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sissy cuckold dreams

I saw the punch coming. A right cross. Thad telegraphed it. I ducked under it and his flying fist met a 2″diameter steel water pipe just behind where my head had been. Cold water I think, from the blood his knuckles left on the bare pipe. I ran.

“Your ass is mine!” Thad shouted after me waving his bloody fist in the air. You’d better run, you sissy wimp bastard. You’re going to be sorry you were ever born.” And in words more prophetic than either of us knew, he added, “You’ll be wearing a dress before I’m through with you.”

What a sore loser, I thought, as I raced across the campus. Ok, so I stole his precious Jacquelyn…his gorgeous fiancée. I had wooed her with poetry, flowers, and expensive jewelry, not brawn and bluster like muscle-bound Thad. And, of course, an inheritance from my hard-working grandfather didn’t hurt either. But as I would soon find out, Thad had something to offer Jackie that I didn’t, something that money couldn’t buy, something that turned on her lights brighter than the powerful beam shooting out of the top of the pyramid hotel in Las Vegas. I’m talking about breathtaking sex and thunderous orgasms that came courteous of his big thick cock.

What’s the big deal about sex anyway? A couple of inches of penetration, a minute or two of rubbing, and a little squirt at the end… it hardly seemed worth all the fuss to me. Then one balmy night in Florida I learned the truth and it hit me like a blast of artic air cutting across a warm desert: I had the small cockette and staying power of a little sissy boy. The problem wasn’t with boring sex, it was with boring little me.

And who am I? My sissy name is Rhonda Dee Ann, formerly Ronnie D., and I’m a cuck-aholic; an obsessive cuckold wannabe with a little penis that gets hard in a nonosecond, and as I found out, is too small to please a real woman. As a submissive I dream of having a beautiful dominant wife to love, cherish, and obey who will cuckold me unmercifully with aggressive well-endowed black men. This is the story of my haunting sissy cuckold dreams. The names have been changed but much of it is true, except the dreams, of course. Though, when you think about it, since they are dreams, I guess you could say they are true too, at least true sissy cuckold dreams.

The big shock came at a local lover’s lane near the university. That’s where it happened; where I first learned that I had a small penis. Until then, I thought my penis was average in size. It took Jacquelyn,my assertive girlfriend,to set me straight. At night, after classes, Jackie’s long brunette hair cascaded down over her shoulders and her glasses came off, revealing big brown eyes. Her dresses got a little tighter, a little shorter, and a little more bosom peeked out. The night light softened her smooth skin and darkened her red lips like a gothic vampire. She transformed from a studious-looking library rat into a hard-nippled sex siren. I could even smell her hot moist sex. She would taunt me saying that if I didn’t take her to the local lover’s lane she would find someone else who would. The thought of her doing this always gave me a hard-on. So of course, I took her there for nearly a month at least four nights a week and Saturday night too. We kissed, petted, and groped in the dark until the car windows on her old Nash Rambler fogged up like a mobile steam room. Then, we stripped each other naked and she fondled and stroked my little wonder into its full 4-inch purple-headed throbbing glory, while I finger-fucked her swollen pussy like a girlie juice machine. When she felt aroused and in her slut state” she would push the front seats down into a bed,the Nash Rambler was great that way… and would lay back with her legs spread and her slick shaved pussy open and beckoning. I went down on her and licked her into a squirming frenzy until she begged, Put it in now Ronnie. Hurry. Please.

I tried, but my excited little swollen cockette usually burst on contact leaving a gooey white blob of cum on her pussy. She never once came from this, of course, and often repeated her plea to hurry up and put it in. Even those times when I did achieve penetration my cock poked its tiny head in like a frightened little boy peering into a mysterious dark cavern for the first time. I usually came within seconds while she still begged me to hurry and get it in. And if she got on top, my little penis either erupted and withered, or slipped out at the peak of her humping excitement. It left her high and dry, and frustrated.

And doggie style,forget it. When my small penis tried to get past her shapely round haunches into her pussy I felt like a donkey chasing a carrot on a stick. My penis poked at the entrance but never really got there.

I tried to make up for my pathetic performance by finger-fucking her and rubbing her clit to make her cum, but with my fumbling inexperienced technique, that didn’t happen often. Then one night, after my usual quick cum, I got the humiliation of my life. I rubbed her wet pussy as usual, but she just lay there staring at the dome light on the roof of the car as if she was reading her future in a crystal ball.

Suddenly, she reached down and slapped my hand away and said, “Stop, dammit.”As we put our clothes on in silence she said matter-of-factly, “I like you Ronnie, but your penis is just too small for me and you cum way too quick and too little. I need someone bigger who lasts longer.”

My face felt flushed and no words came out of my mouth. I wanted to run. We drove home that night in silence. The next day I got a note from her that our relationship was over and that she was going back to her ex-boyfriend, Thad.

Even though Thad wasn’t the brightest star in the sky, I knew that he would gloat over his victory. He was arrogant and cocky and hated me for stealing Jackie from him in the first place, just because I could write romantic poetry and he couldn’t. But he did have the advantage of being 6’3″, with 220 lbs of solid muscle, and I tried to avoid running into him on campus for fear that he would beat me up. I imagined that he would fuck her like a pile-driver to get revenge. He would humiliate her and make her act like a whore just to teach her a lesson. He might even spank her. It maddened me to think that she would love it; love the fact that he took her like a Real Man, not a small-cocked submissive sissy wimp like me.

