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I Had Anal Sex For The First Time

Personal Stories, Advice, and Support 157 People

    Yip at my age I experienced a first with my

    partner at her request and we both had the most incredible *******. It's not going to be our last time....
    Ronald4u Ronald4u 56-60, M Aug 12

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    Now I'M Addicted!

    It all started when I was 16 and went to hangout with a guy I had just met a couple of weeks ago at a friends house. We had texted and sexted a little during the weeks leading up until we met at his house so I was excited as I went over there. When I got there we talked and...
    HaleyBrooks8 HaleyBrooks8 18-21, F 6 Responses Jun 11, 2013

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    I Remember My First Time ... (from My Heart)

    It was truly almost like an out-of-body experience. We met at work in a far off city and 'hit it off' on the first day. we would talk about many subjects, have lunch together and work on assisting the client's business. At some point in the first month things changed and he...
    Josie06 Josie06 56-60, F 11 Responses Oct 29, 2010

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    My First Gay Anal Experience

    So, I had just turned 15, and I had also recently came out to a select few of my close friends one of whom was also gay. I had not known him along time but there had always been a connection between us, we wasn't that close but as he was gay also, it was nice to talk to him...
    JoeSkeletor JoeSkeletor 22-25, M 1 Response Aug 8, 2013

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    I Had It And Now I Am Addicted

    I do not know why, but even when I was younger I was always an *** man, and because cause of that anal has always been a fantasy of mine. I had been dating my girlfriend of the time for about 4 months and we had sex constantly and she loved it so much that I kept getting yelled...
    deleted deleted 26-30 Sep 11, 2013

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    Hottest Sex Memories - 18 Years Old

    I have an amazing set of memories from a few years back, that I think back to all the time and it still gets me hot. Her name was Karen. We were both 18 and had been friends for a few years but nothing more had come of it until then. I wanted her so bad and she knew it, but she...
    mario3hero mario3hero 26-30, M 1 Response Nov 24, 2012

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    My Fist Annal Sex Experience

    This happened when I was 12 years. That time I do not know about sex. I had a neighbour who was studying in the same school with me. He then was in a senior class. His name was Venu.He was a good foot ball player and a good looking guy. As we were neighbours we used to talk when...
    ajithlinda ajithlinda 36-40, F 1 Response Aug 10, 2013

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    At 50 My Wife Did Me

    I have been married for 25 years. My wife finally used a *******. Good thing I waited till now. I might not have had kids if we had started this earlier.... WOW
    john9090 john9090 46-50, M 1 Response Aug 22, 2012

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    First Time With A Man

    I was 22yo and just out of college and in graduate school in Boston. I had previously liked playing with my *** and had bought a small vibrating prostate massage and a plastic vibe which felt really good and intensified my ******. I started thinking more and more about what a...
    bisam10 bisam10 41-45, M 2 Responses Apr 16, 2013

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    Pop Goes My *** Cherry

    MY MOm was going out with a friend of hers for the evening, so I dressed very sexy in a black see through nighty no bra or panties and crotchless black pantyhose so he could see my growing tittttys. I liked it when he would rub or suck on them. I could tell my brother really...
    64283cid 64283cid 26-30, M 1 Response May 10, 2013

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    My Ex Friends Girl

    What a feeling! We were taking turns with her and she told me to put it in her ***. It was great. Should have kept her for me.
    sgtpiggypie310 sgtpiggypie310 31-35, M 3 Responses May 15, 2011

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    My First Time .....

    I was really horny one afternoon so I decided to cruise Craigslist and see if I could suck some **** maybe get mine sucked. I answered an ad of this guy that lived down the street from my office. PERFECT!!! I thought to myself. If we click it could be a regular thing. After a few...
    TJPJ316 TJPJ316 41-45, M 3 Responses Jan 8, 2013

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    Maybe Soon

    I always wondered what it feels like so I have made contact with someone on internet site and might meet him friday to get my arse ******. I will post on here if I get it
    nighthawkgp nighthawkgp 36-40, M Apr 22, 2013

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    First For Me And Him

    So when I was in high school my parents used to go out of town at least once a month. To go shopping or whatever I was around 17 at the time and decided to stay home and invite all my buddies over score some beer and have a party. So friday rolls around we leave school grab a...
    soldier83 soldier83 26-30, M 1 Response Aug 7, 2012

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    My First Real Time To Enjoy.

