Anal Sex the Truth.

Kinkykiff

Literotica Guru
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Feb 25, 2003
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The other day I was watching a movie and there was this scene, I am sure you have all seen similar scenes or read stories here on Lit that have the same theme, there is some young girl and she is supposedly a Virgin and the guy starts to make love to her the suddenly he is placing the head of his cock against her ass and she is saying no no no, then with a gentle but firm push he inserts the head of his cock and all of a sudden it is yes yes take me.
What amazed me more about the film I was watching was that the guy popped his sizable cock from her pussy licked his hand smeared the spit over the end of the cock and shoved it home.

Ok people so now is the time to be totally truthful, how were your first experience of anal sex. I like to hear both male and female perspectives.
 
Here is mine

I remember my first time giving anal sex to a girl, we were both pretty young and we had fooled around with fingers and thought we were ready to move to the next level, so making sure we had all the bases covered, she had made sure she was empty (to put it politely) we has some lube. With here lying on here stomach over a pillow wrapped in a towel I use first one then two fingers to open up her asshole. After I could get two fingers in comfortable I lube my cock and positioned myself and the entrance of her ass. Pushing forward the head of my cock started to enter her ass then as she cried out and shuddered my cock popped out again, we mush have tried about 7 or 8 time either the position was wrong and I could not get my cock in or she would shout stop cause it hurt to much, then my legs got cramp trying to hold my wait, then I slipped and pushed half my cock in to her ass and with a yelp like a dog that had been trodden on she cried out in pain and that was it, it was too much, about 6 month later we tried again with her legs over my shoulders and things worked much better and it went all the way to completion but it took another 4 or 5 times before she started to enjoy it at all and even then I am not sure if it was the anal sex or my playing with her clit that she enjoyed.
 
Just my take and give.....lol.

I'm not going to propose that I'm and expert in the subject. But I have had some experience in it and as a self proclaimed analytical observer, here is my take. I have found it to be, very similar to other human activities in that some physical adaptation and conditioning is required in order for it to function or become actually pleasent. To the laymen, that ass has to stretch. It indeed does and after some reading on the subject and research (tantric anal conditioning), its amazing what people can stick up there ass if they practice. Think of it as a gymnyst stretching in order to perform certain movements or a martial art practitioner or dancer having to stretch to facilitate conditioning and flexibility. For example, I read of this guy that was able to stick not one or two, but the whole rack, thats 15, billard balls in his butt and then do some yoga meditation and actually orgasm in the process. I guess Minnesota Fats is rolling in his grave right now! I think that we as humans, judge our activities in proportion to the effort we put into it(no pun intended). So, we tend to shy away from anything that we might have to put too much effort into to achieve for fear of what it might say about ourselves. On the other hand we idolize those that dedicate themselves to a life of mastering sports. I think that this manifests more in this case then in most. Also considering the social and moral taboos that this subject stirs up, weather as a cultural or gender division and its clear that it has a lot of baggage associated with it even before you take the plunge so to speak. Who hasn't heard of the cautionary tales for inmates to "not drop the soap".
I have observed and hold it to be true that those that practice and enjoy ass play, have accomplished it with a gradual progression towards it. Though some purported ass virgins just doing it with no telltale signs of discomfort do exist. Lets just attribute that to natural talent. I do know of some other individuals that derive their pleasure from the sting of it or for whatever reason an element of pain and as such either curb their activities in order to control that physical adaptation( staying tight) or progressively increase the size of the object introduced.
Finally, its an activity that is somewhat unnatural in a strictly anatomical sense. I believe it to be a fact that anal sex has been around for as long as we have. But there's a learning curve involved with doing it and doing it well and transitioning past the thrill of its initial sexual excitement. To the uninitiated, or ignorant, it can be difficult or unpleasent. Taking into account the mental state or desire required as a start, the necessity in general for applied lubrication, the gradual physical adaptation and a fluid and open communication in the process for the act to be pleasurable, it can and is usually done with some of these elements overlooked and as such, the whole experience becomes a failure. Those are a lot of hurdles to get over but amazingly many do.
My humble advice is to first decide you want to try it and actually succeed at getting pleasure from it. Approach it slowly and methodically and focus on observed difficulties in the attempt. Work at getting past those hurdles. Make a conscious effort towards personal hygenie. Then experiment with it and before you know it a whole new world of experience will be available to you. Need I mention, the present added pitfalls to all of this and the STD's more prevalent or should I say susceptible with this activity. Be safe!
 
Chick here. I did not like it when I tried it - several times. this had a purpose, after the first time, as I have a taste for..well.. :eek: Let's just say I like guys, eh? Anyways. It always hurt, was too harsh and painful. I would try again from time to time and found as I got older and better at sex, it got less and less painful, depending on other circumstances. However, I have recently been "introduced" or even schooled in the proper methods of assplay and now I find that I have broken through a barrier of - "not unbearable" to thinking about it constantly and wanting it.

