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  1. #1

    First time anal stories ( giving or getting )

    Ok I would like to ask all you sexz guys and gals to relate your first time anal story.. ( same sex )🤪😜
    was it with a relative friend rape incest?? What were you thinking in the moments before?? What were you thinking as you entered or got entered.. how did it feel at first, then a few minutes later?? How did it end?? How did you feel about it after?? Did it change you?? Your feelings??
    So ready set go let the games begin🧐😏😋

  2. #2

  3. #3

    Re: First time anal stories ( giving or getting )

    Very short version--I was with this one guy--we had met down on an island way down in the Caribbean.

    We had been skinny dipping together---in the surf line along a nice beach.

    We were "rough housing" and he had pulled a joke on me---acted like he had disappeared but he came from behind me, grabbed me by an ankle--pulled me off my feet and he got me from behind in a big tight bear hug----he was a bigger stronger guy than me--I am pretty well built and muscular but he was much stronger than I.

    The last thing I had expected--I had done some cock sucking before that--had thought of what it might be like to get fucked---fantasized about it--well--he had me in this bear hug--his hands around my chest--they felt good---he started rubbing my chest---I was liking it and with that--more and more he was hugging me, running his hands over me--nibbled on my neck---I was melting---he started working his one hand towards my cock and was "accidently" lighting touching it--it got hard and before long--he had a hand on it--started stroking--and with that--felt his cock get rock hard--it was nesting in my ass crack--felt the tip hit my rosebud--that was like a shot of electricity--well from that--things went black sort of---he turned me around--pulled me to him--gave me a big kiss and his cock was at my hole--and very quickly--felt it entering me---kind of hurt at first--and for the first time having a cock inside--I opened to it and relaxed and before long--it felt great---and then--it was off to the races--he was full bore fucking me---felt his body tense and felt him shoot his load inside--man I was really loving it--and we fucked all that night and did many more times over the course of about two weeks---good lord he could fuck--a hot Puerto Rican with an nice thick uncut cock!

    I was a newbie to being fucked--but my god I took to it and loved every minute of his fucking....

  4. #4

    Re: First time anal stories ( giving or getting )

    Congrats. Your story is incredibly hot.
    -- Scratchy or 'The Scratch Man'

  5. #5

    Re: First time anal stories ( giving or getting )

    Me & Another Guy Where In My Bedroom We Gave Each Other Blow Jobs, Hand Jobs, & Fucked Each Other. He Cummed Inside Me, & I Asked Him Too Continue, Because I Loved It When He Cummed Inside Me It Felt So Great. I Choked On His Cock, But It Tasted Great So It Was Worth Choking On. He Had A Hard Time Penetrating Me At First, So We Tried Different Sex Positions Until We Got To Doggie Style (My Favorite Position) & He Was Finally Able To Penetrate Me.

  6. #6

    Re: First time anal stories ( giving or getting )

    My first time with a guy was amazing. I had played with toys for a long time and always fantasized about the real thing. Then I got married and nothing happened for years, until after my divorce. I started lookin around on CL and ended up chatting with a guy for a while and finally met in person. He was nice and didn’t seem like a weirdo so I decided to go back to his place. He had sent pics and looked big, but when we got naked I was pleasantly surprised at what I saw. Much bigger than expected, just holding something that big had me shaking with excitement. I wasted no time putting him in my mouth and getting him rock hard before getting a condom and lubing him up. I laid face down on the bed and let him take me. I had used big toys before but it has been a while since anything had been inside me. It hurt a little bit he took it slow until I was ready and told him to start fucking me. He lasted what seemed like forever! We went from behind, I rode him, he put my legs on his shoulders and pounded me, I came with him in my ass and then he came soon after. I was in love with anal! I was sore the next day but it felt awesome! We hooked up a few times after that before I moved away. Man I miss that cock!

  7. #7

    Re: First time anal stories ( giving or getting )

    Quote Originally Posted by Scvcurious View Post
    We went from behind, I rode him, he put my legs on his shoulders and pounded me, I came with him in my ass and then he came soon after. I was in love with anal! I was sore the next day but it felt awesome! We hooked up a few times after that before I moved away. Man I miss that cock!
    That is the danger about getting and liking cock---we come to love it and miss it when we don't get it!! Great share!

