First anal experience

[cannibal4]

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..

[bistraightpat]

Isnt anal great? It was tough for me first but ended great. And you're lucky with the third!

[mikey3000]

Wow. Lucky you!

[woodstockloner]

i havnt tried anal yet because the guy i usually hook up with has a really fat cock... and i do think it would be very painful

[redone]

I had my first anal experience when I was 16 yrs old. I worked with an older guy on a farm and we fucked each other for about a year. I would be happy to chat via email about it. He was a big uncut cocked guy about 55 yrs old. Best sex of my life

[roy m cox]

my first time i was 12 and liked it very much he was 16 and was a very nice guy to we loved each other very much and he was all ways gentle with me :)


:bipride::bipride::bipride::bipride::bipride:

[ErosUrge]

My first experience was nothing but pain and I said at that time I would never do it again. I was also a teenager at the time. When I decided to give it another try, it didn't improve. I was 20 years old by that time. Some of it was just giving into pressure from gay guys I knew and I wanted to please them sexually. They were considerably older than me; in their forties. During that period of time, I was constantly hounded by another 40 year old man who eventually through persistence, convinced me to go home with him....we had dinner and a bit of wine. I was completely relaxed. We went up to the bedroom and he completely knew how to get me to stay calm. Anyhow, to speed things up, I had an incredible time...it started with some discomfort but eventually that turned into complete pleasure...my orgasm was incredibly potent. Though I had other "experiences" before as I already mentioned, they all had turned out negative and painful. So since this one was the first pleasurable moment with anal, I prefer to think of it as my first experience.

[TrimBeardHairyBod]

The guy who initiated me was someone I'd known for a while. His attitude was that sex complicated relationships and that our friendship was just too important to risk. Anyway, our mutual attraction was just too poweful to resist and we eventually succumbed to it.

We went all the way on our first session and he was absolutely superb. He spent ages preparing me with his well lubed finger, gazing into my eyes the whole time. Because we were good mates, relaxation came naturally and when he finally did enter me and start thrusting, the sensation was pure pleasure.

Afterwards, he thanked me profusely for granting him the privilege. He said the only way I would ever know how good it felt for him was for us to switch roles. And we did. Thought I'd died and gone to heaven when I reached the point of no return and exploded deep inside him.

Such sweet memories. <sigh>

[dallasfun]

WOW that is really cool and to have a third :P. Still wanting to have my first time. No guy to big hehe DFW area here

[cliffml]

Anal is very enjoyable as long as you don't force anything. I love it.

[lv69cpl69]

still looking for my first, well other than my wife using "toy" love that!!!!

[swmnkdinthervr]

Another one here still looking for that first time...sigh...I may too old by the time I get the chance!

[king333]

my first was when i was about 13 and the guy would have been 50 he was very gentle but it still hurt for a while then after i relaxed it was lovely,now i regularly see 2 guys about twice a week the both fuck me like a slut that i am,ive still got cum in my hair from last night

[jdsd71]

May first experience was with a older guy I was about 45 years old. I had alwas want to have anal sex but was scared. I had gotten to know him for about three years. One day we were playing around and he started play with my ass and I started to really get turned on. He asked if I would like to have anal sex. I told him I never had before. He got me nice and lube and had me rocking on his nice lube finger. He put a pillow under my stomach and got me in the right postion and entered me it hurt for just a little bite and got use to it. I was begging him to cum at the end I was so turned on. Hope to get some more soon.

[swans]

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.

[foreverbi]

i havnt tried anal yet because the guy i usually hook up with has a really fat cock... and i do think it would be very painful

Hey WSL, The first time you ever have anal it doesn't have to hurt. If you have a lover that takes it slow & uses PLENTY of lube the initial pain is very soon replaced by a feeling of fullness sort of like the feeling you get when you have to take a dump. It is a very GREAT feeling & you will wonder why you waited so long. In other words, just try it - I think you'll like it.;):2cents:

[Curiouscourier]

still looking for the right guy for my first.

[mbigtim]

My first time was nothing but pleasure, but since he didn't use lube I felt it for several days afterwards. But since I was asleep when he first entered me, I was totally relaxed. The times after that were always done with lube so there has never been any more pain.

[JayGreen99]

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?

