Category: Cocksucking Phone Sex

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

 

Private Dancer

Happy Holidays, Baby. I have missed you and have a special surprise for my secret santa. I know you love to watch me dance at the club, so you’re invited for your own private performance at my place tonight. I will have cold champagne, and my hot body all ready for you to take however you like it. First, I will dance for you and get your cock throbbing inside your pants like never before.

No touching until  the song is over and I am down to no panties. I want to feel your eyes on my body and see you about to explode. I know all the dirty things that go through that perverted mind of yours and I’ve enjoyed making all of them cum true all year long for you. Now I want to know more. We have a whole new year ahead to delve into the darkest corners of your mind and let loose all that sexual deviance that we both know is there.

Watch my naked body and natural tits flow in front of you and hypnotize you into being my best lover. I want you to grab me and while you’re fucking me like no other, whisper your new wishes in my ear. I want dark and deep and I want you to cross lines you’ve never considered even saying out loud before. I will fuck and suck you as you tell me what you need and I will make sure every wish you make cums true. So sit back, relax, and tell me what you need from you’re dirty little whore.

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!

Santa Baby

It’s so close and I am getting so excited! I have been as bad as I can be. I am such a greedy girl, all I want is for Santa to cum down the chimney and in every hot, wet hole I have! The stockings are hung by the chimney with care and they are filled with all kinds of naughty things that Santa and I can play with! I know that my Santa is a perv and he is going to give me just what I deserve! I can’t stop singing my naughty little Christmas tune!

Santa baby, slip a dildo under the tree, for me
I’ve been an really bad girl
Santa baby, and hurry down the chimney tonight

Santa baby, an high powered vibrator too, for you
I’ll be naked for you here
Santa baby, and hurry down the chimney tonight

Think of the kinky stuff we can do
Think of how it will feel for you
Nothing will be taboo
If you’d let me play with your dick
Boo doo bee doo

Santa honey, I just really wanna fuck and suck
On your cock
I’ve been an devil all year
Santa baby, and hurry down the chimney tonight

Santa cutie, the one thing I really do need, the key
To my chastity belt
Santa cutie, and hurry down the chimney tonight

Santa baby, my stockings full of sex toys and lube
My ass is ready for you
Santa baby, and hurry down the chimney tonight

Come and munch my Cunnie tree
I shaved it bald for you to see
I really do believe in you
Let’s see if you believe in me
Boo doo bee doo

Santa baby, the cock ring is ready to go, you know
I promise you won’t cum
Santa baby, and hurry down the chimney tonightHappy Holidays I hope they are as kinky for you as they will be for me!!

Black Cock for a Shy Ass

When we first met I hadn’t revealed to him that I have a chocolate bar in my panties rather than the fat pussy he assumed was there. I just had the feeling that he would never be comfortable with who i really am so I just enjoyed the time that we spent with each other. He told me men would hit on him all the time and that it scared the hell out of him. I would always assure him that cock isn’t so scary but he was convinced that it just wasn’t for him. It took me a while to convince myself that I should stick around someone like him, someone who was so afraid to explore.

I was at his house showering while he was out with his boys. He came home a little early and surprised me in the bathroom. As soon as he pulled back the shower curtains he saw me stroking my big black cock and he couldn’t stop looking at me. His eyes were fixated on my cock and he looked as if it might be something he could try rather than run from. Maybe this whole time he knew exactly what I had in my panties but he was afraid to ask me? I looked down and noticed he was hard as a rock. I came straight for him, stepping out the shower dripping wet and pressed my body on his, our cocks rubbing on each other.

He grabbed my cock and began where I left off, stroking the tip of my dick making me want him more than he wanted me! I pulled down his sweat pants and grabbed his ass, I felt him push himself closer to me so I could get a better grip on his bubble ass. He had a hand on my cock and the other was gripping my tit, I hand one hand holding his ass and the other was playing with his asshole. He loved it! He was groaning and grinding his ass back on me. I turned him around and began eating his ass right where he stood. I got his ass nice and wet for my big black cock and slowly I began to inch it into his tight virgin ass. He was pushing back into me wanting more and more. The excitement of finally being able to get into him is what made me cum so hard, and he took it all holding his ass open for me. I made a tranny freak overnight and it was a wonderful thing.

