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Most Taboo Sexual Fantasy 2.0

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My most taboo fantasies involve some amount of cross dressing.

Sex with my wife is boring and we have a semi-dead bedroom. One day in the shower, I'm getting frisky and start to play with her anus. She get irritated and starts to play with mine. I tell her I like it. She tells me that if she had a cock she would fuck me. I tell her that if she had a cock, I would let her.

This leads to pegging and it becomes our main form of sex. Oral on her, pegging on me. She puts me in chastity so that I can only cum when she is fucking me. That leads to shaving all over and her having me under dress at work and wearing only panties and a robe at home most of the time.

She decides to dress me up and take me to drag night at a gay bar. We go there and there are lots of guys who want to dance with us, but she makes them all dance with me. I get felt up a lot and I like it when a man holds my ass. She seems to know one guy and after a few drinks, it comes out that this is someone she works with who is gay. She has me dance with him. And only him.

As the bar is closing, she invites him home with us. I wonder what is going to happen then. At home, she makes some more drinks and has me dance with him. She tells him to do whatever he wants. She sits back and plays with her pussy.

After a bit, she tells me to get down on the floor and eat her pussy. I do, kneeling in front of her chair. She cums and tells me that she was fantasizing about me getting fucked by her friend. I am unsure, but the tells me to take off my panties, leave my stockings on. We're dancing again and she tells her friend to go for it. He pulls my skirt up and plays with my ass. I feel his fingers on my hole and he wants to fuck me.

She tells me to lean over the sofa and let myself get fucked. He lubes me up with his fingers and fucks me over the back of the sofa, my cock locked way, my ass serving as a fuck hole for his cock.
 
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titimprint said:
My latest fantasy is to travel overseas and be 'adopted' by an older couple. I have no friends or family so they take me in and treat me so kindly and we'll, as if I was their actual daughter.
They're open about everything including sharing stories about their sex lives. They can see I'm intrigued by their sexcapades but am a little shy in discussing my own thoughts and fantasies. After maybe a month of living with them we're sitting around the house drinking and having some laughs. I'm getting very tipsy and before I know it the conversation has turned to sex. I admit that I've always wanted to be with a woman. The wife makes quick work of relieving me of my bra and before I know it we are kissing and her hand is between my legs, my panties are soaked through. She takes it one step further "Mummy's not going to hurt her baby girl. See how good that feels?"
I can't form words as her gentle rubbing gets harder and faster - I don't even remember that her husband is still in the room, but he is watching and stroking himself in the seat next to me.
"Tell mummy how good it feels" she says
"So good"
"So good, who?"
"So good mummy" I reply.
"There's a good girl. Now it's your turn". She grabs my hand, pulls open my panties and places them inside. I start to rub my clit, just like she had. She removes my panties as her husband takes off my dress. She kneels down in front of me and starts to expertly lick my pussy. It is glorious!
As she does this, her husband starts to fuck her from behind.
The more he pumps in to her the harder she goes at my pussy. Just when I don't think I can handle anymore she slowly pushes one finger in to me, then another, before the pace of her hand in my pussy matches his pace. "Cum baby girl, come for mummy and daddy, there's a girl" she croons as waves of orgasm wash over me. Within seconds he has filled her pussy and her own orgasm takes over her.
We all take a moment to recover. "Baby girl tastes so sweet, don't you think?" She asks her husband as she offers him the fingers that are covered in my juices.
"So very sweet," he replies, "just like her mummy. Now it's your turn to try" he says and brings his now soft cock over to me. "Tell me how good mummy tastes on daddy's cock"
It's the first of many times together for our little family.
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That was awesome ! Made hard reading it and would love to hear more
 
Anonymous public sex. Being fingered at a concert by a stranger I may or may not even see for example. *blush*
 
My taboo

My girlfriend (26) and I (25) are visiting my older brother (35). We're planning to stay there overnight on a mattress in his spare room as he lives quite far away.
I notice that my girlfriend is wearing a top which shows off quite a bit more of her cleavage than usual, but other than that, nothing special is going on as the day progresses. We hang out all day and watch a movie late at night until it's bedtime. As we're in our room getting ready for bed, my girlfriend realizes that she needs something in the kitchen and goes out there. She's already switched to the clothes she's sleeping in, a simple top.
I follow shortly after and see my brother is standing in the hallway talking to her. As I look into the kitchen I see her reaching up to one of the top cupboards, and as she does so, her top lifts up exposing her round buttcheeks to the both of us. I only just realize she's not wearing panties as she stands back down again and smiles at us both. As we lay in bed later I tell her what happened and she apologizes, saying she didn't mean for it to happen and that she'd forgotten she'd taken off her panties. Shortly after we fall asleep.

