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  1. #31

    Re: First anal experience

    I have never pesonally experienced anal and have always wanted to try. The only thing is I have been warned by my cousin to make sure I trust the first person who did or else it will hurt like hell. That kind of scared me...but yea I still hoping to find someone.

  2. #32

    Re: First anal experience

    I tried anal when I was 14 with my friend, but the only lube we used with my spit from sucking his cock first. He only managed to get the tip poking in and it hurt too much to continue.

    I was always curious but afraid to try it. it wasn't until years later that my girlfriend watched me masterbating that she observed that I would rub and poke my anus with a finger. This excited her and she wanted to go further and asked me if I had done it yet, or if I used toys etc.

    Some time later she had my hands tied to the bed and was giving me head when she suddenlypushed my legs up and started rimming me, the feeling was amazing, then she began fingering me while giving me oral, and finally she took out a viberator and slid it into my ass, I was in heaven to say the least and nearly blacked out from pleasure.

    Since then we have used strapons, and she especially likes it when I have a plug in my ass when I have sex with her, as I am harder and thicker and more intense when I cum.

    I had my first real anal expereince with a man a year later with a friend of ours. It was so much more intense then any toy, both emotionally and physically. And even though i was sore for a week after, it was a nice warm soreness.

  3. #33

    Re: First anal experience

    Quote Originally Posted by JayGreen99 View Post
    I recently stopped by an adult store and browsed the dildo section until I found one that was "lifelike" and about 8". I didn't want a giant one, but didn't want something too small. I bought it, and got some KY jelly as well.
    I did the same a few weeks ago. It was bit painfull at first, but i took it slowly and with lots of lube, I managed to ease the full 8" into my ass. After a few stokes up and down I was shooting across the room. Cant wait to do it again and one day maybe the real thing!

  4. #34

    Re: First anal experience

    my first anal was with a really hung guy. It went really smooth a bit of discomfort at first but after he was fully in....GAME ON!

    Just relax exhale deeply and go for it

  5. #35

    Re: First anal experience

    Quote Originally Posted by swans View Post
    Until quite recently I was never that interested in anal sex. I was, and still am, more into oral sex. Although I have sometimes fucked my two bi playmates in the ass, I had never been keen on them doing it to me.
    I would let them take turns to rub their big nobs against my firm round bottom after it was soaked in massage oil and have them slide their smooth pricks up and down between my wet buttocks but that's as far as it went. But that was to change forever two weeks ago.
    We met, as we usually do, at a convenient hotel and after getting rather drunk in the bar, as we always do before one of our sessions, the three of us were soon ready for another night of fun. We each took a shower, watched some porn on a laptop and, as the film continued playing, we began.
    Cock sucking, ball licking, rimming each other. We were all feeling very horny and desperate to ejaculate. That's when it happened. I was 69ing with one of my pals whilst the other rubbed and slid his lovely big nob between my buttocks. He, as he often did before, stopped and rested his nob against my anus and began to push a little. It felt wonderful but this time it felt "right". I heard myself gasp " Fuck me!" I really wanted to feel his long pointing prick enter me. "Please fuck me in the ass now!" I begged. And as I continued to 69 my friend below I had my very first anal and it was FANTASTIC. I even felt his hot cum fill my ass. And as his spunk flooded me I came too deep inside a warm wet mouth.
    I loved it and cannot wait to do it again.
    Loved that story - count me in

  6. #36

    Re: First anal experience

    I'm seem to enjoy oral better and only have had three anal experiences:

    I topped once and it was great. We were both young, never had a girl, and he lost the bet...lol. It went in without a problem even though we didn't have lube. I only got two strokes in because cumming wasn't part of the deal. Never did tell him I was shooting as soon as I entered

    My two times a bottom weren't very good and first pretty bad. I really thought since it went in so easy for me this guy wouldn't have an issue. I was wrong and size does matters. He got frustrated and just drove it home. After some conflicting take it out versus it will be ok yelling I just tried to suck it up. He was an experienced guy and it seemed to take an eternity. I did like the ending he got like a board and just kept pushing forward. I could feel him pulsating and it was sort of neat know he was cumming in me.

  7. #37

    Re: First anal experience

    my first time I was 12. My best friend and I did each other. have not done it since I got 17. but would like to try it again.

