What’s Your Biggest Sexual Fantasy?

Derringer

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My biggest fantasy is not that likely to ever be reality but not beyond possibility. It is high on my list because of my sph fetish and almost a holy grail because I have engaged in a host of other sph related activities I never imagined I would.
I want to be fucked by a well hung transexual while my girlfriend watches the I watch them fuck her. Just the thought of being seen naked and my baby dick out manned is very arousing.
 

SkyChief

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1) I don't want to be raped, I want to be coerced in havng sex with someone that I cannot stand. Maybe not full S&M sex, but some B&D. Kidnapped maybe?

2) A whole group of straight men who made parts of my life miserable, well, I want them to suffer. I want them suck my dick, taking it all down their throats and cumming forcing them to swallow. Then I would turn them over, fucking with dildos and my dick until they came,

3) There two Catholic priests with whom I was either in love with or just infatuated, One is deceased the other is very much alive. Both are/were straight. I am too much a Catholic to have made a move on a priest.

4) I have fantasized about. being Playgirl magazine's Man of the Month,

Excuse me while I go and masturabate
 

SkyChief

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5) I am being initiated into a very selective, very discreet gay men's sex club. The initiates are all young and virginal men. The members kiss us, caress us, and fondle our genitalia. They gently introduce to man-to-man sex. Eventually, the sex becomes more energetic with sucking and fucking.

5a) It is later. I am one of the members initiating the new members

6) I am Batman (the campy 1960s version). Robin and I are tied down on a conveyer belt. There is a pendulum or a buzz saw ready to end our lives. I lift my crotch up to meet the blades. The titanium hard cup in my jockstrap breaks the blade. Afterwards, I introduce Robin to man-to-man sex
 
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SkyChief

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7) I am the world's highest paid escort. Men, women, gay, straight, couples, threesomes, foursomes, etc. If you got the money, I got the time. If you have to asked about my fees, you probably cannot afford me. Men that I have slept with include: several politicians (several nationalities and political str[pes), international financiers and bankers, a prize winning scientist, an award-winning movie director, an heir to a shipping fortune, a member of an oil-rich Middle Eastern family, etc. Women that I have slept with include: an award-winning stage actress, the wife of an award-winning actor, an heiress to a mining fortune, the widow of a cattle-and-oil magnate, a model who has been on the cover of every major fashion magazine -- at least twice, a television anchorwoman etc

8) I take a summer job as a chauffeur for a very rich family who have place in the Hampton -- husband, wife, two daughters, two sons. The husband is bi-curious; the wife has never had an orgasm that she did give herself; the oldest daughter is a repressed virgin; the younger daughter is a nymphomaniac; the older son doesn't know how to pleasure his wife; and the younger son is a gay virgin. Needless to say, I take care of all of their problems
 
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deleted23121131

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Cross-post from the stories thread:


After seeing sites like The Visualiser and CalcSD, I gained enough confidence that I measured up well, so decided to literally put it all out there and enter the TV show Naked Attraction. For those who’ve never seen it, six contestants stand naked in boxes and are slowly revealed to a player who is looking for a date. The player eliminates one person at each stage as more and more is revealed.


I was a little nervous behind my screen as the host, Anna Richardson, introduced the player. As the contestants don’t get to see the player at the start, all I knew was what Anna said: her name was Tanya, she was 39, and she was a sports physio who, as she cheekily explained in a voice dripping with naughtiness and a dirty giggle, was good with her hands.


As Anna said it was time for the screens to go up and show our bottom half, I wondered why the music was so much louder than it seemed on TV. Then I grinned as I realised – although we’d been under strictly orders not to touch our cocks, the other players were thrusting their hips and the air was filled with the sound of semi-flaccid cocks hitting legs and bellies as they tried to get that extra advantage. If you can’t beat them, join them, I figured, and I swung my member about to get that extra bit of blood rushing to it, escaping any repercussions as it just stopped moving in time for the reveal:




While Tanya definitely took a first and second glance in my direction, she started at the other end of the line, where Anna asked her to give her initial thoughts, colour. I didn’t know what I was up against, but what I heard was reassuring.

“Green looks like a decent girth, but the head’s too big for my liking: it’s out of proportion with the shaft.”

