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I Had Anal Sex For The First Time

Personal Stories, Advice, and Support 151 People

    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...
    deleted deleted 26-30 1 Response Aug 19, 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...
    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...
    64283cid 64283cid 26-30, M 1 Response May 10, 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...
    nighthawkgp nighthawkgp 36-40, M Apr 22, 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...
    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...
    soldier83 soldier83 26-30, M 1 Response Aug 7, 2012

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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...
    john9090 john9090 46-50, M 1 Response Aug 22, 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...
    JoeSkeletor JoeSkeletor 22-25, M 1 Response Aug 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...
    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...
    jimmyL55 jimmyL55 56-60, M Aug 14, 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...
    deleted deleted 26-30 Sep 11, 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...
    HaleyBrooks8 HaleyBrooks8 18-21, F 7 Responses Jun 11, 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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    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...
    Josie06 Josie06 56-60, F 10 Responses Oct 29, 2010

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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...
    TJPJ316 TJPJ316 41-45, M 3 Responses Jan 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...
    bisam10 bisam10 41-45, M 2 Responses Apr 16, 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...
    deleted deleted 26-30 1 Response May 19, 2013

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    Related Experiences

    The first time I had sex was with my best friends older brother one night when I stayed the night over there and she fell asleep. To this day she doesnt know he slept with me on...
    rebelbbygirl rebelbbygirl 18-21, F 1 Response 3 days ago

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    My first time when I was 26 and she was 40. We lived in the same apartments and worked at the same company so we were friends. I was very inexperience so I thought it was her job...
    mlcockrell mlcockrell 36-40, M Mar 16

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    When I got waxed for the first time, I was nervous and worried about how much it would hurt but I was so curious to how it felt, I had to do it. So I called this salon and made an...
    laud23 laud23 31-35, M 1 Response Apr 6

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    Just about to go meet a random man for the first time, I intend to pleasure him orally and enjoy his love juice ;)
    bd693 bd693 18-21, M 1 day ago

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    My first time being fingered was today. It was amazing. Although I am a virgin it did hurt at first but then I got used to it. It was out of nowhere. My boyfriend and I were...
    Dynasty2000 Dynasty2000 13-15, F 4 Responses Mar 19

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    I remember the first time I took LSD . I was seventeen and had been smoking hash for about six months and the LSD era was starting to catch on in a big way. There was four of us...
    omgspinner omgspinner 61-65, M 4 Responses Apr 4

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    The first time I smoked weed was like 5 months ago in November and I did it again on New Year's Eve. I loved it both times. I was just super happy and after I was so hungry I ate...
    penk01 penk01 18-21, F 1 Response Mar 18

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    Jessii. God Damn you. The first time I cut, it was for a friend of mine, her name was Jessii. She told me if I cut once with her, she'd stop Cutting for good. I did it and I...
    KOOLKAT446 KOOLKAT446 13-15, F 1 Response Apr 6

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    It has been a while since I've allowed myself to be receptively vulnerable. Although he was a stranger I felt I could trust him. He did me with his hand and it was so intense the...
    fairine fairine 31-35, F 1 Response 5 hrs ago

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    Last night (or this morning rather), one of my Twitter followers sent me a DM. It was innocent at first, but one thing lead to another. I found out he lived only 20 minutes away...
    acidxxxfire acidxxxfire 18-21, F 2 Responses Mar 30

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    First off I am a girl. When I was 13 and getting ready for my confirmation my mom bought me my first pantyhose. My older sister showed me how to put them on. I wore pantyhose...
    trojan83 trojan83 26-30, F 4 Responses Apr 2

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    I made some dumbass decisions while we were together..So, June last year we broke up for 2 months..i didn't think he'd come back to me so I slept with my best friend.. Anyway, we...
    sophiejade92xo sophiejade92xo 18-21, F 2 Responses Mar 23

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    I am a transgendered person who came out to my wife in 2001 year after 20+ years of marriage (actually, I was originally discovered by my wife in the early 1980's, but I spent a...
    Trisha60ts Trisha60ts 61-65, T 2 Responses Apr 6

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    We had sex in the woods fun day
    Jaymaster1234 Jaymaster1234 13-15, M 1 Response a week ago

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    When I was 8 or 9, I was very gullible and socially awkward. I was friends with this girl called Jade and we were at her grandma's once. And I really had to pee. I felt like I...
    TDMW1 TDMW1 22-25, F 5 Responses Mar 18