  8. #38

    Re: First anal experience

    You have no idea of the semi I'm nursing right now .
    SexualityLifeHealingSunlightNatureMagicSerenitySpirit

  9. #39

    Re: First anal experience

    When I was in my early 20's I had just started exploring my bisexual side. There was an older man (sound familiar?) and he soon became my boyfriend of sorts. I had never done much of anything but he was great at opening up to new experiences. The first time I kissed another man was with him, at first I was a bit nervous, had to have a shot of vodka b4 we started. But once I let myself go it was truly remarkable. He would rim me and gently finger me on occasion but my role was always as a top. That would continue with my other encounters through the years. A few years ago I really started craving the bottom experience. I purchased a dildo and would try to experiment and practice. Being kinda selective in whom I sleep with as well as discreet etc. I didn't have a chance to try the bottom role until this summer. Almost everyone I met preferred to bottom so that in itself was a hurdle. My first experience was okay. He had a huge cock, was very handsome too. I loved the taste of his cock and knew it would never fit but we tried anyway. He was very gentle, patient and surprisingly enough I did get about 1/2 of it in. An earlier post made reference to the "filled" feeling. It was what made that experience difficult because even thought I knew I was clean I still felt as if I had to evacuate. Very uncomfortable feeling. I had also practice cleansing myself b4 encounters. Anyway I met a really great guy on here,"excitable" is his ad.. We got together later in the summer. He is an amatuer masseuse as well. He has a wonderful body and very attractive. Warm full body oil massage totally relaxed me. He rolled me over on my knees face down and just recalling his oiled hands between my legs gets me hard. He too was patient with a nice sized cock, once in he began slowly rocking back and forth, in and out, it was the feeling of being fucked that I had so long desired. Reaching back between my legs and cupping his heavy balls with my hand, feeling them slapping against my ass, was divine. I am still looking for a regular lover that can make me feel like he did. The best part is that in all these years my wife still doesn't know but appreciate how happy I am after a great m2m session. Anyone in Cincy interested?

  10. #40

    Re: First anal experience

    My first anal experience was from my best friend/ex-fiance who is VERY well hung. The only lube we used was a bit of spit. He poked the head in, which didn't hurt at all and then shoved the rest of himself in. It felt amazing to me, but some people say it should hurt a lot. I didn't feel any uncomfortable pain, though.

    The only advise I can give is to pick someone you trust for the first time, at least then you know that they will watch out for you.

  11. #41

    Re: First anal experience

    When I was about 15, I was walking along the park, there was a guy started to say "hi" and the conversation with me. After that He drove me around the city and he touched my fingers and hand .... my cock bulged up .... he rubbed my pants too...
    After that He took me into the bush ... started to suck my cock ... I felt so good. He licked my ass so well ... started to put his penis into my ass ... and fucked me so hard and so thrilled. He cummed all over my back.
    He tried to call me several times after that .... I told him It was a wrong number.

  12. #42

    Re: First anal experience

    my only anal experience, other than my finger in my ass when I j/o, was when my wife took her dildo & fucked me in the ass. It hurt, but I wanted to do it again.

  13. #43

    Re: First anal experience

    still looking for my first but in the meantime I am practicing with a large plug.

  14. #44

    Re: First anal experience

    Sorry if this sounds ignorant, but I'd like to know, if a guy is receiving anal sex, does he or his partner usually masturbate his penis as well, or do most people just focus on the anal sensations. Also does the guy receiving it usually put on a condom or not? I expect the answer is just "there are no rules," but I just wondered what was most usual.

  15. #45
    berryhard
    Guest

    Re: First anal experience

    same thing here. found one with a suction cup on it and mouned it to simulate straddleing a guys 9" hard cock. was only a bit uncumfortable as i mounted it and as i worked it deeper and i begane to ride the cock my cock got bigger and harder then ever, was actually way throbbing and dripping pre-cum more then ever. As i took the cock deep into my ass and rode up to have the big cock head pretty much exit my as then drop down on it quickly as it slid past my tight anus and deep inot my ass i stroked my cock, i very quicky came very hard and more cum shot out of my balls then ever as my ahleo ass contracted on the big "cock". the feeling of having my ass full with cumming was so incredible i "fucked" my self several times a day fo several days in a row. I actually fucked my self silly ;-) i have never had real cock and know i would love it. I thing i would have to set a lot of time aside as i would want it over and over again....