[dragon_ca]

I would like to have my first time. Have been thinking about taking anal for a few years I am always the top one and have seem many bottom like to get anal. They feel very enjoyable

[upones]

i would suggest you use condoms on dildo to prevent bacteria build up and deteriaton from using detergent etc to clean it

[cannibal4]

Well, only the two of us got together today and let me tell you I rode that cock like a crazy wild person! I was on my knees and elbows and while he was pounding my ass, I didn;t even touch myself and cum started spurting all over the place. That has to be the most I've ever cum in 59 years! Just a little discomfort getting started but relaxed real quick..I love it!!! does this make me a man slut?

[mbigtim]

Well, only the two of us got together today and let me tell you I rode that cock like a crazy wild person! I was on my knees and elbows and while he was pounding my ass, I didn;t even touch myself and cum started spurting all over the place. That has to be the most I've ever cum in 59 years! Just a little discomfort getting started but relaxed real quick..I love it!!! does this make me a man slut?

The way you word it, yes, but that's OK! :-)

[ready5858]

My first time was at 17, 2 of my class mates and I were drinking making bets about what we would being willing to do or try. The betting got to who's cock was bigger but I uppped the bet by telling them no matter how big I could take them in my ass. Now I did not tell them that I had been using things around the house on myself and always wanted to have the real thing. So as it turns out I might have lost the bet on size (not by much)but I had the best first experience with them both taking turns dropping loads up my ass(keep in mind this was back in the 70's no body ever heard of STD's). We had used lubed but after the first deposit there was plenty of lube for the second round. After that night I continued to let them use my ass, we also got into sucking each other before and when time didn't permit a ass pounding. I was hooked from the first time, there just isn't anything that can replace the feel, excitement and enjoyment from a hard cock. What I would do to have one right now!!

[mbigtim]

(keep in mind this was back in the 70's no body ever heard of STD's)!!

Sure we had, just not AIDS. In the 50's thru the 70's we were hearing about STDs known as syphallus, gonnorhea, and herpes just to mention a few. They were still transmitted in the same manner as AIDS is transmitted but just not as prevalently. Plus they were all treatable with common antibiotics.

[lv69cpl69]

:male:I just want to read more about how it went and feels:bigrin::tongue:

[funby4u]

Havent had one yet but still dreamin about it.
May be a finger or a tounge first than a small cock.

[foreverbi]

The first time I got fucked in the ass was by a very experienced lover. He used plenty of lube & was in no hurry, because as he said we have all night & nothing to hurry about When the head fist broke through my virgin entrance it hurt like hell, but after a few seconds it began to feel so good I wondered why I waited so long. We now he live about 300 miles from each other, so our get togethers are few & far between.:(

[Kinkybiguy7]

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.

[csreef]

My first anal was when I was a boy..And man did it hurt! When I was in my mid 20's I had a lover ( female 52) Who would very gently rub my anus when I was making love to her & once in a while she would try to put her finger in (it hurt).
Today I've played with anal toys, and it takes a little getting uees to... Yes I'd like to have anal sex with a man, but he'd have to be the right man

[Emotional Masochist]

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.

[ivanthemonkey]

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.

[robbie09]

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!

[clovermoon]

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

[t_glasgow_]

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 :)

[MaybeNextTimeBi]

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.

[whatsgoingdown]

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.

[Giggles100]

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

[Steve Love]

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?

[Karasel]

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.

[lovebimarriedman]

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.

[qazwsx33334]

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.

[boca.openminded]

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

[Orlando098]

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.

[berryhard]

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....






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?

[ihavapa]

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.

[rjr1227]

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.

[citystyleguy]

...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! :rolleyes:) than dicks up there, and allow the latter only if the buddy/bf is reciepient as well!

good luck and enjoy!

[citystyleguy]

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!

[Poison_Ivy]

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:eek:

[Poison_Ivy]

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:tongue:

[torpedoman]

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.

[BiguyBrazil]

You're VERY LUCK!!!!! ;)

[Orlando098]

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

[12voltman59]

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..

[temjintorres]

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!

[daewoo69]

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.
:three::three::three::three::three::three:

[69luvr]

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.

[uounkhkl]

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 !:
http://sweetetcetera.files.wordpress.com/2009/07/who-is-lucky-pierre1.jpg


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?

[guycurious]

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.

