letters-to-maddie
EXHIBITIONIST VOYEUR

Letters To Maddie

Letters To Maddie

by ping8725
19 min read
4.76 (8700 views)
adultfiction

"Professor?!"

I honestly have no idea why the little woman at the front desk of my apartment building liked to call me that. It wasn't my job, nor did I think I acted like one. But she seemed to get a kick out of it.

I walked over to the desk and she asked me to sign for a package.

"Anything good?" She asked.

I rolled my eyes at her and said, "textbooks." That's me playing along even tho this annoyed the shit out of me.

However, when I turned around to leave, there was the most stunning woman standing behind me. Long straight blond hair. Wearing a short loose dress that had belt tied under her massive tits, accentuating how large they were and making the dress flair even more over her hips. Beautiful skin, full luscious lips, covered in a tastefully colored lip gloss and shiny dark brown eyes. She smiled briefly at me but less "hi" and more "are you done yet?"

I stepped away from the desk, but in doing so made sure I got a view from all angles. She was gorgeous. And from behind, those shapely legs disappearing up under that dress was a sight to behold. A body that would make any man beg.

I was married with two kids. A while back, my wife got an amazing job on the other coast. We decided that she would move there and I would stay behind so our youngest could graduate high school. Both kids are now in college. But the job market has changed and I can't seem to find a job in the new location.

We sold our house for a mint, I moved into a loft downtown that was somehow cheaper, and I just keep looking and trying to figure out what was next. Separated effectively but not officially.

Marriage itself was ok-ish. Being middle-aged brought middle-aged problems. Sex was often lackluster. I was experiencing ED often. My wife thought it was likely mental but I still tried pills. I really didn't like that since they made me feel jittery afterwords, and she didn't like the waiting for 30-45min since it ruined spontaneity which was our standard MO.

The thing that bothered me the most tho was she didn't seem that bothered by my lack of erection. She was someone who liked getting off from nipple play--which she had awesome tits so I enjoyed that too--but often left me feeling frustrated. She had never liked giving head much which didn't bother me much when my cock performed. But now I wished for it, or at least her putting some more effort in. When I asked her if she missed my erections, she said ED was part of life and it was ok. For once in my life I wished she wasn't so understanding. I just wanted her to beg for my cock a little bit, every now and then.

The apartment building I had moved to was a bit of an extravagance. It was right downtown in the fun nightlife area. I justified it since it was near my office. Opulent lobby with a doorman and a desk for a concierge-type. There was an outdoor pool with lovely palm trees and in the morning, was out of the sun and tranquil. I would often work from there if I didn't have meetings in the office.

The part I liked was lots of beautiful creatures coming and going. Young beautiful women, either passing by on the street or maybe even that lived here in the building. I got a lot of eye candy.

Anyway. I was alone, frustrated, and well... I tried things.

I found porn sites a little boring after a while. It was almost like since anything you could dream of was there, it was less interesting.

I tried those sites where you subscribe to a profile but quickly learned that it was all a scam to sucker lonely dudes like me out of their lunch money.

I went to a couple of strip clubs, but couldn't get into it. Was I supposed to fondle? The sign said no but the girls seemed disappointed that I didn't want to fuck them for a few extra bucks.

So maybe better summed up as "alone, bored, horny, and frustrated."

My wife and I would visit each other alternating months. And I would go out there when I thought I had a good job opportunity. But otherwise, time sort of plodded along.

But this woman getting her package at the desk. Stunning, like I said. And I was mesmerized. I heard her say "Madeline, 406". Was I the only one with a stupid nickname from the front desk lady? Sigh.

I went to the mail room to see if any letters where in my box. It was a tiny room off the main lobby. A bank of mail cubbies and bulletin board to share the goings ons and handyman phone numbers. It also had a little mail slot for mail inside the building. I thought that was quaint in this day when we all had phones in our pockets. I suspect if anyone wanted to contact someone here, they probably already had their snap or would text.

I grabbed my mail, looked out into the lobby to see if that woman was still there. I didn't see her so I headed up to my loft on the upper floor.

I slumped on the couch and thought about her. I thought about touching her, pulling her hair to one side and kissing her neck. Smelling her skin and hearing her moan as I tasted her. I thought about my hands pulling up the loose dress over that smooth skin... what would someone like that wear under there? A tiny thong? Something lacy? Or something satin smooth with the material arcing over the curve of that ass and disappearing between her legs?

