Was your first time great, or a disaster?

[RedHeadedGlory]

My sincerest apologies for butchering your name

LOL, as one lousy typist to another, not a problem at all.

 

[southern_belle]

My first time was sweet in my eyes. I was (still am) 21 and he a few years older and much more experienced.

It began a couple of months earlier as texting back and forth. We had been close (he was one of my best) friends for 4 years and I have had feelings for him for almost that long... What started as making out and fondling in his car lead to sex weeks later at my insistence.

Like I said, it was sweet he kept asking if I was okay, if everything was okay. I found it very pleasing as a first... We have repeated the act a couple of times since. But now aren't really even talking....

 

[kinkymomjianlis]

My first time was alright. I was 15 he was 17. Me and my family were moving (he lived next door) and was helping. Well my mom sent us back to the house to get some things. There was a water bed...one thing lead to another and we were stroking with the motion. He was sweet asking if I was sure, and making sure I was fine afterwards.
We did it a few more times afterwards....now he is just a memory .... very distant memory.

 

[stickNberries]

gene pool alert

Mkay?

Was with a mother of nine daughters. I was in my very early teens and she was twenty-five and fertile. What she taught me was how to please women. I later married one of her daughters and got to make love to others in her family. There have been other children born from the females in my wifes family with my wifes consent. My wife feels keeping it in the family keeps me from looking for other females.

 

[hellebore]

I was 25 and had managed to avoid it for some time. I don't like being touched and tend to be somewhat hermitty and nocturnal. So casual sex wasn't for me. A lot of girls get drunk or stoned first to get up the nerve to go for it. Not me. I cannot stand being out of control or around out of control people. Sometimes when the insomnia gets bad I take my computer or a book or even my knitting and go to an all night place where they're cool if you sit and nurse a coffee and a dessert for a while, as long as you tip decent. I met lots of cops there, and lots "working girls" (of all genders) but they didn't bug each other. It's like a vice cop/hooker switzerland. No-one works there. The hookers don't pick up tricks or bring their johns, and the cops don't get nosy. There aren't a lot of pimps who go there, but the ones that do show up tend to treat "their" people well. There's a lot of really nice decent peeps there. So I have a few friends on both sides of the equations. We take care of each other. Like helping with car problems and raising fundage when one of the cops was in a motorcycle accident. His family needed some emergency cash.

Anyway, my favorite waitress is an mtf trans person, and she's really nice. She can touch me without making me feel sick to my stomach. When her furnace went out, she came over to my house for a few days, and then I went to her house for thanksgiving that year. That night, we slept together. She was really kind and sweet, listened to me, didn't hurt me very much. I was feeling kind of freaky, cause I'm an ASD person, and I was a virgin and I was 25 and didn't know if I'm gay or straight. I don't date, don't see anyone on a regular basis, but her. She knows that I'm not marriage material, and she likes it that way. Likes having someone to be who doesn't try to control her life and move in and make her feel like a freak. I'm still not gay or straight. I just am. And not I am not going to get confused and weirded out by labels and stuff.

I eventually got to the point where I like to experiment and play games, and she's all cool with that. When I wanted to try being with a man instead of a female gendered person (who loves her cock, still) she helped me pick one. It was one of the cops, which was funny. We had a nice time, but he was a little worried that she stayed within shouting distance. She was like "I'm letting you boff our hellebore, so you better treat her right cause I can so kick your ass..."

So my first time was good, and I'm still lovers with her. I really think that kids should wait, not because I'm conservative or religious or anything like that, but because it seems like most of the people who wait until they're older have a better time that the kids who get all impatient. I think that sex wise, good things come to those who wait. Almost everyone I know who did it when they were teens didn't have a good time.

 

[Jessi_Baby]

Just about everyone remembers that first time. What I'm wondering is, was it really as good as you thought it would be, or was it something you were glad was overwith. and if so, how soon after did you have really good sex?

I recall my first time as quick and furtive, and not very pleasing sexually. But that next time, with a more experienced partner, was sensational! I may have had better sex over the years, but that time remains almost indelible in my mind.

How about you? Was your first great, or did you also have to wait for another experience?

My first time was great actually. We fucked for 2 hours. Thats probably a record for virgin sex.

