Hot First Time Stories

🔞 ALL INFORMATION CLICK HERE 👈🏻👈🏻👈🏻

Hot First Time Stories

Kyla Weber – 5 Things You Should Know About Vince Vaughn’s Wife




Advantages of Inexpensive Sex Cam Sites

July 7, 2022




6 Casino Games You Should Master First

July 6, 2022

© 2022 - All Right Reserved.
TheFrisky.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com. Amazon, the Amazon logo, AmazonSupply, and the AmazonSupply logo are trademarks of Amazon.com, Inc. or its affiliates.
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!
© 2022 - All Right Reserved.
TheFrisky.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com. Amazon, the Amazon logo, AmazonSupply, and the AmazonSupply logo are trademarks of Amazon.com, Inc. or its affiliates.


By Juliet Lanka
Updated January 31, 2022

Here are some deep insights into how the female mind works, and what we fantasize about.

By Juliet Lanka
Updated January 31, 2022

Dedicated to your stories and ideas. Learn about us.
We welcome community contributions for Collective World.
Learn more about working with Thought Catalog.
1. “My boyfriend surprised me on my 25th birthday with some new sex toys. He handcuffs my wrists and ankles to the bed and made me orgasm with a vibrator, then his tongue, then his cock. I didn’t have to do any of the work and felt like a queen.” — Ava, 25
2. “I’ve only dated guys in the past, but I hooked up with another girl once. We snuck into the bathroom at work, and I took her top off and sucked on her tits while she rubbed my clit with her hands. She eventually went down on me and, let me tell you, she knew how to get me off faster and harder than any guy has.” — Celine, 29
3. “I hooked up with my boss. There’s a policy against that at my job, but he invited me over for drinks one night anyway and we fucked on his couch. The sex wasn’t even the hottest part. It was keeping the secret. At work, we would always glance at each other and the sexual tension was off the charts but we couldn’t tell a soul what had happened. I loved that.” — Sophia, 22
4. “I cheated on my boyfriend with his best friend. We would flirt right in front of him and he didn’t even notice. There was one time when we went out to dinner with a big group and his friend had his hand in between my legs the entire time. I came so fucking close to coming and no one realized it. Being such a sneaky bitch was such a turn-on.” — Jasmine, 26
5. “When my husband and I moved into our first home, we spent the first night christening every room. First, he threw me on the kitchen counters. Then he bent me over in the shower. Then I straddled him on the living room floor in front of our new fireplace. It was the perfect way to start our lives together.” — Mia, 30
6. “I love having sex outside. My ex-boyfriend banged me against a tree in a park a few blocks away from his house. I wore a skirt and crotchless underwear for easy access. We could hear people walking past the entire time. The possibility of getting caught was a major turn on for me.” — Abigail, 21
7. “Just last month, my boyfriend took me on a road trip to Florida. On the way there I was singing along to the radio and acting all silly and he goes, ‘You are the fucking cutest, do you know that?’ Then he pulled to the side of the road and ate me out on the hood of his car.” — Aubrey, 27
8. “My boyfriend helps me take my Instagram pictures. One day we were in the middle of foreplay when he took out the camera and started snapping pictures of me undressing. We even took some during sex. Obviously they’re not on social media, but I’m never going to delete them. I love looking at them while I touch myself.” — Zoe, 23
9. “I’m going to sound boring but my favorite kind of sex is missionary. I just love looking into my fiance’s eyes and taking things slow and hearing him whisper how much he loves me. Any time I sleep with him, it’s the best sex ever.” — Nora, 33
10. “I’m usually submissive but this one night I was tipsy and feeling confident so I switched roles. I put on this leather lingerie I had in my drawer for months and pinned my boyfriend’s arms down and choked him a little and he fucking LOVED it. I loved it too. It felt good to see him look up at me like I was the sexiest woman he’s ever seen. And it felt good to be rough.” — Kaylee, 31
11. “My boyfriend woke me up with oral once. Climaxing first thing in the morning put my day off to the best start.” — Alice, 32
12. “This guy I was seeing knew how stressed I was with work so he set up a massage table complete with oils and all that shit. He massaged me from my feet to my back to my shoulders and when he was finished I stayed on my stomach while he fucked me. It was the most relaxing day of my life.” — Naomi, 21
13. “It’s not technically sex, but my long distance boyfriend would sext with me almost every night. Once we took it a step further and used Skype so we could undress for each other and talk dirty. Watching him watch me masturbate made me cum so quickly.” — Faith, 22
