Best Sissy experience

Hey everybody! I wanted to tell the story of one if my best sissy experiences! It was almost a year ago at this point but it started with me trying different clothes on, taking slutty mirror pics, and posting them on reddit.

I was home alone and super horny, wearing my tight thong and a pair of loose booty shorts i got from target. I posted a series of pics if me taking one piece off at a time until i finally had someone DM me. We chatted for a while, he was super chill and only a few years older than me. I am a bottom and he was looking for one, i discussed that i pretty much only receive and he was down. He sent a pic of himself and he was tall, thick, and had a massive cock, at least 8 inches with girth to match. I invited him over and he said he was on the way.

He finally arrived and I met him at the corridor to my building. I had put some masc clothes over my booty shorts and camisole when i met him at th door. I let him in, we didnt say too much and he went into the bathroom to “clean up”. While he was in there I took off my shorts and shirt to reveal my booty shorts and camisole. He came out of the bathroom and grinned at me. I lead him to the couch where he sat down, unzipped his pants, and pulled out his huge cock. I got between his legs and started licking. I sucked on his balls and licked his shaft until he was almost fully erect then started deepthroating as much as i could. He moaned with pleasure while i sucked hoping for a mouth full of cum.

After a bit, I asked if he was ready for me and he said yes. He stood up and put me on my knees on the couch doggy style. He pulled some lube out and started fingering my hole. He pulled my shorts and thong off entirely and pushed deeper and deeper with his fingers. He then stood back, and shoved his cock in me. It hurt at first and I had to have him pull out. He was understanding and said we dont have to if i dont want but i reassured him it was okay and he pushed in again. This time it felt absolutely amazing. He pushed all the way in me and began moaning in pleasure. He fucked me hard and long, then reached under and grabbed my little cock. He jerked me till i was hard and went faster and faster with each stroke. Then I felt his hot warm cum fill up my insides and I swear, right as I felt it he made me shoot my little sissy load. He stayed in me a minute, pulled out, smiled, we cleaner up and he took off. I never heard from him again but i wont forget that big cock.

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u/Weak_Cress4434 — 4 days ago