[JP1986UM]

Yeah I love it too and I started when I was 13 and my bf at the time and I used to rush home from school to fuck. Then, we were just teenagers and I could take him for as long as he could last.

What was disturbing about this thread though:

the abuse that occurred in one situation with a young boy and a much older male I find that very disturbing.

[uounkhkl]

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.

Please write:
how do you feel it (step by step)?
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?

[tscraver]

Lucky guy for sure!!! I'm still looking for the ideal cock to take my anal virginity! Will be in Vegas for a week in June ( 17 to 24). Anyone want to connect?
I've watched some much bi porn and shemales and CD.s and I'm yearning for the right cock to fuck me. Oh well, one day...... sooon??........

[tommyswing]

My first was difficult as I was so tight I couldn't get him all the way in, and he was not large at all. The second time this guy started kissing my neck and rubbing has cock in my ass, that made me so hot. All we had was a lubed condom and he was able to enter me with very little trouble. Since then i've had a guy with 8 thick inches inside of me, it just takes a little more work. I love how submisive I feel when being fucked and how the whole exprience is so sensual.

[bisexualman]

My first bottom experience was really good, by a very large penis but boy did he know how to use it! I have had very few experiences topping and most of them were just okay.

However I have had an interesting experience recently:
I love to be a bottom. Most men, even bottoms are scared of my penis because it is thick, and moderately long. However the last two men who decided to try it were pleasantly surprised . . . and so was I! I can't decide whether I like top or bottom more. Watching them squirm and orgasm, was awesome! The sensation was amazing for me as well. Just had to share.

[kyguy149]

never had the real thing but i have a dildo that i use and love the feeling:bigrin:

[alexcou]

It was when having a party with a dear couple, while he was making it with his wife and kissing my on her dear clit, i was doing him from behind, to please their fantacy t, just after, my wife took me apart to the kitchen and ask me if I would like to try it. I answered that the only experience I has wass with her and her dildo, but if she think we will like it I will...She asked her friend if they will consent to it, and she answered that only if her husband can get e dildo in his ass, because it is the only way he will do it. So if was arranged and when time came and I was on top of my wife I felt a hand fingering my anus and I got exited and a bit anxious, the felt a cream forced inside and around, eventually it was there, pressing to come in and slowly seen its way thru, and the the moment, it just went right in bringing a rare new pleasure, and that was a fact my wife account for with delight every time she recalls the special moment. Other time, she will say her part.

[69luvr]

never had the real thing but i have a dildo that i use and love the feeling:bigrin:

I have experience3d it only with a dildo. I loved it and want to go further but have not been able to find anyone wanting to do it. I would like to have the dildoe used on me again. It really felt great.:flag3:

[Afterdark1975]

I loved my first. Ex girlfriends had used strap INS also. But the first time when it was real was great. The feeling is so great!

[cornholejoe]

the first time was in a hot threesome and i liked it

[shock3]

I started exploring m2m sex after I was 50. There was a guy at work I'd known in high school, and we used to tell each other about sex with our wives. That would make us both horny and we started masturbating together, then sucking each other a little.

I found a local guy online and my friend and I went to his place. My friend only wanted to watch, masturbate, and have me suck him, but I wanted to get fucked. My wife and I had done anal play, she'd used dildos on me and rimmed me. The online guy turned out to have a very small penis, but that was OK with me. He fucked me doggy and with me on my back. His small cock was the perfect size to press on my prostate. It felt incredibly good. I really really enjoyed having a mans cock in my ass. He fucked me for a long time, and every so often would pull out of me, turn around, and sit on my cock for a few strokes up his ass. I think he fucked me for close to an hour. I would take my friends cock in my mouth sometimes too.

When I came, without a doubt it was the most powerful orgasm of my life, it seemed to go on forever. Without exaggeration, I estimate I squirt close to 2 fluid ounces of cum onto my belly.

