Category: Crossdressing Phone Sex

Let Me Give You a Hot Ass Sex Experience in 2015

Happy 2015 bi curious sluts, fags, cross dressers, sissies, panty boys, fellow shemales, strap on whores, queen queers, and back door lovers. I hope you all get all the cock you want in 2015. Look at me? I am all woman with the exception of a nice 10 inch cock. A cock that loves horny boys like you. My goal for this new year is to get even more cock, and pop even more back door pussies. The majority of the men I fuck are utterly clueless of the heat I am packing in my pretty panties. I love surprising straight men.  I know it is risky not giving full disclosure before we get naked, but part of the turn on for me is seeing their reaction. Knowing that a married man would not only cheat on his wife with me, but let me fuck his ass for the first time gets my cock erect. You may tell yourself that you would never let a guy fuck you, but then you have never met a guy quite like me, have you? I’m actually all woman, well except for that pleasant present between my legs.

I think your new year’s resolution needs to be to relax your mind, and try something new. How do you know you wouldn’t like my cock up your tight ass until you try it? Guys want to fuck women in the ass all the time. Men tell their ladies to just relax and try it for they might be pleasantly surprised. Same is true in the reverse. Trust me, every man whose anal cherry I have taken, has come back for more. You will too.

Let a sexy shemale give you your first hot ass sex experience. I am the best of both worlds. Say goodbye to inhibitions, and hello to heightened sexual pleasure in 2015.

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!

Caught Red Handed

Do you like being a sissy boy?  where do you keep that little secret bag of feminine clothes you’ve gathered out of site from everyone?  Well there it is under the bed. Let’s just take a look of what’s inside shall we. Oh what do we have here your grandmothers panties, your wife’s bra, let’s not forget your sisters silky nitey . Quite the sissy faggot are you.  Why don’t sissy phone sexyou take a few moments turn on that cam and model those items for me let me be the judge.  Nice I like that, spin around and let me see a full view.  Now let’s continue going through the sissy faggot bag of yours.  Hmm I see a dildo, butt plug and some lube, I can see where this is going to go.

Lock the doors turn on the cam more I want to see you suck that dildo.  Suck it like you mean it swirl your tongue around it. That’s right just like a good faggot does.  Now while you are sucking that dildo I want you to get on the floor and lube up that butt plug, suction it to the floor and lower that sweet ass on to it. How does that feel, I can see your cock is responding nicely in those granny panties.  It’s ok if you continuing suck to touch your cock, but only through those panties.  Oh yes look at that pre cum ooze. Go head baby beg for it. Beg me to let you come.  sissy phone sex

Queen of the Queers Sissy Fairy Fag Spreading Holiday Cheer and Giggles

I feel sissy, oh so faggy
I feel pansy and dickless and gay
And I pity any fairy who isn’t owned by a Goddess tonight

I feel pretty, oh so pretty
It’s so sissy how pretty I feel
I’m so sissy that I hardly believe that I’m real

See the sissy girl in that mirror there
Who can that fairy fag be
Such a pretty face, such a sissy dress
Such a girly smile, such a faggy me

I feel stunning and entrancing
Feel like prancing and dancing for joy
For I’m owned by my pretty, wonderful Queen

Look at Goddess Levi’s precious little Sissy Fairy Fag? Pathetic beyond words, right?  As much as I want to shame this silly dickless little girl, I have to give her some props for her charitable heart. She clearly is ALL girl. She spread Christmas joy to the elderly recently with little holiday goody bags. She was Santa’s Fairy elf.  I do love a sissy with a heart. I mean she can’t give back in the sack right? I’m sure Santa has not even seen a package as small as hers, so it is a good thing it’s hidden under all her ruffles and frills.

Personally, I think she is the Queen of Sissy Fairy Fags. My sissies have someone to aspire to be. Goddess Levi’s Sissy Fairy Fag is so pretty in her lace and frills. I can just hear the laughter of the men and women in that old folks home as she skipped and pranced around spreading holiday joy. We all know she spread laughter and pity too. And, I bet she spread her little back door pussy too. She is a total whore, a real sissy slut.

Join me in making fun of the Queen Queer. Trust me nothing YOU do could be more sissy and faggy than what she does. Dresses up like Shirley Temple, sings little ditties, skips and prances and preens, sits in poopy panties and all in public for our amusement. Bet you don’t feel so faggy now for sucking cock and taking a load of jizz up your ass do you? You will never be as pathetic nor as queer as Sissy Fair Fag.

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.

Size Queen Brooklyn

So, a sissy wannabe sent me some pictures of her for public shaming. First, I was like why should I bother when she has never called me. But then I was like the what the fuck, I love humiliating tiny dick losers. And this one has a wife who obviously is a size queen, she just isn’t a dominate bitch yet like me. I have no problem letting my husband know I am going out to get a real man. Hell, I fuck real men in front of him all the time.  But this sissy, Samantha, only recently discovered that her wife has been whoring around on the Internet looking for big cock. See guys don’t delude yourself. Size matters. Some women just prefer to save your feelings and get what they need discreetly. I on the other hand, have no problem being vocal about my needs. I need big cock. I will have big cock. Life is too short not to be sexually satisfied. And this poor sissy’s wife has to be one sexually frustrated woman looking at that pathetic little thing. Good for her for saying enough is enough, or not enough in the case of her husband’s dick!

