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” →

pegging

Cory 1-844-332-2639 ext 407

Daniel wasn’t my usual type. I usually went for the brooding artist, all messy hair and existential angst. Daniel was corporate. Crisp suit, perfectly coiffed hair, the kind of guy who probably knew the exact Dow Jones closing number. But he’d been clear in his profile – and even clearer in our messages. He wanted to be pegged. And honestly? After a string of disastrous dates with said brooding artists, the clarity was refreshing.

“So,” I said, as I opened the door to my apartment. He stood on my welcome mat, looking slightly awkward, holding a bottle. “You brought drinks. How traditional.” He blushed, a surprisingly endearing look on his meticulously groomed face. “Is that okay? I wasn’t sure…” “Perfectly fine,” I reassured him, taking the bottle. “Come on in. Drinks first, or straight to business?” I winked, trying to gauge his reaction. His blush deepened. “Maybe drinks first? Ease into things?”

Continue reading “Daniel wasn’t my usual type” →

Stephanie 844-332-2639 Ext 454

I was contacted to cheer him up. He suffered a recent breakup and his cousin hired me. I dressed in full lingerie with a romper covering. It was after midnight and this was really last minute. Normally I required a few hours notice but I was up and he offered more money for the inconvenience.

He opened the door and motioned for me to come in. I walked in and removed my coat, he took it, slipped it over his arm then set it over a chair in the kitchen across from us. “You look really good. Do I pay you now?” he asked, walking over. “Yes” he handed me the cash rolled up. After counting it I put it in my purse, he sat on the couch, I joined him.

He put his arm around me and I scooted close to him. He started kissing my neck and rubbed his hand over my tits. He started to pinch my nipples through my clothing.

Continue reading “Escort Excerpts : The Heartbroke John” →

Sweet Tooth

Posted 1 month ago by Amber

ruined orgasm

Amber 1-844-332-2639 ext 404

I’ve had my fair share of unusual requests, but none quite like Axel’s. He had a sweet tooth, a vivid imagination, and a love of ruin. Our conversations were never dull, but this one took an interesting turn. “Amber…Let’s put honey in the back of your pants and lay down,” he said, his voice low and sultry. I raised my eyebrows, surprised by his request. “And then what?” I asked, trying to keep the amusement out of my voice.

“Then, I want you to grab some caramel sauce and drizzle it down the front of your pants,” he replied. I bit my lip, considering his words. I followed his instructions, giggling the entire time. The honey was sticky and sweet against my skin, and the caramel sauce was warm and inviting. I could feel my heart racing as I laid down on my bed, waiting for Axel’s next command. “Now, Amber, I want you to rub your clit for me,” he said, his voice husky. I did as he asked, letting out a moan that I hoped would satisfy him. I could hear the pleasure in his voice as he told me not to cum…Not yet, anyway.

Continue reading “Sweet Tooth” →

Aynsley 1-844-332-2639 Ext. 459

From day one, I could tell this summer internship was going to be a special experience. Not only was the work fascinating and challenging in all the right ways. I was given real responsibilities and was expected to contribute meaningfully to the team. But it was my boss, Mr. Jameson, who really made me feel at home from the start.

Mr. Jameson was a total silver fox with salt and pepper hair, a strong jaw, an authoritative air. But he had kind eyes that twinkled when he smiled. And man, did he ever smile at me, his gaze lingering just a bit too long to be strictly professional.

I knew it was inappropriate but I couldn’t help but fantasize about him. Wondering what those big, sure hands would feel like on my body. Continue reading “My Summer Internship” →

Pegging Event

Posted 1 month ago by Diana

Diana 1-844-332-2639 Ext. 248

I was casually scrolling through Facebook when I did a total doubletake. “Pegging Event!” No way, I said to myself. There’s no way this could be about one of my favorite activities, pegging!

To me, there’s something so primal and erotic about taking control, flipping the script, and making a man surrender to pleasure in this way. I get to be the top, the one in charge, while he gets to be vulnerable and open, taking my dick up his ass. It’s always an incredible rush.

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Bra Duty Punishment

Francie 1844-332-2639 xXx 208

He’s been bad. My little miniature man. He’s about the size of my pinkie nail. You would think a boy that small would be no problem at all, but he hasn’t accepted his fate as my tiny, shrunken plaything. He keeps trying to escape and run away from me. Honestly, it makes me more sad than mad. I love him, and he’s mine. I’m going to keep him, and the sooner he embraces his fate and loves me back, the better we’ll get along.

I can not tolerate his behavior, though, so I’m putting him on bra duty punishment until he comes around. His punishment is all prepped, my comfortable front-clasping bra is laid out on the dining room table. The clasp in it had broken a while back, but I saved the bra, knowing I’d have a purpose for it someday. My tiny plaything is in a glass vial, pounding away at the wall and screaming at a useless pitch my ears can’t detect because of his size. All I need now is the super glue.

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Trinity 1-844-332-2639 ext 285

He was too tiny to matter. He stood there, naked, trying to act confident. Poor thing. I watched his tiny dick twitch like it was begging for attention — but all I could do was laugh. “That’s it? That’s what you wanted me to get excited over?” I stepped closer, towering over him in my thigh-highs and heels. “You brought a toothpick to a sword fight.”

His cock — if I can even call it that — bobbed like it had something to prove. I circled him slowly, dragging one finger down his chest and across his soft stomach. Then I stopped, looked down, and tapped it with my fingernail. Just once. It bounced. I laughed harder. “You’re hard already, aren’t you? From this? From being mocked?” He moaned. I hadn’t even touched him properly. Just words. Just the humiliation of standing there like a useless little thing with a cock that couldn’t even fill a condom tip.

I pushed him down onto the floor. “Lay back. Let me get a closer look at this disappointment.” I straddled him without touching it, grinding just above him, never letting him feel my skin. “See this?” I whispered, dragging two fingers down Continue reading “Too Tiny to Matter” →

Stephanie 844-332-2639 Ext 454

He was checking me out the entire time I was in the fast food restaurant. I was waiting for my food, receipt in hand, arms folded. I was just fucking hungry and didn’t want to be bothered. He was still staring and so I made eye contact and smiled briefly before turning my attention back to the pickup counter.

The worker announced a number and I watched as he brushed past the group of people waiting for their food. He got his food, and left. I half expected him to say something to me, he was staring so much. After getting my food I walked to the bus stop, sat down and started eating. Stuffing crispy french fries in my mouth when a really nice vehicle pulled up.

He rolled the window down and I almost laughed. It was the same guy from the restaurant staring me down. “Need a ride?” he asked. I shook my head. “Ok, pretty hot out today, just thought I would offer.” He rolled his window up and drove off. I continued stuffing my face, now taking a huge bite from my cheeseburger and then more fries.

Continue reading “Escort Excerpts : The Interview…” →

Cunny

Anna 844-332-2639 EXT. 203

Sissy Baby Tami was complaining to Mommy Anna that her tummy was rumbling. She had tummy aches. Mommy got worried and decided it was time to see the doctor. Tami said that her Cunny was too tight, so Mommy licked her fingers and tried to shove them inside her baby girl, but the tips barely made it in. ‘’We need to stretch open that Cunny!’’ Mommy Anna said. She got Tami ready and grabbed her diaper bag, and off they went.

Continue reading “Sissy Baby Tami goes to the Doctor” →