Anal Sex, Butt Massage, and I Hope You Wont Make Fun of Me

[rocky]

At 62 years of age I've been starting to enjoy anal sex and butt play in a more pleasurable way. While I'm a pudgy bear, I've been complimented on my "tight" butt, although through the years it doesn't seem that I enjoyed anal sex because of the pain. However over last couple of years finger play has become better and those who work slowly have showed me a great time.

 

My question; what should anal sex or butt play feel like pleasure wise? I liken it to having someone calmly scratch my back and take all the itches away. During anal sex when it doesn't hurt, after much lube and

finger play, the sensation appears to be again more of a calm back rubbing.

 

Can someone please tell me what good anal sex should feel like or does it vary from person to person. I'd like to hear what I should be experiencing or maybe I am. I hope you'll take this as a serious request and respond accordingly. Thanks Rocky

[+ WmClarke]

I think it varies. Not only from person to person, but even from session to session with the same person. There are guys I've been with where 90% of the time it's great, but once in a while I just don't like it.

 

And even a favorite position can "not work" occasionally.

[rocky]

Thanks. Part of what I'm asking is some experiences of others of just what good anal sex

feels like, what is the pleasure?

[BasketBaller]

For me the pleasure is internal, the sensation seems to be deep inside, and as sex continues it radiates further. There's always discomfort on penetration, or even some pain, but as stroking in and out begins, the movement, and the sensation of fullness on the instroke, start to feel great. I know it's stimulation of the prostate primarily, but it really involves my entire lower torso.

[+ Truereview]

Thanks. Part of what I'm asking is some experiences of others of just what good anal sexfeels like, what is the pleasure?

I think @WmClarke gave you the textbook and correct answer. Let's get clear that good anal sex can be good for a bottom or a top. Anal sex is not just about the bottom. I really enjoy both positions. I favor top bc I like pumping ass...plane and simple. The idea of filling a hole drives me nuts. Of course I read all my bottom's signals to do this to his pleasure, but my head (so to speak) & own pleasure is also in the game.

 

When I bottom, I need a guy who stretches me enough were I feel awkward at first, but not so much so that I'm feeling like I'm getting torn apart. I've taken really big guys, and it is all on their technique as well as my level of relaxation - and how he reads me. The second part is that he has to angle and reach my prostate and stimulate it without invading it. It is not a conquest, it is a tango. The motion has to have a certain rhythm for me...fast, slow, torturously slow, crescendo, fast, torturously fast. Once this is all happening, it begins to feel a lot like what @BasketBaller mentioned. I feel a fullness, a building up, a sensation that my cock and ass are connected and that every stroke is going to lead to an an event! I begin to feel a heat in my chest that slowly radiates to my neck and abs and slowly makes it way to my face and thighs. Good fucking takes me to a point where I feel like every stroke is going to make me implode, not explode. It should make me yearn and fear that the combination of strokes, filling and discomfort is too sweet and yet too much to bear. For me it is not like getting rubbed or gently massaged, to me it is about feeling so deeply physically connected to another human being that the bond is both natural yet unexplainably special, unique - almost deliciously unnatural.

[+ Eric Hassan]

I think @WmClarke gave you the textbook and correct answer. Let's get clear that good anal sex can be good for a bottom or a top. Anal sex is not just about the bottom. I really enjoy both positions. I favor top bc I like pumping ass...plane and simple. The idea of filling a hole drives me nuts. Of course I read all my bottom's signals to do this to his pleasure, but my head (so to speak) & own pleasure is also in the game.