“Pink might be long, but I’m not a fan of completely shaven. I just don’t like the look.”

“Red has too much foreskin. I like giving blowjobs, but not with too much skin flapping about.”

“Blue’s definitely got potential, though I prefer the balls to be tighter. I like a cock that dangles past the scrotum.”

“Yellow obviously takes care of himself, but there’s a lot of loose skin at the end and I worry it might be a bit stumpy.”

Finally she comes to me in the rarely-used white box:

“Now this, I like. It’s in proportion, but that’s clearly going to be a very good girth and it’s well past the balls so it should be at least an average length if not a bit more. I like pubes left in place as well: it just makes me feel more natural and animalistic. The more I look at this, the more I think it’s one of the biggest flaccid I’ve ever seen when you consider overall size.”

She then tries her luck stretching the rules:

“Can everyone turn sideways and lift it up for me so I can get a profile shot of you unaroused. You know, so I can have a before and after if things… develop.”

Happily I comply, and I’m certainly not surprised a minute later when she decided on her first elimination. It’s farewell to yellow.


Next up the top half of our bodies are revealed and as Tanya throws out a few “nice six pack” and “knows his way around the gym”, I start to worry, particularly when Anna brings her over to me and drily says “And not so athletic a torso here. It’s a bit of a…”

“Dad bod,” agrees Tanya. “And I’ll be honest, I can go for that. I’ll tell you a little secret from the anatomy training I had to do. A bit of a belly like this means you’ve got a bigger fat pad on your pubic bone. And you know what that means?”

“What?” asks Anna.


“The cock’s longer than it looks at first glance. Especially with pubes in place. I reckon there’s a good six inches here.”


“Is that enough?”

“It’s the size of my favourite vibrator, so yes, that’s enough.”

After that I’m not surprised to survive the next elimination (green goes as he’s too hairy… “like snuggling up to a doormat!”) That means our faces are about to be revealed and I get my first glance of Tanya.

I go straight for strong eye contact and it’s instant chemistry. She’s got one of those faces where you wouldn’t say she was beautiful or even unusually pretty, but holy crap she’s sexy. It’s all in the eyes. You know what she’s thinking and it’s sheer filth. It seems crazy from a momentary glance, but I can already tell she’s great in bed. She’s going to be assertive and unpredictable and never going through the motions.


She has a short blonde crop, the kind of blonde that isn’t natural and doesn’t pretend to be. It’s the perfect frame for her face with thin lips that she can’t stop licking, and did I mention those eyes.

It’s not till she’s off assessing the other contestants that I take a moment to check out her body. She’s curvy, somewhere between what you’d call hourglass and voluptuous. She’s wearing a tight pastel pink dress that the fashion police would say is not right for her shape or age, but she’s got the confidence to pull it off. “I’ve not got a washboard stomach,” it says, “but who gives a shit… have you seen this ass?”


AX Paris Pale Pink Ruched Long Sleeve Bodycon Dress | New Look


She’s also got that telltale vertical crease across her chest when a dress is probably one size too tight. Either she’s got a great bra or a cracking rack, and either way I can think of a few angles I’d like to see them from.


When she comes back Anna asks her to sum up my face in one word and I’m concerned when she says “Geek.” But she continues “And I mean the hot type of geek. You know, the type who take the time to really find out what turns a woman on rather than just follow the same old routine.” I give a cheeky thumbs up and it doesn’t go unnoticed.


Tanya makes her decision and it’s farewell to red, whose shaven-headed look would have worked better if he had spent less time in the sun recently.

Now it’s time to hear our voices and Tanya gets to ask one question. It’s a corny one with an obvious setup: “What food would you cook for me if I came round for dinner.”

Blue replies “Thai… I like it a little spicy” and gets a shoulder shrug from Tanya. Pink says “I’d let you gobble on salami” and luckily whatever Tanya mutters under her breath isn’t picked up on the microphone.

I go into a little story about Japanese food, praising its freshness and delicacy before saying “After all, I don’t want to fill you up…”

This time the microphone does catch Tanya saying “Not right away.”

Pink knows the game is up and is almost out of the box before Tanya confirms he’s eliminated, leaving Blue and I on the final round.

Anna asks us to compare our bodies and I’m complimentary, acknowledging he’s a similar size, maybe a little longer. He agrees, noting I’ve got the girth edge, and we’re both uncertain what Tanya will decide.


