Cals descent into chastity
I had checked the order tracking and it was going to arrive today. Last weekend dad had gone out fishing and my stepmom Carla and my step sis Taya had gone out shopping. That left the whole house to me, and I planned to fully enjoy myself. “Alright Hun we ware leaving, I left some food out on the counter if you get hungry” Carla said before she drove out of the driveway. Oh boy was I excited! I waited a few minutes till I was sure the car was long before running to my room and hopping on my computer. Now don’t call me addicted but I usually like cracking out 3-4 orgasms a day. I knew I would be alone, so I wasn’t worried about having to use my headphones or anything. After that I kept surfing the net finding video on video to stroke my self to. Now I wasn’t the largest guy my age, but I think I am average in size. I mean 6 inches isn’t bad at all. i kept going through different types of videos with anal, gangbangs, hardcore, and you name it. Then all the sudden I saw a video that caught my eye, I swear this girl looked a lot like Taya, if she didn’t have the makeup and black leather things on herself. I was intrigued so I started watching and I was didn’t realize how hard this was making me. Anyways I kept stroking and edging my self closer to cumming. The next video that came on was a step sis porn video. It started with the guy sniffing around his steps sisters’ panties and a thought went through my head. i could do that. I was a bit nervous, so I pulled my pants back up and started walking over to her room. It was right across the hall from my room. i open the door and turned the light on. It felt empty, the bed had the messy sheets on it, but everything else was what you’d expect from a girls room. the make up and mirror and then I noticed her drawer was open. I walked up and looked inside and did a bit of ruffling, and that when I saw it. her vibe was sitting out. i giggled and went over to her other draws and found a couple of her panties. I went back to my room with the two things.
I pulled the pants down and saw that I was leaking a lot of precum. It was kind of funny. From there I sniffed the panties, and I could imagine where it had been. I continued watching the video and then my eyes dropped on the vibe. I decided to turn it on and see how it felt. I mean girls liked it so i wanted to know what was so cool about it. i turned it on and it started to vibrate. I placed it against my cock and Ughhhh god. That felt good. It was strange but good-strange. I played around for a bit and wanted to cum now, so I placed the vibe on my balls and stroked my self till I came.
Then all the sudden I heard the call pull up to the driveway. I freaked out and in panic used Taya’s panties to clean the cum off my tummy and ran across to the bathroom and to quickly clean the vibe and ran to put it in her room. I didn’t know what I was going to do about the panties, so I dug up the laundry basket and through them near the bottom and ran back like nothing happened.
A few days later— now I used the vibe and really liked it, so I wanted a chance to steal it once more. And for some reason, a lot of my porn suggestion included people vibing them self instead of stroking. It was something new for my brain, so I looked more into it. I was familiarized with the term sissy when I got click baited by this nice plump ass but and feminine figure in the thumb nail but when she turned around, she had a penis!! But even strange, there was something pink on her penis. It was around an inch, and it looked like it would keep her from getting hard. I was throbbing so I started beating my meat and soon came. The next few days I looked more into it and I found out it was a chastity cage that was locked around her. it was interesting. I threw myself into it deeper and kept on beating my self off to it for the next month.
On Sunday, when dad was out fishing again, I heard my step mom yell out that she was going shopping with Taya. I yelled out ok, obviously excited to have alone time and maybe use her vibe again. I waited a bit after I heard the car leave the driveway and then went to her room grabbed the vibe and panties. This time I saw that she had left her used panties on her bed and the cloths she was in this morning were on the floor. I guess she was in a hurry. With the stuff in my hands, I ran back to my room and started vibing, pulling up the sissy porn I had found not to long ago. It felt amazing.
After a bit I was getting closer to an orgasm but I heard the car pull up so I followed the same routine. I had to hurry but realized I left the panties in my room while I was in a hurry. I didn’t have enough time to go back so I retuned the vibe and went to my room pretending like nothing happened.
Everything went about normal for a while till nighttime. I was on my phone laying in bed when I got a random “hi” from Taya. I was confused why she was texting me at this time. Then my heart rate went up, did she notice something was wrong with her vibe, no she couldn’t. I calmed down and texted back. “Hey, what’s up?’
She responds with “promise you wont freak out”
I was getting nervous. “promise”
And then she sent me an image, it was loading still so I had to wait.
She also texted the shy emoji along with a smirk emoji.
Now I really needed to see what this image was. God damn it Wi-Fi work better.
Then it loaded. And my heart dropped, and my face was red. i didn’t know wat to do! Embarrassed, and confused. It was an image of me vibing myself while watching sissy porn.
And then she texted “don’t worry I wont tell mom or dad wink*”
Source: reddit.com/r/eroticliterature/comments/vrrdtw/tayas_trap_1
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