 

When I bottom, I need a guy who stretches me enough were I feel awkward at first, but not so much so that I'm feeling like I'm getting torn apart. I've taken really big guys, and it is all on their technique as well as my level relaxation - and how he reads me. The second part is that they have to angle and reach my prostate and stimulate it without invading it. It is not a conquest, it is a tango. The motion has to have a certain rhythm for me...fast, slow, torturously slow, crescendo, fast, torturously fast. Once this is all happening, it begins to feel a lot like what @BasketBaller mentioned. I feel a fullness, a building up, a sensation that my cock and ass are connected and that every stroke is going to lead to an an event! I begin to feel a heat in my chest that slowly radiates to my neck and abs and slowly makes it way to my face and thigh. Good fucking takes me to a point where I feel like every stroke is going to make me implode, not explode. It should make me yearn and fear that the combination of strokes, filling and discomfort is too sweet and yet too much to bear. For me is not like getting rubbed or gently massaged, to me it is about feeling so deeply physically connected to another human being that the bond is both natural yet unexplainably special, unique - almost deliciously unnatural.

 

Seriously, dude, we need to fuck. That description got me all tingly .....

[+ Eric Hassan]

My question; what should anal sex or butt play feel like pleasure wise? Can someone please tell me what good anal sex should feel like or does it vary from person to person.

 

It's been said - it can vary person to person, occasion to occasion, position to position. What works one day with one guy might not another day with a different guy.

 

How sex - any sex - feels is very subjective. I am of the belief that if you are saying "That feels good," you're probably doing it "right" and if you are saying "That doesn't feel good," you might benefit from trying something else.

[BasketBaller]

For me it is not like getting rubbed or gently massaged, to me it is about feeling so deeply physically connected to another human being that the bond is both natural yet unexplainably special, unique - almost deliciously unnatural.

Yes, I should have added to the physical description above, the psychological stimulation I get from the awareness of another man being inside me. That is very powerful for me, for some reason, and it is of course what every woman experiences having sex with a man. But it's something only certain men experience, and I imagine some learn they don't like it. But that connection, that acceptance of another man into my body, is part of what I crave now.

[+ WmClarke]

When I bottom, I need a guy who stretches me enough were I feel awkward at first, but not so much so that I'm feeling like I'm getting torn apart. I've taken really big guys, and it is all on their technique as well as my level of relaxation - and how he reads me.

+100

[+ glennnn]

Another part for me is seeing and feeling the pleasure my top is getting. I love that my body is giving his body such pleasure and I want him deeper to give him more pleasure which gives me more....... I want to make LOVE. I want to make him cum inside me, because at that moment I love him. Now to answer the OP's actual question..... It feels like I am filled and waves of sharp, almost burning sensation radiate out from the head of his cock wherever it is inside me. It hurts good and I just want more in my ass, in my belly, in my balls.

[Jim Corrigan]

I would like to add that its not all about the prostate.Mine was radiated to oblivion a long time ago.I love anal sex.But not with any top.Trust and level of closeness with the top is important.when all that is working its glorius.The feeling of closeness is hard to describe.

[+ glennnn]

O sweet fruit of the loom. I'm getting fully and deliciously fucked, but not until Friday morning. Thanks, guys!

[+ Funguy]

I think you all have captured it in one way or another.

But one more thing - I have never had a total body orgasm unless I am bottoming. It doesn't have to be pounding, it doesn't have to be a monster cock, it just has to be in my ass, even sometimes fingers on my prostate and my entire body locks up in spasms of the most pleasurable kind!

 

Also, if it's painful it might just take a bit of REpositioning and a slow deep breath or two. If that doesn't work, fingers can do the trick in many ways.

[+ Truereview]

I think you all have captured it in one way or another.

But one more thing - I have never had a total body orgasm unless I am bottoming.

Hmmm...I had no idea men were capable of a total body orgasm. Maybe that's what I've been experiencing all along and I just didn't have a name for it. Thank you. I learn something new here every day.

 

@Eric Hassan - once I get back to the States, now you know what I'm expecting! Happy to practice with you...

over and over again.

[+ glennnn]

I think you all have captured it in one way or another.

But one more thing - I have never had a total body orgasm unless I am bottoming. It doesn't have to be pounding, it doesn't have to be a monster cock, it just has to be in my ass, even sometimes fingers on my prostate and my entire body locks up in spasms of the most pleasurable kind!

 

Also, if it's painful it might just take a bit of REpositioning and a slow deep breath or two. If that doesn't work, fingers can do the trick in many ways.

