So this has been a secret fantasy of mine for some time now, but the guy I was previously in a long term relationship with was very vanilla and I didn’t really feel comfortable bringing up my sexual interests to him. Now, however, I’m seeing someone new (31M) and he is encouraging me to explore all of kinks and fantasies. He recently shared a lot of his personal kinks with me and one of them was object insertion and “stretching”. I had always been slightly interested in learning more about it, but was lowkey a little scared to try it.

Well a few days ago, he bent me over the side of my bed and started fingering me. I could feel the penetration getting deeper and deeper and as I rubbed my clit I came pretty intensely and quickly. Once we were all cleaned up he told me that he almost had his entire fist inside me, but stopped just before slipping the largest part in. I couldn’t stop thinking about how good it felt and wondering how it would have felt if he had gone all the way in.

Finally, last night I got to experience it! He came over with some lube, and after some flirting over dinner, we decided to take things into the bedroom. He wasted no time and immediately instructed me to get on my hands and knees on the edge of the bed. I did as I was told, lifting my red sundress as I approached the edge of the bed. I hadn’t been wearing panties all night and I was already very wet thinking about the possibility of it happening. He started by playing with my clit and slipping a couple of fingers inside me. I was softly moaning and waiting for him to go deeper. He grabbed the lube and got to work. He alternated between plunging 2-3 fingers and deep as they could go, rubbing my clit, and smacking my ass. The more he played with me, the closer I got to orgasm. I started rubbing my clit as he really went to work on getting more of himself inside me. I felt the difference going from 3 fingers to 4, already feeling full. Once all 5 fingers were in, I didn’t know how much more I’d be able to take. He got to the base of his palm and just as didn’t think I could take anymore, he plunged his hand inside of me, wrist deep. The sensation of fullness was so intense and overwhelming and fucking INCREDIBLE. All I could muster was a whimper of his name and I felt like I was about to black out. “Yes baby?” He replied as he took his hand out, thinking he was hurting me. I couldn’t speak, or maybe I did, I can’t remember. All I remember was being as close to the edge of cumming as one can possibly get and not knowing how to handle that feeling. I continued rubbing my clit and I could hear him stroking his cock behind me. I didn’t want to cum yet though, so I stopped. He instructed me in his stern voice to roll over, and I did. Laying flat on my back looking up at him, I saw him holding his phone. He tossed it onto the bed next to my head and started fucking me. I told him how if he had left his hand inside of me for even a second longer, I would have been cumming all over him. As his hard cock was moving in and out of me, he showed me why he had been holding his phone. He had recorded himself getting wrist deep into my pussy. “Do you want it again?” He asked. I nodded. “I want you to ask for it” he said. “I want it” I told him. “Put it in”. “Put what in?” He cocked his head to the side, acting innocent. “Your whole fucking fist daddy.” He pulled out of me dragged me to the edge of the bed forcefully and started working his fingers inside of me once again. It didn’t take long before his entire fist was in me once again, moving in and out quickly. It was hard to breathe or concentrate on anything really. I heard him say “squirt for me baby” (something I’ve never been able to do) but in that moment I let myself relax and felt an intense rush of liquid inside me. I heard him slightly chuckle as I squirted all down his wrist and came harder than ever before. I felt the orgasm over every inch of my body, it was all encompassing and INTENSE. I was moaning and whimpering and nearly crying from pure ecstasy as he pulled his fist out and started fucking me again. I came for a solid 2 minutes as he continued to fuck me before asking if he could have my ass. I agreed and he gently slid his cock into my ass, intensifying my orgasm even more. It was sensory overload, so I told him it was hurting. He pulled out and stroked his cock, telling me he was really hoping to finish inside my ass. “Maybe I still will” he said and I nodded vigorously. He stuck it in and did just that.

After we were done, both panting and laying on the bed together he asked where the sex ranked. I thought for a second before saying “definitely top 3” he said “what are the other two” and told him “no, that was the top 3. You just won all 3 top spots”. We giggled about it before getting on to round 2.