Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.

I Want to Try Anal Sex

Personal Stories, Advice, and Support 398 People

    Im Almost An *** Virgin.. - i have only tried this three times,if you count the time a teenage boyfriend "accidentally" rammed it into my butt and wouldnt stop pumping till he was...
    ricochetwest ricochetwest 26-30, F 3 Responses Apr 29, 2012

    Your Response

    Cancel
    WANT to Know -      MY FIRST WIFE WOULD FINGER MY ***,WHILE SUCKING MY ****.I LOVED THE FEELING OF HER FINGERS SLIDING IN AND OUT OF MY HOLE.I REALLY THINK SHE...
    slikshaved slikshaved 51-55 7 Responses Jul 15, 2009

    Your Response

    Cancel
    As A Bottom - OK, I'll admit that I have already tried anal sex with a woman. And it was good for both of us. And afterwords I felt like I was missing something. I've tried various...
    RayanneA RayanneA 56-60, M Apr 8, 2012

    Your Response

    Cancel
    Im Almost An *** Virgin.. - i have only tried this three times,if you count the time a teenage boyfriend "accidentally" rammed it into my butt and wouldnt stop pumping till he was...
    ricochetwest ricochetwest 26-30, F Apr 29, 2012

    Your Response

    Cancel
    Back Door - I would like to experience anal sex with another woman. Me entering her and turn about is fair play and her entering me. Not sure how or ever this could happen but it...
    deleted deleted 26-30 Sep 23, 2009

    Your Response

    Cancel
    I Really Want It! - I don't know why, it just sounds so erotic and would please me like nothing before. I get so wet just thinking about it, but don't have the nerve to ask someone...
    pessimist pessimist 18-21, F 1 Response Nov 2, 2009

    Your Response

    Cancel
    Beggars Can Be Choosers... - But she downright demanded that I always finish off in her ***. Such a nasty ****. I only say that because for one she had only really started...
    ckrazyp ckrazyp 26-30, M Jan 17, 2012

    Your Response

    Cancel
    I Really Do Want To Try - I'm fairly easy, but I have never really had the chance to try anal sex. A finger once in awhile, but no toys or the real thing. I would really like to...
    jimz2 jimz2 51-55, M 11 Responses Mar 3, 2011

    Your Response

    Cancel
    Im Almost An *** Virgin.. - i have only tried this three times,if you count the time a teenage boyfriend "accidentally" rammed it into my butt and wouldnt stop pumping till he was...
    ricochetwest ricochetwest 26-30, F 1 Response Apr 29, 2012

    Your Response

    Cancel
    I've Never Quite Been There - I've always been interested in having anal sex with a woman I'm seeing at the time. However, none of the women I've been with have been interested and...
    toeyasaromansandal toeyasaromansandal 36-40, M 5 Responses Jan 7, 2012

    Your Response

    Cancel
    I Want To Try - I've never tried anal sex and only ever had my hole fingered... That was incredibly! I can only imagine what anal sex would be like and I think it would feel...
    Amy2877 Amy2877 26-30, F 9 Responses Sep 23, 2012

    Your Response

    Cancel
    Im Curious - i have thought about doing this as well , but my husband has no interest in it..he does not like the butt thing.. i think its a sensative spot.. and i sometimes think...
    stacie30 stacie30 26-30, F 11 Responses Aug 28, 2011

    Your Response

    Cancel
    The First Time - This is just a story. It didn't happen to me but I surely wish it, or something like it, would. I got considerable sexual enjoyment writing it, and I hope you...
    jadmar jadmar 70+, M 3 Responses Mar 5, 2011

    Your Response

    Cancel
    Whats The Best Way To Do This? - My boyfriend has been wanting to, it took a long time before i could even get used to the idea, but i thought hey some people really like it, so we...
    pinknailpolish89 pinknailpolish89 22-25, F 4 Responses Feb 1, 2010

    Your Response

    Cancel
    Small Anal Toy - I have started to sleep with a small anal toy in mt butt the first night i could not get to sleep with it in me i was very restless on the second night i put it in...
    itschrissy itschrissy 51-55, M Feb 1, 2012

    Your Response

    Cancel
    I hope to try anal soon , I would like tips on how to prepare for it
    35jenny 35jenny 31-35, F 16 Responses Mar 16

