Smitten Kittens Steamy Journal

Are you looking for feminization training? Well, then you need to prove just how good of a sissy you can be for me. I am going to pull you by your long wig and wrap your wimpy hands firmly around my strap-on. Do you feel how realistic my rubber cock is? Feel how hard, firm, thick, and long it is? I am going to make sure to teach you a lesson, a cock sucking lesson, as you’ve been a naughty cross dresser sissy lately.

When it comes to feminization, I have no limits. Our sessions can be a simple GFE (girlfriend experience) where we share secrets, or tips about clothes, make-up, boyfriends, etc. Or, as hardcore as me dressing you up and making you suck off my well hung black friend. You decide but you will be a good sissy slut for me, oe there will be consequences.

Written By: Kimberley

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           I love when you visit me, we have so much fun together.  Sometimes I think you just should have been born a girl. You are so pretty, with a fragile body that is just meant for fishnets and corsets.

The Absinthe is flowing and I decide it’s time to bring up the subject. We are in my dressing room and I see you looking at, and touching all my lovely silk lingerie. I start by telling you that you would look so hot in eyeliner and lipstick. You look at me so excited, and say “really?”. Absolutely!  What about these sexy fishnets? Ah, but your legs are hairy. I don’t even ask, but take you to the bathroom to shave any body hair. 

We are back in the dressing room and I am putting fragrant body cream all over you. You are sort of cooing in happiness. Then I bring up the corset, panties and mini skirt. You are all in and prancing around my loft. How sexy are you? Then I tell you that you could pass for a girl. You are excited and I suggest we try out that theory.

I text a few of my guy friends that you have never met. We have a few more drinks and you are really getting into it.

How sexy and pretty you are. Of course, I left out details of what I told my friends. I guess you will figure it out when you are bent over my couch getting slammed. 

Written By: Lady Rayne

     After a very long day at work, I just wanted to relax and unwind. I opened some wine, and removed my annoying bra. My son called to tell me he wouldn’t be able to make it home due to weather, and was staying at a friends house. Something seemed off in the house, but after a few more glasses of wine, I was relaxed.

I went into my bedroom to finish changing, and noticed my panties were spread out all over the bed. This was odd, maybe I forgot I did it with such a long day. I decided to check my nanny cam to make sure nothing odd was going on.

It was my neighbor Ryan! I saw he was wearing my lingerie and dancing. I might have been mad, but this was just too much fun. 

I texted him, and told him to come over. I said if he didn’t, I would tell everyone his secret. I decided if he was going to dress and act like a bitch, he needed to do it right.

I immediately made him strip so I could see what we were working with. First, we went into the restroom to get rid of all that nasty body hair. Then I dressed him in pink frilly lingerie. Oh, how cute he looked. I finished him off with makeup, a sexy dress and heels. I dressed up myself, and we went to a dance club. 

Men were flirting with him, and he was having a blast. I explained to him that he needed to do something for me. I instructed him to go to the restroom and wait. I figured since he broke into my home and went through my things, he could make me a little money by me pimping him out. 

Written By: Suzanne

Let’s face it, you are a fag.  That’s cool though, as I love fags. Most girls watch guy with girl porn, but I watch guy on guy.  You’re still trying to decide if you are gay.

You dislike pussy, even mine? You are a queer. Fucking face it, you love cock. You are gay. Maybe it’s time for me to show you just how much of a queer boy you are.

I love how you blamed your boring girlfriend and told me that if she were more experimental. Guess what? You would still be a cock sucking fag.

Guess what else? Maybe I should just contact her and blackmail you. Maybe, I would be doing you a fucking favor, so you can get all the cock your fag mouth and ass desire? I am just here to help in the end. Now, if you believe that!

I’m in the room looking hot as fuck, your boring girlfriend is there, and then we have a tall muscled guy with a 10 inch cock. You’re down on your knees before he can even unzip his pants. Guess what, you are a fag!

Written By: Malaya Maxxx

I’m a bit of a panty whore! I have every kind of panties you can think of. I change my panties 2-3 times a day so they tend be all over my bedroom.

One of my favorite types of calls I get is from panty boys! Right off the bat, we have something in common. It’s such a fun call because I get to talk about my panty obsession, and describe all the different kind of pairs I own. I love hearing what my panty boys are wearing, or would like to wear as well.

We don’t have to stop at panties, I would love if you fully dressed up in a lace bra, garter belt, thigh highs, and a hot pair of stiletto heels. I want you to describe to me how good the silky fabric feels on your skin.

Dressing sexy always makes me feel so horny and I’m sure it has the same affect on you as well. We will both get so turned on during our call that we both make a big mess in our panties. Doesn’t that sound like fun?

