Sis in law…part reality…part fantasy [MF30s] [cheating]

For your mental imagery, my SIL is 30 years old, long blonde hair, 5’5″ 140ish lbs, plump pouty lips, 36DD juicy tits, big round ass and nice plump pussy from what I can tell.

A little backstory before the fantasy. It was the 1st of many occasions I was lucky enough to feel the forbidden fruit of my SIL beautiful booty. She needed some work on her car done and asked for my help. Which I happily obliged. While doing said work I needed her to help with a few things. It was a rainy day and I had her car in my garage. I asked her to work all the lights and she leaned in the door with her ass sticking out at the perfect viewing position for me. So I let her do a bunch of stuff just so I could continue to admire it. Once I didn’t need her help any longer she said “Oh it’s raining hard now!” I got real close to her to look outside and said “Why yes it is.” We stood real close for a few minutes, when I gave her a couple pats on her lovely ass and said ” Hurry or you’ll get soaked!!” After a second she took off running back inside. That’s how that ended… but here’s what my fantasy would look like…

Pleasing Her Bull [20-30] [mfm] [femdom/cuckhold]

Rosanna was the most beautiful girl he’d ever known. Why she had married him five years ago, he would never understand. Scottie was average in every possible way. His build, his face, his finances. If anything he was a little less than average. She was a model. Literally. Small time, clothing ads and whatnot. It had never been enough work to pay the bills, but she was ravishing! Green eyes, a petite frame at five feet tall on a good day. With thick, layered curls that flowed around her freckled cheeks and bounced about as she walked. It was the color that was most striking. The most vivid, natural red anyone had ever seen. It brought her endless compliments from everyone she met. It had strips of deep, dark, cherry red mixed with brighter highlights of an almost blond/orange. If that was a thing. When she slipped through the sunlight it erupted into a blaze and flames framed her face.

Our Anniversary Alone – Part 2 of 2 [FM] [Late 30’s] [Romantic] [Toys] [Multiple rounds] [Mirror] [Anal]

Phillip shifted underneath me. By the way he twisted, I knew without looking that he was rummaging through our sex toys again. When he returned to his back, I felt a rounded bulb push into my slit. It was too smooth to be anything else except —

“Oh, fuck.” I gasped around his shaft when the flared base stretched my pussy. With one hand, Phillip pushed the large plug into my pussy. With the other, he toyed with the smaller one still in my ass. 

Both of our hips were bucking. We were both insanely turned on by what we were doing. 

“Fuck yes, Danielle,” Phil gasped back. “Cum all over this plug. This time we’re using your cum for lube.”

The plug itself was almost too smooth to stimulate me, but the mindfuck of an anal toy stretching my pussy pushed me over the edge. I came, mouth spasming over his dick. He goaded me through my screams. At the height of it, he pulled the smaller plug from my ass and replaced it with the larger, cum-slickened one. I felt myself stretching around it, especially bent over like I was, but also completely accepting the fullness. I wanted it. I wanted to be stuffed. Still, I shrieked as the base that had stretched my pussy lips now stretched my asshole. Then that wonderful sense of relief returned as my hole wrapped around the narrow end and my ass felt gloriously full. 

I [M28] fucked my wife [F32] against a window above a Christmas market in Poland [window, voyeur, public]

