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I Had Anal Sex For The First Time

Personal Stories, Advice, and Support 155 People

    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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    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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    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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    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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    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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    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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    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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    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 8 Responses Jun 11, 2013

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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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    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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    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 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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    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 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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    Related Experiences

    I was 19 and had never even kissed a girl properly before, though I had had one or two one off incidents of breast touching etc that lead nowhere. I was also born with medical...
    RogerWaters1979 RogerWaters1979 31-35, M 1 Response Jul 6

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    Ok so this happened in January last year my friend had just turned 16 so me him and our friends decided to have a few drinks, I was not wanting to as I had never tried Alcohol...
    michaelsshawn121 michaelsshawn121 18-21, M Jul 5

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    I have always been a good girl, never drinking, never smoking, always respecting the rules... But then I couldn't resist the temptation of fun. And Marijuana. I can clearly...
    Aredienne Aredienne 18-21, F 1 day ago

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    I was about 8 years old when I put on pantyhose for the first time. I remember my sister was using some of her torn pantyhose to make dolls and I took a pair and tried them on. It...
    natfranny natfranny 22-25 2 Responses Jul 11

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    I have never had casual sex!
    thirdsense thirdsense 18-21, F 3 Responses 21 hrs ago

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    I had a sexual encounter with two teen girls once outside. I dod write it down. But can post it. Anyone want to read it. Will post it to on comments or to your inbox
    Casualsexguy Casualsexguy 26-30, M 1 Response 17 hrs ago

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    my "first time" is just my first time making out, but it was with a 17 year old & I'm only 14 & i don't know I just wished it was with someone I actually loved.
    maddielovee maddielovee 13-15, F 2 Responses Jul 6

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    I got drunk on vodka. First time ever that I got drunk. I ended up puking too.
    zacktr zacktr 41-45, M 2 Responses Jul 6

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    I am one of the happiest people right now, after years of not dating or flirting or anything but non emotional flings, I have found a guy who is actually interested in me, he even...
    eviecain eviecain 18-21, F 2 Responses Jul 12

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    I remember having ******* as early as six but I knew what they were before that even I just kind of knew "the weird feeling" though I didn't know how to cause it until I turned ten...
    sirsnoopy7 sirsnoopy7 22-25, M Jul 12

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    I was high on weed during school. A friend gave me a waterbottle full of vodka. I chugged some of it and I got drunk for the first time. It feels so much different than being high...
    vegasboi vegasboi 16-17, M 1 Response a week ago

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    This is a long one so bear with me.... It started around November 2011. There were three of us that became very good friends Billy, Amy and me. We just clicked.....I was the...
    Daisy555 Daisy555 41-45, F Jul 19

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    I got paddled for the first time since summer break!!! Today man it hurt
    brandonpatrick brandonpatrick 13-15, M 2 Responses 6 days ago

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    My first marriage had ended and I had become close friends with a female friend. Nothing had happened between us, but I remember going away on holiday and feeling like part of me...
    Curiousboy007 Curiousboy007 36-40, M Jul 10

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    In 3 days I meet my man at the airport and he's staying with me for 3 days. Then he's flying back for 5 days at the end of the month. We met online via mutual interests 2 years ago...
    CosmicGirlA CosmicGirlA 26-30, F Jul 3

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    I have had so much going on in my life and I'm only 14!! I have another friend that has been suicidal and she cuts as well. She tried to commit suicide four times now and it's...
    Isabugy Isabugy 13-15, F 2 Responses Jul 2

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    I usually take the bus to one of my early morning classes and catch a ride with one of my roommates at the time. I remember seeing this guy every single morning during these times...
    TiTi24 TiTi24 22-25, F 3 Responses Jul 13

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    I'm not a drinker. Last night I decided I was going to try vodka. So I had five shots. Then seven. Then nine. In about an hours time. Then I puked. This morning I clean my carpet...
    zacktr zacktr 41-45, M Jul 5

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    Love is so far from me I can't even reach. At times like this it kills me softly but I hold on to my smile. Maybe I like pretense but underneath this mask is a sorrowful girl...
    MoonMusicLover22 MoonMusicLover22 18-21, F 3 Responses Jul 16

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    I want to have really rough sex with a guy. Or maybe with a guy and a girl 😍
    KaylaSmithh KaylaSmithh 18-21, F 5 Responses Jul 16

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    My worst first dates have always been those where I reluctantly have agreed to be set up by a friend. Afterwards I end up questioning my friendship with this friend, since he or...
    squirrelbounce squirrelbounce 36-40, F Jul 19

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    So my aunt smokes and i was with her and she asked me to go in her purse and get money for BK because we got diet cokes. As i was looking i found some cigarettes and i gave her the...
    Sealover22 Sealover22 16-17, F 2 Responses Jul 9

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    Well I was trying to go with a girl last year, I told my good friend everything about her. After a while, I introduced my friend to that girl. After talking with her for 4 months I...
    WillsWill WillsWill 16-17, M 3 Responses Jul 10

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    my parents and my brother went out so i was left alone so i put a blue dress and tights and a white padded bra on i walked around my normal jogging route and i saw this oldish lady...
    3brave 3brave 13-15 Jul 12

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    We moved to Scotland when I was 13 from England .I was somewhat of a rebel n have recieved cane over bottom previously. But scotland was a whole ne ball game...the tawse. I...
    thegaychef thegaychef 51-55, M 6 Responses Jul 16

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    I was sure that we wouldve lasted a lot longer than we did , but once everything confusing and difficult he gave up on me and ended everything that we had . I questioned myself...
    savannah0115 savannah0115 13-15, F 2 Responses Jul 16

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    About as much as my poor form can. Not all of the time. But. Milk while advising is a fantasy.
    converted converted 46-50, M 1 Response Jul 16

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    i see around me that people are having things that i always desired. they become successful and are pretty getting married, having kids even people younger than me are far more...
    deleted deleted 26-30 1 Response Jun 30

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    I have never met him, and I don't know the simple things about him. But when I wait for him to reply to my messages, my heart races, and I feel empty the longer he takes, but when...
    EmmaLL1999 EmmaLL1999 13-15, F 1 Response Jul 1

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    Hey guys so I'm trying to gain some fat just enough for my belly to stick out and I can't suck it in at all. This is something I have wanted for a long time and I'm not sure how to...
    TJB97 TJB97 16-17, M Jul 20

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