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I Had Sex With a Virgin

Personal Stories, Advice, and Support 573 People

    I Was His First

    When the hubby and I first got together, I was his first serious girlfriend. Needless to say, I wasn't a virgin but he was. When we finally decided to take that step, he was more than willing to let me take it from him.
    deleted deleted 26-30 2 Responses Jul 19, 2011

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    We Both Were

    I was anally deflowered by a boy from my class, one day after school when we were 15 years old. It has happened in my bedroom and he did me then I did him. I bore the pain well but he cried real tears.
    yfronts36 yfronts36 41-45, M 1 Response Mar 1, 2012

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    Deflowering An ***

    I lost my anal cherry to a guy aged 11 and by 14 had taken more dicks up my butt than i can remember and seeded a few guys butt to but had never poped a guys anal cherry. At 14 i started going out with this guy same age as me and we had have. oral...wanking and mutual ******* but...
    thegaychef thegaychef 51-55, M Sep 12, 2013

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    Just the one - seems fair somehow,

    it was also my first time and we had been boyfriend and girlfriend for years.
    DewiNatural DewiNatural 51-55, M Sep 29

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    I Was Her First, Sorta

    We were in college and she had a rockin body. she was a 19 yr old swimmer (with a swimmers body) naturally beautiful face. she never wore makeup only very little around the eyes. long blonde hair with an amazing tight fat rump. fit legs, tight midsection and average sized boobs...
    RockSB RockSB 26-30, M 1 Response Oct 19, 2011

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    His First In Several Ways

    Ahh, the memories. Through a friend of a friend of a friend kind of thing, I befriended this 18 year old guy (later I found out he was a virgin.) One day we, with the other friends on the chain, went to the beach together. I was wearing a swimsuit quite similar to this one: http...
    Zirak Zirak 31-35, F 5 Responses Jul 6, 2011

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    I had the pleasure of taking the virginity of

    two women in my life, my first and second/current girlfriend, they only women i've beed to bed (Sorry if i may seem strange for the people that have sex daily with 20 persons, but i first like to spend my time looking for the right girl, have a steady relationship for a while...
    Bogdan13 Bogdan13 18-21, M Dec 12, 2013

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    My Wife Was A Virgin

    My wife was a virgin. And so was I. It took about 2 years of courtship before we had intercourse for the first time. We were nervous as hell, but horny as never before. As this was more then 30 years ago, I can't remember much, but it sure was a loving experience.
    deleted deleted 26-30 2 Responses Oct 26, 2009

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    Twice... That I Know Of

    I’ve had the pleasure of seizing the virginity of two men – both around age 30. I think I might just have a knack for finding them. Or it could be that soft spot I have for the quiet, shy, intellectual types. Truly, though, I think it is more common than people realize, or...
    deleted deleted 26-30 1 Response Oct 15, 2011

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    OMG

    Well...In this case it is the other way around..my boyfriend had sex with me (and i was the virgin). Wow.Honestly..it's still a dream i can't believe it happened..and i have no regrets..First of all i'm very happy to say that i saved it until i reached adulthood..I've always been...
    Angelwithbrokenwingsxo Angelwithbrokenwingsxo 18-21, F 2 Responses Apr 21, 2013

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    At Least 25...

    I started ******* when I was 15 and in grade 10, so most of the girls were virgins. It didn't take long after ******* a couple of girls to figure out how to get them naked and sucking ****, which almost always led to sex. The first 5 girls i ******, 1 was a virgin, and she was...
    youngbullderek youngbullderek 22-25, M 6 Responses Jun 30, 2012

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    I Am Still Not Sure, But...

    Years ago I had a 17 years old girlfriend. She was tall, beautiful and, as such girls are, like an adult in several things while totally childish in others. I was (and am) like her while several years older. The relationship started on a chat site and we met pretty soon. It was...
    avaxt avaxt 41-45, M Aug 4, 2013

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    I've only ever been with two men,

    and both were virgins, never even touched by anyone else. The first was a mistake, the second was my husband the morning after we got engaged.
    crochetedgirl crochetedgirl 22-25, F 2 Responses Sep 23

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    Yes, Twice.

