Your first anal experience?

[Clintdear]

I love it. My man and I have been together for a long time, and I have been his "man wife" forever. He calls me "Princess", and I call him "Daddy" and I've never been happier. We are monogamous, so we don't need condoms.

I have received him anally for the last twenty years, one to three or more times a week, depending on what he wants. Like a good wife, I go out of my way to keep him happy.

Strangely enough, he doesn't like me to let it out after he comes. I can, but he gets all pouty, so I just leave it inside of me. So on any given day, I've got Daddies sperm inside of me. It makes me feel sexy, but sometimes I worry about it leaking.

It is a small price to pay.

 

[Cabeza]

Just a funny story - I had never considered my ass as a plaything before, but finally a girlfriend bought me a dildo as a sort-of joke. We broke up, but I started using it on my ass when I masturbated. Then another girl I was interested in was in my bedroom, spotted it, and gave me a disbelieving look. At the time, I was mortified... wouldn't think anything about it now. i never did get with her....

Sadly, I've never experienced an actual hot, throbbing, hard-as-steel cock in my ass and probably never will. But I just gave myself a hell of a hard on.

 

[klippert]

First anal

You mean with another man. I was 24. I had been divorced for about nine months. Since then, I hooked up with a married couple. I have chronicled some of those exploits.

This couple seduced me just right. He and I were getting it on together, then one day they set up a 'caught you' moment. From then on, we had a summer of fun.

We had really been getting into ass play for some time. Rimming, fingers, their toys (I didn't own any at the time). On this particular day, after a round of golf and goofing around on the course... sneaking in a quick suck and the like. His wife Mary was out of town visiting her sister and we had their house and pool to ourselves.... After a swim and lathering each other up with sun lotion… We lay in the sun chatting and polishing off as several drinks. I knew we would eventually start in on each others bodies and since Mary new and was into all this Bi-3sum sex, we were in no hurry. The seclusion of their home and pool…. clothing was optional.

Gil had gone into the house to put new CD’s in the player (this was before MP3 players). When he came back, he had what looked like a shave kit and an ice bucket full of beer. What I really noticed next was Gil standing above me looking down with a smile… I happily took his half hard cock in my mouth…. Being we were both carpenters, we were in rather good shape. We are not Adonis types, but good shape…. I’ll cut through the four play.

Lying on my back (hadn’t move much since we started), Gil was between my legs. He was stroking my cock while rubbing his all round my balls and ass. He would stop now and again too go down on my cock and rim me as well. In the little kit were a small vibe and some lube. With a smile on his face, he lubed me up and slowly pushed the vibe in, then turned it on. I guess I made a cooing sound when he pulled it out (I didn’t recall), because he started rubbing the head of his cock on my back-hole. I guess when I pulled my legs up, that was his invitation. He looked at me and said; ‘Are you sure’. Simple response, Fuck yes…

I watched him lube up his fat cock. Gil was not a horse-hung type. His cock was just less than 6 inches, but he sport a fatty. This was the most silence between the two of us, ever. Having taken one of Mary’s cock shaped toy’s up my ass and having fucked Mary’s ass. I knew those first two or three inches were going to be tight…..

 

[BentSecrets]

My first anal experience was with my cousin. We'd been playing for a few years, rubbing our cocks together when we got together, but this time we were staying overnight with our grandparents, in their motorhome, and had some complete alone time.

We started as usual with rubbing our cocks together, and after a bit he asked if I'd ever thought about trying to fuck. I said "if you can find something slippery in here, we can try." He got up, dug around in the drawers, and after awhile found some Vaseline. I got on my hands and knees, and he lubed his cock and my ass with a finger, then climbed up behind me and started fumbling for my hole. Why it took awhile for him to find it, I'll never know, LOL.

He sank into me slowly, and I winced at the pain. "You want me to stop?" he asked. I replied "No, just go slow," and he slowly began to work himself in and out of me. I tried to focus on anything else, hoping he'd finish fast, but then something happened: within a few minutes, it started to feel *good*.

"Faster" I whispered-and he sped up his pumping. "Are you OK?" he asked, "How does it feel?" My head was reeling. "It feels good," I said, "I think I might cum." He stopped. "Not on the sheets!" I sighed.

"Don't worry, I won't and if I do I'll catch it." He started pumping again, but now I laid a little more flat for comfort. His cock curved downward so this had the effect of forcing his cock to stroke my prostate a little harder with each thrust. "Harder" I whispered. "Fuck me!" I whispered a little louder. He stopped.