    Quote Originally Posted by JayGreen99 View Post
    I recently stopped by an adult store and browsed the dildo section until I found one that was "lifelike" and about 8". I didn't want a giant one, but didn't want something too small. I bought it, and got some KY jelly as well.

    Once home I spent a few hours viewing some bi-porn, and was very hard & way past the point where I needed release. I moved to the bedroom, and lay on my side on the bed. I applied some of the lube to my opening, and lubed the dildo. Starting slowly I placed the dildo at my anus and applied some pressure. Slowly the head popped in and there was some pain. My erection subsided but I waited or my anus to relax. As things calmed down, I recalled reading that you should push out when your trying to accomodate the cock. I tried that, and was able to slide the dildo into myself. Within a few strokes I was able to take the entire length. The feeling was intense, and I was hard as a rock. As I slid the cock in and out, my cock was surging and pre-cum was leaking from me like crazy. I wasn't even stroking myself when I drove the dildo deeply into myself and I just came. The cum flew from me as the intense contractions swept over me. As I came, the contractions squeezed the dildo, and I could feel it strongly. I can only imagine how amazing it must be to enjoy this with a real penis.

    Anybody else have such a strong reaction to being penetrated?

  16. #46

    Re: First anal experience

    I liked what I read and think with the right person I'd really like to try, I was very aroused readind almost all of the posts.

  17. #47

    Re: First anal experience

    My first time, i was about 20. I always wonderd how it would feel, I knew I liked a finger or 2 in my ass, so one night I went and found a smaller dildo, and went home and tried it. I loved it...so after that, I went and got another, this onr was a bit bigger. Wow! even better. I knew my gf loved anal, so one night I asked her how it was and if shed do me. She was all over that, little did she know, i had already used that dildo on myself. She loved to please me also. Now, that im a bit older, and have a "few" toys, I still like to use them on myself. I know its not like the real thing, but I know there safe, and they stay hard forever. What can I say, I guess i'm hooked on them, and can get off sometimes without even touching myself.

  18. #48

    Re: First anal experience

    ...its posts like this that makes a valid reason for some kind of archive; of course, that is time, money, personnel to maintain it, so...;

    for those that are newbies at this, here are a couple of suggestions;

    1) practice on yourself first; many useful dildos out there, pick what looks the most interesting, start smaller and work up to the larger, just make sure it has a wide base and something to hold onto; in a previous life, i worked in the healthcare industry, a big part of the time in the ER and you would not believe the things people lose up there!
    2) stay away from things like with glass, sharp objects, things not otherwise designed to go up your nether area; for the same reason as stated above, major damage is life-long lasting;
    3) if you got a buddy/bf/gf/spouse that is willing, have them help out; refer to #1 for first timers;
    4) when doing it, you be in control the first few times; better to control the actions to your preference;
    5) and remember, RELAX AND UTILIZE A LOT OF LUBRICANT!

    if you have read my posts before, anyone knows that i speak from experience; for the record, i have had more dildos (thanks to my gf/s for that! ) than dicks up there, and allow the latter only if the buddy/bf is reciepient as well!

    good luck and enjoy!
    get in! sit down! hold on! and shut up!

  19. #49

    Re: First anal experience

    Quote Originally Posted by Orlando098 View Post
    Sorry if this sounds ignorant,
    no questions are from ignorance, just an honest desire to learn!

    but I'd like to know, if a guy is receiving anal sex, does he or his partner usually masturbate his penis as well,
    both can do it, as it intensifies the experience! but not a necessity..

    or do most people just focus on the anal sensations.
    believe me, the intensity is mind-blasting you wont have any problem focusing on the sensation, especially with the right partner!


    Also does the guy receiving it usually put on a condom or not?
    depends on whether you care where you shoot your load!

    I expect the answer is just "there are no rules,"
    pretty much, with some areas of consideration; see my other reply to this same post!

    but I just wondered what was most usual.
    hope this helps!
    get in! sit down! hold on! and shut up!