 

Repositioning, huh! Fingers, huh? Body locking up, huh! (Just taking notes for FUTURE reference)

[+ glennnn]

This is the hottest and most erotic thread in a long time. Thanks, Rocky. I'm all sticky/oozy!

[+ Funguy]

This is the hottest and most erotic thread in a long time. Thanks, Rocky. I'm all sticky/oozy!

 

Uh oh!

[LADoug1]

For me it's the complete physical AND mental connection with my partner that gives me the utmost pleasure.

[jjkrkwood]

I regret I am not able to contribute anything helpful rocky, since for me, anal was never pleasurable in any way, shape or form. The partner also didn't make a difference for me, I was just not cut out for it as either a giver or "receiver". But what I just want to say is that there seems to be a bit of a stigma, especially for gays when they say they are not into or do not enjoy anal sex. Like anything else, you like what you like, and your body knows what feels good and what doesn't. There should be no shame in admitting that anal sex isn't your thing. I liken it to a person who has lost one of his senses... It just makes you focus on your other senses to perfect them and make them sharper. At least that is what I have done, and so far, although I may not be an anal Dynamo, there have been no complaints in the sexual satisfaction dept from my partners. My motto: you cant be perfect at EVERYTHING, but you should strive to be perfect at SOMETHING.....

[jawjateck]

When the passion is heated, it is other-worldly; otherwise for me, it just hurts, in every position, with any top, no matter how hung or......ummmmm.............<ahem> diminutive he is.

[+ Oliver]

... no matter how hung or......ummmmm.............<ahem> diminutive he is.

Oh, what a lovely descriptive word!

[Rudynate]

When the passion is heated, it is other-worldly; otherwise for me, it just hurts, in every position, with any top, no matter how hung or......ummmmm.............<ahem> diminutive he is.

 

 

I'm the same way. When I'm into it - I see stars, the earth moves, I can't believe I'm lucky enough to have THAT man inside of me. When I'm not into it, it's sort of, "Yawn, aren't we done yet?"

[BasketBaller]

When the passion is heated, it is other-worldly; otherwise for me, it just hurts, in every position, with any top, no matter how hung or......ummmmm.............<ahem> diminutive he is.

 

As I've gotten more experienced, Skill and stamina matter more to me than size. My first few hires were of very hung guys because that had been very appealing in the porn I'd watched. It might have been smarter to start with smaller guys, but I still loved it. Now, I have different experiences with the big boys and the average-to-smaller ones, and if they know what they're doing I enjoy them both. In fact, my recent hires have reflected the fact that sometimes I feel like I want someone big and other times I want someone, well, less big. But they have to have staying power!

[+ sniper]

I think I recall reading somewhere that a side effect of steroids is the prostate becomes more sensitive and that's why there are so many bodybuilder bottoms. Perhaps some of our forum medical men can confirm.

Anal just hasn't done much for me at all though I love being rimmed and enjoy some assplay. I have a spinal issue which I suspect is playing a part in somewhat reduced sensation in that area. I don't mind doing it if the top wants to but really I don't find it necessary at all. (And I still enjoy fatnasizing about it, it's just that when it comes time to actually do it it's just...how I imagine I'd feel if I fucked a woman.)

[+ Axiom2001]

I think it varies. Not only from person to person, but even from session to session with the same person. There are guys I've been with where 90% of the time it's great, but once in a while I just don't like it.

 

And even a favorite position can "not work" occasionally.

 

WmClarke, your response is superb, and I can definitely identify.

 

A few weeks back I saw a retired escort who encouraged me to meet up with him again. Previously, the sex with him was "over-the-top!" During our most recent play session, I seemingly could not get revved up enough to have enjoyed our time together. He wrote me a complimentary email; it took me almost two weeks to respond back where I only stated, at the help of some fellows at this forum, that I'd see him again when the urge hits me. To date I have NOT contacted him. So in reference to your comment, you "hit the nail on the head!" It definitely should help the man who proposed the query!