Written By: Gracie

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 You have been snooping in my bedroom again, haven’t you?  You see the sexy red satin panties on my bed. For a brief moment you think about me in them, but then your thoughts go in a very different fucking direction. You check the time, and know I won’t be home for several hours. You giggle, as you rub them against your face, feeling how soft they are. Checking the clock again, you  slowly strip as you watch yourself in my full length mirror. You put on Bump and Grind, and begin to dance as you slip on my red panties. You run your hands down your body, feeling so sexy.

You hear laughter at the door, and turn around to see me and 2 friends watching you. Don’t you look so adorable?  My girls dance with you for a few, as I pick out sexy lingerie for you. A red clincher, red 6 inch stilettos, red satin bra, cherry red lipstick, and a red wig. You look like a slut! You’re so excited, and begin to dance some more. 

You beg us to take you out for the night with us. We pick the perfect dance club. There is always hot professional men looking for a walk on the wild side. You flirt with the bartender, and you get all our Painkiller cocktails for free. That gives us all an idea. We’re all giggling but you have no idea why. I talk to the bartender and soon men are waiting in line at our table. I take their money and follow you into the restroom. You pull up your dress and take off your panties. A line is forming, and I watch you take 4 cocks at once. Quite impressive, I must say.

Happy Valentine’s Day to all my Sissy Sluts!

Written By: Harley

  It is our first date. I hadn’t seen you since high school. You look hot as fuck, but there is just something that seems different. I can’t quite figure it out.

After a fun date, I was starting to think the chemistry was off. You are in town for a few days so you stay at The Ritz. You invite me to spend the night. You tell me not to worry because the suite is huge, and I can have my own room. Definitely looking like no chemistry. Of course, once I got a look at your cock while you are changing, I knew there definitely won’t be any fucking.

I fall asleep, and wake up to the sounds of you giggling and trying on my lingerie.  You are posing, smiling in the mirror, and being very girly. Things are starting to make sense. It’s still a bit early, so I excuse myself, and explain I have forgotten a few things. You ask to go with, but I tell you to try on more of my things, and I will be back shortly.

I return wearing something most unexpected. A man’s suit. You lick your lips when you see the bulge in my pants. You crawl to me and unzip my pants. You smile when you see I am in sexy black lingerie. You are in frilly, lacy pink. You beg me to let you suck my strap-on. While you are on your knees sucking my cock, you hear a knock at the suite door. There is 5 very tall, muscled and hot men. I sit back and watch. Commanding you to be a good little girl, and please my friends. This is going to be one hot, dirty, sexy, filthy night.

 

Written By: Tiffany

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            It’s late and you text me for advice. You are starting to have these sexy feeling for your male co-worker.  You turn red and gush when you talk about him. You tell me you aren’t gay and that you love women.  Lady Rayne knows the truth, she has always known the truth about you. You need a total make-over so your love interest will know the truth as well.

You arrive at my loft and immediately pour us some bubbly. You say that this is an occasion after all. No, you aren’t gay. You are just too funny sissy boy. I lay out your new clothes and you’re just giddy. All pink, white and frilly. Aren’t you just the cutest. I dress you, and apply your make-up. 

We head to my favorite dance club. You are on the floor bumping and grinding on this super hot, tall, well built man. I approach him and make us a date. You’re such a little sissy slut! Make your Mistress Lady Rayne proud!

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Written By: Lady Rayne

Desperate Times Call for Desperate Measures

He has been unemployed for a while now. He had been a Professor of Woman’s Studies at a small university. Because of budget cuts, they had eliminated his job. He was popular with the ladies. The young, hot women in town found him sensitive and sensual, a man who really understood women and knew how to please them.

It’s hard to feel like a man when a beautiful lady at the bar asks what he does for a living. The ladies lost interest in him and he had not had a date in months. Also, his bank account was dwindling down to nothing. He was losing everything he worked for all these years. 

He learned of a teaching position at an elite all-girls college on the east coast. There was one problem, they had very few men on the faculty, and he knew his chances to get hired were not in his favor.  

Instead of wallowing and feeling defeated, he contacted me. I oversaw his full transformation to becoming a woman. I gave him a head-t0-toe makeover. He had always enjoyed wearing panties and thigh highs, but only for me in private. I coached him about hair, makeup, and lingerie. Although he found it all humiliating at first, he got the job.  With my help and counsel, he nailed the interview.

Feminization is possible, so let’s have some fun. 

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Written By: Brynna

I have trained you well. You are my obedient and beloved submissive. Time for us to play. I left a little pair of pink panties for you to wear. Love that shade on you. Makes it look like you have a little pink pussy. 

Time for a session, my pretty little bitch! 

Bend over and show me your sweet ass.  Show off for me. I grab you and hold you still. I tenderly caress your cheeks until you feel that first sharp, intense sting. Feel my hand spanking those cheeks of yours and making them hot and red.  Beg for more.  “Harder, Mistress Koko, Harder.” 

