First Time Sex Stories

1.Woman's Story: I Was Sore the Next Day

The first time I ever had sex I was 17. My boyfriend, who I'd been with for 7 months at that time, was 18. He and I had talked about having sex, but he never pushed me. One night, he came to my window. I was surprised, and I let him in my room and laid in my bed with him. It was probably 12:30 at night. He'd said he'd been thinking about me all day, and I the same for him.

He started to kiss me, and I pushed my body close to his. He started to play with the elastic on my pajama shorts, and asked me if it was okay. I said, yes, of course. He slowly slid my shorts off...and started to finger me. I moaned and sighed with pleasure, trying not to wake up my sister across the hall.

He asked me if he could taste me. He slowly went down to my wet pussy, licking and flicking my clit with his tongue. This was the first time I'd ever been eaten out. I put a pillow over my face and moaned when I'd reached an orgasm.

He came back up to me, taking my shirt off and sucking my nipples. He put his hand in between my legs, and I spread them. His cock was throbbing. He teased my clit with it, and then finally stuck it in me. I rocked my body with his, as he pinched my nipples and kissed me.

He pulled out of me and came on my stomach. He cleaned it off like a gentlemen, and I sucked him hard again. After this, he turned me on my side and started to finger me again. He was ready for round two. I stayed laying sideways as he fucked me slowly at first and then faster and faster. The next day I was sore and bleeding, but it was well worth it.


2.Man's Story: On the Table

The best time I ever had sex was definitely my first. I was with my girlfriend on a date to see Alien. Nice long movie to get turned on by, and it was a horror, so I could start by holding her hand. I figured it wouldn't be good for IN the movie theater, but, you know...We went home, and we fucked each other. Hard.

Anyway, everything went as planned. We made out in the parking lot for a few minutes, we watched the movie, I held her hand, and at least I got turned on in anxiety. When I drove home I asked if she wanted to have sex. She agreed, but it was her first time so she was nervous. (My first time too, but I was just excited.)

Once we went in my apartment we started to just rip off each other's clothes. She was nervous about fucking so she just started sucking my cock. It was SOOOO good... I started to rub her tits then went to rubbing her clit as hard as I could. Her eyes bulged so much and she stopped sucking my cock and shoved me onto the table. I lay on my back on that table just as I came. Some dripped down and she got on top of me. She pushed my cock into her pussy and screamed.

After that I was rolling and stroking while she was kicking and biting and finally I dumped my load in her. I felt the pleasure subside but I knew it would come again. We only fucked each other for like five minutes but I came three times in the end.


3.Man's Story: Shopping for Condoms

My girlfriend and I were at the grocery store shopping for stuff to make dinner. We hadn't had full-on sex yet at that point, just stroking and messing around with our clothes on. At one point I was standing in the aisle staring at the condom display, and getting kind of horny. My girlfriend looked over and saw me looking at the condoms. I was busted! But then she came over and laughed at me and said, what kind do you want to get? I was embarrassed, but I smiled and grabbed a packet of Trojans and tossed them in the cart. I'm sure the clerk who rang us up knew what would happen later. When we got back to her place, we actually made dinner and ate it, although my mind was on other things. Eventually we started fooling around and ended up on her bed, half-undressed. She gave me a long kiss, then got up and went to the kitchen and came back with the box of condoms. She asked if she could put one on me. I almost blew my load when her hands touched my cock. We had sex most of that night and fucked our way through the whole box in under two weeks (it was a dozen).

4.Man's Story: First Time Fingering

The first time I ever fingered and gave oral to my girlfriend was at a church camp. It was the first night of camp and we snuck off in the woods for a little private time. We stopped at a grouping of picnic tables and sat down on one of the tables. It was dark out and the moonlight was all there was to see by. According to the rules for the week members of the opposite sex were to be in groups of 4 or more if they were to be unsupervised...oops. Well, we started making out, and I started rubbing her pussy from the outside of her little blue cotton shorts. I could feel her getting wet, and I didn't want her to go back to the cabin with a big wet spot on her crotch, so I slid my hand inside her shorts. She told me to stop, but then I explained to her what I was doing and she let me go on. Well, I accidentally slipped my hand inside her panties instead and she let out a gasp. I felt bad, so I started to remove my hand; then she grabbed it and held it there. I slid a finger inside her and it felt so good. Then after fingering her I slid down and licked her pussy until she was about to scream. We stopped for fear of being spotted, and I fell asleep that night sniffing my finger that still smelled like her wonderful juices.

5.Man's Story: Johnny Cum Lately

I was a Johnny-come-lately, so to speak, to the sexual world. I was 18 years old, as was the girl I was seeing. We had fooled around a lot, but had never done the deed. She was a virgin who wanted to wait for marriage, and I was a virgin who didn't. One night about three months after we started dating, I got her real horny. I was dying to stick my dick in her tight little pussy, but I held off. We had somehow ended up on the floor. I was sucking on her tits and kissing her all over. I asked her if she wanted me to stop. She shook her head "no". So I helped her onto the couch and knelt down in front of her, maneuvering my stiff cock to her wet hole. As I pushed in, she stopped me. "It hurts," she said. I told her it would, and not to worry, I'd be gentle. I pushed in again, feeling my dick stop against her inner wall. I pushed again, and again, but since this was also my first time, I nutted after about 30 seconds. Although it hurt her a lot, we kept having sex after that. It hurt her the next two times, but then got better for her. I can now last longer too!

6.Man's Story: Help With Homework

I was 16 at the time and had only really been interested in sports. Rachel was the same age and good at math, so that evening when my parents were away at a concert, she came round to my house to help with the homework. Sitting on the bed, she spotted a soft porn mag of my father's that I had rescued from the bin. "Do you enjoy wanking?" she asked. I was shy but had to admit that I did, whereupon she asked if she could watch me do it. Surprising myself, I got my cock out, laid on the bed, and started stroking it. She watched with interest and was soon to see wads of come spurting from my dick. She carefully cleaned me up with some tissues and asked if she could touch my now sagging dick.

I had never been with a girl before and the excitement was incredible. She started to stroke me as I had done before, and within a couple of minutes I was spurting more come all over my belly. Once again she obliged with the tissues and asked if I would like to touch her. How could I refuse? She pulled her short skirt up to her waist and opened her legs, exposing her white panties. She put my hand on her crotch. I was surprised because she was very wet and I thought she had peed herself. She was obviously enjoying it with the noises she was making. After a few minutes she asked me if I wanted to do it. She removed her panties and lay on the bed with her legs wide open. She told me to climb on top and do what I read in the magazine.

Getting on top was easy, but I couldn't find her cunt with my cock. After considerable squirming and help from her hand, I was inside her. The feeling was exquisite and I couldn't help but thrust away quickly. I came again within seconds of entering her. All I wanted to do now was sleep, but she undid her blouse and lifted her tits from out of her bra and put my hands on them. Till then I had been shrinking inside her but now things were starting to happen again. My cock was hard again and I started to slowly move inside her. This time I took things a bit more slowly and probably managed to fuck her for about five minutes before coming again. It was only after she had left that I realized that this had not been her first time.