 

[glasspenguin]

Actually, it was probably the best experience I've had. I was 19 and she was about 5 years older. We didn't plan for it; it just kind of happened late one night. It wasn't her first time, but her few experiences had been minimal and poor. Neither of us were overly adventurous, but it did last for almost 2 hours (and not multiple times, either; all one go). I lost track of how many times she came and when I finally did we both collapsed, completely spent. Unfortunately, it's never been quite as good since then, in particular in terms of stamina. I suppose I've always kind of used that as the standard though, and it's been very difficult to live up to.

 

[raybear26]

My first time was sweet in my eyes. I was (still am) 21 and he a few years older and much more experienced.

It began a couple of months earlier as texting back and forth. We had been close (he was one of my best) friends for 4 years and I have had feelings for him for almost that long... What started as making out and fondling in his car lead to sex weeks later at my insistence.

Like I said, it was sweet he kept asking if I was okay, if everything was okay. I found it very pleasing as a first... We have repeated the act a couple of times since. But now aren't really even talking....

Aww *hugs the southern belle* It sucks when sex ruins a good friendship.

I still remember my first time, we were in highschool, it was the first time for both of us. She had a terrible look on her face as I penetrated her, but we kept going past the pain. We couldn't keep our hands off each other for the rest of the week.

 

[philos]

I was 27. (was celibate in a seminary for most of my 20's). It was really quite a disappointment. I remember thinking "big deal, is that it?"

 

[Firebrain]

Erm.

We were still in highschool. Had been together for a month at best, but friends beforehand. I was a virgin and he'd been with a few girls (he was in the year above me). I'd already stayed at his house once and we'd fooled around, but I knew this time I wanted to sleep with him. We went to bed and made out and he told me he loved me. I said it back, not meaning it exactly but also not knowing what else to say. He asked me if I was sure, etc etc. He had a huuuuge cock and although he was gentle, slowing down when I asked him to etc, it still hurt to begin with (I felt my hymen burst in a sharp snap; did any other girls feel like that?). It felt good quite quickly and I was asking him to go faster, harder...and then he pulled out, telling me that the move was "always quite successful with his ex." WTF?! We then had to go through the whole him entering me again thing - which hurt even more this time, probably because he'd just mentioned his ex while we were screwing.

We went for a few minutes but I don't think he came. I certainly didn't.

Afterwards, he told me that he "felt really awkward" because he had "taken something you could never get back." Which was awfully romantic.

Things were never quite the same between us and he dumped me two weeks later. I was heartbroken, physically ill (as teenage girls are ). I think he lied to get me into bed and felt very guilty about it.

I very sensibly took him back a month later and put up with his shit for a good six months on, turning down several really nice guys in the process. Regrets? I have a few...lol.

Still, he's on my facebook now and he hasn't changed one bit. I'm so glad I got rid in the end.

 

[Firebrain]

Actually, reading that back has made me cry a bit. I honestly haven't thought about it much since it all ended and I never did realise what an utter prick he was.

 

[good_girl1]

:-(

((((((hugs))))) Firebrain.

My first time is a sweet erotic memory. We had gotten very close to having sex, but wanted to wait until marriage. We were 18, and we were engaged although a date had not been set. He had lots of experience, I was still a virgin.
A week or two before we made love the firs time, I wearing my boyfriend's favorite sweats, lol. They were huge on me, but I loved them. He had left them at my house and once when he stopped by, I had them on, and he teased me and said that I better give them back because the next time he saw me in them he was taking them back if he had to rip them off of me.
I am a good girl, but a naughty one too.
I was house sitting, He was coming to pick me up so we could go out. I had his sweats on, and no, I didn't change before he got there.
When he showed up, I gestured towards my pants, well, his pants, saying I had to get changed first. His eyes lit up with the realization, remembering what he had said. Then came the sly smile as I started backing away. I was just teasing. I ddn't think he actually meant that when he said he'd take them back right then.
I broke into a run and he started chasing me around the furniture. I was laughing so hard.
He caught me, we fell on to the couch, his body half on top of mine. I struggled as he acted like he was trying to remove them.
Then all of a sudden there was this moment where we just looked at each other, face to face. Nose to nose. The laughing stopped and we were just looking at each other, panting for breath after running around and laughing so hard.

