Since this is my blog entry, I will tell my stories first. My very first sexual experience was with a guy friend that I grew up with. We were at his house when his parents were out of town. We were 16, and had one of his neighbors get us some beer. We had consumed a few and were in his room at around midnight with the lights out talking about the girls at school that we liked. I, asked if he was hard, he said yes, and for me to give him my hand. I did so and he placed my hand on his cock, at first I wasn't sure that it was his cock, but then quickly realized that it was his cock that I was holding, and stroking. I asked for his hand and placed it on my cock. We were stroking each other in the darkness for a few minutes and he asked "if I suck your cock, would you suck mine?" I told him that I would, so he came over and started to suck my cock, it was wonderful, as I had only ever felt my own hand. Then after a couple of minutes, he said that it was my turn, so I moved over to him and lowered my head, taking his cock into my mouth, and felt the soft, but hard flesh and spongy head on my tongue. I liked the feeling, and his taste was a clean but musky taste. I continued sucking him and he warned me that he was close to cumming, so I pulled him out of my mouth and used my hand to stroke his cock until he shot out 4 or 5 jets of cum that flew into the air, and with it being dark, I couldn't see it, but felt it land on my wrist and face and neck. I used my T-shirt to wipe up the cum, and he said that it was great, then he stroked my cock in return, and it was great for me too. My T-shirt was pretty soaked, and we were happy. We ended up have a few more times together which progressed to him asking if I would let him cum in my mouth and I was hesitant but said yes, and when he was ready to cum, gently held my head and shot his cum into my mouth and I liked it and swallowed. That is my first time story. I will write about my first time with a woman story next. Thank you for reading, please feel free to comment, and or write your own first time story.

My first time i not only was i forced to discover sex but i discovered crossdressing. I was 8 my cousin was 11. We were home alone and he was babysitting me. He was in his room and i wanted lunch. I walked in and he was there looking at a magazine and rubbing his dick. I asked what are you doing? He said what real men do taking care of myself. I then asked whats that book your looking at? I could see like a naked girl in it. I had an idea about the womans body and how it made me feel because i was always walking into the bathroom to catch a glimpse of my mom in the shower. I went ober and seen a girl holding a dick amd then putting it in her mouth on the next page. He told me i should help him out and do that to him. I told him i couldn't i wasnt a girl. He then hot my cousins cheerleader outfit out of the closet and said put this on and you will be a girl. So me being young and not wanting to get in trouble for disobeying my cousin I did. I remember i put it on amd i got this excited feeling in my groin and lower stomach. It felt good. I went im and he said I look cute. I went over next to the bed and he grabbed my hand and started jerking off qith it. I started doing it on my own and he liked it. He flipped the page and the girl had it in her mouth i did it to him he came and I spit it out. He said i wasnt supposed to do that. I didnt know i was youmg. He made me do that 5 more times in thebyear i lived there. The only part i remember absolutely loving about it was dressing up

My first time i not only was i forced to discover sex but i discovered crossdressing. I was 8 my cousin was 11. We were home alone and he was babysitting me. He was in his room and i wanted lunch. I walked in and he was there looking at a magazine and rubbing his dick. I asked what are you doing? He said what real men do taking care of myself. I then asked whats that book your looking at? I could see like a naked girl in it. I had an idea about the womans body and how it made me feel because i was always walking into the bathroom to catch a glimpse of my mom in the shower. I went ober and seen a girl holding a dick amd then putting it in her mouth on the next page. He told me i should help him out and do that to him. I told him i couldn't i wasnt a girl. He then hot my cousins cheerleader outfit out of the closet and said put this on and you will be a girl. So me being young and not wanting to get in trouble for disobeying my cousin I did. I remember i put it on amd i got this excited feeling in my groin and lower stomach. It felt good. I went im and he said I look cute. I went over next to the bed and he grabbed my hand and started jerking off qith it. I started doing it on my own and he liked it. He flipped the page and the girl had it in her mouth i did it to him he came and I spit it out. He said i wasnt supposed to do that. I didnt know i was youmg. He made me do that 5 more times in thebyear i lived there. The only part i remember absolutely loving about it was dressing up

When I was seven me and a buddy decided we should practice sex for when we get older...we sucked each other fucked each other it was awesome

My first time with a woman wasn't until I was 21 and in the military. If you read my earlier story on this blog site, you will see that I first had sex with a guy friend when I was 16, and that was 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 the encounters with my friend because we were bot 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 of about 4 living in my complex. Her husband was away in the military about 4 months into a 6 month trip. My room mates 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 room mates and myself over and fix dinner for us. We had a few dinners there and one night after dinner my room mate 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 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 were busy, one hand under her shirt, and the other holding her beautiful ass 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 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 gauge 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 he vagina apart and saw her clit, and place my flattened tongue on her clit and just pressed down for a few seconds. I had read 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 her clit 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 clit while holding it in my mouth, she started to really react with moaning and pulling my head into her more, her she stiffened up and her head went back as she has 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 pussy for the first time of my life. It felt so wonderful, sliding into the warm wet, lovely tight beautiful pussy, that she was sharing with me. She knew that I was a virgin, and told me that she appreciated that I mad 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 he 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 mt body was being jolted with electricity and I had to 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 layed 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 towels 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 helpful, 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 for 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 her 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 shouldn't have, 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 shouldn't 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.