So...how old were you? How did it feel like? Did it happen before or after you started having sex with women and if it happened before, did it affect your attraction to women? I wanna do it..just not sure if I should before I start messing around with girls( which might as well happen in a few days, I'm trying to get one). I know a guy, pretty nice one who will top me...I just gotta let it happen...so any thoughts on it will be appreciated...thanks!!!
My first time with a guy I was about 15 with a much older guy. He was amazing it started off with a little oral arousle for both of us then we moved on though he was a very gentle man and took it nice and slow it hurt a little bit at first (course I hadn't been loosening myself up before hand either) but anyway after he put it in he gave me a few minutes to relax and it still hurt just a little as he started to stroke but after the first few minutes it was amazing lasted for about a half hour was a great experience. This was long before I had any kind of a relationship with a woman now I'm married to my loving bi wife who knows I'm bi and we have three kids together. She also allows me to that special have fun when I
need to.
Last edited by sexual26; Jan 10, 2012 at 9:01 AM.
I was 14, he was 12, but knew more than I did.
He was my 3rd male encounter, but the first time I felt I was in love. I've never cared much for anal sex, particularly being on the receiving end of it. One attempt before him was a no-go!
I only allowed the 3rd guy to enter me because I loved him and wanted to please him. We mostly shared oral sex and masturbation. He had a very small cock and knew how and what to do; there was no pain and I did enjoy sharing his pleasure. He craved being taken and I enjoyed that, though.
Years later, I had another male lover in college, who I was very into. He's only the 2nd guy I received anal from. He had a very thin, but longer, cock.
In my 20s, I lived with a married couple, who both loved being entered anally, but I insured they knew I was not interested, myself.
My first time anal hurt like hell at first. I was sobbing for him to stop, but he just quit pushing & let me get used to his size. After a few minutes he started to move further into me & gawd did it ever turn from pain to the greatest feeling I had ever felt. After that first time I craved having a dick up my ass as often as I could get it, but I did learn a valuable lesson LUBE & plenty of it.
I believe I was 21 but can't remember all the details as we were both drunk. I do know that it didn't hurt at all. I never had a problem taking a cock back then.
I had a friend that had just moved in with me. A day or so earlier I seduced him into oral sex. Then we went for anal. As best I remember, we started mutual oral again, then I had us stop for a second. I went into the bathroom and got some vasoline. I came back, put some of it on his cock, lay on my back and told him to stick his cock in me, which he did.
That's about all I remember. I don't recall him reaching orgasm or anything. I ended up having him fuck me at least every other night for the three or four months we lived together. Sadly, as with the first time, we were usually so drunk it's hard to remember the small details.
Though I'd had lots of oral sex and mutual masturbation throughout my teen years, I never was brave enough to let anyone top me; nor was I interested in topping them. I was also enjoying girls too at the same time that I was with guys. Having fun with guys never affected my interest or desire to be with girls.
But my first experience with anal was absolutely horrible. I was with 2 guys who were much older than me; one in his 40's and the other in his 30's. I was only 19 at the time. They both were really attracted to me and their attraction made me want to please them all the more. So after oral play which didn't last long, they both wanted to fuck me. And I thought I might as well but was somewhat reluctant remembering how much I hated supositories when I was a kid. But prior to this situation, I had been curious about what it might feel like often playing with my ass by rubbing it with my fingers from time to time on the outside without ever putting a finger up me. So when they entered me they used KY jelly. This did not make it any easier for me because they were both very thick. I felt nothing but pain and no pleasure. But I wanted to please them and so endured it. Then a few months after this, I met another 40 year old man who invited me out to dinner and to spend the night at his home. At first I told him no, but finally decided, "why not?" We had dinner, went to his home, got into bath robes and drank wine. And then we headed to his bedroom. This man had the greatest patience and got me very turned on. Eventually he made it clear that he wanted to fuck me. Because of his patience and getting me so turned on, I agreed. But I was so afraid because of my previous experiences with the other two men before. As he entered me, I felt discomfort. But he was patient and told me to relax and that he wouldn't move again until I was okay...and that's how it went, little by little until he was completely in me. He waited still without moving. I was sitting on top of him so he would jack me off. When I was completely erect and turned on even more, he started to move. I felt absolutely no discomfort at all....I started to move with his thrusts and it felt so right and so good. Things didn't last long and we both came at exactly the same moment. After it was over, I couldn't believe that it had felt so good.
None of this ever affected my interests or desire for women. I was in fact more interested in women, but I always loved and still love sex with men.
