Tag: sissy slut phonesex

The Kinkiest Boys

Avery 1-844-332-2639 ext. 228

I will never stop saying that we have the kinkiest boys here because I am so proud of them! I love all of my callers, but I have a soft spot for certain guys, so I thought I’d start a series where I tell you all about them. First up is a naughty sissy baby I know. And when I tell you he’s naughty that is NOT an understatement!

He is actually one of the kinkiest boys I talk to. This naughty sissy baby likes, actually loves, to wear diapers and although he’s a grown man I still think he looks super cute in them. But lately he’s developed a love of panties. My panties. And it seems that no matter how many times I say no he insists on stealing my frilly, lace panties and hiding them in his diaper.

Continue reading “We Have The Kinkiest Boys Here At Tomsin” →

Trinity 1-844-332-2639 ext 285

When I say The Interview: Breaking In My New Sissy was unforgettable, I mean it started the moment he knocked on my door—nervous, dressed like the desperate little toy he is, and already dripping through his cage. He wanted this. Begged for it. Said he needed to be broken in properly, to be humiliated, used, trained. I just smiled and set the stage.

“Let’s pretend you’re applying for a position,” I told him. “Personal assistant. Required skills: obedience, silence, and taking it like a good little sissy.” He showed up wearing a tight button-down barely covering his lacy pink bra, a black mini skirt, and kitten heels he could barely stand in. His lips were glossy, cheeks flushed, thighs trembling from the plug I’d told him to keep in all morning.

I let him stand there like a fool while I looked him up and down. “This is what you wear to an interview? Pathetic.” He tried to answer, but I cut him off. “Strip. Now.” He did, shaking the whole time, until he was standing in front of the mirror in nothing but his cage and his shame. I circled him like prey, tugging the leash I’d clipped to Continue reading “The Interview: Breaking In My New Sissy” →

Horny Sissy

*LUCY* 844-332-2639 xxx- 221

If you live within the kink community that means you know a horny sissy. I bet you’re one, aren’t you? We both know that a cock loving, horny sissy like yourself is always ready for a load. So why would the holiday season be any different?

You want a cock to either suck on or sit on 24/7, and it really doesn’t matter whose cock it is. And I also know your little secret my horny sissy. I’ve heard all about what you like to do this time of year to a special jolly old man.
Continue reading “Horny Sissy Loves To Suck Santa” →

Summer Fun

Avery 1-844-332-2639 ext. 228

I am so ready for some summer fun this year! And since it’s officially summer that means you need some sissy dress up time so we can update your wardrobe. It’s the time of year for pretty summer dresses, bikinis and super, tiny shorts. Just think about how many guys you could attract by showing off those sexy legs of yours.

Do you wish a pretty girl like me would dress you up and teach you how to be a sissy slut? One of my favourite things to do is totally transform someone from a masculine guy into a pretty woman. I mean, you won’t be as pretty as me when I’m done with you, but you’ll definitely be passable once I work my magic.
Continue reading “Summer Fun With My Sissies!” →

Sissy Shopping Spree

*LUCY* 844-332-2639 xxx- 221

I know you love wearing panties but when was the last time you really gave into your desires and had a sissy shopping spree? Because I definitely think you need to do it more often. I love all things lingerie so filling my closet with new, sexy things to wear is the best way to spend the day. So tell me, are you an experienced panty boy or are you one who’s looking for a new mistress?

I adore panties too and I would love to discuss your favorite styles, colors, fabrics, and all of those fun things. I wonder if we have some of the same favorite types. We could totally wear them together on calls. I have a very extensive lingerie closet so I’m sure we have a few of the same panty sets. I guess we’ll find out when you call me, and we get to know each other.

Continue reading “Come With Me For A Sissy Shopping Spree” →

Suck Cock

Avery 1-844-332-2639 ext. 228

I know all you sissy boys love to suck cock. And I don’t blame you because I love it too. It’s a specialty of mine and I’m proud when guys tell me that I suck cock better than anyone else. It’s honestly like a badge of honour for me. But not everyone is a natural at blow jobs which is totally fine. If you’re bad at it at first, you can definitely learn and be taught what to do.

And if you’re a new sissy and you need some help with it, I’d love to give it to you. How long have you desired to suck cock? I’d guess most of your adult life. Well what are you waiting for? Just let go and allow your deepest fantasy to come true with me!

Continue reading “Suck Cock Like A Pro My Sissy Boys” →

My Sissy Boys

*LUCY* 844-332-2639 xxx- 221

I think you all know how much I love my sissy boys. And to say thank you to you guys for being so good to me and spoiling me, I’ve added some new toys for you little sluts to play with to my red room. I think you’re going to be really excited for our sissy calls now – even more so than normal. Read more if you want to hear about all the fun things I’ve got for my sissy boys.

Continue reading “Hot New Toys For My Sissy Boys” →

Deep Throat

*LUCY* 844-332-2639 xxx- 221

I know that you sissy sluts can suck a cock, but can you deep throat one? If not I’d be more than happy to teach you how. Just get down on your knees and open that dirty little mouth of yours real wide. Wider then that baby, all the way open. Did you think that a cock sucking lesson with me was going to be a breeze just because you bat your lashes and look all cute and innocent? Well, you’re wrong so prepare to get that throat stretched.

Continue reading “My Sissies Know How To Deep Throat” →

Sissy Lessons

Avery 1-844-332-2639 ext. 228

How many sissy lessons did you have in 2022? Whatever your answer is, we both know it wasn’t nearly enough to complete your transformation. That’s why you need to start your 2023 sissy transformation with me. You really are a kinky little cock sucking sissy aren’t you? I’ve heard stories about you. About how you love to get pushed onto your knees and take a big juicy cock all the way down your throat.

You don’t even care if you gag, do you? Does it turn you on when your eyes water while you’re getting your face pounded? I personally love that. And I know you do too.

Continue reading “Let’s Start 2023 With Some Sissy Lessons” →

Sissy maid phonesex844-33-CANDYTeen Rowan ext 360

My brother’s sissy maid phonesex is what I live for. Yes, even my own sniveling little dick having big brother needs one on one time with baby sister! I couldn’t stand this motherfucker growing up. He took all of my mom’s attention. What’s more as every time I tried to seduce him, he didn’t take the teen bait! Who turns down free sex? My brain couldn’t understand what was happening. It only took one fateful night to turn the tides to your pink haired vixen’s power.

My mother is the first Mistress of my sissy brother. She teaches me and I use it to my advantage. I am the second mistress of a sissy boi, and hope to keep him around for a long time. Come with me to experience one of our first sissy training lessons. Continue reading “My Brothers sissy maid phonesex” →