[todaystheday]

Never had a real one but a 9 inch vibrator is just redonculous. My girlfriend was away for the weekend so naturally i started drinking and watching porn. Next thing u know i have 2 fingers in my ass and it feels so good. Then i grab her dildos, a thin 5 inch dildo, which felt good but i wanted more. She had a big 9 inch vibrator with a suck-ion cup on the end and thought "It's too BIG but want it BIG time". It seem's that on vibrate, big things go into small spaces quite easy. I ended up riding it like i was on top, and after about 45 min i had an orgasm like i haven't since the first time i masterbated. That was the most intense crazy orgasm i had ever had and i didn't even touch my member the whole time. Looking forward to a real one in the back, and a real one in the mouth.mmmmm.:bigrin::bigrin:

[ph1ll1eguy04]

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

Semi?! Try full flag pole!! And I'm at work...great stories folks. Can't wait for my first, top OR bottom.

[smokey]

My first anal was with my first man. He was a patient teacher...taught me how to suck and rim by doing it to me first then did my ass and after he had cum he rolled over and let me fuck him.

I love anal...I have done plenty of both men and women's asses and its great. But when it comes to taking it, i need a larger cock. I wee willy just doesn't do it for me. I need to feel it all the way in me. Anything under 5 inches (unless its thick) simply doesn't do it...oh but a fat 7 inches (my size) and I am in heaven.

In the pre AIDS days I liked to be in the middle of a gang bang sometimes and get fucked and cum in repeatedly. Now I just day dream and remember those days.

[Hotmouth]

i have only had anal with one man and that was 30 yrs ago.
It was an ongoing sexual affair with a man who took full advantage of my willingness and curiosity.

I have no bad memories of it.

I remember extremely intense physical responses that at the time i did not realize were orgasms, but now i know they were... albeit complete full body orgasms were my entire body just spasmed and I shook for literally minutes at a time while he fucked me.

[Arthas]

It was about two and a half years ago... I was in our capital, had to stay for a few days and several times I was alone with my friend's sister. Once she got out, and I was on friend's computer watching porn. When she came back, she was drunk and caught me. She didn't say anything, neither did I, just stared at her with dick in my hand. She just smiled at me and winked. For a few minutes I was thinking should I follow her or not. So I went in her room, and she was almost naked when I entered. She undressed completelly, and start to undress me. I felt discomfort, but couldn't do anything, I was just standing over there. She pushed me on bed. We were kissing and touching each other for some time, she was jacking me a little bit and she just sat on my dick! Either she was really relaxed or fucked earlier that night, I'll never know it. After some time, she got tired and wanted doggy. I was fucking her for some time and she said that she will punish me if I don't endure long enough. I wasn't really listening to her and came after a few minutes.

I just lay there for some time, and was half asleep, and suddenly I felt something small in my ass. When I tried to get up, she grabbed my balls, squeazed them (not that hard, but still strong enough for me to listen) and said to listen to her or she'll squeaze them as hard as she can. She oiled my asshole and fingered me for some time, then she took a small dildo and worker my ass with it. It was so good that I didn't notice she wasn't holding my balls anymore. Even if I noticed, It wouldn't change anything. I wanted to see and feel how this would end. After some time she took a bit larger dildo and fucked me until she stoped. Then she took pretty large strapon (at least 7-8 inches long) and fucked me really good with it. She was a bit rough at the end, pulling my hair a little bit. Next morning was ok, her brother didn't realize anything, but she was teasing me all the time, making me feel awkward.

[loveinit]

i would suggest you use condoms on dildo to prevent bacteria build up and deteriaton from using detergent etc to clean it

Totally agree!

[binectar]

Congratulations! (I'm jealous!) I've been doing this for years and you've already lived out one of my biggest unfulfilled fantasies - a MMM threesome! I've had many three and more-somes with men and women, but to date I've never had the (I'd have to believe extreme) pleasure of a cock in my mouth and ass at the same time!


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..

[MrBisex]

I guess you can see when you have done one time, you will never go back.

I´ve it a few times but mostly dildo plays with my GF, she loves to fuck me. But I would like to be filled out by a huge cock in my ass and mouth at the same time mmmmmmm bigrin:

[bi4asplay]

It all happened in the 70's.We; my late wife and I; had 3 other couples over for a 4 day weekend/party. I had never even though of being with another guy.She had other ideas. She knew how it got me off when she used her home made dildo on me.Though I had know all 3 couple for over a year, I had no idea they were all bi. I was very worried about anything going up me.She played with my ass to get me loosened up and realxed, she talked me through it.A bit of pain at first but it went away soon. I got off the first time the head hit my spot.Did I like it? surfice it to saythat all 3 of the other guys fucked me many times before the four days were over.

