The following is a work of fiction written by me. I hope you enjoy
# My First Sissygasm – By Anon
I was really horny so I took my dildo into the shower. I tried pushing it into my desperate boy pussy, but it was too tight and it wouldn’t go in. I sucked on my finger and slowly pushed it into my tight hole, It didn’t hurt at all and it slid in easily. I moaned softly and my little clitty started getting hard. I searched around for my g-spot and started touching it. The stimulation felt so good that my clitty instantly got rock hard, and I let out a moan.
I decided it was time to start stretching out my tight little hole, so I inserted a second finger. It was harder than putting in one, but after putting some lube on my hand it went in. It felt my boy pussy starting to stretch a little, but i needed to stretch it some more if i wanted to fit a my thick black dildo in. I rubbed some lube on my boy pussy, and tried a third finger. I bent over and spread my ass cheeks, while trying to relax my hole so I could fit in all three fingers slowly I pushed all of my fingers in. I could feel my hole grabbing my fingers tightly. I pushed then in and out and my legs started to tremble from the intense sensation.
I knew it was time to use my dildo. I put lube all over the head and shaft, and i rubbed the dildo on my ass. I was excited but i didn’t know if it would fit in as it was so big compared to my little pathetic clit. I pushed it gently against my boy pussy, and the head started to push on my tight hole. I pushed harder and the whole head penetrated into me. I moaned loudly. Then I pushed the thick cock further into me, and I couldn’t contain my moaning. Luckily nobody else was home so i could be as loud as I wanted. My breathing quickened as I pushed the dildo as far as it could go into my hole. I only had 70% of the dildo inside of me but I couldn’t fit any more and that was the deepest it would go.
I bent over and put my the base of the dildo on the shower wall. I slowly moved back and forth so the dildo could fuck me. I closed my eyes and imagined a big juicy cock sliding in and out of my boy pussy. I started going faster, my whole body was shaking and I had to hold onto the other wall so I wouldn’t fall over. I kept going, but I just couldn’t get myself to an orgasm. I turned off the shower and dried myself with one hand while holding in the dildo with the other. I didn’t want to take it out until i was finished.
I walked to my room with the dildo stuck halfway up my boy pussy. I sat down on my chair and the dildo pushed all the way of me. My body started shaking again as the dildo pushed deeper inside me than it ever has before. I let out a huge moan. I opened up my laptop to look at pictures of big hard cocks while I started riding on my dildo. Every time I came down the dildo went all the way inside me, and my little sissy balls landed on the base of the dildo. I didn’t try to contain my moaning this time, and I loudly moaned every time I hit the base of the dildo. My rock hard clitty was flopping up and down wildly and precum everywhere.
All i could think about was the big dildo that was pounding my boy pussy. I closed my eyes and imagined that I was sitting on a huge cock. Then I started picturing a big gang bang. I was so turned on by the thought of pleasing all those long dicks. I want my holes to be used like a sex doll. I want my boy pussy to be pounded while i get facefucked. I want to jerk off two cocks at once, so that they can cum on my face.
I was bouncing up and down so vigorously on the dildo that it slipped out. My hole was so stretched out that it slipped back in with ease. I was about to cum, so I lay down on my bed and fucked myself with the dildo as deep and hard as I could. I put my legs on the wall behind me so that my little clitty was hanging right above my mouth. It looked so tempting so I reached my neck up and started licking it with my tongue. I knew i was about to cum, so I strained to reach my neck up so i could put my clit into my mouth. Then it happened, my whole body quivered in pleasure and my clitty started leaking cum onto my mouth. My cum was warm and salty. I struggled to swallow it all as there was so much thick cum being poured into my mouth, however I knew that to be a good sissy i needed to swallow it all. As soon as I had gulped it down I wished that i could drink more.
I lay down on my bed exhausted but happy. After taking a minute to catch my breath, I pulled the big dildo out of my boy pussy, and took it the the sink to wash. Washing the dildo made me even more horny. I thought that maybe I should buy a bigger dildo, or get one that can come inside me. After i was done washing the dildo, I went back into my room. I felt my hole gaping so I reached around and took a picture with my phone. I started playing my little clit while looking at the my gaping hole. I picked up the dildo and started sucking on it while I stimulating my sensitive little clit. I started rubbing my clit against my dildo.
It didn’t take long for me to cum again, this time my clit leaked cum onto the dildo, which is exactly what I wanted. I licked all of my cum off the dildo, and sucked on it until it was all clean.
Now all I can think about is fucking a real cock. I hope some day I can find a daddy to please.
Source: reddit.com/r/sexystories/comments/gk4m54/my_first_sissygasm_a_sexy_story_m_sissy_anal