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I Have Had Anal Sex

Personal Stories, Advice, and Support 1,191 People

    This was inspired by auroramaru's story: EP

    Link my story posted in comments:
    MrSTF MrSTF 36-40, M 1 Response May 20

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    Everyonce In a While But...

    IT HURTS! i am just too small in my opinion but i still at least trry to for a few minutes before i just have to say hurry up please.
    goldwaffles goldwaffles 18-21, F 42 Responses Feb 20, 2009

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    And Love It!

    Been with my wife for 30+ years. I always wanted to do it but she was reluctant. Her early teenage loss of virginity was a painfully bad experience, then the b**tard stuck it in her rear to finish himself off with no lube.  Now that she's menopausal and vaginal sex is...
    gtskier gtskier 51-55, M 1 Response Dec 17, 2009

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    A Hot Anal Action With Party Girl

     Well guys I am a man who loves to have anals-ex with ladies..Actually it is my second pleasure which I love it so much..but Usually I prefer regular s-ex with ladies..That is my first choice..I had a lot of hot experiences with ladies and I will share all my stories with...
    hotsinglestud hotsinglestud 26-30, M 2 Responses Jan 17, 2010

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    Giving And Receiving

    Perhaps the one sexual "advantage" males have over females is in regard to anal sex. Males ares able to both penetrate another's anus, with all the tactile feelings involved, and reeive either a penis or some other device in the anus and feel all those feelings. I love both...
    TBurke99 TBurke99 51-55, M 2 Responses Jan 13, 2011

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    Anal Sex Help

    ok i have tried anal before quite a few times and i have enjoyed it. My bf loves anal, and i dont mind doing it, but everytime we do it i feel like i am going to poo. So we end doing it for a very short time, because i tell him to stop. So am i worrying for no reason? And what...
    shhh69 shhh69 18-21, F 5 Responses Nov 6, 2008

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    I Enjoyed So Much With Anal Sisters At The River

    Well guys here another experience of me with new surprises..Last summer I truly had a lot of Works in my Office and been so stressed so I decided to take a drive in my town to clear my head.. I'd already packed the fishing rods in the car and decided that if I could find a decent...
    hotsinglestud hotsinglestud 26-30, M 2 Responses Jan 19, 2010

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    My H-orny Neighbours

    I bought a house and moved out of the apartment complex where I had been living when I first moved into the area. The house was in an established neighborhood which I bought from an older couple who were retiring to Istanbul city. This is my first house of my own though I have...
    hotsinglestud hotsinglestud 26-30, M Jan 25, 2010

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    Helloooooo

    what better way for deep penetration. and having her in front of a mirror to be able to watch her **** swing.
    djredneck7269 djredneck7269 51-55, M Sep 18, 2012

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    Like It Alot

    seems I'm getting sex at least twice a day now, usually when i wake up and in the evening when we all go to bed..if john doesn't **** me, paige will eat me for sure and often times they both share my body....i don't get ****** by john in my **** quite as much as before...
    SAMANTHAisme SAMANTHAisme 51-55, F 1 Response Oct 11, 2009

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    Can Be Fantastic

    there are times when i really crave a **** up my ***..it often happens when my partner is giving me oral with his mouth and then starts to rim my ******* with a finger or two..my ***** juices and his saliva combine to give enough lubrication and his fingers will easly...
    SAMANTHAisme SAMANTHAisme 51-55, F 2 Responses Sep 20, 2009

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    The Up The Butt Girl

    I think Sex in the City summed up the bum sex dilemma most girls have pretty well. In one of the episodes Charlotte, in her usual melodramatic way goes into a quandary over a guy asking her if she’ll take it up the bum. Now although Charlotte was typically OTT that...
    Girlyflirt Girlyflirt 18-21, F 15 Responses Apr 5, 2010

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    Lots And Lots Of Times

    both me and my wife loves both giving and recieving, almost every time we make love i end up doing her in the ***, and she loves it, most of the times she is the one asking for it or simply moving my **** there, and from time to time she takes a ***** and uses it to mine or her...
    bodylower bodylower 31-35, M Nov 19, 2011

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    I Made a Poll!

    A poll on your thoughts on anal sex.  GO TAKE IT!!!.......pwease?  LoL 
    WolfElvyn WolfElvyn 26-30, F 3 Responses Jun 28, 2008

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    First Time = Not What I Expected.

     My boyfriend and I have been talking about having anal sex for a while. I expected it would hurt me and that we would have to get lube prior to trying it.  Well a few weeks ago we got drunk and started messing around.  Out of the blue he's like "I really want...
    FancyPuss FancyPuss 26-30, F 2 Responses Dec 6, 2009

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    And It Was Great!

