Category: Crossdressing Phone Sex

Blackmail Baby

adult phone chat dixieHow long have you been trying to get a piece of ass from me? I bet you don’t even remember. Last night I was horny and couldn’t find any one else to fuck so I looked you up. You were thrilled that I would finally fuck you and had to make some excuse to get away from your wife at the last minute. As I am waiting for you I am wondering what kind of lame ass shit you came up with and I am hoping that you are at least a decent fuck. and then you walk in dressed as a woman. A cross dresser….really? Oh fuck am I going to have fun with this one! Setting my phone up to record without your knowledge. Blackmailing you is going to be double the fun, Cross dressing and cheating on your wife! U hit the jackpot. I should have done this a long time ago!

Mile High Club

adult phone chat zettaI was on a flight headed to my friends house for a Veterans Day Holiday. We had a lot of fun activities planned and I was looking forward to seeing an old friend with benefits that drives me wild in the bed room. As I sat in the seat with my head phones on thinking about the last time we were together, I could feel my cock growing under my skirt. The old man with his Veteran ball cap that was in the seat next to me had been all but forgotten and I was lost in my fantasy. Suddenly I felt his hand touch mine and my eyes fluttered open as he place his hand on my now huge cock. There wasn’t any hiding it at this point. I was slightly embarrassed until he smiled at me with a wicked grin. He leaned in and whispered in my ear to meet him in the bathroom. With that he got up and headed toward the back of the plane. I waited a minute as I adjusted my dress so that I could follow him. When I got int the tiny bathroom he sat me on the toilet and knelt in front of me taking my throbbing dick between his lips. I removed his Veterans hat and grabbed a hand full of his graying hair while I fucked his face. It didn’t take long before I had blown a load in his mouth. It was then that I noticed his cock was in his hand and he had blown a load of his own. If this was any indication of how my next few days were going to go, I was about to be one lucky girl!

I Love You Sissy

adult phone chat sissyIt’s been so long since I blogged about our Sissy Fairy Faggot., but when I saw her pretty pictures I had to do it…

Sissy is all dressed up and looking fab for a day of shopping on the town. She feels so special in her heels with her jingly jangly bracelets and her big hoop earnings. Her dress showing off her fantastic legs and sexy sissy shape. She looks like a million bucks.

People laugh and stare while pointing at her and taking pictures. She is the center of attention every where she goes. Sissy is such an exhibitionist. She doesn’t mind the taunting and people making fun because she knows that these Sissy Days makes her Princess happy.

I dream that one day Sissy will be brave enough to walk into the office dressed in her pretty Sissy clothes and talking in her sweet Sissy voice. It would be great on Halloween so that no one had to know that in her heart this is her true self. Of course we would all know that this is our REAL Sissy and that the fake man they see every day is just an impostor.

On this special day, Sissy could lock herself in her office and call her Princess. I bet you anything that if she did this Princess would let Sissy squirty squirt tight there at her desk in her pretty dress with her coworkers just on the other side of the door!

What a momentous day that would be!sissy phone sex

New Sissy Night

sissy phone sex zettaThe night is here. The night that two men will discover their inner sissy with my help and the help of all my friends. They have arrived and I am helping them with their costumes. They are so excited and a little apprehensive at the same time. They have been nervously shattering since they got here and their dicks have been rock hard since they walked through the door. Asking a million and one questions about what they can expect tonight and how this is going to work. I am trying to explain to them that this evening isn’t scripted. Things will flow naturally and as the night progresses and we all get more intoxicated inhibitions will begin to slip away and the courage to move forward will replace the uncertainty. The one thing I am certain of is that by the time it is all said and done they will know what it is like to have a shemale cock in their mouths, swallowing sweet jizz. They will experience being on the bottom and taking tranny cock in their tight virginal asses while they get pumped full of cum. I know they want it, they are here with stiff dicks and enthusiasm for what is to cum.

Are you Ready?

 

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So, you think you want to be a sissy? Sure, you can wear the frilly panties but can you live the lifestyle? Being a tranny is a whole new lifestyle. Being a sissy is just for the moment when you feel the need to be a girlie. You’re really just a pathetic man with a dick. It takes more to be a tranny. A tranny loves being a girl and changes to become one. You, Mr. Wimpy ass, just want to be a girl long enough to get some dick. You’re a fake with lacy panties under your business suit. I want to spend some time with you and show you how it feels to be a real woman. I want to force you to appear in public in women’s clothes, unafraid of what others may think. I want to see your cock swell for my hot body and then make you beg for some of my thick cock. On your knees, little girl. You wouldn’t want your wife to find out about your dirty secret. Your need for dick makes you weak. You want your man-pussy fantasy-fucked hard so you don’t have to admit you wanted it. I’ll gladly take charge of you and make you into that sexy cock-loving slut. But you gotta play by my rules and do exactly as I tell you. Are you ready for some tranny training? Get those panties on and give me a call.

Nothing But a Bitch Boi for Sissy Phone Sex

Your nothing but a pathetic bitch boy for sissy phone sex play. Your weakness is my greatest indulgence and my control over you is what i thrive on. You putting your will in my hands, whether you want that or not. I’m going to take the bet that you are secretly growing hard at the thought of me controlling your bitch ass.

So, there you were at the club looking all nervous and dressed like such a suburban prude. I could just tell you really wish you weren’t such a small dicked loser, and didn’t have a chance of getting pussy. Fuck, I can really read them. I approach you and get you a nice stiff drink, and sweet talk you into relaxing a little. I loosen and remove your tie, unbutton a few buttons on your shirt, and yank it outta your pants. Your looking a little less wretched. 

