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I Had Anal Sex For The First Time

Personal Stories, Advice, and Support 158 People

    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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    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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    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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    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 7 Responses Jun 11, 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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    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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    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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    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 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 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 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 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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    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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    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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    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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    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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    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

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    This was way back in freshman year, I'm a senior now. Since about 8th grade I wanted to smoke weed, I actually wanted to become a pot head. It's kind of sad but I was in 8th grade...
    Anonymous446 Anonymous446 18-21, F 6 days ago

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    So the first time I got high was the summer of junior year into senior year. There was a beach day for one of the clubs I'm in at school. So my friend, her friend, and I went to...
    Anonymous446 Anonymous446 18-21, F 1 Response 6 days ago

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    Ok some of you may not know this but you can actually get high off of Dry cough Robotussun (also simalar brands). Well the first time i got high is when me and my older brother...
    scarface201 scarface201 26-30, M Aug 26

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    But for the first time in 1985 the team was crowned the Spanish Super Cup, "linen legion" up and down still maintained a humble caution. The team's midfield commander Gabi told...
    fifacoins123 fifacoins123 22-25, F Aug 28

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    Hiiyyaa, Kayle here :D The reason I loved it was because I had no regrets about it, I see every day more and more people who complain because they wasted their first time and...
    Kaayyllee Kaayyllee 22-25, F 2 Responses Sep 8

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    I was alone that day got bored at home I was watching from window on road one girl was walking I saw her in salwar she was so feminine there was no one on road suddenly she makes...
    sronal sronal 22-25, F Sep 9

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    I just did a full shave of my pubes (including balls) my *** and the tops of my legs of the first time at 14
    mrdookieboo mrdookieboo 13-15, M 2 Responses Aug 31

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    For the first time, ever. Going on 2 years, we've been together. Nobody can possibly break that happiness. Perhaps they're jealous, I don't know. But all I know is that I am happy...
    Inherownwords Inherownwords 31-35, F Sep 9

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    i got drunk very recently when i was out with my friends ..... we got drunk and i accidentally had sex with a random guy ..... but i still loved it
    akanksha89 akanksha89 16-17, F 2 Responses Aug 25

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    I meet a girl through a lesbian site.. She's married but she said that her husband and her don't have sexual relationship. Then we chat the whole night. She said she had a dream...
    taurus11 taurus11 26-30, F 1 Response Aug 30

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    I was 8 and we were in a summer camp with all of my class mates. I slept in a room with two others girls. The bathroom was maybe 300 metres away on a hill. At night I woked up...
    malacka92 malacka92 22-25, F 5 Responses Aug 23

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    I had this really really really awkward date and his name was mason and we just sat there not saying anything so in the mean time we ordered a milkshake so he was like y don't we...
    Strangerdanger47 Strangerdanger47 16-17, F 2 Responses Sep 7

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    This was about a month ago, but I've always wanted to write about it and share it anonymously. It was just another day of CNA class at a skilled nursing facility. Our instructor...
    lovelyyouth lovelyyouth 16-17, F Aug 24

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    So I meet a guy online, we do the online chat, exchange numbers, do some texts and phone calls. He seems really nice so we decide to meet in person. He was really sweet, but I was...
    verylonely1 verylonely1 36-40, F 3 Responses Sep 7

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    Brilliants in the Med In Spain and noone on the beach could tell we were having sex
    Thesoutherner Thesoutherner 66-70, M 2 Responses Sep 9

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    for some reason I find them so endearing and sweet. I tend to be drawn the most ( at least usually) to the quiet, shy ones. Especially if they are actually really attractive and...
    ajrestless ajrestless 18-21, F Aug 22

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    for some reason I find them so endearing and sweet. I tend to be drawn the most ( at least usually) to the quiet, shy ones. Especially if they are actually really attractive and...
    ajrestless ajrestless 18-21, F 5 Responses Aug 22

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    Only to find out I had kept one of my ex's panties in my closet. I was so grossed out I immediately tossed it in the trash in total disgust. I just wanna go back in time and slap...
    dustyoldclock dustyoldclock 18-21, F 1 Response Sep 8

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    LOL I have had many of those.
    AudreySluttyEmoBitch AudreySluttyEmoBitch 16-17, F 3 Responses 21 hrs ago

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    There's always a first for everything. I love to see things more than once but, we all know seeing things over and over is boring.
    HayellsDorion HayellsDorion 13-15, F Aug 28

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    It was a few years ago. My mum went into the store to get some things since we just moved here, I told her I had to pee but she told me I would have to hold it. I never pee outside...
    ilovehalo ilovehalo 13-15, M 3 Responses Sep 1

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    Attention: Should you ever come across the users Lucitta or SecretWetLife, do not, I repeat, DO NOT comment on their stories or anything or even attempt to add them and talk to...
    BrandonVidya2014 BrandonVidya2014 18-21, M 1 Response Sep 2

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    I remember it. You're going to hear me say this but it was when I was Bi. I was 10 and at that point I could squirt. It was only A little at a time when it did happen but I could...
    pardax pardax 13-15, M 1 Response Sep 5

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    shortly i want to write about my beautiful and not beautiful experiences not only in the experience project but on the real world, My life is a little cruel though im a very kind...
    alexitolove alexitolove 18-21, M 1 Response 6 days ago

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    I have been dating for over a year with my lovely... He is coming September 27th to visit me... I'm beyond scared & nervous! i don't even know what to do.. lol I love him so much...
    kaylalovesmikey kaylalovesmikey 16-17, F 1 Response Aug 29

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    I have been single for two years and I'm tired of being single!!!!!!
    theonenibodylikes theonenibodylikes 13-15, M Aug 24

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    And I am blown away! Best movie ever!
    Coletteisawesome Coletteisawesome 16-17, F 2 Responses 3 hrs ago

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    I received a hand job by a stranger today.
    0shmomo0 0shmomo0 36-40, M 2 Responses Aug 29

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    Message us girls to chat or whatever ;)
    ryanmona ryanmona 18-21, M 1 Response