Split in Two

My girls have always been fascinated with my night job, which is only natural because they are natural born sluts! They want to know everything that I do and figure out how to do it better. I was in the living room stretching my legs so I could continue to perfect my splits when my oldest girl walks in with a regular that a recognized from the club. My legs were wide open and my pink thong was exposed through my silk night gown. She hadn’t told me she was bringing anyone home today so I was a bit caught off guard, yet truly excited because I knew this meant we were going to have some good naughty fun.

He had his hand wrapped around her waist and it showed on his face how much he wanted to fuck her. She walked him over to the couch and sat in his lap while I finished up my stretches. My youngest daughter was just getting out the shower and not expecting company she walked out nude, her hair was dripping water on her big tits making her nipples hard. When he saw her his mouth dropped and I could see his cock rising fast in his pants. She hurried back to her room to find a teddy to throw on, but it was too late, he wanted her bad! My oldest noticed his hard cock and went to put it in her mouth with me sitting right there.

She got his cock nice and wet and by the time my youngest daughter got back to him he was rock hard and dripping in spit. She straddled him right on the couch as me and my oldest watched her ride him into a dream. His eyes were rolling back in his head as he held on to her plump ass and guided her pussy up and down his cock. She noticed he was falling too deep into her pussy and he had to fuck her sister too so she pulled herself off and all her cum dropped out her pussy and oozed down the sides of his cock as it bounced with disapproval. My oldest daughter bent her ass over the couch and kept it high for him, he slid inside her and couldn’t last much longer with my youngest playing with her pussy in front of them. He split them in two and I’m sure he’ll cum to the club and fantasize about them from here on out.

Double Penetration Phone Sex with BBW Glenda

You know what is better than a cock? Two cocks!!!! I’m a curvy beauty, a curvy whore actually. Being a big girl means there is more than enough of me to go around. There is plenty of me to share. And men love to share me.  I was walking my doggie the other day when these two studs starting chatting me up at the dog park. They told me I was a fine full figured gal. Now normally, I don’t bring home just any guy who pays me a compliment. I do have standards. But these men were brothers!!!! Twin brothers at that. I’ve never done brothers, let alone twins.

We got back to my house, and everyone’s clothes fell off instantly. I got on my knees and took a cock in each hand. My cunt was dripping thinking of being double penetrated by brothers. They had great cocks too. Big, thick and hard. I stroked them with my hands, then got super horny and shoved them both in my mouth at the same time. I got the impression they have shared chicks before. They didn’t seem at all uncomfortable with their cocks touching.

When I got in the doggy style position, one took my ass and the other slid under me to fuck my pretty pink pussy. I didn’t know who was who, but it didn’t matter as both had terrific cocks. I felt like a dirty whore, but it felt so good. Guys brag about tag teaming sisters all the time. This would be my bragging moment. I had two brothers cocks in me at once!!! And they both came on my big tits. It was so random and hot.  I love fucking two guys at once, but twins! Now that was a first for me. But talk about double your pleasure!

Anal Phone Sex Whore Cassandra: Take My Ass, Please

Ever since my Daddy first violated my tiny little ass when I was just a young school girl, I have been an anal loving whore.  He would crawl in bed with me every night and put his daddy dick in my pooper as he called it way back then. My back door was fucked long before my pussy. I was daddy’s subby bitch, now I am any man’s subby whore. I picked up a guy last night. Not my normal bad boy type either. More like the boring banker type. Cute though. And when we were dancing, I could feel how hard he was and it was big. I just kept thinking how good it was going to feel in my tight ass. He didn’t really strike me as the one night stand kind of guy, but I wanted his dick to fuck my backdoor something bad.

