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I Had Anal Sex For The First Time

Personal Stories, Advice, and Support 151 People

    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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    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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    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 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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    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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    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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    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 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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    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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    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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    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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    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 7 Responses Jun 11, 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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    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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    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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    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 10 Responses Oct 29, 2010

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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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    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 Apr 12

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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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    .....I cut myself for the first time about 3 weeks ago.... It stung. I remember the night so clearly. I was depressed because I found out my crush had sex with another girl when I...
    WolfGirl31 WolfGirl31 13-15, F 1 Response 3 days ago

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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 6 days ago

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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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    well, it used to happen abnormally often, but I guess the earliest times I remember doing it, while awake, was in kindergarten. I was too afraid to ask the teacher where the...
    seminormalhuman seminormalhuman 18-21, M 1 day ago

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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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    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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    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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    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 Apr 8

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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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    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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    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 days ago

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    My father was orphaned in WWII. Everyone in his family was killed in the London Blitz except an older sister who was safely away at school. She grew up, got married and had four...
    TandSMichael TandSMichael 51-55, M 3 days ago

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    Im expecting my first baby boy. I'm stressing about what size clothes to get him because newborn looks SO small.. Has anyone that had their baby tell me what size they're usually...
    marissaaa12 marissaaa12 13-15, F 3 days ago

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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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    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 slept with a girl i picked up off the street two weeks ago... now my penis feels like there is a piece of glass inside it.. i got tested for clammidia and gonorrhea and it came...
    Strippedaway Strippedaway 26-30, M 1 Response 3 days ago

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    A little while ago, I opened up a package of push pins and a thought came into my mind. Why not just scratch myself with it? I kept scratching and scratching, and on one of the...
    haileybean89 haileybean89 13-15, F 2 Responses 11 hrs ago

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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 Apr 8

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    Been looking into spankings for awhile and didn't know how to get my husband into it, but turns out he knew all about it. So we got out the paddle and it was so great I want it...
    Badgirlfornow Badgirlfornow 26-30, F 19 hrs ago

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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...
    Jess967 Jess967 18-21, M 5 Responses Apr 7

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    I get extremely nervous/lightheaded around blood and needles. Also I haven't been in the best place for about a year and interacting with people without feeling intense anxiety...
    swiloa swiloa 18-21, F 1 Response 2 days ago

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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 Apr 11

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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 a week ago

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    ive been suffering from it for 15 years Its killing me god is there anybody who got cured from it ? most of people say it has no cure ..
    Caity24 Caity24 22-25, M 1 Response 1 day ago

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

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    Ever (yes, really). Cappuccino actually. I desperately needed caffeine. It was good.
    tdguy tdguy 46-50, M 2 Responses Apr 1

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