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I Remember My First Time

Personal Stories, Advice, and Support 5,538 People

    I was 14 at the time

    and so was she. We went to school in upstate New York together and she live in the building next to mine. I had always seen this girl around and most of the time I got horn just from seeing her. Our 8th grade year we were in a acting class together and she always looked at me...
    tride514 tride514 18-21, M May 18

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    Two Kids Screwing Around

    When I was twelve years old my sister had a friend my age, I mean my age we were born on the same day in the same hospital. Any way she was over at our house we went over to my grand parents farm crawled up in the hay barn and she gave me the best head. Then yind was blown...
    knumbnutz knumbnutz 46-50 7 Responses May 7, 2012

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    I Remember My First Time....part 3.

    This is a follow on story to my parts 1 & 2 stories.I decided that I would plan this loss of my Virginity with more precision than on the two previous occassions, so I telephoned my boyfriend Timothy and told him my plans, I think he probably shot his lot while on the telephone...
    pamela8 pamela8 66-70, F 34 Responses May 16, 2011

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    My *almost* Perfect First Time ;)

    My name is Sydney and i'm 14, the first time i had sex was 2 months ago. I have a boyfriend whose name is Jake, (We were both virgins) and when we first had sex we had been dating for 8 months. I'll try to make this as acurate as possible. We were walking home from school, I was...
    jocelynplinks jocelynplinks 18-21, F 3 Responses Nov 12, 2012

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    My first time was with my husband.

    I remember we did it on the top of my bunk bed. My god did it hurt! Lol
    lovinglife86 lovinglife86 26-30, F 2 Responses Mar 25, 2014

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    Swinging The First Time

    Is not as hard as might thought, if you plan ahead and think about it. A few suggestions, part of it is thinking about it, being horny all week, just planning thinking ahead. Two, planning on what to wear, I suggest, especially shy women, wear several layers of clothes, and only...
    PO720163 PO720163 61-65 Nov 19, 2013

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    I had my first Sexual Experience

    when I was about 7 or 8 with a neighbor girl; Mary... She showed me her *****/Vagina behind her house...she then showed me her nudy magazines (Playboys) and taught me how to ********** using them!!! She kissed my Penis one afternoon after school and let me "Finger" her. She...
    malachi824 malachi824 31-35, M 1 Response Aug 14, 2014

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    It Was Incredible

    I was 15 at the time.  I was kind of seeing a friend of my brothers.  Kind of being we were going out with each other all the time, but mom would not allow boyfriends as long as we were in school.  Out of all my brothers friends, he was the only one who was not a...
    yngteen4fun yngteen4fun 22-25, F 16 Responses May 14, 2010

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    I remember my first time.

    I was 14 years old and he was 22 years old. At least that was what he told me. I didn't care at the time, I had a job to do and I was going to do it for my family. We were very poor, and I live in the Philippines, next to a U.S. Navy base. I remember my mother would get all...
    ginagurl ginagurl 26-30, F 1 Response Feb 14, 2014

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    We were at my grandmother house in the

    countryside. My parents invited their friends and theirs kids to come too and spend the day all together. My sister and i played with the other kids and have a lot of fun. Children always eat first, so when our parents were eating we were in the house doing whatever we wanted to...
    sarasunsunsarah sarasunsunsarah 18-21, F 3 Responses Dec 22, 2013

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    Before I Was Old Enough

    So when I was in 5th or 6th grade, one of my close friends came over. We were playing outside and I noticed that my underwear were really small (I wore briefs back then). We decided to go to the basement and take a break. I went behind the couch and took off my underwear so we...
    Trorpi Trorpi 18-21, M Oct 26, 2013

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    First Time With a Prostitute

    My first time was with a prostitute. I was eighteen, and I had just moved to the big city. I came from a conservative, sexually-repressed family, and I was still very shy around girls and had no idea how to approach them sexually. I discovered these magical ads in the back of the...
    chrismccarthy chrismccarthy 26-30, M 27 Responses Jun 13, 2008

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    Park Life.... My First Time

    I lost my virginity in a gazebo in the middle of a town centre park. It was 10 in the evening and I was at a party in a friend’s house, lots of people there, lots of music, lots of drink.The towns park was next door to the street the house was in, so part way through night...
    emmaleela emmaleela 26-30, F 49 Responses May 13, 2013

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    I Was Twelve

    it was such a wonderful warm night in the new forest, we were camping on a guiding weekend, the man i had longed for in over a year was with us helping the group, his wife was brown owl to the brownies. we layed on a blanket on the grass, mostly everyone was asleep. I raeched up...
    doctorpaula doctorpaula 36-40, F 28 Responses Jul 18, 2012

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    When I was 14, my mom bf's came to live with us.

    He was handsome, was at his 28 years old, had an athletic body and also was really nice. At the first weeks, we got friends, he was helping me with homework, giving me lot of love, what my mom didn't have time to, since she used to work a lot.I was a pretty girl, with pale soft...
    deleted deleted 26-30 Dec 3, 2013

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    My first time was a couple of years ago.

