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I Had Anal Sex For The First Time

Personal Stories, Advice, and Support 149 People

    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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    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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    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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    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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    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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    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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    I had anal sex for the first time at 30 years

    old I received and the desire has grown since I enjoyed it the first time and it's been a part of my sexual life since
    alexiswcd alexiswcd 56-60, T 1 Response Nov 1

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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 5 Responses Jun 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 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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    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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    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 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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    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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    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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    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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    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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    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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