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I My First Anal Sex

Personal Stories, Advice, and Support 501 People

    When It First Started - im about 25 now but i have many horrible stories from when i was a little girl some have the same concept so bare with me. my fist time was when i was 4, my...
    deleted deleted 26-30 Mar 24, 2013

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    My GF Asked Me To Try In Her Butt ! - We started from phone friends n end up in room on 1st date blind date.....1st time when I saw her I dnt like her personaly but rely on to be...
    Ahmedubai Ahmedubai 26-30, M Jun 14, 2013

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    Not Bad... Because I Was Ready - The first time I had anal sex was when I was 11. It didn't hurt at all but I guess this is because I had been ************ and sticking things into...
    sierrabelle sierrabelle 22-25, F 32 Responses Jan 18, 2013

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    Let Me Take You Stress Away... - THERE IS NO SHAME! ANYTHING YOU WANT TO TALK ABOUT WE CAN... ANYTHING GOES! NO MATTER WHAT KIND OF FETISH IT IS! MALE OR FEMALE!!! LET ME MAKE YOU...
    CumstressAnna CumstressAnna 22-25, F Jun 29, 2013

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    Anal Virgin! - I haven't done anal but the thought of doing it and watching **** videos, really turn me on. I would love to do this someday when I find the right guy ;)
    Flipadelphia Flipadelphia 22-25, F 5 Responses Apr 6, 2013

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    Amazing Redhead - My first time was in college. I was a late bloomer anyway, not having lost my virginity until I was 18. In the short few years afterwards I made up for lost time...
    storyjourney storyjourney 36-40, M Mar 6, 2013

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    My First Anal Sex Experience Was Wonderful! - I always like to start off my stories by saying that they are all 100% true and, unless I say otherwise, they have all happened...
    Jezibell Jezibell 46-50, F 10 Responses Jun 28, 2013

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    Anal: The Truth? - You say it was awesome, it felt great, the pain wasnt bad, no lube. Tell me about the real stuff. Was it weird? Did it smell? Was it disgusting? Did it hurt...
    Fishsnap Fishsnap 18-21 1 Response Sep 8, 2013

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    A Little Different Than I Expected. - When I was pretty young, about 11 years old, my friend would sneak out his older brother's dirty magazine. They were not the typical Playboy...
    Doctorz Doctorz 36-40, M Jul 14, 2013

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    Dont Wanna Admit But I Think I Like It , - did it first time way back with my 2nd bf, and yes i was a bit hesitant to it but it turned out to be good experience, it just completely...
    SluttyBitchh SluttyBitchh 26-30, F 8 Responses Oct 27, 2013

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    Never Thought I Would Do It Or Like It - I am 35 happily married. My husband and I never talked about this ever(anal sex) . It was forbidden . We both are very serious and shy...
    ramei ramei 31-35, F 9 Responses Aug 24, 2011

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    Friday Night - I had always thougt of having anal sex with my bf i knew he would love it! I believed after being together for 4 years he deserved to have a first & i did too. It...
    Cyndyarcia Cyndyarcia 18-21, F 1 Response Oct 6, 2013

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    Surprise! - Me and this guy I was seeing were fooling around in bed. I was laying on my back he was on top of me. He had his **** in my ***** and he was pumping quite hard. It...
    xAmber xAmber 18-21, F 20 Responses May 18, 2011

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    Only Tried It With Toys - Since I first became sexually active I had always said that anal play would never be a part of my sex life. When I started dating my husband he brought it...
    jellowtf jellowtf 22-25, F 2 Responses Mar 18, 2013

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    My First Anal - It started few months ago. My husband was acting weird when we have sex, I always felt it but never talked about it. Until one time when we were at it, i was laying...
    Noss88 Noss88 26-30 Aug 10, 2013

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    First Time - I was making out with my boyfriend one night when things started to get far more intimate as they usually do. He took my shirt and bra off then fondled my breasts. In...
    Fox88 Fox88 22-25, F 3 Responses Oct 24, 2013