That was the beginning of recurring nightmares about Thad’s giant 10″ penis and Herculean staying power. I imagined Thad, the hung hulk, fucking my gorgeous Jackie into ecstasy with long, slow, deep penetrating strokes, my face only inches away as she moaned like a slut: Yes, yes, fuck me like a Real Man Thad, honey. Do you see how a Real Man with a Real Cock does it Ronnie?” I imagined Thad cumming in buckets and ordering me to lick it up wimp,” as they both laughed and joked at my little boy excuse for a cock. I hated him as much as I’m sure he hated me and relished his sweet revenge.

After that humiliation, I measured my erect penis and became obsessed with comparing it to the size of items around my dorm room. I found that my erect penis was a half-inch shorter than a Popsicle stick and fit neatly inside an empty toilet paper tube. After researching penis size I discovered that my 4 inches in length measured at least 2 inches below average, in the less than ½ of one percentile bracket. This meant that more than 99.5% of the males on the planet (199 out of every 200) sported a larger penis than me. What woman would want to fuck a miniscule penis,especially one with little cum and no staying power,when there are big men like Thad out there? Jackie, you were right: I was, and still am, a wimp.

I didn’t know about cuckoldry at the time, but now that I’m older and looking back, what a classic cuckold opportunity I had. I could have found her fraternity studs and sports jocks, helped her bathe and dress sexy for her dates, licked her pussy into a slutty ready-to-fuck state of arousal, chauffeured her and her stud lovers, and even cleaned her up afterwards with my tongue into one final after-glow orgasm. What a kinky team we could have made,her horny and dominant, me horny and submissive. She could have denied me sex with her or anyone else, and only allowed me release under her supervision She could have demonstrated her power over me with her girlfriends by making me jack-off and eat my own cum in their giggling presence. She could have even fucked Thad like a whore in front of me. It would have been humiliating, but what a turn-on. Such are the twisted dreams of a cuckold wannabe. Jackie, where are you now that I need you? Please come back and marry me and make me your submissive cuckold. It’s still not too late.

My Dearest Ronnie,

It has been a long time. So you say you want to be my submissive cuckold hubby? Is that true? Well, we’ll see. We already know how worthless your cock is, but less than a half of one percentile is laughable. Thad will get a kick out of it. We broke up last year because he cheated on me, but he’s still a great fuck. He would be pissed if he knew we were talking. He’s a professional wrestler now… he’s called Big Bad Thad…and he still has it in for you.

I’ve learned a few things too since college, such as a taste for bondage, but one thing is the same: I still crave big cocks that stretch me to the max and touch me in places you never will. The minimum cock size I accept now is 8, long and 6, in girth at least twice as large as yours. I’ve also become quite dominant & you will either be shocked, or pleasantly surprised, depending on how submissive you are. I don’t want to play games and waste my time though, so let’s find if you’re serious. I need to know: can you follow instructions and are you are good cuckold material?

There are some gangbang parties coming up in Las Vegas next month. Since you are in Southern California, I want you to drive here to Arizona, pick me up, and chauffeur me to Las Vegas where we will spend a week… at your expense of course… getting to know each other again and testing your cuckold potential. If things work out, there are a lot of wedding chapels there, and it’s a great place to have a first honeymoon. (I would cuckold you on our wedding night and honeymoon of course). If you think you are still interested, get on your knees and write me a proper submissive reply.

Kisses, Goddess Jacquelyn


Ah, bondage. How did she know? I’ve always been a little submissive. As a kid I loved being captured and tied up in the cowboys and Indians game. One time, an aggressive cowboy tied me to a lamppost, unfastened my belt, and pulled my pants down. I didn’t complain and secretly wanted him to do more… maybe even forcibly strip me in front of the neighborhood girls. This didn’t happen because somebody’s mom yelled out that supper was ready. Nevertheless, I felt a twinge in my sissy cockette. I never wanted to bind anyone else, but only imagine that the damsel in distress (helplessly bound naked on the railroad tracks by the evil villain) was me. Some of my hottest masturbation sessions came when I lay self-bound, spread-eagled, and naked in bed looking at pictures or reading stories about beautiful women in bondage. I identified with them.

But why does it turn me on to think about watching my wife have sex with other men? I was curious about my cuckold feelings, and I found out there is a natural explanation for it. It has to do with sperm wars. No, this is not another sci-fi flick; it’s when the sperm from another man inhabits Jackie’s womb the same time as mine. Although her ovulated egg is good for only 12 to 24 hours, a man’s sperm can lay in waiting for up to seven days. Not only that, but she will have stronger orgasms with a lover and retain more of his sperm. All this makes her more likely to get pregnant by her lover than by me.

The evolutionists say it’s an adaptive trait forged over millions of years for me to get aroused watching her fuck other men so I can get in there quickly and deposit my sperm to compete with sperm from other men. They say some men get so aroused that they go out of their way to arrange extra-marital sexual encounters for their wives. Sounds like a cuckold fetish to me!