After your spanking, I push your pink thong to the side. Not a hair between your legs. Soft and smooth, just the way I like you. I grab your balls and squeeze. Without hesitation, you beg, “Harder Misstress Koko, squeeze harder.” 

I let go, and you collapse to the floor, gasping.  I give your ass a swat and make you get up on all fours.  I put on my big black strap-on. After you suck it to make it wet, I slowly fuck your hot boy pussy. I tease you. I laugh as I fuck you gently and softly. You beg and beg for more. There are tears in your eyes from frustration, as you beg and plead with me, “Fuck me harder, Mistress Koko, Oh please, fuck me so much harder.” 

I control your orgasms!  You cum when I make you cum!  

Mistress Koko 

Written By: Mistress KoKo

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You and your sweet Mommy Morgan are enjoying a  fun summer. The weather in the Midwest, at the start of summer, was cold and rainy, but July was beautiful. There are only a few weeks left of summer before you have to return to school. Mommy has been shopping and running errands to get you ready for a new school year.

Today, you woke up late. The sun in your eyes did not wake you up this morning. The sun is hidden behind the clouds today. It is a rainy day. At first, you mope around the house complaining about being bored and having nothing to do. Mommy tempts with you movies, books, a jigsaw puzzle. You roll your eyes at her and pout as you continue to play your video games. Even that gets boring.

You look around the house until you find Mommy painting her fingernails and toenails a pretty shade of pink. She looks pretty sitting there in her shorts and tight sexy top. You lay your head on her leg. She asks you to finish painting her toes. You admire your work. They look beautiful, and you blow on them to dry them.

Mommy rubs her fingers through your hair and whispers something naughty in your ear. “How about since you are so bored that Mommy paints your fingers and toes with this pretty shade of nail polish?”

You are horrified at the thought. That is for girls, only girls, but Mommy has a way of convincing you that it would be a super fun and silly thing to do on a rainy day. You agree to let Mommy do your nails, and you are surprised at how much you like them. Then she suggests panties and bra. What? Has Mommy lost her mind! You remind her over and over that you are a BOY, not a GIRL!

By the time that Mommy gets done with you, you are wearing pink panties, pink bra, tall white socks, black heels, plaid skirt, and white top. Your hair is in pigtails, and you have lip gloss on your lips. You look like a little slutty schoolgirl! Now it is time for Mommy to show you how girls play together!

In need of a wonderful forced feminization session with Mommy Morgan?

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Written By: Mommy Morgan

I have a caller, A, and I can’t put into words how pathetic this man truly is. It’s hilarious! First, he’s married and his wife won’t even let him fuck her— she fucks HIM! She and her friends have a good laugh at his expense. Strap-on play isn’t even the best part. He cums super quick. When I do calls with him, I put the stopwatch on and time him. I know it’s hard to imagine, but he cums in less than a minute— sometimes twice! It’s soooo funny! And the girly little noises he makes. Holy cow. I laugh so hard at him. Now his wife is making him take real dick while she and her girlfriends laugh and cheer him on. I love a man that knows his place.

Written By: Bambi

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      I love it when sex conventions come to my city. There is such an exciting feel to that time. I love looking at all the new porn, sex toys, and people watching.

An old friend of mine I hadn’t seen in years was there with her slave. She had him in just a thong, and he was collared. Between you and I, I believe he was pretending. I can tell a real sub by the way they look, speak and act. 

I made a deal with her to do a bit of a switch. She could have my very well behaved but tiresome slave, and I will take and train hers. After the convention, we all went for a few drinks with our slaves in tow. We went to a very slave/mistress friendly bar. We had a wonderful time and were a bit tipsy.

          Once I returned home, I began to train him. I was extremely harsh because he needed to learn his place. After flogging, a chastity belt, and a rather large butt plug, he learned his lesson well.

Are you a sub who has lost his Mistress because he misbehaved? Call Lady Rayne and be taught how to please your Mistress.

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Written By: Lady Rayne

I love this time of the year. Cocktail parties, shopping, out with good friends, and the anticipation of my slaves. I sometimes wonder who looks more forward to gift giving. My naughty boys or my nice boys? My gorgeous retro tree is up, and we are sipping Merlot. Next week is a special coming out party. One of my slaves has finally called my strap-on a cock after all my prodding and teasing. He officially loves balls, cock and being a jizz junkie. We went through Eros and found him his perfect fuck. When I told him he would have to share, he got extremely whiny. Lady Rayne detests whiny boys.

Are you naughty or nice? Let’s decide together.

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Written By: Lady Rayne

     I love lingerie so much! Even if I have the odd night where I am alone, I still wear sexy lingerie. Red and black lingerie is my absolute favorite. I am very picky too. I have every little baby doll, teddy, and slip on scented padded hangers. 

