Your "First Time" What was it like?

[SteamyChik]

My first time was with my boyfriend (now husband). It was after several months of petting and doing everything BUT the big one. Hormones being what they are - there was one night that he climbed in my window and stayed. That night, we got more and more brave and finally the famous words, "I'll just put it there, but I won't go in" came out of his mouth. Of course, I KNEW there was no way he wouldn't put it in, so I said yes! I also, in the height of his desire, mentioned, oh yes, but you KNOW to me this means we are married in God's eyes and will now have to get married someday? Right? He was like, yes yes!

So he "put it there" and after some bumping and grinding and pretending we weren't really doing it, he gasped, I think it's all the way in! I just curled my legs around him and said yes I know!

It didn't hurt because my hymen had been stretched from all his fingering for months before. I didn't cum that first time either, but it did feel good. While I was laying on my back, legs spread wide with him humping and gasping between them, I did get the giggles. I mean, it was so silly - the position, our moaning and gasping, I found it very funny. Lucky for me, he understood my quirky sense of humor and we did end up getting married.

We still have a huge sense of humor about sex.

[Edited by SteamyChik on 03-05-2001 at 07:52 AM]

 

[Ally C]

Tick, talk, tick, talk ...

My first time was 2:05AM ...

 

[genderbender]

My first time was with a "bad girl" who'd moved during my senior year to the high school I attended. I was going steady with a junior but for some reason this rather sultry woman-child set her sights on me. I danced with the possibility for the entire year, much drawn to her, yet feeling huge surges of guilt at the thought of betraying my girl friend with this slut. Every time I danced closer I felt singed by her heat, yet after each withdrawal I came back again.

I was performing one night at an outdoor bandstand by a lake and invited the girl to attend. She probably had been drawn to me initially because of my singing and her interest in music made the invitation seem innocuous.

Once we started making out in my car afterwards I was lost. I'd been playing that edge with my girl friend for a couple of years, but she was a good girl and we always stopped just short of the deed. Well this girl had no hesitation and seemed determined to go "all the way." We did and man oh man was it fine!

I don't have any idea what it must feel like for a young woman to "break her cherry," but what I experienced that night will likely never be forgotten. Even as it was happening I was aware that I was doing something I shouldn't have been doing. That forbidden feeling only added to the excitement.

I got it on with this lusty creature many time over the next few years. I think the little girl she had some time later was mine, though neither of us knew for certain and she never pressed me to take responsibility for the girl. I've often wondered where she might be and what she's made of the fact her father is a stranger. Man, life is strange. When I went back for a high school reunion many years later this same woman came on to me with an offer that was hard to refuse. But I did.

[Edited by genderbender on 03-05-2001 at 10:52 AM]

 

[BiBabe:)]

My first time was when I was 16, during the summer before my junior year in High School-a little over 4 years ago.

My boyfriend of one year and I had both become counselors at a summer day camp. He and I had the same age kids- going into 5th grade.

Well, during the summer some of our kids went on an overnight trip to Boston, Massachusetts. We were chosen as the counselors to accompany the kids from our respected group.

In the hotel, the three female counselors(including myself) stayed in one room, and the three male counselors(including my boyfriend) stayed in the other room. The first night, both of the counselors staying with my boyfriend went down to the hotel lounge to hang out.

He and I took the opportunity to be alone. That night, I lost my virginity.

At first, it hurt like hell. I wanted to stop. I was in pain, I was bleeding, I didn't like it. But as we were about to stop, it started to feel good. We kept going and going. I must've had 5 orgasms in like 2 hours. We then showered together and retired to our respective rooms, closer than we had ever been before.

Never have I enjoyed a man in my pussy as much as that night.

He and I broke up after another year, before senior year, but he'll always have that one night(as well as many, many others.)

Later, maybe I'll tell about my first lesbian experience.

Until then,

Stacie

 

[SteamyChik]

Later, maybe I'll tell about my first lesbian experience.

Until then,

Stacie

I'll tell you mine if you tell me yours *grin*.

 

[genderbender]

I'm waiting...

How you naughty girls keep bringing me back to this thread! Girls doing it together is one of my very favorite fantasies. Please, pretty please?