My first time was when I was 21.It was on my late wife's birthday. The only thing that she wanted was for me to promise to do everything she asked of me. I couple of years earlier she had fund out that I liked anal stimulation , by sticking a finger in me while giving me head. She then made her own dildo, as you could not buy them back then. The whole thing would take a couple of pages to put down here. This was also the first time that I ever touched another mans cock. I have never even thought about it. When the first guy( there were 3 other coup[les) pressed his cock against my ass I tensed up really tight, it hurt badly. She talked me into relaxing. He took his time and entered me very slowly. One of the other guys was face fucking me, my first taste of cock. When he hit my P spot the first time My cum almost hit the ceiling. Over the three day Memorial Day weekend that included a sail to Catalina Island from LA I got fucked 15 or more times and swallowed that many loads. I have loved it ever since. I still only play when a lady is in the mix. Though like right now I do love to ride a toy. Would love to find a couple or a lady into this kind of play.
My first time getting fucked by a guy I was 65 years old and it was a truly wonderful experience. It felt absolutely fantastic as the guys cock slid in and out of my hot and horny hole. He was rather long and large and it hurt a little at first but I had fucked my hole with a big dildo I had bought online, but the real thing was trulu great. I have been getting fucked ever since then and enjoy it every time.
I enjoyed my first time. It was when I was in college, 22 yo, with a grad student. We had fooled around a few times before, but didn't go beyond oral. So this time we had anal, and I was the bottom. He was patient with me and went in slowly. I had a little bit of pain at first but then relaxed and enjoyed it. I ended up cumming while he was fucking me in the missionary position.
My first time being on the receiving end of anal sex took place when I was 13 or 14. It was very painful, but mainly because we were both drunk and had no idea what we were doing. The second time was much better and there was no pain. Long story short, me and my friend got together often after that and took turns fucking each other. I also ended up doing the same thing with another of my friends at the time, and also a couple of times with a friend who lived in another state. I had these experiences many years before ever having sex with a girl, but those experiences didn't diminish my desire for women at all. I've always loved anal sex, both giving and receiving, but haven't been on the receiving end of it for well over 30 years. I'm 54 now and have been married to the same woman for most of my adult life.
First time was on business trip. Got talking to another guy at the hotel bar, went to leave to go for a swim in the pool, he joined me. Afterwards he invited me up to his room for a drink. Went to his room got out of the wet suit wrapped towel around myself, he came out of the bathroom totally naked, he asked if I minded, he was nicely hung. He told me if I wanted I could drop my towel, which I did, I immediately got a hard on, we played around, then got into 69. He started licking my hole, horned me out, then he fingered me, then he asked if he could fuck me, I told him I never had been fucked. He went slow and let me get adjusted to his cock and he kept pushing till he was fully inside. He rode me good. We did for the next two nights of my trip.
Gosh, a nicely told story, thank you, it makes me wonder about doing it. I once was asked by a friend to kneel over him in bed, which I did to stroke our cocks together. But then I instinctively rose up a bit and felt his cock fall down below me, and when I went down a bit I discovered his cock along my crack--so I pressed down and then rubbed my crack along his cock, what a pleasure that gave--I ejaculated on his chest big time.
Originally Posted by ErosUrge
My teenage suck buddy tried several times to fuck me, but we were just inexperienced kids with no lube and it didn't work. Lost my hetero virginity at 21 to an older woman. Married at 24 and had monogamous hetero sex for several years, producing two sons. At 30, I had sex with another guy whose cum was the first I ever swallowed. He wanted to fuck me, but a job transfer took me away before that happened. Over the years, I experimented with fingers and dildos and found that I liked the feel of having my ass filled and that nothing beats the feeling of cumming while being penetrated. I had several hetero affairs between ages 30 and 58 when I met Dick. At first, Dick professed to not be interested in anal sex. But, the third time we got together he moved from sucking my cock to licking my balls and then getting my legs up he went down on my asshole as if it were a pussy. Oh, how I loved the feeling of his tongue licking and probing followed by his fingers. He had lube and a condom handy and was soon fucking me. Fantastic! No pain, just pressure as the head of his cock passed my sphincter then the wonderful feeling of being fucked...hard. Over the years he has fucked me numerous times and I have been fucked by one other guy. I have fucked Dick once and have also fucked two other guys. I can be a top, but so much prefer the bottom. Both men that I have received anal from have relatively small dicks so having a big cock plowing my ass is on my bucket list. My favorite fantasy is being in a 69 while being fucked. My 69 partner could be female because I love eating pussy too.
First (and only) was when I was maybe 15. He was older, and it really wasn't my idea at the time.