    OK, I'd done it to a woman or two. And they seemed to enjoy it. At least the ones that were willing to try. So I got curious. What is this all about? Some women enjoy it a lot. And some men do too. So as I got more curious, I started playing with things in my ***. First household...
    RayanneA RayanneA 56-60, M 5 Responses Sep 19, 2012

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    I Spent A Hottest Day With A Hot Mature Widow Last Week

    Hi again guys. Today I am narrating the very hot incident about a widow who is a social worker. This incident happened last week when she invited me to her home..Actually I met her in the central park of my town first time..Through a nice conversation I realized that She was an...
    hotsinglestud hotsinglestud 26-30, M Jan 28, 2010

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    Often Since My First Time

    The first time was painful, but it got better. Now, I get it from my partner at least once a week. I love feeling his hot load shooting inside me. It's even better when I'm dressed up for him.
    Steve30 Steve30 26-30, M Dec 6, 2009

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    First / Most Recent.

    I always try to tell my stories as closely to accurate as possible... My first experience with anal was pretty aggravating. I was 16 and my boyfriend at the time(18) and I were ******* on the couch in the living area/kitchen. He had a decent sized ****. It was late at night and...
    shhbaby shhbaby 18-21, F 6 Responses Feb 19, 2013

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    For My Birthday!

    Now i can say that "I Have Had Anal Sex!". And i loved it. My wife did surprise me with it because it was my birthday. One favorite dream of mine finally became true. And the best thing is: She loved it! At first she was shy and afraid of the pain she heard and...
    deleted deleted 26-30 4 Responses Jan 29, 2009

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    One Time Only.

    Now this may sound strange - My wife and I had taken a long weekend trip to Charleston, SC and had booked a room in a B&B on the bay that was supposed to be haunted. One of the nights, we had gone to a wonderful dinner and when we got back to the room we started to make...
    georgiaboy georgiaboy 61-65, M 3 Responses Mar 4, 2009

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    Love It !

    I have only had a few guys **** me bareback,one of them is a married buddy I have known all my life. His wife doesn't like anal sex . I love to feel his *** shoot in my *** and feel it ooze out as he as he ***** me. I try to do him every time I go to ...
    wantsaload wantsaload 51-55, M 5 Responses Dec 10, 2008

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    It Was Quite Risky.

    I'm going to try and make this as least sexually explicit as possible because this is not a ****. Well, I was about 16 and my boyfriend was 17 and we were camping in a tent in my backyard with my neighbor and younger sister. This was exciting because it was the first time that i...
    RoastofRump RoastofRump 18-21, F Jan 20, 2011

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    1st Of Many

    I started off young in my early teens to having off and on again anal sex with other guys at first. I remember when I was elementary school in either the 5th/6th grade to having a friend by the name of Bob. We hung out all the time together even though he was older and was...
    deleted deleted 26-30 2 Responses Apr 23, 2013

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    My First Anal Experience With A Stranger Lady

    Hey guys..I hope you enjoyed while reading my previous story..Today I wanna tell you my first anal experience with a hot lady who I have never met in my life before..Anyway There’s always something sexual that you fantasize about so much it consumes you until you act on it...
    hotsinglestud hotsinglestud 26-30, M Jan 19, 2010

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    I Asked For It...and Got It

    i had always liked it when a girl friend would lick and finger my *** during sex.  i used to **** hers pretty hard and she would *** so hard...the thought of feeling guilty or gay never crossed my mind.  and when i started to *** and she sucked my balls and...
    bobsmith877 bobsmith877 41-45, M Jan 3, 2010

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    British Girl's First Anal Experience

    Pay attention guys! Here one more hot experience of me..This the story of a woman who I met on nude camp a few years ago..Her name is Celine and I can say she definitely has a pretty voluptuous body which taken all the men’s attention all the time.. She is a 24 years old...
    hotsinglestud hotsinglestud 26-30, M 2 Responses Jan 24, 2010

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    I've had anal sex for the first time

    when I was 17, and though it was painful, it was really liberating, I mean, I get extremely aroused just by the thought of having anal sex (which doesn't mean I do it often). Back then I did it three or four times, and they were all really wild, those are good memories. After...
    ladysmith ladysmith 18-21, F 3 Responses Apr 7

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    The First Time

    I have been ****** in the *** by guys, and chicks with strap ons.... And i have ****** both guys and chicks in the ***.... I LOVE giving, and receiving..... Its like head for me, i like both... I remember the first time a guy slid his thick hard **** into my tight little...
    selfpleasured selfpleasured 22-25, M 17 Responses Jun 24, 2009

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    I have tried it, and had

    both good and bad experiences with it. Boys, you need to understand you must be gentle and caring its not like you are diving in a pool for the first time. I know why so many don't like it after some of my experiences with trying to rush into things.
    fireyes fireyes 22-25, F 2 Responses Apr 22

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    If It Starts Nice and Slow

    it's lovely and very very very nasty!
    rosey77 rosey77 46-50, F 1 Response Jul 18, 2009

