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I Lost My Anal Virginity

Personal Stories, Advice, and Support 137 People

    Scary But Wild.....

    when i was 18, i had already sucked a mans **** and felt fairly experienced with having ****** a couple of dudes my age. one day i went to the mall and was walking around, looking for some action and met this older guy, not too old, like 30, he was handsome and had a good body...
    KINGWILLY KINGWILLY 22-25, M 9 Responses Oct 7, 2011

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    It Felt Great

    I was alway freaked out by anal sex but once I tried it it was amazing he felt huge inside me and I couldn't believe how great it was as he began ******* my tight ***** while pounding my *** with his ****. I could feel him getting ready to *** in my *** yet he pulled out nd shoot...
    mafiagirl6 mafiagirl6 22-25, F 2 Responses Oct 5, 2013

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    ****** By A Male In My Male *****

    My Mistress has encouraged me to fantasize about playing and being played with by a male Dom and it did turn me on. So i finally asked her one day to arrange with a bisexual male Dom she was friends to take me to him to be ******. She dressed me in my panties, polished by nails...
    warren188 warren188 66-70 1 Response Aug 3, 2011

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    Very spur of the moment type thing

    that happened to me one night with an ex. We got totally wasted in his room one night listening to various records and then when we started having sex he just put his **** in my *** and I went with it. It felt good and I definitely want to try it again when i'm sober. My...
    kayliemayee kayliemayee 18-21, F 1 Response Dec 15, 2013

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    When I Was 14 .. !!! ( True Story )

    When I was 14 .. !!! ( true story ) I used to collect Superman magazine when I was young.. and love the old issue.. one day one of my friends told me where I can find a lot of old issues .. I went there and I found what I am looking for .. actually you may say that in all ways...
    solorabbit solorabbit 26-30, M 6 Responses Apr 16, 2012

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    Gay Sex

    I HAVE ALWAYS BEEN A BIT BISEXUAL BUT RECENTLY I WENT THE WHOLE HOG AND HAD MY *** ****** IN THE WOODS ON HORSELL COMMON, IT HURT A BIT BUT I ENJOYED IT
    cc7107 cc7107 41-45 9 Responses Jul 15, 2011

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    Related Experiences

    Just read this on someone's blog and it's so true .. "Defining virginity ultimately has to be an individual journey. From a personal perspective I prefer to say that I was raped as...
    demie18 demie18 18-21, F 2 days ago

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    Ew ew I know. Okay here's the story. I lost my virginity. I just lost my virginity like 4 hours ago to my boyfriend. He is 14 and I'm 13. Ignore the title^ We thought about it...
    Azndiamond1234 Azndiamond1234 13-15, F 4 Responses Aug 15

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    Actually at 13 but idk how to make my own experience so im posting on here. Anyways. I lost my virginity at a party to a guy who was 17 named Dalton. We couldnt do it in the house...
    newaccountquinnmac12 newaccountquinnmac12 13-15, F 1 Response Aug 2

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    I just lost my virginity to my boyfriend who I've been with for two years. We used protection, nothing went wrong. But why do I feel so guilty all the time now? I wanted to wait...
    huntersmiles14 huntersmiles14 16-17, F 2 Responses Aug 5

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    I'm a ****. I'm a *****. I lost my virginity in a bedroom while my parents were next door watching the hunger games. I was 13. I don't really regret it and I've gone on to do a lot...
    anon1100110 anon1100110 13-15, F 4 Responses Aug 13

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    Trey Songz Trigga Album. Trey Songz was the perfect artist to have playing in the background whilst I lost my virginity, his voice is beautiful and his songs so romantic and loving...
    fluffyunicorn fluffyunicorn 16-17, F a week ago

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    I was 13 when I first actually had intercourse with a girl and it was my cousin. Story is on "Had sexual contact with family member" and "sexual experience i childhood".
    bigbob79 bigbob79 31-35, M 1 Response Aug 2

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    It all started a 5 years ago I went to my best friends house while my mom was at work. My best friends dad was watching us because her mom was also at work. Me and my friend...
    aliceloves123 aliceloves123 22-25, F 6 Responses Aug 2

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    i was 12 and was raped by few guys in motel room
    lisarowell420 lisarowell420 22-25, F 2 Responses Aug 3

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    Bored as ****! I'm in philly doing drugs and thinking about my life and how much I've ****** up. I'm going to change,but tonight I wanna live until I crash.
    KristenJoye KristenJoye 18-21, F Aug 5

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    I'm a good person, I help every one I can and would never hurt a fly. I was a good student and a amazing friend but life just never dealt me very nice cards. I was barely 14 when I...
    abusedandused abusedandused 18-21, F 2 Responses Aug 9

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    Here I am again writing another experience on this site. I guess people really understand here and I've never seen a bad comment towards anything I have posted. Thanks so much if...
    hopeandsoul hopeandsoul 16-17, F 3 Responses Aug 9

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    Two months of being mislead. Two years of denial. Two more years of not letting go. Two sides of this story, and I'm dying to know his. But since I can't have that, and I probably...
    FixatedDreamer FixatedDreamer 16-17, T 1 Response Aug 10

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    I was 14 and for so long I suffered from it. I was suffering from depression and the person who I thought was going to get me out of it poisoned my life.
    tonightsthenight tonightsthenight 18-21, F 3 Responses Aug 15

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    2015 March 22 3:25 p.m. I was wearing a blue t - shirt and skinny jeans. He was wearing a blue and orange viking sweatshirt that belonged to our school. And black sweatpants. I...
    MadHatter1521 MadHatter1521 13-15, F 2 Responses Aug 21