Yesterday I met a friend and we were playing around. Ended up trying to get penetrated. Wasn't gonna happen. Evidently I am quite tight. I might try again, someday.
I was 28 and visiting my sister in the desert SW. I had a teenage gay friend and decided to act on my urges of more than 12 years. I went to an adult book store. Hooked up quick after he slipped a note under my door and enjoyed having a nice eight or nine inch cock in my mouth. He then gave me a wonderful blowjob. The next thing I know is that I am begging for him to take my cherry ass. He went and bought some lube. I put another condom on him (have to be safe) and sucked him hard again. I then got on a bench and positioned myself. He grabbed my hips and was not gentle, thrusting it in to the hilt in one thrust. It hurt so bad I had to pull away from him. I then asked him to take it slow with my virgin ass. Martin, wow was he good, slow entered my ass and took his time. His hands were on my hips and I felt very feminine and gay; a cock in a man's ass should make you feel gay and I am a cross dresser. Martin then fucked me long and hard for about twenty minutes and I learned to push back and meet his powerful thrusts. It was a wonderful experience. If it was not for disease, I would let others fuck me more often. This was my first of only two bottom encounters in my life.
my first time was in a gay bar in the bathroom IT WAS SO BIG WAY BIGGER THEN MINE I MEAN WAY BIGGER I think it was the first time i fell in love with a man it hurt at first but then I didnt want him to stop.I noticed people were kinda trying to look in the stall and god help me i didnt care I wanted them to come in. My main fantasy is now being fucked and a dick in my mouth OMGGGGGGGGG.The last time was two weeks ago in a adult book store it was so hot. I did have fun there was a hole but i was with someone in a room was hoping a cock would appear from the whole but it didnt happen.Sometimes I feel kinda like a girl when i do this does anyone else feel this way
I was 15 and he was 40 something. It wasn't the nices experience but i remember it damn well. Back in the 70s and early 80s we have very little knowledge about anal sex. I was a girly boy and wanted to be a girl myself, i wasn't interested in girls back then. It wasn't until i was about 24 when i had my 1st sex with a female and things started to changed for me.
The first time was today. My wife died six years ago and I never wanted to be close to any one again. I dated women a little but they were so demanding. I did not feel manly to them. I started going on porn sites. One night I ended up on a gay porn site. I was mis-directed by my search engine. I look at gay porn all night. I was married for 28 years before my wife died. I have never before today been with a man. I am white and had always heard that a black man's cock was huge. I never believed it. I advertised on a bi-male dating site. Today a really nice 40 year old man responded to my ad. He came to my house this morning. This is all true I swear.
He was a muscular black male. I am but an average middle aged while male. I live alone. He was so kind. He took off his clothes and I did the same. I panicked when I saw his cock. It was over 10 inches long and thick. I told him no way. I was a virgin. He was not all the way hard. He gently pull me to my bed. He held me. I know he was there for my ass and would not take no. He held me in bed as said we didn't have to do any thing. Then he ask me if I wanted to just hold his penis. He could tell I was fixated on it. My eyes never left this beautiful sight. Before I knew it I was kissing the thing I feared the most. After I began to suck it in earnest, without gagging it was down my throat. He fucked my face until he came down my throat. He filled my stomach with his hot juicy cum. After I took my mouth off his penis I thought I was safe. Surely it would go soft and he would be satisfied. I was wrong it was as big as it was when he started. He turned me on my side, lubed up my ass and his cock and entered me about two inches. I hurt like hell, he held me from behind and backed out. I told him I could not do it. By now I felt like he owned me. He tried again about maybe four inches in I hurt really bad. He backed out and said relax. His was so smoothing. On his third try he pushed in about five inches it hurt but not as bad. Then in an instant he drove that ten inch, thick cock all the way in. I thought he was going to kill me , then the pain just stopped. He felt me relax then he fuck me like a wild man, About 20 minutes into it I felt him come, he filled my rectum. He pulled it out with a pop and said he was coming to fuck me again. I said "Please do". His cock slid right back in. No pain. He fucked me for an hour. I lost count of the number of times he came, but I think he filled my colon. When he stopped and pulled out it was still hard. We took a shower together and told me he would be back Sunday morning. He said he wanted to fuck me all day and spend the night. This was his first time with a man. His ex wife ( a white lady) did not like his ten inch dick. And she would not let him fuck her in the ass. He told me he always want to fuck all night long so he is going to stay with me all day Sunday and Sunday night and most of the day Monday. He says his cock was going to be in my ass all night. And He and I will not sleep at all. Pray for me. I really like it.