At least this sissy knows she belongs in panties. I feel sorry for all the women out there stuck with husbands like Samantha. No way she can satisfy a sexy woman. I bet she can’t even please her hand. Women stuck with pin dick pathetic husbands need to take control and get a real man for their bedroom.  Sissy husband’s like Samantha belong in the house cleaning and taking care of household things, they never belong in the bedroom.  Small dick husbands are really more like pets. My husband doesn’t share my bed with me. We have separate bedrooms. I also have a large pet bed for him. That is where he lays when I am entertaining a real man in my bedroom.  I think Samantha’s wife needs a pet bed for her, because it is clear from this picture that she can’t give her any sexual pleasure.

Send me all the pics you want sissy boys and tiny dick losers, but be forewarned, I will use them for my amusement and to empower other women to be a dominant size queen like me.  If you can’t fuck me, you very well better amuse me.

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.

We All Thought He Was A Sissy

He has never made a secret about the fact that he loves to wear girls panties. He will tell you without batting an eye that the way they feel excites him. He will tell you that just the feel of the material rubbing against his cock when he walks that he can’t control the hard on he gets. He will tell you that the way they fit is so much more comfortable then mens underwear, no matter the style, including boxers. In fact if you let him, he will go on and on about the pros and cons of it all.
So we always just thought he was a sissy. None of us would ever think about fucking him, In fact it was a common joke amongst the girls that he must have a little cock to fit in a pair of chicks underwear.
We got drunk last week and I lost a bet and the pay off is sleeping with our local panty wearing sissy.
I wanted to get this shit over with so last night was the night I bit the bullet.
You know that saying never judge a book by it’s cover? Man is that true. When he took off his pants and had on those sheer red bikinis and they outlined his hard dick, I think my chin hit the floor.
I heard the gang gasp from their hiding place and by the smirk on his face, he did too.
He grabbed me like Tarzan and crushed my body to him, kissing me so hard that he took my breath away and my cunt was wet before the kiss ended.
Breathless from the kiss and the feel of that thick and long, hard cock in his panties up against my belly.
I started to undress and he yanked my arms behind me holding them in one hand like a vice and ripping my clothes off with the other before shoving me on the bed and snatching my legs open, burying his face.
A girl had to have taught him this, because he was licking me like a woman would, hitting all the right spots and all the right places.
Just as I was about to explode, he stood up, looking down into my eyes. Grabbing his panties he ripped them off and that dick sprang to life for the first time.
Hovering over me and positioning himself above me his mouth came down on me hard again.
I could taste my pussy on his lips and tongue and then he slammed into me hard. biting my lips as I let out a scream of pleasure.
He held himself in me deep before he finished us both off.
He only fucked me for 15 minutes tops before we both exploded, but it was the hottest fuck I have ever had.
He may be a panty wearing man and we may label that a sissy, but in bed he is a fucking beast!

Sissy Phone Sex with Goddess Brooklyn: The Sissy Games

I love sissy phone sex. Some of my friends don’t understand why because I can’t fuck a sissy. A sissy has a tiny little limp dicklet, like Mistress Levi’s sissy faggot that I get to play with every now and then. Maybe I can’t literally fuck a sissy, but I can fuck with a sissy. That is why I love sissies so much. I have a few of my own sissies, but honestly none quite as pathetic as Mistress Levi’s Sissy Fairy Fag. She is a special breed of sissy. Look at how pretty she is in her pink lace baby doll dress and jingly jangly bracelets that are as limp as her clit stick? She provides me and other goddesses so much enjoyment.

I want to have a sissy fairy contest. You heard of The Hunger Games? I want the Sissy Games. I want my sissies to send me their best pictures.  Use Mistress Levi’s sissy faggot as an example. I am hoping MY sissies are just as creative and pretty. I know they are just as pathetic. Go shopping if you have to. Steal your wife or your daughter’s clothes even. Go on a sissy shopping spree. I don’t care how you do it, just do it. Then I want you to honor me with some sort of tribute. A song, a poem, a special handmade gift… Something that demonstrates you understand your place  at my feet. I will share all pics and tributes on my wall. You see public shaming of sissies is so much fun. Not only do I get to humiliate my sissies, but so do all my hot friends and the world. Because once you are lucky enough to adorn my wall, you are in the public eye for anyone to shame. Even your poor family.

The winner of my pretty sissy contest gets the chance to purchase a pair of my perfect panties for only $25. Normally, the panties of a supreme goddess like me would cost a pathetic loser like yourself well over $100. For the privilege of adorning my wall in your best sissy outfit, you can wear a pair of panties that have been next to a goddess for a steal. I mean it is the closest you will ever get to being in my panties Loser. Mistress Levi’s sissy faggot buys her all sorts of pretty things, sends her tributes, does humiliating tasks for her enjoyment, writes her songs…. I know my sissies can do the same for me.  I know my sissies can be as equally pathetic; can show me the same amount of respect.

So let’s step it up sissies. It’s not enough to just pretend on a phone call that you are a twirling  fairy faggot. I want proof. I want to see pictures of my sissies in pretty dresses, diapers, sucking cock… You get the idea. I will not be outdone my Mistress Levi and her Sissy Fairy Fag. Let the Sissy Games begin.