Tag: sissy phone sex

Are You Ready For Your Physical?

mommy phonesex lillySometimes I look at Hailey and remember when she was Harley most of the time and only Hailey part of the time. She is beautiful as Hailey now all the time but it is hard not to think about all the memories we have made over the years. Like the first time Harley woke up with a hard on (that he remembered) and was mortified. Crying he came running to me and just knew that his pee pee was broken. It was hard as a rock and he couldn’t bend it down to go pee. It hurt and felt funny and he swore that he would never be able to pee again and he was sure to die because the pee would fill him up and come out of his mouth, nose, eyes and ears. He was hysterical. That was the first time we played doctor. Mommy was the nurse who had to take care of his broken pee pee. Rubbing it gently and talking to him in a calm whisper the nurse kissed his booboo and fixed it right up. We have played Doctor many times since. I even stole a speculum from my gynecologists office and he often gives me an exam before I return the favor. Now that he is Hailey all the time, having his vajayjay checked is one of his favorite things. Playing Doctor and Nurse has sure changed over the years, but in a good way for both of us. I can’t wait to see what new games we will play together in the future and who we will play them with. I just love my girl! mommy phonesex doctor

Look who made a mess!

kinky phone sexIt’s something about these big luscious tits that keeps my men coming back for more. Aside from the fact that they have never encountered such a kinky black whore before. Big chocolate tits and a mind full of kinky taboo thoughts could be a lot to handle. But not for my dirty little johns. They come over just to see what I will do next. My newest client loves to see my big jugs on his white cock. More than that he loves for my son to watch and stroke his big black anaconda. This time I did things a little different. Of course I took out my juicy melons and got to work on his cock. Spitting on his cock so my tits are slippery as its sliding up and down. While my son is jerking off I tell him to come over and put it in mommy’s mouth. Two beautiful cocks in my face at once is amazing! I make both of these huge dicks burst all over my tits at the same time. Globs and strings of cum all over my titties and face. Look at the mess you made boys! I look at both of them and then ask which one of you is going to clean up the gooey mess first?

Sissy Phone Sex with Mommy Victoria: A New Sissy Bitch

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My daughter has a professor who is being  extra hard on her, and not in a good way. My daughter does not do D’s, unless we are talking cup size. So, I arranged a meeting with him. Now, I know my baby girl is all grown up and can fight her own battles, but I am a cougar in every sense. I am very protective of my cubs.  When I was meeting with Professor Allen, I noticed he couldn’t take his eyes off me. I wondered if he liked his women mature. I crossed and uncrossed my legs several times, dangled my heel; and his gaze never left my lower half. He was not looking at my face or even my breasts. I accidently on purpose dropped something, and he rushed over to pick it up for me, and he started salivating at my pantyhose.  I knew what kinda guy I had here.

I invited him back to my place to discuss my daughter’s progress more intimately. He jumped at the chance. Once there, I showed him my closet.  I knew to a man like this, my big walk in closest filled with shoes, pantyhose, sexy lingerie and clothes, would be a sissy’s paradise. I encouraged him to dress up, even said I would help make him a pretty girl just like me. His pecker sprung to life when I said that. We talked about  my daughter as we played dress up. I had him put on a pretty pink panty and bra set, a garter belt and stockings and one of my black suits. I even gave him a pair of sexy heels and a wig. I made him model for me. He was in sissy heaven. I snapped a few pics of him and told him he could be my sister. He loved that. We did look alike.

I poured some wine and kept pouring it as we talked about being pretty girls. Told him I could always use a new sissy to play with. The drunker he got, the more fun I had teasing him, well now, her. I gave her a little basket and had her skip through my house. I had her give me a pedicure. I then had her rub her little clitty for me. I explained she had a clit stick and it belonged always in panties. I gave her a big stack of pretty panties and explained that she was only allowed to wear panties while teaching. Of course I snapped more and more pics. She got so drunk, I had to drive her home.