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    Craving And Training - I want your **** buried deep inside my ***. I want your balls. dripping wet with my ***** juice. to slap against my **** as you **** me hard. Ahh, but how...
    PW1974 PW1974 36-40, F 3 Responses Dec 16, 2012

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    A Total Pain In The ***. - i had my bf in my *** twice. the first time only half his head got in, on the second time the entire head got in but that's as far as it goes before i...
    pixiedavixen pixiedavixen 18-21, F 12 Responses Mar 9, 2013

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    How I Made My Fantasy Of Losing My Anal Virginity Come True - for many years i had fantasised when wanking of what it would be like to have a **** up my bum. when i was about 24 i...
    iadorescat iadorescat 41-45, M 3 Responses Dec 22, 2011

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    My First Anal Experiance - I went to dinner with my best friend Phil, his girlfriend(Ann) and her friend Beth. After dinner Phil&Ann want to go dancing, but Beth didn't. So we...
    boomer58 boomer58 46-50 12 Responses Jan 19, 2013

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    Just Me - only on my own, with my finger and some ky jelly the pleasure was something I have never felt before......don't think I will be able to stop myself from doing it again
    harda harda 41-45, M May 5, 2013

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    Her First Anal - I had a wonderful lover for a number of years. She was highly orgasmic, when I would go down on her she would have ****** after ****** until they merged into one...
    cebexp cebexp 56-60, M 2 Responses Aug 24, 2012

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    My First Anal Sex With My Wife - Last friday me and my wife were having a few drinks when my wife went in 2 the bed room and called me in she was standing there in full stockings...
    startreksex startreksex 41-45, M 6 Responses Apr 29, 2010

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    My First Time - In my teen years Mom introduced me to anal sex something she did with all her daughters. Julie my older sister who I slept with helped me prepare for the big night...
    subobedientwife subobedientwife 36-40, F 30 Responses Jun 16, 2013

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    Not Bad At All - The first time I did it was for my boyfriend on his birthday. I wanted to do something special for him and this was it. I was very lucky that he didn't just ram...
    Marcette88 Marcette88 26-30, F 7 Responses May 15, 2013

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    My First Time In Her ***. - She was a few years older than me and we had been acquaintances but not really friends for years until we both wound up being divorced. We chatted...
    islander0286 islander0286 41-45, M Mar 8, 2013

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    First Time Wasn't The Worst Time - My husband's wanted to have anal for years. I had been an anal virgin before him (although I had a fair amount of sex in my youth), but he was...
    MontrealCouple MontrealCouple 36-40, M 5 Responses Nov 20, 2012

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    Oh The Pain! - It was with one of my boyfriends who I was visiting at college. He had talked about it a lot, but i never felt like doing it at all, but the more we would have sex...
    KelseyBB KelseyBB 18-21, F 6 Responses Aug 7, 2012

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    My First Anal Sex - the first time i had anal sex was with my husband .. we were at the house playing around one thing lead to other took my clothes off held me down and he put...
    samsarha80 samsarha80 31-35, F 9 Responses Mar 10, 2012

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    Good Girl. - We had been dating for a while, and we ****** any chance we got. We got home late at night, drunk and still dressed for clubbing. You were bent over the bathroom sink...
    deleted deleted 26-30 Jun 12, 2013

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    My First Ever Anal Experience - I live recently in , for some of you strange, but for us three a wonderfull relationship. I know my boyfriend since I'm 16 and I live with him about...
    nemtudom69 nemtudom69 18-21, F 4 Responses Dec 11, 2012

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    At The Beach - I was with a bf in Mexico for a vacation while in college. We had been having sex for some time and he had asked me about it before. Neither one of us had ever...
    officegirl28 officegirl28 26-30, F 4 Responses Jun 15, 2011

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    In The Army - My first anal sex was when I was 18 and in the Army. I went to a strange ***** place just off post. It had a bunch of folding chairs in front of a projection screen...
    maxndayton maxndayton 51-55, M 7 Responses Jul 3, 2011

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    My First Anal Sex - I was in the Navy and of course if one was found having gay sex you were out. But that never happened. I was with a guy named Harold and he was around 30-35...
    oleman69 oleman69 66-70, M Jul 2, 2013