[gen11]

Pain: Sharp, stinging pain is caused by friction stretching the delicate tissues of the rectum sideways, not by stretching out to accomodate the diameter of a penis. Hence lube inside the rectum and all around the anus including adjacent cheeks; lube on the penis; entry should be only a couple of inches, back out an inch, couple more in, back uout, etc. , to be sure lube precedes the head of the penis and its shaft all the way in.

Initial sensation: very often starts as uncomfortable, "unnatural," prickly-stingy. If this happens the top should stay still all the way in and in 30 seconds to a minute or so the sensations will begin to change in character and start feeling highy pleasurable and erotic. The top can start moving gently when the bottom begins to writhe.

With a top who knows how to give pleasure, bottoming can be indescribably delicious.

[chicagom]

He cut and pasted this from somewhere........

[Cuck70]

My wife of 12 years has taken my ass from the beginning with her strap on and when she made me her cuck 6 years ago, she had her lover fuck me as she watched...it felt great getting it and even better being watched by her.

[bi4asplay]

My first time was at 17, 2 of my class mates and I were drinking making bets about what we would being willing to do or try. The betting got to who's cock was bigger but I uppped the bet by telling them no matter how big I could take them in my ass. Now I did not tell them that I had been using things around the house on myself and always wanted to have the real thing. So as it turns out I might have lost the bet on size (not by much)but I had the best first experience with them both taking turns dropping loads up my ass(keep in mind this was back in the 70's no body ever heard of STD's). We had used lubed but after the first deposit there was plenty of lube for the second round. After that night I continued to let them use my ass, we also got into sucking each other before and when time didn't permit a ass pounding. I was hooked from the first time, there just isn't anything that can replace the feel, excitement and enjoyment from a hard cock. What I would do to have one right now!!


You are so right about that. I was also hooked after the first time and there is nothing like to heat that comes for a nice hard cock hitting my P Spot or how good it feels when the head slips in and I clamp back down on his shaft.

[bi4asplay]

My wife of 12 years has taken my ass from the beginning with her strap on and when she made me her cuck 6 years ago, she had her lover fuck me as she watched...it felt great getting it and even better being watched by her.

Ain't it the truth!!!!!

[bi4asplay]

Pain: Sharp, stinging pain is caused by friction stretching the delicate tissues of the rectum sideways, not by stretching out to accomodate the diameter of a penis. Hence lube inside the rectum and all around the anus including adjacent cheeks; lube on the penis; entry should be only a couple of inches, back out an inch, couple more in, back uout, etc. , to be sure lube precedes the head of the penis and its shaft all the way in.

Initial sensation: very often starts as uncomfortable, "unnatural," prickly-stingy. If this happens the top should stay still all the way in and in 30 seconds to a minute or so the sensations will begin to change in character and start feeling highy pleasurable and erotic. The top can start moving gently when the bottom begins to writhe.

With a top who knows how to give pleasure, bottoming can be indescribably delicious.



Oh yes it can be wonderful.

[Married32]

I've still not experienced the real thing but have used toys and am craving to know what the real thing feels like. Sounds dumb, but how in the hell do you ask a guy to fuck you?? Lol

[BiJackfla]

Well don't think this is weird but my first ANAL was at 12 going on 13 back in the Late 70's older man friend of my Hippie Mom! I started sucking COCK about 10 my friends and my Older Brother I was hooked!! Well the Friend would stay over a lot over night and like most nights I was in the Bath trying to beat my dick when in walks (Friend) naked after leaving my passed out Mom again! He closes the Shower Curtain about half way (100% True Story) and stated to stave! one problem he had a raging hard on a nice curved Cock the first one I ever saw and I am Staring!!! He gets done and turns to me his COCK is now facing me and I'm still staring and he said grad it and I did!! Next thing I know I am sucking his NICE Curved Cock! Well long story short Not REALLY he lets me suck his Cock off and on and eat his CUM! Which I already had swallowed CUM at 12 before! Well I had been sticking little things up my Ass like a Hair Brush Handle and things in the bathroom and my Friend had rubbed his cock on my hole but never pushed it in! But somehow I don't remember how or when I was Sucking his cock in the Bathroom one night and ended up with the Head of the (Friend) Cock on my Hole and pushing in and out slightly! He used some lube and pushed and his HEAD popped right in my Hole and I felt some Pressure a little pain he was bigger than the Hairbrush Handle but in he went about half way and started slowly pumping! Well I just found something new I couldn't get enough of late 20's COCK for the next year! Then the Worst happened they Broke up and we moved away no more 20 Something COCK for me! But I still had a Friend once in awhile and met my Girlfriend and then I found PUSSY! But I still have one or two COCKS around I get to see once and awhile. Some may say that's fucked up but that was the 70's and that Love everyone shit!