In December just gone, the wife and I visited Poland to explore their Christmas markets. I’d booked a nice apartment right on the city square overlooking the busy markets below. I’d seen the place online, it had huge windows and a perfect spot for a very naughty evening.
A quick flight / taxi journey later and we’re here, unpacked, ready to spend the day drinking and eating some traditional Polish food and beer. I noted how busy the street was below and couldn’t wait until we returned later that evening.
After a boozy dinner we were making our way back to the apartment. The second the elevator door closed behind us I pinned her up against the wall and began kissing her deeply, holding her waist firmly against the side of the lift and slowly sliding my hand further south on her hips before an interrupting “ping” as the elevator door opened.
We climbed into bed switching the lights off behind us and started making out. We both slipped out of our clothes and I couldn’t take my eyes off her. My wife is a stunning, petite blonde with an amazing hourglass figure.
She lay back on the bed, to which I said “no”. I took her hand and lead her over to [the window](https://www.reddit.com/user/Thewifeandme/comments/106t7eh/the_view_from_above/) (photo taken the next day with a lot less traffic below). I stood her in front of me, my heart pounding in my chest… and slowly opened the curtains revealing every inch of her to the busy markets below. The soft glow of the Christmas lights in the tree outside lit up her now rock hard nipples as I took them between my fingers. I began kissing her neck and sliding my hands over every inch of her body before making their way between her thighs. I began playing with her already soaking wet pussy and whispered in her ear that she is to “cum in front of all these people.” Her eyes opened wide as she scanned the faces below, any one of which would have a full view of her exposed breasts and my fingers beating her pussy if they had only looked up. She reached behind and released my rock hard appendage into her hands and began stroking it. I whispered in her ear once more, “do you like being naked in front of all these people with me fingering you for them to see.” She let out a deep moan nodding into mouth as I kissed her.
Moments later, a man sitting on a low stone wall nudged his partner and pointed up at us. They both stared up whispering to one another while I fondled every inch of my wife for them. I don’t know if my wife noticed so I carried on with our new spectators glued to us in the window. The soft yellow glow of the Christmas lights illuminating every inch of our skin.
She turned around and pushed me onto the bed behind us. I’ve never seen her lust in her eyes like this. “I want to sit on your face”. Well of course I obliged. She straddled my face, still in plain sight of the window. After a few minutes of riding my tongue, she took my hand and guided it to her tight little back passage which is reserved for when she is exceptionally horny. I ran small circles on her awaiting hole before pushing it deep inside her. My tongue dancing in and around her hot pussy. She looked so hot as she lost control, bucking like crazy as she came hard on my face.
I gave her a moment to come back down before guiding her back over to the window, spreading her legs wide. She knew exactly what was coming, her hand already between her legs waiting to guide my cock inside her. I could feel the heat radiating from between her legs as her pussy eagerly took in every inch I had to offer. I started slow, wanting to savour the moment. I scanned the market below for our lucky voyeurs, they seemed very excited to see us and had clearly waited to see more. Our breath fogging up the glass in front as I slowly built up rhythm, getting deeper and harder with every pump. She lifted her hands up and put them against the glass leaning towards it while I fucked her from behind. “You’re a very naughty wife getting fucked in this window for all to see”. I felt her push back on my cock eager for more, I reached my hand around and began playing with her soaked clit with finger tips, she let out a hard moan of pleasure and I felt her pussy tighten around my cock as she did. With the other hand I softly rolled her rock hard nipples between my finger tips.
After a while we moved back over to the bed, keeping the curtains open of course. I fucked my wife like a man possessed before cumming deep inside her with waves of electricity flowing through every part of my body as I did.
We both passed out naked in bed, still one of the best fucks we’ve ever had.

Finally giving in to the sensation [MF] [21|23] (Fictional) (Sensual) (College) (Male Perspective) (Long) (Detailed) (First Story)

Sometimes is harder to overcome a heartbreak from a lover than from your best friend. After all, you will never be 100% sure about what happened. Did I mess up the signs? Did I stepped on her trust? Did I ruined our friendship forever?

Falling in love with your friend is not the most uncommon think to happen. It can not even be on purpose. One day you were just looking at her and her smile made your heart pace faster. Or a subtle move of her hair just filled your stomach with butterflies. And then, all of the sudden, you are thinking about this girl from the rest of the week, and you can’t just get rid of this kind of thoughts.

That’s what was keeping Mark awake all night, after he finally got the courage to ask Lina out, and she panicked and left him without any solid grounds. They’ve met at the beginning of college, while he was only a Sophomore at USC, wandering lost across those halls, when he finally got to meet her, a lovely Sophomore who showed him the campus, some tricks for the cafeteria, and a wonderful and quiet place where he could go whenever he wanted to let off of some thoughts. Her wonderful blue eyes and tanned skin composed her beauty like a Greek Goddess. Her thin lips and light brown hair added to the image like a sculpture, and although she wasn’t really the tallest person, her smile made him feel a little intimidated when they first met.

[M4F] threesome with a girl cock [M50/F50/T30] (reluctant male, anal, facial, filthy talk) [sᴛᴏʀʏ]

I’m (M50s) imagining my girlfriend (Annie, 50s) wanting a threesome with a pretty trans girl (Sally, 30+) with a nice cock. Sally would be our little bitch for the evening. I would _not_ be into it at first. I’d tell her: I don’t want to see or be in the same room as someone else’s erection. But I’d go along with it because I know it’ll fucking turn her on like it’s the end of the world. And there were things I wanted that she was reluctant about too.

