Filthy E-Mail 247.

20 Feb

I know you want me to come over whenever I am free. But you know my time is not always my own. I know you want to go down on me, suck me, taste me and drink all I have to give you. You do it so well. However, when I do come over you can have my hardness, suck it in, lick it up and put it anywhere you want it. I am all yours, my cock is all yours and my spurting cum is all yours. Drink me in, drink it in.

Filthy E-Mail #246.

18 Feb

I want so much to consumate this relationship physically. To experience the wonder of being at one with you, as close as it is possible for a man and a woman to be, through sexual union.  I am sure we would do it all baby. I would kiss every part of you, suckle at your beautiful breasts, caress your pussy with my tongue and I am sure you would take my hard cock deep into your mouth and suck me so tenderly as I filled your wanting mouth with my hot seed. I would finger your tight little ass while I licked you sweet cunt, fuck your magnificent tits, cum on your lovely face, ass fuck you, finger fuck you, tit fuck you and mouth fuck you…..but nothing would be as beautiful of that special moment, when you guide me into your wanting body for the very first, special time. I will be looking into your beautiful eyes as you begin to move with me, and feel me gently thrust into, finding our rhythm, helping, holding, loving each other…….totally.

Filthy E-Mail #245.

14 Feb

I’m not good at not being smitten. If I’m attacked to you now, I probably will be tomorrow. If I’m smitten with you today, I will probably be smitten with you far after your done with me.

If I haven’t been able to wait to fuck you. Loved reaching my hand behind you to stroke the back of your neck while you drive, couldn’t help but smile from the sight of you. If I’ve ever loved the taste of you, the smell of you and the feel of your skin. If I’ve ever looked at you with desire, or fondness, or respect. If you’ve ever driven me so crazy I can’t help but cry or be distant, or say things that I truly don’t mean. If I’ve ever loved you so strongly I can’t help but say the things that I do mean. If I’ve wanted you in a certain type of moment, or if I’ve wonted you in most moments everyday. If you’ve made me smitten, chances are, in some way, you always will.

Filthy E-Mail #244.

7 Feb

I know you were outside my door last night listening to me jerk off. And I know you’ve been coming to my door the last little while to listen. I used to stop and shut the computer and pull up the sheets. Not anymore. Now when you listen I jerk harder.

Filthy E-Mail #243.

5 Feb

Dear Monica,

Thanks so much for last night.
Everything was perfect: the dinner, the drinks, the after-dinner play.
I love everything we do together.

But I have a proposal.
An experiment, really.
A exploration.

Sometimes I think about it being me who fucks you.
(And remember, please, I love love love what you do me and my cunt. So much. It is that love that makes me want to show you and your cunt the worlds me and mine have seen, because of you.)

When I think about fucking you I think about just how wide and deep you could be fucked, and how we might then work on making that depth and width, deeper and wider.

It will start small – the first night will be just measuring.
You’ll be slightly scared and yet still feel safe.
And hot, with anticipation and curiosity about the unknown.
I’ll lay you down on your back.
Then scoop you up a bit, to put a rolled towel between your shoulder blades.
When I put you back down you will find your chest and breasts are arching into the air.

And then we’ll see just how much your nipples can swell.
First I’ll measure them, using, I don’t know – a set of calipers? See how big they are, each one.
I’ll do it slow, and stroke your breasts while doing it.
I’ll be murmuring to you, telling you how beautiful you are, how exquisite it is when your breathing arches your breasts just that little bit higher.
I’ll write down the numbers in some code in a little notebook.

Then I’ll gently paint your nipples, with a paste of capsicum and olive oil.
The heat of the hot pepper will draw your nipples outwards and redden them up.

And while that’s happening, I’ll move down to between your legs and measure how deep your vagina is. I’ll use something very narrow.
I won’t be looking to get you off or fill you up. So I’ll use a speculuum first, slowly get it into you, give it that little twist and then lock it open.

First I’ll have a good long look.
Then I’ll use some thin plastic rod, and ever so gently see how far it can go in you. I’ll write that number down.
By then your hot tits and exposed cunt will be calling for a fuck.
You won’t get it. Not yet.
This will be about science! Notation! Base line measurement!
But I’ll be telling you how sweet you are, how soft, how fuckable.

Then I’ll take out the speculuum, close your legs and check on your tits. That capsicum will have made your nipples swell. Your chest will heave with your breathing. We both will admire them, I am sure, their deep red, the way they have grown from tiny wild strawberries to thick bulbous raspberries, huge and soft. No matter what you say to me, “Suck Them!” or “Please!” or “Drink! Drink! Drink!”, I will not.

And then one last measurement for the first night: The width of what you can take when you’re fucked. I’ll have a few things there, and I won’t let you see them. I’ll get back between your legs and even thought you’ll be wet, I’ll wet you more, baste you with warm oil, and then start with a smallish size, the head of a usual dildo. I’ll put it in just enough to see if it slips in.
Just an inch or so.
And then the next, a little bigger and maybe one more.
I’ll write down the diameter and the look on your face and whatever you report.
And then maybe a third, just a bit wider, and if you stop having words and have only grunts, that will be the end for the first night. You’ll be so good.