I don’t know if sperm competition explains everything, but they are right about one thing. I would get so aroused by it that I would go out of my way to arrange satisfying sex for my horny wife. Being naturally submissive and having a small penis probably also helps. Humiliation (pointing out and displaying my sexual inadequacy) is also a turn-on. So yes Jackie, I’m ashamed to say that your extra dominance and taste for bondage only makes me want you more. I’m so aroused thinking about you having sex with other men that I’m on my knees, begging you to take me back and cuckold me.

Dearest Cuckold Ronnie,

All right little pussy boy, are you sure you want to do this? Theory is one thing, but practice is another. Just so you know, here’s how things will go:

You will make all the arrangements for the parties and the hotel. I want a honeymoon suite in a top hotel on the strip with a king-size bed for me and my lovers and a roll-around cot for you. You will help me get ready for my lovers and when they arrive you will be tightly bound on the cot ,dressed like a sissy, while I entertain my big cocked Real Men in the king-size bed. That’s right, a sissy. I know you think you are macho, but if you are to be my cuckold hubby, that has to change. As I said, I am quite dominant, and I want a sissy cuckold hubby. My lovers will be more comfortable having you around if you are a sissy. Some of them may want the attention of two women even if one of them is a fake. And besides, I think it would be fun to feminize and sissify a formerly macho man. Don’t you? Do you think you can handle that? Can you be a sissy for me?

I expect you to serve me breakfast in bed, bathe me, shave me, and see that I am dressed as seductively as possible for my lovers. And, even though the hotel has maid service, I expect you to keep our room tidy and clean and to scrub the toilet and the tub, and to make our beds everyday like a sissy maid. I want to see how well you do these things and how much training you need. I will keep a Do Not Disturb Sissy At Work” sign on the door most of the time while you do the cleaning. Your status will be obvious to all the hotel staff. I’m sure the maids will enjoy it.

You will also be responsible for my entertainment. I want to see the best shows and events in town while we are there, and I also expect to dine like royalty. You will chauffeur me (and my chosen lovers) to the best restaurants on the strip. We will dine, dance, and flirt while you polish the car and wait obediently for us.

You will be my chauffeur, my servant, my sissy maid, and my trial cuckold hubby for the week. I plan to have a good time and to get fucked senseless by as many well-endowed good-looking hunks as I can while you watch, listen, massage me, kiss and lick my feet, ass, and pussy whenever I want. You will clean my cum-filled pussy afterwards and lick the asses,even suck the big fat cocks of my lovers,if that is what they want.

By the end of the week I will know if you are good cuckold material. So, how about it? Can you be a sissy? Can you take being bound? Can you watch and listen to me get power-fucked by much bigger and better men than you? Can you lick up their cum? Can you suck cock? Think about it. Be sure you understand what you’re getting into. If you still want to do it and are serious, then there is no time to waste. Let me know with a more positive pleading letter if you think you are still up to it, and I will send you more instructions.

Kisses, Goddess Jacquelyn

Sissy? Did I read that right? I’m a macho guy, or at least so I thought. I did try on my mother’s nightgown once while my parents were gone and the silky diaphanous material felt delicious. And I’ve always thought that men’s clothes (especially the colors and textures) were as dull as a barren tree on an overcast day in winter. All browns, blacks, and grays. However, even though I liked it, I didn’t dare pursue this interest because it would implicate me as gay. It isn’t true, of course. I’m not gay and never have been, but it would still be difficult to explain why I enjoyed wearing feminine things. Am I am a secret sissy wannabe too? Maybe Jackie knows more about my secret cravings than I do.

The thought of me bound and dressed in panties like a sissy watching dominant men kiss and fondle Jackie into her slut state until she begs them to fuck her does give me a rock-hard little weenie. Just thinking about hearing her muscular studs grunting like animals and pounding her into the bed and banging the headboard against the wall like a runaway freight train, her screams of ecstasy bouncing around the room and down the hall makes me cum. Damn, I’m so addicted, I’ll do anything, even that. Yes Jackie, if that’s what you want, I will be your sissy cuckold.

My Sissy Cuckold To Be,

I’m glad to hear you want this. I always knew you were really a sissy at heart. It will be fun dressing you like a submissive little doll. Plus, I could use a sexy vacation in Vegas,let’s get started! Here is the first set of instructions:

Go to the drugstore and get a bottle of hair remover, a ladies pink triple-blade razor, and some feminine shaving gel. When you pick me up I want you shaved and depilitated smooth and hairless all over from the neck down. And I mean everywhere, including your crotch, chest, legs, ass, and underarms. Sissies have to be totally smooth at ALL times.

Go to Victoria’s Secrets and buy a pair of transparent bikini panties with red ruffles. They are usually displayed on the wall. Get size small …I want them to be tight. Also purchase a thin pair (thin enough to see through) of girls extra-short shorts in white, a short pink top decorated with hearts and sequins, and a pair of Glamour Sheer thigh-high hose with a stay-up lace top. Get help from a salesgirl to choose your size and tell her that you are a sissy-in-training and these things are for you. Pay with your credit card and save all your receipts in the Victoria’s Secrets bag so I can see them. Oh, and get the name of the salesgirl and the phone number of the store so I can call and verify all this.

Go to different women’s stores in the mall and get the following in your size: a) A pair of girl’s white Mary Jane shoes, b) A pair of pink feminine girls turn down socks with ruffles that match the top. Also get a small sequined gaudy red к°hooker’ purse with a long strap for carrying over your shoulder. Again, the same rules apply: tell them you are a sissy-in-training and get the names and numbers of the sales girls and save your receipts.

