Wow! It has been an active month for sissy training!  In October I picked up TWO ongoing sissy training sluts!  I can’t wait to share with you and have them come and post their sissy adventures. As you all know I adore sissy humiliation and training naughty little sissy whores. These two are definitely ranking on my top sissy bitch list.

First we have stupid sissy Brittany a naughty little bimbo slut that can’t think straight and is always making stupid mistakes. Halloween we had a special sissy date where Brittany was sent to the mall for a sissy transformation. For FOUR HOURS we were on the phone as I sent him to purchase lipstick, shoes, clothes and make-up. I’m going to let Brittany post in comments below to give you a blow by blow of our special sissy assignment. I had a great time and we really bonded, however it became very apparent that this sissy needed a lot of instruction and help. So Brittany Bimbo type complete details on our date and your training this week below in comments.

Next we have Sissy Melanie. A sweet little tramp that loves to please his Goddess. Sissy Melanie began with the assignment 7 Days Tease and Denial a series of audios designed to tease anyone, much less a naughty little sissy. Sissy Melanie was accustom to wanking every day! You can guess that this sissy really needed my control! Within 24 hours Sissy Melanie was mine! What an easy catch! I’m going to let Sissy Melanie post in comments his amazing journey into my sissy training program.

Ongoing Sissy Training

I enjoy ongoing sissy training. I decided when they can touch the stupid stick and when they get to squirt. It’s so much fun because I tease them to the point that will literally do anything! They beg, moan, plead and act like such naughty gurls! In-between our calls they request assignments and report to me via email and naughty sissy pics. With this they can earn a reward or punishment. Needless to say I love working them over and yanking their chain. Nothing gives me more pleasure then putting them through their paces.

So be sure your subscribe to this post below in the comment section so you can watch what I so to these sissies. You are welcome to make comments and give me ideas on how to train them.

Sissy Brittany and Melanie be sure to also give a proper introduction.

Let’s face it… if you’ve got a tiny cock and unable to measure up like a REAL  MAN you have no choice then to be sissy. If you have any designs on being with a strong sexy dominant woman, like me, you must accept your shortcomings and engage in humiliating assignments. Thus is the course for Sissy Loretta who is married to a cuckoldress. To further his humiliation she orders him to call me and beg to be reminded of his sissy status.

So sissy Loretta called me for a humiliating sissy assignment. He was already dressed in a white T-shirt with a black bra underneath. You could clearly see he was wearing a woman’s bra. He also wore a pair of women’s jeans and a pair of ladies loafers. Once in his car he called for his sissy assignment. He was instructed to go to the mini mart and fetch his mistress wife and her well hung bull a drink. I continued his erotic humiliation by instructing him to go into the store, as the clerk where the tampons and midol were. He was to purchase the tampons, midol and drinks then open the bottle right in the store and take two Midol. Of course what he wan’t expecting was his wife calling the store and telling the clerk that her sissy faggot husband was coming in to purchase drinks for herself and her well hung lover. The clerk was already expecting the sissy slut and they had an embarrassing exchange of words. lol The  wife also invited the clerk to a free blow job but he was too busy to take her up on the offer.

Sissy Assignment

Now I have an assignment for all the sissy whores that are below 5 inches. Pay close attention.

Get a measuring tape or ruler. Rub the little nub until it’s as hard as it can get. Now measure it and post  your sissy name and size below in comments so everyone can see just how small you really are. You must also write an essay about your humiliating tiny penis and how humiliating it is to have such a small worthless willy. This essay needs to be emasculating and convincing to show that you completely and fully understand that your small penis is worthless in pleasing a woman.  If I like your essay I’ll post a reply. Be sure to click the little box below your comment to be emailed on any follow up replies. I will post your reward or punishment right here.

Below is a free sample erotic audio that is humiliating and coerces you (you have no choice) to suck a big black cock. Imagine being made to wear panties and completely emasculated. The ONLY sex you’ll get is a change to stroke your tiny sissy cock, suck a REAL man’s cock and the watch him fuck your Goddess. If you’re a good little slut there’s a nice cream pie waiting for you. Who knows, maybe I’ll even let him fuck you!

Now imagine your own private, custom audio that describes great details on how I would turn you into an emasculated sissy cuck. Not only will I say your name, the script will be written and recorded just for you. You can download and listen over and over or simply request an online player and I’ll be happy to discreetly provide you a link. Close your eyes as I lure you into complete depravity.  Only $80.00 for 11-15 min, custom audio. For details please check the menu on the left or contact me using the contact section. Every little detail record just for you!

Click the player below to listen to this sample audio.

