Tag: sissy training phone sex

I taught him his place

sissy training phone sexSo there’s this guy that lives across the street from me and I can’t stand him – he thinks that he is hot shit and can do whatever he wants, but he has a thing or two to learn from this bitch right here. Every weekend he lays out in his front law with his shirt off looking like he owns the whole neighborhood and after I slip a little something in his drink, I know that he will be easy to smuggle right into the house. Once he wakes up I won’t stop my games until he admits what a little bitch he truly is, and I know this one is going to be extra stubborn, because he has been lying to himself his whole life. I’ve brought my panties, both clean and dirty, my strap on, my prettiest clothes and makeup. It always starts with denial and anger of accusing him of being such a sissy boy bitch who truly only wants to be fucked in the ass, wants to wear the prettiest clothes and have no hair on that boyish body. I’ll make him put my underwear on, and shave his legs, I’ll make him tell me how much he fucking loves it. Once I have him all dolled up how he likes, I’ll make him do his makeup and beg me to fuck him… oh and he will. It might take a bit of forceful convincing, but I am sure this little fuck will be ready to come out of the closet once and for all. I can’t wait to use my beautiful fat strap on, I know he hasn’t ever had anything this big in his ass before. Once I force the tip in I know he will struggle, beg and plead for me to take it out, but I will only fuck him harder and deeper, making him take it all, as he screams for me not to stop. I’ll make him scream and yell, moan and beg for more and tell me how much he loves it…right until the end he’ll tell me what a sissy bitch he truly is.

My Own Private Sissy

sissy phone sex analAs a grown ass woman, well special woman, I don’t ask much for Christmas. But this year, I wanted a sissy. My very own sissy I could dress, humiliate, shame and use.  Not sure why. I think because when I was young, being forced to live as a boy, I was not allowed to play with dolls, and sissies are sort of life size dolls, but better because they can do shit for you. My company here has a site sissy and the girls have so much fun taunting and laughing at her;  I decided I wanted one of my very own. The only thing I asked Santa for this year was a sissy. Sure enough, under my tree was a sissy just for me.

I dressed her as a pretty little sissy shemale helper. It was like she was my private Barbie doll. I dressed her from her pretty red undergarments, to her slutty little Santa dress. Even put a wig on her and did her make-up. She was to be my assistant of sorts. We began with her shaving my body. I like to remain hairless from my head to my toes and everywhere in between. She gladly shaved my legs and all my nooks and crannies.

sissy phone sex tranny dommeShe also cleaned my house, made me lunch, cleaned up the dog crap in the yard… I was in heaven.  Why did I not get a sissy sooner? I played with her on that first day to try her out. Tested her cocksucking skills, rim job ability, and of course had to see what kind of ass pounding she  could handle. She struggled with my cock, it is pretty big, but she understands she is here to do whatever I need. She understands my needs vary from being a sissy maid to a sissy sex slave.

Every day she services me in some capacity. From cooking me dinner, to wiping my ass and everything in between . Her ass still needs some working on. It’s so tight. But daily fucking  and dildo play will loosen that backdoor pussy right up. The best part was now I have a live in pretty toy to take care of my sexual needs. If I want my ass licked, or my balls drained, or I need a tight fuck hole, I have one at my immediate disposal.  My house stays clean, and my cock drained. And, I have the gift of laughter right in front of me too. A sissy is the best gift ever. 

sissy training phone sex shemale

Happy New Year with Cock Control from Brooklyn

I want to wish all the fuckalicious callers out there, a Happy New Year. I declare 2015 the year of cock control.  Regardless if you have a cock or a clit stick, all men need to learn that the only one that should control their dick, is a woman. I mean we are superior. We are gorgeous.  We do deserve pleasure before you. All the foxy freaks here at Fuckalicious deserve orgasms before you.  If you are a worthless sissy fairy fag with a bean for a dick, then you don’t deserve to cum at all. In cases of pin dick losers, I control your cock completely. I may put it in panties; I may put it in a cage; I may slap some diapers on it; I will definitely laugh at it; I may even trample on it with some pretty high heels;  and I will certainly deny it. So, if you have less than the 8 inches I required to allow into my perfect pussy, I will definitely control what you do with your sad excuse for a manhood.

