So a thing about me is that I graduated from highschool at 16 because I was a pretty good student and skipped a grade and my parents enrolled me a year early. After that I didn’t want to start college right away because I didn’t want to be the 16 year old girl at college (also some colelges literally had an age limit, tough brakes). I had a two year gap during which I did some volunteer work, some studying and some things I will tell you in my future entries (hehee). I didn’t keep in touch with many people from highschool but oddly I was on speaking terms with a teacher, Ms. Leotardo. She was very fresh out of teaching school so she was 24 at the time. She was my art teacher and we spent a lot of time together in and out of school. Although I had discovered my slutty side a few years ago already she was never part of my devious plans, until I learned about the hubby…
Tag: Fantasy
Hooking up in the on-call room [MF]
I will preface this by saying this is totally cliché, and also not at all representative of my general experiences working in a hospital setting. As I had mentioned in a previous story or AMA, I have largely stepped back from practice, but the group with whom I work has been great about keeping me on, as opposed to buying me out, so I still have insurance for me and the kids. I still do occasional consults and patient work, help with administrative matters, and then cover on-call shifts a couple times a month. Since I have a much more flexible schedule than most, I cover a lot of the “bad” on-call shifts that others don’t like to take, which helps me stay in good with the senior docs in my group.
Setting the scene, it was the end of March 2021, I had just spent the day with Cathy, a 51yo married, stay-at-home-mom of two teenagers. It was our second hookup, about three weeks after the first, and when she left my place around four, she was happy and sore. I was on-call that evening, and around 5:30 got the message that I needed to go in.
[MF] Cumming in my ex-wife’s worst nightmare
Background: I’m 38, recently divorced (although it’s getting less and less recent), very dominant, and enjoying the post-divorce world of 2020s sex. Staying in good shape all these years, holding down an impressive-sounding professional career, & getting a couple decades of sexual and life experience… Put it this way: There are a lot more college-aged girls who want to get fucked by me now than there were when I was also in college.
It’s been nearly a year since my divorce, and I finally had an amazing, “check it off the bucket list” sexual experience this week that I’ve been fantasizing about: Fucking a girl born in the 2000s. I matched with Jane on tinder this weekend, and we started chatting right away. Jane is about 5′ 2″ and blonde, with a fat ass, small boobs, and a really cute, expressive face. She’s a little chubby in the way where her whole body is soft and feminine and yielding.
Coming Alive at the Euphoria Hotel p1 (MF) (freeuse) (hotel) (big tits)
“I’m sorry, what?” Charlie said, the receptionist’s words jolting him from his shyness. She giggled, her blonde hair and huge tits bouncing with joy. “We get this reaction a lot! We have a very sexual environment at the Euphoria Hotel. All hotel employees are subject to our FreeUse Mandates, and the hotel guests will fuck, suck, lick, and grope willingly and openly!
Before he could reply, a naked brunette walked across the lobby. Already blushing, Charlie nearly fainted at the sight of her open, lewdness. He nodded dumbly at Gabby, the receptionist, who grabbed Charlie’s hand. “Not sure where to start? Let me show you to your room.”
In his hotel room, Gabby led Charlie to the bed and stood back to let him admire her body. “Want to see me naked?” Red faced and open mouthed, Charlie nodded, his pants tightening in excitement. With a playful smile, Gabby pulled off her uniform shirt and skirt, and paused to let him admire her Panties and bra before they too hit the floor. Charlie was paralyzed, his mouth agape, and his pants tented at her body. Her long blonde hair cascading down her shoulders to her massive, bouncy tits. Her soft curves over a taut stomach, tight hips, and perky ass. “I will get you started, but feel free to take control. I get so horny when guests take control and use my holes for their pleasure. I’m very wet, flexible, and willing.”
