappeared further into the apartment.
I heard a bedroom door slam shut, followed by excited shrieks from Madison.
I told myself I should just leave. Madison’s date had obviously gone well. She hadn’t called me to hook up. And now she’d left me standing here while she what? Went back to fucking some other guy?
I clutched my car keys tightly in my hand. I was going to leave.
But I didn’t.
The thought of Madison coming out here and finding me gone, that I had left her, was too much. I didn’t want to disappoint her like that.
So I sat on the couch and waited.
And then the noises started.
What started as muffled voices and soft moans was soon loud cries of ecstasy.
“Oh my God, Jason!” Madison shrieked in pleasure. “You are so fucking huge!”
Thud. Thud. Thud. The sound of the headboard ramming against the shared wall between the bedroom and the living room.
“You like this dick?” the deep voice grunted.
Madison moaned happily. “Fuck yes!” she screamed.
“Your cock… it’s so fat and long.” She was struggling to get the words out between long moans of pleasure.
“Fuck, it fills me up so good!” she yelled.
I couldn’t help myself. The sound of Madison getting railed was too much for me, and my cock was rock hard in my pants. I slipped my hand underneath the waistband and grasped my little dick. Even fully hard like it was now, it’s barely three inches long.
“Fuck me!” Madison screamed. “I love your big cock!”
A sinking feeling filled my mind as I felt my own dick throb in my fingers. I did not have a big cock like the one that Madison was clearly enjoying.
“Fuuuuck!” Madison shouted at the top of her lungs. “Fuuuck, I love big fucking fat cocks!” she screamed almost hysterically joyful through the pounding she was receiving.
I sped up, rubbing my little dick. Just my thumb and one finger. Up and down. Up and down. I felt myself getting close.
I stifled a moan as I heard the headboard slapping up against the wall, faster now.
“God! You stretch me out so good,” Madison moaned a few more times. “There is nothing like a big cock. Every girl needs a big cock!” she gasped.
I grasped my cockhead as pleasure overcame me. My muscles tightened. My legs extended. My toes curled down. My eyes rolled back. And blast after blast of cum shot into my shorts.
“Aaah!” I cried out in pure pleasure.
And then I froze.
The creaking of the bed had stopped.
The loud cries had stopped.
I sat in silence.
And then I heard Madison laughing.
And the bed started to creak again.
“Give me that fat cock!” Madison shouted, louder than ever this time.
“I need your big, thick dick, Jason! I would kick a little dick out of my bed, but I’ll never let a huge cock like you get away!”
***
It was another half an hour before the bedroom door opened and Madison came out.
She was only wearing a bra and a tiny lace thong that disappeared between her perfectly toned ass cheeks.
I watched them jiggle as she walked right past me to the kitchen, without a word.
She reached up to get a glass from a cabinet as I snuck another long glare at her naked cheeks, before I noticed the looming presence of a large black man enter the kitchen. Jason was tall, had a chiseled jaw, and was a wall of muscle. His gray sweatpants did nothing to hide the outline of his huge penis.
“You were really something,” he said as he approached Madison from behind, wrapping his arms around her waist and kissing her neck.
Madison beamed. “Thanks, babe,” she said as she pushed her ass back into him and began to rock her hips slowly. A devilish smile spread across her face as she looked towards me.
Our eyes met for a second, and Madison winked before spinning around to face her lover.
Jason held Madison in his arms as he kissed her. He reached down and grabbed her juicy buns in his strong hands.
“I love these cheeks,” he moaned into her mouth.
Madison pulled away and turned around, leaning over the sink.
“These cheeks?” she asked over her shoulder, as she gave her butt a tantalizing little wiggle.
Jason laughed and smacked her right on the ass. My eyes remained firmly glued to them as they shook from the force of Jason’s spank.
Madison yelped before breaking into a wide smile and giggles.
“Those are the ones,” Jason said before smacking her ass again.
Madison pouted exaggeratedly over her shoulder at Jason. “Is it time for little Jimmy to take me home?” she asked.
***
Ten minutes later, we were in my car headed home. Madison’s bare feet were stretched out onto the dashboard, and her dress had ridden up her legs so much that I could see a hint of the red and black lace of her thong.
When I looked back up at Madison, she was grinning right at me. Embarrassed, I tore my eyes away from her long legs and focused on the empty road ahead.
“Sorry about making you wait up there,” Madison giggled as she shuffled in her seat to face me. “Jason is really something.”
I tried to avoid her gaze. Even in her drunken bliss, something was piercing about Madison’s eyes on me.
“Oh, it’s fine; I just played on my phone,” I lied, hoping Madison would just let it drop.
But Madison was having too much fun toying with me.
“Really?” she asked, her lips curling into a mischievous smirk. “I felt like I was loud enough to wake the whole neighborhood,” she giggled.