I thought of getting on my knees and exploring those panties up close, slowly tracing them with my finger and my tongue. Kissing her where she begged.

I was super hard by now and was stroking myself. No ED today I thought wryly as I came in a huge load all over my lap.

I didn't feel sated. I wanted more.

But who was a kidding. I was married albeit living alone. She was like half my age. Maybe a little older than that but still way to young.

A few days later I was sitting by the pool working. The sun was just starting to creep around to the patio and the air temp was rising as it does here. There were a few other people here but not as packed as it will be mid afternoon. There was someone in the only lounge chair that was directly in the sun. I suddenly realized it was her!

πŸ“– Related Exhibitionist Voyeur Magazines

Explore premium magazines in this category

View All β†’

She was on her front getting sun on her back, her ass rose deliciously from the lounge chair. Her bikini bottom making a beautiful curve across her skin. She was facing away from me so I allowed myself to stare. God I wanted to touch her, explore her, make her buck against my hands as I pleasured her.

She stirred and shifted so was now looking in my direction with sunglasses on. I had no idea if she was looking at me or not. So I nonchalantly went back to my email. I did notice that my cock was betraying me and I had a large damp spot from pre-cum appearing in my shorts. I sighed, chiding myself a bit. Guess I was here until that dried up.

After a while she sat up and gathered her things. Her front was amazing. I had no idea how that tiny bikini top was managing to restrain those tits. But I wished I could inspect up close. She pulled on a sheer sun robe and went back to the building. I sure had a vision I was going to masturbate to later. Damn.

I couldn't stop thinking about her that night and her body doing things to me. Me doing things to her. How her large hips would feel in my hands as I fucked her from behind. My mind was relentless about it.

Sitting at my desk later on I saw a pack of notecards someone had given me. I got an idea. I could send her a note through that silly building mailbox. Maybe a flirty note. Maybe something a little more risquΓ©? Like a secret admirer?

The first letter.

I took out a notecard but was stumped. What could I put that wasn't creepy? I laughed. Probably nothing. But this was turning me on. Like the online profile subscription site but in real life and less cost.

So I wrote carefully, "you are so beautiful and you light up this building."

Hmm. Creepy, maybe. Not as horny as I felt but couldn't just start with talking about her tits in my face.

I sealed it up and stared at it for a minute. Wrote "Maddie, 406" on the envelope. Then quickly rode the elevator downstairs and dropped it in the slot before I could lose my nerve. My heart was racing. This was so silly. I got back to my loft and masturbated furiously thinking about her laying on me and smothering me with her massive tits.

I woke up the next morning wishing I hadn't done that. Not likely anyone would know it was me, but still. I went about my days and started to forget about it. But one evening I got on the elevator to go to my loft and she got on with me with a few other people.

The next letters.

The elevator was crowded. It could be that it was early evening with people arriving home from where ever they had been. We all said our hellos, most people were familiar. Someone cracked a joke about the horrible weather. The weather was never horrible here, it was the same every day just warm or warmer. We all chuckled politely.

But I could see Maddie out of the corner of my eye. She had a deep plunging neckline on her top that proudly displayed her ample breasts. She smelled divine. I was trying not to stare out of my side-eye but I most certainly was. The elevator stopped, a person got off. Maddie had to make room and pressed against me. I was I heaven. We soon stopped at the 4th floor, and she got out. Eventually I got to my floor. Oh man, did I want her.

I got out the notecards and wrote, "you looked radiant today" and sealed it up. I waited a few days to drop it in the box since I wasn't ready to be too obvious about who I was.

When I did, I had the same surge of horniness and embarrassment. Oh well.

I wrote another note on the weekend. This one more brazen "I want to kiss your breasts." Was I that horny? Jeezus. I could get thrown out of the building. I left that one on the desk.

It was now summer. I hadn't run into her for a while. Which for some reason made me bolder. I eventually dropped that note I had written weeks ago into the mailbox. I had several sessions with lube thinking about it.

Time for something else.

Summer wore on, my wife was going to visit in a few weeks. I had some successful phone screenings for jobs on the other coast so things were looking more positive. I tried to put this whole letter thing out of my mind. But it was futile.

