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The Daily Grind

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. 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 experiences on this? — Remittance Girl

34 Comments

  1. Comment Import

    From Miguel
    I would really enjoy trying this, unfortunately my wife is a little shy about it. we did d it once and have several fingering expirences that were very exciting for me. I have expirmented with vibs. when no one was around. feeling myself streching and in & out sliding across my prostate can rev up some very wicked orgasms.

    Reply
  2. Comment Import

    From Anonymous
    I received regular enemas growing up from my mother and older sister. they were not mean to be sexual, I grew up in the 50’s in the south. Most kids got either laxatives or suppositories routinely.

    I went camping with 3 older boys for a weekend camping trip for the scouts. We were camped next to a lake and went skinny dipping. Afterwards we were sitting around a camp fire and talking. The older boys had brought beer. I drank one but didn’t care for it. One of the boys asked me if I had ever had a pee enema. I had no idea what it was and he volunteered to show me. He had drank 3 or 4 beers so he had a large supple of pee. he had me lay on my back and lifted my legs up and lubed both me and his penis which he slowly pushed inside of me. I tried to push him off but he said it was part of the enema and he had to put his penis in me so that he could empty his bladder.

    After a few minutes it felt really good and the other two boys gave both of us advice on what we were doing. This was before the internet and when this kind of information was not readily available for kids. I had no idea what was going on but it felt much better than any enema I had experienced. after about 5 minutes, he pushed deep and I could feel his penis convulsing. He told me to hold still and wait for his penis to go down and then he started peeing.

    The pressure of his peeing was really good, I never had an enema that felt like that. Once he finished, he pulled out and I went into the woods to expel and then to the lake to wash off. Over the weekend all three boys gave me multiple pee enemas. When I got home, I asked my uncle if he had ever had a pee enema and he got really mad and spanked me. He told me that was something good boys didn’t do so I didn’t repeat it.

    Reply
  3. Comment Import

    From Rob
    I’ve enjoyed anal sex ever since I started jacking off. Have used many items to make me come. Anal orgasms are the best! Had an old girlfriend who really liked it when she found out I liked anal. First one to fuck my ass with a vibrator. Last girlfriend wanted to watch me with another guy. Never happened, but she set me up with a guy who I fucked and sucked. She loved hearing about it. I’m bi and enjoy having anal with both men and women. Most women are turned on by either fucking me or wanting to watch me with another guy. Can’t wait for MMF 3some!

    Reply
  4. Comment Import

    From John
    I love the idea of a real man coming in my ass, although I have never as actually done it. I stick to a rubber cock and lube. I would love to be sucking another guys cock (something I love to do) while my wife watches. We’ll see! I am also thinking about getting a strap on for her to use on me, but she is kind of freaked out about my cock sucking, so I don’t know if she would be into it.

    Reply
  5. Comment Import

    From WD
    Anal play and penetration lie at the center of my sexuality. Ever since I started masturbating as an adolescent, I have fingered my anus and inserted objects. That desire was strengthened by my college girlfriend, who was older than me and rather dominating. Many times when I wanted to have intercourse she would insist instead on penetrating me. She would say, “Assume the position,” and I would face down naked on the bed as she lubricated my hole and fingered me while rubbing her mons against the back of her hand. She would come first, and when it was my turn, the orgasms were so intense I would shout in ecstasy. That relationship, coming as it did when I was so young, gave me a strong and permanent anal fetish.

    Reply
    • WD

      This is to continue my post of January 5, 2017.

      I let a few subsequent girlfriends in on my desire, but only one really got me off. She was a virgin when we met and very eager to please. She was the first woman I fucked up the ass, and the first to give me analingus. She brought up penetration first, which made me very happy, knowing she wanted to get inside me. So anal fingering became a regular thing with us.

      Even though I had experiences with that girlfriend that have never been matched, my wife is overall the best lover I’ve had. At first she found it weird that I wanted her to lick and finger my anus, but she quickly found she enjoyed seeing me lose control, surrendering myself to her. She attacks me from behind, spanking and biting my ass cheeks and passionately licking my anus, even inserting her tongue. She fingers me with lots of lubricant and rubs my prostate, saying all the naughty things I love to hear, like asking me “Who’s the bitch now?” and telling me how open I am, how she can see right inside my anus. I love being face down and ass up for her. That is my sexual self-image—how I most want to be with a woman. She has an aversion to sex toys but knows I have a collection that I use on myself sometimes when I’m alone. My fantasy of being pegged will probably never be fulfilled so I look at pegging porn while sliding a dildo in and out of my virgin hole, imagining that a beautiful woman is taking me from behind with her strap-on.

