Category: small penis humiliation phonesex

Diana 1-844-332-2639 Ext. 248

When we first met, I had no idea that beneath your shy, reserved exterior hid the most deliciously debased, submissive little worm. At first, I thought it was cute how you blushed at the slightest compliment, how you stumbled over your words in my presence. But as I got to know you better, I realized that your meekness was not merely a charming facade – it was the very essence of who you are.

Oh, the things you make me do to get you even slightly aroused! The filthy names I have to call you, the degrading taunts I must whisper in your ear as I “accidentally” brush against your crotch. “Is that a roll of quarters in your pocket or are you just happy to see me?” I ask with a giggle, knowing full well it’s neither – it’s just your microscopic pecker twitching pathetically in its cage.

Continue reading “My Dearest, Most Pathetic of Boyfriends” →

Amber 1-844-332-2639 ext 404

“Good girl,” I say, my voice dripping with anticipation. “Now, let’s get started, shall we?” I reach down and grab your hand, leading you over to the bed. I can feel your body trembling as we walk, and I can’t help but smile. This is going to be fun. I push you down onto the bed, and you lie there, staring up at me with wide, excited eyes. You look so small and helpless, and it’s mesmerizing. I reach into my drawer and pull out a strap-on, attaching it to my hips.

“Please, Mistress,” you beg, your voice trembling. “Please fuck my rosebud.” I climb onto the bed, straddling you, and I can feel your body tense up beneath me. “You’re mine now, Tami,” I say. “And there’s nothing you can do about it.” I lean down and press my lips to yours, kissing you deeply. Then, I reach down and grab the hem of your dress, pulling it up over your hips and grab the strap-on, positioning it at your rosebud. I push forward, forcing the strap-on inside of you. You cry out in pleasure, your body writhing beneath me, as I keep pushing, forcing myself deeper

Continue reading “Good girl” →

Make Me Cum

*LUCY* 844-332-2639 xxx- 221

If you can’t even make me cum why do you think I would be faithful to you? All you deserve is a cheating wife due to your subpar performance in bed.

Don’t sit there and pretend to be surprised that I’m cheating on you. When’s the last time you made me cum? It’s OK, I’ll wait while you try to figure it out but we both know it might take a while. You can’t make me cum. Period. So I had to find someone who could.

Continue reading “My Husband Can’t Make Me Cum” →

Diana 1-844-332-2639 Ext. 248

My sissy has been a naughty girl. He failed to complete his feminization tasks on time and tried to rush through them. Tsk tsk. Such a shame he couldn’t be a good slutty girl for me. Now, he must be strictly punished.

I’ve had this chastity device that was just begging to meet my sissy’s useless cock. It’s a snug stainless steel cage that will lock his pathetic prick up tight. No more cumming for him! He won’t feel a twinge of pleasure until I allow it. And given his recent misbehavior, that could be a long time coming.

I cuffed his wrists and bent him over my knee. “Count out loud sissy,” I demanded as I spanked his bouncy ass. “Count how bad a boy you’ve been!” The cage was attached as he wiggled and whimpered. “No cumming for you, you bad girl! Only Mistress Diana gets to decide when this useless thing comes out.” I gave him one last hard spank that made him yelp. Continue reading “Bad Sissy!” →

Diana 1-844-332-2639 Ext. 248

It’s funny that you think your miniscule prick could satisfy me. Look at it. So small and pathetic. You don’t even deserve to look at my pictures, let alone trying to make me cum. Your small penis deserves only ridicule and derision.

Try and make it hard for me. Will I even be able to tell? Doubt it. My thumb is more fulfilling than that scrawny excuse for a cock.

In fact, we shouldn’t even be calling it a cock. It’s a clitty. Your clitty is worthless unless it’s caged and even then you’re lucky that I even consider caging that silly thing.

Continue reading “Your Tiny Prick Can’t Satisfy Me” →

Zesty Zoey 1-844-332-2639 Ext 403

Femboi Paige applied to be a secretary at a big company in the area.  Mr. Jones interviewed Paige as he would be her direct supervisor.  She impressed him with her phenomenal typing skills, faster than any other secretary in the company.  He loved her submissive demeanor and knew that she’s fit in immediately and be accepted by the other secretaries.  However, Paige still insisted that she was a he despite all the signs that he was definitely feminine naturally.  Mr. Jones knew that the company could help Paige realize her true place in the world and hired her on as his personal secretary.

Continue reading “Femboi Paige, Forced Feminized Secretary” →

1844-33-CANDY EXT 423

 “Brian, you know how much I love you, right?” I said, looking him in the eyes and placing my hand on his cheek. He looked up at me, with a mix of hope and sadness in his eyes.

“I know you do, Mercedes. And I love you too.” He said, as he leaned in and gave me a kiss. I could feel his cock twitch in his pants, getting harder as he kissed me.

“Good, because I am going to be honest with you. I have been fucking other guys with bigger cocks than you behind your back. And I am going to keep doing it. I just wanted you to know that.” I said, as I stood up from the bed and started taking off my clothes.

Continue reading “Don’t Want No Short Dick Man” →

Zesty Zoey 1-844-332-2639 Ext 403

I love shopping with my sissy.  It’s so fun to find outfits and accessories to turn you into the most perfect feminized sissy you can become.  We’ve spent hours together training you up.  You’ve learned how to be a good little cock sucker.  So, now you’ve earned a reward.  It really does pay off to suck cock like a champion.  You’ve worked really hard to emulate the behaviors of a proper sissy.  Now it’s time to make you look like one.  It’s sissy shopping spree time!  We’ll go to all the best stores and shop together for some sexy little outfits for you to complete your transformation.

Continue reading “Shopping with My Sissy Phone Sex” →

Naughty Naomi 844-332-2639 ext 216

Welcome sissy faggot, it’s time to start your training.  Do you know the best place to properly train a cock sucker like you?  My favorite place to take you to practice is the local glory hole.  Tonight is glory hole training! But first, we have to get you presentable.  Guys aren’t going to want to get their dicks sucked by that. *waving vaguely at you

So, it’s time to femme you up a bit.  Time to do your hair, make up, and to dress you like a proper slut.  I’ll transform you into something men want to stick their dicks into and get off.  Pout those lips sissy, time for that lip gloss so your lips slide smoothly up and down the cocks you suck tonight.

Continue reading “Sissy Faggot Glory Hole Training with Miss Naomi” →

Zesty Zoey 1-844-332-2639 Ext 403

Welcome to Zoey’s University of Femininity!  Things are going well with the development of my training program.  My first set of students has gotten off to a great start.    From sissies to fembois, no one is turned away.  If you’re willing to put in the time and effort to learning how to become your best feminine self, there’s a place for you here.  So many classes to reach your feminizing goals.  I know you’re going to find exactly what you need and are looking for here.  Classes are offered in fashion, deportment, and even improving any and all sexual activities.

Continue reading “Zoey’s University of Femininity” →