Get a small bottle of Elmer’s super glue, a set of 3-inch press-on nails, bottles of red, orange, and purple nail polish, and a set of six Sharpie permanent markers in different colors like red, black, blue, orange, green, and yellow. (We’ll play some hot write and draw on the sissy games).

Go to a drugstore and buy 32 Trojan Large and 32 extra wide Trojan Magnum XL condoms for use at the parties, and 16 small Trojan Ultra Fit condoms for you. Tell the sales girl the small ones are for you and the large ones are for your wife’s lovers. Also buy a complete girl’s make up kit and six tubes of lipstick in different shades including red, pink, orange, and purple. Before you start the trip, glue the nails on and paint them bright orange and write SISSY with the red Sharpie just above your little cockette. Frame it with a colorful decoration. Use your imagination. Also paint your toenails a shiny pink with three layers of topcoat and stuff the glue and markers in your purse along with the condoms, the razor, shaving cream, and the items from the make up kit into the purse.

Oh, and I want you to dye your hair blonde and get a feminine looking baseball cap with a long bill and also get a long blonde matching ponytail hairpiece. Glue the ponytail to the inside of the cap and let it dangle out the hole in the back like a girl would do.

When you pick me up I want you wearing the little white shorts with the red ruffled panties underneath…. I want to see them through the shorts. Also wear the cap with the ponytail, hose, shoes, socks, and top. We will work on your make up, and your eyebrows and hair when you get here. Bring no other clothes of any kind,not even a jacket. Bring your credit card though. I want you to stop for gas along the way and buy some tampons. I know the clerk will be amused. Be sure to get a receipt.

When we get to Las Vegas, we will have a fun shopping outing at the Fashion Mall to dress you completely for the week…. beautiful panties, baby dolls, camisoles, mini skirts, dresses, blouses, corsets, garters, and an assortment of slutty blonde wigs. You will be my totally feminized sissy cuckold Barbie doll for the week and maybe forever, if things work out.

While we are there you will not be allowed to masturbate or cum without permission. You will of course suck cocks like the slut you are, swallow cum and lick my pussy clean when I, or someone else, requests it. I also want you to speak in the most feminine voice you can manage the entire time we are there unless I give you permission otherwise. Don’t worry about sounding ridiculous; we can perfect it later. I will introduce you as Sissy”, my wimpy cuckold fiancé and you will always refer to me as Goddess”,Yes, my Goddess, thank you my Goddess, does Goddess need anything”,you get the idea. You will carry my bags and my packages, rush forward to open doors for me, and never begin eating until I tell you to.

I know that you will violate these rules from time-to-time and displease me. For that reason, I will bring some spanking canes, straps, and paddles to use for your training.

Don’t panic. I know these are hardcore instructions and that they are humiliating for you, but that’s the idea. We have to make up for lost time and frankly, beautiful dominant cuckoldresses like me are hard to find. I need to know if you’re really serious, and doing things you haven’t done before and don’t want to do is part of it. If you really want to be a cuckold you will always do as I ask, no matter how humiliating, and you will do it well. So swallow your pride and be my sissy boy toy. It will be worth it and this may be the only chance you get. Either you do this or you slink back into the shadows of your former humdrum life.

Kisses, Goddess Jacquelyn

Jackie is right, women like her are hard to find. With all my kinkiness my ex was a straight-arrow vanilla wife without an ounce of dominance in her. When the subject of cuckolding came up, she said, It’s just not in my nature,” and she mumbled something about being married to a weirdo. It wasn’t always that way. When we first married and my sexual performance proved,shall we say,less than adequate, she said, If you don’t start doing me right, I’ll find someone who will.” Wow! Shades of Jackie. I could have been a cuckold then and there, but once again, a missed opportunity.

She did let me occasionally do submissive things for her: massage her feet, bring her breakfast in bed, do the dishes, wash the clothes, clean the house, etc. She even tolerated me wearing panties under my clothes. However, after a while, she lost all interest in sex with me, or what’s worse, with anyone else. She said that she had dried up. We didn’t have sex in the last 3 years of our marriage. We slept in separate beds. No, make that separate rooms. Now, my sex drive is higher than ever and I masturbate constantly to sissy cuckold pictures and stories,especially about white wives addicted to big black cock.

I’m not sure why the idea of black men sexing white women fascinates me. Perhaps it’s the exciting contrast of black on white or the tabooness of it. It somehow seems more primitive, dirtier, nastier, than white on white. I think there must be a reason why some white women become complete sluts for black cock; why once they’ve had black they never go back. Maybe it’s the myth (or is it reality) that the average black man is more athletic and has more natural rhythm than the average white man? If so, this might give them better technique with more stamina and more thrusting power so a white woman could really feel the difference. And, according to some studies, the average black cock size is larger… something like 6.5″ for blacks to 6″ for whites. This also gives credence to the notion that there are more blacks than whites with really large cocks above 8″, reaching 9″, 10″, and more… more than twice as large as me. When a white woman is able to take them they get more clitoral stimulation from the deep stoke stretching and feel more open and more filled than ever. After experiencing multiple orgasms ….maybe for the first time… while performing nasty taboo sex with a thick 9″ cock attached to a powerful muscular smooth-skinned black man, is it any wonder that a sexy white wife is not interested in returning to her weaker white husband’s toy cock? I know that my little 4″, cockette would be of little interest to a horny sexual woman who lusts after big black dick.

