Archive for the 'Sissy Phone Sex' Category

Page 25 of 44

Sissy training!

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!

Skylar Adores Pantyboys

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

Caught Once Again

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.

tonithetemptress@aol.com

Trick or Treat!

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

Trapped in satin

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

My Precious Panty Boy

Oh how do I love my sissy boys. I just can’t count the ways how you make me so proud of you. All dressed up before you call. You know exactly what I expect from you. All decked out in a beautiful long silk night gown wearing a fabulous bra and panties for when I strip that gorgeous night gown off you and put it on me to model it showing you how elegant it is on my busty, curvy body. Letting you feel my huge breasts while you slide your hands up and down my luscious curves. You love every second of it. I can tell how beautiful you feel when we talk.  The way you rub your little clitty for me making me feel so pleased, rubbing it harder and harder cause you just cant stop. That silky material just feels so damn good against your clit. Why would you want to stop? You’re my sissy and I want you to feel amazing like the woman that you have always dreamed of being. I hate when we say our goodbyes. I just want to scoop you up and make you forget about the day while we spend the whole day doing each others hair and make up; turning it into a fun filled day of shopping and giggling through out the stores having a blast. You know as soon as we walk in my door after shopping all of our clothes are coming off and you get to see my beautiful body and now its time to play dress up and maybe a little more if your a good sissy.

Kiss Kiss,

Faith

My sissy knows how to prance.

Nothing tickles me more than to dress up in my sexy lingerie with my sissy.  We have a little fashion show and try on all of our sexy outfits.  Every thing from little girl panties to sexy lingerie, fuck-me heels, stockings, hooker boots, micro-mini skirts , halter tops, sexy dresses.  The entire closet from A to Z.

Of course I have to help my little sissy in training with her makeup and hair to ensure it is up to my expectations.  She surely has to be the prettiest sissy she can be in order to be considered my property.  Once she passes final inspection it is time for a night out on the town.  Me leading her around by her little sissy leash, she gets laughed at plenty for being such a spectacle.

I am more than happy to strut around with her as my property though because I have taught her how to be the perfect little girl for me.  She is always on point from her appearance, her girlie walk and her manners.  We have a fabulous time and the night usually ends with me seeing just how far I can push her sissy limits.

Cum Party With Paris

I’m the hottest bitch you’ll ever have the luxury of fucking. I’m a hot sexy spoiled bitch and I only get the best in life. I love a real man who knows how to spoil me and carter to my every whim. I need a man who can fulfill all my needs, most of all who can keep up with me in bed. My parents always wanted the best education for me, I just don’t give a fuck! I want to live it up and have a good time. I just can’t be tied down to one man. When I let my hair down, it turns me from a stuck up girl right into a wild party cum sucking slut. If you’re one of those tiny dick panty losers, I’ll use you and degrade you until you cant see straight. So, if you’re a real man or a pussy boy come party with me! I’ll either be fucking your brains out or I’ll just rape your wallet.

Later bitch boys!

Paris

xo

Bitch Boi Said WHAT?!?!?!

I honestly am in SHOCK tonight. I cannot believe you! Yes, you know I am talking about YOU! You used to be my favorite little bitch boi but now you are nothing to me. You  are out on the street because you think that you can treat a Goddess like shit. I asked one simple question and the way you replied to me, well you are lucky we were only on the phone. I so wish I could have reached through the phone tonight and slapped you across the face! Actually that would have been the nicest thing I thought about doing to you tonight. Words cannot express the kind of pain I had thought of causing you. You should have known that I am not the kind of bitch you want to mess with. Apparently you didn’t think it through when you decided to disrespect me. Let’s just say, I am looking forward to what the future will bring to you.

Lacey James

1.866.949.4109

Sissy Phone Sex with Lacey James

What do I love about Sissy Phone Sex? It would definitely have to be the fact that I know I will always be in control! I cannot stand it when these dominant men want to call me and try to tell me how things are going to be. Hell no, that’s so not going to happen. My sissy boys know this. They know that I like things my way. They know that what I say goes. They also know that I like to have fun and I don’t mind sharing in the fun! I am not a bitch to everyone! No most of my sissy boys get to see my fun loving side. We always have fun together, whether it be doing some online shopping together or describing what we are wearing. When my sissy boys call me, it’s like talking to one of my girlfriends! And one can never have too many girlfriends, so if you’re a sissy boy and looking for a Mistress to have some Sissy Phone Sex with, then I am your girl!

Lacey James