Then it’s time for us to finally see her return to the studio naked. Watching back later you can see I’m happy right away, with widened eyes that you can’t fake. She was better than I could imagine, with that wonderful combination of shape and curve that I immediately wanted to run my hands over.

“What do you think,” Anna asks, and Blue speaks first. “She’s looking good for her age…”

I immediately cut in “She’s looking great for any age,” and I can see Tanya knows which answer she preferred. Her smile remains as she glances down and fixes her gaze. Contrary to all the rules, the sight of her has provoked what is getting dangerously close to a semi and she can see that not only was her six-inch assessment only a hair overstated, but — while she couldn’t tell you at this stage that I’m 5.7” in circumference – she definitely knew we were in the girth zone.

“Easy tiger!” Anna warned and as the camera operators paused, I could feel a cold breeze as the studio air conditioning was turned up. Nobody exactly explained what was happening and we were all too British and polite to acknowledge the situation, but as Anna listened intently to her earpiece and mentioned something about the Mull of Kintyre, it was apparently soon OK to resume filming.

Even then there was a glitch as Tanya’s answer to the question “Who are you going to take on the date?” was instinctive and too fast for the required “dramatic tension.” Poor Blue, already knowing he’d blown it (and nobody else would), barely managed to put on a brave face for the retake when Tanya waited 10 full seconds before repeating my name.

The show’s production schedule meant we’d barely filmed the video packages about why she made the decision and how happy I was before I got dressed and we went on the “date” in a nearby hotel bar.

It was a little awkward given both the situation and the need to be filmed, but the flirting was irresistible and I enjoyed another chance to see that dress while hoping next time I’d be the one to remove it. Meanwhile my decision to wear a suit seemed to have gone down well as Tanya kept looking down at my crotch where, the more the evening developed, she was getting a better idea of what the full package entailed. Indeed, she even suggested moving from the bar to a table where she obviously check the height of the cameras before reaching underneath and running her hand up my leg to make her own assessment.


Soon the producer came over and said we were welcome to stay in the bar, but we needed to film the closing scene and it was up to us how it played out. Tanya came over to sit on my lap, surreptitiously unclipped her microphone and put her finger over mine, and leaned over to whisper closely in my ear “It was always going to be you from the moment I first saw your cock” and then began a passionate kiss on which the cameras could fade.

***

[On screen graphic: “Three weeks later.”]

[Voiceover]: “What happened after the date?”

Me: “A gentlemen never tells.”


Tanya: “Neither does a lady. Though I wasn’t a lady that night…”


[Voiceover]: “Have you seen each other since the date?”

Me: “We live a long way apart, though I did travel up to see her last weekend.”


Tanya: “Yes, he certainly popped up.”

[Voiceover]: “Will you be seeing each other again?”


Me: “We’ve decided to keep it casual and see other people.”


Tanya: “After all, once this goes out, other people will have seen us. And let me tell you, some things look better when they aren’t just on the small screen.”
 
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deleted5501621

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I know I've said this before and don't mean to sound redundant but a well versed transexual is a big fantasy of mine as she would as many look better then a born woman and treat me the same from dating, kissing, treatment, and me to her most definitely the sex right down to her pegging me till she fills me with her love cream!
 
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EvurHard7

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Where to start? To name a few of mine:

1) Helping Steve Rickz and his amazing butt into some tight jeans or chinos.

2) Hotel bukkake weekend. Love a cum slut.

3) Sharing open showers with Danny D and Felix Jones.

An open shower with Danny D would be incredibly hot and humbling. Add some other horse hung Brazzers boys and you’ve got yourself a party.
 
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sac1066

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Finding a stranger at a pool or anywhere there are communal showers. Following him into the changing room and watching him undress. He motions me to follow him to the showers and we wash each other. Others are coming and going. Some watch. me any my shower buddy suck each other off in the changing room while being watch and masturbated to.
 

dante33

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Just made one of my fantasies true:
I've always wanted to be a stripper. Last week a friend of a friend asked me to fill in for one at a bar he owns. I said "it's now or never", so I agreed.
Last night I had my first run, dancing fully naked in front of a mixed crowd.
Fucking hottest moment of my life so far.