"Dude, I'm not gay." I was a little mortified and a lot irritated. "Neither am I, but come on--this is gay sex. And besides, who cares, it feels good!" He remained quiet a moment, then resumed fucking me. His worries seemed to dissipate, and he found a new enthusiasm as he fucked me. He asked "You like that? You like that hard cock?" I thought I'd cum from that question alone. "Oh, yes," I told him, "Slam it into me, fuck me!"

And fuck me he did. He pounded like there was no tomorrow and I writhed in the ecstacy of it. My cock dripped pre cum, and suddenly he buried himself inside me, trying to hide his gasps. "You OK?" I asked. "Yeah, thought I heard something." We both listened, but there was no sound. I felt his cock start to soften inside me.

"Are you finished?" He hesitated, then said "No." "Did you cum?" I asked. "Don't be mad." he said. I grinned in the darkness. "Dude, it's fine, and I'll find out anyway--did you cum inside me?" A moment of silence lingered before he finally admitted it: "Yeah. Sorry." "It''s OK," I told him, "It feels nice."

He slipped out of me and disappeared into the bathroom, leaving me immediately aware of the lack of his cock inside my ass. I began to finger myself, first with two fingers, then three, as with the other hand I began to stroke my cock. In seconds I erupted, catching all that hot cum in my hand, the most powerful orgasm I'd ever had at that point. I rolled onto my back and lifted my cum-filled hand to my mouth and began licking up my cum. My cousin stepped out of the bathroom, tossed me some toilet paper and said "clean up, dude. We're getting too old for this."

Well, I thought--maybe you are, but I think I've just found my new favorite sex.

 

[YANKEE DAN]

LOL you were lucky, you don't even know man. My first anal was with a guy who had a huge cock and it hurt like a mother fucker for like 5 mins. Hell I don't know why anyone would want a large cock for anal.

 

[DJNC321]

My First Anal

When I was young my buddy and I would stick our dicks in each others butts but we had no idea what to do next.

My first great anal experience happened one evening at the local pool during the summer after my 9th grade year. The pool stayed open until 9:00 PM and usually had only one life guard on duty that time of night. Pllus after 8:00 PM you did not have to pay to get in.

I was on my way home from a friends house and as I rode my bike by the pool I decided to stop in for a quick dip. The life guard that night was a guy named Jeff who swam for the local college. We had talked a couple of times before. I was klind of disappointed that is was not the female life guard who never failed to get my young dick hard as rock.

Back to the story: After my swim I went into the pool locker room to jump into the shower. The showers were the open type with shower heads along three walls. As I was showering Jeff walked in and said he had locked up and that he would let me out after he showered. I told him that it was cool.

As Jeff stripped off his speedo I couldn't help but notice that he had shaved off all of his body hair. He notice me staring and said he did it to improve his swim times. His shaved cock and balls looked huge to me.

Jeff turned his back to me and I couldn't help staring at his muscular ass. He reached back and soaped up his ass. Then he shocked me by sticking his soapy finger in his ass. I got a boner big time. He looked over his shoulder and saw me standing there with a hard on, staring at him. He asked me if I washed my asshole like he did. I told him that I only did the outside.

Jeff then walked over to me and said "here let me show you how". Before I could say anything he stepped behind me and slipped a soapy finger into my ass. He asked me how it felt and I told him 'really good'. He told me he could tell by the way my hard cock was leaking precum. He took my hand and placed it on his hard cock. His cock seemd huge to me, it was about 8.5" and thick with a big mushroom head.

Jeff asked me if I had aver been butt fucked. I told yes but not by a cock as big as his. He now had two fingers in my ass and was really going to town. He told me to face the wall and grab onto the shower valves. I told him I was afraid it would hurt. Jeff said to relax and that he would go slow. He said we could stop if anytime I wanted.

He pulled out his fingers and placed the head of his big cock at my asshole. He told me to pushout and he started applying pressure. Soon the head slipped into my ass and I saw stars. I told him it hurt and he reached around and started stroking my cock. As the pleasure from his jacking me off increased the pain from ass decreased I really started to like him up my ass.

Jeff ask me if I was okay and I told him yes. He eased more of his big cock into my ass. Soon he was all the way in. He was kissing my neck and rubbing my cock and balls. I started to squeeze his cock with my ass. Jeff then started to slowly fuck me. His strokes were small at first then they got bigger until he pulled his cock almost all the way out before he pushed it back in. His big cock was rubbing my prostrate and I was leaking precum like a faucet. He rubbed his hand over my cock and licked my precum from his fingers. He also let me lick my precum from his fingers.

