Category: Crossdressing Phone Sex

I love your dress

crossdressing phone sex

Crossdressing phone sex holds a special place in my heart. There is something sexy about a man who is trying to find himself as he dresses in a pretty bra and panties, or maybe stockings and heels. Usually these are stolen from a female in their lives such as a sister, mom or wife. They try to only dress when they know that they will be alone, admiring their body in the mirror as they turn back and forth. Maybe they even go so far as to try to apply some basic makeup like mascara and some lipstick. Not all of them want to be fucked by another man but there are some who will continue down the road of humiliation and sissification. They will start to get more bold with when they are dressing, the excitement of knowing that they could be caught egging them on. Then the day that someone comes in they look scared and surprised but deep down had wanted to be discovered all along. They want the punishment and the anger from that loved one so that they can use that to fuel their depravity. The others are confused and looking for some re-assurance that it’s ok for them to wear pretty things too. To have a friend or loved one take them by the hand and show how to fit items, what to shop for, help apply makeup and maybe even do their hair. No matter which side of the road that you are on I am looking for you and can help with either destination!!

Small cocks need not apply

small cock humiliation phone sex

I don’t get very many calls for it but I enjoy small cock humiliation phone sex. I have fun rounding up some girlfriends and we all laugh and point at your tiny cock and ask how you could possibly fuck anyone with a cock so small. I would allow you into my bedroom but only to prepare my pussy for a real cock to use. You would sit on the floor or a chair with your tiny cock in a cage and would not be able to touch it unless I allow you to. Once my pussy has been satisfied I will call you over to clean his cum from my cunt. You will moan as your tongue comes into contact with my gooey center and continue to lick until there is no baby gravy left. If I feel that a good job has been done then I may let your mini meat rocket out so you can dribble into your hand and then clean it up. If you don’t do a good job then I will keep you in that cage for a month with no relief. Real men are meant to wear the pants and since you have that pathetic excuse for a cock you are no real man. You are a pretty boy with an overgrown clittie that will now be kept in panties and a skirt so you no longer are confused about being male.

Boss Bitches For Your Hardcore Ass Fucking

Hardcore Ass fucking

Who is a sissy cock sucking faggot who needs Hardcore ass fucking? You are! Meet Harley! Once you meet her you will never go back! Mistress Harley is the Hardcore Bitch to put you in your place. I am proud to welcome her to our Dominatrix family! You will be worshiping her  and submitting on a whole new level. Feet worship, big black strap-on worship and cum eating even! Women like us know how to please that submissive side of you. Look at her body, you will be begging to slurp hot creamy cum loads of other men out of her pussy! That is if she lets you. See, you may not know what you have gotten yourself into. But I know you will be enamored and completely under bad ass bitch Harleys spell.  Even if you only had fantasies of serving a hot female, cum and find you a new kinky side of you and a new sexy Domme bitch to train your sissy faggot ass!  Black cock lovers, feet men and crossdressers beware you will have a new A -dick-ion. Don’t be shy little slut, Mistress phone sex is where you can let go of all your manly cares and be the sissy faggot with your ass fucked the way it should be!

mistress phone sex

Mature Phone Sex Size Queen

mature phone sexI am a beautiful mature phone sex size queen. I know my worth.  So many men do not understand that they lack what I need. However, a few do know their rightful place with me like my husband and a few callers. Some tiny dick losers, however, think they have what I need with a 4-inch nub. Men like that need to learn a lesson or two from some of my phone pets, or even my husband. If you have a small weenie, clit stick, pin dick or a limp dick, you only have two roles in my life. You can be my cuckold or my sissy. My husband is my cuckold. I love sissy phone sex too. Sissies are highly entertaining. There are many ways to entertain and amuse a Goddess like me if you are a sissy. You can dress up, prance, preen and twirl for me.  If you fight dressing for me, I am not against forced feminization. I will put you in a pink frilly outfit, white patent leather shoes, matching bloomers and force you to perform for me while I record your humiliation. I will invite a few sexy friends over to snicker and giggle at you too. You can serve us food and drinks. You can paint our toes and nails. Hell, you can clean my house. You should just feel honored to be in my presence. If you choose to be my cuckold instead of my sissy, that means you will be sucking cock, taking cock in your back door pussy, and cleaning out the biggest cum shot in my pussy. Again, you should feel grateful I let you anywhere near my hot holes. It is a privilege to clean me up and it is an honor to taste the cum of a real man. There are ways you can still be in my life if you lack the cock I am worthy of having inside me.  Small dick losers, sissies and, cock sucking fags can never make me cum, so you might as well make yourselves useful somehow. So, are you my sissy or my cuckold?

Princess Phone Sex Mommy Rita

I’m mommy Rita and I love being a nurturing mommy for sissy sluts. I have a couple of pageant slut daughters and a young sissy son. We are always playing pageant with naughty boys that my girls love assisting in sissifying them. I have boyfriends that come by and love to help me with my sissy training as much as they like to assist me with the little pageant whores lessons in pleasing dick. If you need some training in being a cock sucker then we can work on you with that. Maybe you are already a naughty panty wearing pervert and just want to jerk off and watch the pageant whores perform for you. They always need training for their next pageant. My son really needs to have his little tight bum hole trained as well. I bet it would be fun if you wanted to play priest and try converting my deviant filthy family into the purity of your religion. I bet, however you could not hold back on your pervy desires when you see all three of them in their pageant wears.

