I know all your secrets and I love the way you keep asking for my strap-on play! It makes me aware of how much your sissy ass really craves another mans cock. You pretend that you are into woman but I know better. Every time you beg for something to be pushed in your tight little man hole, it makes me see more into your twisted need for dick. And, I often wonder what would you do if you were locked in a room with only big black guys with huge over sized dicks? Well let me just say, something tells me that you would bend over like a little bitch and take as many of those black cocks into your cum swallowing mouth and that nasty shit hole! So, please no more pretending. Come on, just admit that your are a sissy ass little bitch that loves cock; especially Black Cock! I wait for your truth… sissy boy!!
Archive for the 'Sissy Phone Sex' Category
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You are going to get dressed nice and slutty for me tonight. I want you wearing a slutty pair of black panties with a matching bra and your tight little black dress the one with the slits up the side. Finish yourself off with a pair of thigh high stockings and a killer pair of stilettos Of course I expect your make up to be perfect. I know you have been practicing. I love whipping out my huge strap on dildo and watching your eyes grow wide. Open your mouth for me my little slut. So you can lube it up and I can fuck the shit out of your little tight pussy. Pull up your dress and slide those panties aside for me and get ready for me to stretch you apart. I want to hear you beg me to fuck you harder in your little girlie voice.
Zoe
Are you ready to take this journey with me? I love all sissy boys, panty boys, and other feminine boys. They always do such a fabulous job making me so proud of them. Are you up for the task? If so, get your notebook out and let the assignments begin. I will train you to be the perfect sissy. I adore boys like you that are so eager to learn. I will teach you how to properly put on your makeup, teach you how to prance around in your pretty panties and how to put on your panty hose on those perfectly shaved legs. You will be my personal fuck toy when I am done with you. I will have you ready to get your little man pussy stretched wide open by one of my chocolate lovers. But you must be patient it’s not going to happen over night to a boy like you. So, get your lip gloss out and let’s have some fun transforming you into the perfect sissy slut.
Rachel
klassyrachel@aol.com
I have you all dressed up….hair, make up and some hot clothes. I’m getting excited just thinking about all the stares you’ll be getting as I parade you around town. We’ll go to a quiet bar, one where all the curious guys are. Curious, yeah right. They’ll be sucking on your little boy clit in no time flat. Just you wait. We walk into the bar and it only takes a moment before someone offers to buy you a drink. I size him up, he’ll do. You seem to be hesitant, but I don’t really care. You’ll do as you’re told. Take the drink, have some small talk. We know that no one really cares what you’re saying. I nudge you in the ribs, it’s time to swallow you’re drink. I don’t have time to waste on this silly little game. You want him, he wants you. I’m just the one to make sure this little get together happens. After all, it’s for my pleasure..not yours. It’s time to leave.
xoxo
I remember when you approached me about a babysitting job. When I first showed up at your home I was a bit surprised that it was you that I would be babysitting for. That’s when all your little secrets and desires came out. I understand all of your needs. That’s what makes me such a good babysitter. I love dressing you up like my little sissy baby it’s so much fun sitting down with you playing with all your toys watching that cute little smile on your face. I know deep down you are craving to be humiliated by me. Instead of being a big boy and using the potty I know you are secretly making a mess in your diaper like a naughty little boy. I won’t think twice about spanking your bottom, you don’t need to hide anything from me anymore. You have been wearing a stinky diaper all day long just waiting for me to smell it so I can change you. Taking you right to the changing table so I can remove that wet, icky diaper Oh… what a mess you have made! I will clean you up and put lotion and lots of baby powder on your little butt. Now, that you have a nice fresh diaper on I want you to lay down for a nappie and take your bottle with you. When you wake up I will dress you so pretty in your pink dress the one with the ruffles and lace and we will head out to the park so I can show you off.
I think your little diaper fetish is adorable it just makes me want to squeeze those little cute cheeks of yours. Call me after your nappie, I will have your diaper bag packed and your stroller ready to go!
Your naughty babysitter,
Faith
xoxo
My sugar sissy “becky” has been such a good little girl this week. Tributes so far totaling $500.00 in my purse makes me one happy Princess.
Not only has she been extra attentive with the tributes but we had a fabulous call last night which included shopping online for a new sissy dress for her. I can’t wait to see her get on cam and show off her new sissy gear! She is gonna be one hot tomale!
Pantyboy, let’s explore your girly side together. Call me, and tell me the sexy outfit that you are wearing today or tell me that you are naked, and I will dress you up. Maybe it will be really frilly, lacy, and pretty pink things. Maybe it will be super slutty, fishnets, panties, heels, possibly even a leopard print dress.I have worked retail for a number of years, so I am great at finding those perfect details for dress up play. I can pick out the perfect panties for you. Maybe you can play with a pair of my panties. I have over a hundred pairs of panties.