First time was in my early 20's after a few females. Was with a long time gay friend in a book store. We had never done anything, but were both horny that night and hit the hourly motel. Sadly, it was as unsatisfying as I can imagine. He was very small, which wouldn't have been so bad except he came in 3 strokes. Broke my anal cherry though. There were a few other early encounters with different guys that were clumsy affairs where I just didn't know what I was doing.
And no, this has never had any effect on my desire for women at all.
i've been humped and had oral sex with a lot of guys but still have a virgin ass. reading the stories here got me really interested as well. any ideas to how to make it easy for first timers?
It was quite interesting it happened in the office of a auto parts store after hours during a conference call.It lead to many more great times with him
I think it is best that I don't say how old I was but my time experimenting with my first lover was started with my initiative. He was a few years older than me and one day he laid me on his bed and took full control instead of just swapping turns in sucking cock. After he tended to my body with kisses and licking and massaging and such, he entered my anus and fucked me in a few different positions. I loved it. It hurt at first but the pain quickly became pleasurable and I was his for the fucking. We were both laying on our sides with my back to him when he came inside me. We laid there together for a while afterwards while wrapped in his arms. It was amazing and I was eager for more.
It was 1977. I was 31 years old, my partner was 25, a young bartender I had known only a short while. I had allowed him and a very drunk female customer of his to crash at my place, across the street from the bar, as she was too drunk to drive home, ans she was his ride. She ended up in my bed, and we shared a not-very-memorable fuck, while he slept on the couch. Somewhere in the middle of it, I realized that, after years of a strictly heterosexual life, I was wishing it were he lying next to me instead of her. He was a very attractive young man, and gave off some unmistakably gay vibes. The next day, after she had gone home and he was back at work doing a day shift, I went over to the bar in the early afternoon. When there were no other customers around, I somehow found the courage to tell him about my thought the night before. My heart was pounding, I was so nervous--he just smiled, and asked me if I'd like him to come over after work. I don't know if I even spoke--I think I just nodded my head. When he got there we talked for a little, and I was so frightened I was shaking. He seemed to understand, and took over. He led me into my own bedroom, gently undressed me, stripped down himself, and lay back on my bed. I was mesmerized, and couldn't take my eyes off his beautiful naked body, and his fully erect cock. I lay next to him, and began to explore him with my hands--the first time I had touched another male since I was fourteen. I found that I was full of pent-up lust, and couldn't get enough of him, his smell, his feel, his taste. At some point I climbed up over him, took some lube from the nightstand, and lubed up my anus and his gorgeous throbbing dick. I straddled him, and gingerly settled myself onto his cock, a little at a time. Yes, at first it hurt like hell, and I had to back off a bit. After a little while, though, I began to relax a little, and soon I had him all the way up inside me. I just sat there on him for a spell, marveling at the thought that I had another man's dick in my ass, and I could feel him getting harder as he began to squirm a little and thrust upward. He asked if we could change places, and I agreed, sliding off of him. I took the opportunity to put some more lube on both of us, and when he lifted my ankles into the air and pressed the head of his cock against my rosebud, I gasped--but he slipped in easily, all the way to the hilt. "Holy crap" I thought, "that feels INCREDIBLE!" When he started to move, I thought I'd died and gone to heaven. The feelings of submission, of intense desire, and of sharing this "forbidden" experience with another male were, to say the least, overpowering.
It was ultimately frustrating though. All the while that I had been relaxing my sphincter enough to accommodate him, he had been getting more and more aroused, and closer to orgasm--he was in his twenties, remember. Just as he started to get into a powerful rhythm, plunging deep into me, and I was transported to a whole new plane of erotic experience, he stopped. I begged, "No, don't stop, PLEASE, I want you to cum in me." And he breathlessly said, "I did." I had not noticed any difference in the way he was stroking me, nor had he made any telltale sound--grunt, gasp, or whatever, right up to the moment he had stopped. I felt cheated somehow. Clearly, I had been very focused on HIS orgasm. Mine had occurred early on, he had sucked me off when we first stated to play. We did not use any condoms--this was 1977, and we hadn't yet heard of HIV.
It was so long ago, but the most intense sexual experience I had ever had, and I remember it very vividly. One thing I learned from it. To this day, if I am getting close to cumming, my partner will always know it! I make noise, and communicate what is happening. Sadly, man-to-man sex didn't happen again in my life for many years thereafter. But that's a story for another time.
I honestly don't remember my first time or who it was with. I do have fond memories of many encounters and one long term partner in particular. He had the perfect cock and could make me melt with his rhythmic strokes. I'd bend over my desk after hours and welcome him in. WOW!