Now, cock control applies to you well endowed boys too. I find that many of you big dick men think that size is all that it takes to please a woman. You stick it in, rabbit fuck us for a few minutes and shoot your load. Now, a few minutes of heaven may be all fine and dandy for some women, but not any woman worth keeping. Not any goddess like me. That is where my cock control comes in to play. You need to learn how to properly use your instrument for MY pleasure. Cock control may include guided masturbation instruction or tease and denial games, even a little edge play to help you learn some self control; learn how to last. It could include a little sensual domination or pussy worshiping to make sure you put my orgasms above your own. I don’t care if you have 2 inches or 12 inches, if you do not know a woman cums first, you are not a man.

Cock control is needed by many men. You are hedonistic creatures that often can’t put your dick down long enough to think about how to make a woman cum.

Trapped Sissy Fantasies

Do you fantasize about dressing up in women’s clothing?  Good! I can turn you into a sissy faggot unlike no other.  I love beautifying and turning strong manly men into a fucking sissy. I cant wait until I make you  into a slutty bitch.  After I’ve incest sex2dressed you for the part I take you to a hotel room and let the fun begin.  I have just the right situation for you.  Those two men down the hall they are just itching to fuck a sissy faggot  like you. They paid me well  just to let them stick a cock in you. They are going to want some nasty sex and won’t take no for an answer.  I sit back and wait for the fun to begin.  I get off  watching  you suck your own ass juices off their dicks. They plunge in and they stretch out your tiny little hole.  Don’t you worry your pretty little heart.   I’ll take good pictures for a reminder or for future blackmail when you don’t follow my directions.  I love taking control of every situation and this is no exception.  When these men are done I will find a few more to make you a complete making sissy for the night.  I suggest you hurry along and get dressed for your big event as time is short there are horny men outside.  Comb your hair, freshen up your make up, put on some bright red lip stick check your hose for runs and please don’t forget to grab the lube.

Finally the door opens and the fantasies begin. incest sex1

 

Naughty Secretary Phone Sex: Sissy Training Holiday Party

I have a part time office job. I don’t have to work. I don’t even enjoy working, but this office job is unique. I am paid really good money to simply give “dicktation.” I have no real skills. But, when you can deepthroat massive cocks, you find yourself in high demand. So many women just can’t swallow a huge shaft. Since I am a total size queen and won’t get out of bed for less than 8 thick inches, many well hung corporate executives need my special skill set to get through a grueling work week. I have been the big cock blowjob secretary at an all male law office for a few years now. The smallest cock in the firm is 10 inches; so I would work for free, but I am not going to complain about a 6 figure income a year to suck real men off.

Every year they throw a wicked wild holiday party. They hire male strippers, bring in a celebrity chef and bartender for catering, even hire a few pretty whores to help entertain the guests. Besides the whores and myself, it is an all male, all well hung party. No sissies or tiny dick losers allowed. Well this year’s party was the kinkiest ever. Somehow, two tiny dick losers snuck in. I guess they had huge wallets and thought that would make up for having clit sticks. My bosses recognized that I am too hot as were the hired whores to service anyone with less than 8 inches. No amount of money will make me lower my standards.

Being the mean size queen I am, I suggested we sissify the girls who failed to measure up. I love humiliating tiny dick losers, especially ones who do not know their place. The rented whores joined me. We got them all prettied up and made them suck off the male strippers. Dressed them like pretty sissy Santa sluts.  Even had them bend over and take it in the ass by the real men. I  put on my big red strap on and fucked them like the  sissies they were. The strippers enjoyed humiliating  the sissy fairy fags too because they thought they were better than the rest of us simply because they had money. At this office holiday party, big cock was the only thing that mattered. Last year’s party I was sucking big dick and getting fucked. I did enjoy some of the hot hung strippers, but I spent most of the party training the new sissies to suck cock and take it in their back door pussies like good sluts. Even made them  drink cumnog! Got to get sissies hooked on cum early on in their training.

Even though the office Christmas party was different this year, it was still wicked kinky fun. Only thing I enjoy as much as a big hard cock in my holes, is putting tiny dick losers in their place!

Sissy Phone Sex

Go ahead and get ready for our sissy phone sex session.  Dig deep into those secret coves and bring out your sexiest feminine ensemble that you hide from your wife.  I got your attention now don’t I?  You can’t help it that little dick is all you have, the feeling of those soft silky panties and nylons are just what you crave. You work in an office by day wearing all these suits trying to do manly things. Though at night when the wife asleep and you are all alone you  are a sissy fagot.