Perhaps though, if there is a reason, it’s the black man’s attitude. They say if you walk into a room where a white man is having sex he will stop and pull out in embarrassment. If you do the same thing with a black man he will just smile or scowl at you and keep on going. Like a rutting animal in the wild, they will not be deterred from their goal. Call it confidence or call it arrogance, but whatever you call it white women seem to sense this raw sex drive and know they are inevitably going to have a powerful orgasm from it. Sissy white men sense it too…. they know their woman will become a total slut for the right black man, doing things with their black lover they would never do with wimpy white hubby. And they know that they will become a slut for their wife’s black lovers too.

Thinking about this makes me hot. Jackie is right. This may be my last chance for a cuckold experience. As humiliating as it is, I’ll just have to grin and bear the sissy part too. Maybe it won’t be so bad. Maybe I can talk her out of it.

Dearest Sissy Cuckold,

I’m so glad to hear that you are as turned on by black cock as I am. I was with my black lover Leonard last night and he is a real stallion. I wish you could have been there to watch, but you will see soon enough. He took me slow dancing to his favorite black club and he kissed, caressed, and pressed me to him all night. And baby, what a kisser he is… so tender and so passionate! It was such a turn-on when we rubbed our tongues together and then French kissed with our lips locked. I’m sure it was obvious to everyone that I was dripping wet and transforming into his wanton slut in plain sight on the dance floor with his hands cupping my ass under my thin little skirt. When we got to the hotel I couldn’t wait for him to strip me naked and lay me back on the King-size bed with my legs spread and my pussy wide open. Baby, you can’t believe how great his licking felt. He licked and kissed slowly up my legs and all around my pussy. I was sooooo horny I grabbed his beautiful bald head with both hands and pulled him as hard as I could against my cunt. His tongue is long and fleshy and feels so good. The things he does with it¦I just can’t describe how good it feels. I imagined that he was a black panther licking honey from my cunt and that he would growl and bare his teeth and threaten to devour me if I so much as moved or tried to close my legs. He had me coming continuously. Sissy, his cock and balls are so smooth and lickable they are as delicious as chocolate fudge. It’s such fun stirring up the potent cream in Len’s big balls with my mouth and tongue.

I begged him to fuck me, but he made we wait until my begging sounded like a wounded animal. He got me so aroused and in my slut state. Even though my pussy was sopping wet and he had plenty of lube, it still wasn’t easy for him to get his thick 9×7 cock into it. But he was determined and so was I, to slide it in to the hilt. It took a while, and there was a little pain at first, but sissy, when I felt his big balls on my ass I was in heaven and I came again without him even moving. My pussy was full and stretched to the max, and I felt like his cock tickled my belly button. He pinned me down under 240 pounds of solid real-man muscle with no chance of escape! I humped and bucked and became such a slut for him, and I’m sure that I said things that I’ve never said to any man before. I just wanted his big hard black cock in me forever and to never pull out. I think I promised to be his whore and to never fuck a white man again. Sissy, I am so addicted to black cock now… I have to have it. There is no going back, not ever. Last night, Lenny gave me the most intense orgasms of my life. He pounded my hungry pussy like a meat tenderizer and filled it to overflowing with his delicious cum. He even came in my ass and on my face as an encore. I think I’m in love and want to be his submissive fuck-slut forever, whenever he wants… he owns me now like a pimp owns a whore.

But sissy, here is the best part: Lenny is a football player and he has two best friends he shares everything with. They call themselves the Three Amigos and they all play for the same team. I don’t know their positions, but I do know how big they are because Lenny described them to me. He said Jake the Hammer is the smallest at 6’2,”, 215 lbs with an 8×6.5, cock. He is usually the warm up man for their women because of his size and high energy. Lenny says he drives women literally up the wall! Isn’t that great!

However, the real monster of the group is Gerald Big Dog. Len says he is at least 11, maybe even 12, when especially excited… and 8, around. He is also 6’7, and 260 lbs of solid muscle! He said if I can take him to the hilt that I’d better be prepared to fuck him at least twice a week, since so few white women can take him all the way! Jake and Gerald are coming to Vegas with Len and I can’t wait to meet them! Len said their favorite thing is to make a woman airtight… a cock in her pussy, a cock in her ass, and a cock in her mouth all at the same time! Now that’s what I call teamwork!

Sissy, I think I’ve found our best men for the wedding and to consummate our marriage on our wedding night and honeymoon. And baby, your fantasy of becoming a sissy cuckold hubby is close to happening way beyond your wildest dreams. You won’t believe it, but Jake the Hammer is bi-sexual! Isn’t that something! I think that I could talk him into occasionally holding the key to your chastity belt. (Sorry, I haven’t told you about this yet, but if you’re going to be my sissy cuckold hubby you will be in chastity full time,there will be no running around on me like Thad did). Wouldn’t that be great! Len says that Jake is a really big cummer and very forceful and nasty, so you should really learn to like him! I’m sure he could give you some of the best sissy training. You may not be bi now, but before he is through with you, I guarantee you WILL be!