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    It really wasn't up to me. And we weren't even dating. He was a total ***. But then I was into that kind of thing. He paid attention to me. That was new. We usually just made out...
    SongBird2115 SongBird2115 16-17, F 4 Responses Aug 22

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    Im 14 and the guy i lost my virginity to is 16. I'm going to be a freshman in high school and he's a junior. We knew each other for about a month through a mutual friend who got us...
    abzry abzry 13-15, F 2 Responses Aug 3

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    I lost my virginity and got pregnant my on my first time sucks right... After that I had a miscarriage I can't stop thinking it's my fault
    scenekid59 scenekid59 13-15, F 1 Response Aug 16

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    Men: how did you lose your virginity? My dad and I never got around to talking about it. I still never lost it and apparently trying to get one of your boys to tell you their...
    OneHowlToTheMoon OneHowlToTheMoon 22-25, M 2 Responses Aug 2

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    Starbucks Coffee Echo Lane & I-10 is the most effective regarded espresso company, with Many locations everywhere in the entire world. The company has been in company for over...
    Joshua950z5kh8 Joshua950z5kh8 31-35, M 1 Response Aug 10

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    You can find three regular procedure modalities for mesothelioma: surgical procedures, radiation therapy, and chemotherapy. The situation as well as phase on the disease, together...
    Alexander714b4xm8 Alexander714b4xm8 31-35, M 1 Response Aug 20

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    Dalton. If I had have known he would tell the story on tv of how we lost it I would have never gone near him. The show is watched by like every teenager in Ontario since its MTV...
    newaccountquinnmac12 newaccountquinnmac12 13-15, F 13 Responses Aug 2

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    My virginity. Nah just kidding still waiting
    emotionalyana emotionalyana 13-15, F 1 Response Aug 19

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    I finally have :) Last week. And I couldn't have lost it to a better guy :)
    fluffyunicorn fluffyunicorn 16-17, F 2 Responses a week ago

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    I'm 14 right now... I was just wondering if anyone here in the area in Enfield (Female) would maybe want to lose our virginity to each other. Maybe we could be "friends with...
    Alridge Alridge 31-35, M 3 Responses Jul 30

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    I waited through my teenage years to lose my virginity, it was something very special and precious to me, I didn't want some random guy to take it. it took me three useless...
    Dreamprojector Dreamprojector 18-21, F 2 Responses Jul 31

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    How does it feel to lose your virginity?
    Randomchick3 Randomchick3 16-17, F 9 Responses Aug 3

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    I want to loose my virginity w a guy. I've been with girls but I still have this big urge to be w a man. I need to figure out my sexuality. Preferably w an older man. :p
    RecklessXO96 RecklessXO96 18-21, M 2 Responses Aug 4

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    I'm a 19 year old guy and the only thing on my mind is sex.. is there any nearby woman that could help me solve this by taking my virginity??
    Alanh19 Alanh19 18-21, M Aug 19

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    Ive been with my boyfriend for 4 years and for some reason im afraid to have sex... But deep down I want to lose my virginity.
    AirSlice AirSlice 18-21, F 2 Responses Aug 22

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    Yet I'm learning to start by trusting feelings and intuition, then move on to applying gobs of analysis to check for any major issues before making significant decisions. I can...
    PragmaticFreeSpirit PragmaticFreeSpirit 31-35, F 1 Response 3 days ago

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    if you think in nano thermite then you are as good as sheep. not only vt but dimitri khalezov has excellent hour+ utube that describes properly how nukes were being made use of.one...
    Cristyayv Cristyayv 31-35, M 1 Response 3 days ago

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    All I can do, going thru my feed, is analyze everyone's thoughts and wonder why they think that way. Some of you people do some really weird **** lol. I can't help but wonder why...
    Rzrbldksss81 Rzrbldksss81 31-35, F 1 Response Aug 11

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    My mind forces it. I even analyze what may happen. Thanks to seroquel. And heart attacks. And cigarettes.
    Livyn4pals Livyn4pals 46-50, M Aug 17

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    I really think I'd make an excellent therapist or psychologist. I love to pick things and people apart, especially someone's mind. I always want to know what makes someone tick...
    Mercurylucidity Mercurylucidity 18-21, F 1 Response a week ago

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    Need someone who I can have an analysis convo with. Preferably experienced
    NjVgVrgo NjVgVrgo 22-25, F 6 days ago

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    Lost in Life ----------- "I'd like to get lost in the darkest corners of your mind". When I wrote her this line, I was lost, lost in life. --- One day you wake up and realise...
    Krist0f Krist0f 41-45, M 1 day ago

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    :( I lost the love of my life. I lost the boy I love Jose Chavez. Wow how could I been so stupid. Why am I always scared to get hurt. It's my fault. I broke up with him because I...
    unbreakable2014 unbreakable2014 13-15, F 2 Responses Aug 7

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    I'm lost and I'm afraid. I'm scared of what has happened and I fear what may happen. Every single day I have dozens of macabre scenarios flashing through my mind. I see the people...
    bornand4gotten bornand4gotten 18-21, F 1 Response 2 days ago

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    What was I thinking? I lost my wallet in the supermarket. I reported it to the lost and found counter and waited 2 hours but no one has turned it in. I reported it to the police...
    Sugaray0212 Sugaray0212 31-35 2 Responses Aug 1

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    I am deeply in love with my husband. We have been friends since we were 12 years old. We lost contact after high school. We both married other people. My first husband passed away...
    newlife01 newlife01 51-55, F Aug 4

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