Soon Jeff started moaning and I could feel his hard cock throb in my ass. He began to cum up my ass, I could feel the warmth of his cum in my ass. I could feel his cum run down my legs.

He stayed hard and continued to fuck me. It felt so good that I shot off against the shower wall and over his hand. Jeff licked my cum from my hand and bit into my shoulder as he came a second time in my ass. He slowed down his strokes and just rested with his hard cock up my as while he squeezed my cock with his hand.

He slowly pulled out of my ass, I felt empty back there and wanted his cock back my ass. He then did something that blew me away, he knelt down behind me and stuck his tongue up my ass. Wow did that feel amazing. He continued to stroke my cock while he rimmed me. I told him I was going to cum and he spun me around and sucked on my cock. I blew a second load into his mouth. Jeff continued ot suck my cock until I pulled it out becase it was so sensitive. He stood up and kissed me with a mouthful of my cum. I loved it!

I never did get wiht Jeff again but I'll never forget that time in the pool showers.

 

[bluesky496]

my first time was when i was younger, i had met this older guy , he was about the same age as my dad but so much more understanding and kind , he took me places and bought me things , grooming me i suppose , and he was always telling me how clever i was and how good at things and how handsome i was which i never heard at home , he taught me not to be ashamed of my body and liked me to relax round his house naked , he taught me to suck his cock and i enjoyed it very much knowing it pleased him and then one night he gave me a drink of wine , i had told my parents i was staying with a friend , and we sat watching telly and after another glass of wine i felt very warm and relaxed and he started to kiss me and undressed me and as usual i took out his cock and stated to play with him thinking he wanted me to suck him off as usual but he pulled me up and whispered that he wanted to do somehting special for both of us and i kissed him and asked what and he said ,i want to make love to you and i wasnt really sure what that meant , i mean i knew how men and women did it i wasnt that naive but two guys so i just said okay and he began kissing me and caressing me and got me on my hands and knees on the sofa and still kissing me on the back and my arse cheeks he dropped his trousers and rubbed something wet on my hole and placed the tip of his cock at my arse and ever so gently began to push it into me and i winced with the pain and cried out and he stopped and asked if he was hurting me and i toldd him yes and he whispered it will stop in a minute as he pushed all the way in and told me to relax and as i did he began to slowly fuck me and the pain stopped and i began to enjoy it , being a virgin i didnt know about pushing back to meet his thrusts or clenching my muscles so i just let him fuck me until he began to groan and call out ,oh yes , oh god and then he went tense and shot his cum into me and then he collapsed on top of me before finally pulling out and flipping me over and kissing me and telling me how wonderful i was , i stayed the night and he did it twice more and after that it became a regular thing and i found myself starting things rolling so he would fuck me as i enjoyed it so much that i wanted it all the time and over time he taught me to pussh back to meet him and use my muscles to increase his pleasure and he would reach round and stroke my cock while he was fucking me ,it was heaven , sadly we lost touch when he moved away but i am still a slave to a good fucking by a strong man with a nice hard cock , does that make me a tart lol

 

[naughty_shygirl]

I have not been fucked my a man in the ass yet but I have used a big vibe. A few weeks ago while masturbating I got curious and lubed it up inserting it in my tight asshole. I never thought I would like it but I was amazed at how good it felt!!!

 

[wryteitu]

A buddy just went for it...he pound me so hard as I screamed...it was really hot

 

[ignorantslut69]

I had come close a few times before this, but here it goes

I had been married less than a year when I met him. I was out of work, not much to do all day. I will admit that I was before we got married and thought I had left that all behind, but that lasted all of two months. I started back with girls, then back to getting head from guys and so on.

He was older than me, but 10 to 15 years maybe more, he had a huge cock and lived a 3 minute car ride from me. We met at the local football field that was near his house to make sure we were willing to go further. We were we got back to his house a short drive away. We went to his bedroom straight away. he pooped in a porn and he dropped his shorts and pulled off of his shirt. I did the same.

He got on the bed, and I was there to be sucked. He had other ideas. He pulled me down to his hard nearly 9 inch cock. I was lost in lust. I sucked him and he came on my chest. He jerked me off and fingered my hole till I came like a rocket.

I was back on his cock the next day, and the next. All, the while he fingered me and used a dildo on me to get me to cum. then one day he told me he was going to fuck me. I refused him.