Later in the night I am awaken by the sound of the bed creaking in the other room and my girlfriend missing at my side. My brother did mention his girlfriend might come by late to sleep over so I figure that's them, and that my girlfriend is in the bathroom. I notice that the sounds are not very muffled so his door must be open. After waiting for a while and my girlfriend still not being back, my curiousity gets the better of me and I go to see if I can sneak a pee, thinking maybe that's what she's doing.

The hallway is dark my eyes are used to it so I can quite well. I notice that my brother's door is open and slowly move over there quietly. As I stand in the doorway I can see a woman's back moving up and down rhythmically on my brother. As she comes down on his cock her butt jiggles and she moans. I start to get hard and just as I start rubbing my cock through my boxers she looks over her shoulder and I see that it's my girlfriend riding my brother's cock. Just as she sees me he pulls her down on him and moves his hands down to her butt, spreading her buttcheeks, and I see his large cock deep within my girlfriend's pussy as he starts thrusting

And that's my most taboo sexual fantasy!
Let me know what you think and feel free to ask questions/PM
 
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Ulver said:
My girlfriend (26) and I (25) are visiting my older brother (35). We're planning to stay there overnight on a mattress in his spare room as he lives quite far away.
I notice that my girlfriend is wearing a top which shows off quite a bit more of her cleavage than usual, but other than that, nothing special is going on as the day progresses. We hang out all day and watch a movie late at night until it's bedtime. As we're in our room getting ready for bed, my girlfriend realizes that she needs something in the kitchen and goes out there. She's already switched to the clothes she's sleeping in, a simple top.
I follow shortly after and see my brother is standing in the hallway talking to her. As I look into the kitchen I see her reaching up to one of the top cupboards, and as she does so, her top lifts up exposing her round buttcheeks to the both of us. I only just realize she's not wearing panties as she stands back down again and smiles at us both. As we lay in bed later I tell her what happened and she apologizes, saying she didn't mean for it to happen and that she'd forgotten she'd taken off her panties. Shortly after we fall asleep.

Later in the night I am awaken by the sound of the bed creaking in the other room and my girlfriend missing at my side. My brother did mention his girlfriend might come by late to sleep over so I figure that's them, and that my girlfriend is in the bathroom. I notice that the sounds are not very muffled so his door must be open. After waiting for a while and my girlfriend still not being back, my curiousity gets the better of me and I go to see if I can sneak a pee, thinking maybe that's what she's doing.

The hallway is dark my eyes are used to it so I can quite well. I notice that my brother's door is open and slowly move over there quietly. As I stand in the doorway I can see a woman's back moving up and down rhythmically on my brother. As she comes down on his cock her butt jiggles and she moans. I start to get hard and just as I start rubbing my cock through my boxers she looks over her shoulder and I see that it's my girlfriend riding my brother's cock. Just as she sees me he pulls her down on him and moves his hands down to her butt, spreading her buttcheeks, and I see his large cock deep within my girlfriend's pussy as he starts thrusting

And that's my most taboo sexual fantasy!
Let me know what you think and feel free to ask questions/PM
Click to expand...

Very nice, wife and I have had this same type of fantasy over the years. However, my brother is younger and she would seduce and tease him. She used to love showing off for him when she would catch him staring at her breasts, now her brother on the other hand has been more than lucky in the teasing department from her as well.
 
I come home early from work to surprise my wife, who is rather straight-laced and tame in bed. As I enter the house, I hear strange moans coming from upstairs - sex moans. I quietly walked up the stairs and they get louder as I approach our bedroom until I am close enough to hear my wife passionately moaning, "yes, up my ass. God, your cock feels so good up my ass!"