[pole_smoker]

Well don't think this is weird but my first ANAL was at 12 going on 13 back in the Late 70's older man friend of my Hippie Mom! I started sucking COCK about 10 my friends and my Older Brother I was hooked!! Well the Friend would stay over a lot over night and like most nights I was in the Bath trying to beat my dick when in walks (Friend) naked after leaving my passed out Mom again! He closes the Shower Curtain about half way (100% True Story) and stated to stave! one problem he had a raging hard on a nice curved Cock the first one I ever saw and I am Staring!!! He gets done and turns to me his COCK is now facing me and I'm still staring and he said grad it and I did!! Next thing I know I am sucking his NICE Curved Cock! Well long story short Not REALLY he lets me suck his Cock off and on and eat his CUM! Which I already had swallowed CUM at 12 before! Well I had been sticking little things up my Ass like a Hair Brush Handle and things in the bathroom and my Friend had rubbed his cock on my hole but never pushed it in! But somehow I don't remember how or when I was Sucking his cock in the Bathroom one night and ended up with the Head of the (Friend) Cock on my Hole and pushing in and out slightly! He used some lube and pushed and his HEAD popped right in my Hole and I felt some Pressure a little pain he was bigger than the Hairbrush Handle but in he went about half way and started slowly pumping! Well I just found something new I couldn't get enough of late 20's COCK for the next year! Then the Worst happened they Broke up and we moved away no more 20 Something COCK for me! But I still had a Friend once in awhile and met my Girlfriend and then I found PUSSY! But I still have one or two COCKS around I get to see once and awhile. Some may say that's fucked up but that was the 70's and that Love everyone shit!
That's fucked up that you were sexually abused by your so called "friends" and their older brother, and that family friend. People like that are sick and belong in prison as they are into sexually abusing people.

[RoadWarrior942]

I have become more and more interested in having (receiving) anal sex for the first time. However based on my age and physical condition, I have pretty much given up on attracting someone that would be not only willing, but be the "right guy" to satisfy my curiosity in this area.Hell, it took quite awhile before I found someone to have a bisexual oral experience with!

So my question is: What would be the second best alternative? Specifically, what toy would give me an experience as close to the real thing as possible? I have already used a small trainer plug and plan on getting a bigger one. What do you suggest for size for the final act? Vibrating? Ribbed? I'm "open" to suggestions.







Quote (http://www.shybi-guys.com/forum/index.php?app=forums&module=post&section=post&do=reply_post&f=18&t=1778&qpid=286363)
MultiQuote (http://www.shybi-guys.com/forum/index.php?app=forums&module=post&section=post&do=reply_post&f=18&t=1778&qpid=286363)
Blog This (http://www.shybi-guys.com/forum/index.php?app=blog&blog_this=forums&id1=1778&id2=286363)

[charman]

I have topped and bottomed, neither one did anything for me, what am I missing?

[elmwood7]

Maybe your just not into anal sex.

[charman]

Maybe your just not into anal sex.

That is a good point elmwood7.

But I was chatting with a guy on line about this and he said that the person that topped me just didn't do it right. I don't know about that, what I do know is i love stroking and sucking a hard cock.

[Oztrich]

I think I was lucky with my first anal. I came very quickly with the tip of the guy's cock massaging my prostate. Once I learned to relax and go with it, anal was not only pleasant but highly addictive.

[Christopher South]

However based on my age and physical condition, I have pretty much given up on attracting someone that would be not only willing, but be the "right guy" to satisfy my curiosity in this area.




Curious about this. I see plenty of ads from guys who are older or heavier or taller that are still looking to provide/receive anal.

[jimisbi]

I think I was lucky with my first anal. I came very quickly with the tip of the guy's cock massaging my prostate. Once I learned to relax and go with it, anal was not only pleasant but highly addictive.