    I was 25. I made friends with the son of a woman I worked with. He was 19. We started hanging out and became really good friends pretty fast. He had a girlfriend, but they broke up a few weeks after he and I met. He and I started just fooling around--petting, flirting, a bit of...
    faythkittie faythkittie 26-30, F 4 Responses Jan 23, 2014

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    remember my first time with a woman

    and my first time with a man.
    stlguy45 stlguy45 41-45, M 1 Response Jun 7

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    My First Time.

    My first time was when I was 18 years old in the back of a big Ford Car.I was really excited that I was going to lose my virginity and the boy was even more excited that I had agreed that tonight was to be the night, I made it easier by wearing stockings big silky knickers no bra...
    demuremandy demuremandy 26-30, F 43 Responses Jan 14, 2012

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    Items In Hindsights

    In retrospect, I realize that first times are over exagerated and overrated. So many thoughts...on how I feel and how I think I should feel...all battle out thinking back. The one bit I hold close and realize is the advice that you should never regret a thing. Live life without...
    therhea therhea 18-21, M 3 Responses Jul 20, 2006

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    I was only 15 and she was 16.

    We'd talked about doing it for a while but I was a nervous, shy teenager, still unsure about myself. Then the summer came and with it a new sense of adventure. I wanted to try new things. So we decided now was the time. Hand in hand we walked to the nearby woods. It was a...
    00afreshstart77UK00 00afreshstart77UK00 51-55, M 4 Responses Jan 14

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    I was in the back of my car with my boyfriend

    at the time, Fred. He's 6'2" and I'm 5'2" so I was on top of him. I lowered myself on to him and it hurt so bad. I started crying a little bit because at the time I felt like I wasn't good at anything and sex was going to be another thing to add to my list. He looked at me and...
    gglz18 gglz18 22-25, F 5 Responses Nov 17, 2014

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    I was 14 or 15. Girlfriend's house,

    her parents were out. She was older than I. It lasted about 45 seconds, I couldn't contain my excitement "Is this really happening!?" I was pissed at myself, she laughed at me, oh well. Mutual guilt followed. If I could go back I would have waited until I was older, and I...
    canichangethislater canichangethislater 26-30 1 Response Feb 28, 2014

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    First Time I Was Topped Anal - Male Massage

    This happened about 10 years ago when I was in NYC checking out some post doc jobs at Columbia and Cornell. I had an interview late in the day and stayed the night at the W Hotel on Lexington. When I got back to my room I went to the gym to get a workout. There were only two...
    nazzan nazzan 31-35, M 19 Responses Oct 11, 2012

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    I have two first times My first sexual

    encounter was with a boy at age 6 but I consider the first actual true sexual experience was when I was 14 after we went swimming then went Into his bedroom an he inserted his penis in my anus without lube it was painful as hell. I moved out of my parents when I was 16 and I was...
    AnonymousPet AnonymousPet 31-35, M 1 Response Mar 21, 2014

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    It Was Love

    My life was always about others. I went to high school, work, help raise my younger siblings, and took care of my sick mother. My social life was nonexistence. I dated from time to time but nothing what you could call, love. When I graduated school, I worked two full time jobs...
    enchantedebonybutterfly enchantedebonybutterfly 31-35, F 9 Responses Jul 3, 2012

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    He Punished Me When I Was 14...

    I was just 14 & my best frn then live jst 2 yards away frm my house... we used to play with doll house & tea party set every evening... she had a brother who was 16 yrs old. he often used to chk me out cz i was a b-cup then so i never wore bra at that age since i ws young... my...
    pinkyboobs pinkyboobs 22-25, F 11 Responses Sep 19, 2013

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    I was 18 and Jennifer was 17 I asked her a week

    before and she agreed that it was time to do it. It was wonderful and I will always remember it for ever.
    timothysknickers timothysknickers 26-30, M 1 Response Feb 11

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    Embarrassing (for him)

    but true..I invited him to a picnic dinner one evening at my grandfathers woods A beautiful place with lots of privacy .I had decided I was 18 and wanted to go through with it and surprise him. We ate our picnic lunch on a blanket and started making out,and eventually undressed...
    curiousanna310 curiousanna310 41-45, F 9 Responses Nov 23, 2014

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    Losing My Virginity

    I felt something touch my knee. I was sat there at the dinner table with his parents and I looked at each of them. My bf was sat opposite me and he seemed not to notice. His mom was beside him and seemed not to notice either. His big sister was munching away at the head of the...
    sxysamantha sxysamantha 18-21, F 20 Responses Sep 26, 2012

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    I do remember...my gf (now my wife) & I were in

    my bedroom, laying on my bed just talkin like we've done so many times before. We were innocently talking about life in general and about "us" as a couple and etc. We did start talking about "sex" and such and why I was still a virgin and all. One thing led to another and...
    booyah73 booyah73 41-45, M Dec 17, 2014