"
WHEW! Note to self. "I gotta quit readin this stuff from you guys. Now I need a damn cold shower!* lol
Cat, grinning.
I'm tryin' my best to leave a loving foot print on the hearts of the folks who's lives I touch..longly, or briefly..:}
Minx
Women and cats will do as they please, so men and dogs should relax and get used to the idea.
Robert A. Heinlein
Ditto
where did this happen? I live in Illinois and want it to happen to me !
Ever been to a party after the party? I was getting blown by the girl I was with and looking around seeing sex everywhere- but these were guys (and girls) having sex with each other! shortly thereafter her fingers are moving in and out of my ass while she's sucking me and I'm starting into sucking my first cock, which was the largest in the room! Not sure if it was the alcohol, the drugs, or the atmosphere but I fell into a state of "I dont care what happens, this feels so good!" I simply couldn't help myself, I fucking wanted it! I wound up getting it from 7 different guys (including the first guy I was sucking- my god he was big!), and a few different girls- not sure how many times I got fucked that night- still the hottest sexual memory I have. I had been quite sexually active for some time, and while I did wind up having sex with a lot of guys following that night (all of the guys that fucked me that night wanted more, and they all had friends) it never diminished my desire for women- although it did give me a strong desire for groups (male/female together-heaven!)
Sorry I have not been on since Wednesday. I was wrong about my new friend coming back Sunday morning. He came back to my house Saturday morning and he just left. He came in to my house Saturday at 11:00am. He was ready for more. He took me to my bedroom, dropped his clothes and I was shock that his cock was so hard. He told me he could not wait for 24 hours to get at me. I carried me to my bed and gently laid me down. He got on top of me and feed me his cock in my mouth. I stopped gagging and just loved the feel of it going down my throat. He was so careful to give me air. I lost count of the number of times he came, but the cum was backing up my throat.
He pulled out, then he lubed my ass with cum erupting from his cock. I became afraid that I could not handle his thick cock in my ass, but he worked the cum in my ass with his large fingers. I must have relaxed at that point, cause he slipped three of his fingers in with ease.
At this point I began to moan uncontrollably . He turned me on my stomach and got on top of me. With my ass in the air he slid his cock into my ass. He went deep, far deeper than on Wednesday. He came again then he went to work . He fucked me like a wild man. I came like I never had in my life. He fucked me for about three
hours straight. He kissed me on my neck, then I went to sleep. I was exhausted.
He must have continued to fuck me in my sleep. I have never seen so much cum in my life.
I woke up about seven in the afternoon and he was sitting on the bed smiling at me. We talked for about an hour and I confessed at this point he owned me. He had some chilled wine in a glass and I drank a whole glass. This man is enormous in size, so muscular. He had ran a warm bath for me and he picked me up an took me to my tub. I was so weak. He bathed me, he lifted me out of the tub then dried me off.
Then he laid back on my bed, he had put clean sheets on the bed, I was in heaven. He brought me a lite dinner which he fixed while I was sleeping. We drank more wine.. At around nine last night we went back at it. The thing I don't understand is that my ass was not sore. He was so considerate. I don't know what time I went to sleep, but the last thing I remember is that he laid me on my side and fucked me all night. To be the first man to ever do this to me, it felt so natural. At nine this morning he woke me with breakfast in bed, He had coffee and bacon and eggs. He was fully dressed and told me to stay in bed and that he had to go home.
Then he did the most amazing thing. He told me that I had the finest ass he had ever had. He also said he would never go back to fucking a woman and that he would be back at my house, this Friday night. As he left I told him that I truly loved him. He replied, "James, I know."
All this is insane to read, but it is absolutely true.
Hi everyone, new guy here.
My first experience was when I was around 50 years old. Some friends were coming over, as the guys wife wanted to have a double penetration. As luck would have it, she had started her period that day, so that kind of put some barriers in the way.
I was horny as could be, and came right out and asked Tim if he would like to fuck me?
He was all for it, as he and his wife had anal sex a lot, and was not only experienced, but as horny as I was.
I took off my clothes, as did he. Arlene fondled my cock, getting it rock hard. Tim got on his knees, and took me in his mouth. After a few minutes, we swithed position, andI had a cock in my mouth for the first time. It was more rubbery than I expected!
After I had sucked on him for awhile, I got in doggy position, and he lubed my ass. He then gently started his cock inside of me, until the full length was imbedded. He then started slowly stroking in and out, as Arlene took pictures of us.
The sensation was fantastic, making me a fan of cocks in my ass ever since! A most enjoyable experience!
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