Category: humiliation phonesex

roommate

Anna 844-332-2639 EXT. 203

Miss Anna took on a new roommate. He was very shy and quiet, but she always secretly had the hots for him. When night fell, she could swear she heard him stroking away in his room. She was so tempted to knock on the door and ask if she could lend a hand.

There was of course, one thing that really bothered her about him: Every time she went out and came home, she noticed that things from her room would be misplaced. Her shoes, her clothes. She confronted the roommate, asking him if he had guests over. He claimed that his girlfriend had been by and was fixated by her closet, to which Miss Anna stated she didn’t mind, so long as his girlfriend put everything back where she found it.

Continue reading “Miss Anna’s Roommate” →

participant

Amber 1-844-332-2639 ext 404

Liam is a willing participant in our little game of power and control. His bedroom was dimly lit, the air thick with anticipation and a hint of nervous sweat. Liam was strapped to a plush velvet chair, his eyes wide and pleading. Miss Anna, a vision in a tight black dress and sky-high heels, circled him as if she had found her prey. I leaned against the doorframe, arms crossed, a smirk playing on my lips.

“Now, Liam,” Anna purred, her voice dripping with mock concern. “We had a deal, didn’t we? Hands behind your head. Or else…” Liam whimpered, his gaze darting between Anna and me. “But… but it’s been so long,” he stammered, his voice laced with desperation. “Please, just a little…” “A little what, Liam?” I interjected, pushing myself off the doorframe and strolling closer. “A little touch? Perhaps a little relief? You know the rules. Obedience is rewarded, disobedience is punished.”

Continue reading “a willing participant” →

a grown man

Posted 3 weeks ago by Cory

Bartholomew

Cory 1-844-332-2639 ext 407

It’s not every day you see a grown man sporting a full-on tuxedo with, shall we say, a little extra padding in the rear. But then again, my relationship with Bartholomew is anything but ordinary. He’s my big boy, emphasis on the big, and sometimes, bless his heart, his body just malfunctions.

Last Saturday was our friend Brenda’s annual “Soiree of Sophistication,” and naturally, I wanted Bartholomew to make a splash. Hence, the tuxedo. He looked dashing, kinda like heèd accidentally wandered into a James Bond film. The problem? Bartholomew gets cripplingly shy in social situations. His default setting is “awkward,” and apparently, his anxiety expresses itself through wetness.

Continue reading “a grown man” →

Trinity 1-844-332-2639 ext 285

This is a giantess fantasy: I wanted him beneath my heels! To worship me! He was trembling before I even stepped into the room. I towered above him—six-inch stilettos on, black latex hugging every curve. To me, he looked no taller than a doll, kneeling on the hardwood floor with wide eyes and a bulge straining in his pathetic little cage. You’re so small,” I whispered, circling him like a predator. “So easy to break.”

I leaned down, just enough for him to catch a glimpse of my breasts swelling against the latex. His lips parted like he wanted to worship them—but I wasn’t here to be soft. “I could crush you,” I said, lifting one heel and placing the sharp tip between his legs. He whimpered. I laughed. “Hahahaha! You’re pathetic!” I loved watching him squirm. I was a goddess to him, untouchable, unstoppable, and he was nothing but a plaything.

I picked him up like a toy—his light little body pressed to my chest—and carried him to the bed. He gasped as I spread my legs, lowering him between my thighs like I was offering him heaven. “Prove yourself,” I growled, grabbing the back Continue reading “Beneath My Heels” →

spoon

Anna 844-332-2639 EXT. 203

Mommy Anna was organizing a special birthday surprise for Sissy Baby Tami. After all, it was this little Sissy Baby’s birthday. She was going to be a year older, and all the more naughty, slutty and filthy! Mommy Anna was preparing things in the nursery. Mommy Kayla, Mommy Amber, and Mommy Zoey all came to set up the decorations, they managed to find the most poofy pink dress for Tami, with matching pink stockings and little Mary Janes, and let’s not forget Tami’s most favorite hair bow toe that was in a shape of a little mini cock barrette!

