Anal Sex for Straight Men

A penetrating question

How many men have a craving to be penetrated, but can't bring themselves to ask for it? I'm not thinking of gay men here, but straight men. Penetration is, semiotically, so full of meaning in most cultures. It is seen as an act of domination. The doer is dominant, the receiver submissive (I'm not talking D/s here - I'm speaking generally). There is also a perception that to penetrate someone is to feminize them.

All this might make it very hard for a man to seek out the experience of being penetrated, for fear of all the implications. Anyone have any thoughts on this?  —remittance girl

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From Bear
You hear about men having anal sex, but one would be surprised how commonplace it is . It was back in the late 90s when I had my first experience and it was through Tantric Arts . Me and my GF at the time were constantly trying ways to get to the next level and achieve longevity. The more advanced stages of the art called for penetration of both partners and not just the woman. Then after we had tried that we purchased books and video on anal sex. Soon I got to where I could tighten and loosen up voluntarily and not have an orgasm for an hour and even longer.

I recommend a man start off small and work their way up . Like a woman you will enjoy a particular size more than another as it will give a better orgasm and feel . You don't have to have a horse cock to enjoy anal penetration. My comfortable size is 1 7/8 but I can handle up to 2 3/4 in diameter, though I like the fullness. The smaller gives a kind of fullness but yet I can last a long time and the humping lasts far longer as it takes longer to reach orgasm.

From J
I recently discovered that I like my wife to do me analy but have no interest in sex with a man. However the thought of being done while I do her sounds fun. Still don't want to have sex with a man though. Are there any toys out there that might do that for me?

[There is an enticing variety of adult products for men, including butt plugs and prostate stimulators that might interest you. Try Adam & Eve  (get 20% off with coupon code ERWA11), Adult DVD Empire (yes, they have an excellent variety of men's toys: get 10% off with coupon code ERWA11). Eden Fantasys is another shop we like, and trust.]

From Anonymous
I have penetrated a number of men through the years, and most seem to enjoy it.  My current boyfriend has tremendous stamina, and quite frankly after I have come, the continued pounding of his rather large fuckstick becomes somewhat tiring. I discovered a couple of months ago, that slipping my index finger into his ass and playing with his prostate causes him to instantly orgasm. He always complains (rather weakly) after I do it, but notice he doesn't make any effort to stop me when he feels my hands on his butt cheeks searching for his hole.

From DevaJones
My husband probably suspects that I would like to explore some prostate fun, but I've never told him outright.  I kind of asked him jokingly once before...nonetheless I'm very interested in doing this with him.  I think he'll love it and I absolutely KNOW I'll love it, just thinking about it turns me on immensely. 

Reading all these encouraging stories from other men, and how to go about it with out being invasive, and keeping his pleasure at the forefront has prompted me to talk to him today about it...wish me luck!

From Jonathan (south Africa)
I had no interest in anal sex or being with a man. I then had a massage and the masseur's fingers went between my ass cheeks and past my anus. To my surprise I started getting an erection and every time his fingers passed thru my cheeks I felt myself arch my back involuntary.

This happened a couple of times and then he must of realised that I was enjoying it. He then deliberately paused his finger on my anus and each time I pushed back at it. Finally, I could take no more and eventually asked him to put his finger in me. He was obviously very experienced as he got to my prostrate and massaged it. I had the most intense orgasm ever.

I left there with very mixed emotions and questioned my sexuality. After a few weeks I went back for another massage and continued to go back for more. It took about three months before I could muster up the courage and eventually asked him if he would consider giving me the real thing.

He obliged and very cautiously and loving broke my virginity. The feeling of his cock in my arse and the banana shape massaging my prostrate drove me wild.

I continue to have my monthly massage and of course look forward to being penetrated by my masseur. Sorry that I missed out for so long.

From Ralph
After 13 years of marriage I finally asked the question last night, to please finger me! While laying back on pillows in bed with my cock and balls in rings displayed out for the world to see, my wife began to lube by shaft and sack I asked her if she could finger my hole and she said yes!

I had a full length mirror on the side and the sight of my naked thighs raising my hips in the air for her to rape my virgin ass while spread eagle was unbearable!  As she penetrated me my cum shot through those confining rings onto my nipples! My arms went numb with ecstasy! What next?!?

From Hans
I've been enjoying anal sex ever since my girlfriend put beads inside me. When she pulled them out as I came the feeling was like no other. We began to play with larger objects until she put her entire hand in me. I came like never before. The best part is that she got off on it.

That's the key. When your partner enjoys doing it. Since we split it's been hard to find another woman who's into it. I did meet someone who loved strapping one on and we have a 18" double dildo that we both use. It's a lot of fun. I have found that I like really big things in me. She actually put the entire 18" in me.

I love women doing me but couldn't ever touch a man. Girls, most men like it. They don't because they think they are gay. Girls like it, are they gay? Play with your man's ass.

From Stacy
I have tried and tried to get my husband to experiment with anal sex but each time I try it, he completely closes down and says he doesn't enjoy it in the least.  (He will do me anally though...which both he and I love).  I keep telling him that if he just gives anal a chance (and I can finally stimulate his prostate) that he'll enjoy it.  I've read so many stories about how when a man's prostate is stimulated, his orgasms are SO much better....anyone know if this is true or not?

[It's true that stimulating the prostate often results in strong orgasms. A good starter article is at Prostate Stimulation]

From Paul K
I have been enjoying anal sex for many years, since my wonderful wife first used a vibrator on my then virgin ass. After awhile I purchased a strap-on for her to wear, I can honestly say my wife has a large cock. I really enjoy the pounding she gives my ass, but I have had only one real orgasm from anal sex. And I have been trying to figure out how she made me come without me jerking myself off. Well I think I have finally figured it out.

I have been using a ten inch vibe on myself and normally only get the pre cum dripping from my cock, what I have learned is in order to get the actual cum out is I must go deep in my ass with the vibe until it feels like it can't go any further in then bear down as if I were having a bowel movement. That's when I can feel myself starting to come, not just pre cum but the nice thick man creme starts oozing from my cock, the thick tasty stuff.

From Anonymous
When I am first penetrated and my wife's dildo opens my anal ring its feels so good when it slids to the hilt. Then she slowly fucks me. After she works my ass, I grab my cock and start to masturbate. She fucks me faster and deeper and tells me to come.

What a feeling. She loves doing it to me, she really gets into it as she pumps me,  Guys ask, women love doing this to men. Believe Me.

From Brian
I am very excited about it right now. My wife and I have been together for over 20 yrs, tonight she shaved off all of my hair (you know where) and asked me to wear panties and thigh highs. She is excited and I want to try.

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