14. “I was involved in a three-way once. Two boys and me. I don’t think they enjoyed it much but it was heaven from my point of view. One guy was eating me out while the other was making out with me. Hands down the sexiest thing that’s ever happened to me. I replay it in my mind all the time.” — Anna, 26
15. “My husband took me on a surprise trip to Paris for our anniversary. The sex we had inside of the hotel room was… words cannot explain it. I think it felt so good because I was just so happy and relaxed and in love.” — Lucy, 37
16. “I hooked up with a complete stranger at a concert once. I don’t even remember his name, I wish I did. He made sex all about me . I’m not even sure if he came once but he made me come multiple times. There was so much foreplay. So much clit action. It was the way every guy should act during sex.” — Serenity, 20 
17. “I was friends with benefits with this man who would sext me every Friday night and then come over later to finish the job. Once I texted him (in detail) about what I wanted him to do to me. When he stopped by my place that night, he actually remembered everything I said and did it step by step. It’s insane how good sex can be with the right communication.” — Skylar, 26
18. “I was taking a shower one day when my ex snuck into the bathroom with me and joined me in the shower. He ran soap across my stomach and breasts. He massaged shampoo into my hair. He told me how beautiful I looked in the water. It was the perfect foreplay before bending me over and fucking me raw.” — Arianna, 29
19. “I hooked up with a minor celebrity during a music festival. I guess the sex technically wasn’t that amazing but I love fantasizing about it because I’m proud of myself for landing someone so attractive. Most of my friends still think I’m lying when I tell them the story.” — Rachel, 22
20. “I visited my boyfriend at work on his birthday and did the whole pushing-everything-off-his-desk-and-then-having-sex-on-it thing. Helping him clean up after wasn’t fun but the sex sure was. He had to clamp his hand over my mouth to keep me from moaning too loud.” — Autumn, 24
21. “I joined the mile high club with an ex. We were on a 12-hour flight so we had blankets and the plane was dark and he put his hands on my lap and started rubbing. I’m pretty sure the people across the aisle from us knew what we were doing but I didn’t care. Let them have a show.” — Isabella, 28
22. “My boyfriend and I used to be in a… I guess you’d call it an almost relationship. We were friends for such a long time and the sexual tension was driving us both insane, but neither of us made a move for a full year. So when we finally kissed for the first time, we couldn’t help ourselves. Clothes came off. He grabbed my waist. I pulled his hair. He slid inside me. I screamed his name. It was the best moment of my life.” — Kristen, 27
23. “Sex with the same person gets boring after awhile so I like to role play with my husband. He’ll dress up like a police officer or a doctor or a butler. My favorite was when he wore leather motorcycle gloves and a matching jacket. He looked so different. So sexy.” — Andrea, 36
24. “My boyfriend wanted to place a mirror on the ceiling and I reluctantly agreed because I didn’t like the idea of looking at myself — but I ended up obsessed with the idea. I was able to see the muscles on his back as he fucked me. I was able to see how nice his ass looked. The mirror helped me see him from angles I don’t normally see.” — Cynthia, 32
25. “We were both living with our parents at the time so I booked a hotel room for us. We had sex on the balcony while the sun was setting in the distance. It was romantic but it was naughty at the same time.” — Phoebe, 24. 
26. “I slept with my boyfriend on a webcam. I made sure my face wasn’t showing, only my body. It was sexy knowing people found us sexy.” — Stella, 29
27. “It’s weird. I’m usually a jealous person but for some reason the thought of my boyfriend getting turned on by another woman makes me wet. So we watched porn together. Well, he watched porn and I watched his reactions. Seeing him get so hard so fast drove me crazy so I blew him while he was still facing the screen.” — Sadie, 27
28. “My boyfriend went on a business trip for a full month and when he came back we were both sexually frustrated. We ended up having sex four times that night and then another three times the next day. I had never been so sore in my life.” — Georgia, 28
29. “I had sex on a beach once. It was awesome being able to look out at the ocean instead of staring at a ceiling like usual.” — Avery, 25
30. “ My boyfriend put whipped cream on my nipples and ate it off while inside of me. Then we showered together and went for r
Cheating Wifes Stories
Alt Sex Rep
I Sucked My Brother