First Sex Stories

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First Sex Stories

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Losing your virginity is a big deal. I remember my first time like it was yesterday. Not only was it painful the first time, but it hurt like hell a few times after that. I soon realized that it was not at all like how the movies portrayed it to be.
No matter how old you are when you decide to pop your cherry, it’s a very intense moment. Things can get interesting and your very first time is one you’ll never forget. A relationship writer spoke with a few adults about their first time. From being scared as sh*t, to just wanting to get it over with, women and men talk about the first time they had sex.
I was a junior in high school and had been with my on-and-off again high school sweetheart. He was extremely respectful of me and my body. I always felt safe and protected with him. We had a couple close encounters before – making out then eventually into oral sex – but I told him I refused to lose my virginity in the back of a car so it was what it was. The week of Valentine’s Day, it was clear from our body chemistry that we weren’t going to be able to put it off much longer so that weekend, we went shopping and eventually went over to one of his really good friend’s house for a couple’s movie night. His friend’s family had a theater in the basement with an attached guest bedroom so that was the scene of the magic. When we finally went in the room, I wasn’t nervous but I was afraid from our most recent attempt that my first time might hurt. I took control, got on top, and eased my way down. He was very gentle with me, making sure I was okay, until I no longer wanted him to be gentle.
The soundtrack was whatever movie was playing. But in my mind, the song that I knew I would lose my virginity to was “Take It Off (Dim the Lights)” by Pharrell, an album that I was absolutely obsessed with at the time, so that’s what I fantasized about while we were doing it. When it was over, I was expecting the world and the universe to shift, but I pretty much felt the same as I had always felt, just normal. I was excited to share with my friends that I had finally been initiated as a woman but even then, I don’t think I said anything until weeks later. I felt just as close to my boyfriend then as I had always been, and although I knew that he wouldn’t be my husband or anything, I was and am still, very happy to have given my virginity to him.
Credit: wavebreakmedia/Shutterstock
My earliest sexual memory was when I was 8, I was young (laughs). I think my classmate wanted me to touch his penis in exchange for some candy. I was like, I wanted some candy, he has some candy, so I’ll touch his penis. Even when I was young, I remember dry humping with people. I can’t remember my first taste of sex, but I remember I was really young. I lost my virginity when I was 19. I don’t know how to word this, but this person was the first man I ever felt comfortable with outside of the males in my family. At this point we weren’t even quote unquote together, we were just friends. I developed really strong feelings for him and vice versa. I was really comfortable with him, he was just different. He didn’t make me feel like I had to be guarded, or scared, or nervous. I was just really comfortable which is probably why that came about. Because of previous trauma, I had a detachment to sex. I felt like sex made girls damaged. I had a misogynist view of a woman being touched sexually and that making her “destroyed”.
I thought sex was taboo and a thing people did to be nasty. That was all prior to him though. I wasn’t afraid to lose my virginity. I was ready. I hadn’t heard a lot of horror stories. The people I had known who had lost it had really exciting, thrilling stories about it. I would always hear, “You know when you’re ready”. I remember it hurting. I remember overthinking it, like what if he doesn’t like me after this? What if it’s not good? Physically, it hurt at first, but it was like a welcoming pain, like (sighs), I can deal with this pain. We were in my dorm room. My roommate was gone. I was wearing a t-shirt and shorts. I remember the music was on. I think my feelings at that point were invalidated through him. I hadn’t completely let go of the “sex destroys women” perspective I had, but he invalidated those beliefs because he made me feel so pretty afterwards. He didn’t dog me out. He didn’t leave. I had this feeling of immense reassurance from him. I don’t have any regrets, but I kind of wish I wasn’t as grossed out by sex as long as I was.
Credit: Monkey Business Images/Shutterstock
I was 18 when I lost my virginity. I was with the guy for two years at the time. We went to the same high school together, but he was a grade ahead of me. I was under the impression that I was in love and that we would last forever. Now that I think about it, he had been making me feel a little guilty about not doing it. We broke up the summer before and I met some people and did some things, obviously not the big thing, but I did some things. We reconciled shortly after. I don’t think there was anything special about him other than the time and energy I felt I put in the relationship for the two years it had been a thing. I was obsessed with sex. Obsessed with it, and really wanted to do it but I was picky and wasn’t about to do it all willy nilly. I was afraid though. I knew what to expect but it was happening and it was my experience so there was some fear and apprehension there.