    Your Response

    Cancel
    Curious - I love exploring, and having explored with toys, I am so curious about being taken from behind. Doesn't matter if its a strap-on or a real one, I want to know how it...
    ClosetTrans ClosetTrans 26-30, T 1 Response Apr 24, 2013

    Your Response

    Cancel
    ***** - Someone finally brought the cast of Family Guy to life where Quagmire hooks up with Meg instead of Lois but I wonder if Stewie hooks up with Brian? LOL http...
    Devilizer89 Devilizer89 18-21, M Mar 13, 2012

    Your Response

    Cancel
    Last Night - I had the best dream! I dreamt that my GF was naked and bent over and her ******* was gaping so wide I could put my fist in it! I have always wanted to make my GF gape...
    jerseyal26 jerseyal26 31-35, M 1 Response Sep 27, 2012

    Your Response

    Cancel
    Not Right Now, But I Shall Get There In The End - She paused, looking at the slightly uneven landing *****, and a girlish giggle escaped her lips.  Then she told me an...
    milkynips milkynips 46-50, F 2 Responses Dec 28, 2011

    Your Response

    Cancel
    Getting 'sold' On Anal Sex - To this day I don't remember what he was supposed to be selling! I was doing the odd chore around the house in a rather wet nappy and my pretty blue...
    jadmar jadmar 70+, M 3 Responses Nov 10, 2011

    Your Response

    Cancel
    I'm Sure I'd Love It! - I posted a photo of me on my site, ready for bed dressed in a nappy and pink plastic pants, and also in a Baby Doll nightie which I have recently bought...
    jadmar jadmar 70+, M 2 Responses Feb 24, 2010

    Your Response

    Cancel
    Knock On My Door (X Rated) - Certified *ss Inspectors will be visiting your neighborhood. If they know you are home and you invite them in  ... you can submit your *ss to be...
    Josie06 Josie06 56-60, F 1 Response Jul 5, 2010

    Your Response

    Cancel
    I tried it this weekend ,There was pressure & pain as he pushed inside but it felt great afterwards
    35jenny 35jenny 31-35, F 23 Responses Mar 23

    Your Response

    Cancel
    Want To Try - besides wanting to suck a ****, I want to try having a guy **** me in the ***. I just worry about how painful it might be. Should we use a lot of lube and how deep...
    deleted deleted 26-30 1 Response Nov 22, 2011

    Your Response

    Cancel
    Want It Bad - Want it bad but my husband does not seem interested
    Sl118 Sl118 41-45, F 4 Responses Jul 7, 2013

    Your Response

    Cancel
    My New Toy - I recently bought an imitation penis. It is all flesh pink, quite realistically shaped with a mushroom head and faint tracings of veins in the shaft and about half of...
    jadmar jadmar 70+, M 2 Responses Sep 20, 2012

    Your Response

    Cancel
    This Is A New Goal -  I set this as a new goal with a deadline of may 2010.  I would dress up as the sissy i am for you, any takers i have never had a real one inside any...
    deleted deleted 26-30 Nov 9, 2009

    Your Response

    Cancel
    Want It Bad - I want to be ****** in the butt. I've had fingers and a couple of toys in there, but I want a real man with a big **** to just pound me up there. I want it rough...
    sunnysaraA sunnysaraA 26-30, F 14 Responses Feb 28, 2012

    Your Response

    Cancel
    Want To Try It - I think I had one too many drinks last nite.Then I askes my girl if we could try and have anal. She`s also never done it.She let me,but I could see I was...
    Magnito Magnito 26-30, M Feb 19, 2010

    Your Response

    Cancel
    I'm A Little Scared - I would like to try anal one day, but I'm a little nervous. I have never had anything bigger than a finger in there. Sometimes I stimulate just the outside...
    DavidMc69 DavidMc69 41-45, T Jul 24, 2013

    Your Response

    Cancel
    Im Almost An *** Virgin.. - i have only tried this three times,if you count the time a teenage boyfriend "accidentally" rammed it into my butt and wouldnt stop pumping till he was...
    ricochetwest ricochetwest 26-30, F 1 Response Apr 29, 2012

    Your Response

    Cancel
    Mixed Emotions - i really want to see what it is like, but something about it also scares me. like i will feel too strongly one way or the other about it.
    tstreeter tstreeter 18-21, F 8 Responses Nov 9, 2013