In the nights to come we’ll work together, on you, with you, at you and at you and at you, and we’ll see how much bigger your tits can swell, how much deeper your cunt can go, how wide you can spread. And more. I’m curious: on your hands and knees, with a dildo in your mouth, how far back can you get your ass in order to get a fuck you are begging for? After the grunts, what do your animal noises sound like? And more. With you, always more.

But my love, this is just a proposal. If it isn’t anything that appeals to you, just press ‘delete’, and we’ll never speak about it.

As always,

Cindy

Filthy E-Mail #242.

24 Nov

Today my thoughts of you are even more selfish than usual.
I picture you naked in my lap, the cheeks of your big ass grinding on my cock through my dampening jeans. I picture your nipples squeezed hard between my fingers and your lips on mine, nearly muffling my words when I whisper
“Now, pervert. Let it go. Piss all over us and keep riding my cock until you add to the liquid ruining my leather chair.”

I can’t wait until you find a sex-work excuse for us to fuck. I’ll do my best to make it performative, to pay some attention to the dude who pays to watch us, but from this vantage point all I can imagine is your sweet cunt smearing juice all over my face …and the moment of first pushing my cock into you. I spend an unhealthy amount of time thinking about that moment, your ankles in my hand and your crazy work heels pointed at the ceiling, your exquisite curves bared for my eager eyes (and the eyes of our client).

I want to kiss you more than people should want to kiss, your mouth very much included but not at all exclusively the direction of my desire. I want to bury my face in your cleavage and between your cheeks, busy my tongue in your butthole and my fingers in your twat, coax sounds from you that I’ve heard only in my fantasies, coax liquid from you to the point that our client has to pay for the damaged mattress. He will. Like me, drunk on the sight of your tits bouncing and your hips bucking, he’ll do whatever is necessary to get more.

I haven’t had any, and already I want more.

Filthy E-Mail #241.

9 Nov

    With each story slipping underneath her feet, Jaime’s stomach knotted further. Finally, the elevator stopped on the tenth floor and the doors swooshed open to reveal a bright yellow hallway. She hesitated. What was she thinking? She had never met him and yet here she was. Jaime took a breath and lifted her foot, stepping across that thin silver line, the threshold between the elevator and the world ahead of her. She thought, “Well there’s no turning back now.”

Jaime found herself standing in front of a door whose colour reminded her of the stain blackberries leave on your fingers when you’re finished. Again she hesitated, her fist hovering over the knocker. Within in seconds of her contact with the door, it was pulled away and Jaime was left with the smirking face of a woman not much older than she. Sun radiated from behind her, the result of large, uncovered windows deeper within the apartment.

“Jaime? I’m Anna, now come inside you are ten minutes late.” She chided.

Before Jaime regained her ability to speak she was led into a studio, ahead of her was a white platform and around her young women bustled black and forth carrying, cutting and sealing together multiple pieces of black latex. The smell of rubber was almost intoxicating. Jaime was prodded up onto the platform and immediately stripped of her clothing.

It wasn’t until she was entirely bare that she realized the feeling of sun on her skin meant she was facing the windows. Light spilled in around her, she could see the busy streets below, bustling with New Yorkers on their way to work. She blushed crimson, she knew she was too high up to be seen yet the sheer exposure of it all left her feeling vulnerable and shaken. However, Jaime was dragged back to reality by the slick, smooth sensations of measuring tapes and fingers, poking, lifting and pressing into her flesh.

When she opened her mouth to speak a small rubber ball extinguished the ability to use her tongue. It was then strapped around the back of her neck and locked in place. Her eyes widened and blood rushed south, her eyes still fixated the traffic below her. Soon her body was being coated in thick lube leaving her skin gleaming and smooth, followed by the fitting of a black latex body suit. She felt the latex stretch around her curves and then slowly shrink, encasing her, causing Jaime to stand up straighter. A hood was then pulled over her head bulging where the gag protruded from her mouth. The snapping of the hood over the collar of Jaime’s suit caused her to jump, she felt it constrict ever so slightly around her throat.

By now Jaime’s clit was throbbing and her skin was beginning to tingle with sweat and anticipation. As gloves were slipped over her fingers and snapped around her wrists she held back the desire to scream. It had never occurred to her that latex might induce feelings of claustrophobia.

Suddenly, she felt the heat of flesh on her cheek, Anna’s hand was gingerly stroking the latex that was now Jaime’s second skin. Anna’s eyes pierced through the confines of Jaime’s hood, comforting and calming her. “It’s going to be alright pet, just relax.” Jaime gasped, the sudden sensation of Anna’s fingers on her lips, snaking around her clit caught her by surprise. In all of the confusion Jaime had failed to realize that the only part of her left exposed was the tender flesh between her thighs. Anna began rhythmically stroking until she felt Jaime’s muscles release and a sigh escaped from behind her gag.