I’m looking back at it like “Damn Shauna” (laughs). I kinda just went for it one day. It was on the floor of my dorm room, freshman year of college, first semester (laughs). It just happened. One thing escalated after the other, and I was just like eff it. I was feeling like, “Am I doing this right? Is everything alright body-wise?” I was really confident body-wise. Like goddamn, I was hot as sh*t back then and I look back and feel like I wasted my time with this fake ass Mexican. Afterwards, it wasn’t like a shellshock, but it was like, so I just did it, okay. It was alright. Honestly, my first time wasn’t that great. When I look back, he wasn’t that great. It hurt. He made me fried chicken and mac n cheese afterwards. But damn, if I knew then what I know now, I would have ruled college life.
I was 17 and it was right before my senior year. She was the most significant woman I’ve ever had in my life. I was a guy and a senior in high school, and at that point, I was the only person in my group of friends that hadn’t lost it. But I wasn’t about to give it to just anybody. At the time, the girl I was with was the most important person in my life and honestly, I took her virginity as well so it was kind of a mutual thing. She made me feel like I was the greatest man on earth which is part of the reason why I have the ego that I have now (laughs). I feel like the first time with anybody is really awkward, especially for us because it was both of our first time. It hurt for her and she bled a little bit. I don’t feel like my first time is worth remembering other than the fact that it was my first time (laughs)—that’s the only reason the story is memorable. I lost it at four in the morning in the computer room of my grandfather’s house.
I was really eager to do it, but I wasn’t eager to throw it away. The furthest I’d gone before her was a semi-handjob so I was very sacred about what I had. From an ego perspective afterwards, I felt free. I felt like a weight was lifted. I didn’t even have to tell people, they just knew. It was in my demeanor, the way I talked, how I carried myself. They knew something happened to me. My uncles asked me, “Did you lose your virginity? Did you wear a hat?” There was this coded language (laughs). But sex didn’t make me look at her any differently. I didn’t love her any more, I didn’t love her any less. It was something to get out of the way to focus more on the relationship. The act of sex was just something we were ready to be like “Okay, we’ve done it already.” After losing it, I was eager to do it more though and do it better (laughs).
I was 16 and at my buddy’s house. He was a really great friend of mine—all of us were pretty close because we grew up together. There was me, my friends, my buddy’s parents, her, and her mom in the house. She asked me to come in her room. She was my childhood sweetheart so we always had a thing. We were talking, joking around, being kids; One thing led to another. We started having sex, and it was the scariest thing I’ve ever done in my life. Her mother’s bedroom was four feet away from where we were and my buddy’s parents’ room was the wall that separated us in that her room.
It was really awkward because in the background all I heard was this fighting game so it was a whole bunch of males moaning the entire time (laughs). I was distracted, but still really into it because she was so beautiful to me. The next morning, she moved to California, so that was awful. I thought it was overrated. When we had sex, I was like, “Oh okay.” I never really felt this intense pressure to have sex because none of my friends were really having sex like that except for my homeboy that had started in the eighth grade. There was way too much foreplay, like way too much foreplay. We were both scared because we didn’t have a condom. We had sex for like fifteen minutes and stopped because we didn’t want her to get pregnant at 16 so the foreplay started back up. Like a couple of weeks after, I wanted a new experience to really experience what sex is like in a more comfortable setting so I lost my virginity and shortly after, that became my hoe phase (laughs). Sex was incredible.
Do you remember your first time ? Tell us your story and SHARE these stories with friends!
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Now Reading 34 Women Describe Their First Time
“Virginity,” it's a loaded word and we place a lot of importance and pressure on losing it and gaining sexual experience . As a result, having sex for the first time becomes a major milestone for many, and the memories of those often awkward, sometimes painful , occasionally funny moments tend to stay with us.
That's why, in order to show how diverse people’s sexual experiences can be, we asked women (names in quotation marks have been changed) of various backgrounds to tell us how old they were when they lost their V-cards — and what it was like. For some, their first times were great. For others, it was bad. Most, truth be told, were somewhere in the middle. And, they were all pretty different from what you’d see in the movies .
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"It's kind of a double-edged sword isn't it? If you say you haven't, you're a prude. If you say you have, you're a slut. It's a trap."