 

[carini]

gonna be the downer here... my first time i was forced into it.. i was drunk.. and got into a situation i could not get out of

 

[Jake2001]

Re: I'm waiting too...

How you naughty girls keep bringing me back to this thread! Girls doing it together is one of my very favorite fantasies. Please, pretty please?

I hear ya on that one GB. The only thing I like better is the fantasy of girls doing it together .... and with me.

 

[SweetCherry]

I was 16, he was 19, and we were both virgins. I said yes just to shut him up, cuz he kept begging me. He barely knew what he was doing, and I felt nothing. A real great first time, eh?
No wonder I decided I liked girls, too!

 

[Jake2001]

My first time

What an interesting thread and how fascinating the replies! We all remember our first time I guess. My first time is imbedded in my memory and it is with joy that I now reminisce as I make this post.

First, let me say that several of my buddies and I had formed a club going into our senior year at high school called the 'Cherry Boys Club.' The idea was to get out. As I recall, I was the only member after graduation and not boosting about it to anyone. There had been plenty of second and third base hits but never a home run. I was beside myself. Questions about life, academia, where I was going to get money for gas all took a back seat to the priority of getting laid.

I entered the fall semester at a bible-belt university known for its conservative attitudes the following year and still had not put it in. Later that year, I learned that that was one of the best places to be, with all the girls that were away from parental supervision for the first time in their lives. But I digress.

Six weeks or so into the fall semester, I went on a church retreat. The last thing I expected was to shed my cherry boy status. One of the students that rode in my car with me was a thirty-five year old woman (I was eighteen). Now, wait a minute. Don't jump to any conclusions just yet. After dinner at the recreation center, she, another couple and I went into town to buy some booze. We all ended up parking a short distance away from the retreat center and proceeded to do what most people do when parking. Trouble was, she overestimated my ability to handle my alcohol and I ended up passing out.

The following morning I woke up cuddled with her in the back seat of my car with a throbbing headache, a gawd awful taste in my mouth and my blue-jeans down around my ankles. The hangover didn't bother me near as much as the fact that I was still a *gulp* virgin. Yep, this older woman had tried to get me drunk and seduce me but I couldn't even do that right. Beside that, I had vomit all down the outside of the driver's side door. I was so embarrassed. It was all I could do to go into town, wash the car and show back up at the church retreat. I spent the weekend in shame. For getting drunk at a church retreat? Not hardly. For blowing my chance to get out of the club.

Sunday afternoon, the other couple agreed to take the front seat for the drive back to school and my 'older friend' and I played in the back seat. Still, I arrived back at school still in the club. The other couple found their cars and went their way leaving us to ourselves. Needless to say, I was hornier than a three-peckered billy-goat. I lived in the dorm and couldn't take her there so she suggested we go to her apartment.

The rest is anticlimactic but suffice it to say that I became free of the burdensome cherry-boy status. It was wonderful. She was wonderful. She was an angel. She told me I was good. She even asked me to reaffirm that I had never done "it" before because it was so good. She even made her compliments believable. I mean, she was DAMN good.

Take heed all you young ladies at Lit., you have only to look forward to age because, with age, you will only get better. The older women here are to be revered, for it is you that have the gifts. I was lucky to learn this while I was still young. Damn, she was good!

 

[genderbender]

Great Story Jake!

No wonder I decided I liked girls, too!

Loved your story Jake, and yet, I'm still longing for these lovely women who keep tempting us with lines like the one above, to deliver the goods. I'm very familiar with the tempting, teasing seductiveness of the fairer sex. I'm putty in your hands! It's fun to long for those wonderful treats you flash in front of me, but its even more fun to indulge them. Tell us about your girl friends SweetCherry. What was your first time with a girl like?

 

[SweetCherry]

genderbender, my first time with a girl was when I was about 18 or 19, I can't quite remember. I was at a party with some friends at college, and I got a bit drunk and weepy with this girl who I was talking to. I dumped a whole bunch of my problems in her lap and revealed why i was kinda hiding from this guy who was after me. Unfortunately, he reminded me of the guy who had raped me in high school. She took me into the back bedroom and spent a lot of time calming me down. Then she kissed me, and things just progressed from there. It was great, actaully. She made me lose a lot of my fears about sex with just that one incident. To this day, I am thankful for everything she taught me.