  8. #8

    Re: First time anal stories ( giving or getting )

    I first discovered anal with a friend. A bunch of guys used to meet to do homework. We'd all do one subject, share the homework with others, and have more time to watch super-eight porn and look at his dads Screw magazines and other dirty mags. We all had girlfriends and loved pussy, but we were so horny all the time (being 14 to 16 years old), we also enjoyed guy sex...It was long before I discovered you could be bisexual and it was "at thing and it's okay !!!

    One day everyone but me and Mike left. He suggested we try sucking one another's cocks. We found ourselves enjoying it. He said "we could play in his parents bedroom" as it was more comfortable than his basement..we got in bed and he took his moms toys out of her nightstand and lubed himself up and showed me how he fucked his ass with a dildo and offered to do mine...eventually it went from dildo's to cocks... we 69'ed while fucking one another's asses with toys. Eventually we played with fucking one another...he had a pretty hefty cut Italian cock, but with time, lube and patience I learned to enjoy it....even today, initially anal sex is a little painful.

    Once I learn to relax and push out (like I wanna take a dump) it relaxes all the muscles and the external and internal sphincters and I enjoy getting fucked...the right partner can hit my prostate and I drip loads of cum and pre-cum as I am fucked....I've been fucked with a strap-on by a few girlfriends, sex partners and even the wife when she's in the mood....love it !
    Last edited by NjbiGuy01; Aug 4, 2018 at 11:03 AM.

  9. #9

    Re: First time anal stories ( giving or getting )

    Quote Originally Posted by NjbiGuy01 View Post
    I first discovered anal with a friend. A bunch of guys used to meet to do homework. We'd all do one subject, share the homework with others, and have more time to watch super-eight porn and look at his dads Screw magazines and other dirty mags. We all had girlfriends and loved pussy, but we were so horny all the time (being 14 to 16 years old), we also enjoyed guy sex...It was long before I discovered you could be bisexual and it was "at thing and it's okay !!!

    One day everyone but me and Mike left. He suggested we try sucking one another's cocks. We found ourselves enjoying it. He said "we could play in his parents bedroom" as it was more comfortable than his basement..we got in bed and he took his moms toys out of her nightstand and lubed himself up and showed me how he fucked his ass with a dildo and offered to do mine...eventually it went from dildo's to cocks... we 69'ed while fucking one another's asses with toys. Eventually we played with fucking one another...he had a pretty hefty cut Italian cock, but with time, lube and patience I learned to enjoy it....even today, initially anal sex is a little painful.

    Once I learn to relax and push out (like I wanna take a dump) it relaxes all the muscles and the external and internal sphincters and I enjoy getting fucked...the right partner can hit my prostate and I drip loads of cum and pre-cum as I am fucked....I've been fucked with a strap-on by a few girlfriends, sex partners and even the wife when she's in the mood....love it !
    That's fucked up that he used his own mother's dildos. The majority of Italians are not cut/mutilated.

  10. #10

    Re: First time anal stories ( giving or getting )

    First time he was fairly large, length and width. He knew before he came over it was my first time and I made him no promises that I would go through with it mainly because the size scared me. Once I began sucking him off and he got hard I couldn't resist the urge to, at least try. He was very gentle and slow. It was painful at first but the euphoria of finally trying this overtook any feeling of pain. Once he was all the way in the feeling was amazing. he began to pump slowly but I wanted to get fucked hard, which he did, He was able to last a long time so we were able to switch around to different positions. Once he finished we layed there and spoke about how amazing that felt and how happy I was I finally tried it. I still wanted more so I began sucking him off again. Once he was hard and was about to enter I pushed against him wanting it in me bad. At that moment I felt a little pain again and backed off and just let him go slow. But, once he was all the way in I was ready to be fucked hard again!!!

  11. #11

    Re: First time anal stories ( giving or getting )

    Quote Originally Posted by pole_smoker View Post
    That's fucked up that he used his own mother's dildos. The majority of Italians are not cut/mutilated.
    welcome back pole_smoker

  12. #12

    Re: First time anal stories ( giving or getting )

    I had posted some cock pics on a site called squirt, a young gay guy messaged me and asked if I would like to fuck his tight ass. At that time I had fantasized about fucking a transgender but not a guy. I was really horney at the time and replied yes I would like to fuck his tight ass.
    We met at a public place near my house and he followed me home. We sucked 69 for awhile and he wanted me to fuck him. Laying on his back with his legs up I worked my cock inside him and gave him a good fuck! I came and he asked me to stay inside him while he jacked off and came. It was very hot to watch him cum with my cock in his ass!
    He was the first of many!