With every call you live in fear that I will expose your dirty little fantasy. You can’t stop, you need me!  I make your dreams reality. Your cock gets all tingly as we talk about how you love being a sissy fagot and how you’re not good enough to be a man. Put that dicky away and let me finish.  I know what truly turns you on is when I tell you about how I’m going put you in a bathroom stall and set up a glory hole where you can suck thick pulsing strange cocks that are just calling your name. I will spank your ass while you swallow that hot jizz. Lick those lips tasting all you can, it’s not every day you suck so many cocks.  Then I’ll plaster your ass up there where you can just get fucked by every tom, dick and harry.  I bet your panties are just so sopping wet by now, go ahead pull out that puny excuse you have for a dick and start rubbing it.  Do you think I’m going to let you cum? Ha ha ha. You know you can’t confess these secrets to your wife that’s why you always have me to turn to, slutty cock sucking faggot. Don’t worry I your secrets are safe with me…maybe.

Sissy Training Phone Sex with Brooklyn: Fitting Room Rendezvous

I have a new sissy in training. I’ve got her looking like the pretty girl she was born to be. I mean she was born with a clit stick, not a cock. From the moment I met her, I knew she was just born in the wrong body. Just because she could not fuck me, did not mean she did not have a role in my world. So, I have been grooming her to be my newest sissy. Today, she dressed herself for my approval. When she picked me up for our shopping trip, she looked gorgeous. She had been paying attention to me in regards to how a whore applies makeup, dresses, styles her hair and does her nails. The true test would be if she could convince others she was a true pretty girl.

We went into Victoria Secret and immediately all eyes were on us. Well, most eyes were on me. But my sissy caught the eye of a pretty handsome man. Now, I have been teaching her how to suck cock too, but technically she is a virgin still. She has only sucked dildos and the like. I gave her a sissy assignment. I instructed her to go find something sexy to try on, and get that guy into the dressing room with her. I wanted her to give her first official blowjob. She did exactly as she was told. As a sissy trainer, I was so proud. I followed them into the dressing room, got myself in the room next door and stood on the seat to look over. I had to watch her give her first blowjob!

I was shocked that she did not seem nervous at all. She was on her knees with his cock out. It was a much bigger dick than I thought by looking at him. I was a little jealous.  Her pretty polished hands grabbed his cock and guided it into her  mouth. She sucked his rod like she had been swallowing dicks for decades. My sissy was making me wet, not just proud. I guess I made some noise as I was rubbing one out watching her pop her mouth cherry. The dude looked up and caught me spying. He wasn’t  upset, but turned on. Told me to get my hot ass on over. I joined them, put the occupied sign on the door and told sissy to guide that nice cock into my cunt.

I twat blocked her lol. If he had a shrinky dink like she did, he would have been all hers, but I am a greedy whore when it comes to a big dick. But she is an obedient sissy, and acted like the perfect fluffer. She got him good and hard for me right there in that fitting room, and he fucked me hard and fast. Dumped a huge load of cum in my greedy cunt. Since my sissy did so well snagging a well hung stud and giving her first BJ, I let her clean my pussy up. I don’t think that stud knew what hit him lol. He was clueless about Sissy’s true nature.

We all walked out of that dressing room together. Both me and Sissy had smeared lipstick on our faces and our well hung stranger had a shit eating happy grin. Sissy gave her first BJ, I got a hot quickie with a real man, a stranger had his cock rocked, and Victoria Secret got almost a grand of Sissy’s money as she bought us both some sexy treats. Not a bad afternoon.