    I got a phone call last night. It was Sammy telling me that his Dad was out with some friends, he was lonely would I like to stop over.  Of course I would, did he want me to pick anything up.  Sure a bag of chips and some cokes would be great.   His dad had a couple new...
    deleted deleted 26-30 1 Response Aug 19, 2013

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    First Time With Successful Anal Sex

    I had never really attempted anal sex until I was engaged to my husband. Before that I had felt things around the outside back there and on a few occasions with other guys I had been with I had let them use their fingers while going down on me in the front entry and the rear...
    jenmackenzie69 jenmackenzie69 31-35, F Aug 4, 2013

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    How I Introduced Anal To My Girlfriend

    This happened many years ago: One night my girlfriend was with me in in the front seat of my car. I remember we were at a drive-in movie and I was going down on her. I remember her skirt was up around her waist and my hands were underneath, squeezing her *** cheeks as I licked...
    jimmyL55 jimmyL55 56-60, M Aug 14, 2013

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    Anal Sex For The First Time...

    Not long ago I had anal sex for the first time, me and my husband had spoken about it, and we both agreed that we would try it, he told me that once we had started though, he wouldn't stop, even if I begged him too, he slowly pulled off my top, and un lipped my bra, he squeeze my...
    deleted deleted 26-30 1 Response May 19, 2013

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    Related Experiences

    I had sex for the first time Monday night with the new man I am with and I felt him come in me (but when I got pregnant the first time I didn't ) but I was Nervous and it pain...
    Fanteyzhuh Fanteyzhuh 22-25, F Sep 25

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    I remember my first time with a guy, and also my first time with a girl ;) if you wanna hear the stories just message me :)
    Locachica93 Locachica93 18-21, F 3 Responses a week ago

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    I didn't for the first time but I am remembering it. I just got out of a long time relationship so I am thinking about this. Lol. She was blonde, a cheerleader. I was a football...
    Secondtimer Secondtimer 31-35, M a week ago

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    The first time I had an actual accident was when I was 15. I had drank a lot of water and had to go pee a little but ignored it and went to bed. As I tried to sleep I could feel...
    scratchgolfer scratchgolfer 16-17, M 1 Response 1 day ago

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    Part 2 less mature content. After my mom left again. We went back in my room, i asked him to rub my crotch area because the inside of my pajamas were soft and felt good on my parts...
    zetreax zetreax 16-17, F 5 Responses Oct 8

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    The first time I got properly drunk I was 15 or so, at a work leaving party. I had a part time job at a small theme park. I remember demanding a pudding fork and brandishing it...
    papercastles papercastles 22-25, F 1 Response Oct 10

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    Don't mind the experience subject. But my mom bleached my favorite sweater and it said do not bleach the first time was fine then the second time didn't go well it has these metal...
    misfitoutsider misfitoutsider 13-15, F Oct 12

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    Hi. I am a 13 year old boy. We live in a apartment with two floors. Both are of us. But the upper one remains locked. Today, I told my mother that I want to take bath. So I took my...
    mylittlebra mylittlebra 22-25, T Sep 28

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    ... and I am loving it! I feel happy for the first time in a very long time! I feel an overwhelming sense of freedom despite being a single Mum. I am not afraid. I know the...
    Fluurt Fluurt 22-25, F 2 Responses Oct 1

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    My first time getting "tipsy" was at my buddy's place in 7th grade and ride my bicycle home for dinner. Good times. Now that I'm 21, I've seen how expensive drinking can be, but...
    PuckDrop PuckDrop 18-21, M Oct 11

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    My husband and I been having problems just got married not to long ago we'll he has a drinking problem and when he's sober where so happy together n he drinks we still do good...
    Undercoverdarkness Undercoverdarkness 22-25 2 Responses 1 day ago

