03/07/2026
After what seemed like minute upon minute, we stopped kissing. He took my hand and without a word, he led me to his bedroom. Once inside, he removed his shirt and we hugged again. Another first, feeling my breasts pressing against his chest. I wasn’t sure if I felt his heart pounding or if it was my own heart. This had to be a dream as nothing like this had ever happened to food old plain Jane.
While hugging, his hands gradually worked down my bare back and onto my rearend. His hands squeezed my rearend and he asked if any man had ever done that before and I told him no. I know he felt me shaking as he asked if I was okay. I whispered I was fine and then said that all this is new to me and I want it and yet am afraid of it. He told me anytime I wanted to stop to just tell him. He stepped back, unbuckled his pants and pulled the zipper down. I kept thinking that I had seen a man’s cock online but never in person and wondered if it was the same.
I stood trembling with fear and excitement as he slid his trousers down and I saw the large bulge in his undershorts. Without anything being said and not knowing what I was really doing, I unfastened the side of the skirt I was wearing and let it drop to the floor. I glanced at a mirror his had on the wall and saw both of us standing there in just our underpants and panties. I felt the panties I had on getting quite wet in the crotch, which was also a new feeling for me.
Then it happened. He ever so slowly pulled his underpants down and like it was spring loaded, his cock shot up and straight out. I could not help but stare as it was the first time I had ever seen one in real life. Still in my frozen stupor at the sight of Jules’ cock, he moved forward, knelt in front of me and looking up at me, he pulled my panties down to the floor. It took me a few moments to realize that I was standing there totally naked in front of a man for the first time and a man whom I had only met a couple of hours earlier. This couldn’t be real, it couldn’t be happening to plain Jane, but it was.
Then another shock happened when Jules leaned forward, wrapped his arms around my rearend and hugged my lower torso, including my wild bush (being plain Jane for so long, I never bothered to trim my pubic hair as no one was ever going to see it, or so I thought). I felt his head turn against me and then I felt his hot breath on my mound and then on my lips. Once again feelings I had never had surged through my body. It’s almost impossible to describe as they were so foreign and yet so wonderful. Was that his tongue licking across my lips? It must be a dream as nothing this wonderful ever happened in real life to me and if it was a dream, I never wanted to wake up.
Jules stood up and hugged me tight again. I felt the hardness of his cock against my lower belly. I swore I could feel it beating or throbbing or something like that. As we hugged, he began to move his body up and down against me, rubbing his cock along my belly. It was feeling wet and slippery as it rubbed against me. Something deep down inside of me was telling me that I needed that inside my pussy.
It became an overwhelming sense of I want it now. I wanted to feel the real thing inside me for a change. Still hugging, I whispered in Jules’ ear that I wanted to feel him inside me. I also told him that I have never had a man inside me, but I have used hairbrush handles and toys. He whispered back that he wanted to feel himself inside me as he had not been with a woman since a couple of years before his wife died…