      Reply
  6. Comment Import

    From Pluggedman
    I’m a gay man, but I am not surprised at the number of straight men who are unabashedly into anal sex for themselves. I’ve encountered this in many of the forums I read. Perhaps the only disturbing trend is when some men indicate that they are not gay, have no interest in men, and don’t feel they should be labeled even a little bit gay because they’re into anal sex, dildos, strapons and butt plugs. Is it really necessary to disavow gay men and being gay to make a point?

    Straight guys, there’s no shame in being into anal. It’s great for the prostate, and it’s actually good for curing hemorrhoids, especially if you’re sedentary, like me. I find a butt plug, kept in place for hours at a time helps work those anal muscles, keep blood flow to the anus, and get rid of the roids. I’ve only been plugging for about six months on a regular basis, and in that time, my anus is healthy and happy and hungry for a plug. I once went 20 days with my plug in place (with time out only for bathroom breaks, cleanup and re-lubing. I am plugged for most of the day and night.

    Reply
    • Bk

      I thought being gay or not had to do with which gender you find sexually attractive. Not wheather or not you like to get fucked by your Wife because SHE turns you on so fucking much

      Reply
  7. Comment Import

    From John Filip
    When I was a boy I was given enemas to keep my bowels open. I never let on that I found it enjoyable. Later on I built a tree house and found some items that would work for anal toys. I kept these in the tree house and one day a girl climbed up and caught me having fun. she began helping me with the anal penetration and it was very enjoyable until her uncle came up there and started using his hard penis inside me. From that time on I have been bisexual and open to about any kind of sex. Swinging is now a big part of my life. I wear a butt plug as much as possible and sleep with one at night.

    Reply
  8. Comment Import

    From Ken B.
    I was married and had never had anything up my anus but, a Dr.’s finger during a physical. My wife had the box the Joy of Sex and I read that some men liked to have a finger on the prostate during a blow/hand job. Well the wife was giving me oral one day and we had talked about it and as I was about to come she put her finger in my anus and hit my prostate and I had an orgasm like NEVER before. Not only in intensity but, the amount of cum. Every now and then we do it and I usually get the same result.

    I have NO interest in anything bigger than a finger though. She likes a finger but, that’s about it. We did anal a few times but, she was not a big fan. Plus one time my penis had a mess on it and that was a big turnoff to both of us.

    Reply
  9. Comment Import

    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 & Eveor Adult DVD Empire (yes, they have an excellent variety of men’s toys).]

    From Nobilis
    A friend of mine recently said something like “Any guy who likes his asshole touched is a little bit gay.” I ripped him a new one, don’t worry, but my point is that it’s a fairly common prejudice. Lots of men harbor a secret fear that they might be “a little bit gay”. That fear causes them anxiety and even pain that’s hard to encompass in words.

    Reply
  10. Comment Import

    From Old Navy Dude
    Since my wife and I have been together (for less than ten years), we have gone from straight sex, to her doing the bi thing to the strap on for me to wanting me to be with another guy, still working on that one to her latest fantasy, finding a wet nurse to feed me. The subject of strap-ons came after some movies and some wine. We had had anal sex and she got really excited about it. We went to Dallas and found some stuff on Cedar Springs and tried it out. She got a little pissed at me when I was getting into it too much and she was working too hard fucking me. Hey babe, pounding pussy or ass is hard work!

    Anyway, we keep it ready and when she is in the mood or I can talk her into it, especially after a session of her dry nursing me, sucking those great tits, she is up for anything. When she isn’t in the mood, a good suction dildo, a hot shower and a lot of lube does the trick. In fact, I had a nice fuck and stroke session this morning. Hoping tonight she might want to break out the toys and pound my ass proper.

    Reply
  11. Comment Import

    From Jack Ensuck (D.C.)
    Love reading these post, gets me nice and stiff to know I am not alone in all the anal sex play. I love when my wife eats my ass out, then fucks me. I have my own toys, one which is damn near exact replica of my cock, so it’s really nice to know I can handle it, as my wife handles me inside her ass. Unlike some of you, I do want a real stiff, warm cock inside me, and my wife and I talk about it alot – She is turned on by the idea. Toys are great, but I have to imagine the real thing is that much better.

    Don’t feel I am gay, don’t find men attractive, but damn sure love the idea of being fucked by a real cock, at least once. My wife is bi, so get my share of sharing girls, we just need to get a dude now, and let go of all the gay straight bs, and have us some amazing pleasure. I guess I would say I am Bi ? or at least cock fascinated. Thankfully my wife and I have such an awesome relationship, we don’t hide this stuff from each other.

