Your First Time Having Sex

My first sexual encounter with a boy wasn't that great for me. I was 13 yrs old and he was 15 yrs old I didn't want to have sex with him in the first place so he raped me. I haven't talked about this in a long time, and no I did not enjoy it at all. He threatened to kill my dog if I told anybody about it and of course I believed him so I never told anyone. That might have been the reason I turned bi sexual, because my next relationship was with my girlfriend next door for a yr till she moved away. Then various guys after that who I either dumped or they dumped me. The last relationship I was in was in 1996 which was the longest one I had until I started to tell him about my kinks and he dumped me for that it lasted for 6 months, so I haven't been too lucky in my sex life. I have been alone since 96. Too afraid to take anymore chances up until now. For I hooked up with someone here on Zity that is into the same things I am.

My first time involved a lot of screaming. It was with a black guy. I had black men after and it was fabulous! My first time was very painful. So much so that my cat at the time attacked the guy. She was my guard cat and protector.

My first time having sex happened my junior year in high school it was with this girl who lived down the road from me and she was in 8th grade at the time. Me and her rode the same bus the school and we got to talking one day and we eventually dated the only bad thing was her parents were very religious and didn't trust us being alone. One day after we had dated for a while we went for a walk and found a spot just off the road aways were no one could see us and we started to make out and things started to get hot and heavy and we had sex a little after that. It was ok.

The first time hurt and I cried. I wanted it but he told me it would hurt. I begged him. I was 12 and he was 38. He was well endowed.

My first time having sex came late. I had already graduated from high school. The girl was a year younger than me, but had already lost her virginity. One warm summer evening, we were at a party. She and I had been drinking some beers. She was flirting with me. Somehow we ended up alone in the laundry room off the kitchen. We kissed and I got the nerve to slide my hand down her shorts. They had an elastic waistband, so it was easy to reach in and touch her. My god, she was so wet! My head spun with excitement. We continued kissing and I continued fingering her. Unable to hold back any more, I suggested we go outside where it was dark and very private. She leaned against some stairs and I pulled down her pants and then mine.

Having sex standing up can be a bit awkward, but I remember she was so wet that I easily slipped inside of her. I did not have a condom and she did not stop me, so I assumed she was on the pill. Anyway, I remember feeling incredibly excited that it was happening, even though the position was awkward. I couldn't contain myself and I doubt I lasted more than a minute. I remember cumming but still thrusting into her because she was moaning softly....I knew she hadn't orgasmed yet and I tried to continue in hopes I could make her cum too, but finally I had to stop as I became too soft to carry on. And then it was over. We pulled up our pants and went back to the party.

Far from a romantic experience, but like my first orgasm from masturbation, it was an experience I will never forget.

I was 15, he was 16 and I was staying with his sister and her family. I knew the mechanics but that day learnt about the mixed emotions of sex.

His family went to church and we caught a bus to a nearby beauty spot and they would join us for a picnic later. Since we first met with laughed and joked like bro & sister. As his family were nudists he kept getting hard ons and I kept jokingly trying to cover it up.

We had been talking and he had to adjust his shorts and I made a joke about it. Suddenly he grabbed my hands and held them above my held and use his legs to pin my legs down. We started giggling and he said he wanted to see more of me and with his free hand unbuttoned my summer dress down to my belly button and put it apart exposing my breasts. He had seen them tons before, but I felt so shy and vulnerable but at the back of my mind knew that he was not being bad and he would have let me break free in an instant if I wanted.

He reached over and started to tweak my already hard nipples. After a bit he reached down and undid the last of the buttons leaving me naked. I still remember the feeling of the sun on my bare legs and belly. He rubbed my pussy and by now I was as randy as hell and pulled aware and feel upon him reaching into his shorts. We kissed and cuddled for a bit before hands wandered everywhere. Bizarrely I though that me asked promise before entering you, but he just slid in. It was a wonderful experience that we relive anytime was can even today.

I was 17. I decided to let my boyfriend have it because we had been together so long. It sucked. It hurt pretty bad. But once he was in and I broke I wanted to have an orgasm and it felt really great but he came and that was it. It all took about two minutes. Now the second time was with my roommate and she made me have orgasm after orgasm.

I was a junior in high school. Back seat of his GTO. It hurt and was uncomfortable. I remember thinking, there has to be more to it than this! Thankfully I soon discovered the joy of sex!

I had an orgasm the first time, just from penetration. Lucky me! It hurt a little bit, but I think I liked that. 😉

I dated that young man for a long time and he was also the first and only person who made me squirt.

My sexual experiences after that were the awkward ones that left me orgasm-less for many years. I wonder If that was some sort of karmic thing...

It hurt and was uncomfortable. I remember thinking, there has to be more to it than this!

I suppose that the frequently bad experiences with the first time having sex have the primary cause in the unsuitable position for the defloration. Here there exist several reports of women that in choosing the cowgirl position for the first time the difficulties caused by the defloration will be distinctly lower, for on top the girl may decide upon the event completely.