The next day, when Professor Allen came back to my place to get his car, I showed him all the pics of him dressed like me. I asked him if he was wearing my panties and he pulled down his dress slacks and revealed a pretty pink pair with little flowers on them. I told him that he was a good sissy boy. I was actually quite surprised that in his drunken stupor, he remembered to wear the panties. I then informed him, he could continue to be my pet sissy boy and all these photos would stay with me as long as she passed my daughter with As in her class. I explained that my daughter would have a set of all these pics so she could upload them on the campus server for all the students and faculty to see if she got anything less than a B on any paper, quiz or test. I even said we could all play together too when I visit my daughter. The funny thing is, she didn’t care that I was blackmailing her. All she cared about was that she could be my sissy forever and ever and ever. And that I would fuck her pretty ass with the strap-on she spied in my closet. Turns out this was gonna be a win win situation. I get a great new sissy boy to play and shop with; and my daughter gets to not stress about abnormal psychology. And, my daughter has her own private sissy boy as her bitch at school, because what is mine is hers, even a sissy bitch.

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Sissy Phone Sex Shopping

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Harley, or should I say Hailey, as she is having me call her regularly now, has been talking to me all summer about how she wants to go back to school as Hailey not Harley.. I have to admit that it makes my pussy nice and wet when I see Hailey walking around in pretty little dresses and in her element. She is so much more at ease with her self when she is Hailey. School starts next week and I am a little concerned with how the other little ones will treat her as Hailey or if it will even be an issue. But today when we went shopping we bought all girl clothes. In fact Harley threw out all his boy clothes and Hailey put away and organized her brand new wardrobe. The look on her face as she threw all the boys clothes out and replaced them with all the new girls things told me that she was happier as Hailey and it made me so hot that I had to take her to my room and show her how much I love her. She put on her prettiest new girlie night dress and her frilliest panties and laid next to me, her face beaming. She thanked me over and over again for letting her be Hailey all the time now and she swore she would never be Harley again. My heart beat faster as I reached down and rubbed her little clitty working my way down to her tight little vajayjay sliding a finger inside her at exactly the same time as she slid her fingers inside me. I so love our time together! It is only going to get better from here.sissy phonesex clothes

Sissy Phone Sex with Mommy Victoria: A Sister’s Revenge

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It’s no secret I have an open relationship with my offspring and other family members. In my family, sex is a good thing; something that is talked about and celebrated and practiced often.  Therefore, I have very few rules in my household. But, the main rule is respect. Not just respect for our bodies, but respect for each others things.  We just don’t  walk into someone’s room and borrow their stuff without permission. My brother, who has been visiting for a week, knows the family rules; they were the same rules in our household growing up. Imagine my shock, when I took my beautiful daughter out to dinner to this really fancy restaurant and saw a woman in a dress just like one hanging in my closet; this pretty pink floral cocktail dress from Betsy Johnson. Her dresses are not cheap.  I tapped her on the shoulder to compliment her and  low and behold it was my brother in drag. And in MY dress. He acted very nervous and almost spilled wine on my dress. I could read the situation. He was on a date with a man and I doubt that man knew his date had balls. My brother had shaved, donned a wig, did his makeup flawlessly and apparently helped himself to my wardrobe. Pretty sure the shoes were mine too. I didn’t want to make a scene, so I just said, “Sorry, I thought you might be my sister, clearly I was mistaken. Enjoy your dinner.”

sissy phone sex humiliation incestMy daughter and I had a lovely meal and we plotted revenge on my brother. How long as he been wearing my clothes? I honestly had no idea he was a sissy boy.  He has a huge cock too. He must have taped it to his thigh to pull off  that outfit.  I wonder if he dressed up when we were still living at home. Like ever borrowed our mom’s clothes? I was irate that he borrowed my clothes without permission, but also upset that he never confided in me he was a sissy boy. I could have had so much fun with him growing up playing dress up. He could have been my life size dolly. Well, my daughter and I beat him home and we had our revenge plan  all in place.  He wanted to play dress up, well we were going to play dress up.

He is obviously fond of pink, so we decided when he came home we would dress him up as a baby doll. He tried to apologize. Claimed he didn’t know how I would feel about his “feminine” side. Well, he knows darn well I am very open minded. He just wanted to wear that dress and knew if he asked I would say no. I told him when rules are broken, there are consequences. He had to take his just punishment. I told him to get my dress off immediately and return to the living room naked. He did as he was told. My daughter and I then sprinkled baby powder all over him, even his ass; making sure we got some in his ass crack. We then put him in a diaper with plastic panties to secure the diaper. He looked so embarrassed.  We even painted his toes and nails a pretty pink. Then we dressed him in a pink satin dress with a matching bonnet, some little white stockings and did his hair in pig tails. I made him clean my house in that outfit. He had to get down on his hands and knees and polish the floor with little pink hand clothes. Took him hours.  I gave him a pacifier to shut him up. And a bottle of warm milk to make him pee his diaper.  His whining was pathetic. Don’t like the humiliating consequences, don’t do the crime. We named him Josephine.