Hope that helps.. :)
 
warwood said:
I'm not going to propose that I'm and expert in the subject. But I have had some experience in it and as a self proclaimed analytical observer, here is my take. I have found it to be, very similar to other human activities in that some physical adaptation and conditioning is required in order for it to function or become actually pleasent. To the laymen, that ass has to stretch. It indeed does and after some reading on the subject and research (tantric anal conditioning), its amazing what people can stick up there ass if they practice. Think of it as a gymnyst stretching in order to perform certain movements or a martial art practitioner or dancer having to stretch to facilitate conditioning and flexibility. For example, I read of this guy that was able to stick not one or two, but the whole rack, thats 15, billard balls in his butt and then do some yoga meditation and actually orgasm in the process. I guess Minnesota Fats is rolling in his grave right now! I think that we as humans, judge our activities in proportion to the effort we put into it(no pun intended). So, we tend to shy away from anything that we might have to put too much effort into to achieve for fear of what it might say about ourselves. On the other hand we idolize those that dedicate themselves to a life of mastering sports. I think that this manifests more in this case then in most. Also considering the social and moral taboos that this subject stirs up, weather as a cultural or gender division and its clear that it has a lot of baggage associated with it even before you take the plunge so to speak. Who hasn't heard of the cautionary tales for inmates to "not drop the soap".
I have observed and hold it to be true that those that practice and enjoy ass play, have accomplished it with a gradual progression towards it. Though some purported ass virgins just doing it with no telltale signs of discomfort do exist. Lets just attribute that to natural talent. I do know of some other individuals that derive their pleasure from the sting of it or for whatever reason an element of pain and as such either curb their activities in order to control that physical adaptation( staying tight) or progressively increase the size of the object introduced.
Finally, its an activity that is somewhat unnatural in a strictly anatomical sense. I believe it to be a fact that anal sex has been around for as long as we have. But there's a learning curve involved with doing it and doing it well and transitioning past the thrill of its initial sexual excitement. To the uninitiated, or ignorant, it can be difficult or unpleasent. Taking into account the mental state or desire required as a start, the necessity in general for applied lubrication, the gradual physical adaptation and a fluid and open communication in the process for the act to be pleasurable, it can and is usually done with some of these elements overlooked and as such, the whole experience becomes a failure. Those are a lot of hurdles to get over but amazingly many do.
My humble advice is to first decide you want to try it and actually succeed at getting pleasure from it. Approach it slowly and methodically and focus on observed difficulties in the attempt. Work at getting past those hurdles. Make a conscious effort towards personal hygenie. Then experiment with it and before you know it a whole new world of experience will be available to you. Need I mention, the present added pitfalls to all of this and the STD's more prevalent or should I say susceptible with this activity. Be safe!

Damn....I just don't want to play pool anymore, damn shame to...was getting to like the game. :eek:
 
My first anal experience was with a gf who was 23 or 24 and I was 19. Needless to say she had years of experience on me and obviously loved ass play to since she asked me to do it. Needless to say, things went "very smoothly."

Damn, she was a fun one!!!
 
Wow

So, evryone is looking at billard balls in a different light, interesting. Well, if your interested, I've got stories that will make you stop eating your nails.....lol!
 
My 1st Experiance

My 1st real penetration,

My fascination for anal began a while ago My Ex loved anal so I have given it a lot. Through the years we had gotten a few toys, a couple of small ones a butt plug and a nice size dildo with a thick head and suction cup on base so it stuck to tile wall, or mirror, just need to guide it that way. (She loved that one),
I would DP her with a dildo in her pussy and I fucked her ass with my cock at same time. I loved watching my cock disappear in her ass. At times during our sex sessions, she would finger my ass but never did me with the dildo, even though it was mentioned.
My interests turned to the dildo, so while she was at work I started to play with them,, never being able to get the big one in I loved the feeling of the smaller one in my ass. (One time almost got caught, had just put toys away when she got home) While I tried to fuck myself, I would jerk off and cum so hard. I never was able to get the big one in while I was still married.
A little while after the split up I found the toys we had stashed them in a drawer for a while so kids wouldn’t find them (even though they did find them). That’s when the Real experience began. I wanted to feel that big boy inside. With out fear of being caught I would take a small vibrator and the Big Boy to shower with me. I would start with the vibrator taking my time To loosen up. It still took me a few tries to finally penetrate myself. (Didn’t happen on 1st date) The day I got it to go in I used condom on it, there was some pain when my ass finally opened up for the big boy, I stopped moving, pulled it out, enjoying the tingling all over my ass, I was so turned on, it had gone in once now, I wasn’t stopping, I took the vibrator, fucked myself a little more, lubed up the Big Boy with lots of KY and guided it to my ass I wanted it in again, it felt so good, I knew the pain would go away, I push onto it and felt it open me up, it went in (So turned on by then) I came without touching my cock right there, asshole twitching around the dildo. The feeling is indescribable, you have to experience it yourself to know how it feels. I fucked myself for just a little while the first time, but since then have enjoyed anal sex with myself for a few years. The Big Boy is retired and have had a few new toys since it, I now enjoy a 7 ½ lifelike dildo and a nice 5” butt plug, hoping to step it up a bit soon.

(May I add, I have never had sex with a man, I guess I'm Try-Sexual)
 
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