He told me to leave and never come back until I was ready to be fucked. A long two weeks later...

I was back, I was thankful for two things that day.
1. my wife was out of town
2. I was horny

He made me strip right there on his screened in porch where anyone could have seen me. He made me tell him I was there to be fucked and fucked raw. I was.

I made my way to his bed room, got on all 4s, he lubed me, slid 2 different dildos in me to loosen me up. Then he told me, it was now or never....

I took it now.

I was there all weekend. I was never clothed til Sunday afternoon. I leaked cum for days it seemed.

 

[wryteitu]

that is a hot post

 

[Jiffylube5701]

My first anal

I was a college freshman, new to campus and as fate would have it, my dorm room was directly across from two “out” gay men. I was, let’s say, confused about my sexuality although I didn’t consider myself, at the time, to be gay. Dave, the boy next door, became friends, we spent a considerable amount of time together, and he excited me like nobody has ever done so before. I was testing my sexuality for the first time and one night in his room, sipping on a beer, smoking a little pot, we got naked. It was the first time I passionately kissed a man. I yearned for ass play, and frequently used my fingers or a dildo to stimulate my hole while masturbating, so in my mind, I was ready to explore this with him. We lay on his bed, kissing, and 69ing; stroking me he whispered into my ear that he wanted to fuck me. I didn’t refuse him. He reached into his drawer and pulled out some lube, lubed up my hole, guided my legs into the air, my knees toward my chest. “Relax,” he said. He got on top of me and I felt his cock penetrate my hole, he slowly pushed it in, grabbed my ankles, spread me wide and started pumping his cock inside me. Fingers or a dildo are nothing, having a real cock inside you, going in and out is a sensation you just can’t produce by yourself…. he fucked me until I came, he shot his load inside me and we fell into each others arms kissing, only to repeat this process over and over, until the end of the semester. Truly my first love.

 

[amylin456]

My first time was with this guy I met that was offering m2m massages. I went to his house, and he was totally professional about the massage. I got naked and laid on his bed with a towel over my ass, and he massaged my back, shoulders, and legs for a while. Then as he got up to my buttcheeks, his fingers and hands would drift in closer and closer to my hole, it had me so hot I would have done anything he asked at that point.

He turned me over and started stroking me, then actually started fingering my ass. He asked if I liked ass play, which I told him I wasn't sure because I'd never done that before. He grabbed a dildo and lubed it up real well, then stuck it in me while he sucked me. The sensation was unbelievable. He had me wanting to cum within minutes. He stopped and said he didn't want me to cum just yet, he had other things in mind. Then he asked me if I enjoyed the toy, and if I wanted the real thing. He wasn't that big, maybe 6" and not particularly thick. He put me on my hands and knees and fucked me from behind. HOLY SHIT what a feeling that was. After a few minutes of getting pounded, I felt him shoot his hot, fat load all inside me. Afterwards, he stayed inside me until he went soft and his cock plopped out. And after he came, he turned me over and sucked me until I came in his mouth.

I've only been fucked one other time by a guy, but I've used my wife's rabbit on myself more than a few times.

very hot story.. I can relate to parts of it...

 

[Love2lik]

I was about 15 and sitting in my basement bedroom stoned and looking at a Hustler Mag. Of course I was Horney as hell and as usual, started playing with my cock. I slathered Oil of Oley all over my cock, rubbing the lotion over my dick, balls and pubes when some ran down onto my never before been played with ass. As I touched my ass to collect the glob of stray lube, I had like an ele tric shock run from my hole to the tip of my penis that almost took my breath away. Well if that felt good then more lube would feel better I thought and play time took on a whole new meaning. I guess it was about a year later when a guy around town who would buy me a 6 pack from time to time invited himself to watch a Monday Nite Football game with me. We sat together on my sofa drinking beer and smoking some 420. He had some wiskey and when I came back from the bathroom I drank the shot. We smoked a little more and I had another beer but I started feeling really different, weak, yet energetic. We laughed and talked and talked then he reached inside his bag and asked me if I wanted to watch a movie. I had never seen a porn movie before and it didn't take long before my dick was pushing against my cutoffs ( I didn't wear undies then) and I could feel the wetness flowing from the tip of my dick. I had been playing with my ass for almost a year by then using my fingers and when adventurous, a cucumber haha!! When I would get stoned my ass would and still does get really horney and with the beer, the smoke the porn and the shot of wiskey that I didn't know at the time was spiked with X, my hole was screaming for attention. Howard must have read my mind cause he reached over and felt my crotch. I know I moaned and before I knew what was happening he had my shorts down, his mouth around my dick and his finger rubbing my ass. I just kinda lost real track of things. I remember his dick in my mouth and how good it tasted. I remember him fingering my hard and him telling me how wet I was and to just lay back and enjoy it. Then... He fucked me !! It felt so good. I closed my eyes and felt him go in and out streaching my legs over my head, banging me hard wispering in my ear and talking dirty me. He taught me so much that nite and our subsequent evenings together. He bought me my first dildo , taught me how to take his cum down my throat and how to do doggie, but it was my first time with a real cock in my hole that I will remember Howard for the most. Thanks Howie whereever you are
blessed be...