Sissy, you are so right about your inadequate cock. After being with Len I don’t even think your laughable little thing deserves a second of thought,it’s just a toy. If Len agrees though, I might allow you to have a mercy fuck on special occasions like your birthday. Of course, we would only do it under his supervision for a minute or two… about all you can last anyway… and you must wear three medical grade rubber condoms. Even so, it should give you a little taste of what you are missing.

Now that I know about your thing for black cock I have a new assignment for you: Buy an audiocassette recorder and go to the newsstand and purchase a copy of the magazine, Black Inches. I want you to record yourself while masturbating every day to one of the pictures of the beautiful well-endowed black men… a different one each time. I know some of them are bi, so it will be good practice for you to imagine bowing down before them and kissing their feet, their asses, or even licking and sucking their beautiful cocks. I want to hear you calling out their name and begging them to pleasure your sexy wife who will do anything for black cock. Be creative in what you say. Every time you cum write a red Yes!!!” on the picture you are looking at where the number of exclamation marks is the strength of your orgasm on a scale of 1 to 5. You will do this for the next two weeks and stop masturbating three days before you drive here to pick me up. I want you horny when you get here. Put the tape in the cassette player and display the copy of Black Inches prominently on the passenger seat of the car on the trip. I want to listen to the tape and look at the pictures during the trip to Las Vegas to see which ones turned you on the most. Who knows, maybe we can contact them in the future!

Kisses, Goddess Jacquelyn

I’ve always had a high sex drive, and girls giggled when they saw my constant little hard-on. Whether I sat in class, walked around the campus, or played basketball in those little satin shorts, my cockette got an instant stiffie. Now I realize that they could also see how tiny my erection was. That explains why they were more amused than excited by it. Since then, I’ve discovered that I do have a little extra girth …a chunkiness… along with a slight upward curvature that could possibly touch some women’s G-spot, which for some is supposed to be about 2 inches inside the vagina. Even so, because of my lack of length and stamina, none of this helped with Jackie, or anyone else, so I have to admit that my tiny cockette (despite its hardness) is of little use for pleasuring a real woman like Jackie with strong sexual needs. It just tantalized her and made her ache in frustration for something more.

So, as you might imagine, with a constant erection I found myself masturbating and fantasizing often. I could jerk-off at least twice… sometimes 3 times.. a day, but recently I have trained myself to stop at the brink of cumming while looking a pictures or reading stories of women who lust after big black cock. I imagine I’m their sissy cuckold hubby and my slut wife’s pussy is owned by her Black Master and his friends and is totally off-limits to me except for cleaning up their cum with my tongue. In my fantasy my dominant slutty wife allows me ,her sissy cuckold, to masturbate, but not to cum except once a week on Thursday. And, of course, I’m required to coat my lips with my pre-cum every day since my stiff little cock leaks profusely… especially on Wednesday. I chose Thursday because that’s the day the new black cock/white slut ads and stories are posted on my favorite interracial web site. I eagerly print out all I can, then lay naked and spread-eagled on my bed and stroke myself to a delicious cum while reading the hot ads and stories, prolonging it as long as I can. I’ve also learned to eat my cum, though this wasn’t easy for me at first, and I found that if I removed my hand just as I am cumming that this gives me a half cum, which leaves me still stimulated and wanting more.

What a rush! It’s exciting, but frightening to think what it would be like for my horny little weenie to be locked up in chastity by a dominant woman who holds the key. I have erections so often that I would probably be in constant agony and would promise anything to get release. No doubt I would be the most obedient and doting sissy cuckold hubby on the planet.

My Dearest Sissy Cuckold Hubby To Be,

I’m glad to hear how horny you are and how you can’t help constantly jerking on your little dickie everyday. I’ve given this a lot of thought and I think it would be best for your own good and mine to bring this under my control. It will keep you horny and make you more obedient and attentive. Therefore, I will lock you 24/7 in a chastity device like the CB-2000 and keep one of the three keys dangling and on prominent display around my neck. (The second will go into a secret place in case of emergency, and the third will be kept in a safety deposit box). You will be allowed release only when I decide, which normally will be about once a week and only if you have been sufficiently pleasing, have done all your tasks to my satisfaction, and have kept your promises.

The exact day, time, and place of your release will vary and will be determined by me. It will never be less than 7 days between releases and it could be as long as I decide. This means that you’d better be nice to me every day because you won’t know for sure which day has been chosen for your release. And you must not ever, under any circumstances, ask for release. If you do, you will be caned severely and you’ll have to wait at least a month.

During a release session you will not be allowed to touch yourself… your hands will always be handcuffed behind your back or to a neck collar. You will never be allowed to touch your cock with your hands again. I will slowly masturbate you with lubricated latex gloves, teasing you and bringing you to the brink of cumming many times. I will use your horniness and desperate desire to cum to extract promises from you and to make you beg and express your love and devotion to me each time you are brought to the brink of cumming. I will also decide whether you will be allowed to cum during that particular session. (There will be many many sessions where you are only brought to the brink of cumming. You won’t know in advance which it will be). You will of course agree to anything I want. All promises and tasks must be perfectly fulfilled to my complete satisfaction before you will ever be allowed to cum again.

From time-to-time I will lend your chastity key to others and you will serve and obey them as you do me to get release. They may ask different things from you, perhaps even have you beg to service them for release.. it’s up to them.