  20. #50

    Re: First anal experience

    Quote Originally Posted by cannibal4 View Post
    Who would have thought, I had my first anal experience with a guy I get together with once or twice a week. I always wanted to try it but was affraid it was too painful. Well, we tried it! other than a few rough spots getting started, and learning to relax, I enjoyed the hell out of it! He pumped my ass for about 45 minutes, I could have cum three or four times if I had let myself. I want more! I never thought it would be so enjoyable and feel soo good. We are getting to gether again Thursday and gonna do it again. Oh by the way, we had a friend join us today so it was a threesome, only my friend did my ass but I had a mouth full of cock while I was getting fucked. Too Wild!!! I want more!
    Just thought I'd share this..
    Well Mine was painfull i cried ya i know but he was like pushing 11inchs and i didnt know some guys could even get that big and i didnt think it would hurt but fuck it hurt like a bitch
    [/SIGPIC]When He Was Good He Was Very Good , When He Was Bad He Was Horrid

  21. #51

    Re: First anal experience

    Quote Originally Posted by berryhard View Post
    same thing here. found one with a suction cup on it and mouned it to simulate straddleing a guys 9" hard cock. was only a bit uncumfortable as i mounted it and as i worked it deeper and i begane to ride the cock my cock got bigger and harder then ever, was actually way throbbing and dripping pre-cum more then ever. As i took the cock deep into my ass and rode up to have the big cock head pretty much exit my as then drop down on it quickly as it slid past my tight anus and deep inot my ass i stroked my cock, i very quicky came very hard and more cum shot out of my balls then ever as my ahleo ass contracted on the big "cock". the feeling of having my ass full with cumming was so incredible i "fucked" my self several times a day fo several days in a row. I actually fucked my self silly ;-) i have never had real cock and know i would love it. I thing i would have to set a lot of time aside as i would want it over and over again....
    Haha i know that ones called the lick-N-stick
    [/SIGPIC]When He Was Good He Was Very Good , When He Was Bad He Was Horrid

  22. #52

    Re: First anal experience

    I have had four guys fuck my ass. The first was when I was 19 he was about 45. I was on my side and he was spooning me. He started to fuck my ass cheeks. The all of a sudden his tip of his penis was in me. He then kept pumping. His cock was in just about two inches. Really just the head. It felt wonderful. He then came. I rolled onto my back and he jacked me off.
    Next was a guy when I was 50. His cock was very thick. Like a coke can. He went in after much lube and finger play, but it hurt just too much so he stopped. The last two were 7" and avg. They both felt painful at first but then after a few seconds I became relaxed and it proved to be wonderful. Always with a condom except the first time when I was a dumb ass.

  23. #53

    Re: First anal experience

    You're VERY LUCK!!!!!

  24. #54

    Re: First anal experience

    Thanks Citystyleguy, yes that was helpful I expect it is very enjoyable with the right person and if you have practised enough on your own

  25. #55

    Re: First anal experience

    My first anal experience was rather recent taking place just a few short years ago now. (Within the four years I have been at this site now.)

    I had been meeting a guy for a few months for sex "hookups." He was a nice guy. We had been doing mutual jerking and oral mostly. He was applying light pressure, trying to persuade me to "open up" to the "pleasures of anal."

    He'd rub his cock inside my ass crack and man--it did feel good when his cock head touched my button.

    Finally we started working towards me finally trying it. He was well experienced and had a collection of toys and such.

    We started by him giving me an enema, and then using well lubed tools and his fingers since I had never done it before.

    He was very patient and slow--making sure that anything he used inside me was very well lubed and told me that if it hurt---he would stop immediately.

    Before long--I had graduated from some small probes he had up to some bigger ones--and before long--he entered me for the first time---using a condom.

    It hurt at first----and it took me till the third time untill he took things to completion when instead of it hurting---it suddenly felt so damn good. He had a moderately sized cock----about six and half inches that stayed nice and hard---with his cock having a nice curve to it.

    On that third and subsequent times with him---I came to love it---in fact---I wore him out more than a few times!

    We had maybe a half dozen or so sessions before he got a job transfer and had to leave my area.

    I did later find another guy and we had a number of really great times too--but unfortunately he is an older gentleman and his health is failing him, sadly to say. There is definitely something to be said for someone older still being a good lover as long as the general health holds out..
    "Injustice anywhere is injustice everywhere..." Dr. Martin Luther King, Jr.