After I made him do a few shots to loosen him up, I asked him if he liked anal sex. He blushed and said he had never tried it. He admitted that he thought it was distasteful to women. I asked him if he had ever even given or received a rim job? No to both again. I grabbed his cock through his jeans, leaned into him and said, “I want you to fuck my ass.” He looked dumbfounded at first but I told him the only thing distasteful was not honoring a hot chick’s wishes. I got him more shots and once he was good and drunk, I took him home.

I got a bit forceful with him. Pushed him against the wall of my entry way and pulled his huge hard cock out. Fell to my knees like a good whore and sucked him until I was gagging and my eyes were bugging out. I then pushed him to the floor and got on top of him reverse cowgirl. I just spit on his cock to lube it up. Grabbed the base of his thick rod and worked it in my tight ass. I let out such a loud moan too. What a feeling. Brought back so many hot memories of when my Daddy fucked my ass. I was his first ass. My ass will spoil guys though! I can take it long, thick and hard up my ass. No hesitation; no wincing; no complaining; no pleading to stop.

He rammed his cock in and out of my ass for hours. We never even made it to my bed. That’s okay, I’m not exactly the bedroom type. I’m the down and dirty whore who picks up strangers and let’s them ass bang her for hours on a cold floor. Who are we kidding, I am the woman of YOUR dreams.

Make Me Beg for More

 

I love when they tell me to beg for it, force me to tell them how much I love to be used, humiliated, and dominated. This week my master told me I would be doing a very important job for him. Of course I would do anything he wants me to do, so I happily arrived at my master’s boss’s house ready for anything his boss wanted to do to me. I was sure to get him a raise after this visit, I thought. He wasted no time practically dragging me downstairs, ripping off my outfit and ordering me to put on the outfit he had picked out for me. I am a good submissive slut and I did everything he told me to do. Once exactly how he wanted me, he informed me that if I disobeyed him at all I was to expect a punishment far more painful than I could ever imagine. I could tell this guy was serious about his hot desire to violate me. I was excited, he had me bound, arms apart and above my head, and he was making me suck his cock. He made me beg for it, and when I wasn’t loud enough he smacked me hard, telling me there was more pain if I wanted to be a stupid whore and not speak up. I took it all, my pussy dripping with anticipation – I love an angry man, who knows he can do whatever he wants to me and hits me the moment he doesn’t get his way. I love the thrill, the pain and the punishment. It wasn’t long before he was ready to inflict more pain. He kept me on my knees making sure I told him that I am a slut who belongs on my knees at all times. This is when he took out his whip, and made me count out loud every single lash, as he forced me to beg for more. And that isn’t even the start of my newest brutally abusive session…mmm.

Early Morning Special Delivery

You know what I love most about the holiday season? Cute, well hung delivery men! There was a knock on the door this morning. Actually, I was expecting my stepson, so I answered in a sexy Santa’s helper outfit. Turned out it was a special delivery. Well, it was a special package for sure. He was very handsome. Close to my age too. As I was signing for my package, I made sure to check out his package. It was bulging in his dockers. But not for much longer, I had to release it.

I love cocksucking. Some think I have a very strong oral fixation. I unzipped his pants, and took his cock deep in my mouth. I love giving a good deep throat blowjob. I tilted my head my head backwards as he stood in front on me.  His hands were on my big boobs squeezing them as I took every inch of his hard shaft in my mouth. I was so wet sucking his dick. Many men my age have trouble getting hard, but not my delivery guy. His package was as hard as it gets.

He was married, and wasn’t sure about fucking me. I told him I had to have his cock. In a rare moment I even begged for it. Of course he caved. Look at me? My curvy, juicy body is too hot to resist.  I got his cock in my cunt. I always get what I want. He fucked me like the Energizer bunny. My pussy was purring too. Once I get a taste for cock in my mouth, I have to have it in my cunt. I can never just suck a cock without getting fucked afterwards.  Cocksucking is all the foreplay I need  sometimes. Always gets my MILF cunt dripping wet!