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    We Were Pretty Young

    So when I was in 3rd or 4th grade, I had my first sexual experience. I didn't really lose my virginity or anything because it was another guy. To be fair, you know how children are - you're always open to anything. So I was going over to my Latino friend's, house. I came in and...
    Dunderdud Dunderdud 18-21, M Oct 26, 2013

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    Bourbon And Meathooks

    Now it all started when I joined a forum on the net for the town I live in. Basically a bunch of people in the town would get on the message board and post general crap for everyone to read and argue about, it was quite entertaining. Now every so often, some fool would offer his...
    Deyve Deyve 18-21, M 5 Responses Jul 20, 2006

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    I remember, she came to my room

    after my dad went to work. She layed down in bed with me close to her. Our bodies slowly intertwined and moved together. It was something we would repeat every night for years.
    deleted deleted 26-30 4 Responses Dec 5, 2014

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    I was only 15 and she was 16.

    We'd talked about doing it for a while but I was a nervous, shy teenager, still unsure about myself. Then the summer came and with it a new sense of adventure. I wanted to try new things. So we decided now was the time. Hand in hand we walked to the nearby woods. It was a...
    deleted deleted 26-30 7 Responses May 7, 2014

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    A Truly Great Guy, I Was Lucky.

    We started dating when we were fourteen. We were both a little bit geeky and were in all the advanced science classes together.  He on track to become on optometrist like his father, me on track to become a chemist or a veterinarian.  We started just doing homework together...
    TKD1 TKD1 46-50, F 1 Response Sep 17, 2013

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    My First Time With My Best Friends Sister

    This is absolutely 100% true story of my first sex experience. I wrote about the first time someone touched my hard ****. It was my best friend Brian's sister. Her name was Maria. Maria has the hottest body, check out my pics. I never "dated" Maria in any regular sense but we...
    nazzan nazzan 31-35, M 4 Responses Oct 4, 2012

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    My First Time

    I was about 15 at the time back in the mid seventies, and used to do lawn maintenance in my grandparents neighborhood in Florida, when my grandmother introduced me to a neighborhood lady needed someone to help out around the house. We set up a meeting one Saturday afternoon when...
    IntimateDesire IntimateDesire 51-55, M 26 Responses Dec 27, 2011

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    My first was horrible.

    I lost my virginity to a total douche. When I was 14 I was at a party and this guy that was really hot was always standing with his junk against my butt every second he could. We walked away and got high together. 20 minutes later the police got called so we all piled in random...
    Katiee5 Katiee5 18-21, F 1 Response Jul 26, 2014

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    Not The Same For Everyone

    "Losing your virginity is a bad experience for a woman and it hurts" - false. My first time was wonderful. It was with my first love, it wasn't planned and we were both totally comfortable with it. It was so spur of the moment that I didn't have time to panic or wonder if it...
    amysfc95 amysfc95 18-21, F 3 Responses Nov 21, 2013

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    My First.

      I was eighteen years old (on the verge of turning 19) the first time. I had never really been comfortable enough to let anyone get to that level of intimacy with me, until I met K. :) So we'd met previously, got along great and whathaveyou. First kiss happens. Lots more...
    lastleafoffall lastleafoffall 26-30 12 Responses Dec 4, 2008

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    Memories

    My current boyfriend & I has beed dating for two or three weeks(moving fast right?) We both were 18 & very mature for our age.. Over the summer his mom was at work & my psychology class wouldn't start till 1pm so we hung out at his house. We were watching a movie & a graphic sex...
    heartoverseas heartoverseas 18-21, F 1 Response Nov 12, 2013

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    How Could I Foget Lol

    i had a half jamaican bf first of all and he tried topop my cherry loads of times we used to go up to his bedroom and pretnd to play records!? while his parents were downstairs i think i was more keen on it than he was so mayb he was stressed out,..!! ithought we'd had sex even...
    prettyflamingo prettyflamingo 41-45, F 8 Responses Mar 6, 2013

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    My First Time...

    When I was younger I had a theory about sex. That if I didn't try to make my first time this big special event, that I would prevent myself from falling in love and being forever broken by my first. Even before high school... I would have to say that I was more sexually curious...
    quietlil1 quietlil1 22-25, F 7 Responses Jan 29, 2013

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    A Little Bump In The Road...

    (I changed the name of my boyfriend to protect the innocent :D)I knew Søren since his family had moved to our neighborhood when I was 5 and he was 6. It was always the same bunch of kids playing in the streets and Søren was one of them. He wasn't a close friend, I invited him...
    LauraDK LauraDK 18-21, F 11 Responses Dec 27, 2011

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    claireblack claireblack 22-25, F 3 Responses Nov 14, 2014

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    Over Before You Know It

    I remember I had contemplated it for months before it actually happened.  Even though I was rebelling against religion, I did still have some of the morality from it.  However, my own family home had a pretty ambiguous moral structure.  I told myself that sex was...
    theophania theophania 22-25, F 6 Responses Jan 8, 2007

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