Anal is definitely addictive. I loved it the first time and every time after that.

[apantysnatcher]

I have been into guys since I was in the 8th grade. Learned to suck cock the same summer I ready what pussy was all about. I continued on and off for years. When on the weekend of my 60th birthday I decided to give myself a present. I was at the local gory hole. Have been taking and sucking cock all after noon. I made my mind if someone want to me was going to do it. I was bent over a guy seated as I sucked his cock. A m I did not see at the time cum up be hind me pull my pants and panties I was wearing down to my knees. He pulled my cheeks open and rimmed me. That was a first for me. I never stopped sucking the guy off. When he came I drank it all. I looked back at who was giving me my first rimming. One massive black man. I told him if he was rimming my ass he had to fuck it. He stood e up took me to a booth. He pulled out one monster cock. Told me to suck his cock as I finger my own ass. Once hard he bent me over and took me. It was the first BBC and the first in my ass of any cock.

[BICURIOUSONE69]

Never had anal yet but so want to just cant find the discreet one

[Bluehill]

First time if me was good. My lover had started rubbing a finger over my hole whilst he wanked me, after a minute or so I was jelly in his hands and practically begging him to fuck me! He only used spit for lube, but it was lovely and totally painless, because he only inserted the head of his cock in me! He totally filled me with cum though - this was pre AIDS.

The next guy who fucked me had a small cock, but he pounded me all night in various positions! My arse was sore for a few days afterwards!

Since those early days, I have been fucked many times since, and yes some guys hurt me! Instead of edging it in bit by bit, some guys just stick the whole length of their cock in you immediately! Slowly, gradually works - partly due I think to it helping spread the lube.



Use plenty of lube and play safe!

[RoadWarrior942]

All this just increases my interest in getting someone to do me. But as I mentioned, my age and poor physical condition will make it pretty difficult to cross this item off of my bucket list.

[liberia]

Damnit i want to try but i cant bring myself to do it. i use toys and i always wonder how much better an active partner would be

[Oztrich]

Anal is definitely addictive. I loved it the first time and every time after that.

Quite honestly, I would do it every day if it was available. I cum best with a penis in me. Even my wife has noticed it. It is super intense for me.

[Lvbicouple 4fun]

Congratulations! I envy you, I also wanna try but affraid of the pain and embarrassment of getting him dirty. Is there a way to prep yourself so it doesn't happen if you know please tell me. Thanks!

[bicuriousinindy]

Only tried dildos but would love to have my first cock shooting his cum my ass. Would really love a three some just the thought of a hard cock mouth fucking me and a a hard cock tucking me in the ass at the same time makes me so hard. Only been with a guy once and.he couldn't even get hard that was so disappointing. I've never been lucky enough to meet anybody else since.

[bi42guy1958]

Just wanted to share my last experience.

If you look at my profile and pics you'll see I'm a cross dresser, so anal for me is SUPERB! I love getting the dick. Anyway the last time, I checked into a motel room that happens to be beside an adult bookstore. I got dressed and prepped doing an enema prior to. Seen a question about this so put that in. Anyway I could see the entrance from my room and with the right lighting made it so coming out you could see me standing dressed in my room as anyone left the bookstore.
After about an hour or so I seen the door opening with someone leaving. I did my little thing in the window and I could tell I had his attention. I won't bore you with the luring, but once he got into the room, he brought out a little weed and we both smoked some. In the conversation he just bluntly asked me "you are a guy right?" Of course I answered honestly He asked to see, saying a cock in panties an thigh highs are a very big turn on for him. So I raised my skirt and parted my legs for his viewing pleasure, well and he did touch me a little. But I then told him it was his turn. I could tell as he undressed, he was HUGE (9 inches), and to my surprise already very hard! When he got naked and his cock standing to attention, I lost all control and my knees buckled right in front of him to give me a closer look at his hard cock. 2 or 3 seconds and it was in my mouth. So here I am a sissy on his knees and sucking a big black cock. That led to some wonderful, NO the best dick I've ever had. He fucked me in so many positions for about an hour before sliding off the condom and unloading in my mouth.
It was that night that I learned that I can deep throat 9 inches and take it all in my sissy pussy.

[hhman1]

Had my first anal experience when I was in high school with my friend.We both did each other,and it felt great.