==========

My girl and Sally made out on our big bed, Sally not taking her panties off at my request. I had no plans to touch Sally, but very soon I was stiff and their teasing was enough for me to join. I only interacted with my sweet girl at first, so Sally played with Annie’s hair and nipples while Annie worked my cock with her mouth. Recognizing my reticence, Annie told Sally to lie back and masturbate while she watched the two of us. So much for Sally keeping her pants on. Annie and I got into a 69 position, with her on top, and with her ass facing Sally so she could see my girl’s asshole and pussy, and watch my tongue on Annie’s greedy little clit. I ignored the sensation of my cock in her mouth as well as I could so I could concentrate on getting Annie closer to her first orgasm. I couldn’t see Sally, but from the sound of the lube, I knew she was two fingers deep in her asshole, and probably stroking her cock.

First time experiences are rare and should be appreciated. Part 3 [Bisexual FMM 30s-40s] [Fdom][Msub][First gay experience]

Once my heart rate has returned to normal, I feel her hand wrap itself around my cock, then instantly I’m hard again. Her smirky grin tells me we’re not done yet. She lifts her head, and turns to our new friend, “Barry, would you like to suck his cock?”

Apparently, Barry likes this idea, as his cock twitches, and he almost springs off the bed. She guides me onto my back, before lowering her pussy onto my face, and I get straight to work licking her, dragging my tongue from her asshole to her clit, savouring the excited wetness.

Moments later I feel an unfamiliar mouth on my cock, and moan into her juicy pussy as my hips roll involuntarily. He’s almost as good as she is, and I won’t last long with the two of them giving me their attention.

Swirling, sucking, stroking, and I have to focus hard on keeping my tongue moving on her clit, or I’m going to lose myself in the intense sensations.

Then he stops and pulls away, leaving my spit-soaked cock waving in the cool air. I squirm and hump the air, wanting the attention back, but she places her hands on my chest and wiggles her hips back and forth, concentrating my mind back on her sopping holes.

Studying with a Twist Part I [F25/M25][Teasing, slow undressing]

I’ve met Alexandra to study a few times, but recently, our study dates have started to feel more like actual dates. I find myself thinking about her a lot during the day, my thoughts frequently wandering off to the image of her long, blonde hair and curvy body. What I’d do to her if she’d let me. I can’t help naughty thoughts from emerging with how she sometimes teases me while studying. Leaning in closer to brush her arm against mine, a wink sprinkled in between suggestive comments. Even though the signs are there, I’m cautious because she might just be the naturally flirty type. My phone buzzes and I open the text from Alexandra.

*Are you free today?*

I reply immediately.

*For you? always. 6 pm at your place?*

She simply responds with a thumbs-up emoji.

Later that day, Alexandra opens the door for me and hugs me, her sweet, warm scent filling my nose.

“Did you get here alright?” she asked while he followed her into the living room. She’d already placed two cups and a can of peppermint tea on the dining table.

First time experiences are rare and should be appreciated. Part 2 [Bisexual FMM 30s-40s] [Fdom][Msub][First gay experience]

I blush deeply as she laughs, and he walks into the centre of the room, turning to take it all in and nodding approval at the huge mirror.

“I think you should undress him,” she says to me. “Slowly.”

He stands with his arms apart invitingly, and I slip his jacket off his shoulders, before loosening his tie. I fumble with the buttons of his shirt, beginning to expose the hair on his chest, then she’s there whispering in my ear.

“First time experiences are rare at our age, and are too often rushed and disappointing. This will be neither of those; now slow down and undress him carefully. Your first time being fucked by a man will be indescribably memorable if you take your time. Good boy.” She pats my arse, and sits back down.

I take a deep breath, and calm myself. I’ve undressed many women, and none of them in this nervous and clumsy way. At least not for a couple of decades, anyway.

First time experiences are rare and should be appreciated. Part 1 [Bisexual FMM 30s-40s] [Fdom][Msub][First gay experience]

We walk into the hotel bar, and she sends me to get drinks while she finds us a booth with a people watching view. I have the same cocktail she’s ordered, and join her at a seat with a view of almost the whole bar.

I sit opposite, but it’s small enough that we can lean close together and whisper about the other patrons. It’s also small enough that she can easily stretch out a leg and brush my chastity cage with her toe. I know that because it’s what she immediately does when I take my place.

The cage is covered in her black lace knickers, the ones she wore most of the day and threw at me when we were getting dressed for the evening. I was allowed a sniff before putting them on, and as always, her delicate aroma made my head spin with desire.

On top of that, I’m perfectly respectable in a dark suit, with a tie that matches her burgundy dress. We look conservative and normal. Not out of place or drawing attention, just background to the other drinkers. You’d walk right past us without a second thought. It’s possible that you have.