I walked on feet filled with lead and can barely move as I approach our open doorway and see my wife on her knees, ass up, and her lover giving it to her hard as she cries out with her orgasm. In my fantasy, that is how I learn that maybe my wife wasn't so straight-laced and tame after all.
 
To go sit on my dad's lap like i always have and feel him get hard then teasing him until he breaks and fucks me mercilessly. Starting off an intense sexual relationship that quickly leads to him inviting his friends to use me. Sometimes with him, sometimes alone and when I'm lucky all at once.
 
To seduce my daughters nanny and takenger with mynstrap on them get caught by my daughter and her best friends they join in for 4 way lesbian orgy
 
SassySakura said:
To go sit on my dad's lap like i always have and feel him get hard then teasing him until he breaks and fucks me mercilessly. Starting off an intense sexual relationship that quickly leads to him inviting his friends to use me. Sometimes with him, sometimes alone and when I'm lucky all at once.
Click to expand...

You sound VERY horny this morning! :devil:
 
Current fantasy, having a strange older man in public force himself on me and rape me in front of a crowd while my dad stands by and watches. When it's over he takes me to his truck and we drive silently until we hit an isolated stretch of land where he pulls over, takes out his raging cock and grabs me over forcing my head down until his entire cock is down my throat. He calls me his little cum whore as he forcefully tanks me up and down by my hair getting pleasure from my tears.

I still have the old man's cum in my pussy and it leaks out as my father face fucks me showing me that this is what I'm meant for. Reaching over he spanks me hard over and over taunting me for enjoying the humiliation.
 
i know this is not the ThrilleR some have... I'd like to watch my wife suck a nice thick cut cock....
 
SassySakura said:
Current fantasy, having a strange older man in public force himself on me and rape me in front of a crowd while my dad stands by and watches. When it's over he takes me to his truck and we drive silently until we hit an isolated stretch of land where he pulls over, takes out his raging cock and grabs me over forcing my head down until his entire cock is down my throat. He calls me his little cum whore as he forcefully tanks me up and down by my hair getting pleasure from my tears.

I still have the old man's cum in my pussy and it leaks out as my father face fucks me showing me that this is what I'm meant for. Reaching over he spanks me hard over and over taunting me for enjoying the humiliation.
Click to expand...

So hot. sexy and bad. The "showing me that this is what I'm meant for" Gave me a tingle between my legs.
 
To be dominated and forced to have sex with an older woman (or women) who need multiple orgasms.

My problem is that (on average) it takes me a minimum of 30-45 mins before I get to the point of cumming. While this sounds like fun, most of the time the woman I am with has cum a few times and is ready for a rest. No problem, but then my clock is "reset" so there are many times I never get to finish.

I would love to be restrained by women who want to control and dominate my cock and keep me on the edge of blowing my load until I can't hold out any longer. And then explode deep into her.

If I was her son to boot....
 
I haven't been with my Ex in a handful of years and for a long time I had continuously fantasized about the potential 3/4-some we had talked about, playing with another couple and wanting to see her take another guy's cock. That fantasy has since dwindled somewhat but I still catch myself thinking about her and watching her suck another guy's cock and then watch him cum all over her huge tits. I then add my own load to her beautiful tits and then licking those cum-covered beauties, tasting the hot mix of cum, sharing it with her, kissing her as I look in her eyes.

Weird but still hot as fuck fantasy that keeps stirring in my head. Don't know why and don't really care, I guess.
 
Watching my wife get fucked in the ass hard by a dominant muscular woman with a strapon while that woman pulls my wife's hair back and wraps her other hand underneath my wife's beautiful tits and grabs her by the throat forcing my wife to fixate on a screen in front of them playing rough lesbian anal strapon porn and whispering into my wife's ear how much of a lesbian anal slut she is and how she won't stop till she gives her an anal only orgams...

Luckily for me, I've told me wife this entire fantasy before and she is completely on board, and we are currently making plans with one of her friends to do this soon
 
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