u/Typical-Jaguar-7042

▲ 22 r/Sissy

Anal for the first time!

I feel like I'm posting on here a lot, but something happened AGAIN! I managed to get a grindr hookup and he kinda railed me hard. He lived close, and said he could host but it'd be in the back of his work van since his daughter is at home. That should've scared me off, but momma didn't raise a bitch... at least not that kind. I mustered up the courage to drive over and he invited me into his work van. I will commened him because he had a blanket and a pillow set up for us, and that's cute. It didn't take long for us to strip. He got naked first, and he was soft and decently sized still. I took my clothes off and looked back at his member. Watching me strip had him hard and leaking in less than 5 seconds. It was flattering. I gave him a bit of a blow job before letting him put a condom on for the main event. He flipped me over and I immediately assumed the position... ass up face down🤭. Not the most intimate position, but we all know I'm not here for intimacy. He must not have heard me when I told him I've never done this before because he started strong. It didn't take long after flipping me over for him to go balls deep and thrust hard fast. I starting moaning quietly like a shy little slut, which made it hard to ask him to take it slow. Eventually I got it out and he started to be more gentle. I honestly can't even describe the feeling. It felt kind of uncomfortable but good at the same time? I didn't want it to stop but it didn't feel like the best thing ever. My mind was all over the place and I'm still undecided about it. However, my body appreciated it a ton. He hardly touched me down there, and within maybe a minute, he fucked an orgasm out of me. It was so sudden, and I wasn't even hard. One second I was fine, and then the next my legs were shaking and my sissy dicklet was spewing juice. That's all I'll talk about, but this was definitely an experience. It's definitely feels like an acquired taste for lack of better words. Sorry for the wall of text!!

reddit.com
u/Typical-Jaguar-7042 — 12 days ago
▲ 3 r/Sissy

My first orgasm from dildo.

This is building off of my previous post. I had ordered my first dildo from Lovehoney and it came today. It was a good starting one, 6 inches, and it was obviously brown😛. I decided to test it out and OH MY GOD! I have never been fucked before nor have I played with my ass other than rubbing the opening. It was amazing! I got in the shower and attached it to the wall with the suction cup, and after 15 minutes of roughly impaling myself, I had one of the best orgasms in my life. I'm not comfortable posting myself online just yet, but I'm planning on making some sort of content in the near future. Let me know if I should!!

reddit.com
u/Typical-Jaguar-7042 — 14 days ago
▲ 2 r/Sissy

So, I find myself browsing sites like LoveHoney often. I usually make a cart but never go any further. I had some extra money, so today I finally mustered up the courage to buy some toys and hygiene products etc. I flipped a coin, rolled a die, and spun a wheel, each time the outcome was buy the products. If that's not fate, idk what is. I'm really just nervous about packaging. I still live with my folks, but I did a fair amount of research. LoveHoney seems to be rather discreet and plain. I can only hope to get a hold of the package before my mother does. Wish me luck!!

reddit.com
u/Typical-Jaguar-7042 — 18 days ago