Your Most Taboo Sexual Fantasy

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If love to have a threesome with a hot girl and a hot shemale, think Bailey Jay. And we all fuck each other, I'd love to suck on the shemales cock with the girl, get fucked whilst I eat her pussy and fuck the shemale whilst they fuck the girl. And obviously every other variation of what you could get up to. That would be ridiculously fun
 
I think I might have already contributed to this thread, but...

I dream of forming a relationship with a lady who has a horse. Initially I'd watch her use her hands, but it'd go much further...
 
Right now it's having my college-aged daughter, wife, and I needing a lift home from a church event. Our car has broken down, our pastor and his wife have offered us a ride, but with all of the luggage my daughter has to sit on my lap.

As we ride along my cock obviously responds to the friction of my daughter's body vibrating on me from the bumps in the road. We are both wearing shorts, she notices the pressure and looks back at me with a twinkle in her eye, and a wicked grin across her lips. It's dark outside and the pastors wife is asleep. There is a pile of luggage between us and my wife so she can't see what's going on when my daughter reaches down and starts groping my rod. I try not to jump at the touch.

Things get worse for me when my daughter whispers in my ear that she's going to fuck me. I am in a real pickle here, I can't make a scene for fear of my wife/her mom freaking out, let alone the embarrassment from the pastor knowing that this sweet girl is about to really ride her daddy.

My baby fishes my cock out from the bottom of one of the legs of my shorts, and begins stroking it's fully exposed and rock hard length. I lean my head back and look over to notice my wife asleep. Becoming bold I grab my daughters shoulders and lift her gently off me. She takes the hint and slides her shorts down to mid thigh. Setting her down she begins pressing the head of my cock agains her slippery pussy. This goes on for what seems like an eternity before we hit another bump in the road, the sudden jolt of our bodies pops the head of my cock inside her. She gasps, then bites her lip. We both look around, everything seems normal. She sinks further down in my lap as my shaft buries inside her. She leans her back against my chest, I reach around her to gently rub my fingers on her swollen clit as she gyrates her sexy hips on me. Our breathing has increased and my daughter is sliding up and down my length.

I throw my head back again enjoying this torrid fuck when I look over at my wife. Her eyes are wide with fury, she wants to scream and kick my ass. She is paused because of our pastor and his wife in the front seat. She is pinned silent, frustrated, betrayed, and to her surprise slightly turned on. My eyes never leave her glaring eyes as our precious daughter continues to grind on my cock. I let out a slight grunt that is all too familiar to my wife. She knows I am about to explode. Her eyes get wider and I can see her mouth the word "no", "no". She grits her teeth, nostrils flaring. I am paralyzed by my growing orgasm, my chest thrusts forward, my arm wraps around my daughters tiny waist as I dump me seed inside her, panting into her ear with each jump of my cock.

I look back to my wife, she's furious. Our daughter leans back on me as my softening cock slips out of her freshly fucked pussy. She' smiling at me over her left shoulder, she doesn't know mom just saw the whole thing.

Things get wild when we get home but I will save that for my next taboo fantasy.

Looking forward to that. You described vibrantly the taboo element.
 
I think I might have already contributed to this thread, but...

I dream of forming a relationship with a lady who has a horse. Initially I'd watch her use her hands, but it'd go much further...

I've seen things like that in person..... FUCKING HOT
 
Damn!

Right now it's having my college-aged daughter, wife, and I needing a lift home from a church event. Our car has broken down, our pastor and his wife have offered us a ride, but with all of the luggage my daughter has to sit on my lap.

As we ride along my cock obviously responds to the friction of my daughter's body vibrating on me from the bumps in the road. We are both wearing shorts, she notices the pressure and looks back at me with a twinkle in her eye, and a wicked grin across her lips. It's dark outside and the pastors wife is asleep. There is a pile of luggage between us and my wife so she can't see what's going on when my daughter reaches down and starts groping my rod. I try not to jump at the touch.

Things get worse for me when my daughter whispers in my ear that she's going to fuck me. I am in a real pickle here, I can't make a scene for fear of my wife/her mom freaking out, let alone the embarrassment from the pastor knowing that this sweet girl is about to really ride her daddy.

My baby fishes my cock out from the bottom of one of the legs of my shorts, and begins stroking it's fully exposed and rock hard length. I lean my head back and look over to notice my wife asleep. Becoming bold I grab my daughters shoulders and lift her gently off me. She takes the hint and slides her shorts down to mid thigh. Setting her down she begins pressing the head of my cock agains her slippery pussy. This goes on for what seems like an eternity before we hit another bump in the road, the sudden jolt of our bodies pops the head of my cock inside her. She gasps, then bites her lip. We both look around, everything seems normal. She sinks further down in my lap as my shaft buries inside her. She leans her back against my chest, I reach around her to gently rub my fingers on her swollen clit as she gyrates her sexy hips on me. Our breathing has increased and my daughter is sliding up and down my length.