I hate my former CEO – so I hooked up with another girl all over her office and put my notice in the next week [28F] and I [28] [M]
Ah… this one really felt like an indirect hatefuck and truly encompassed the office fantasy I was looking for. I work in NYC and under the finance umbrella where you gotta grind to get that money. Culture in the workplace did not exist at this office (it was a startup space) and the CEO was one of the worst I have come across. She made her own rules, did what she wanted, and did not care for the rest of the employees within the firm. Part of me respected that cutthroat/badass mentality (especially cause she was a rare female CEO), but her cold personality was far from attractive.
I left… with a BANG (literally, lol). I knew I wanted out of there pretty early on, but I had to do my time. There was one night that I was planning for with a girl I knew and she wanted to fulfill this fantasy of mine which was sexy in itself. I had it ALL planned out, top to bottom, picked up a bottle/got some takeout dinner and had a nice fridge full of snacks/chasers to fulfill what I essentially call an ‘office date night’.
Seducing my high school crush- hotwife style! [MF]
After a few years of realizing that Hubby did truly enjoy watching me with other men, I decided to test a limit. I’d been wondering if I could see for myself about the rumors I’d heard concerning a guy I knew in high school. Most things circled around him having a big dick and I really hadn’t had anyone much bigger than Hubby at this point, so I figured it might be worth a shot. So I told Hubby about my fantasy, which ended up making him more excited and left me feeling very fulfilled. ;) And decided to set my target.
I’d gone to a bar I knew he frequented and when he showed up, I was so nervous, but I knew it was now or never. I knew he was single but never knew if he’d ever been interested, so I just asked outright. Turns out, he was VERY interested, so I told him about my lifestyle and asked if we could take a video for proof and so Hubby could enjoy watching it later. He agreed and we left from the bar and went back to his place- I’ll spare you the details of the bachelor pad. He had a few roommates but I fully intended on making plenty of noise just because I could.
[MF] My Neighbor Is A Peeping Tom
This story is pure fantasy, not based on any truths.
My husband Charles and I (Lynlee) have lived in our home for almost 10 years. We married young, and I am 35 and he’s 36.
I have long brown hair, a fit figure and smaller boobs, B-cup. I am 5’4″ 120 and an active Crossfit and gym goer. Though after having 4 kids it gets hard to keep that figure, but i would say I’m still pretty damn good looking.
A few months back the older couple that lived next door began having health problems and were forced to move to a nursing home. Their home sold quickly to a couple in their late 50’s who’s k**s had all just moved out. Being good neighbors i baked a pan of brownies and me Charles and our k**s went to say hi and meet them.
They were a very normal couple, and seemed like they would be perfect neighbors. His name was Jerry and hers was Maureen.
Now I have to explain how our houses sit to give you an idea. Their house is west of ours, and our bedroom window is on the west side of our house, facing theirs. I couldn’t tell you what rooms in their house face ours. There is a large bush growing along an old rickety wooden fence between our homes. The bush is pretty thick and gives us pretty good privacy. During the winter our bedroom window stays shut and the blinds pulled, but in the summer we crack it open to keep the room cooler and pull the curtain back slightly to allow more air flow, we’d done this same routine for the last 10 years.
As it began to warm outside we opened our window and thought nothing of it. I am very loud during sex and often have to moan into a pillow so i don’t wake up my kids. (they’ve all told me they’ve heard me before lol) Well I don’t know when exactly it happened but I assume one night during our love making Jerry must have over heard me moaning. I also like to talk dirty during sex. Who knows for how long he listened at watched before I caught on.
One day when i was home alone while the hubby was at work and kids at school i retreated to my bedroom to look at some porn and use my vibrator. I hadn’t done this for awhile. During the day our window is typically open more, and the blinds wide open to allow light in.
I was laying naked on my bed, legs spread with my vibrator buzzing away inside of me. I was looking at porn on my phone with my other hand when i heard a snap sound outside the window. I was startled but remained calm as i slowly tilted my head to look out the window trying to be subtle.