Be sure to subscribe to my sissy blog for updates and assignments. Just add your email address below.

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I can’t believe that a year has past and that I’ll soon be 34! My birthday is May 8th, on a Saturday and I am planning the biggest party ever! Last year, for those of you who remember, I had three college girl friends come up from Florida, a few well hung bulls and two of my favorite sissies. We started on Friday night and didn’t finish until Tuesday morning! If you check my archives for May 2009 I’m sure you’ll read about it!

This year I have two of the three women that were here coming for the weekend and they are sooooo excited. I also have a few friends I met at a cuckold party over Xmas. I know a couple, she a hot 40 something blonde bombshell and he a prissy little sissy cuck. We’ve been hanging out the last few months having some kinky fun. In fact she’s been with me during a few hot phone sex calls and even watched a few of my strokers on cam with me. From previous post you also know that LaRue is back in my life, now living in DC and we’ve hooked up a few weekends here and there. LaRue is a well hung black man I met in college. My two girlfriends from Florida are looking forward to fucking this hot black bull. It’s going to be one hell of a party! Needless to say I’ll be off that weekend.

Birthday Gifts

I do have a wish list, however this year and since I’m having this huge ass party I prefer gift cards from Amazon. Or if you’d like to contribute to our depravity and pay for liquor, sex toys and treats, you can call dispatch at 1-800-601-6975 and tell her that you’d like to tribute Josephine. You can tribute any amount and it all comes to me! Be sure to give her your email so she can pass it along and I can send you a special thank you and return gift. (wink)

Speaking of gifts someone sent me an awesome cookbook on Asian Cooking and they thanked me for an audio but they didn’t put their name. I do a lot of audios so please, if you read this THANK YOU!

I did get a new PC and its lightening FAST! Thank you J for this awesome gift. I am working on a new MAIN blog Sensual Role-Play www.sensualrole-play.com – this will soon be my main blog, however I will still be posting here. Go over to Sensual Role-play and subscribe so you don’t miss anything. It will feature live podcast and cover all types of sex, not just kinky sex.

Couples Phone Sex

I am also working on a site and blog that specializes in phone sex for couples. Imagine doing a hot call with a girlfriend, your wife or any special friend? (wink) We can play, have hot phone sex or I can watch you on cam getting naughty. It’s also a great way for me to orchestrate or teach your playmate how to do kinky naughty things. I have had tremendous success with couples and soooooo much fun. I am really looking forward to this. The site will also feature other ladies, fantasy consultants and together we’ll write helpful & HOT articles to help couples explore fantasy role-play, fetish and sensual kinky fun! If you’re interested in more information or arranging a call now, please email me empress.josephine at Yahoo.

The site is still being worked on, however if you’d like to get a head start and subscribe for updates there is a subscription signup on the right. www.phonesexforcouples.com

For an erotic phone session with Empress Josephine, call 800-730-7415

Must be 18+
Calls are $2.50 per minute, with a 10 minute minimum
Discreetly billed to your credit card
http://ratemycall.com

I have received Instant Messages asking about my Valentine Weekend. I began my weekend on Friday and finally ended Monday night! Originally I planned to be online Sunday morning to take calls but we were up so late Saturday night I slept late.  Then Sunday we had mimosa’s in bed and before you knew it everyone decided they would head back to work on Tuesday.

I ended up spending V-Day with LaRue, my old college  fling, a well hung black man.  You may have remembered that after many years he found me and we’ve been kicking it a bit. I also invited a few other friends; Missy, a sweet cucked sissy and Isabel, a female slave I’ve been seeing the past few months.  She is almost as kinky as I am only submissive.  We allowed Missy and Isabel to wait on us hand and foot.  It was great having Isabel there because even though naturally submissive she did a great job ordering Missy around. (laughing) Isabel even stuck a feather duster in Missy’s butt and ordered him to dust just so she could laugh.  She has this sweet southern draw that is sexy but sometimes makes you giggle.

The entire time was filled with so many kinky scenes it would be impossible to write it all down. I will give you the highlights;

• Missy is no longer a virgin
• Isabel had her first black monster cock – I fucked her ass with a strap-on while LaRue fucked her pussy. (Can you imagine this?)
• LaRue is a lot more kinkier then I thought.
• I am more kinkier then I thought. (laughing)
• Mistress ALWAYS wins
• I can’t wait to do it again!