 

[amigayorbi]

woowww

all these stories..esp the last 3 have me and my ass aching for a cock....mmmmmmm..when will i have my first time??

 

[tommycd]

I had to pick up my touring caravan from the site in the highlands of Scotland after leaving it for my pal to use. I left work early and drove up. When I arrived I got the van ready and I also got changed into my fun clothes.

Black lace top stockings, suspenders, thong, and matching bra, red blouse and black stretch mini skirt (my sister in laws but that's another story!) I loved the way the mini skirt clung to my ass and thighs, I could see the suspender straps and couldnt help but stroke my thighs to feel the slut I'd become. I pulled on my trainers jeans and jacket and towed the van down to the town car park. I walked up to the toilet feeling great with my stockinged legs under my jeans. If only the people I passed knew what I looked like under my street clothes. I hadnt arranged anything but I'd been to these toilets before and knew there was a peephole and had done a little show a couple of times previously.

I went into the end cubicle and peeked through the spy hole. Imagine my delight when I see a lovely big cock hard and throbbing. We exchanged peeks and passed notes under the cubicle. This was the bit, would he want to play with me, some guys had just upped and left when they saw a big hairy guy in womens clothes. But this time he would follow me to the car park, yes!

As I walked down I could see him going to his car and driving towards the car park. I told him to wait as I went in to the caravan and pulled the curtains shut, stripped off my street clothes and put on my heels. I opened the door and let him in. I was 40 and married he was 25 single, slim and hung. I pulled him to me, we kissed a little and I knelt down undid his trousers and let out his monster cock. I took him in my mouth but I really wanted him to fuck me. I asked him what he liked, he said "fucking". I got some condoms ready.

I told him to lie down on the bed and I took off my thong and straddled him still dressed like a slutty whore. I reached under and positioned him at my hole. I gently lowered onto him. Fuck it hurt. He was 9 in long but not too thick. I slowly lowered and lifted, eventually getting a rhythm going. After a while he began to get into it more and threw me over onto my hands and knees and took me doggy style. He was thrusting into me really hard, my face pushed into the bed. It hurt but I wanted to finish, I wanted to feel him come in me. I wanted to feel like a real woman. I could feel him getting ready and then he plunged deep into me, I could feel him twitching in my man pussy. He collapsed on my back calling me a dirty fucking slut. I felt great although my own little cock had gone soft. After a bit he pulled out, I could feel my ass squelch, I had finally done it, I'd been taken like a little whore and I loved it. I wanked off as he got dressed remembering how it felt to be his bitch and then licked my juice from my fingers.

We met again some weeks later and went into the woods where I fucked him while wearing a set of white bridal lingerie. been a good few years since then but I always think back on my first time.

 

[kcwordsmith]

interesting thread

I've had several bi experiences but never had a cock in my ass. I'm not sure I'd enjoy it, but I will find out for sure some day. I've had a dildo up there and or course my fingers. It makes me feel full but it's not particularly erotic for me. I would think it would be more erotic for the guy fucking someone in the ass. I do enjoy the dildo though and I know I would enjoy having a tongue up my ass.

 

[Curioustallis]

Bump

Been quite a while since I've read a new post on this one..

 

[benji90]

Anyone want to discuss this in pvt?

 

[PressNightly]

I tell you how it was after I get home tomorow!

 

[FloridaCouple]

Broom handle was my first.

 

[titerear71106]

Broom handle was my first.

Mine too I eventually graduated to dildos and vibraters and then to cocks

 

[nipers]

Well

Well I am hopping to give it a try. Just hard to find someone that you can trust

 

[bottomshooter]

Damn this is a hot thread

 

[nipers]

If

If only I could find the right guy