If you desire complete feminization then you are in for a real treat. Let’s use lingerie to create some beautiful curves, maybe with a tight corset. I will transform you into the perfect little sissy boy, with perfect hair, make-up, maybe even a heart pendant nestled between your breasts. Oh my! Doesn’t it feel natural to see your reflection in the mirror transformed into the perfect girl.
Perhaps you just enjoy the sensation of your little cock tucked inside my pretty panties. You love the way that they feel and how you look in my panties. A little soft, sensual domination is what this panty boy needs.Listen to my soft and smooth voice take control, guide you, and make you cum those soft pink panties.
Perhaps you desires are a lot more on the kinky side of things. You are a slutty whore panty boy in need to be teased, taunted and humiliated. You relish in the humiliation of being teased about your small penis, humiliated into wearing slutty girl lingerie and whore red lipstick. I will treat you like the little sissy whore slut that you know that you are.
I adore PantyBoys. Call soon and let’s find that girly side in you.
Kisses,
Skylar
Mommy has caught you once again sneaking into my room going through my hamper picking out my dirty panties. Shame on you! What do you think, I should do with you now? The possibilities are just truly limitless! I can turn you into Mommy’s sissy boy and make you wear my dirty panties all day long or better yet I can stuff them right in your little mouth and make you clean them like a good boy. You will take whatever punishment that I give you. I understand you are so mesmerized with all of Mommy’s undergarments. I don’t mind you playing in my closet at all but I find it more of a turn on when I dress you up so you can look just like Mommy. Isn’t that what you’ve always wanted sweetie? No need to answer, just call me so we can play dress up and put a pretty little smile on your face.
Yesterday was Halloween; I worked at my office temp job. It is a prestigious law firm in the city, with a very conservative environment as one might expect. Earlier in the week, I was shocked to see a note on the Company Electronic Bulletin Board that we encouraged to dress in costume for a Halloween and there would be a luncheon.
I dress professionally for this office: heels, pantyhose, knee length pencil skirts, blouses, suits…you get the picture. Here was my chance to dress fun for the day. I thought about dressing up as a Mistress, but once I am dressed in that gear, my true dominant personality appears. I don’t think anyone would find it appropriate for me to have all the men in the office on their knees worshipping my boots and kissing my whip. Well, some of the legal secretaries would have found it amusing to watch their bosses groveling and being whipped. I decided to dress in a simple but very sexy little bar maid uniform my college days, short flirty little hot pink/black skirt and little top, with logo on it. I thought it might be rather provocative costume for this group and I might draw a lot of attention. I was wrong. Everyone was dressed in great costumes, but the one who drew the most attention was the Executive Director.
Have you ever noticed that so many guys cross dress on Halloween? Some of these guys really look silly, but today I was the one who was shocked when I saw the Executive Director (really high level guy) arrive dressed in a turquoise blue cocktail dress. I looked at him very carefully. The dress fit him to perfection. It had to have been tailored for him. It was just too perfect. He didn’t look silly, he looked rather elegant. He had a blonde wig, with soft delicate curls, make up applied to perfection and he walked in little black pumps like he did it every day. He looked just a little too good for this to be just a funny Halloween costume. The feminine details were just too perfect. He had what appeared to be an antique broach pinned to the dress. The hose were just the right shade to go with the outfit. He had delicate pearl earrings clipped to his ears. He was carrying a black pocket book that matched his black pumps, again to perfection.
I have never spoken to this man, but was aware of him because he was position with the firm. I approached him towards the end of the luncheon. I just couldn’t resist getting to know him. I looked right into his eyes (which matched the color of his dress) and I said exactly in the same tone that I would say to one of my sissies after dressing him up, “You look so pretty” with a soft feminine dominant voice. He responded like a good little sissy. He was glowing that I had discovered his true nature and that he has discovered mine with just a few simple words. Then he blushed and looked down. I discovered a sissy dying to come out and let the world know his true nature. I grabbed his chin, looked right into his eyes, said, “You be a good boy today for me.” His instincts just took over, he replied, “Yes, Mistress.” I smiled and returned back to the group of secretaries.
You never know where you are going to find a sissy in this city.
Mistress Koko
You know you shouldn’t be going through my closet when I am not home but you know the temptation has been killing you. Going through my panties, choosing a simple satin thong. Rubbing that smooth material against your legs as you step into them, pulling them up to your waist. A bolt of excitement shoots right through you as the panties tighten against your balls. Gently rubbing your cock, you feel yourself moisten my panties with pre-cum. Rubbing the material against the tip of cock even harder, wanting that feeling to last longer. Searching around my room trying to find my vibrator. You know what’s going to happen if I catch you. I’m going to make sure I have my way with you. It will be something you will never forget. My sweet little fuck toy <3
