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I Had Anal Sex For The First Time

Personal Stories, Advice, and Support 158 People

    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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    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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    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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    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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    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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    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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    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 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 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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    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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    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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    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 11 Responses Oct 29, 2010

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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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    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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    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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    Yip at my age I experienced a first with my

    partner at her request and we both had the most incredible *******. It's not going to be our last time....
    Ronald4u Ronald4u 56-60, M Aug 12

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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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    I am 20, almost 21 and had sex for the first time with hopefully my first an last girlfriend! I love her more than words can describe. I make sure she know that every day with...
    Corefarian Corefarian 18-21, M 1 Response Aug 13

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    I started dating my bf at 17, we were together til I was 33. I have no idea what it's like to be single. Dating is weird and all I really want is sex. This is the first time I've...
    mlm80 mlm80 31-35, F 3 Responses Aug 6

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    My first time wearing pantyhose, was also the first time I got caught. Luckily, I was caught by my sister, as they were her hose I was wearing. I was 13 years old and had just put...
    pantyhoseguy7572 pantyhoseguy7572 41-45, M 4 Responses Aug 2

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    Ok some of you may not know this but you can actually get high off of Dry cough Robotussun (also simalar brands). Well the first time i got high is when me and my older brother...
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    I was 10, and woke up with an erection. Not for the first time, but this was the first time I started playing with it. I kept going until I shot all over my hand and tummy.
    raker71 raker71 41-45, M 2 Responses Jul 31

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    I cut for the first time today. I feel like I will get addicted to it and I am scared people will ask questions about the scars. And I don't want to worry anyone, but I really need...
    ItsGoingToBeOkay7 ItsGoingToBeOkay7 13-15, F 3 Responses Jul 30

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    Today was a very special day for me- I saw my father for the first time in my whole life! And I didn't just saw him, no, we talked and I loved it! We also made paternity test to...
    kallupallu kallupallu 16-17, M Aug 12

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    I kissed the love of my life for the first time!! Omg! It was the greatest thing that ever happened in my life. Honestly, she has the best lips ever! Her warmth loving kiss just...
    Jaiyy76 Jaiyy76 18-21, F 1 day ago

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    I have been dating for over a year with my lovely... He is coming September 27th to visit me... I'm beyond scared & nervous! i don't even know what to do.. lol I love him so much...
    kaylalovesmikey kaylalovesmikey 16-17, F 1 Response 5 hrs ago

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    I loved a Guy I Was secretly seeing.I made a mistake by sleeping with his bestfriend And not telling him sooner.he saw me today.I thought he had calmed down but I Was wrong.at...
    itsalwayspink itsalwayspink 22-25, F 2 Responses Aug 16

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    I was a sophomore in high school, (Yea, I know pretty young), and I was in a relationship with two senior guys. I met a guy named "V" in my new school. I was pretty shy & he always...
    luvabl3 luvabl3 18-21, F Aug 17

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    But the problem is it was with my brother, I know that sounds really wrong but here's the story, he's straight and last night he came home and told me his girlfriend broke up with...
    LewisQuintonXxx LewisQuintonXxx 13-15, M 2 Responses Aug 8

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    My first experience with thong bikini happened unexpectedly. I was planning summer vacations with my sister and this time we decided to visit Spain (oh, it's wonderful!!!) I've...
    Alishakiss Alishakiss 22-25, F 2 Responses Jul 29

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    i got drunk very recently when i was out with my friends ..... we got drunk and i accidentally had sex with a random guy ..... but i still loved it
    akanksha89 akanksha89 16-17, F 4 days ago

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    I was 8 and we were in a summer camp with all of my class mates. I slept in a room with two others girls. The bathroom was maybe 300 metres away on a hill. At night I woked up...
    malacka92 malacka92 22-25, F 5 Responses 6 days ago

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    It started when I was around 12 I had a friend that was a girl and we were playin truth or dare and she dared me to wear one of my sisters thongs for a few days and I did I love...
    Pantyhoseboy1 Pantyhoseboy1 18-21, M 3 Responses Jul 31

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    This was about a month ago, but I've always wanted to write about it and share it anonymously. It was just another day of CNA class at a skilled nursing facility. Our instructor...
    lovelyyouth lovelyyouth 16-17, F 5 days ago

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    I think it all started with moms pantyhose. Had them stashed in my room. I'm sure she knew. Nothing was ever said. To this day I wear them whenever I can.
    dazzlinglegs dazzlinglegs 36-40, M Jul 31

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    Am in a high patch at the moment. Just left my fiancé. Going insane!! Cannot sleep for lack of sex!!!!!
    deklan deklan 31-35, M Aug 10

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    I was hanging out with this girl by the beach and we smoked weed together. I got really high but I also didn't know how to find my way back home, So, I had to call my uncle to pick...
    ElZombie ElZombie 13-15, F Aug 11

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    I have two older sisters and they both wore pantyhose and I always thought how nice they looked, one day my sister left to go shopping with a friend my mom and dad were gone and...
    pmgurl pmgurl 51-55 4 Responses Aug 13

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    Laurenazrj90 Laurenazrj90 31-35, M 1 Response Aug 16

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    for some reason I find them so endearing and sweet. I tend to be drawn the most ( at least usually) to the quiet, shy ones. Especially if they are actually really attractive and...
    ajrestless ajrestless 18-21, F a week ago

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    for some reason I find them so endearing and sweet. I tend to be drawn the most ( at least usually) to the quiet, shy ones. Especially if they are actually really attractive and...
    ajrestless ajrestless 18-21, F 4 Responses a week ago

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    I was 6. Yes, you read that right, 6. But well, it was on accident. We were on a holiday in Spain and my mom ordered this drink with a lot of alcohol in it. It looked really...
    perksofbeingamermaid perksofbeingamermaid 13-15, F Jul 30

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    Was worried at first but it actually isnt as hard as i thought it would be.
    Droy7 Droy7 13-15, M Aug 9

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    I remember the first day i met him! <3
    deleted deleted 26-30 1 Response Aug 10

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    There's always a first for everything. I love to see things more than once but, we all know seeing things over and over is boring.
    HayellsDorion HayellsDorion 13-15, F 1 day ago

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