Maybe if I sent her flowers? What then? That would be a bold move wouldn't it? I went online and order a simple, bright bouquet. I had the note read "your secret admirer". It was silly. But submitted before I could back out.

The next day I was super nervous. I saw the flowers unclaimed at the desk the next evening. She must be working late I thought. However, I didn't see the flowers the next time I was on the lobby so she must have come home.

But as I was in the mailroom... I noticed a little envelope from the same florist I had ordered from pinned to the community bulletin board. What the actual fuck? I Looked around and decided I was alone so I took it. Up in my apartment I opened it. It said, "thank you." And it had a faint lipstick kiss on it.

Holy fuck. This was unexpected.

I got out the note cards and furiously wrote "I fantasize about you." And flew downstairs to dropped it in the mailbox.

The next evening there was another little envelope. I took it and read it. It said, "I know". But this one smelled heavily of perfume and... something else. A little musky? Maybe I was imagining that. It sent me to the moon tho. I didn't know I could masturbate that much.

The last letter.

My wife was now coming to visit at the end of the week. I also hadn't seen Maddie now for a while but I thought I would write one more note, just in case she was around.

πŸ›οΈ Featured Products

Premium apparel and accessories

Shop All β†’

"Fantasized about you sneaking into my place, wearing nothing but that see-through robe. Standing in front of my while I sat on the couch admiring you."

Definitely getting bolder with these. I dropped it into the mail slot after work and wondered if I would find a note on the bulletin board again or would this finally cross a line.

The day my wife was arriving, I spent the morning cleaning and was about to hop into the shower when I heard a knock. It was too early for my wife to be here and she had a key anyway. I wrapped a towel around my waist and looked through the peephole. It was a young woman standing there but didn't recognize her so I opened the door to see what she wanted.

Standing before me was a college-aged woman, shapely in the right ways but several inches shorter. What was mind blowing was she was wearing a sheer robe like I had seen Maddie wear at the pool and I had described in my last note. More importantly, I could clearly see her large dark perky nipples poking hard through the fabric. I stared.

She said with a smirk, "are you going to let me in or not?"

My mind was spinning. Who was she? What was happening?

I backpedaled a step and she sauntered in, straight at me. I tried to get out a question but just managed something sounding like a "wha- who??"

I kept backpedaling while looking at her and she kept coming towards me smiling like a Cheshire Cat while I heard the door click shut behind her.

"What should I call you? My secret admirer doesn't roll off the tongue... hmm?" she looked me up and down and her eyes twinkled, "Daddy?"

I took another step back but that was too far, I stumbled into the couch and fell onto it. My towel coming undone in the process.

"Sounds like it's going to be 'daddy' judging by that cock," she grinned. I still was confused by what was going on but the more I took her in with my eyes, the more I liked what I saw. She was actually pretty hot. This was not the Maddie I had been lusting after for the last few months, so there must be some mistake. But this was seeming like not an all too bad mistake. Her skin was darkly tanned, long dark hair that looked sun bleached. Surfer girl? She had a little soft paunch to her belly that seemed super inviting. And she had this flowery tattoo running up her smooth thigh, leading me to the places I now wanted to go.

I don't think anyone had ever complimented my cock like that. I had plenty of lovers before I got married. I've had plenty of naughty things said to me about my cock when I was deep inside--especially when my wife wanted kids, a woman who wants your sperm is an unstoppable force of nature--but getting a compliment on my cock when it wasn't really hard made my head buzz a little... and I could feel it stiffening as she looked me over. I was both embarrassed and relieved my ED wasn't showing up. Maybe it was all in my head after all?

So here I was, splayed on my couch, naked, erect, and still horribly confused.

She smirked at me. "Ok daddy, is this what you imagined? Me, like this? Am I being a good girl?"

I managed to nod. Let's see where this goes? Still my mind was trying to sort it out. Did I have the wrong apartment number and this woman here was the real Maddie? This was wild.

She stepped closer and put her bare foot on the cushion I was leaning against, next to my ear. Her robe opened and her panties were tantalizing close to my face. I could smell her scent mixed with perfume, it was intoxicating and I wanted more. I started to lift my hands to her hips and pull her to me. But she swatted them down playfully.