    Your Response

    Cancel
    I Want to Experience Anal Sex - I am a long time cross dresser who is looking for cd guys who would be interested in trying anal sex. I think that you only go around once in this...
    glen glen 51-55, M 5 Responses Aug 22, 2008

    Your Response

    Cancel
    Any Tips On Anal Sex?? - my boyfriend loooves my *** an we try to do it anal but it feels so weird to me. I try to enjoy it but it is a very strange feeling. we did use lube. any...
    cheergal24 cheergal24 18-21, F 7 Responses May 28, 2013

    Your Response

    Cancel
    Tips For The Best Anal Sex - These tips are derived from my anal experiences with my girl! If anyone have something to add, please comment. Firstly you must be in mood, good...
    simbian simbian 31-35, M 1 Response Mar 7, 2012

    Your Response

    Cancel
    Experience - I have a strong desire to enjoy a very sensual anal experience with a woman I have had acouple very awesome anal moments not as sensual as I would like, with lots of...
    Dagramor Dagramor 41-45, M May 29, 2012

    Your Response

    Cancel
    Looking For Adventure - Willing to try it,my best friend said it hurt like hell and it felt like a lot of pressure, her experience...but I'm sure overtime it becomes a great...
    Chocolategirl18 Chocolategirl18 18-21, F 7 Responses Feb 9, 2013

    Your Response

    Cancel
    I Want To Try Anal Sex With My Gf - Last year I got thoughts of trying anal sex. I asked my gf if she would have anal sex with me and at first she said she'll try and we've been...
    packers2012 packers2012 18-21, M Mar 18, 2012

    Your Response

    Cancel
    Want To Be Pounded In The *** - I would really like to know what it's like to take it in the *** like the women do in ******. When watching **** that is something that always makes...
    TakenbyDan TakenbyDan 41-45, F 4 Responses Feb 2, 2012

    Your Response

    Cancel

    Related Experiences

    I want a sex change more and more and more than I have ever wanted anything else. I would love to be a woman for the rest of my life and it pains me that I can not be a woman right...
    wtbwoman wtbwoman 41-45 3 Responses Mar 24

    Your Response

    Cancel
    Sexy chat with sexy people is totally sexy
    annamaria88 annamaria88 22-25, F 5 Responses Apr 3

    Your Response

    Cancel
    This may be very picky of me, but it irritates me when people try to work up to sexy chat. I get that they're trying to not appear senseless and creepy, but if the only reason you...
    ArguablyLonely ArguablyLonely 18-21, F 6 Responses Apr 2

    Your Response

    Cancel
    I'm married but my wife never want to do anything dnt want to cheat but want some exsitement lookin for woman around my age to message I'm 23 and how a bunch of free time
    parkermalichi parkermalichi 22-25, M Mar 19

    Your Response

    Cancel
    i'v been cross dressing for 8 years now. when i was little if you asked me if i wanted to be a girl i would of said yes. but now being 18 there are a few things that is stopping me...
    voltinfinity voltinfinity 18-21, M 3 Responses Mar 24

    Your Response

    Cancel
    Who wants to JO together hmu
    Bman1981 Bman1981 31-35, M 1 Response Apr 2

    Your Response

    Cancel
    Any women out there that want to have a no strings attached good time via the internet? ;)
    thehoppa1991 thehoppa1991 22-25, M Apr 4

    Your Response

    Cancel
    Hello, I am 16, male, and have a relatively masculine body, am strong (by muscle) but weak (by emotion). Since I was about 6 or 7 years old I would think to myself, especially when...
    WarHammer40000 WarHammer40000 16-17, M 2 Responses Apr 6

    Your Response

    Cancel
    My favorite text of the day
    jarrydvan jarrydvan 18-21, M 1 Response Mar 18

    Your Response

    Cancel
    I am currently looking for a girlfriend and I see girls and instead of feeling like spending my life with them..I just feel sticking my pee pee in them.
    legendofEP legendofEP 18-21, M Mar 20

    Your Response

    Cancel
    im just looking for a fun girl to rock my world XD
    Hemanwar Hemanwar 18-21, M Mar 20

    Your Response

    Cancel
    Im new to this but am willing and eager to learn. Any women feel like a naughty chat
    luvztolik luvztolik 41-45, M Mar 20

    Your Response