Continue reading “Happy Birthday Sissy Baby Tami!!! Pt. 1” →

Please dont touch my cock!

TS Alexus 844-332-2639 EXT 349

As a new trans person, sometimes I get nervous I won’t be welcomed in the women’s locker room at the gym. My cock is still threatening to unsuspecting women, and my breasts don’t seem to soften their feelings toward me. So I’m still stuck waiting until it looks like no one is in the men’s locker room and rushing to shower and get out before someone pops in.

I had to get to work after my workout but didn’t have time to drive all the way home to shower. So I needed to use the men’s locker room, even if someone was already in there. When I knocked, no one answered. If I were quick, maybe things would be okay!

Continue reading “Oh No, Please Don’t Touch My Cock” →

1844-33-CANDY EXT 423

It’s Easter Sunday and we’re alone, just the way I like it. I’m a petite, bratty woman, and you’re my submissive male plaything. I’ve always loved having power over you, and today is no exception.

“Hey, slut,” I greet you, a smirk playing on my lips. “I’ve got a little surprise for you.” You look at me, confusion etched on your face. “What is it, Mercedes?”

I hold up a pair of bunny ears, panties and a tail buttplug, dangling them in front of your face. “I thought you could wear these for me. You know, to get into the Easter spirit.” You blush, looking down at the floor. “But, Mercedes, I don’t think I can wear those in front of my family.”

I step closer to you, my body pressing against yours. “Oh, come on, don’t be such a party pooper. It’ll be fun, I promise.” Continue reading “Easter Humiliation” →

Trinity 1-844-332-2639 ext 285

My favorite sissy was already kneeling when I walked in, hands resting in his lap like the obedient little doll he was. Silk panties hugging that useless bulge. Lips glossed, eyes wide, eager. My favorite sissy. “Good girl,” I purred, running my fingers through his wig. “You’ve been waiting patiently, haven’t you?” He nodded quickly. “Yes, Mistress.” I leaned down and kissed his cheek—soft, slow. Then slapped the other one. Just hard enough to make his lip tremble. “Speak when spoken to, baby.” He whimpered. God, I loved that sound.

I made him crawl behind me to the bed, swaying my hips just to watch him squirm. He was already leaking through his panties—so easy, so desperate. “Take them off,” I ordered, and he did, revealing that pathetic little clit of his. I giggled. “Oh baby… still small. Still so useless. But you’re so pretty, aren’t you?” I dragged my nails down his chest.

“You’ll never fuck me like a man. But that’s not what you’re for.” He moaned as I pushed him on the bed, straddling his face. “This is your purpose, slut. You serve. Must worship and satisfy.” I lowered my pussy onto his mouth and he moaned Continue reading “My Favorite Sissy” →

purse

Anna 844-332-2639 EXT. 203

Victoria Kate came home late, rustling and bustling around at home and sounded mad about something. Her mommies woke up and came downstairs to see what all the fuss was about.  Mommy Anna began questioning her, worried. ‘’Sorry,’’ said Victoria Kate ‘’ I went to a club with one of my girlfriends, she wanted me to be a wing woman for her, I swear I won’t do that again, she found someone. Victoria Kate had never experienced being hit on so much in her life! ! Besides, most of the guys were gross!’’

Continue reading “Victoria Kate’s Regression Pt. 1” →

Diana 1-844-332-2639 Ext. 248

I received the most interesting letter today from one of my favorite submissives! I hope you enjoy reading about how he craves being my sissyslut whore!

“My dear Mistress Diana,

I come to you today full of yearning and desperation. Beneath the façade of the strong, confident man I must be, a submissive, aching need has been growing and consuming me. I am so tired of always having to be in charge, of never being able to truly let go and surrender control. My job demands a leader, but my body and soul cry out to be led.

Continue reading “My Sissyslut Whore” →