“You understand though, right?” she continued, reaching out and placing her hand on my thigh.
“A girl like me can get loud with a huge cock,” she squeezed my thigh, “It’s natural. It’s the sort of thing we dream about getting, so when we finally do…” Madison let out a satisfied moan.
She kept her eyes firmly on me. “It’s like heaven.”
I couldn’t help but fidget in my seat. Madison’s teasing was driving me wild. My cock was rock hard yet again, and my mind was awash with images of Madison and Jason. His strong hands all over her body. Her soft lips kissing his chest, his abs, lower and lower.
“Are you okay?” Madison asked, but from the wide smile on her face it seemed she knew perfectly well the effect she was having on me.
“Yup. Fine,” I said flatly, trying to focus on the road.
Madison only giggled. “You’re cute,” she sighed.
I thought that was the end of it, but Madison had one last trick up to play.
“Is it hard for you?” she asked, “to hear a woman getting pleasured by a guy with a huge cock? Because of what happened with your ex, I mean.”
This time I couldn’t help myself. I did turn to look at Madison, and her grin was full of triumphant mischief, like a cat who has caught its prey.
I looked away again. “I didn’t hear anything.”
Madison waited me out, not breaking her gaze till I made eye contact.
“Okay, little buddy,” she smirked.
And then her eyes dropped to my crotch. A small tent in my pants and an obvious spot of semi-dried cum. Her lips twitched into a smile.
“You poor little man,” Madison laughed.
***
The rest of the drive was quiet, with Madison in that half-asleep-half-awake stage of drunkenness. When we arrived home, it was clear she needed help getting into her house. So, wrapping one of her arms over my shoulder, I guided her up her porch steps, opened her front door, and walked her into the living room.
“My room is over there, little buddy,” she lazily pointed, “Take me to bed.”
My heart leaped at those words. I knew she hadn’t meant it that way. But even just to hear her say it. Her voice was hushed and delicate. I felt my dick begin to rise yet again.
We made it to her room with her hanging on to me, my arm around her slender waist. Something about it just felt so right.
She dropped her ass into her bed with a thud, her legs dangling over the side as she lay on her back.
“Heels,” she huffed, her eyes closed, half asleep.
I dropped to my knees without thinking and started undoing her heels. There were four delicate little buckles to be undone on each shoe, and then I slowly guided them off her feet. Madison sighed and flexed her feet towards me.
I stared up at her from my knees. Even now, after everything she had put me through tonight, and as she lay almost passed out, she was so beautiful.
I couldn’t help myself.
I leaned forward just a little and placed a soft kiss on the sole of her foot.
The softest little moan escaped Madison’s lips. Followed by a sweet giggle.
“Come here,” she whispered.
I slowly got to my feet and leaned over Madison’s body, our faces just inches apart.
The mischievous look in her eyes was gone, replaced with something deep and sultry.
“Dress,” she whispered, spreading her arms up behind her, pushing her chest out towards me.
I carefully reached down to grab the ends of her dress, carefully raising it over her gorgeous thighs, slowly revealing her lace thong. As her dress rose past her waist, I felt her legs shifting underneath me, rubbing her thighs together. My hands were shaking now as I raised the dress over her breasts and finally passed her head. I breathed a heavy sigh as I took in the sight beneath me.
Madison pressed her hands up to her bra and squeezed her own boobs, groaning at the tight confines of the material. With a long sigh, she reached behind her and snapped open her bra, throwing it across the room.
I froze.
I couldn’t tear my eyes away from Madison’s bare breasts. Her nipples were dark and pointed, a stark contrast to the light and supple mounds they lay on top of.
Madison stretched luxuriously beneath me, emphasizing just how tight and toned her body really was. I couldn’t believe what was happening.
Madison met my eyes again, almost invitingly.
I wasn’t going to miss my chance.
I leaned towards her. And she towards me.
Her delicate lips grazed my own, sending lightning bolts all through my body.
But her lips continued across my cheek.
The softest of little pecks at the spot where my jaw and ear met, before she whispered, “Time for you to go home, little buddy.”
And as quick as that, she fell back to the bed and rolled herself out from underneath me.
I stood there, hunched over her bed, dumbfounded.
What had just happened?
I stood up in a daze and began to walk to the door. It was all like a dream. I thought I was going to have sex with this beautiful goddess, but just like that I was leaving with a hard dick and confused head yet again.
Madison called out right before I reached the bedroom door.
“Put this in the laundry basket for me,” she said as she tossed something towards me, before turning back around just as quickly.
I admired her bare back for a moment, the way her skin stretched across her spine. It was flawless.
Then I looked at the floor, and what she’d thrown.
Her lace thong.
“I should steal it,” I thought.
To Be Continued…?
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