At first I didn’t see anything, my eyes trying to penetrate the bushes right outside my window. Then i caught the smallest flicker of motion. As my eyes took in the bigger picture I could see the outline of a man standing behind the bush watching me. my heart jumped to my throat as I realized someone was watching me masturbate.
I had froze for a good 10-15 seconds before my mind turned back on and i again felt the vibrator buzzing inside of me. I had some options. I could get up and close the blinds. I could get up and call the cops! Or I could lay there and pretend I hadn’t seen anything. Part of me worried if I got up i would give myself up and they’d know they’d been caught.
i continued to move the vibrator in and out of me, watching for more movement from the window. I turned the volume on my phone down and listened more carefully. I caught some more subtle movements from the figure behind the bush. from what i could tell it looked like their right arm was moving back and forth slowly. it hit me that the person was likely jacking off now. I don’t know why but that seemed to calm me down, I guess i figured that their intent wasn’t malicious, they were just trying to get off and happened to catch me doing the same. I figured what the hell, give them a show?
I started moving the toy quicker in and out of me, i didn’t have to fake the moans that started escaping my mouth, i was getting more turned on and i could see the strangers arm was moving more rapidly now too. I let out a big last moan as i came. I shut off the video on my phone and looked back at the window, the figure was gone. I laid there for a minute longer. That had to have been Jerry. no one else would be on the side of my neighbors house. I decided id tell Charles about it, but then thought about what Charles would do, knowing him he would probably walk straight over and deck the old man in the face. I decided I would keep this a secret. If it gets worse or happens more I will tell Charles.
That night I Charles and i were fucking hard in our bed. I couldn’t get the thought of the peeping tom out of my head and while Charles fucked me I found the thought of someone watching us right then arousing, I came while thinking about it. I looked out the slit in the window but didn’t see anything, it was too dark.
The next day I was still thinking about my hidden admirer when i found my self home alone yet again. looking at my watch i figured it was about the same time as it was yesterday and i headed back to my room. I felt a little nervous today as i stripped down, out of view of the window and then climbed on my bed. I watched out the window, trying not to make it to obvious i was looking. I got pretty disappointed when i realized there was no one there.
Oh well, i figured i may as well have fun. I logged onto a porn site and looked up peeping videos. I found several hot ones and came a couple of times. As i was cumming for what i was planning to be my last time i caught a glimpse of movement again and my heart leapt to my throat. that cautiousness came back and i had to fight the instinct to hide my nakedness. Keep moving! i reminded myself as I had froze. I began moving my toy in and out again. This is what you wanted, i reminded myself. you wanted him to come watch again. It didn’t take long and i was back into the mood. Building up courage i even spun a little towards the window, giving him what i knew to be a better view.
I could have sworn i heard a grunt or a moan, when i looked up the figure was walking away. he was done, so i guess i was too.
Over the next few days my routine continued. The next day I started out with my legs spread facing the open window. within minutes my friend was there again, jerking hard. the day after that i had moved to the edge of the bed, legs spread wide giving them a great view i hoped as i pounded my pussy with my vibrator.
“I don’t know what’s got into you lately but i like it” Charles said one night as I was going to town grinding on his cock. I still didn’t dare tell Charles about my peeping friend. Though I was now 99% sure it was our neighbor Jerry. That was the first night I heard a small noise outside of our window and I knew Jerry was out there, he watched me at night fucking my husband too apparently.
For the next week or so my routine continued. i gave Jerry a show around noon and again before bed around 10. He was there every day, his right hand jerking him in the shadows. I decided I wanted to see how far i could take this. I was wondering what i could do when i had an idea.
