To be honest with you I don’t remember my first time. It was in my early twenties, I think, but I don’t recall the details.
My parents were out of town and I had pretty much decided I wanted to lose my virginity soon. I was sixteen and a younger
girlfriend and I had made our way to a nearby town for the evening. We met up with a couple of guys she knew and they took
us to a basement apartment. My friend left with one of the guys and I found myself alone with the other fellow, whom I didn’t
even know. We started making out and I let him go all the way. It was a little painful but a bit stimulating, too, although
I didn’t have an orgasm. I got up and left after he fell asleep.
He just did it. It didn’t really hurt, it was just boring.
All I can remember is that I was really scared.
The fist time I had sex I was in the eighth grade and the guy was in high school. We’d planned the night for a week and I’d
managed to get my parents out of the house for a few hours. His penis was small and he didn’t play with me or anything. I
didn’t really feel much: no pain or pleasure. I had been so anxious to finally have sex only to be completely disappointed.
My first time was nothing spectacular. It wasn’t fun, wasn’t bad, didn’t hurt, and needless to say I didn’t orgasm. It was
very much a disappointment. I remember thinking,
Is this what all the fuss is about?
It happened on the beach in North Carolina when I was fourteen. We had a clumsy, disastrous screw in an abandoned house. All
I can say for the experience is that I lost my virginity. That’s about it.
I was nineteen and, although I had been trying to get laid for years, I was still a virgin. I hadn’t done anything past kissing,
and felt really left out.
I met this girl who was very experienced and, after going out for a few weeks, we decided to give it a try. She just lay there
and let me do everything, which, for a very inexperienced young man, was a bit daunting.
It was not what I’d expected at all. It felt like masturbating inside someone, not sex. I eventually realized that was how
she liked sex: me doing everything while she just lay there. We broke up a year or so later after quite a boring sex life.
I had been dating a girl in a college class with me for a few weeks, and we were at her apartment having some wine and cheese
with crackers, just talking. One thing led to another, and we ended up in bed.
I wasn’t trying to get laid, but when she took her clothes off and then undressed me, well, I thought, here I go! Unfortunately
the wine didn’t help me when it came to trying to delay my orgasm so I came almost immediately. I pretended that nothing had
happened and continued to stroke her even though I just felt like lying still. Soon my erection faded, and I fell out. I admitted
to her that I couldn’t hold out. I’m sure it was not a memorable fuck for her.
My first time was with a prostitute when I was eighteen and drunk. It was sex but not all that rewarding.
My first time was several years back when my then-boyfriend reserved a hotel room. We got to the room, and we just lay on
the bed kissing and caressing.
I wasn’t too sure that I actually wanted to go all the way, but as things got hotter I couldn’t resist. It wasn’t quite what
I expected, mainly because he kept missing my opening and pushing in the wrong areas. Granted, I wasn’t 100 percent sure what
to do, either, but I knew it felt wrong.
He finally found the right spot, and once he was inside I liked the feeling of it. It didn’t hurt like I thought it might
and I didn’t scream out in pain like people had said I would.
After it was over, however, I thought,
Is that it? That wasn’t as amazing as people said it should be.
I worried that there was something wrong with me, but now I know better.
My first time was as a sophomore in high school with a freshman girl whom I had been dating for about six months. We were
at her house while her parents were out of town, drinking some of their wine. It was what I consider the typical bumbling
attempt at intimacy that most teenagers call sex.
These next answers are from folks who found their first experience really awful.
I was with a complete jerk who was more worried about getting his rocks off than being easy with me. He sat me on top of him,
placed his arms under mine with his hands on my shoulders and jerked me down, forcing his penis into me. I bled for a week.
My first time for intercourse was with my first wife, and it was so bad that it probably was an indication of why we should
never have gotten married!
My first time was with a guy whom I had dated for a few months and I think I did it just to do it. I had no idea what an orgasm
was or that it could be pleasing. In fact I cried because it hurt, and went home feeling dirty and ashamed. I remember thinking
that I was never going to do it again. I couldn’t believe that people do such crazy things for sex, because it really wasn’t
all it was cracked up to be.
It was horrible. After he was done he got up, pulled up his pants, looked at me, and left. He told all of our friends that
“we had sex” but never spoke to me again.
My first time was while I was in the army in World War II. It was an older woman, a prostitute. Although she was kind and
tried everything, I never came. It took me a long time to recover from that.
Basically the guy was a jerk who tried to get me drunk at a college frat party many years ago. We kissed, he grabbed my tits
a couple of times, then went straight for my crotch. He rubbed it for a minute, took me to his room. I was young and stupid
and I just lay there while he did his thing.
It was a true disaster. The girl was six or seven years older than I was, and she found out that I was a nineteen-year-old
virgin. Alter pulling me into her bedroom, we started kissing and groping each other. It took about forty-five seconds of
her hand for me to cover her with my come. How embarrassing!
It sucked. It was with my ex-husband who was my boyfriend at the time. Wham, bam, and then he said he couldn’t wait to tell
his friends. As I look back on it, I wonder now why I married him at all.