    The first time, I was in high school... about 17 years old.  I went to a party with this guy I worked with, and when I got there.. there was nothing but guys.  About 12, I think.... Not for sure.  Well, I got very drunk, and well... you know.  They wanted me...
    BamaBabe87 BamaBabe87 22-25, F 6 Responses May 12, 2010

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    She Was Asian

    I met her on yahoo chat about 4-5 years ago. she was vietnamese and new in country for studies. she was 19 years old. We chatted few times and i asked her out ,to which she agreed. we went out to movies and had lunch.then we decided to go back to my place.soon as we entered the...
    gud22guy gud22guy 26-30, M 5 Responses Feb 22, 2013

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    Making It Special

    You only lose your virginity once, so I believe it should be made to be something special, not to be forgotten. I remember when I lost my virginity and what it meant to me.  My views were a little warped, at least they were as I look back on them now, about love, sex, and how...
    deleted deleted 26-30 2 Responses Sep 27, 2012

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    The Mouth Doesn't Count

        My wife says she was a virgin when we became engaged.  However, she told me that she did not think that blow jobs were really sex.  I have heard about a lot of the blow jobs and get very excited about it.  I know that my wife has sucked many dicks and that guys have...
    ret123 ret123 56-60, M 2 Responses Jul 6, 2012

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    I Was Her First And Only ... At Least So Far (i Think!) Lol

    I was a child bride and got married at 18 ... I'd been drilling the girl I married for a coupla years and she was a virgin when we first screwed (we were both 16)j ... I wasn't a player but I'd ****** around a bit in high school - "serial monogamy" with my girlfriend(s) I...
    Rip69TheJacker Rip69TheJacker 46-50, M Sep 8, 2011

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    Holiday Fun

    I recently went on holiday for over two weeks.I happened to be out with friends of my second cousins connected through my Grand dad. Went to some very love places over there in that beautiful island. My cousins and second cousins came along too. I got on well with them and spent...
    DilXXX1982 DilXXX1982 31-35, M Jan 9, 2013

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    Twice...

    The first time I had a virgin was at the age of 21, she was 18 and would be my future wife... till the age of 40 I was faithful to her and she to me...we never had other sex partners. But what do they say..."life starts at 40" and indeed for me it did. For a while I had a...
    Firstthreesome Firstthreesome 31-35, F 3 Responses Mar 15, 2010

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    M2m Virgin

    Taking a man's anal virginity is always a treat.  It takes a special technique and care to do it right and have them want more.  Yesterday, I met a fella that - due to medication - can't do anything with his **** anymore.  I carefully fingered him and he patiently waited while...
    married2bf married2bf 46-50, M 9 Responses Aug 4, 2011

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    I Did Have Sex With A Virgin...

    ...but I was a virgin too, and it was almost 33 years ago now... EP Link
    Everlast82 Everlast82 51-55, M 1 Response Apr 19, 2013

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    Only One Virgin (my Own Self).

    Before I learned to stroke my **** I used to rub the front of my underwear at night. I rubbed up under my balls and it felt good. I rubbed my anus and that felt weird but good also. After I had started jacking off. One day I was jacking off and stuck a finger in my *** and...
    Snookybear Snookybear 36-40, M 2 Responses Oct 9, 2011

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    We Met In A Coffee Shop

    I was about to enter my senior year in college and was working on the Jersey shore for the summer. I stopped in a coffee shop for something to eat and saw Kathy for the first time. She was tall, blonde and had a smile that would melt iron. The place wasn't busy and I chatted with...
    chrislang chrislang 66-70, M 1 Response Aug 9, 2013

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    Virgin Bottoms Are Largely Lousy Sex

    Like everything in this life, sexual ability comes with practice. The only interest in older males wanting to have virgin wives lies in male pride (nobody's been there before) and in the need of male certainty in case the ******* results in breeding (nobody else can have...
    Sekhmet96 Sekhmet96 56-60, M Aug 16, 2013

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    My First 2

    my first 2 gf was virgins and that is me who deflorate her
    wep2008 wep2008 46-50, M 1 Response Nov 23, 2010

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    He was 17. I was 18.