mommy phone sex sissy boy incestAfter hours of snapping humiliating pictures and posting them on his Facebook page, and sending them to all his contacts in his phone, my daughter and I decided we were horny. We broke out the strap on we often use with each other and decided to tag team my brother’s sissy ass. I mean sissy boys do love it up the ass, right? His ass felt really tight too for a sissy. But we didn’t let that stop us. He was hard as rock too, so he didn’t mind the ass pounding he was getting. While I was fucking his ass, his niece milked his cock for him. She is the best little cocksucker I know. Then she made him snowball with her. It was so hot seeing them swap that load of cum back and forth, although not sure my brother enjoyed the taste of his own cum. I never understood that in guys. My cum tastes yummy. Anyway,  by the time we were done violating our baby doll, we could see his regret; feel his shame. He looked sore, dejected and humiliated. I told him that I love him; that would never change, but from now on if he wanted to borrow some clothing, tell us first so we could help him play dress up. We are one big happy family after all, and there never should be secrets.

 

 

New Sissy phone sex Fun

kinky phonesex darlaI have a new sissy. She is so sweet and cute and she is so worried that she will be found out. It took me forever to get her to tell me her fake boy name. It starts with a B, I will tell you that. She is married and keeps her pretty sissy dresses hidden in her attic. When her wife leaves she sneaks up there and puts on her pretty little baby doll clothes with her bonnet and mittens and her plastic panties. Not long ago she was up there playing dress up and her wife came home early. She was trapped up there and couldn’t come down. And to make matters worse her wife had her sister with her so there were two of them. Poor sissy was on chat with me and in a panic. I love the fact that she loves to dress up for me in her pink and frilly clothes and that she loves to talk to me while she is wearing her pink plastic panties. I especially love that she trusts me enough to tell me her boy name and isn’t afraid that I will tell anyone. I am writing this blog about her and this is as close as she has ever gotten to any one knowing her sissy secret. Only she and I know the who she is and now I leave you all to wonder if perhaps you know her.kinky phonesex sissy

Beach House Dreams

So I am like . . . way too young to drink, but guess what I’ll be doing come October? That’s right, you guessed it! Slinging back the old mojitos and doing jello shots off girls like Hillary’s titties! SO why is this, you might be asking yourself . . . WELL, thank you, kind Sir! I’ll be glad to tell you. For one thing, it’s our WBMT vacation. That means all of us extremely sexy ladies here at FuckaliciousFreaks.com, YoungOnesPhoneSex.com, FamilyDesiresPhoneSex.com, and SnuffPhoneSex.com (scary, eek!) are going to be partying under the very same roof. Yes, that’s right! We’ll be hanging out & chilling on an all-expense paid vacation at a beach house in St. Augustine, Florida. I am SO thrilled. Mostly because the house is GORGEOUS and I don’t have to pay for it. Guess who’s paying for it? Oh, that’s right! I forgot to tell you. It’s Goddess Levi’s sissy. She’s know her for like, forever, and has her wrapped completely around her little finger. It also helps that her sissy is being BLACKMAILED! Wohoo. That’s right. There are consequences for rejecting our little proposition. If she fails to pay for out lovely relaxation vay-cay, guess what’ll happen? Each and every one of us WBMT girls will post a blog about her and link her information in the all-in-one SEO category–which means search engine optimization. That means anyone googling her name–Michael F.–will get a SHOCK when they realize that her lawyer status is…wait for it…marred by her BLACKMAIL NOSE RING PIGGY PET status! Hahahaha. She is on her hands and knees, collared and leashed for us girlies at WBMT. We get the best laughs from our little house sissy. Take a look at her page–hilarious, right?

 

Piggy Pet

kinky phonesex blackmail1Sissy, our very own Blackmail Nose Ring Piggy Pet is not doing as she should. Mistress Levi has put the word out to all the Fuckalicious girls to out and humiliate our mascot once again. Can you believe that our Tinkerbell Transvestite is not being an obedient Piggy Pet?

Mistress Levi is the head bitch in charge and if anyone knows how to keep a Pathetic Pansy Loser like our mascot in line, it is our very own leader! The game of blackmail is one that Mistress Levi never loses, so for Piggy Pet to even dream of winning this one is just another pathetic fantasy. 