I am so excited to learn about this delightfully wicked way to completely control you and ensure that you will be my worshipping sissy cuckold slave. I know you will be very happy too. I can’t wait!

Kisses, Goddess Jacquelyn

Genetic variation is so important for our species that I believe that nature intended women to be bred by more than one male. To accomplish this, I think breeding males have evolved with extra doses of testosterone. Here is why I think this: Studies have shown that men’s testosterone level affects their spatial ability …a measure of a man’s unique map reading intelligence… in a peculiar way. As the testosterone level goes from low to above average, men’s spatial ability rises, as you might expect, but as the testosterone level keeps going up to extra high levels, men’s spatial ability drops unexpectedly. As a result, those men with especially high testosterone are more aggressive and have a gargantuan sex drive, but they are often educationally disadvantaged… the horny blue collar construction workers, muscular sports jocks, or arrogant rock stars and rappers of life. These extremely macho aggressive men with a high sex drive… many of whom conveniently often have big cocks… may make exciting lovers but they also often cheat are not always attentive and caring husbands. Marriages with these men may yield babies, but frequently end in divorce. This is OK in the natural scheme of things because when a woman remarries she is furthering nature’s cause of genetic variation. Nature always wins in the end.

I believe that supportive and attentive males are generally found in the low-to-average testosterone level. Perhaps nature intended for certain types of men ,call them cuckolds, to meet the domestic needs of women, while others ,call then Bulls,meet their sexual needs. By making sex pleasurable, nature encourages women to seek out men who can bring out the slut in them and give them the uninhibited pleasure they crave. Women are thus better served by marrying submissive cuckold males who support them, care for them, and make them feel safe and loved at home, while encouraging them to find the sexual pleasure they need from high testosterone males who have been created for that role. This way, savvy modern women can have the best of both worlds. (Jackie, that is why you should marry me,to have your cake and eat it too!)

Dearest Future Sissy Cuckold Hubby of Mine,

Now that I know how much you want to marry me and how submissive you are, I’ve decided to move up our wedding plans and go ahead and marry you while we are in Vegas. You said this is what you want, so I mailed out the following wedding invitation this morning:

 

Wedding Invitation

In a reversal of roles that celebrates his love and total devotion the former Ronnie D. invites you to share in his joy as he becomes Sissy RhondaDupre, the sissy cuckold bride of Goddess Jacquelyn Dupre on Saturday, the sixth of June, two thousand and sixteen at three o’clock at the Templeof the Divine Las Vegas, Nevada

The ceremony will be held outdoors in the Temple Garden.  Please join us at thereception to be held at 6pm at Goddess Jacquelyn’s luxurious new mansion where the new sissy bride and Her Goddess will be available to entertain all the best men and guests as requested.

Guests are welcome to use the pool and Jacuzzi,swimsuits optional. Sissy Rhonda will serve drinks, snacks, model new Honeymoon outfits and swimsuits and generally provide whatever services guests require. 

A contest will be held to come up with the best tattoo for Sissy Rhonda’s ass cheek. The winner gets a bottle of champagne and the full-unrestricted services of Sissy Rhonda for the weekend after the Honeymoon.

One of Sissy Rhonda’s first duties will be to attend to Goddess Jacquelyn’s and her three best black men’s every need during the planned Honeymoon beginning in Las Vegas and then moving on to Hawaii on the famed Norwegian cruise ship, the Nordic Sea. 

Sissy Rhonda will of course not be allowed to consummate the marriage on the wedding night or on the honeymoon, as she will take a solemn vow of abstinence from sex of any kind without Goddess Jacquelyn’s permission. This will be enforced during the ceremony by locking a chastity device on Sissy Rhonda. Three keys will be presented to Goddess Jacquelyn for safekeeping. 

During the ceremony, Sissy Rhonda will also agree to give Goddess Jacquelyn unrestricted permission, with all rights and claims to adultery or infidelity waived, to have relations of any kind, including sexual with anyone at anytime and any place, and in any manner as she so chooses. Sissy Rhonda will lovingly encourage and support these relationships and will participate as Goddess Jacquelyn sees fit.

To witness this one-of-a-kind event, please RSVP by 12 noon Friday.

I hope I didn’t leave anything out.

Kisses, Goddess Jacquelyn

I’ve finally come to an understanding… at least for me… of why men exist and what their purpose is. I believe it helps to explain why a cuckold, or a Bull for that matter, is a natural state. Consider the curious phenomenon of sex between a male and female as the primary way of reproducing a species. Of the nearly 2 million species on the planet why is it that,with few exceptions,most of them use male-female sex and not cloning from a unisex version of the species? There are a few species capable of cloning this way and some scientists believe that when life was forming and evolving on this planet there were many more. The problem with cloning is that a single virulent virus or parasite that affects one member of a cloned population will affect the others equally and therefore easily wipe out the entire species. This problem is solved in nature by generating a variant of the female called male” that creates offspring with genetic variation …rather than a clone … thus making the species more resistant to extinction by parasites.

Further evidence that males are an adaptive afterthought comes from recent discoveries of fetus development. The natural default development path for the fetus is female. To create a male requires a drastic modification to the female template. This is done by flipping a switch that results in the creation of male testes, which in turn generate massive does of testosterone.