Great question and lots of thoughtful replies to date!

My first time was in my 1955 T-Bird (two seater) and I was 15 and my girlfriend 13.

We were both totally inexperienced and the entire process was very awkward!

However, after this initial experience we both got wiser and learned to thoroughly enjoy each other for quite a few years!

I was 17 when I had the first time sex. My boyfriend was 20 years old and it was also his first time. It took about 10 minutes without foreplay, but it was a wonderful experience which I will never forget.

I was 15 when I had sex the first time and it was both oral and vaginal. I had a major crush on my first cousin who was 18. We were alone at his family beach house one day. We had been swimming together and came in and showered and got dressed. We both were sitting on a couch in front of a fireplace. I just casually put my hand on his leg and that triggered it. He leaned over and we started kissing and it quickly got very passionate. I started to unbutton my blouse and he finished. I had put on a sexy lace bra that had matching bikini panties. I pulled his shirt off and we started making out again. He reached down to unzip my shorts which I moved to make it easier for him. I helped him slide the jeans off and then we started at it again. This time I reached down and put my hand on his cock and discovered first that it was very hard and second it was big. I rubbed it for awhile and then came out and asked him "do you want to fuck me." He could hardly talk. I told him to hold still and got up and went into my mother's bedroom and got a couple condoms from her panty drawer. I knew she had them because one day after we were shopping I went into he bedroom and she had put a bunch of things from the drug store on her bed and among them were two boxes of rubbers.

I went back and he had his jeans off...I reached over and helped take his shorts off and then I felt compelled to go down and take his cock in my mouth. I thought he'd die. I told him i had some rubbers and needed to learn how to put them on him. So i took one out and unrolled it on his very hard cock. Then I got on my back and pulled him on to me. I was so wet the sheets were soaked. He had done this before I knew so I knew he's do it right and he did. He slowly slid his cock into me. I thought it would hurt but it didn't and felt really neat. He slowly started pumping me and pretty soon I knew he was cumming. After he came we laid there for a long time and then I put my hand down and discovered he was hard again. I didn't say anything, just got the other rubber and rolled it on him. This time he turned me over on my knees and took me from behind . as he slid his cock into me it felt different and went deeper. This time something was happening that didn't happen before. I started to cum and it was really wild. I know I was screaming and the more I screamed the harder he pumped. I had had orgasms before from masturbating but it was nothing like this.

After that we had to be careful so my mother wouldn't catch on but that didn't last long. He and I were fucking our brains our every chance we could get. Then one afternoon my mom and I were going into town to shop and she looked at me and said she knew me and Greg were having sex. I started to deny it but then she said she was making his bed that morning and found two rubber wrappers and a pair of my panties. I was mortified but my mom told me to make sure we always used rubbers because she had a big crush on one of her cousins when she was a teen and did the same thing. We were careful. We fucked a lot, at least once a day. We always used rubbers. we're in college now and still get hot when we are together. We c an't get married I guess but we sure can have a lot of great sex.

Then one afternoon my mom and I were going into town to shop and she looked at me and said she knew me and Greg were having sex. I started to deny it but then she said she was making his bed that morning and found two rubber wrappers and a pair of my panties.

It's kind of hard to deny it with that kind of evidence. 😁

Wedding night. I was scared of hurting her, tired, and really didn't know what I was doing. Tried to do enough foreplay and gave her some oral, but I don't think it was really as effective as it should be. She said it didn't hurt and there wasn't any blood, so that was good.

For me it was still good. Hey, I'm a guy and I don't think it's possible for a guy to have bad sex, unless it involves him receiving something anally and it's done wrong or oral sex with too much teeth. To be honest I must admit it definitely wasn't our best sex, and the fault of that was mine.

Man, I don't remember the first time. Went with the same girl all through high school and this was back in the day before birth control so there was a fair amount of fear involved. Times have changed by light years since those days. Anyhow...took forever to get to first base...the boobs. Then second base....felt the pussy....You get the picture...Got stuck on third base for half a year at least. Oh yea that is naked but just touching ...no penetration.

I am happy for all you folks that hit a home run on your first at bat but it all worked out in the end even for the guy that struck out on his first try.

Lots of oral sex, nude holding and mutual masturbation before I ever had intercourse with someone, but I'm guessing that's what this thread's about, so about my first time (which both of us definitely enjoyed)...

I met "Liana" where I worked: she was tall, blonde (natural blonde, as I later found out), statuesque, lovely, about 10 years older than me, and (as far as I knew) very married. She had asked for my help on several occasions, and of course, I was happy to oblige. But one morning, she met me at the door and said, "I'm running out of excuses to come talk to you."

We sat down outside, and Liana asked me if I would like to have lunch with her. I said, "Sure! What's the occasion?". She smiled and said, "I would really like to get to know you better."

I was with someone at the time, though, so I told her that. She smiled sadly and said, "I should have guessed. We'd probably better not, then."

