Category: sissy phonesex

Diana 1-844-332-2639 Ext. 248

As I glanced over at him, his gaze transfixed, I couldn’t help but smirk. I had been preparing for this moment—my secret plan to hypnotize him into becoming my sissy maid. The atmosphere crackled with anticipation as I quietly spoke the words that would send him into a blissful trance.

“Just relax… let everything else fade away,” I whispered, our eyes locked. The corners of my mouth twitched in mischief as I watched him let go, surrendering to my commands. It was time to indulge in a little fun, to explore this tantalizing dynamic between us.

With a gentle snap of my fingers, the room transformed. I brought out the cutest little maid outfit I had picked out just for him—tiny, frilly, and oh-so-revealing. I held it up, the fabric shimmering in the dim light, and he smiled obediently, blissfully unaware of just how flirty this was about to get.

Continue reading “My Very Own Sissy Maid” →

bitch

Anna 844-332-2639 EXT. 203

Miss Anna was at work and got a new Supervisor. She examined him thoroughly but there was something about him. The way he moved his hands, or would push his hair back behind his ears, and he always seemed to admire her high heels and outfits and compliment them. He even asked what shade of red lipstick she was wearing one day she caught her completely off guard.

Continue reading “I know a Sissy when I see one” →

Rita Plugs You all Day

Robotic Rita 1844-332-2639 Ext 413

Have you ever been plugged all day? Part of the day? Just while at work? Have you ever been plugged at all? Mmm, well, you are in for a treat because I intend to keep that little sissy pussi plugged whenever I don’t have a cock filling your filthy little slut hole.

It’s okay if you don’t think you want it or aren’t sure if you’ll like it. I didn’t ask you! Welcome to Rita plugs you all day!

Continue reading “Rita Plugs You all Day” →

Sherry 1844-332-2639 ext 399

As time grew on, I could tell he was a pathetic loser of a wanker who did not respect my job. He requires punishment to learn respect. I usually go to them as they call to me whispering my name. It was late at night and there he was deep in sleep.

Tonight will be different. As I come up through the sheets between his legs whispering to him of desires. I could see the terror on his face as his lips tightened and he saw me peeping from the sheets at him as I smiled up at him. He had no idea what I was going to do to him tonight. Continue reading “Time Wasters Punishment” →

answer

Anna 844-332-2639 EXT. 203

Miss Anna was hosting a special luncheon with her best candy girls. She invited them all over. And of course, invited her Slave too. Luckily, she dressed and got her Slave Slut ready before the guests arrived: A mini skirt, , a pair of 6’’ stripper heels, lipstick with nail polish to match, and a one-piece fishnet body suit that acted as both stockings and a top underneath her mini skirt. The doorbell rang. ‘’Well, Slave, don’t just stand there, go and answer it!’’ ‘’Please Miss Anna, this is so embarrassing.’’

Continue reading “Miss Anna’s luncheon” →

Accessorize!

Posted 4 months ago by Rita

Accessorize!

Robotic Rita 1844-332-2639 Ext 413

The key to any successful sissy outfit is to accessorize! Accessories are what make girls girls! All of the pretty clips and bows and ribbons. Glitter, don’t forget the glitter! The options are literally endless! Shoes and bags are like icing on top of a very sissy cake when we dress you up, and no one likes a cupcake without icing, am I right?

Continue reading “Accessorize!” →

1844-33-CANDY EXT 423

    “I threw a fun party for us, and I think it’s going to be really fun, trust me!”

You follow me out to my car, looking a little unsure of yourself but excited at the same time. I can tell you’re nervous, but I know you’re going to have a good time tonight.

When we’re arriving at the party, you hear the sound of music and laughter. I’m grabbing your hand and lead you inside, where you’re greeted by a sea of half-naked bodies.

“Wow,” you breathe, “this is… a lot.”

Continue reading “Welcome to My BBC Party!” →

Babysitting Silky

Valerie 1844-332-2639 Ext 243

One of the greatest parts of being a babysitter is exploring the world of make-believe and fantasy! When I’m babysitting, we can play dress up and be whoever we dream to be. That’s what happened when Silky’s mom asked me over to sit for them. When I arrived, Silky suggested we play dress up because her mom had a closet full of beautiful, soft things. We tiptoed into her mom’s beautiful room, I looked over the vanity which was lined with expensive perfumes and lipsticks as Silky pushed open the closet and showed me all of the beautiful pieces of lingerie and robes in all types of delicious fabrics.

I could see Silky’s eyes growing wide as I asked her to show me all of her favorite things. She shared with me that her mom didn’t know she liked playing in her pretty things, and I told her that the secret was more than safe with me. We’d clean up and put everything back in perfect order…after we had our fun.

Continue reading “Babysitting Silky” →

Creamy Panties

Francie 1844-332-2639 xXx 208

Sometimes it feels like my clients are more fucking obsessed with panties than any girl I’ve ever met. They want to sniff them, wear them, hoard them! It’s insane how many times I’ve heard cross-dressing and sissy clients alike lament over purging their pantie stash.

One honey little fucker called me the other day, nearly in tears. “I just want to feel sexy and cum in a pair of panties!” He sniffled as my eyes rolled back into my head.

Continue reading “Creamy Panties” →

Alex 1-844-332-2639 Ext. 425

“Whining and bitching won’t get you anywhere, sweetheart.” Those eyes looked into mine, full of tears and red from crying. Tantrum throwing. The whole day all I could hear was a whining “No, I am not a fucking girl. Let alone a baby girl! Fuck off, let me go!” Such dumb arguments from someone who I had been looking at wearing a frilly little pink tutu all damn day. After the discovery of a used and dirty dildo under my friend’s bed, I knew two things. First, that little nasty one loved getting used like a girl. Second, that cleaning what he used was beneath him.

Continue reading “Whining Sissy Baby” →