I throw my head back again enjoying this torrid fuck when I look over at my wife. Her eyes are wide with fury, she wants to scream and kick my ass. She is paused because of our pastor and his wife in the front seat. She is pinned silent, frustrated, betrayed, and to her surprise slightly turned on. My eyes never leave her glaring eyes as our precious daughter continues to grind on my cock. I let out a slight grunt that is all too familiar to my wife. She knows I am about to explode. Her eyes get wider and I can see her mouth the word "no", "no". She grits her teeth, nostrils flaring. I am paralyzed by my growing orgasm, my chest thrusts forward, my arm wraps around my daughters tiny waist as I dump me seed inside her, panting into her ear with each jump of my cock.

I look back to my wife, she's furious. Our daughter leans back on me as my softening cock slips out of her freshly fucked pussy. She' smiling at me over her left shoulder, she doesn't know mom just saw the whole thing.

Things get wild when we get home but I will save that for my next taboo fantasy.

That was such a hot tale. I love the furious wife element. Wow! cant wait to hear more.
 
One of my most taboo fantasies involves one of my husbands cousins who is one of the sexiest women I have ever laid my eyes on. I have long suspected he has the hots for her and I was able to coax that admission out of him recently. And who can blame him. She is 35, 5'6" midback length dirty blonde hair, large C cup tits, beautiful legs and in good shape.

Recently while he and I were fucking and thanks to a bit of "smoking" our inhibitions were tossed to the wind about discussing various fantasies which we often do when screwing. At one point he was on top of me , my legs spread taking him and talking in a very pornographic fashion about various ideas and scenarios.

Then from out of no where I blurted out "I bet you'd love to be fucking______ right now wouldn't you." He slowed up a bit and gave me a lustfully puzzled look and asked who I was talking about. Planting my feet on the bed I pushed up sliding my pussy up on his cock. "You know..your cousin _______"

He blushed a bit and did not say a word, but closed his eyes and began fucking me faster. "Thats it.", I moaned. "Fuck me like you would if you were fucking her". With that he began pounding me harder. After a bit I could tell his was getting close. I urged him on, "Cum on me where you'd like to cum on her". It only took a few seconds before he grunted as he pulled out and moved up to unload his contents on my face and tits. He was obviously turned on as his cums are always large but this one larger than ususal.

Afterwards I cleaned up and then crawled back in bed laying my head on his stomach. He was a bit quiet and I asked him if he was ok. He was actually embarrassed. One of the few times I have ever seen him like that. I moved up and told him it was alright and began stroking his cock. She had been an object of my fantasies for along time and I would love to eat her pussy. Then an idea came in my mind as I felt his cock stirring again. I told him I knew she wasn't here for real but just for the night, I wanted him to call me by her name and pretend I was her if he wanted. Lets just say , we didn't go to sleep for a few more hours.

I don't know if she has any interest in us like that. I don't know if she is bi. But if she is, one day, she is in for the fucking of a lifetime :kiss:

Glorious!
 
I started embellishing a youthful memory recently involving myself and my mother's two youngest sisters.

My parents had gone out for the night and my aunts, who were a lot younger than my mom and in their late twenties, had been asked to drop by and check on my younger sister and I. That my parents didn't trust me angered me a bit so I did everything to be on my best behaviour, keeping the house tidy, cleaning up after my sister and I made popcorn and watched a movie, etc. Anyway, my aunts hadn't shown up by the time I decided to go to bed (my sister was already asleep) and I thought my parents may have called them off, realizing it was unnecessary, realizing I could be trusted. I fell asleep satisfied. I had been in a deep slumber awhile when I heard noises downstairs. The sounds bled into my dream and I was in a fog of confusion when I got up to see what was going on. I walked downstairs in a daze and could see through the ajar living room door a scene on the TV with a moustachioed man vigorously kissing a woman as he groped her tits through her blouse. In the foreground in the room, I could see two pairs of bare women's legs stretched out from the couch. When I stood in the doorway, I saw my aunts in short, boldly printed dresses (it was the '70s), their lithe, womanly legs mostly exposed as their hems rode up and stopped a couple inches from their crotches due to their slouching on the couch. I stood there for a minute (or there about, I can't recall how time really passed) as I looked alternately at the make-out scene on the TV and at my aunt's smooth legs, all the while emerging from my sleepy confusion to the sound of the TV couple moaning and breathing. Busy trying to take in what I was seeing, I wasn't fully aware of the rude tent my cock was making in my pajama bottoms. When the eldest of the aunts shifted her position, opening her thighs a little, the younger one looked over at her and in doing so spotted me in the doorway. She was surprised and let out a little cry, which caused them both to scramble off the couch. There was a blur of skin as they did this and I briefly caught a glimpse of my aunty *****'s panty-clad ass when her dress popped up quicker than she could straighten it. The women stood in front of the TV to block my view and blushed and muttered words I can't recall. When the younger aunt stared wide-eyed at my cock poking my pajama bottoms straight out I panicked and dashed back up to my room. Neither aunt came to talk to me, and neither said anything to my parents, for obvious reasons. And to this day we have said nothing about it.

