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

Curious about anal penetration?

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From Creditor3
I'm 60 years old and have enjoyed anal stimulation my entire life sadly being married for 34 years that side of my life has never been discovered by my wife.  She is not into anal sex period and the concept of doing something beyond our routine of oral, vaginal penetration and eventually a load in her hole is where our sex life is today.  I'm not complaining, we get together once a week, spend a fair amount of time enjoying each others body before that penetration.   I like to soak it for a bit longer than my wife is able to endure (change of life) but we are usually good for 45 minutes of fucking before she wants the "jumbo" to fill her with a strong, deep shot. 

What I wish is that she would consider spending some time working my backside with one of the many dildo's that we have but don't use, at least she doesn't use them.  I've grown very fond of greasing one up and doing myself.  I've attempted to communicate my interest to her but she seems disinterested in having to do more then we already do plus it means she would need to do some work as opposed to lay there and get fucked.  I've adapted to this solo routine although I wish she would strap it on and do me deep. 

Years ago when I was involved with a women as a swing partner we were at a party and I was doing a different women when to my surprise and intense pain, my partner got behind me wearing a strap-on and did me while I attempted to fuck my partner.  The whole show stopped while I allowed her to penetrate me with a 8 in dildo strap-on.   Needless to say my blue steel hard-on shrunk a bit but as I begun to fuck my partner again and I was getting hammered from the back it built into one on the most intense orgasm I've ever experienced.   The women i was fucking didn't climax but said her pussy was carrying a ton of cum.  my friend said she knew when I was coming and drove that dildo deeper and harder, I was in fucking heaven, pain or no pain. 

That was many years ago and I've grown fond of doing myself with one of my wife's dildos, a life size 6 inch with the base which allows me to get it all the way in and use a wall or chair to drive it deep and hard.  The organism I experience are out of this world.  I'm a geek but I cum like crazy with that dildo buried in my ass as I work my semi hard dick.  It's funny, I have a nice piece of meat, 7 plus inches and thick, that's what my wife likes is the fact that I fill her. Yet it's exactly the same thing I wish she'd do for me. 

I'm not gay, maybe bi-sexual but I love to plant my dick into a warm pussy and soak it good, it brings out the creative side of me.   That said I find I enjoy doing myself with the wife's 10 inch dildo, I worked it in my ass for over 2 hours today while she was at work hoping to plant my 7 inches in her well tonight but it wasn't to be.  She works hard each and every day and I understand that she's not always in to mood to get fucked. 

My asshole is raw tonight from that 10 inch dildo, it worked deep and hard until my ass tissues said uncle...   Maybe this will continue to be a private thing, sure wish she'd take an interest and I doubt that I'll be doing much swinging anymore at my age..  thought about finding a gay dude to do me and I'd do him but HIV is a big turn off these days. 

If someone would have told me that when I was 60 I'd be doing myself in the ass twice a week with a 6 and 10 inch dildo and fucking the wife once a week I'd have said .... Shoot me right now...   For over 25 years we fucked almost every day then the "change" showed up.   Fuck, I really shouldn't be whining at all.

From Anon
Until a couple of years ago, I always considered myself "straight."  Some ten years ago, I discovered I REALLY like to watch my wife with other men.

To keep a long story short, about 2 years ago, my wife found her latest boyfriend.  After a few months of them fucking, they told me he wanted to watch ME fuck my wife FIRST.  This was odd, but I complied.  As we were getting into it, my wife whispered that she wanted me to let him fuck me... in the ass.  It turns out he is bisexual and wanted to fuck another guy while that guy was fucking a woman.

In the heat of passion, I agreed.  My wife and I stopped fucking, she put about 1/2 a tube of lube inside me, then smeared some on her lover's penis.

I put myself back inside my wife, he worked his way into me.  I won't lie, it hurt quite a bit and made it difficult for me to stay hard.  It took quite a while for him to get himself inside of me.  I won't say that it ever felt "good," but once I was able to get back to feeling erotic, the concept was really a turn on.

Both he and my wife are really vocal during sex, both like to talk about sperm while they fuck.  I find this, too, quite a turn on.  Now I was hearing them talk about ME taking his sperm!  I've seen many of his loads inside my wife... and he cums quite a lot!  When he pumped his load into me, even though this was all quit uncomfortable, I lost my load into my wife!

I can't say I like being fucked by another man, but on a rare occasion, we'll do it.

From Adria
My boyfriend want me to penetrate him, but I'm not sure what to do. Where is the prostate? How do I stimulate him? The idea really turn me on, but I'm scare I will disappointed him, I never did a man's ass before and I want please him as much he please me.

[From the editor: Adria, start with the excellent how-to article, The Pleasures of the Prostate]

From Mike
I love being fucked in the ass by a cock or a dildo, but when it is a real cock I like the feeling of it throbbing between the cheeks of my ass as it pounds me silly.

From Shorty
I am straight, but consider myself "bi-curious". I have a wonderful gf, but I think about having anal sex with another guy very often. And with the right guy, I'll do it. My first sexual experiences was with the neighborhood boy on our block. Somehow, he talked me into sucking his dick and coming in my mouth. It was an 'oral' relationship with mainly me sucking him. We never did anal.

Now that I'm grown up, I would not mind having a sexual relationship with a man. I find most guys unattractive though. I'm a small guy and my hole is very small. I would favor a young asian guy who is also open minded to fuck me in the ass.  I see nothing wrong with a male to male relationship. As long as no one gets hurt.

From Gee
When my wife and I decided to expand our sexual horizons back in 2006 and look for a guy to join us she asked we look for a bi guy since she wanted to see some 'action' between me and the guy.  I did not object and we eventually found 'Mr Right' and after exchanging emails we decided we were compatible and fixed to meet him. He was in his thirties, ten years younger than us, and did not disappoint.

We all stayed the weekend at a luxury hotel and on the Friday night after a very enjoyable meal we went to our room.  I enjoyed watching him fuck my wife's mouth, pussy and anus and when I thought he was too worn out for more action he showered and returned refreshed.  At my wife's request we sucked each other, his technique as good as my wife's, me shooting within five minutes, he lasting a bit longer before he shot his semen in my mouth, a bit of a shock but a wonderful experience as his milk flavored cum filled my mouth then slid down my throat.

After recovering he lubbed my ass, my wife sucked his cock up hard, then he edged himself inside me.  Slowly he went in deeper, me giving out some noises of ecstasy and some hurt but once he was full in, he began to move in and out and within minutes I was in seventh heaven.  It took about five minutes before he climaxed inside me but what a fabulous experience.  It was the first time a man had fucked me but I knew it wouldn't be the last.

Two years later we have a small network of bi men, single and married, who we meet two or three times a month.  With my wife's support and interaction, providing as well as receiving anal sex is a major item on the menu at each of our meet ups.

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