Since testosterone is a steroid, the male also possesses other attributes such as muscularity. This enables the value of the male to go beyond that of providing genetic variation. Clearly though, nature did not endow men with superior strength and spatial ability for the purpose of building skyscrapers or guiding laser bombs to their target. No, I think rather it was more nature’s intent for men to use these skills to provide support for women and their offspring,protect and defend, provide food and shelter and other resources. I believe that nature designed men to meet the needs of women. It is women who are really important to the long-term survival of the species since they are the ones that give and nurture life. This is not to say that men don’t play an important role,they do,but that role should be directed toward meeting the needs of women. Ways have already been found for women to reproduce without the aid of men. Jackie, our world would be better off if men like me learned to adapt and gave women like you more control.

Dearest Sissy,

I know you tend to be a spendthrift and a clutter bug and I do not want you squandering my money, or messing up my house so we will bring those despicable behaviors of yours to an immediate halt. I want us to start our marriage with a clean slate when we (and our Black Masters) return from our Honeymoon in Hawaii. So, before we go we will hold a massive garage sale of your things and you can get started on a proper tan for the trip. You will pile everything you own,gadgets, clothes, books, everything except your car, I’ll take care of that,onto the front lawn. You will preside over the sale wearing one of my old 2-piece pink bikinis. I know it’s a little small for you, but it should give you great sissy tan lines. Oh, and I have some special medical glue for you to use with realistic breast forms. I want everyone in our new neighborhood to know you are a sissy. Our Masters will come a little early so they get first choice and can take anything they want for free. I think Master Jake wants your golf clubs and Master Len wants your old TV. Let them have them and whatever else they want because you won’t need them anymore. When people arrive, be on your best sissy behavior including your best girlie voice and mannerisms and you are to take any offer, including free, for anything anyone wants. If there is anything left over at the end of the day it will be taken to Goodwill.

You will also sign over the car, the house, and all financial accounts to me. My lawyer has prepared a statement for you to sign that everything I own ,which is everything, now and in the future is my separate property and that you hereby forfeit any and all rights and claims to it, even in the unlikely event that we should divorce. You will cancel all your credit cards and I will personally see that they are cut up and thrown out along with your ATM card and checkbooks,though it won’t matter, since you won’t have any accounts. You will own nothing, not even the clothes on your back. Since you are a sissy in training you will wear my hand-me-downs and other things that I might buy or lend to you to wear, including skirts, dresses, panties, heels, hose, wigs, corsets, slips, camisoles, and teddies. I will give you a small allowance based on your performance and ability to please me and you will account for every penny you spend with receipts before you can get your allowance again.

Sissy, I know in your heart you feel that these steps ,though they are drastic, are best for you and will make you a better person. You know down deep it is what you want, and that I love you and want you to be happy in your role as a sissy cuckold slave to me. I’m so glad we’re getting all this worked out in advance. See you soon, baby.

Kisses, Goddess Jacquelyn
P.S. For your good and mine, I talked to Thad about being one of your occasional chastity key holders, alternating with Jake. I think it’s only fair since I’ve decided to go 100% black while cuckolding you and will no longer be available for him to fuck. I thought he would be a little upset with both of us, so for good measure, I also agreed to let him judge your tattoo contest at the wedding. He said he’s really looking forward to choosing the winning design and the person who gets your services for the weekend. He also plans to supervise the inking of the tattoo on your ass cheek at the reception and wants to add one of his own designs above your little cockette. I agreed since he offered to help with your sissy training and said that he had lots of ideas for you. So you can expect to be in his service also. As long as you co-operate fully I’m sure everything will be all right.

Damn! She is so right. In my heart it is what I want. It is my purpose to serve the needs of women. It will make me whole. But serve the needs of Jake and Thad too? I know they will humiliate and take advantage of my sissification and submissiveness to the maximum extent possible. But what choice do I have? I need and want to serve Her as a sissy cuckold more than anything. Yes Goddess, Las Vegas awaits. I’m coming. I’ll see you soon in my sissy cuckold dreams.

The End

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This sissy must confess that the House has changed and enlightened he.r life. Becoming a sissy is not a dream any more. It’s reality. She just needs Your excellent guidance and work. Hard work that is rewarded not only with badges and helpful… Read more “megandelux”

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I have found more relevant info on this site than the rest of the web put together.

The unworthy apprentice sissy writing this has written You many times asking for help. You have always made he.r life better. The House has been the very foundation of he.r life. Thank You again for Your efforts.*curtsey*.

The House is there like a beacon in the darkness.  You have done, and are doing, so much for the community and this sissy is very grateful.

i would like to thank you for the information and amusement Youve given me. This really is a mind teasing site. informative, educative, seductive and fun at the same time.

Sissify.Com is alive! i can feel the pulse of your heart and the heart of the Staff every time i log on. The passion that You and the Staff put into this program seems incredible to me. i can feel… Read more “sissy robyn”

This sissy is infinitely grateful that you have welcomed her into the House and given her a safe haven among like-minded people. Although she has only been here for a short time, she has made tremendous progress in her deep… Read more “sissy fraenzi”

I’m one of your loving, grateful sissies…..You have given me the gift of knowing I’m not alone.

This sissy doesn’t know what sh.e would do without The House to come to. This sissy has been so much happier after sh.e joined and has met a lot of sissy sisters that sh.e can relate to and confide in.… Read more “stacey”