"Daddy! not yet," she pretended to look stern. She turned around and untied the robe so it fell. She bent over a little and pushed her ass into my face. Now I gently placed my hands on her cheeks and rubbed her skin, letting my hands slide under panties. She didn't stop my hands this time and I pulled her ass right to my face.

"Oh daddy," she giggled. "Do you like my ass daddy?" I slid her satin panties over to one side, kissing and licking her crack. She let out a little moan. My hands slide up her soft belly to grab her sizable tits. Not nearly as large as the woman I thought was Maddie, but still more than a handful and I wanted to feel those stiff nipples. She squeaked and wiggled her ass on my face as I got her nipples in my fingers while I licked--and it made me rock hard.

She pulled away and slid her panties down, giving me the most wonderful view as she bent over to slide them off, the fabric briefly caught in her crack. Then she turned around, pushed me back with her knee on my chest and straddled me. "Ok daddy, I think this is what you really wanted." She expertly reached between her legs, grabbed my cock with her slender fingers and pressed the head of my cock into her juicy pussy. She was so wet, she just slid slowly over my cock like a tight glove and I was balls deep instantly. My mind was still trying to catch up, who was she?

She took her breasts in her hands and pressed them to my face, placing one nipple in my mouth and then switching as I nibbled and licked. All while slowly building speed on my cock. "Am I a good girl for you daddy?" She kept whispering. I moaned in response.

My hands guiding her ass to my rhythm. It was all too much, she was so silky smooth and tight on my shaft, clenching and sliding. I could feel my balls tightening and the cum building already. I wasn't going to be able to last at all. This was a fantasy coming to life, it was catching me off guard, but I was going to let it happen. Enjoy the moment, fuck all if I came fast--it was going to be worth it.

I tried to moan tho, "you're going to make me cum, slow down a minute." But she just smirked devilishly and drove her hips harder into me. Like she actually wanted me to cum fast. I pulled on her ass cheeks hard and let it go. Pumping her full of cum what felt like gallons, shooting deep into her. It felt so good.

"I knew I would make you cum fast you little pervert. Reading all those notes to me, you wouldn't be able to handle my pussy." She paused and licked her lips, "You are such a naughty daddy." My eyes were rolling in my head as my pumping cock subsided. I didn't care if she called me a pervert. She wasn't wrong. And I got fucked wonderfully hard for it.

"But..." she panted, "I want you to finish me."

She pushed me flat on the couch and inched herself up, I could feel her dribbling my cum on my stomach and chest as she did, a little snail trial as she slid up to straddle my face. I'd never tasted my own cum before, at first I didn't want to. But sex is messy, the messier the better, right? So I dove into her bush with wild abandon, flattening my tongue and pressing deep between her puffy lips. She started rocking back and forth, so my lapping tongue went from her clit, to her hole and back. My tongue would slip into her hole when she paused and I would tongue fuck her until she slid back.

This was amazing for me and I was enjoying how much she liked it. She was grinding on my chin faster and faster, in total ecstasy. Squealing, moaning, grabbing my hair and holding me so my face was right where she wanted. Finally after several minutes, my jaw was beginning to ache and I was gasping for air--I could feel her orgasm building. At first, just her hips tensing more insistently, but then her thighs were gripping my face in waves and it finally exploded over me. She was convulsing and shrieking, falling on me, completely spent and we were both breathing hard. My face was dripping from her cum, my cum, sweat, and it was amazing.

I lay there under her thighs for a minute, almost afraid to break the dream. But after a few minutes, she stood up, smirked once more at me and put her robe and panties back on. "Was I a good girl daddy?" I managed to nod. She patted her panties like she was checking how wet they were.

"So good, Maddie."

She smiled what seemed like a genuine smile with that, then tossed her hair back and went out the door. Letting it slam.

I sat there still catching my breath. When I suddenly remembered my wife was supposed to be here soon. I cleaned the couch with my towel and flew to the shower, washing the hardest I ever had. Scrubbing my face over and over but not being able to lose the sight of her smashing her pussy on my face and it seemed like her scent was permanently on my lip, but maybe that was just the memory. I grinned to myself, "damn."

Enjoyed this story?

Rate it and discover more like it

You Might Also Like