My first time with a woman

My first sexual encounter with a woman did not happen until I was 21 and in the military. If you read my earlier story, you will see that I first had sex with a guy friend when I was a little younger, and that consisted of jacking off and blow jobs. He was the only person that I had been with until I went into the military. Like many teenagers, I had those encounters with my friend because we were both so horny and we were virgins. So fast forwarding, I was still a virgin, but not by choice, I was shy and desperate to lose the "V" card. I had been living with two other guys off base in an apartment complex. There was a woman who was married with a daughter living in my complex. Her husband was away in the military about 4 months into a 6-month trip. My roommates and I had no ulterior motives but kind of looked out for her being a military mom alone with her daughter. We would carry groceries from her car, help with any heavy lifting, and other innocent things like that. To say thanks, she would have one of my roommates and myself over and fix dinner for us. We had a few dinners there and one night after dinner my roommate left to go back home, and I stayed and was playing with her daughter, and talking to her. A few minutes later, she took her daughter upstairs and put her to bed. She came back down and asked if I wanted to have a beer with her, and I replied "sure". We continued talking and we each had 2 or 3 more beers, by no means were we drunk, but we had unknowingly (to me at least) gotten closer on the couch, and while talking we were looking into each other's eyes. Suddenly there was a moment of silence, and we each moved in and kissed, and at first, we both pulled back with a look of "what are we doing?" on our faces, then the emotion of the moment set back in, and we kissed some more. My hands became busy, one hand under her shirt, and the other holding her beautiful butt in her cut off denim shorts. I pulled her over and she was sitting on top of my lap as we kissed more urgently. I had kissed and made out before, but was moving into new territory, and she was horny, not having had sex for 4 and a half months. Our clothes were flying off, as we kissed, and I laid her back on the couch, and kissed my way down her neck, and her full breasts past her tummy until I was at her pussy, my first up close look at one that was not printed in a magazine. I started to lick and kiss her pussy, licking the outer lips and sucking them into my mouth, she was very wet, and I savored the smell and taste of her. I licked up the crevice of her pussy trying to stay alert to her responses so that I could see what made her react. I licked and sucked for a while, and must have been doing ok, because she was holding my head and moaning nicely. I thought that it was time to proceed to more and gently spread her vagina apart and saw her wet beautiful pussy, and at the top of her pussy was her engorged clit. I placed my flattened tongue on her clit and just pressed down for a few seconds. I had read in some magazines and books while jerking off as a teenager, and wanted to learn how to be a good lover, so I finally was able to "apply my research", and licked on each side of her clit a few times and gently licked it for a while for her to get used to it, then I gently sucked on her clit like it was a small cock. I ran my tongue gently along her button while holding it in my mouth, she started to really react with moaning and pulling my head into her more, she stiffened up and her head went back as she had an orgasm. I was proud of myself as this was my first time licking and sucking on a pussy. I continued to gently lick and nibble as she pulled me up to kiss me and she said that she wanted me inside of her. I thought to myself "Oh wow, this is going to happen!!" I moved up and held my cock by the base and rubbed it up and down on her very wet pussy, and let it slip into a woman for the first time of my life. It felt so wonderful, sliding into the warm wet, lovely tight beautiful part of her, that she was sharing with me. She knew that I was a virgin and told me that she appreciated that I made sure that she came first and that she was happy that she was my first. I pumped slowly at first just enjoying this new sensation, and then I increased the tempo and the pleasure I was feeling increased as my tempo increased. So being my first time, it was feeling way too good, so I lasted about 3 to 4 minutes until I felt the most intense orgasm of my life starting, I started to pull out, but she locked her legs around me and held me close and said "No, your first time is going to be inside of a pussy, not wasted on my tits and tummy". I pushed in deeper just in time to feel like my body was being jolted with electricity and I had the most intense orgasm that I had had up to that point in my life, I felt my cock pulsing and shooting 6 or 7 jets of cum. I then just lowered my head on her wonderful chest, and relaxed for a minute, I felt so wonderful. I then started to lift off of her, she got up and hugged and kissed me and went and got us each a towel to use to clean up. We dressed and sat for a moment, and she held my hand and said "That I had been so kind and thoughful, helping her, and playing with her daughter. And that she had not intended on having what happened, happen. But that we each got caught up in the moment, and that she felt bad for cheating on her husband and would never forgive herself for doing it. But at the same time, she wanted me to experience what it was like to make love, and she complimented me on my tenderness and gentle ways". She said, "that she appreciated that my friends and I helped her, and never hit on her". She then kissed me on the cheek, and put her palm on my cheek and said, "that she enjoyed the moment very much, but that it could not happen again." I knew that this must be the way that it had to be, but being young, I had become attached to her. I knew that she would feel bad about doing it and told her that I understood, and that I would abide with her wishes. I went back to my apartment with a little bit more confidence, and a different feeling about myself. I knew that I wanted more from her, but that we could not do it again. Well, it did happen again about two weeks later, and then she withdrew from guilt, and I felt bad for her and what she was feeling. A month or so later husband came home, and a few days later they were packing things into a moving van, and we saw each other, and smiled at each other, as if to say, "we should not have done what we did, but we did and it was good." We had a look of mutual sadness as she got into her car to follow the moving van. That is the story of my first time with a woman, it should not have happened, but it did, I am happy that she was the one, and will always think fondly of her, and hope that she does the same.

Thank you for reading, and I hope that you enjoyed it.