Sandy's Journey

By J J

Published on Feb 21, 2024

Transgender

CHAPTER 4: Toys

My interest in panties continued to grow. I even bought bra/panty sets in two different colors -- pink and black. The panties are kind of granny style, being full coverage, with open lace at the sides. I've found the satin of the bra feels as good on my nipples as the panties do on my balls.

This was still a private hobby -- all of my girly things were kept in a locked box in the back of my closet, and I usually only wore them when I was at home. Now and then I'd put on one of the thongs when I was running out to the store for something. Sometimes I'd have a playtie evening at home. Wearing nothing but panties, I'd set up crossdresser porn on the computer. I'd rub my cock through the panties until it outgrew them, then pull them to one side and jerk off to the sights and sounds of a CD sucking cock or getting fucked.

Cocks became objects of sexual desire to me for the first time in my life. It seemed the biggest ones were in gay porn. I'd watch men fucking just to see how big their cocks were, but I saved my orgasms for CD porn.

I'd never touched any cock other than my own, and mine was just too far away to get it into my mouth. I didn't know any gay men, and didn't know how to meet any without risking exposure. So, what to do?

Toys.

Once I'd started looking for panties online, ads had begun to pop up for sex toys. Back to online shopping again. Amazon does have sex toys, but I found other sites with much better prices. I looked, and looked, and thought about what I wanted. Finally I made a few purchases. The first was a dildo, only about 1" in diameter, but 8" long. The second was a vibrating dildo, about 6" long. I needed one more purchase to qualify for free shipping, so on a really naughty whim I added a small butt plug. I knew the taste of the dildos wouldn't be the real thing, but I wanted to see what it felt like.

It took a few days for my purchases to arrive. I went to work every day in full male regalia. No one had mentioned my little wardrobe malfunction, so apparently Dave could be discreet. I spoke to him at the office a few times, and he didn't even wink. Business was business, outside was outside, and they were happy enough with my work not to bother with any little kinks.

My new toys arrived quickly, a UPS box sitting at the door when I came home a few days later. I couldn't wait to check them out. First I unwrapped everything and gave each piece a good cleaning with plenty of hot water and antibacterial soap. I laid them out on a towel on my bed to dry and changed into my bra and panty set. I felt incredibly sexy, and my cock quickly rose to celebrate the occasion.

I absolutely had to play with the slim dildo first. It was soft and clear. I lay back on my bed, enjoying the feel of my satiny lingerie. I closed my eyes and held it against my chest. The hot water wash had warmed it up nicely. It was 8" long with a pronounced head, just like a circumsized cock (I think those are prettier.) I slowly brought it up across my chest to under my chin, then rubbed it across my lips. I stuck my tongue out for a taste of the plastic.

I knew it was all fake, but my heart was pounding, my cock was straining, and I just needed to put the dildo in my mouth. I brought it up so it was vertical, the head pressed against my lips. Very slowly I loosened my lips. I reached out with my tongue to meet the invader, and slowly lowered it into my mouth. God, that felt wonderful. If cocks felt this good, I'd never stop. I can't explain it, only say it was what I never knew I needed.

I kept pressing it deeper, until the bulbous head was pressed up against the opening to my throat. I sucked on it hard, then moved my tongue all around it. I imagined it was the real thing. My right hand was drawn to my cock, tenting out my pink panties. Reaching inside them I rubbed my hand all over my cock and nut sack. I began moving the dildo in and out, fucking my mouth with it. I practiced keeping my teeth covered with my lips. I practiced sucking hard. I withdrew the tool and laved it with my tongue. It had been awfully dry at first, but saliva quickly collected in my mouth, lubricating the dildo and allowing it to slide in and out quite easily. I varied the speed, taking long soft strokes and short hard ones. I loved it all.

Then I remembered the vibrator. Putting the first dildo aside, I looked it over and found the on button. It started buzzing. I pressed the button again and it sped up. Picking up the first dildo, I put it back in my mouth. With my other hand I placed the vibrator against the head of my cock. Wow. I kept fucking my mouth while I slowly rubbed the vibrating prick down across my cock, to my balls. I experimented with different locations. My panties were in the way, so I quickly stripped them off, then went back to mouth fucking and ball teasing. I slid the vibrator down to my perineum, and felt my asshole begin to vibrate. Oh, that was the spot! Raising and splitting my legs, I cleared the way to my 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.

AUTHOR'S NOTE:

That ends Chapter 4 in Sandy's adventures. In the next chapter, his solo experiences will bring him into intimate encounters with others. I'm sure you can't wait. If you like my stories, drop me a note. Even if you don't like them, hit the donation button. This only works with my writing and your donating.

Next: Chapter 3


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