1. Sandy's Journey


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

    ... asshole and slid the vibrating cock down until it was right on my virgin hole.
    
    Wow -- I could feel that all through my body! My balls pressed themselves tight against my body. My cock felt like an iron spike. I had to do this now. I pressed the vibrator against my hole, squeezing my cheeks to keep it in place. I grabbed my cock, shoved the dildo in my mouth right to the edge of my throat, and within two strokes, blasted cum out all over my belly and chest. Fuuuuucccckkk! I was trembling with pleasure. My breath came in gasps. Everything was too sensitive. I shut down the vibrator and set the other dildo aside.
    
    I liked the feel of cock in my mouth. That was lesson 1. Lesson 2 was unexpected, the fact that my asshole was very much a sexual hot spot.
    
    Amazing. I just lay in my bed for another 15 minutes, going over the experience in my head, reveling in the pleasure I'd experienced. Then I got up and cleaned both dildos, setting them aside to dry. I cleaned the cum off my chest and went back to the bedroom to grab my panties.
    
    That's when I remembered the last toy, still laying there on the towel -- a butt plug. It was stainless steel, about an inch thick at the widest, about two inches long, with a jeweled base. Remembering how my ass felt, I took it back into the bathroom. I got out my lube and poured some over the plug. Then I bent over the sink. Spreading my legs, I put the plug against my hole and pressed. I was too tight, I had to relax. The porn I'd read said ...
    ... to push out. Okay. I took a couple deep breaths and tried to relax. Bending over again I rubbed the butt plug around the hole, spreading the lube out. Then I pressed it directly in and pushed out. It took a few in-and-out motions, but finally it popped right through, and my sphincter shut tight around the shaft, securing it in place. I wiped up the excess lube with toilet paper and stood up straight.
    
    Oh, that was good too. I decided to leave it in for the rest of the evening. I was going to get dressed again, but instead I decided to leave the panties and bra on. I put on my big terry robe over them. Hmmm, I thought, I need a more feminine robe to go with these.
    
    I spent the rest of the evening on the couch, feeling the butt plug rubbing my insides every time I moved. It was wonderful.
    
    CHAPTER 5: Dave's Wife
    
    I know, I'm taking a left turn here, but the next event in my tale involves my boss' boss' wife, Mrs. Judy Candell. You've got to understand about Judy. She wasn't like the rest of the office spouses. You'd never hear much about, let alone see, most of the husbands and wives. They might turn up for an office picnic or Christmas party, but that was about it.
    
    Judy was different. She liked to be involved. The rumor was she came from money and had no reason to work. She was a 'lady who lunched', patroness of the arts, and her husband's biggest fan and supporter. She'd show up at the office, visit with her husband, and make an effort to meet his employees. After ...
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