  13. #13

    Re: First time anal stories ( giving or getting )

    I've told this story before in the forum but what the hell...

    I had placed an ad on Craigs List for a first time experience; oral with the possibility of anal if things worked out. Boy did they.
    I had been playing with toys for years and had tried to be with a few guys but it never worked out.
    I met a guy that answered my ad at a burger joint near my apartment and immediately trusted him. I am big on gut feelings. We agreed to go forward and he followed me to my apartment.
    We undressed and went to my bedroom I started sucking his cock. After a few minutes, he confessed that he had difficulty cumming from just oral and asked if he could fuck me.
    I said yes. I put a condom on his cock and lube him up and turned over reminding him I had never done this before. He said he would go easy on me and pushed his cock into my ass. It was everything I had imagined. I love it from the start. Having a real cock inside you is so much better that any of the toys I had played with by myself. He fucked me missionary and doggie style, turning me over and over again. After a while he stopped and I looked back at him to see what was wrong. He showed me the torn condom. I was so horny I told him to just please don't stop. He put his cock back inside me and went back to it. (Somehow I knew it would be OK and it turns out I was right)
    He fucked me for over twenty minutes before he exploded inside me. I am not sure how to explain it, but while I didn't cum, I had what I can best explain as an ass orgasm. It was so intense it was amazing. He pulled out and I licked him clean getting the last little drop of cum from his cock with the tip of my tongue. Oh my god it was amazing. He and I met one more time and he disappeared. It was just as good the second time.
    I really wish I could find him again. He is still my only anal experience.

  14. #14

    Re: First time anal stories ( giving or getting )

    I was 14 when a school friend with a beautiful 8.5" uncut cock penetrated my virgin ass!! It was amazing feeling his cock slide in and out of my ass and massaging my prostrate!! When he unloaded in me, I unloaded also!!! Been years since I have had an orgasm like that!!

    The first time I gave anal was to my girl friend when I was 17!!! She liked it in the ass as much as she did in her pussy!!!
    Last edited by ChiefH; Aug 27, 2018 at 6:55 AM.

  15. #15

    Re: First time anal stories ( giving or getting )

    We were around the same age he asked me to have sex with him and I said yes we started making out, we gave each other hand jobs, and every sucked each others cocks I choked on his cock but enjoyed it then we fucked each other I fucked him first then he fucked me after he cummed inside me I wanted him to continue but he said no and pulled it out. The anal sex was my favorite part.

  16. #16

    Re: First time anal stories ( giving or getting )

    A couple of years ago I was on a Yahoo Group. A group play party was planned in Austin so I attended. I walked in the door and there were about 20 men walking around the house and all were naked. I went to the room where everyone had left their clothes and took all of mine off. and joined the party. All of us were walking around and sucking different cocks. I was on my back on a bed with one of the guys riding my face when another guy started sucking me. After awhile I got up to get a drink and was leaning against a wall when 4 guys got on their knees in front of me and began sucking me off. the party continued on for a couple of hours. I had always wanted to get fucked in the ass and I found a guy that had about what I thought was the right size so that I wouldn't have to feel much pain. I walked up and told jhim that I had never had anal and that I wanted him to bust my cherry so to speak. I crawled up on a bed and got into the doggie position. He lubed up and gently put it in. After fucking me for a while we had drawn a crowd of a couple of the guys. He came in my ass and then got off. Next thing I know another climbed on and started fucking me. And then another and then another. I ended up taking 5 guys in my ass. I really lost my but cherry that evening.

  17. #17

    Re: First time anal stories ( giving or getting )

    My first time trying anal was a bust it was my 14 year old friend i was 13 I would suck him off one day he said turn around lay on the bed I did he put vasaline on my ass and tired putting his 11 inch cock in me> I screamed it hurt made him take it out. When iI was 60 I meet a 19 year old boy at a a park we went into the woods I was sucking his 5 inch cock with low hanging balls they hung 6 inches he said I want to fuck u I said ok I got up bend over he had lube lubed my ass and his cock he slid his cock into me no pain it felt great he fucked me for 20 min but didnt cum. 2 days latter i had a mexican fuck me in the shower he came in my ass it was great. I know why my wife liked it in the ass. try get fucked when ever I can. Only regret was the the first guy was so big and it hurt I missed all those yers of geting fucked

  18. #18

    Re: First time anal stories ( giving or getting )

    Hot story! I?m guessing that Yahoo group is around anymore.

 

 

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