So spoke Ally Sheedy's character in "The Breakfast Club" on a topic that inspires continued fascination: virginity, the v-card every woman is supposed to hold onto at the time in her life when she is often obsessed with turning it in.
Virginity is a tricky concept. As a culture we've explored it in our films , TV shows , books and classrooms , but we still don't have a clear-cut definition of what it entails or why it's important.
To get more answers to those questions, we asked our female readers to send us their virginity stories -- the good, the bad, the simply "meh." We received submissions from women in their teens through their 50s, within the United States and abroad. And even though everyone had a story about their "first time," each of those stories is very different. The diversity of experiences shared with us further underscores the fact that a person's first time can mean a lot of different things. We might be better off if we stopped putting so much emphasis on it.
LOOK: 11 Women Share Their "First Time" Stories
"He was married, 30 years older than me"
He was married, 30 years older than me, and guilty as hell. I kept pushing for it. I wanted it. Until I got it. As soon as I had a naked man writhing on top of me, all I could think was, "God, I hope I never have to do this again!" --32 years old, Toronto
"It didn't hurt at all, but it wasn't good"
I was 15 and he was almost 19. We never talked about if we had "done it" before but I hadn't and I don't think he had either. I had given guys blowjobs and been fingered and made out with people so I thought "no big deal!" Right? Wrong. Making eye contact was embarrassing for me and making out was weird to do while we were "doing it." It didn't hurt at all but it wasn't good. I was not aroused at all anymore and I was seriously wondering if I was asexual or something ... Afterward, [we] talked about [it] for hours and then by that time I was finally turned on enough that we had enjoyable sex. --18 years old, Utah
"I lost my virginity on a trampoline"
All my friends had lost "theirs" earlier than me, but I had told myself I was waiting [until] at least 16. Well 16 rolled around and we went to a gin and juice party. Unfortunately, I laid my eyes on the hottest guy at the party and then laid down with him on a trampoline. It wasn't magical or the special waterfall I imagined. But, saying I lost my virginity on a trampoline has made for some great conversations. --31 years old, Virginia
The first time I had sex with a woman: It was a spring afternoon. We had just gone to the botanic gardens, holding hands the entire time. We made love under a duvet as the sun shone in my bedroom window. It was gentle. It was kind and warm and we are still in love. --30 years old, St. Paul
"He just friend requested me on Facebook"
I was 15. Christmas night. On the basement floor. Partner? 17-year-old steady boyfriend of several months. It was his first time too. He just friend requested me on Facebook. Currently I'm 53, happily married for the second time for 26 years. --53 years old, Illinois
"After we did it, we got out of the car and both went our separate ways"
I lost my virginity with a guy from my class I was in love with. I was 18 years old. I had a crush on him since first grade. He was out of reach until we started joking about it. Then I asked him what if things [went] there and so, the next day we met up. It was also his first time, so it wasn't uncomfortable or anything. It didn't hurt at all. The weirdest part was [after] we did it, we got out of the car and we both went our separate ways. I told him, "See ya on Monday at school!" And that was it. We never dated, but we kept meeting like that for the next three years. I didn't date anyone else. He was my first love and I don't regret one moment of it. The only sad thing is that we weren't even friends. I haven't seen him in ages, but my memories are so great and I love it. --25 years old, Croatia
We were both 17. My mom gave me a ride to his house. His parents were out of town and my mom had no clue of course. Things moved along and all of a sudden there we were in his bedroom with music on. We got to the point of either we do or we don't, so we did. As we developed a rhythm, kind of, the doorbell rings, not once but frantically. My first thought was, "Oh my God, it's my mom!" We start freaking out looking for our clothes. He finds his first and runs down to see who it is. Turns out to be a group of his friends who showed up to invite us bowling. We got back to things, finished and the doorbell rings again. This time it's planned, different friends coming to give me a ride home. These friends turned out to have smoked pot before coming over and proceeded to eat Oreo cookies on white bread dunked in Coke in his kitchen while giggling hysterically. Then they somehow spotted a condom wrapper in the trash. Next of course were high fives and more laughing. Most UN-romantic night imaginable. --Age and location not provided
"I asked what no man ever wants to hear: 'Is it in?'"
My first time is the sort of story that mothers have nightmares about their only daughter having. I was two months shy of my 16th birthday and instead of the sweet seduction of an R. Kelly song in the background, I had [the hor
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