That next day I decided instead of masturbating at my window i would go tanning in my back yard. at noon i went outside, near the west fence, as close as I dared, and i setup my spot. Sure enough, being outside i was closer and i heard Jerry’s back door open and close and i heard his slow quiet foot steps as he snuck around the side of the house. I had the advantage this time, he didn’t know where i was. I could see his feet under the fence as he stopped in front of my window. I was a little farther north, where i got better sun. I coughed quietly to give him a hint that i had moved. I was laying on my belly as i watched under the fence as his feet turned towards me and then moved slowly my direction. There was a big board missing in the fence above me that I knew would give him a great view and he stopped in front of it.
it was time i thought, and i pulled my bottoms off, in the impression that i was going to tan nude. I reached behind me and untied my top. I laid there on my stomach for some time before i rolled over. I also opened my legs a little, i knew i was giving him a perfect view of me in the sun, naked and spread eagle. This was the first time I knew if i wanted i would be able to make eye contact. it was risky but after a few more moments i couldn’t resist. I wanted to look at him and smile. I was worried i would scare him away though.
I raised my head up and looked at the spot in the fence where the wood was missing and sure enough Jerry was staring at me. I quickly smiled at him as we made eye contact. He backed up but didn’t stop looking. Noticing my smile he slowly moved back up close. I watched as he looked me up and down, and i also started to finger my pussy for him, all while looking at him.
His face scrunched up, his eyes rolled back, and i heard the pitter patter of his cum landing between his feet on the leaves. he looked at me one last time, smiled at me and then disappeared.
I was shocked as i went back inside. What had i just done? Was that considered cheating? I though. it wasn’t any worse than what i had been doing was it? ugh, what if i had now enticed poor old Jerry into thinking i wanted more form him??? What if i did want more from him?
That night i felt pretty guilty while laying under hubby, legs spread wide so he could thrust deep into me. I kept hearing that pitter patter of Jerry’s cum falling from his cock and my arousal quickly overcame my guilt. I began longing for that cum to be on me, to be in me. Thinking about it made me cum and i rode the thought into orgasm.
The next day I again went to tan. This time i decided id take it even farther. I laid my towel out and laid on it while waiting for him. Sure enough i heard his door and i heard him approaching. He stopped at the missing board first this time and saw me there. I was on my knees, facing away from him. I bent forward showing him my ass and pussy from behind. I reached between my legs with my fingers and began fingering myself. I heard Jerry moan a couple times, apparently he liked this position. I stood up slowly, still giving him a show as i backed towards the fence. There was a round hole in the fence about halfway up where a knot in the wood had been. I backed straight into it. It was the perfect height and i knew my pussy was accessible now through the fence. Now it was up to Jerry.
I heard him moving around, trying to get through the bushes but They must have been to thick. As he quieted back down I suddenly felt a finger glance my pussy, the sensation shot tingles all through my body. I must have been barely in reach though because he didn’t do more, just light rubbing. I heard him grunting and moaning and again knew he had cum.
“thanks” he whispered and then walked away. I stayed there for a minute longer before heading inside to play with my toys, my pussy was dripping. I couldn’t believe i had allowed another man to touch me there and i couldn’t believe how much i had liked it. Sex with Charles that night was fantastic as i was the horniest I had ever been in my life.
The next day i was so excited to back my ass up to the hole in the fence again. As the time approached I went back into my back yard. I instantly noticed that the bushes on Jerry’s side of the fence had been thoroughly trimmed back where the hole in the fence was. I also noticed that Jerry was already there, his figure pressed up to the fence, i could see his shoes sticking out under the fence. Then i noticed that the hole in the fence wasn’t empty… There was a long thick cock sticking from the hole.
I had no idea Jerry was so well hung as I had never been able to see his cock. I was a little taken back at first but when Jerry moved his face to the hole above I could see him smiling and i smiled back. I approached and couldn’t stop myself from immediately grasping his cock in my hands. his cock was warm, and bigger than Charles by quite a bit. I dropped to my knees in front of the fence and took it in my mouth. I heard Jerry’s appreciative moan as i took him into my throat. I sucked his cock for a few minutes, pausing to let my jaw relax while i would use my hands.