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    The Punishment Of A Thief Girl

    well guys here I am again..Today I will tell you how dangerous game I played last thursday..now please pay attention and enjoy while reading..  I was looking for a birthday gift for my new girlfriend, in a  big dress shop I noticed in the power tool...
    hotsinglestud hotsinglestud 26-30, M 2 Responses Feb 23, 2010

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    First Time When I Was 19

    I had several boyfriends during college and was very sexually active with almost all of them. I wanted to give anal a try but was ahving a hard time finding any of them that wanted to try it. I after a few months I dated a guy that was into almost anything. After the first...
    sonya7997 sonya7997 31-35, F 1 Response Mar 17, 2011

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    I love it. Me and my hubby have been doing anal

    for around 40 years, long before it became fashionable. Nothing like being on hands and knees, butt in air and my arse being filled with his ****. I love the feeling as the head first penetrates my tight hole. So many nerve endings there, it gives the most amazing *******
    annieurban annieurban 51-55, F 3 Responses Aug 11

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    "i Have Had Anal Sex"

    "I Have Had Anal Sex"and love it being a sissy ***** just love a **** or strap on up my sissy ***** so good!Especially love leaking *** after a **** been ******* my sissy *****!!!Found out about joys of anal sex by next door girl 16 who had a strap on she used on me and...
    mandiejune mandiejune 51-55, M 1 Response Dec 28, 2009

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    S**** Happens Sometimes

    I'm 25 years old and most of the girls I have been with have let me put a finger if not my ***** into there back door. Out of all of them only with 1 girl have I ever had a mishap with. Not once but twice. The first time we were intoxicated and the motion of us doing it made...
    Hijack182 Hijack182 22-25, M Sep 15, 2013

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    bigwickin22 bigwickin22 18-21, M Dec 30, 2013

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    My Best *** ******* Session.

    I knew about a restroom on the ground floor of a building at Purdue University that was used by men for sex.  I had even sucked some **** there and shot a few loads, myself, down a willing throat or two.  I was feeling froggy one night when I was there, and I checked...
    ArgleBargle ArgleBargle 41-45, M 2 Responses Dec 1, 2009

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    Twice

    I have only had anal sex with one person and that is my husband, once when we were dating and once while we were married.  I like the anal play, I like him sticking his fingers in me, and actually the double penetration in my *** and ***** at the same time with his fingers...
    funwife funwife 31-35 5 Responses Jan 15, 2009

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    I was 19 years old. The girl I was dating was

    24. We were very sexually comparable. She loves to **** and I lived to **** her. Plus, she was the older sister of a girl I graduated with, so that made it a little extra hot. A few months into our relationship, we we're getting it on hot and heavy and as I prepared to tear her...
    sportsguy77 sportsguy77 36-40, M 5 Responses Dec 13, 2013

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    First Time

    The first time I got ****** in the *** was a a gay bath house. I was in the steam room wathching all the ***** come in.. A nice guy came over and started to suck  my **** the next thing i know i am bent over the seat with the first guy in my mouth and someone else is...
    airman1963 airman1963 36-40, M Mar 3, 2010

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    Related Experiences

    My father, who lived to be 83 years old and had traveled all over the country and had known countless people (some famous, he was a jazz musician) told me a few years back that I...
    NoHeartButMyOwn NoHeartButMyOwn 51-55, F 1 Response Aug 6

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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 3 Responses Jul 28

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    I have never had casual sex!
    thirdsense thirdsense 18-21, F 3 Responses Jul 28

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    I have had many lately but one I have had since I was really young is I am a little girl about 7 years old I am trapped in an old car at night I can't get out I'm in the back seat...
    jturner97 jturner97 31-35, F Aug 12

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    I have had a scare with the thought of cancer. I had a very large thyroid, with small tumors on the left side. I went for a biopsy and the doctor called me a week later to tell me...
    kristy31415 kristy31415 18-21, F 1 Response Jul 26

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    It's hard growing up sensitive, but not anymore. It's not funny, and you're gonna hurt the more you try. I have had enough of your bullshit, and Im not soft. Flush you mofos...
    kiddishguy kiddishguy 26-30, M a week ago

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    I do wonder. How many people have had a crush on me? And why?
    Philli8807 Philli8807 22-25, F 1 Response 6 days ago

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    I have had eczma all my life and lately it is so bad that I don't go out in public because I don't want people to look at me, the only thing that clears it away is prednisone which...
    nikita80501 nikita80501 31-35, F Jul 25

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    We have had a really warm and sunny summer so far here in Cornwall which has meant a lot of days spent on the beaches and coves close to my home. My boyfriend is home on leave...
    saratzuke saratzuke 22-25, F Jul 29

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    To all the women who have had/or considering and abortion; My one year anniversary of my abortion is coming quick. It took me awhile to not want to die. I'm not going to lie, it...
    goddesnthateme goddesnthateme 18-21, F 6 days ago

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