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    Not Painful At All - Happened just yesterday. He told me one day with him I'd beg for it, and after completing 3 times, I wanted it. I told him he could do anything to me, which he...
    femme1278 femme1278 31-35, F 1 Response Jun 30, 2013

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    First Time I ****** *** - My first time I ****** someone in the *** was when I was about 13 years old. This took place over 45 years ago but it still happened. She was my friend's...
    Ieatcreampie Ieatcreampie 56-60, M 1 Response Oct 27, 2011

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    First Taste........ Addicted For A Lifetime - I was a 16 yr old with my friends 55 yr old aunt, I thought I knew what I was doing but now looking back I'm so lucky I was used for...
    Begentlewithme Begentlewithme 36-40 6 Responses Aug 7, 2013

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    She Was My Big Brother Secrtery - im from arab coutries where girls virgin untill they got mirrage ....... when i was in college i used to go on summer to work with my brother...
    ashrafcairo2011 ashrafcairo2011 31-35, M Feb 8, 2013

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    Longing At 13 - In October of 1953, I was 13 and I was on a camping trip with my Boy Scout patrol group to a local park for an overnight campout in Gardena, California. I had a...
    imsunwyo imsunwyo 70+, M 7 Responses Jan 26, 2012

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    Throbbing - When I was younger, I hung out with two boys from the neighborhood. We would get high and drink sometimes. We were at Jim's house and we were pretty intoxicated...
    Gr8Find Gr8Find 41-45 2 Responses Mar 5, 2013

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    Let Me Take You Stress Away... - THERE IS NO SHAME! ANYTHING YOU WANT TO TALK ABOUT WE CAN... ANYTHING GOES! NO MATTER WHAT KIND OF FETISH IT IS! MALE OR FEMALE!!! LET ME MAKE YOU...
    CumstressAnna CumstressAnna 22-25, F Jun 29, 2013

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    First Anal. - my first one was awesome, just like every other that followed after and there have been many. I was totally relaxed, in that kind of special kind of state you get...
    TinaTina5 TinaTina5 22-25, F 14 Responses Jul 22, 2013

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    First. - My first time having anal was in high school with the boyfriend of a friend (I know I'm bad). He took it slow and was gentle. He reached around and stimulated me and I had...
    OpenCallie OpenCallie 26-30, F 2 Responses Dec 24, 2012

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    I Was Scared, But Now I Want More! - My boyfriend and I just tried this for the first time. I was actually the instigator in the situation. He was afraid to hurt me, and I was a...
    Jan 30, 2013

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    First Time - my bf and i recently tried this for the first time.
    VickyBu VickyBu 18-21, F 17 Responses Oct 16, 2012

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    Remeber My First Anal - me n my gf wer in the shower, i asked if we can try anal, then at first i kinda massaged her hole with my glans, then i got it in. anal is fun bout good if...
    ogscko132 ogscko132 22-25, M May 14, 2013

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    Lesbian Anal - My first anal experience was with the woman who was my first lesbian experience. We had ended up living together as I got divorced and couldn't afford my house any...
    deleted deleted 26-30 9 Responses Oct 18, 2012

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    "My First Anal Sex" - The first time the point of penetration. I never felt that first push. it hurt but it felt so good.THE man 12 years older than me.I was 15.He brainwashed me...
    cayceher40 cayceher40 46-50, M 1 Response Oct 5, 2009

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    I was studying Horticulture at University, when I met a lovely lady. We studied together as I had a computer and she did not. I admit I was a virgin, and as a man at University I...
    Nextime1 Nextime1 51-55, M Mar 7

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    With An Older Man - My first time was with an older man I met in a chat room. Every since I was a teenaged boy I wondered what it would feel like. When I was in my forties I...
    Redlicious Redlicious 51-55, M 1 Response Dec 11, 2012

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    He Came Inside Of Me... - The first time I had anal sex was with my first boyfriend. I believe I was 15 or 16. For months, we'd been "fooling around," i.e., petting, kissing and...
    Sandra45 Sandra45 36-40, F 4 Responses Dec 19, 2012