  26. #56

    Re: First anal experience

    Quote Originally Posted by swans View Post
    Until quite recently I was never that interested in anal sex. I was, and still am, more into oral sex. Although I have sometimes fucked my two bi playmates in the ass, I had never been keen on them doing it to me.
    I would let them take turns to rub their big nobs against my firm round bottom after it was soaked in massage oil and have them slide their smooth pricks up and down between my wet buttocks but that's as far as it went. But that was to change forever two weeks ago.
    We met, as we usually do, at a convenient hotel and after getting rather drunk in the bar, as we always do before one of our sessions, the three of us were soon ready for another night of fun. We each took a shower, watched some porn on a laptop and, as the film continued playing, we began.
    Cock sucking, ball licking, rimming each other. We were all feeling very horny and desperate to ejaculate. That's when it happened. I was 69ing with one of my pals whilst the other rubbed and slid his lovely big nob between my buttocks. He, as he often did before, stopped and rested his nob against my anus and began to push a little. It felt wonderful but this time it felt "right". I heard myself gasp " Fuck me!" I really wanted to feel his long pointing prick enter me. "Please fuck me in the ass now!" I begged. And as I continued to 69 my friend below I had my very first anal and it was FANTASTIC. I even felt his hot cum fill my ass. And as his spunk flooded me I came too deep inside a warm wet mouth.
    I loved it and cannot wait to do it again.
    wow. read that story and i nearly jizzed in my pants! my best dreams usually go that way! lucky bugger!

  27. #57

    Talking Re: First anal experience

    A mate of mine who I worked with, one night on the piss said that he was bi curious with oral. Now I have had a lot of bi oral encounters which didn’t worry me but I did say that if he was keen to play we could. Anyway we only played a few times.
    Not long after that we ended up moving but we keep in touch. One text I got from him a few months later was that he was pissed with himself as he wanted me to take his virginity, but never asked.
    For a year or so I was receiving text's with pics of him and his sexual encounters, this was with both sexes. And the first time he got his cherry popped. And then he has said that he is hanging out for me to fuck him.

    Well it kind of got the mind thinking seriously about it. What it feels like, ECT, ECT.
    Now while the boss (wife LOL) had tried fingers and toys before I always felt uncomfortable. But not to be deterred I keep trying with small toys and tube. After a month or so I could take half of her 24" double ender quite easily. And was enjoying it but always felt like it was too hard.

    Anyway a few months back, we had a couple come around for dinner and drinks. We have been talking a lot and one of there fantasies was to have a male fuck John while john was fucking his wife. Anyway quite the opposite occurred. I ended up being fucked by john while his wife was eating my wife out while I was fucking her. Now John is not a small bloke downstairs about 9 inches. But I loved it. I even reached around to pull him closer.

    Now I would like to have two blokes, so I can be spit roasted. MMMM both ends at once.

  28. #58

    Re: First anal experience

    Quote Originally Posted by Kinkybiguy7 View Post
    My first time was with a dildo I bought for a girlfriend. She was at work and I wanted to try it and it was fun. I've still never had the real thing, but I've used things from around the house. I've used the handle of a hammer with a condom on it. I even used a beer bottle with the neck of the bottle going in first and after many times trying, I switch the bottle with the base going in first. That was a great feeling. I would get the whole base in with just the neck showing. I would put the bottle in my ass and get on my hands and knees and push up against the couch for the feeling of someone pumping my ass. That would make me cum quickly. Cant wait to try the real thing. I would like 2 cocks in my ass at the same time while sucking another cock.
    I also had a dildo used for my first and only time recently. I loved it and want more! I am wondering about the real thing for my next encounter.

  29. #59

    Re: First anal experience

    Quote Originally Posted by daewoo69 View Post
    We have been talking a lot and one of there fantasies was to have a male fuck John while john was fucking his wife. Anyway quite the opposite occurred. I ended up being fucked by john while his wife was eating my wife out while I was fucking her. Now John is not a small bloke downstairs about 9 inches. But I loved it. I even reached around to pull him closer.
    You was Lucky Pierre and dobule his own pleasure !:



    Write:
    how do you feel it?
    Which side (back, front) give you more pleasure?
    Or do you feel it at once.
    How was orgasm- come from your penis or ass?

    How long do you have erection, and could use your penis; during receiving anal?

  30. #60

    Re: First anal experience

    I did get to experience a Lucky Pierre about a month ago and it was GREAT ! Hoping to do it again in the near future.
    Patiently waiting for the day that male bisexuality is accepted by all....

 

 

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