As you can imagine, my head was spinning. I told her that if I didn't have a commitment to someone else, I would have said yes in an instant. Liana smiled again and said, "Thank you for telling me that. But I'd better keep my distance. I'm very attracted to you, and it's not Platonic. I want to have sex with you, and leave my marriage."

Liana wished me the best, but asked me to call her if I ever changed my mind.

Six months later, my girlfriend and I had broken up. My guess was that Liana had long since moved on, but when I said that to a female friend, she laughed and said, "You don't know very much about women, if you think that. You should call her."

So I did.

Liana had NOT moved on, and was very happy to hear from me. We met a few times for lunch. She talked about how her husband had gotten more and more abusive, and she really wanted to leave him for someone like me. We would hold each other and kiss, but I told her that was my limit unless she separated from her husband.

But I looked forward more and more to seeing her each time... it was hard to think about anything except her.

One afternoon, she asked me if she could come up to my dorm room, so we could kiss there. Of course, I said yes... but once we were there with the door closed and locked, and after a few minutes of heavy kissing, she said, "I want to take my clothes off now."

She stood up and did exactly that, stripping to her panties. (Could you have stopped her?) She was even more beautiful than I'd imagined... and I'd imagined a lot.

Liana told me I didn't have to undress, but she wanted me to touch and hold her that way.

The rest was history. Details to follow.

I wonder how many of these stories are real and how many are attempts at Literotica. I do not think anyone forgets their first time but for most women I suspect the experience was not great. Mine was painful and although I wanted it i did not have an orgasm. The better question is when you had your first orgasm. I was 15 and by myself it was amazing and it is something I have pursued ever since. I had intercourse with the same guy for 6 months before I had a real orgasm from intercourse.

Covered blow job at 18 (from a prostitute)

Full sex at 25 yes from a pro (unfortunately) it was done and over in 5 minutes (and i spanked the monkey 15 minutes before she knock on my door)

Lol

I wonder how many of these stories are real and how many are attempts at Literotica.

Most sound believable to me, although most are quite unlike my first time. I was 21, first year at the university, despondent at not finding anyone at all, not even for some half-assed petting. I was just the perennial nice-guy and maybe a tad intimidating as a foreigner-American (so I tell myself sometimes ... ha ha).

Then out of the blue at a party I go for a walk with a girl, we end up in my car because it's raining and it's a home-run. Great fun and we continue together for the next 43 years ... not much literotica involved in my story ...

Then out of the blue at a party I go for a walk with a girl, we end up in my car because it's raining and it's a home-run. Great fun and we continue together for the next 43 years ... not much literotica involved in my story ...

That's really sweet. It's terrific to see a couple fall for each other and stay together for so long.

I'm really a softy at heart -- but don't tell anybody.

The first time I had intercourse was our wedding night. However, I can't tell you much more. We were both virgins and likely very inept at the finer points of love making. We were married 17 years before I asked for a divorce; and, there was very little that was memorable about our 100% vanilla sex all those years.

I was 18. it was my birthday. It was our first date after a hay ride. parked at the beach in my car. She started giving me a blow job and I got her pants off. I went down on her for my first taste of pussy. It did not taste anything like I had fantasized, but I was hooked! I didn't last very long the first time. But I made up for it the second time! ah to be young again. two years later I gave her my first rimjob. Afterwards she looked up at me and said that she never thought I would do that! To this day I'd still rather do oral than regular sex!!!

We had our first making love sex on our wedding night. We were both lost like balls in high weeds but we fumbled through it. I enjoyed oral sex prior to being married but did not dare coupling up prior to saying, "I Do" We have a wonderful life!

A lot to this question is what do you define "having sex" means.

As youngster my girl friend and I would often bring each other to orgasm without actually having intercourse. I remember the first time she sugessted that she wanted me to touch her I was not only embarassed with not knowing what to do plus having to let her (a girl) see my penis and making it orgasm. This activity went on for a couple of years so consequently when we came to have full sexual intercourse for the first time at University, we were fully aware of we both enjoyed, the actual firts entry was a really loveable and enjoyable experience for both of us

Spanish waiter on holiday. Told him I was 19. I was really 15..

He took me out for a drink when his shift finished and ended back in my hotel room. Felt really painful as he didn't know I was virgin. There was blood on the sheet afterwards.

We still talk today, hes on my Facebook 36 years later! He even sent me a valentines card online. Bless him. ❤️

I would imagine that for the majority of women, their first time having sex wasn't that good, probably even a little painful. As for men, most probably thought it felt sooooo gooood! Even if they only lasted 30 seconds before coming. For me, I admit I didn't last long my first few times, maybe a couple minutes at the most. But it felt so damned good, I've been a sex addict ever since!

That's really sweet. It's terrific to see a couple fall for each other and stay together for so long.

I'm really a softy at heart -- but don't tell anybody.

Now I'm calling bullshit on that one.

Never Had 😢

I agree with moppy, guys ( I can attest to this personally) don’t last too long the first time. I don’t remember my time exactly but it was really short and I felt pretty awkward afterwards since I was expecting the porn star duration of like 5 minutes ( which definitely did not happen lol)