Category: feminization phonesex

Sissy Slut Bob Pays The Rent

Goddess Rita 1844-332-2639 Ext 413

I told my useless faggot boyfriend that if he didn’t start helping with the bills by getting a job, I’d find a way to make him pay. His lazy, good-for-nothing ass STILL didn’t look for a job after I dressed him in lingerie and invited six men over to gangbang him. I thought the idea of getting fucked for money would make him straighten up. However, the fucking cock lover has actually gotten lazier, if that’s even possible.

It’s clear he wants his holes getting stretched out and getting his face full of cum to be the only way he helps me out with the expenses around here. I came home to find him playing his video games again, and I threw the bag of slutty lingerie at his chest. “What’s this, baby?” He barely even looked away from the screen to check the bag.

“It’s the lingerie your sissy, slut ass is going to be wearing when you make our rent money tonight.” There was a spark of excitement in his gaze when he looked at me, and I sighed. Of course, there was no trepidation or fear. He loves being a cock sucking faggot.

Continue reading “Sissy Slut Bob Pays The Rent” →

Sissy's Adult Store Trip

Lea 1844-332-2639 Ext. 244

“I don’t think I can get out of the car like this.” The sissy blinked heavy fake lashes at me, and I laughed. It’s not like he had a choice. We’d dressed him like the sissy slut he was going to be and driven to the Adult store on the corner. The popular one with the theater in the back.

The frilly pink dress barely covered his thighs when he sat, but when he stood, the thick padding of his double diapered ass would lift it and show everyone his heavy diaper. “We drove all this way. Get out.” I slammed the door and waited by the front of the vehicle for my sissy to gather the courage it would take to step out of the car.

Continue reading “Sissy’s Adult Store Trip” →

Stripping Lessons

Avery 1-844-332-2639 ext. 228

One of my favourite sissies recently asked me for some stripping lessons. He lets me do whatever I want to him and dress him however I like, so I figured it was only fair to fulfill his wish.

I wasn’t sure if he would ever actually go through with it until the other night when he called me and said he needed some Avery time. He then asked if after I make him femme he can have his first stripping lesson. Absolutely, I said! I told him I was going to take him out and to come over around 4 pm so that I could get him ready.
Continue reading “Stripping Lessons For A Shy Sissy – Part 1” →

His First Time In Pantyhose

Kayla Cumsalot 1844-33-CANDY Ext 357

“I want to try something new. Or different, I guess.” He whispered to me as we sat in the cute little coffee shop downtown. “I’m so bored and frustrated. She doesn’t want to try anything new or fun.” Rain patted at the large glass panes in front of us, coming down in lazy sideways splats that ran down the glass, giving me an idea. I scooted closer to him and squeezed his knee. My hand roamed high up on his married thigh, and I smirked at him. His wedding band stopped tapping against his coffee mug as he looked back at me.

“I have an idea, but I don’t know if you’ll like it.” My gaze scanned the man before me. He was the definition of masculine. Sleek, strong muscles bulged all over his tall frame. A sexy silver sprinkled beard, that I constantly wanted rubbing between my thighs, topped off his “Boys boy,” appeal. There was absolutely nothing feminine about him, but I wanted him in pantyhose.

Continue reading “His First Time In Pantyhose” →

Mommy Gets You Gangbanged

Mama Felicity 1844-332-2639 Ext 270

I’ve dressed you in stain and lace. You look like an utter slut, and that’s precisely what you’ll be for Mommy. I’ve invited over six men who are eager to fill your holes with cock and cum. The gang bang will be epic and last four hours. No matter how quickly your clit explodes. They will keep using you. Over and Over. That’s what you wanted, isn’t it, my sissy faggot? Get to your knees and crawl to the center of the circle of cock.

You’re about to be sacrificed in the name of their pleasure. Make Mommy proud and beg for what the cum you crave.

Continue reading “Mommy Gets You Gangbanged” →

sissy

Amber 1-844-332-2639 ext 404

In the early days, before we truly peeled back the layers of each other, his fascination with my past was almost insatiable. It wasn’t a judgmental interrogation, but a soft, probing quest for intimacy, as if understanding my pussy’s history was the key to understanding me.

“Your First boyfriend. What was his name?” he’d ask, his voice a low hum against my ear as we lay tangled in sheets, my fingers tracing the line of his jaw. I told him, a name I hadn’t thought of in years. He listened, rapt. Then, “How old were you when you fucked him for the first time?” His eyes searched mine, not for shock value, but for the story behind the number.

Continue reading “his fascination with my past” →

A Hair Cut For Ky-Ky

Kayla Cumsalot 1844-33-CANDY Ext 357

The upscale salon where I worked stayed busy. Our stylists are always in demand and booked out for months at a time. Securing an appointment with us was like winning the golden ticket. That’s why it seemed so odd when a “female” walked in, flipping her long blonde wig over her shoulder and leaned an elbow on the front desk. She popped a wad of bubble gum between her teeth and said, “I’d like to get like, just a trim.” I looked her over; the disguise was doing nothing for Ky-ky.

I guess he didn’t realize we’d gone to school together, and that I would recognize that body anywhere. Tall and lean, face sculpted like a Greek God. Adding a cheap wig and giant sunglasses wouldn’t fool me. My fingers flipped the schedule book open, and I shrugged. “We’re swamped.” Ky-ky’s face fell, and his Adam’s apple bobbed as he swallowed his disappointment. “However, my noon appointment canceled at the last minute, and I can personally fit you in.” He bounced on his kitten heels and squeeled.

Continue reading “A Hair Cut For Ky-Ky” →

Panty Lover

Avery 1-844-332-2639 ext. 228

I moved a few months ago and made the kinkiest discovery. One of my new neighbours, Jason, is a total panty lover.

We’ve gotten to know each other pretty well over the last few months and one night we played truth or dare, he picked truth. So, I asked Jason to tell me one of his deepest secrets. With his inhibitions down he confessed to me that he is a secret panty lover. And because I suck at keeping secrets lol, now I’m going to tell you all about him.

Continue reading “My New Neighbour Is A Total Panty Lover – Part 1” →

Rachel 1*844*332*2639 Ext 457

He wanted to be one of us. At first, I thought he wanted one of us. He kept staring at us and our little outfits. I thought he was lusting over us. But he was really lusting over our outfits. He finally asked me how to apply for a job. After I explained the process, he asked me if he could try on my outfit. I giggled because I didn’t think that he was really serious. But then I realized that he was. So I had a plan. I told him that he could come over to my house to try it on.

When he got there, I not only had my work uniform, but I also had lots of lingerie ready for him to try on. He looked like a kid in a candy store when he saw everything. First, he tried on the work uniform. He wanted me to take some pics of him. I agreed, but I never knew that he was going to want so many. He told me that he had a large social media following. So I helped him get dressed up in lingerie like the little sissy that I knew he was.

Continue reading “He Wanted To Be One Of Us” →

Tiny Tim

Posted 2 months ago by Writer

bethany054.jpg (400×600)

Bethany 1844-33- CANDY ext 260

He was super embarrassed. Cheeks red, and flushed. I could tell he was a bit insecure when I approached him and casually asked to suck his cock. He was really cute, with eyes that glowed. He has these blue / ice colored eyes that seem to look right through you. Memorizing. Hypnotic. Tiny Tim.

Continue reading “Tiny Tim” →