Now I think that our Fairy Fag should take that new pretty pink bunny out fit and switch out the bunny ears for piggy ears, change that cute cotton tail to a curly piggy tail and wear this pretty piggy ring that I have found. It is time our Piggy Pet become a piggy for real and go out in public snorting like the piggy she is!

It is high time everyone knows just how pathetic our Piggy Pet is. One of these days one of her fake man friends is going to be at the mall and see her in all her pathetic shame and humiliation. 

Of course at the rate that our Piggy Pet is going, not meeting Mistress Levi’s demands, she may be outted sooner then she thinks. Her fake man name may just accidentally slip into the text of a blog. Then anyone who googles it for her fake man job will find her here in all her glory! What a shame that would be.

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Blackmail Piggy Pet Poem

Look at her all dressed up

Looking like a buttercup

Pretty in her dress that’s pink

A little fairy just like Tink

She really wants the world to know

That she’s a sissy all a glow

Her tiny winky you can’t see

A little clitty it should be

When she reads the words we write

She wants to squirt with all her might

But Mistress Levi has control

And teasing Sissy is her goal

She let’s us all join in the fun

We heap it on by the ton

A Blackmail Piggy she will be

So we can frolic by the sea

You see it’s our vacation time

And that is always on  Piggy’s dime!kinky phonesex piggy

Blackmailing nose-ring piggy pet

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I’m so excited because our WBMT vacation is coming up; and, Mistress Levi’s sissy fairy fag is being blackmailed to help pay for our fun! Can you imagine all of us naughty girls in one house?! We love our little sissy mascot, but she knows that it’s her duty to pay for us to have fun and pamper ourselves; after all, that’s the price for us ridiculing, loving, and paying attention to our little sissy. If our attempt to blackmail nose ring piggy pet doesn’t go as planned, we’ll have to lead little piggy pet around all over town and let people laugh at her. We’ll put chains in her nose right and prance her around. I hate to think of one of the girls or Mistress Levi putting “Pathetic Piggy Sissy” on her back. Because then, I will have to lead her around and tell everyone that she is my naughty sissy.

If our little sissy fair fag does what she should, I’m sure she will feel the rewards of making Mistress Levi and her girls so extremely happy. When we get home, maybe we will let her dress-up in our souvenirs…and then post pictures of her on her web page! Otherwise, we’ll have to call all of her friends and family and let them know how she didn’t keep her promise. For the flyer, we’ll pick out the most embarrassing picture (maybe one where her heels are scuffed or dress is out of place); and, we’ll send them out to her place of employment, too! So, please little beloved fairy fag sissy, revel in hocking over the dough for Mistress Levi’s much deserved vacation with her girls.

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Feminizing Grandpa

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I walked into the back bedroom and grandpa had one of my nephews bent over the bed, his little butt up in the air. I shut the door quickly and locked it; the entire family was in the other part of the house. I wouldn’t had said anything, but the boy was way too young for what my grandpa was apparently about to do…with his hard cock pressed against the boy’s butt. I told Grandpa that he was a sissy and that he needed to get on his knees. He pleaded, “Please, Maddy, I wasn’t meaning no harm. I am a sick, twisted person. I can’t help myself.” I made him repeat humiliating phrases like, “I am a sissy,” I don’t deserve this sweet young boy,” and “Everyone should know all about me.” He was whimpering but his cock was getting harder by the second.
Then, I made him put on my grandma’s moo-moo that hung on the door. I pulled down my nephew’s pants all the way and sat him on the edge of the bed. While he was swinging his legs, I said, “Now, nasty grandpa is going to suck your winkie, okay?” My nephew giggled and pointed to the decadent pattern of roses on the moo-moo that my grandpa was wearing. I continued to humiliate Grandpa while he kissed and sucked on my nephew’s small penis. “Now, kiss his butthole and play with his winkie, you sick sissy,” I demanded. My nephew was developing a chubby and I put my boot on Grandpa’s ass, kicking his cheeks with the tip.
There was a makeup brush on the dresser; I inserted the slick handle into Grandpa’s ass while he continued to do what I told him. As a final gesture, I had Grandpa reverently thank my nephew for the gifts he’d been given. While my nephew dressed and walked out of the door, I made Grandpa beg me not to tell anyone. Finally, I rummaged through the dresser drawer and found some of Grandma’s panties; I made him put them on before he discarded the moo-moo for the rest of his clothes. I laughed all day as we gathered in the backyard, enjoying family time, and thought of my Grandpa wearing his panties!