That is how I caught you!

You were doing some tech work for me, and I came home for lunch to bring you some sushi. I took off my heels, so I imagine you didn’t hear me at first. I called your name, and then you frantically began to put my lingerie back on hangers. In your haste, you forgot the panties that were tossed from the hamper.

     I always suspected it was you. You seemed to be way too interested in my lingerie even with it not on my banging body. Don’t be embarrassed. I always wanted a dress-up doll. Let’s see, I think pastels work best for you. Don’t be shy, I have always wanted a Lingerie Princess to play with. 

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Written By: Dirty Daphne

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I couldn’t decide what to wear for girls night. I have so many sexy dresses, heels and panties that I needed some help choosing. Who better to help me decide than one of my sissy boy friends. I mean he is good for so many fucking things, and fashion is just one of them. My condo is pretty much a 24/7 party so when I came back down in my shortest dress and stilettos I noticed two of my fuck buddies where over too.

It was obvious they thought I looked amazingly hot by the bulge in their pants. Normally I would have fucked them both but I had plans, and we had reservations for table service at a very hard to get in club. I winked at my sissy friend whose mouth was already drooling. LMAO, not at me, at them, of course.

I love guy on guy action, but I didn’t have time to stick around and watch. My Uber was waiting and my wet pussy would have to wait till I got in the car. I can always count on my deviant lot of friends. While I finger banged my hot, creamy pussy, they were sending me pictures of sissy boy sucking cock and getting fucked. An awesome start of girls night.

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Written By: Harley

I have been asked so many times if size matters. I say “no” but that is assuming it isn’t a wee little 3 inches of empty pants. I have never been with a man smaller than 7 inches and well, 3 inches is a clit! Can you imagine being with a new man reaching into his pants, wet and ready to fuck only to find 3 inches? I wouldn’t be able to decide right then if I am disappointed or find his lack of a real dick hysterical.

Ah, but once I see how little a man can be he has only one use for me, and that is to be my little sissy bitch. I gather my friends because some humiliation is most definitely in order. I mean, he can’t even stroke it like a real man can, it is just too fucking little. What is the best thing to do when you realize you’re ridiculously small?

Call Lady Rayne for the only thing a wee little dick needs, some cruel humiliation.

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Written By:  Lady Rayne

       I see the way you look at me, but it isn’t that you want to fuck me, you want to be me! Trust me little sissy bitch, you couldn’t handle being me. You are way to girly and giggly to be me. To be me, you must have ice water running through your veins and have no mercy with fools like you. 

Go to the garage and get ready for your company fag face. I have your pretty pink clothes hanging on the rack. I want to see your makeup perfect like I have taught you and that wig better be on fucking straight. Make sure it is pinned on so when you’re getting your face fucked it doesn’t come off. Who the fuck wants to see a bitch without her hair?

The men are on their way over and I plan on you making me a lot of cash. I did pay for your clothes, makeup and hair sissy slut. Don’t forget my cruel streak. Disappoint me and your night terrors are minimal compared to what I will do to your ass.

  Deviant Malaya Max

Written By: Malaya Maxxx

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It is a cold, snowy day this Sunday afternoon, but you are bored. You are super excited about watching the Super Bowl later tonight, but the game does not start for hours. You mope around the house trying to find something to do. 

Mommy is folding laundry, so you sit watch her. Your Mommy is so pretty that you just like watching her. 

She teases you about just watching and talks you into helping her fold clothes. There is a pair of her silky red panties on top. Mommy watches you slowly pick up her panties and attempt to fold them. She notices that you are nervous but excited as you touch them. You ask Mommy where is the matching bra. 

Mommy likes watching you touch her panties and enjoys your inquisitive nature about her lingerie.  She comes up with a game for you to play. After everything is folded, the two of head up to her bedroom. She pulls out the matching red bra to those panties, and Mommy makes it a fun game. She talks you into wearing the red bra and panties. 

Mommy is in a wicked but playful mood. She makes you do things.  She teases you and manipulates you into becoming a “good girl” for her!  You are embarrassed and humiliated, but excited at the same time. Seeing that smile on Mommy’s face is thrilling for you. You do everything she tells you to do, despite it being sexy and naughty! You are a very, very good girl for your Mommy Morgan. 

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Written By: Mommy Morgan

Slave, you have such a hard time saying what you really want and need. We both know a big, thick hard cock is preferable to a dildo. Sometimes when I am pounding you hard you beg for my cock. You plead for my thick, hot load of cum.

I feel it is time to cut you off till you can admit it really is a cock you crave.  You dress like a sissy slut, want to devour the cum running down my leg, so admit your needs to Lady Rayne. I won’t tell, but I will bring in a sexy man, with a huge cock to take care of both our needs.  I know what my bitch boi needs!

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Written By:  Lady Rayne