Sissy training phone sex

Today is your day I’m going to turn you into a cock hungry panty wearing, sissy slut. Go ahead and make some time so we can began your training. You won’t be reading, talking to anyone, and we’re not going to sit here and watch movies. You and I will focus solely on my words, I will have your complete and undivided attention. If you’re looking for something quick this isn’t for you. I have a long list of tasks for you to complete. First you need to gather all the items I have listed; panties, vibrator, dildo, cock ring and last but not least a nice red lipstick.  Now the real fun begins you little sissy bitch. For our first task I want you to pretty up those lips…can’t be a sissy without pretty lips. Go ahead and put on those silky panties, you know how soft they feel on your skin. Now slide them over and take that cock ring slide it over your dick and balls, yes put those balls in it. Are they in there tight good that’s what I like?   Don’t think about touching that cock without permission your balls and cock are mine tonight. How do those sissy balls feel in those girly panties? Are they nice and tucked away. Don’t try to hide  I am watching with my devilish eyes every move you make, waiting for the right point where you fuck up and I can humiliate you to the extreme.  So take that little vibrator and start rubbing it on your balls. Making little circles feel it as it starts to tingle. I don’t want you getting too hard yet. Now slap those pretty things, make them sting. Every time you start getting too aroused I want you to slap those girls.  Now take that dildo and warm it up by rubbing it in your hands, with it nice and warm slide it into your mouth. You like sucking cock don’t you sissy whore? Suck that cock like you mean it. I know you want to touch yourself don’t you? That fucking puny little dick wants to come out and play, well slap them get them under control it’s not time yet. Continue sucking that perfect dildo, that’s what a real cock should be. Now take it deeper you cock sucking whore. Show me you know how to suck dick I want you to suck that dildo like it’s going to cum. I’d love to see the look in your eyes as you suck it good. I bet you’re so desperate to be my little cock sucking whore you would do anything I want?  Slap those sissy balls, kill that desire to touch them, they better be sore. Come on you nasty slut!  I want you to continue sucking that dildo getting it nicely lubed up and fuck that little slut hole some more. Look I bet you can’t keep that hard on in those pretty panties pull it back a little let me see it, awe now slap it hard. Good slut don’t worry we’re almost done. Now take that lubed up dildo and fuck that tight little ass come on fuck it well!  I want to see you cum from fucking that tight hole. Mmm good.  Such a good little whore.  Training is complete for today. You be sure to bring yourself back for more sissy training.

Sissy Phone Sex with Mistress Janelle

I got a new strap on, and I had already had enough pussy for the week, so I decided to order one of my sissy boys over for a good ass pounding. I specifically told this boy whore to wear his blonde hair – and he shows up as a redhead. I swear, they NEVER listen. Luckily, I had just the right thing for this sissy phone sex boytoy. I brought out my newest toy, and made him give it head for over a hour.

I yanked on his tiny balls and laughed at his horribly small dick. He doesn’t listen well, but is one of my favorite little sissy fags. I flicked his tiny cock inside his panties until he was crying to get fucked by his Mistress. I made him keep sucking and drooling until his jaw was sore. That will teach him to show up in red when I specifically ask for blonde.

I told him to put his pansy ass up in the air and his face on the floor. He thanked me, and did as he was told. His tight little white shaved ass glared up at me and my blood began to pump as I anticipated pumping that little tight asshole of his. I love making him scream like the little bitch he is, and I knew this black and metal strapon would do the trick. I strapped it on myself and the power I felt made me cum down my legs before I even got inside him.

He got no lube and no mercy from me. I rammed it so hard in his ass he started screaming like a fucking baby. That just gets me going even more, and I pounded his little sissy ass while he begged and begged for me to slow down. He began to shit himself, like a typical baby, and it ran down his legs as I continued to fuck him. I was determined to make this little sissy pay for all the shit I had to put up with this week, and all the crying in the world wasn’t going to stop me.

I told the baby pansy to go get in the shower and clean himself up. I followed him into the shower and bent him over against the wall while I fucked him again. His little sissy ass was so torn up, and I fucking loved it. I sent him home naked and sore and told him to throw away the red hair – I never wanted to see it again.

Baby Billy Fagan and His Tiny Cock

Little Baby Billy just didn’t learn his lesson — here are some photos of his tiny little cock. And here’s a HUGE surprise — He was LYING about having a girlfriend!! Can you believe the little dicked sissy faggot having the nerve to lie to me?? Well, part of his punishment is revealing him and who he actually is to the world – His name is Little Baby Billy Fagan  and he lives in .Pennsylvania. He is originally from Tennessee, but probably got laughed out of town because of the size of his cock! hahaha

It doesn’t take long for women to hear about it when a guy’s cock is microscopic and pathetic like his. I think its only fair that any woman even thinking about him should be able to google him and see exactly what they are in for. Or NOT in for in this case. He couldn’t give someone a good fucking with that tiny thing if he tried! He is also seen here in some pink panties… you can see his teeny weeny cock barely poking out of the top. Its so sad I just laughed my ass off.  I saw next to his credit card — holy shit its sooooo tiny. I have seen bigger cocks on little tots!

So, girlies, what do you think of Little Baby Billy Fagan and his sissy faggot little penis?

XOXOXOXO
Mistress Janelle