Memorable Date Experience

I had just met Sharie and asked her out on a date. She was kind of an awkward woman and so she didn't have a lot of experience with men even at at age 30. Her big breasts and kind personality were attractive to me and even though we worked together and I know how a failed relationship at work can be difficult, I still wanted to be with her. Shy and innocent kind of attracted me. It also meant that on the first few dates it was just holding hands and a few kisses but I could tell she was attracted to me by the way she would look at me and the comments she made. I guess I took things slow for my own sake because I had just gotten out of a divorce and didn't want more heartache. One evening after dinner we were sitting in the living room of the town home she shared with her roommate, Katrina. Katrina had gone out for a run in the dark and so we cuddled up next to one another. Feeling Sharie's warm body next to mine and smelling her perfume was already starting to arouse me so that my penis was showing through my tight blue jeans more than usual. She turned onto her back and put her head in my lap, looking up at me with hazel eyes which invited me to kiss her. I leaned down and she lifted to meet me and we kissed. Unlike other times, she kissed much more aggressively and deeply. Very shortly she sat up more and was taking charge of the kissing, making me feel building passion for her. Then, her hands started rubbing my chest and feeling my nipple through my shirt. She opened some of the buttons and reached inside. I've always had sensitive nipples so the sensations went right to my stiffening penis. I thought I could do the same for her, but she stopped kissing me when I tried to reach under her blouse. She softly said, "Let me please you first." She resumed kissing me as her hand moved down to my tummy and then she played along my thigh. I moaned into her mouth as she palmed my testicles through my jeans. She liked that because even as we kissed a big smile came over her face and she looked right into my eyes instead of closing her eyes. She traced up the length of my shaft as she looked in my eyes, seeing how I was enjoying it, and then felt the head where the precome was already creating a wet spot through my pants. Her touches were soft, like she was exploring something she had not experienced much before. Just then, we heard the key in the lock of the front door and Sharie turned to lay her head back down to hide my erection as her roommate entered. We greeted her and Sharie looked into my eyes with a grin. We were not thrilled with having to postpone things when Katrina got a bottle of water and came to sit across from us. We made small talk and watched TV for half an hour or so until Katrina said she wanted to go shower and go to bed and asked us if we'd keep the TV down as she needed to get up early. No problem. Once she was up the stairs and we heard the shower come on, Sharie resumed her explorations. She unbuttoned my jeans and pulled them a bit along with my shorts, exposing my penis and balls. She took hold of them in each hand, rubbing the balls and telling me how she liked them. As she felt my penis, the tip was still slippery and she ran her fingers gently over the slick precum, asking me if I had already ejaculated. I explained that I did not and that I always leaked a lot when I was excited. As she continued to play with me, she really liked how the clear drops appeared and how she could make more leak by running her fingers tightly up the underside of the shaft. Then, she kissed me deeply and asked me if I would let her make me come. Silly question, of course, but I did warn her that there would be a lot of mess and I didn't want to mess up my shirt. She opened all the buttons on my shirt and started using both hands on my penis, slowly masturbating me in earnest. Since her roommate had left the room, it had been about an hour so I was very ready and very full and being a large cummer anyway, as the orgasm built up I warned her that I was going to explode. She kept going so slowly and softly with her hands that my hips were pumping trying to get her to give me enough stimulation to make me come. She held her top hand still and let me fuck it in the air as the other hand held my balls. Finally, I gasped and let out with a big blast that shot over my head onto the wall behind the couch. Another blast landed on my cheek and in my hair, more covered my chest and belly. She got wide eyed and later explained that the only guy she had ever done the to before only oozed out and that I had a much bigger penis and load than him. As I lay there messy, we heard the roommate's door open. Quickly I pulled my pants up but couldn't get those darn 501 buttons closed over my partially erect penis. Sharie closed my shirt and left it untucked to hide things, somewhat. Katrina appeared and said she had to get her book from the kitchen so she could read to fall asleep. We heard her giggle as she went in there and she came back with a wry smile, threw the paper towel roll to us, and said, "You might need these." We sure did and I can't imagine how silly I looked with my come still in my hair and on the wall. By the way, that stain never quite disappeared on their wall.