No words.

I couldn't kick those sweat pants off fast enough as he helped me. Then he carried me to the bedroom.
And once we got there, it was so very hot. Just....well, I get shivers thinking about it. He asked me if I was okay, if he was hurting me. He was big, it almost did hurt, but he made sure I was ready. He was very attentive, very good at foreplay, and made sure that it was good for me. It was, god don't laugh, it was more than just sex. It was almost spiritual, the way we connected, what passed between us that first time. And yes I came, hard.

After that, all thoughts of waiting until we were married went out the window. We were crazy, couldn't keep our hands off each other.

 

[hardyweinberg]

I was 18, had made up my mind to lose my virginity before college. A girl in my high school seemed interested. She had a boyfriend, she told me (a Marine, in fact) but I didn't care, and obviously neither did she. We started dating in secret, which mostly meant making out whenever we got the chance - in empty hallways during class time, in the library, etc.

Finally (I found out later that I had actually missed a couple of her earlier, subtler invitations) she invited me over to a neighbor's house where she was supposed to be watching the pets while the owners were away.

On my first thrust I gasped with pleasure, not realizing I wasn't actually inside her. Luckily she was too horny to waste time being offended, and as soon as she helped me correct my mistake I started pounding away. I wasn't paying that much attention to her, but it was certainly good for me. I pulled out a few minutes later.

She examined herself and the sheets. "Where did you come?"

(No condom. Dumb teenagers.)

"I didn't. I didn't want to risk getting you pregnant."

"I'm on the pill, you idiot." (It sounded sweet the way she said it.)

Five minutes later I had my first orgasm from intercourse.

Being eighteen, three minutes after that we were at it again. Half an hour later she asked me, "are you sure you've never done this before?" I explained about the difference between jocks and nerds*

All in all, a very pleasant experience. I'm sure it helped that she was experienced.



----

* _Revenge of the Nerds_ , 1984:

Betty: That was amazing! You did things to me nobody's ever done before! Where did you learn that?

Lewis: You see, all jocks ever think about is sports. All us nerds ever think about is sex.

 

[ParisWaterman]

((((((hugs))))) Firebrain.

My first time is a sweet erotic memory. We had gotten very close to having sex, but wanted to wait until marriage. We were 18, and we were engaged although a date had not been set. He had lots of experience, I was still a virgin.
A week or two before we made love the firs time, I wearing my boyfriend's favorite sweats, lol. They were huge on me, but I loved them. He had left them at my house and once when he stopped by, I had them on, and he teased me and said that I better give them back because the next time he saw me in them he was taking them back if he had to rip them off of me.
I am a good girl, but a naughty one too.
I was house sitting, He was coming to pick me up so we could go out. I had his sweats on, and no, I didn't change before he got there.
When he showed up, I gestured towards my pants, well, his pants, saying I had to get changed first. His eyes lit up with the realization, remembering what he had said. Then came the sly smile as I started backing away. I was just teasing. I ddn't think he actually meant that when he said he'd take them back right then.
I broke into a run and he started chasing me around the furniture. I was laughing so hard.
He caught me, we fell on to the couch, his body half on top of mine. I struggled as he acted like he was trying to remove them.
Then all of a sudden there was this moment where we just looked at each other, face to face. Nose to nose. The laughing stopped and we were just looking at each other, panting for breath after running around and laughing so hard.

No words.

I couldn't kick those sweat pants off fast enough as he helped me. Then he carried me to the bedroom.
And once we got there, it was so very hot. Just....well, I get shivers thinking about it. He asked me if I was okay, if he was hurting me. He was big, it almost did hurt, but he made sure I was ready. He was very attentive, very good at foreplay, and made sure that it was good for me. It was, god don't laugh, it was more than just sex. It was almost spiritual, the way we connected, what passed between us that first time. And yes I came, hard.

After that, all thoughts of waiting until we were married went out the window. We were crazy, couldn't keep our hands off each other.

Ah yes, when one adds playing games to that first, or anytime after it, the sex is usually deliciously good.

Thank you for responding to my thread.