My fantasy version today involves a slower, less panicked moment when my aunts realize they have been caught watching soft porn together. They spy my obvious arousal and react in a calm manner that keeps me calm. They invite me to watch with them and after a bit we start making racy comments about what we are watching, a behaviour that spills over to how we talk, teasingly to each other, acutely aware of our arousal. My eldest aunt suggests that I could take care of my painfully hard cock, If I want, while the youngest stares on, wide-eyed. These days, the young one is quite religious, and I imagine her struggling with her desire to see my cock and play with herself. Getting into the spirit and to egg me on, my eldest aunt inches her skirt up exposing her thighs and eventually the edge of her panties. As I stare, she exposes further until I can plainly see the contours of her pussy lips in her white panties. A line of moisture darkens her underwear where her slit steams inside. I begin by gingerly touching myself through my pajamas but soon have my cock exposed for my aunts. We each swap between looking at the soft porn on the TV and watching each other. My younger aunt, though conflicted, is compelled to join in and both aunts have their '70s short dresses bunched up around their waists, their pussies clad in white panties but suggestively revealed in relief. They never fully undress for me. They press their fingers against their clits and into the grooves of their lips, they circle and tease themselves, watching each other at times and copying ways of toying with their pussies which are so aroused that I can see their lips open and wet beneath the panty fabric as they are mashed around by my aunt's movements. They talk me into getting completely naked for them. I stand in front of them stroking my throbbing cock, their legs passing through and around mine. They whimper and cry occasionally as little orgasms wash over them. Then I suddenly realize I have raced to the edge, I'm going to cum and it's too late do anything to handle what's coming. My aunt's recognize in a flash what is about to happen but there's no time. As my first spurts erupt out of my cock, the elder aunt tries to sit up and put her hands out while the younger stares and moves her hands but lies frozen in surprise. Before my older aunt can get her hands in the way, cum flies onto my younger aunt's thighs and pussy. A dollop of cum drops in the indentation in her panties where her fingers had just seconds before been stuffed between her engorged lips. When my other aunt manages to get in position she cups the head of my pulsing cock between her palms and catches the rest of my load. The sensation of my sensitive head slipping around across her cum-covered palm causes my knees to buckle and I have to reach out and steady myself by grabbing her shoulder. When the symphony in my ears subsides, the scene before me is my aunt looking up at me with a look of surprise and mischief on her lovely face as she cups my softening cock in her hands and cum dribbles between her fingers onto her bare thighs. I look at the wetness darkening her panties then shoot my gaze to my younger aunt, remembering my orgasm. She stares at her pussy, at my cum soaking into her panties. She looks at me, at my aunt, and starts to rub my cum into her panties. We all laugh nervously, mutter something about secrets, and head to the bathroom to clean ourselves up...together...while my sister sleeps down the hall...we think.
 
It started as a blind date, set up by well-meaning friends. We were not very compatible it seemed and both wanted to just get the evening over. Then I ended up at her place and she says that she would not put up with my shit, that is why we were not compatible.

What shit is she talking about? She says that I probably am bad at eating pussy. I say that I've never gotten complaints. She tells me to strip, that if a man wants to eat her pussy, he has to be naked. I strip, but she doesn't. She sits on the couch and pulls up her skirt. She has been commando all night! She tells me to get at it.

I start eating her pussy and she says I'm not doing it right. She gets a collar out and puts it around my neck, snaps on a leash. That way, I can't get away until she is finished with me.

And I eat pussy until my jaw feels like it is is about to fall off. She finally cums. She takes the collar off and tells me that I can go. I start to get dressed and she tells me to pick up my clothes and go, get dressed outside as she pushes me out the door. And come back next Friday night.

So begins my submission to her, where she takes control of my cock, locking me in chastity, fucking me with a strap on, making me wear women's clothing when she wants me to, all to humiliate me and control my male aggression.
 
I have many but one of them involves a picture of mom wearing a midriff baring blouse and a pair of cutoff shorts. You figure it out.