As she pulled away Jaime whimpered, rocking her hips towards Anna’s fleeting fingers. Anna laughed to herself, “Not yet, I just don’t want you to panic on me, after all you’ve just begun.” She said as she slipped on final latex covering over Jaime’s eyes. After the initial application of rubber Jaime was startled to feel the pressure of locking leather cuffs on the both her wrists and ankles, finished off with the click of a steel ring secured around her neck.

All that remained of Jaime was a black silhouette and two ripe, pink pairs of lips. The room went silent; the background chatter that had provided comfort to an immobilized Jaime ceased to find it’s way to her ears. She heard the creak of a door on the opposite tide of the room and turned her blind eyes towards it. Cologne stung her nostrils, invoking butterflies under her skin. Heavy steps made the platform beneath Jaime shutter, or so she thought.

“On your knees girl.” Anna cooed.

As she hit the ground Jaime felt a stiff set of fingers cupping her chin, lifting her face upwards. Jaime’s lips parted, taking in the electricity the air offered, filling her lungs with fear and excitement. A hearty chuckle reverberated between the walls of latex that surrounded Jaime’s head; she shifted uncomfortably, waiting for further instruction.
(Prof gave me an A fantastic)

Filthy E-Mail #240.

14 Oct

I am 23, straight, in a relationship and looking to satisfy several fantasies.

I have experience in this type of relationship. I became very submissive to a longtime friend after we moved in together…

One night after he left the shower, my roommate stood in front of my, his muscled body shimmering, and dropped his towel, ordering me to suck it.

Before that moment, sucking off a man never entred my mind. Now it won’t leave. He would come home from a workout, stuff my face into his tight ass, fuck my face… We grew apart, we weren’t mature enough at the time.

I loved submitting to a dominant/agressive male, and I want to explore this further with someone who has experience.
I also had a demanding gf who would sit on my face and tell me about other guys. Turned out she fucked this old friend of mine.
I am young, 8″, fit, and willing to serve.
————–
Well, you sound like a wet dream, you’re either super sexy and “ready to serve” or a robot fantasy writer, either way, I’m turned on.

I’ve got really specific boundaries around oral sex, namely it’s not a first date thing. However first date things do include massage and happy ending exchanges, I like frot and..I like spending a long time exploring and rubbing a guys cock, like a deep pelvis massage and cock worship.

I don’t have a lot of experience being a Dom, when my wife and I do Dom/sub play we tend to do puppy play and I’m the puppy. However I’m a naturally a bit bossy as I’m an older sibling.

Mostly I’m looking for a manly/team type of relationship, a “two guys hanging out, drinking beer, maybe getting a bit stoned, watch a bit of porn, touch each others bodies and feel nice, type thing.

Here’s a link to my fetlife profile

Filthy E-Mail # 239.

13 Oct

Right now, this is my thought: when I see you at the airport, we will go to my car. I will put my cock in your throat: you will simply be.

You will loose your throat, your breathing, your soul, to me. You will stay there, still, until you lose consciousness to my cock.

simply. quietly. yielding everything in that moment.

Filthy E-Mail #238.

2 Oct

She:

yeah….. I’ve come around one of my dildos-which-was-your-mouth three times today.

Do you want your tongue or dick inside – pussy or ass – “lady” or piece of white trash?

Me:

All the above.

I want to start with you on your chest, face in the grass, holding your cheeks apart and unsure what I’ll apply where. Go ahead and play the lady if you want, with your tight mall pants around your ankles and your wet cunt telling a different tale.

When it starts to rain, I want you to have some moments of wondering what the warm liquid is. While the deluge soaks us both, I want you to wait; know that I”m behind you, staring at your gorgeous ass and jerking off. I want you to be in the middle of a sentence when I push all the way into your pussy, grab your hips and ask if you think I’m wearing a condom.

_________________________

I want to end in stages- first with you pressed flat into the wet grass under me, still holding your ass open while I fuck it. I want to come in you, bareback, biting your neck and telling you about how often I’ve jerked myself off thinking about getting up your tight little white butt. I’ll tell you that usually I’m wanking alone, sometimes with a companion beneath my desk to clean up. Grinding into you hard, wringing the last spasms out of coming, I’ll tell you how many times I came, years ago, looking at a picture I found on a porn site of you in exactly this position in the grass.

Keep playing the lady, honey. Feel me squirting cum in you and feel that change to a hotter, harder stream that won’t stop. Yup, that’s just what it feels like and that’s just what I’m using you for. You’re the kind of lady should be a lawn ornament in *every* yard!

Roll over and sit on my face, sticky, drippy lady. Park your stretched ass over my mouth and take my tongue up there again. Play with your pussy and ride my mouth and think ladylike thoughts while you clean my cock with your pretty lips.