1. Sandy's Journey


    Date: 2/22/2024, Categories: Transgender & Crossdressers, Author: byPRTNDR

    ... and she began slowly sliding them off me. She had to reach inside the front to keep the tip of my hard cock from catching. Her fingertips on my cock felt like an icy fire, cool to the touch but promising fireworks. It was the first time either of them had touched my genitals.
    
    I varied the use of my mouth and hands on Dave. I looked up at him. He had his hands behind his head and he smiled as I inhaled his prick.
    
    Judy got my panties down over my ass, and I lifted my knees so she could remove them completely. She tossed them aside and started caressing my ass cheeks. She dragged her hand between my thighs and I spread my legs farther apart. The back of her hand ran across my balls, and I moaned at the contact. She spread my cheeks, and I felt her hot breath on my boyhole. Then I heard a plastic cap.
    
    I knew what was coming and I smiled. I renewed my assault on the spear in my mouth, pushing deep to get more inside me. I couldn't quite open my throat, and I knew that was a skill I'd have to figure out if I was going to continue sucking cocks. I felt the cool liquid drizzle between my cheeks and run down to my asshole. I felt Judy's fingertips stop the flow, and then I felt the most amazing thing yet -- her fingers rubbing lube into my asshole.
    
    She rubbed around the edges, lubing the whole ring. Then a fingertip pushed tentatively at the opening. In a moment it popped through and began sliding up inside me.
    
    "She's a tight little girl, Dave, absolutely virgin. I ...
    ... think you'll be very happy." She said.
    
    Dave moaned softly. I moaned louder as her finger started fucking in and out of my hole. Then her other hand reached between my legs and grabbed my cock. I opened my legs even wider, and fought to keep my attention on what I was doing with my mouth. It's hard to suck cock and moan at the same time.
    
    Judy added a second finger to the first, squeezing it into the tight opening and finger-fucking me just as I'd done to her pussy.
    
    I didn't know how long I could hold out, but I was determined to make Dave cum before I did. Judy's fingers ranged deep inside me. Her hand on my rod was maddeningly sexy.
    
    Then she stopped. Her hands left me and she backed away for a minute. I soon knew why. I felt the tip of a prick sliding between my cheeks. I guessed a toy from some stash near the bed. It felt so good, sliding up and down, fucking my cheeks. Then two hands held my cheeks apart, and the cock was pressed against my hole. As it started to slide into me, two more hands held my hips. Wait.....what?
    
    I pulled off of Dave's cock and turned my head. Kim! She was nude, her hands on my waist, while Judy held my cheeks apart. But the cock?
    
    A quick look confirmed it was Kim's. She was like me, but obviously much, much more advanced.
    
    "I told you I'd be back," she said, and giggled at me. "Now finish showing Dave what you can do with your mouth while I make your ass very happy."
    
    With that she slowly sank her cock into me. It was perfect for ...
«12...161718...21»