Trinity 1-844-332-2639 ext 285

Messy Beginnings, Monday to Wednesday is exactly how this week started—because I’ve never been good at playing it safe. Monday came in hot. I woke up still sore from the weekend, and yet somehow craving more. My phone buzzed with a message: “You still taste like Sunday. That was all it took.

By lunchtime, I was under my desk, skirt bunched up, voice low on a video call, pretending to talk spreadsheets while my fingers played a different set of numbers. I sent him a photo after—no face, just legs, lips, and the evidence of my distraction. He replied with a voice note that made me clench around nothing.

Tuesday was no better. We played “Would You Rather” in the group chat, but the way he answered every question felt like a dare. Would I rather do it in public or on camera? Would I rather be tied up… or do the tying? By Wednesday, I had to admit it: this week was already off the rails. I wore no panties to the grocery store just because he told me not to. I wanted to be bad. And game night hadn’t even started yet.

Wednesday ticked toward midnight, and my Continue reading “Messy Beginnings: Monday to Wednesday”

Stephanie 844-332-2639 Ext 454

“Yeah get down, on those knees, yeah.” he said upon entering and shutting the door. He unbuckled his pants and slid them down. His cock totally erect he slipped his Hi Vis safety vest off. “Put it on, I want you to wear it while you suck my cock” he said, breathing heavily. I giggled, slipping it on. “No no take everything off, just wear my vest.” I undressed completely and then slipped the vest on. “Oh yes, fuck yes fuck I knew it, I fucking knew it”

“Mmm commando,” I giggled. He laughed. “Just makes things easier.” he joked still wearing his hard hat. “Came right over, I hope you don’t mind.” “Your sweaty balls? Why would I mind?” I giggled. He laughed as I slipped his cock in my mouth slowly and down my throat. “Oh I need this so bad today. Thinking about you and that tongue all day. Thank you” he moaned, breathing deeply.

Continue reading “Escort Excerpts : Pussy & Traffic Control”

Trinity 1-844-332-2639 ext 285

Penthouse playdate wasn’t the term I expected to write in my journal the next morning—but when you get invited up by two of the most dangerously attractive people you’ve ever flirted with over champagne, you don’t ask questions… you take the elevator.

It had started as harmless banter at a charity gala—Liam leaning in close, whispering jokes that skimmed the edge of suggestive, and Aurora watching from across the room like she already knew what was about to unfold. The moment they asked if I wanted to join them for a “nightcap upstairs,” my body answered before my lips could.

Liam met me shirtless in jeans, toned and barefoot, confidence radiating off him in waves. Aurora wore a silk robe that slid off her shoulder like it had somewhere better to be. “We were hoping you’d come,” she purred—and I wasn’t sure if she meant come up… or come multiple times. They didn’t waste time. Fingers brushed skin, lips found lips, and suddenly I was wrapped in a heat I hadn’t felt in years. The city lights stretched out endlessly behind us as we melted into a slow, exploratory tangle of hands and mouths. Aurora kissed me while Liam pressed Continue reading “Penthouse Playdate: My First Threesome with a View”

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”

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…”

Stephanie 844-332-2639 Ext 454

Outcalls were rare for me but when I did I was picky on mileage and location. With google maps I could clearly see his property was in a desolate area quite far from the city. He described himself as an introvert and he just didn’t “care for certain folk” as he put it.

We exchanged pics, spoke on the phone twice when we finally agreed on a Sunday evening. He didn’t want me to dress up. He specifically asked that I wear something I would wear to bed on a normal night. I chose my velvet two piece pajama shorts set. It was summer and the weather was perfect on this particular night.

His home was cozy, I immediately felt comfortable but I could definitely tell he lived alone. We sat in the middle of a large sectional sofa facing a large glass coffee table.

Continue reading “Escort Excerpts : The GFE”

Trinity 1-844-332-2639 ext 285

When I say The Interview: Breaking In My New Sissy was unforgettable, I mean it started the moment he knocked on my door—nervous, dressed like the desperate little toy he is, and already dripping through his cage. He wanted this. Begged for it. Said he needed to be broken in properly, to be humiliated, used, trained. I just smiled and set the stage.

“Let’s pretend you’re applying for a position,” I told him. “Personal assistant. Required skills: obedience, silence, and taking it like a good little sissy.” He showed up wearing a tight button-down barely covering his lacy pink bra, a black mini skirt, and kitten heels he could barely stand in. His lips were glossy, cheeks flushed, thighs trembling from the plug I’d told him to keep in all morning.

I let him stand there like a fool while I looked him up and down. “This is what you wear to an interview? Pathetic.” He tried to answer, but I cut him off. “Strip. Now.” He did, shaking the whole time, until he was standing in front of the mirror in nothing but his cage and his shame. I circled him like prey, tugging the leash I’d clipped to Continue reading “The Interview: Breaking In My New Sissy”

Stephanie 844-332-2639 Ext 454

He was no doubt the embodiment of the Alpha male. He always took care of me. His slutty little whore. We always hooked up at my place, it was the norm for us. This time would be different. He made a shocking request.

He wanted me to meet him at his place of business. I was shocked but I didn’t make a fuss or bomb him with a lot of questions. But the questions stayed with me, he was very private and, like most clients, they don’t allow their worlds to collide.

I dressed appropriately, y’know for a fuckdoll whore? He was really into stockings, thongs, lingerie in general. Luckily, stepping out would be no issue. I had a sexy black down fur coat. Dressed in my purple thigh high stockings with garter belt to match, complete with a black leather corset and purple stilettos I was ready to entice, drain his balls and leave gracefully with a wad of cash.

Continue reading “Escort Excerpts : A General Contractor’s Request”

Stephanie 844-332-2639 Ext 454

One of my regulars, always a pleasure. I answered the door wearing nothing but a sheer black thong. He stood in front of me kicking the door closed behind him. Towering over me, he was very tall with an athletic build. He raised his hands and cupped my tits with them. He caressed my tits before landing on my nipples which he proceeded to pinch and slightly pull on.

“Let me use the bathroom first” he said walking past me towards the bathroom. “Well hello to you too” I said with a giggle. We had an understanding. He didn’t want to hear about my day and he wasn’t going to tell me about his. No background information. And after 3 months of seeing him? I knew he meant it unlike other clients.

He walked into the bedroom, I followed close behind. He put the money on the side table, slid his jacket off and tossed it. I stood in front of him and undid his jeans. Slipped them off, and while on my knees I lifted his semi erect cock and started to lick his balls sliding them in and out of my mouth just the way he liked it.

 

Continue reading “Escort Excerpts : CumDump 2wice a WK”