 

[BiBabe:)]

You know, SweetCherry, your experience was a lot like my own first time with a girl. But I'm gonna tell you later, and maybe then, our other girl friends will share their pussylicious experiences...

[Edited by BiBabe on 03-05-2001 at 04:19 PM]

 

[genderbender]

I'm gonna tell you later, and maybe then, our other girl friends will share their pussylicious experiences...

Oooo, things are getting warm in here!

SweetCherry - I don't know if you ever read stuff in the Lesbian section, but I have a story there you might enjoy. It's called Girls will be Girls and is about a freshman college student experiencing the joys of Sappho for the first time.

More seriously, I'm glad your friend offered solace at a time you needed it.

 

[Nobody Special's wife]

My First time

Was a bad memory, Best that its forgotten

 

[BiBabe:)]

Well, here's my first time with another woman:

It was the night of the senior prom. Both my best friend Lisa and I had been dumped right on the dancefloor by our respective dates. Apparently the two boys had been in a giant orgy in the bathroom and didn't want to wait up for us. Lisa and I were devastated. Instead of going to the after-party, as planned, we decided to just go back to her house and I'd sleep there for the night, you know, a mutual support kind of thing.

Well, when we went to go to bed, we were naked, as we usually were when we slept over each other's houses. We felt as if we had nothing to hide.

But on this night, we became quite aware of our nakedness, and there was an awkward feeling among us. We tried to convince ourselves that the awkward feeling was just due to the fact we had just been dumped, but we knew it was something more.

A few more awkward pauses later in our conversation, I was in her bed, making out with her. We ended up in a 69 that night and were girlfriends for about a year. But we ended the long-distance relationship last year, because we were in different schools.

But when we still see each other when we're home from school, many times we will still sleep over each other's houses and reinact prom night.

 

[genderbender]

Well, here's my first time with another woman:

It was the night of the senior prom...

You're a sweetheart BiBabe. Obviously you enjoy your time with your friend Lisa. I like that! Thanks for sharing your story.

 

[sze27]

It was brilliant!

My first time was so good i didn't stop thinking about it, day and night, for ages. Part of that was also because it was sans condom or any birth control. Also, it took some other guys to make me realise just how special that first guy was. Poor thing - I though sex would always be that good!

I'm not going to describe how I got there - but I was lying amongst some aniseed, in a wooded area along a creek bed, with this older guy on top of me - and his friends nearby. He was kissing me. It was this kiss that just went on and on and on - talk about sucking face! We call it "pashing" in Australia, which I guess is short for passionate kiss. Anyway, it was the hottest hungriest longest pash i had ever had. All the while we were gradually stripping - and he was grinding his bits into mine. Not penetrating - just rubbing and circling and grinding in the general area. I just got so red hot I was totally beyond caring - and absolutely soaking wet. I can hardly remember the moment it went in. There was just this seamless transition from the grinding and kissing to the fucking.

It was superb. Apart from coming a heap of times and getting absolutely royally fucked - I remember walking away from it which a completely different view of myself. I felt like I was a woman for one thing. And even though people have been doing this since the dawn of time - I felt like I knew something no-one else did! (I still do sometimes!)

Love Sze

ps I thought men smelled of aniseed also!

 

[BiBabe:)]

Well, here's my first time with another woman:

It was the night of the senior prom...

You're a sweetheart BiBabe. Obviously you enjoy your time with your friend Lisa. I like that! Thanks for sharing your story.

No problem! I love sharing my experiences with others. That's why I came here, to this website. Maybe, sometime soon, I'll have other experiences to share...

Until then,

Stacie

 

[SteamyChik]

My first of only a few lesbian experiences were when within the last couple of years.

The first one was so fast that it hardly counts except in my own head. My husband and I were over at another couples house. We had known them for about a year and had gotten into the BDSM lifestyle at the same time. We were over there relaxing after a party cutting up and somehow the idea to shave my friend came up.