Paris

 

[ParisWaterman]

I was 18, had made up my mind to lose my virginity before college. A girl in my high school seemed interested. She had a boyfriend, she told me (a Marine, in fact) but I didn't care, and obviously neither did she. We started dating in secret, which mostly meant making out whenever we got the chance - in empty hallways during class time, in the library, etc.

Finally (I found out later that I had actually missed a couple of her earlier, subtler invitations) she invited me over to a neighbor's house where she was supposed to be watching the pets while the owners were away.

On my first thrust I gasped with pleasure, not realizing I wasn't actually inside her. Luckily she was too horny to waste time being offended, and as soon as she helped me correct my mistake I started pounding away. I wasn't paying that much attention to her, but it was certainly good for me. I pulled out a few minutes later.

She examined herself and the sheets. "Where did you come?"

(No condom. Dumb teenagers.)

"I didn't. I didn't want to risk getting you pregnant."

"I'm on the pill, you idiot." (It sounded sweet the way she said it.)

Five minutes later I had my first orgasm from intercourse.

Being eighteen, three minutes after that we were at it again. Half an hour later she asked me, "are you sure you've never done this before?" I explained about the difference between jocks and nerds*

All in all, a very pleasant experience. I'm sure it helped that she was experienced.



----

* _Revenge of the Nerds_ , 1984:

Betty: That was amazing! You did things to me nobody's ever done before! Where did you learn that?

Lewis: You see, all jocks ever think about is sports. All us nerds ever think about is sex.

All in all, a very pleasant experience. I'm sure it helped that she was experienced.

Well told, and thank you for replying to the thread. A little experience is the key to making things turn out right.

Paris

 

[Mysty61]

I was always obsessed with sex while growing up (some things never change), but was raised in a very strict catholic family where I was taught anything having to do with your genitals was about the worst sin possible. All of this made me more curious. At the age of 9 I managed to insert the handle of my hairbrush. When I saw some blood I was scared to death, and my mother freaking out did not help. Anyway breaking my hymen I later learned was one less obstacle to a sexual encounter. When I was 13, close to 14, there was a guy I hung out with sometimes. We talked about sex much of the time and one day decided to try it. We headed off to some out of the way place and started to get undressed when he had his pants off and was standing tall I reached over to touch it and he let go shooting all over, then could not get hard again. That was about the last I saw of him as he avoided me from then on. So that was a disappointment. The next time was about six months later when I was at a guys house, and we started playing with each other and proceeded to get our clothes off. He entered me without much trouble, it hurt a little but not too bad, and I thought this is pretty good. About that time he let go and it was all over, I liked it but was again kind of disappointed. we did engage in sex for sometime after that and it got much better with time. Once I had some good experiences I loved it.

 

[jabez]

My first time was mixed. I was a sophomore, she was senior, I had no clue what I was doing, she had been teasing and play with since we meet at the beginning of the school year. I finally by the end of the year, she was teasing me again, getting me ready to cum then just stopping, I just her to just fuck my brains out already. Before I realized what I had actually said, she was on top of me with her pants off, my dick out of my short and in her, and she rode me like nothing else. She told me to cum inside her, she wanted to feel me cum so hard. It was all so amazing, except I lasted less than a minute, maybe only thirty seconds....
I feel so ashamed, I wish I could redo it and make her go for hours....

 

[ParisWaterman]

Mysty61's experience has a poigant ring to it. I'm glad it worked otwell for you.
Thanks for sharing.

Paris

 

[ParisWaterman]

Jabez 's sexual adventure reminds me of the old adage: When in Doubt, Whip it out.
In later years, I did, and with great success.

Thanks for sharing.
Paris

 

[Currahee_Gent]

It was at the drive-in movie. High school days. Kind of like a shooting star.

 

[albrooks]

My first experience was terrible. I remember thinking after it was over, "is that it?"

 

[longlonghorn]

Disaster. Somewhere between Hindenberg and the Obama administration

 

[SquirtnBrat]

I was going to reply.... but this thread quickly became an age contest.

Disaster. Somewhere between Hindenberg and the Obama administration

Hilarious!!

 

[Iceprincess12]

What a serious bump!

It was a great disaster.

 

[Calliesdad2010]

My first time having sex was with my soon to be wife,

i had waited way too long to do it,

and since my wife was very repressed- it was bad , lame, and continued to be

until i had my first affair , and we got divorced