Within those few days we explored; foot worship, cuckolding,  sissification, strap-on anal, erotic humiliation, smothering and so many things! What was nice is how everything just kind of floated into the next. In-between we relaxed, cuddled, took naps, walks and just had a great time.  I do admit that there are some of you I missed a lot. We’ve become so close over this past year that I look forward to your Im’s, sexy comments and notes.  I admit that I am becoming addicted to adoration and my life will never be the same. So in all actuality I guess I could blame some of you for corrupting my imagination with all these wild and kinky ideas. (laughing) I can’t even tell you how many times I’ve listen to you on the phone, engaged in a fantasy, got excited and tried my own version at home.  So thanks to you I am now part of  The Naughty Bitch Club. Does anyone else wanna join?

Sissy Sara is a naughty little slut that pretends to be innocent.  I decided to treat her to a few big black bulls and meet up with an old college fling.

Sissy Sara is a naughty little slut. Sure, she dresses in pigtails, petticoats, pink ruffles and bows yet behind that innocent smile and pink painted lips is a filthy cock sucking mouth! Sissy Sara is a whore but not just any whore…a COCK SUCKING BLACK COCK LOVING LITTLE FAGGOT WHORE! Sissy Sara *thinks* she is fooling everyone but she’s not.  I have the pictures to prove it.  Sara had a few too many martini’s one night and I decided to take full advantage of the situation.

Once Sissy Sara was two sheets to the wind I told her we were going to a friends house to visit. Of course this excited her because she’s such a little tart who loves showing off. Instead I had contacted LaRue, my black bull lover from college to meet us with a few of his well hung black friends. When I got Sara to my house I instructed her to change into a cute little pink nightie and matching rumba style panties. These were SPECIAL spanking rumba panties that had a drop down seat. Once she was dressed I ordered her to go into the bedroom and wait for me. Being the slut that she is, a tipsy one at that, she went right away.

I opened the door and there was magnificent LaRue, the big black cocked stud I remembered in college and the first monster cock I ever sucked and fucked.  I was so happy that he hunted me down after all these years and ecstatic that he too had thought about cuckolding. There they stood in all their glory… THREE black bulls. I invited them in and gave them a quick update on Sara.  She likes to play this “Stop, don’t stop” game and pretend she doesn’t like it. It was a special treat for Sara but I admit that I had an hidden agenda; to fuck every single one of them!

By the time I brought them into the bedroom they were naked. My pussy twitched as I watched the big black cocks and chiseled bodies. I came very close to forgetting about Sissy Sara and keeping them all to myself.  We opened the door and there was Sara, laid out on the bed like a precious little sissy slut. You should have seen the look in her eyes when she glanced up and saw these three big studs walking in with me.  Right away they began to work her over. One climbed up and straddled her face to fuck her mouth. Another got between her legs and began trusting his huge black dick against her clitty. The third looked lost with no where to go so being the compassionate woman I am (laughing) I decided to suck him and keep him hard for sweet sissy Sara.  They took turns fucking her. In-between I gave the little bitch a break and mounted one of the new bulls.  My pussy squirted all over Sara’s face as she licked my clit while I rode the bull.

Later that night I sent Sara and the two new bulls to the guest room. I wanted time a lone with my big black lover. We had a lot of catching up to do.  In fact it took us a few days to do just that. Did you miss me? (wink)

Where have you been you nasty little whore? I have been waiting for you all night.  Look at you! Look at your clothes! What is that crusty crap in your hair and on the side of your face?Is that what I think it is? Ewwww you filthy little sissy bitch! You even got stains on your clothes. Have you been out fucking around again? I thought I told you that I OWN you and that mouth and pussy belong to me.  That means I decide who uses that whore hole and filthy mouth of yours; I decide who uses that money maker.  And you’re out giving it away for free? Are you so addicted to cock that you’ll go against my orders just to shove DICK in your mouth? I know you love man milk, you cum bucket whore, BUT I am the one who decides when you get to feed on cock and who bends you over and fucks you.

That’s it you little sissy bitch… you’re going to be punished.

First I’m taking away your panties. You can wear ugly cotton boy boxers. How humiliating to see a sissy in boy boxers. Next, I’m spanking that ass until you’re black and blue. You won’t be able to sit down for a week! I’m also restricting you from all cock for two whole weeks! That’s right whore…NO COCK FOR YOU! This means another one of my sissy cucks will help me drain my bulls balls and get those big monster cocks ready for me to fuck. You will sit in the corner, in your boy boxers and watch another sissy cuck suck that big juicy cock. Maybe then you’ll think twice about slipping away, without permission and whoring yourself out.

Your email:

 

For a phone sex session with Empress Josephine, call 800-730-7415

Must be 18+ to call
Calls are $2.50 per minute with a 10 minute minimum
Discreetly billed to a major credit card
http://ratemycall.com