Before we knew it, she was tied spread eagle to the bed and giggling while first her husband, then my husband and finally me shaved her pussy. First we shaved her into a heart, then a bald eagle (it was good too!) and then completely. I had never even thought about another woman but when I was shaving her at the end, and after I washed her off - well

Her clit was just standing up so cute and proud and I just had to lick it! So I asked if I could and surprise surprise, the hubbies said yes. I had my first taste of pussy and enjoyed licking her. It was so different feeling her little hard clit on my tongue, so smooth and slick and tasting so yummy.

That was the first time. I'll tell the other time another time.

 

[CRaZy]

Gawd. It was more or less a non-event. My first real boyfriend was an anal sex fetishist. He wasn't interested in the normal stuff. Now, I liked anal sex and still do but it was pretty frustrating. I really thought something was wrong with me. Anyway, one night after we had been going out about six months, he missed his preferred hole and rammed it home. Upon realising his error, he just pulled it out and slipped it back into my ass. And that was how I lost my virginity.

 

[HARDKOREBJ]

DON~T KNOW

i never gotten that far.i may never.

 

[Dayanara]

first time

Now I am going to post my first ever time having sex...and my first ever good time having sex....

My first time was when I was 14 years old. My bf at the time was 17 (still a virgin too, but had fooled around with many girls) and he and I had been dating for two months. Now I was a complete virgin...I hadn't even frenched kissed a boy before, actually barely ever even kissed a boy regularly except my family members. He lived about 40 min from me so when I saw him it was fun. But I didn't know if I wanted sex or not, he talked a lot about it, but I never really gave any thought to it. He took things slow, introducing me to new things, such as blow jobs, getting eaten out, fingering, how sensitive my nipples can be, etc etc....but none of it really ever turned me on, I just did it cause he liked it. One day I went to his place and his parents went out for a bit, so we took advantage of this and started fooling around, he then asked if he could fuck me. I was not too sure, but then he said "I will break up with you if you don't. I am tired of just fooling around." Now at this point this was my first "real" bf and I thought I was in love...so I of course gave in. During sex though the condom fell off inside of me. He never came though, I wouldn't let him. So we stopped and realised it was in me. He fished it out and flushed it down the toilet. I was silent towards him for the rest of the day and his parents when they came home thought I wasn't feeling well, so they drove me back to my place. My period was supposed to come the next week but never did....then the next week it still wasn't there. I freaked out thinking I was pregnant. I told him this and he broke up with me saying I was a slut and even if it was his he didn't want anything to do with it. I went to the doctors the next day for a test, came back negative thank god. Called him up and told him, and guess what, he started apologizing and saying how much he loved me and wanted me back....bah what a jerk!!!

Okies that was my first...now for my first GOOD time.....

I was on ICQ one day, bored out my mind so I decided to do a random search for guys that lived in my area. I found maybe 3 that did and msged one of them. He responded and we started talking. Talked quite a bit about sex, but thats just a natural conversation that arises when you talk with almost anyone, its something that has so many aspects, you can never really stop talking about it. But anyways, we started talking on the phone, then decided to meet, pretty much for the sole purpose of having sex. He and I decided to meet up half way between his house and mine, so I start walking towards his place and I see this tall, long haired god coming towards me....well actually my thoughts then were...eek this guy is scary...but I then felt really comfy with him and saw the real him. We ended up not having sex, just talking and kissing a little bit. It wasn't until that weekend that we had sex. I don't remember any fine fine details, mostly because it was the first time I came ever with a guy and my mind gets really fuzzy when that happens. But I do remember, that he was gentle and very caring, catered to me, not him. He wanted me to be satisfied. I loved that. Anyways, afterwards he and I snuggled in bed and he then told me he was falling for me. We started dating not too long after that. He and I of course had lots of great sex after that.....still haven't found another guy who can make me cum though....

But anyways....sorry for rambling...happy posting!

 

[doctor_insanus]

Over in 15 seconds!

The second time, however...

I'm the king of the world! Woo hoo!

 

[Mistress]

It sucked, I didn't even feel anything but that could be because my cherry was popped years before that in a umm ..well lets just say it wasn't nice.