I eventually stood back up. I turned around and started backing into the fence with my ass. Jerry was lined up perfectly to enter me and as i slowly pressed back his cock slid into me. I gasped in pleasure as he stretched me out. fuck this felt so good and naughty I was cumming almost instantly as i slid back and forth on him. I slammed my ass into the fence and moaned in pleasure but was brought to new heights as i felt him start thrusting in and out of me from his side. I was mid orgasm when i heard Jerry start to grunt and moan. in the back of my mind i heard myself screaming, no don’t let him cum inside of you! you could get pregnant! but in the front of my mind and all i cared about then was him filling my up. I pressed hard against the fence letting him deeper into me as he emptied his balls, his thrusts growing softer as he came. He stayed in me for a few seconds, both of us breathing hard. He pulled out of me and i turned around to look for him. His cum started running down my legs, he had a big load, probably from his daily jerking off he had been doing.
Jerry stuck his cock back in the hole and i kneeled down to clean his cock off for him. the old mans cum tasted surprisingly yummy. His cock cleaned i leaned back and looked up to see him smile.
“see you tomorrow” he said quietly as he backed away.
Over the next few months the hole in the fence got a lot of use. it also got a lot of improvements too. Jerry had taken a file out and smoothed the edges down. He also had cut a few other holes up higher, I later learned they were to allow his hands to grab my waist as he fucked me.
Jerry fucked me every day that summer. Charles and I had the best sex of our lives that summer as well and I never told Charles a word about Jerry.
The Naked Yogi Daddy and the Inflexible Boy; [M/M, Gay, Bicurious, Fantasy]
As class ends, everything wraps up, I pull you to the side and talk to you about not being able to hit the poses like you do in class. I ask if we could do a private session and you say absolutely. We set up an appointment for a few days after.
On the day of our appointment, I come in and we start to talk, and I say that I’m not stretching right. So you help me out and show me some simple stretching positions to get me warmed up. As were doing it, my shorts are a bit in the way. They’re too tight, so you ask if I could come out of them. I tell you, of course, especially if it helps me to hit these poses. You start helping me stretch, and I’m not quite getting it. You help push my back down, and grab my waist and help stretch me out. The thought of your hand very close to my cock gets me very excited, but I try my best to hide my growing bulge. You catch eye of my bulge, but don’t bring it to my attention in fear of my embarrassment. So we continue to stretch.
The Festival [M/F] [Cheating] [Deception]
Second erotic story. Long read. Critiques and comments welcome.
With a sweaty huff, Rick zipped closed the door of the tent, leaving just enough open to allow some air to flow through, and plopped down on the ground, making sure to remove his phone from his pocket beforehand. Flicking on the screen, he saw another string of texts from Leigh and wondered whether or not they were worth reading. He opted to change clothes instead.
Even in the mountains, East Coast summers can be quite hot, and this evening was no exception. The large crowds probably weren’t helping, either. Rick mopped sweat from his brow as he stripped completely naked, stowed his clothes in his backpack, and unfolded the long yardage his traditional wool Great Kilt. He laid out his calf-high leather boots, his belt and other accoutrements, and began the arduous process of pleating the kilt. His highland shirt seemed to still wet from the hand-washing he’d given it, so he opted to go shirtless tonight. The upper portion of the kilt, which he would pin together over the shoulder like a sash, would be all the upper body cover he’d need in this heat, anyway.
[MFM] So things got VERY interesting since we last spoke!
So, [as detailed in my previous post](https://www.reddit.com/r/Cuckold/comments/ulmmec/so_i_finally_spoke_to_my_girlfriend_about_my/), a few weeks back I admitted to my girlfriend (who I continue to refer to as “C”) how turned on I get when I see other guys checking out her incredible butt. One thing led to another and as me and C fucked we talked dirty and spoke about my fantasy of her with another guy. C is very shy and comes across as the classic “innocent but incredibly hot” girl. C is not very sexually confident, we even spoke about starting a couples OnlyFans so she can learn to appreciate and be proud of her body more. She’s not had many sexual experiences and blushes at the mention of anything kinky, so it was very shocking to feel how wet she got as we spoke about it, and so naturally I came in her like a rocket.