The only reason I did it was because my sister, who was younger than I was, had been doing the deed for a while. At the time
I was almost nineteen and I guess I let my boyfriend talk me into it.
After I had my clothes off, I chickened out and told him I did not want to do it. He would not let me stop and forced me to
do it anyway. No amount of crying or begging made him listen. To make matters worse, my sister was in the next room and heard
me crying and pleading with him to stop. She couldn’t do anything about it. To me sex sucked and I saw no future in it.
It was painful, I was afraid, and I hated it. I did it that once and didn’t do it again for two years.
My first time was with this guy I really liked. He pressured me into it, telling me he’d love me more if we did it. I guess
I fell for that, so we went to his house and had sex on his bedroom floor. Not only did it hurt but I bled a lot. He never
talked to me again.
My first time, and hers, was on our honeymoon. We got all hot and I pushed my cock into her. As hard as I tried, I couldn’t
get all the way in. Frustrated, we tried again later and the same thing happened, and continued happening all that week.
When we returned she went to the doctor and it turned out that her hymen was very thick and it had to be surgically broken.
Once it was, and she waited as long as the doctor said, we finally did it. Maybe because we had had to wait too long, it was
explosive for both of us.
My first time was really bad for several reasons. First of all, I was too young, only fifteen at the time. Second, we were
both virgins and very stupid about sex. We lasted maybe a minute before we both got scared and stopped. Then, until I got
my period three weeks later, we were scared to death I was pregnant, even though we used a condom and he never got off. See
how stupid we were?
Of course, some lucky folks really enjoyed their first time.
It was a very good experience, with a guy I really cared about. He spent a lot of time making sure it was great for me, exciting
me orally and making me come that way before he even tried to enter me.
I was quite young, maybe fifteen or sixteen, and my friend’s mother seduced me.
My friend had left me at his house and had gone fishing. His mother asked if she could make breakfast for me and I said sure.
After breakfast she asked me if I thought she was attractive. I said, “Yes,” and she asked if I would like to kiss her. Boy,
did I. About five minutes later our clothes were off and she was on top of me on her bed.
It was wonderful but a little weird. I had masturbated by that point in my life but actual intercourse was truly a new and
amazing experience. After I came my dick went so limp I was terrified that I would never have an erection again. Boy was I
wrong. She and I had a relationship for about a year.
My first time was really good, partly because the girl knew what she was doing.
We had been petting very heavily for several dates and I knew it would happen soon. One evening she was wearing a jumpsuit
that unzipped all the way down the front. We went out on the back porch of her house and she unzipped her jumpsuit and stood
there, waiting. I peeled the soft cotton flannel off her shoulders and just looked at her lovely body for several minutes.
Then we stretched out on the floor and after several minutes of foreplay she reached for my cock and guided it into her. She
had been with several partners before and knew the way to make love. She showed me how to play slowly and we fucked each other
for several minutes before I came.
The first time was when I was sixteen and my boyfriend was twenty. I was on vacation with my family and my best girlfriend,
and he and my friend’s boyfriend drove down to see us. He half forced, half pleaded with me to go all the way to prove I loved
him, and that I hadn’t been with anyone else while I was away.
It was in the backseat of his car, with my family’s cottage just a few hundred yards away. Although he was very tender and
kept telling me how much he loved me, it certainly wasn’t as wonderful as I thought it would be. The car was cramped, and
because I was a virgin, there was the usual first-time mess to clean up.
It did feel pretty great once the initial pain was over and I could feel his cock explode inside me. Although it would be
a while before I experienced my own orgasm, it was really something to have this big strong man exploring my body, inside
and out, and enjoying it so much.
It was while I was in college when I was in my early twenties. I started to date a divorced woman who worked in a snack bar
near campus. The first time we went out we went back to her apartment and started fooling around. I was surprised that she
wanted it as much as I did. After that first time, we “did it” every time we dated.
One of the really fun things we did a lot was to shower together. Sometimes my dick would get hard from the excitement of
just thinking about the next time we’d be under all that hot water.
My first sexual experience was a bit belated since I was probably nineteen or so. I was attending a local community college
and had gotten a job as the lab assistant in the photo department. I’d asked a student to model nude for me and, amazingly
enough, she agreed. After I took several photos of her I developed them and just stared, imagining—well, you know what I was
imagining. A few days later she came to my house to pick up the pictures and to make me dinner. After dinner she took me to
my bedroom and we did it. I still have copies of the photos.
And then there were these answers.
The first time I had sex was in the back of my old car. I had taken a girl who worked in the same office out and she and I
drove into the country and parked. I suggested we would be more comfortable in the backseat, and she didn’t argue. I kissed
her and soon we were “frenching” passionately. She made only nominal protests as I progressed into her panties.
After I had fingered her for a couple of minutes, she allowed me free rein. Since she knew I was a virgin, she opened my trousers
and fished for my erection. She caressed it and soon I straddled her, in preparation to enter what was for me unknown territory.
As she aimed my cock at her wet, juicy opening I ashamedly poured all of my promised goodies all over her. I couldn’t think
what to say, so I said nothing. She gave a look of disbelief and asked if I had come and I just nodded.