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I Have Had Anal Sex

Personal Stories, Advice, and Support 1,590 People

    I have had it both ways.

    . both giving and receiving it... It is a great feeling going either way.. :) hopefully this new year .. I will get it both ways again.;)
    marriedguy67 marriedguy67
    46-50, M
    1 Response Jan 1, 2016

    quite a few times and got a pic of one

    that my wife let me go meet alone in a motel room.
    stlguy45 stlguy45
    46-50, M
    1 Response Aug 19, 2015

    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
    2 Responses Mar 17, 2011
    bigwickin22 bigwickin22
    18-21, M
    Dec 30, 2013

    I had my first **** in my *** about a week ago.

    I loved it. So much better than a vibrator or strap on.
    imshaved imshaved
    51-55, M
    8 Responses Apr 15, 2016
    Gaylegcaster Gaylegcaster
    46-50, M
    1 Response Nov 18, 2014

    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
    14 Responses Jun 24, 2009
    donontario donontario
    61-65, M
    Jan 21, 2016

    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

    When I first heard about girls having anal sex,

    my reaction was, there was no way would I let a guy put his **** in my butt and f--k me. Just the thought of that frightened me. Not only did it sound gross, I also thought it would be painful. When the topic of anal sex came up in our girl talk conversations, everyone shared my...
    Cherilyn16 Cherilyn16
    18-21, F
    16 Responses Nov 29, 2015

    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
    14 Responses Apr 5, 2010

    I never thought I would try it.

    But then I had a girlfriend who started fingering me while giving me a ******* and OMG it felt so good and then she moved onto toys too. So I started wondering what the real thing would be like. I finally tried a real one and it just felt so good!!!!!!
    abqmongo69 abqmongo69
    41-45, M
    Apr 12, 2016

    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, 2014
    26-30, M
    Jan 14, 2016

    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...
    51-55, F
    1 Response Oct 11, 2009

    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

    I was 15 and so was she.

    . It was amazing honestly
    Justanothergymguy Justanothergymguy
    18-21, M
    Sep 12, 2014
    oOoitslucyoOo oOoitslucyoOo
    22-25, F
    12 Responses Jul 25, 2015

    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
    10 Responses Aug 11, 2014

    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

    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

    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

    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
    4 Responses Dec 13, 2013


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

    Can Be Fantastic

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

    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

    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...
    deleted deleted
    4 Responses Feb 19, 2013

    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
    2 Responses Apr 23, 2013

    Any one ever been pegged?

    In return for the woman to let you go thru her backside? It was a condition for my ex.
    Randycd4u Randycd4u
    51-55, M
    3 Responses Nov 13, 2014

    it has been many years

    since I had anal sex. It does feel so good to me.
    marriedguy67 marriedguy67
    46-50, M
    Jan 14, 2016

    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


    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
    5 Responses Jan 15, 2009

    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
    39 Responses Feb 20, 2009

    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

    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

    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

    The Punishment Of A Thief Girl

    well guys here I am again..Today I will tell you how dangerous game I played last 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
    1 Response Feb 23, 2010

    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
    4 Responses Dec 10, 2008
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