    He was a virgin, as was I. We both didn't know what the hell we were doing. We just knew that "that" went in "there". Two awkward teenagers, discovering sex together. Luckily, my husband and I now know there's more to just putting "that" in "there". As we've gotten...
    deleted deleted 26-30 6 Responses Apr 4

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    Actually With Three

    No, not at the same time. 1 - She and I were both virgins and clueless. I recall thinking, "THAT's what the fuss is all about?" 2 - Taught her the pleasures of the flesh. (tho truth be told I was still an impatient, unsophisticated lover myself). She gave me her...
    Seanchaidh Seanchaidh 46-50, M 1 Response Oct 23, 2009

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    35th birthday present.

    She was 18. She started hitting on me when she was 16 but I told her no not till she was 18. It happens that our birthdays are within 5 days. She waited till mine and came over...... Mmm.
    venkel venkel 46-50, M Dec 24, 2013

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    Virgins Only.

    I've been with 4 virgins. I would only have and had sex with virgins. No STD's, no past sex partners, no comparison and they will love you and remember you forever...  Also you can get them to like anything you're into... Ahhh virgins.. I'm on a look out for fresh meat. I...
    stmingiux stmingiux 18-21, F 7 Responses Apr 1, 2010

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    When We Met

    My wife was a virgin when met, 18 years old and sexy as hell.. It took me nearly 3 months of dating before I finally got to **** her, we did do lots of other stuff before but she had to be certain that I was the one for her.. We are still together and I love her more each day and...
    deleted deleted 26-30 5 Responses Aug 16, 2013

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    Only Once

    I had sex with a virgin when i was about 19. She cried afterwards and she totally didnt enjoy the experience when it was happening. I didnt physically hurt her (far from it) I found out later that she had told her girlfriends that she was totally angry with herself for giving up...
    litlebigman2 litlebigman2 51-55, M 1 Response Feb 2, 2013

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    Lynne Loses Her Virginity

    I was about 24 and moderately experienced sexually. Lynne was 18 and a total innocent; I was her first serious relationship. We dated for about nine months. Our sexual interactions progressed slowly over several months ... first kiss ... first naked **** ... first full nudity. I...
    EazinAlong EazinAlong 51-55, M 4 Responses Jan 1, 2011

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    I Had Sex With A Virgin With My Strap On *****

    I am a girl and I had sex with a virgin recently. I had been hanging out with her for a few weeks . She always told me that she was waiting till marraige, or a significant relationship. I think the fact that she was a virgin gave me dogged determination I really wanted to be the...
    luckiistar luckiistar 26-30, F 1 Response May 9, 2012

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    30 Yr Old Virgin

    One of my ex boyfriends was 30 years old and still a virgin. I got the pleasure of breaking him in. He was religious and wanted to wait until he married. I was in agreement with him, but my sex drive just took over and I actually seduced him. It started out one time when I couldn...
    deleted deleted 26-30 3 Responses Jan 22, 2012

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    At The Urinal

    Was taking a **** at the old trough letting some drip down me bleachers at the gay club where i work. Turned round and there was a young guy tugging on his ****.Want a hand with that..he nodded. So sank yo me knees n sucked him off. He came in buckets loads. He started to moce...
    thegaychef thegaychef 51-55, M 1 Response Sep 26, 2013

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    My Ex

    He claimed to be a virgin and I was skeptical about whether he was being honest with me or not.. But now that I sit down and think about it, I think I did take his virginity because he was pretty rubbish at sex. He tried, but he just didn't know how to do the right things and was...
    PuzzlingPunkPrincess PuzzlingPunkPrincess 18-21, F 3 Responses May 28, 2011

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    My Wife

    My wife was a virgin when we met and from when we started going out with eachother it took me over a year to get to take her virginity and now years later she is going to do it with another guy in a weeks time and I told him if he thinks he can take her anal virginity he is more...
    DubbleDragon DubbleDragon 26-30, M 5 Responses Nov 23, 2010

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