[eccles]

i had my first time receivi g anal not to keen hurt like hell

[maturebtmchub]

My first anal experience was also my first time with a guy. A friend from the church I attended invited me over for a sleepover at his house. He was 17, I was 15. His room was in the basement and very private. At bedtime we climbed into bed and under the covers. He asked if I minded if he slept naked, I said no and he invited me to do the same. I quickly shed my drawers, and lay on my side, away from him. He asked if I had ever been with a guy, I said no and soon I could feel his hard, throbbing cock just touching my ass cheeks. I was a little afraid but more horny than scared, and soon he was sucking my tits. After a bit, he started sucking my cock, and pushed his cock towards my mouth. As he was sucking me, I felt I had to return the favor, and started sucking my first cock, he went back to sucking my tits and he greased up his fingers and fingerfucked me. One finger, then two, then three. After a while he turned me over and slowly entered me, letting me get used to him.He slow fucked me until I could take him all the way in, he was 7 inches, thick, then started pounding my ass till I wanted to scream. He came in my hugely, deeply. After pulling out, he turned me over and sucked me dry, leaving me totally exhaustef and satisfied, and knowing that even though I might want sex with women, I would always love man sex the best.

[guywholikesboth]

my first was with a 19 year old with a 5 incher whos balls hung down 6 inches it hurt a little but then the pleasure came he fucked me for 20 min but didnt come. My nest was with a guy at the Y he was about 5.5 inches we were in a shower with the curtan closed I soped my ass up and his cock he slid in and fucke me for about 5 min and came in my ass loved it then I fucked him with my 6 incher

[man4girlgirl4man]

I fucked myself with a huge thick cucumber for the first time at age 13. So I was ready for the first real guy to fuck me with his real dick. It was black, 10.5 inches and thick. I took it all and screamed for more!!!! Total ass whore here :)

[Cum1st]

My first time,

It was the mid to late seventies. (Last century). I frequented a nearby interstate highway rest area that was teaming with guys that wanted to hook up, many on their way home from work stopping for a mutual get off with a man. I had a place to do it. It didn't seem to us as much like cheating, at the time and didn't evolve into a "When are we gonna get married?" situation. Unlike the then new to the area book stores which generally involved a sucker and a suckee, the highway encounters I had were all 69.

This one guy came twice in my mouth, and was up for going again. He asked if he could fuck me in the ass. I had already been privileged to cum in a few women's asses, and for a long time wanted to have mine fucked. Knowing it was my first time, he had me lie on my back with my spread legs in the air. I don't remember any pain, just pleasure. He didn't last long, and was finally satisfied. The only drawback was there was a lot of shit on both of us.

He didn't seem to mind, and it was such a dizzing experience for me that cleanup for me wasn't so bothersome. After that, years later with a weekly FWB, I always spent plenty of enjoyable cleansing time back there before he arrived. Enjoy an enema you ask?

My sort of enema goes like this: I use a rubber - not plastic - washing machine hose with the one end cut off. The other end gets screwed onto a laundry tub faucet. I adjust the temperature to a comfortable stream more than a trickle and less than what seems dangerous. Sitting on the toilet next to the laundry tub I insert the hose. I let myself fill until the pressure builds to a point that I feel full, but not uncomfortable, and let it out. Eventually the warm water goes farther and farther up dislodging more potential mess. As the water runs clear, I start to finger myself as it cums out. This process could go on for over a half an hour if I started early enough. I do leave plenty of time to make sure all the water has had time to drain. This process has two benefits other than cleanness and pleasure. One, the finger play stretches my asshole painlessly, and two, it starts my own personal lube to flow. Never once did we use lube, or even have a dry start. It was always as slippery as a hot juicy beaver and crystal clear.

[userkek]

I'm dying to have mine, I just have no idea how to go about finding anyone that would want to :F

[Cum1st]

I'm dying to have mine, I just have no idea how to go about finding anyone that would want to :F

I haven't been with a man in years. I'm looking for a guy that would like to get together at mutually convenient times. We wouldn't fool around with others. We'd satisfy each other's Bi wants without bringing home any STD's, and be able to do it bare back.

It's been 15 years since I've enjoyed such a relationship, but I won't compromise. It's too dangerous. Be careful. The urges are hard to resist.