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I Lost My Anal Virginity

Personal Stories, Advice, and Support 137 People

    ****** 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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    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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    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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    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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    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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    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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    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 Responses Aug 27

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    I am so lost I just need help. I am 15 years old. Two night's ago I had a sleepover with my friend who has an older brother. We go to her house from a party where we both had...
    lifeofateenager520 lifeofateenager520 13-15, F 7 Responses Sep 8

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    I'm 15 now and lost my virginity a month before my 15th birthday with my then boyfriend, who was almost 17 and also a virgin. We'd been together almost 2 months, but it felt like...
    crookedteethteen crookedteethteen 13-15, F 1 Response 4 days ago

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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 18-21, F Aug 22

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    I lost my virginity 3 years ago, to this beautiful blonde girl.. We dated for a little over 2 years, but she ended up moving
    imthemannn imthemannn 16-17, M 2 Responses Aug 31

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    It is actually a funny tale. I don't remember his name, what he look life, or what we talked about. I was simply a very curious 14-year-old. I was very curious as to what sex was...
    perilousindenvers perilousindenvers 18-21, F 3 Responses Sep 1

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    Yup. At 16 I decided I wanted to expand my sexual horizons and chose to lose my virginity to the guy I had been saying for a month. He was a poor choice; treated me terribly and...
    canadagirl0101 canadagirl0101 31-35, F 1 Response 3 days ago

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    Lost mine on a first date in a car park, never forget that night :)
    69morninglory69 69morninglory69 26-30, M Sep 6

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    At 9 it was lost Dreamt of the Whistles in a tree A little breeze leaf Fell in tear of rain But feathers Silently came And laid beneath And saved A little leaf In a tear of...
    fluke19 fluke19 26-30, F 2 Responses 5 days ago

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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 3 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 7 Responses Aug 22

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    I was 11, it was to some boy from the neighborhood, I had done sexual stuff before this age but that was the first time I had actual intercourse, I guess I was just sexually...
    SarahMom1978 SarahMom1978 36-40, F 8 Responses Aug 31

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    When i was 14 which is 5 years ago a cousin of mine stayed over and watched me while my parents were gone but then after they left he put me on the couch and i screamed i kicked i...
    SexyBlonde777 SexyBlonde777 18-21, F 5 Responses Aug 31

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    He was my first boyfriend, we've actually got back together as of March last year so at least I can say it was the right person
    jolop jolop 18-21, F 1 Response Aug 31

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    I was 14, it was with a family friend. I turned 15 the next day but I didn't realize at the time how young I was. I regret it so much. He's now my god brother and I can't look at...
    deleted deleted 26-30 4 Responses Aug 31

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    I was 10, he was 11. Found **** in my dad's room and it looked fun :)
    drummerchic4Christ drummerchic4Christ 18-21, F 1 Response Aug 31

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    When I was 14 I was still figuring out my sexuality. I went to this party where people were drinking and I saw my best friend there (who I had a small lesbian crush on) and after a...
    MalloryCapel MalloryCapel 18-21, F 3 Responses Sep 1

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    How do you not know the guy???? Haha
    MaggieBlack MaggieBlack 13-15, F 1 Response Sep 1

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    I told. Finally, I told. And I'm proud of myself. Yeah, there's been questions, and lots of them, but the evidence is good apparently. I'm just so scared, you know? This is going...
    Betruetoyourselfxx Betruetoyourselfxx 13-15, F 7 Responses Sep 1

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    I was 4 and the boy was 6 and i was at his house while his parents were at work and we went into the bathroom and started kissing then I bent over and he put his penis in my...
    hornydicksuckinggirl hornydicksuckinggirl 13-15, F 5 Responses Sep 7

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    I might be pregnant... I hope not.
    kittynanny kittynanny 13-15, F 6 Responses Sep 9

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    I was 16, and he was 17. We had been best friends for years, and had known each other since we were toddlers. Being my best friend i never really thought i'd ever have feelings for...
    StellaFlower StellaFlower 18-21, F 1 Response Sep 9

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    I was raped. Intensely and physically raped. I also had sweat dripping from my chest..
    DepressedClevelandSportsFan DepressedClevelandSportsFan 18-21, M 1 Response Sep 9

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    Why do all my friends always want to know if i'm STILL a virgin? Like why would they care? And whats so funny that i am? So what? I've not gone out looking for sex.. How is that...
    James5946 James5946 18-21, M 2 Responses a week ago

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    I need to find out if this is rape I might have been raped, well me and my boyfriend have been dating for 3 yrs and he's been pressing me about about sex well last night I told him...
    alwaysmeforever alwaysmeforever 16-17, F 5 Responses 1 day ago

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    I am so scared to death right now, the guy who raped me is coming over my house along with his family...
    alwaysmeforever alwaysmeforever 16-17, F 1 Response 16 hrs ago

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    I'm 17 and everyone around me has lost their virginity so why haven't I?
    Dane2015 Dane2015 16-17, M 8 Responses 3 days ago

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    how do i start this off? its so sad..ugh..okay i lost my virginity to a 20 year old when i was 13 now i just turned 14 we met on instagram,i liked him ALOT...he asked me out...
    ImOkayDude ImOkayDude 22-25, F Sep 8

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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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    Whilst They're very similar, they're not interchangeable. Studying more about these phrases may well allow you to recognize your prognosis slightly better.Scientists have come to...
    Andrew558n8la3 Andrew558n8la3 31-35, M 1 Response Sep 8

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    i want to lose my virginity im tired of being a virgin but no one wants my virginity
    jamesb21 jamesb21 18-21, M 1 Response Sep 4

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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 18-21, F 2 Responses Aug 22

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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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    I'm planning to lose my virginity with my boyfriend of 8 months on September 14th, I'm pretty nervous
    depressedandana depressedandana 13-15, F 2 Responses Sep 1

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    I'm 18 years old and still a virgin really just want to lose my virginity so done with waiting prefer men in their 20's in London ;)
    T1996 T1996 16-17, F 3 Responses Sep 2

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    I'm turning 18 next week. I feel emasculated about being a virgin. It makes me more depressed. It makes me sick. It's stupid to be upset about, but everyone around me has...
    LeonardFinch LeonardFinch 16-17, M 1 Response 4 days ago

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    Anyone in the Massachusetts area want to help me lose my virginity? Message me if you're seriously willing
    joyful613 joyful613 18-21, F 7 Responses 4 days ago

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    How do chicken nuggets lose their virginity? ..
    GenericChickenNugget GenericChickenNugget 18-21, M 2 Responses 4 days ago

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    Hello,     My name is Chris and I am 29. I live in Houston, Tx and would like to help someone who is looking to make that leap and lose their virginity. I won't say it won't...
    DjCrazee DjCrazee 26-30, M 2 days ago

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    Hello,     My name is Chris and I am 29. I live in Houston, Tx and would like to help someone who is looking to make that leap and lose their virginity. I won't say it won't...
    DjCrazee DjCrazee 26-30, M 2 days ago

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