Tag: sissy phone sex

Put on a Pair of Panties Loser, Boxers are for Real Men

cuckolding phone sex MILF legsHey loser. Yes, I am talking to you with the itty bitty clitty where a cock should be. What the fuck are you doing wearing boxers? Your pin dick is swimming in them.  Burn all your manly underwear now. You are not a man. You need to be wearing pretty panties. Something in a feminine color like pink, yellow or purple. Don’t have any? Borrow some from the woman in your life who is not fucking you because of your shrinky dick. Maybe when you slip on a pair of her panties you will realize she has been fucking a real man for awhile now. If her panties smell of sex and are extra crusty, then you got your answer. I’m sure you knew already. I mean if she isn’t fucking you,  she is fucking someone. Maybe a guy at the gym. Maybe your her stepson? Neighbor? Your best friend? A coworker?

Your best bet is to tell her you know she is getting some real cock. Praise her for getting what she needs and ask to watch. The only way you are getting any pussy is after a real man has fucked it first. You can clean that pussy up. Hope you like cream pie. That’s the only pussy you are ever going to get. Well fucked leftovers. Face it you are not a man. Your woman needs a man. So, make your life easier, get yourself some panties and tell your wife you are ready to be her cuckold. Call me, and be ready to be my bitch. I’ll help you come to terms with your new lifestyle.

Anal Phone Sex Fantasies

Anal phone sex fantasies with a kinky Sissy Slut like you makes my day. The way I can do ass to mouth with you and you will suck my cock clean. You will learn how to take this big strap-on of mine and you will learn to suck dick. I hope you realize your pathetic dick is actually a fucking CLITORIS. 

Anal Phone Sex

My anal Annie sissy fuck toy is what you have become. Your pathetic useless cock is ignored as you service real cock with your whore lips or taking it with that sluthole stretching wide open. You like that slut? You like having a big fuck hole stretched and gaped making you need more to stuff that hole. Your such a pathetic small dicked Sissy that you fucking cream in those pretty panties while you service all those dicks. 

Do I make you feel worthy? Fuck no, of course I don’t! Your such a pathetic Sissy fag that I can only laugh. Yes, I laugh at you. I laugh with my girlfriends and male pals as I tell them about how pathetic you are. You get fucking turned on having all of us laugh at you? You  really are pathetic aren’t you?

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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. 

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She Found Him In The Attic

 sissy phone sex melindaWe often get together and laugh at what a little dick her husband has. She always said she wouldn’t cheat so when she needs a good fuck we get together and I fuck her with a big fat 9 inch strap on. but when she found him there the attic, all alone, dressed in a pretty pink baby doll dress with plastic panties and a bonnet, rubbing his pitiful excuse for a cock, she couldn’t believe her eyes. Taking in the scene she saw that  he was surrounded by girls clothes, wigs, makeup and nail polish. He admitted that he loved cross dressing and that he often took her sex toys and shoved them up his ass, pretending it was a sweet pussy just like hers. She said he cried when she began to yell out him, furious that she had been faithful despite his little cock when all the time he was a sissy. I felt so bad listening to her and then something snapped and a look came over her face that sent a chill down my spine. She asked if I would help her. If I would be her accomplice and teach him a lesson. She wanted me to invite the biggest dick I knew over to my house, she would bring her husband and the fun would begin. She would make him dress in that pink dress with the plastic panties and bonnet and make him watch me get fucked while she stood next to him and humiliated him. She would show him what a real man, with a real dick does. And then he would put my strap on around my waist so that he could watch me fuck her like I have for months. She wanted him to know who had been keeping her pussy happy all this time. I have to admit I loved fucking her in front of him, stuffing her pussy full of my strap on and making her cum over and over again making her scream and claw my back. Something I knew he could never do for her. From here on out his name is no longer Bret, he will forever be known as Priscilla.

I will own your whole pathetic life!

blackmail phone sexI am not an easy woman to worship but I am well worth the effort. Believe me, you will treasure every moment spent with me, even the painful ones. I can’t wait to make you tell me everything about yourself, even those private thoughts you’ve been keeping secret for years. I will unearth every single skeleton in your closet and once I do pet, your life will be forever changed. I will own you completely then, you will have to do whatever I ask you to do. Unless of course, you want me to expose all of your dirty little secrets. You will be putty in my hands because you know you will lose it all if you are outed. Even though we both know that being outed is exactly what you want most! Are you ready to give up control and belong to a woman like me?

Ringing in the New Year

creampie phone sexI have very special plans for tonight and the best part of it is that the guy I will be with has absolutely no idea how the night will actually go. You see, he thinks that we are going to get dressed up and go to a black tie event, he even picked out a tux and everything but he won’t be needing it. I have something a little different in mind because I can tell that he is not a real man. He tries to act all manly but I can see his inner faggot screaming to be let out so tonight I will give him no choice, I have a sexy outfit picked out for him and he will be wearing it whether he wants to or not. I will force him to put on the sexy red thong and matching bra I chose for him and humiliate him while he struts around getting used to how they feel. Then he will have to put on the sexy little black dress and heels before I make him do his makeup and hair the way I like it. Once he is completely dressed as a woman I will empty his wallet because I deserve his money more than he does. Then the real fun will start, he will get to watch me fuck several real men so that he can learn to be my new little clean up boy. By the end of the night he will be my brand new little sissy bitch and I will own him for life!

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.