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    My nine all have a name. Collectively they are 'the beans' and i call them that on a daily basis. I'll tell people that I'm dropping the beans at school. Or I'm taking the beans...
    mumsnineangels mumsnineangels 36-40, F Sep 24

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    I've never been keen on relationships. Growing up in a house full of women being raised by a single mom just about did me. As I got older I couldn't see myself giving some one my...
    ConfusedTeenGirl ConfusedTeenGirl 18-21, F Oct 1

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    Living in a house with 3 sisters two older, one younger, sealed my cross dressing fate. The odds of me being curious about all of their clothing were stacked against me and I never...
    nyloncrush nyloncrush 41-45, M 4 Responses Oct 13

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    For many years I have worn high heels indoors. As a guy, its always been a passion, of how they look and feel when walking. its always been done indoors. Its always been with me...
    blindfoldstacy blindfoldstacy 41-45, T 7 Responses Sep 26

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    I was seventeen when I first started driving. I was scared, but excited. I knew I'd have my freedom soon. But mom was very impatient. When I got on the road, I couldn't keep the...
    ChelseaMonroe ChelseaMonroe 22-25, F Oct 16

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    I always loved when my girlfriend would wear a thong. One week she left with her parents to go on vacation so they left me to watch over her dog and cat. I just fed them and...
    rickgrimes595 rickgrimes595 18-21, M Oct 16

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    it is funny when i look back on what i would consider my happiest time in life and all i can see is my childhood, i struggled to find that happiness that had a a kid and i have...
    detniat detniat 26-30 1 Response Oct 1

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    He was tall, long brown hair pulled back in a hair tie, had a scowling Heath Ledger-like face and looked like every bit of danger my momma told me to stay away from. So naturally...
    bombchu bombchu 22-25, F 1 Response 1 day ago

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    O.OIt was love at first sight XD
    everydayisagoodone everydayisagoodone 31-35 2 Responses Sep 30

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    I was preparing for my exams and really struggled with Biology. My teacher asked me if I would stay after school so he could help me out. After school I went to the biology...
    jeanpaul7 jeanpaul7 18-21, M 3 Responses Oct 7

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    We broke up about a month ago. His name is Alan, and we were pretty serious. I even lost my virginity to him. (Don't judge me, I know I'm young) and I still try to talk to him all...
    Youresocreepy Youresocreepy 13-15, F 1 Response Oct 7

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    The other day I was on meetme and this girl named Sarah messaged me. Well we started texting and I told her we should meet that night. She was down so I went to her house and...
    Mark2694 Mark2694 18-21, M Oct 9

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    It was New Year's Eve a few years back and I was at my then on-off girlfriend's house with some friends. We had gone to Walmart and a liquor store earlier that evening with one of...
    scrtasnman13 scrtasnman13 18-21, M Oct 10

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    I think it was when I was 14ish and it was my first party and I was totally innocent! I really wanted to impress this older guy that was there so I ended up doing shots with him...
    brookmay brookmay 18-21, F 1 Response Oct 11

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    I was only 4 then when my dad used his belt to spank me.... It was parent-teacher meeting ( ugh! ) and when my dad got my results and the remark, he was unsatisfied with my B and...
    ObedientWife123 ObedientWife123 36-40, F 1 Response Oct 13

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    I really want my first haircut to be really pretty and all :)
    PuppyGirl748 PuppyGirl748 13-15, F 1 Response Oct 15

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    I just did a post on my tumblr about what's okay and not okay on first date. Here is the link http://chanelconoco.tumblr.com My tumblr name is chanelconoco
    someoneforyou12 someoneforyou12 22-25, F Oct 15

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    Want to see wife with her first black ****
    joannaanthony97 joannaanthony97 31-35, M 6 days ago

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    I've always had feelings for girls and guys and it confused the heck out of me. It made me cry and not bother dating anyone at all. My older sister then arranged something very...
    LucyWood1996 LucyWood1996 18-21, F 9 Responses 3 days ago

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