She was about 40 at the time. Many toe curling cum shots have been enjoyed looking at it. Especially after I scanned it years ago and pull it up on my laptop when the urge arises.
 
She calls me from work as I am preparing dinner, telling me to get dressed and ready for her when she gets home. She wants me in the maid's outfit that barely covers my ass.

I shower and shave my body hair. I dress in hose and garters, thong and crop top. I put the maid's outfit on and look in the mirror. I'm not good with make up, but I put on some lipstick and trim my eyebrows, then shape them with pencil. I lube myself and put in a large butt plug.

I just finish when I hear her drive up. I run downstairs and she comes in, followed by a man. She says that he is a client and they will be talking business as I am serving dinner. They start with drinks.

I wait on them the entire evening, part humiliated, part ashamed and glad that I don't know the guy. He acts as if I am just a maid.

The dinner over and business talk done, he is getting ready to leave. She asks him if he has had sex lately. He says know. She asks him if he wants a blow job. He says that he could accept that. She is going to blow him?

No, I'm going to blow him. I don't want to. She says that if I don't do it willingly, that she will tie me down and let him use whatever hole he wants to use. I'm on my knees, pulling out his cock and getting it hard. He is larger than me and I work diligently to get him to cum. He finally does and I'm ready for him to be gone.

She pulls me to my feet and tells me to show him my ass. I don't want to, but she leads me over to the sofa and shows him my ass with the plug in place. She tells him that she will be fucking me later, that I cum from getting fucked in the ass. He says that he would like to see that some day. She says that can be arranged the next time he is in town. Does he like to fuck ass? He says he does, but doesn't find many women who can take his size. She says that she will train me up to it.

He says that he will be looking forward to it.
 
I'm not sure how taboo this really is, but it is a current fantasy of mine.

A while back, I watched a video where a young woman wearing nothing but panties stood in front of a guy while he jacked off. When he was ready to cum, she pulled her panties away from her body and had him blow his load down them. When he was empty, she let the band of the panties snap back and rubbed the front, coating herself and the panties with his cum then said she planned to wear them the rest of the day.
 
I sneak into the changing cabinet of a lingerie...posing with a nip-free bra in front of the mirror...the female shop assistant comes in and starts caressing my perking boobs...:eek::eek::eek:
 
Taboo

My taboo fantasy would be serving a Master who has a party and first makes me serve him in front of his guests in any way he chooses. Then makes me serve the alcohol, food, etc while naked. I would have to carry the tray over my head and whoever wanted to could touch or pinch or spank me as I walked by. If they make me drop the tray by doing so, then they have 15 minutes to do whatever they want to me, or make me do whatever they want to them, with everyone watching. When I deliver the refreshments I have to bend at the waist with my legs apart and my tits hanging down exposing my whole body. If they tip me even a quarter I have to turn around and let them put whatever they want in my pussy or ass and I can't take it out - I have to wait for someone else to do so. If i let it fall out I have to clean it with my mouth and then allow someone to reinsert it. I could also be carrying the train blindfolded with clips on my nipples and clit with leads attached and someone would pull on the leads to direct me where to go. Then later in the party my master "loses" a bet and makes me pay off the winner however he chooses. The night ends with me tied, stretched over a waist high bar with my ass and pussy in the air for anyone to use, and my mouth being used at the same time so I am getting fucked at both ends. However, what would really do it is to have a big cock in my ass, another in my pussy, and another down my throat all at the same time with me tied and unable to resist and not knowing who is fucking me.
 
My taboo fantasy would be serving a Master who has a party and first makes me serve him in front of his guests in any way he chooses. Then makes me serve the alcohol, food, etc while naked. I would have to carry the tray over my head and whoever wanted to could touch or pinch or spank me as I walked by. If they make me drop the tray by doing so, then they have 15 minutes to do whatever they want to me, or make me do whatever they want to them, with everyone watching. When I deliver the refreshments I have to bend at the waist with my legs apart and my tits hanging down exposing my whole body. If they tip me even a quarter I have to turn around and let them put whatever they want in my pussy or ass and I can't take it out - I have to wait for someone else to do so. If i let it fall out I have to clean it with my mouth and then allow someone to reinsert it. I could also be carrying the train blindfolded with clips on my nipples and clit with leads attached and someone would pull on the leads to direct me where to go. Then later in the party my master "loses" a bet and makes me pay off the winner however he chooses. The night ends with me tied, stretched over a waist high bar with my ass and pussy in the air for anyone to use, and my mouth being used at the same time so I am getting fucked at both ends. However, what would really do it is to have a big cock in my ass, another in my pussy, and another down my throat all at the same time with me tied and unable to resist and not knowing who is fucking me.

This can be arranged :D
 
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