I whisper in your ear how I have an apartment nearby and I think you should accompany me home. Instead of taking you to my place though, I take you to my friends house who was having a party. I take you up to his sisters room and start undressing you… 

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 Oh don’t get too excited… your not getting what you think. I want you as my personal bitch and dress you up like one. I have you all pretty and drag you downstairs. I take you into a room where a few other girls have brought in their little bitches who were already at work. I push you towards a large framed black man and tell him your ready. He pulls out a huge black cock and forces you down on your knees before him. Face fucking your bitch mouth isn’t all he’s going to force fuck. Oh… and sissy… they don’t use condoms.

 

Adult Phone Chat with Sissies & Losers

adult phone chatAdult phone chat with sissy boys and tiny dick losers is my favorite. Why? Because I love a good laugh. Nothing funnier to me than a shrimp dick loser all dolled up and sissified; especially one who thinks his 4 inch pecker is God’s gift to women. You ever hear a grown ass man cry? It makes me wet. Yeah, I am a heartless cold bitch when it comes to tiny dicks. Men have two jobs in this world. Provide financially for their women and satisfy them sexually. If you cannot do both , then you are not a man and shouldn’t be treated like one. My husband can provide for me financially. He does very well in that department, but since he has a broke down cock that don’t work, he can’t take care of me completely like I deserve. Yes, that makes him less than a man. It makes him my bitch. Makes you my bitch too. I don’t care how much money you make. If you can’t spoil me in and out of the bedroom, you don’t get to control the show. Your lack of manhood makes me the bitch in charge. My husband didn’t enjoy wearing panties, or sucking cock, or getting fucked in the ass, either by my strap on or a cock, at first either. You grow to like it because you realize it is the only way you can satisfy a woman. But trust me, being a sissy bitch will suit you so much better. You will grow to like it with me as your trainer.

Sissy Training Sessions With Princess Paris

Sissy Phone Sex

Admit it, you have a frilly sissy hiding inside of you just itching to get out don’t you? I can tell from the way you’re always admiring my beautiful lingerie and my sexy high heels and stockings. I can tell that there’s something different about the way that you look at them. You’re not thinking how hot I look in them, you’re thinking about how hot you might look in them. Dressing up like a pretty girl isn’t the only thing you’ve been craving though is it? You want to enjoy every aspect of being a woman, especially sucking dick and taking it right up that sissy pussy especially if it’s big black cock. Don’t worry, I’ll teach you everything you need to know to become a good little cock slut.

The very first thing that we need to do is give you a head to toe makeover, complete with waxing and tweezing because a hairy sissy is just not attractive at all! Then once that’s all out of the way we can work on your voice and the way that you walk because those are very important. You want to be as feminine and pretty as you can be don’t you? That way you can attract as many big black cocks as possible. I’m going to have one of my big black cock friends come over so you can practice sucking dick. Big black cocks take a lot of work cause they’re so much bigger than regular sized dicks. I’ll give you lots of tips on how to be an amazing cock sucker and with tons of practice you’ll be a pro in no time. Once you’ve got cock sucking down then we’ll move on to getting your sissy pussy stretched open. This is going to be so much fun are you ready to go shopping and finally become the sissy that you’ve always longed to be?

Sissy faggot cum shooting phone sex with a shemale

sissy faggot cum shooting phone sex

That little faggot never stood a chance. As soon as he saw my thick shemale cock, he popped a big ‘ol boner. He made the fugliest girl ever with his thick legs, frilly tutu, and pathetic penis pouch. He was so freaking obvious as he pranced around, his falsetto voice making my nutsac pucker up. This would be an easy one and I planned to take “her” for every dime I could.
Sissy faggot cum shooting phone sex is my very favorite. I love training little virgins, sissies, and faggots how to be good, obedient cock sluts. There’s something about sliding my cock into a man and hearing that little moan he makes when his pussy gets violated. Or those little sissies who cry from the force of my thrust. They think that just because I look like a sexy girl, that I will be gentle. Oh, hell no. Or that gurgling sound a newbie makes when he gets that first dose of my love medicine. Better NOT spit that shit out. A good girl always swallows.
I love the way a good sissy arches up to take my screwdriver, wanting me to loosen his nuts with a good pounding, but unsure of whether he can handle it. Believe me, you can handle it and you will. I’m gonna own that ass-pussy now and you will tremble with need for only me.
So, come on, little sissy faggot, send me some pics of your pathetic self and let’s do a call. I may even let you cum. Of course, you do have to clean up the mess yourself.

Sissy Phone Sex on Sundays for Losers Like You

sissy Phone sexIt’s football season bitches. That means on Sundays pigskin beats pussy. But if you are hung like a hamster, then you pay no mind to sports because you are not a man. Football is a man’s sport. If you are watching Sunday football it’s only because you are eyeing those tight ends and hard balls. While the real men are drinking and betting on a man’s game, you will be getting cuckolding phone sex from a goddess. In my world, Sunday is Sissy Day. All the tiny dick losers put on their pretty pink panties and give me a call. Cuckold games are so much fun. There is bend over bitch and take it in the ass; there is who wants big black cock; there is who is a pretty sissy bitch; and my favorite game, guess what my mistress shoved up my ass. I also enjoy having faggot cuckolds over on Sundays. You tiny dick losers make great sissy maids to service the real men as they are in the man cave watching a man’s game. That’s right sissy bitch, you can suck cock, clean assholes and wait on the real men hand and foot. Don’t worry none of their manliness will rub off on you because there is no such thing as a miracle. You were born a loser . You will always be a loser. Just now, you are my loser.

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