Princess Phone Sex

Sissy Phone Sex Sluts Welcome

Sissy Phone Sex

That’s right all sissy phone sex sluts are welcome to my sexy domination! I was at the farmers market and saw the most pretty female trying to be a man. What I mean was her face looked like an angel and she clearly didn’t belong in men’s clothing or trying to be masculine. And no this wasn’t just a gay boy, this was clearly a male species stuck in a body and life they did not want.  A wife and brats tagged along as he carried fruits and vegetables and muttered yes dear. His gaze would go to the big burly farmers unloading trucks. He was in need and I knew it. I got close and purposefully bumped into him. I smiled as he was so sweet and apologizing. My eyes caught his as his little family left him behind. 

“You should be only sorry that you are not on your knees in pretty clothes sucking that farm hand off for me.” My words stunned him, but he was almost hypnotized by my voice. “Is your clitty hard? If so here’s my number.”  No one paid attention to us as i passed him a card and loudly proclaimed that I could help him redecorate. I would be redecorating  his life privately for sure. 

It took two days for my new sissy slut to call me for an impromptu Phone sex chat of sorts. He was miserable and perked right up at me telling him I had a black cock appointment. I offered the address and took his male clothing size. I had just the perfect sissy slut outfit for the first sissy lessons with me and a black dick! 

Pantyhose Fetish Phone Sex With Brooklyn

Pantyhose Fetish Phone sexPantyhose Fetish Phone sex s one of the most erotic for me. I love the way nylons feel against my skin making my long legs shimmer. I have so many pairs. My favorites are the thigh highs that give me an extra sexy look when my dress is short and play peek a boo when I walk or bend over. I enjoy a man who masturbates with my dirty pantyhose, and stocking. I know that I love to slip my finger down while no wearing any panties and play with my pretty pussy under my pantyhose. Are you a panty and hose wearing man. I think that is sexy as fuck honestly. The way a cock looks all mushed up in the tightest silkiest pair! My neighbor loves to buy my used stocking and stinky worn for three days pantyhose to jack his cock off. He buys them and then sends me pictures of himself in them and his cum stains. Today he sent me a message asking if he can have a pair that had large cum stains from my husband. Little does he know the cum stains will be from another man. I wish I could tell him that my own submissive cuck husband enjoys the same things as he does. But We have to keep appearances…

Lacey’s CBT Phone Sex Fun

CBT phone sex

Are you the kind of loser who needs to feel pain in order to feel pleasure? Then you need to be dialing my number to call me for some ball busting CBT phone sex. I love the fact that I get to tell you to do all kinds of painful things to your cock and balls and you do it with no hesitation. Well, maybe a little bit of hesitation because I can be a little relentless with my orders. I kind of like it when you scream and cry, so every time that happens, it will probably make me want to torture you even more.
Actually, if I’m being honest – you’re going to get tortured even more regardless. You could be quiet or cry out and it’s not going to matter one way or the other. When you call me for cock and ball torture, you ARE going to be in pain. It’s going to be really bad. But I know that me saying that won’t stop you from calling me. You’re a pain slut and you need it, don’t you? You’re probably rock hard and throbbing just thinking about it. So what in the world are you waiting for, loser?

Cock Control and SPH

cock control

Its always nice to be the bitch that has your complete attention, and full cock control. My pretty pussy is aching to have a gang bang with two or four big hanging cocks! But alas my sissy squad and my head sissy (My “ husband”) Have had to attend to my pussy with giant dildos and pretty lipsticked mouths slurping and licking me as best they can. I have had a parade of sissy fashion, whips and chains and pretty collared sluts confined with me, any excuse to be with me for a couple of weeks and my sissies have 24/7 to be their true selves. I swear we may run out of pretty red lipstick and assholes just may never go back to normal after all these humongous strap-on and dildos they have been working for me! And yes even itty bitty clitty cocks are under my control, now and forever’s They have willingly offered up complete servitude to this red headed Mistress of sissy lovers. But make no mistake, I ache for Big black monster cocks to fill me up!  How oh how long will it be until I can be the whore in the middle of a black meat fest?

Husbands Sissy Closet : Sissy Phone Sex

sissy phone sex

 

Mistress phone sex

S is for Sissy phone sex. My husband loves being my bitch in sissy drag. He wasn’t always my sissy bitch. It took years to get him to this level of sissy play. His small cock did make it easier to buy him panties and nylons though. No one questioned when we went to electrolysis, he was never very hairy anyways. I knew the receptionist had seen many cross-dressing fairies before. Tights garter belts and crotchless panties were added as gifts from me and who can deny making their clit stick husband pretty in a little lip gloss and mascara. Now, look at us. My fairy faggot husband has a closet that mirrors my own and an outfit for any day of the week if we choose. I have a matching sissy closet downstairs in the sissy training play room I use for my useless cocked men who need sissy attention as well. I need to say this though. My husband doesn’t just look like a sissy fag in his ruffles and petticoats, he is very much immersed in the role of cuckold sissy. His cock taking abilities are superior and I am happy to share a cock over 8 inches with him any day. It takes time, discreetness and dedication to a Mistress to be on his level. Come out, come out my crossdressing little dicked men! Time to play with Mistress Brooklyn!