    Reply
    • Russ

      That’s awesome so happy to hear ! You are both very lucky.

      Reply
  12. Comment Import

    From Curtis
    An old girlfriend introduced me to this many years ago. She was teasing me, alternating between blowing me and licking my perineum.. Just before one of the biggest orgasms of my life, I realized her fingers were in my ass rubbing my prostate. With my body still shaking, she slid up to me, I grabbed her head, pulled her to me and kissed her while she still had a mouthful of cum. It was a very intimate experience physically and emotionally. I started wondering then if I’d like to be fucked with a strap on, but our relationship ended before it could happen.My wife and I tried a feeldoe strap on, but it didn’t turn out to be the experience I had hoped for. She’s less adventurous sexually, and she felt it was awkward. Her hesitation and awkwardness didn’t allow for the feelings of trust and intimacy I had been hoping for. When I submitted to her like that I had hoped she would enjoy the control and understand what a huge sign of love and trust this act represented. That’s been almost four years ago. I’m hoping with patience I can convince her to try it again.

    Reply
  13. Comment Import

    From Anonymous
    I’m a wife of ten plus years, have enjoyed many aspects of my sexual life with my husband. I consider us to have a fun and fullfilling sex life together. I spanked my husband for being bad, of course, which most men are. Then afterwards I lubbed up my dildo and fucked him in the ass from behind and with him laying on his back. I have to say him on his back and me laying on tope of him gave me the best feeling ever to be in control of my husband. To hear him say “oh my god” over and over while I fucked him in the ass turned me on so much. then to watch him jack himself off, while I kept fucking him in the ass with my dildo was the best sight and sound ever. The look on his face was pure estasy. I can’t wait to do it again. I recommend any married/couple who want to experiment in great sex should try anal sex at least once or twice in their life, for both men and women.

    Reply
  14. Comment Import

    From Anonymous
    I have enjoyed having my ass penetrated for years. I am not gay and have not been with another male. I love the feeling of being penetrated by beads, plugs, my fingers and my new toy, the All American Whopper from Adam & Eve. It is 8″ by 1 1/2″ and has a suction cup end that really holds it in place. It is made of cyberskin and feels like a real dick. It vibrates for great P-spot stimulation.

    Reply
  15. Comment Import

    From William Jones
    I have been enjoying anal sex for over 20 years. I first learned of it in the military where I met a German lady. She taught me a great deal about tantra and other things as well. Currently my wife and I have experienced anal sex. I have awesome orgasms. I really like it pounded in there but I don’t ever consider being with another guy. She is still shy about doing it to me so it takes my encouragement. But to end this on a good note… girls, most men enjoy being fucked by their wife or significant other (woman). Try it !

    Reply
  16. Comment Import

    From Bear
    You don’t hear about straight 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 . 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.

    Reply
  17. Comment Import

    From Gary7
    It is a special night when the wife puts on the harness and oils me up. She takes me from behind and I’ll feel the tip begin to enter me. And with one gentle push I feel her enter me. I stroke my cock as she goes in and almost out and then in again each time it feels deeper. It’s not to long before I ejaculate and orgasm anally at the same time. After she pulls out of me and takes her harness off she lies back and spreads her legs and my mouth go to work on her pussy and asshole. When she is nice and wet I’ll climb on top of her and fuck her till we come together.

    Guys if you’ve never experienced an anal orgasm before you have to try it. Most dildos work but if you really want something intense beads that start small and get bigger are the best. I am amazed by the things she gets inside me. And I’m not gay but the cock ones with the head and veins are pretty hot too. Try it you’ll love it.

    Reply
  18. Comment Import

    From Dan
    I am not gay as I do not fantasize having sex with men or having relationship (like picking out curtains or anything) but I have often wondered what it would like to have a real member in me. I have tried a few different toys but they are not the same thing even though I have had some mind blowing orgasms. If given the chance I would love to have a threesome with a couple of lovlies and while I am putting it to one of them the other slides what I assume is the business end of a strap-on but it turns out she is a transvestite and comes in my bum. All three of us could then spend the weekend trying different positions including strap-ons and using each other’s bodies including anal dp oral and anything else our perverted minds could come up with. I think everyone should experience this at least once in their life!

    Reply
  19. Comment Import

    From Ralph
    After 13 years of marriage I finally asked the question, 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!

    Reply
  20. Comment Import

    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.

    Reply

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