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    I went on a date with a guy who drove a lifted truck and after a couple drinks I fell face first onto the asphalt when he dropped me off hahahaha!! We went out one more time after...
    Clumsy25 Clumsy25 22-25, F Mar 21

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    Is a sexual marriage sexual abuse and grounds for divorce
    Mamta123 Mamta123 41-45, F 2 Responses Mar 22

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    April 5, 2014 I went to the mall by myself to go shopping. I went to Macy's and some other stores. After I got something to eat I was thinking. Should I go in the girl store or not...
    Sarahismygirlname Sarahismygirlname 13-15, T 2 Responses Apr 6

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    True story. I was raised in strict Catholic household. The only talk about the birds and the bees I ever received from my mother was the usual, "act like a lady" comment before I...
    lightblueeyes lightblueeyes 46-50, F 2 Responses Mar 18

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    Accidentally a boy saw me naked... I most of time prefer to stay naked or with bikini... That day I was naked... I went to take bath..I didn't know that my new young male servant...
    ineedmaletochataboutsex ineedmaletochataboutsex 26-30, F 13 Responses Mar 20

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    I was with my dog T and my step bro E. We both were spending the night at Ts house. They've both gotten drunk before but I haven't. T had a friend pick up a bunch of beer and a...
    Anonymous13brah Anonymous13brah 16-17, M 1 Response Mar 23

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    And to make it worse, I haven't had sex in about 4 years. I am not an ugly guy (no Johnny Depp either), I am a schoolteacher , 35 yrs old and I live in a nice apartment. Guess I...
    NobodyGotTimeForThat NobodyGotTimeForThat 31-35, M Mar 16

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    Girls can be ******** to guys too, it's not always the innocent girl in the relationship getting hurt- guys get hurt all the time but they're not allowed to show it, so i will in...
    Gerald6 Gerald6 18-21, M Mar 23

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    My date lied about his height. He turned out to be considerably shorter than what he had told me. His eyes reached my neck. I like men that are taller than me. That's not my...
    xMissTix xMissTix 26-30, F 3 Responses Mar 26

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    My wife does a lot of teasing and denial but I have not got any for a long time
    bendoverman75 bendoverman75 36-40, M 1 Response Mar 28

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    My arms throbbing with pain after being hit on the arm with a plank of wood. The woman continues to scream. Continues to shout. Continues to remind me why everything is my fault...
    revolucion revolucion 22-25, M Mar 19

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    It was a weekend fishing trip to Queens Charlotte Sounds in Marlborough. It must of been about 1969 or 70. My sister was courting an English boyfriend who looked and talked like...
    lafsnack lafsnack 51-55, M 1 Response Mar 21

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    I try my best to enjoy every moment of it, I can't help but dread the day when it all falls apart though...but I'm going to try to make sure it doesn't. This time I will actually...
    kaykayy003 kaykayy003 13-15, F 4 Responses a week ago

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    Im 5ft 3in tall and used to be around 89 lbs. My gf noticed how thin I was. I decided I was gonna gain weight for her and she liked the idea. Now I'm 101 and the same height and...
    justaguygettingbig justaguygettingbig 13-15, M 1 Response Mar 18

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    I think the Mach1 was a good step forward in the Mustang development,    but after that they just seemed to go to the wall.   Who has a Mustang story to tell.
    lafsnack lafsnack 51-55, M 1 Response Mar 21

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    I have recently started cross dressing in what ever clothes I can get from my sisters cupboard, but I though it looked stupid when my pubes were sticking out of these tiny pink...
    Peatrie2000 Peatrie2000 18-21, M 5 Responses Apr 7

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    6 months, 377 applications sent, 18 weeks of unemployment, 3 in-person interviews and 1 lump sum severance check later, I, Jai Ferrell, a 10-year entertainment marketing...
    jaiferrell jaiferrell 26-30, F 1 Response 4 days ago

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    I started out spraining my right ankle 10 years ago when i was 20,started walking on it too soon and developed a heel spur in my right foot,than i got one in my left foot,have...
    sharkstar sharkstar 26-30, M 2 days ago

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    I froze on stage as the towel dropped, ran off stage and was sick
    Pinksissyboy Pinksissyboy 18-21, M 12 hrs ago

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    Lost my v card today... The most amazing pain ever
    bighamcharmaine64 bighamcharmaine64 13-15, F Mar 28