
Our contributor, a woman who wishes to remain anonymous, has a confession to make.
My boyfriend’s butt is beautiful. It’s pretty. It’s plump. It fits in the palm of my hand. I can’t keep my hands off it, and simply touching it turns me on. I’ve spanked it, kissed it, rubbed it, grabbed it, bit it — and now I want to stick something in it. A strap-on dildo to be exact. I want to bend that boy over, face down, bum up, and do him in the most dirty of ways. I want to make his prostate gland giddy with anal afternoon delight.
So last November I said to him, “I want to do you in the butt with a strap-on. I think it’s only fair.” He’s not only put his peen in my vajayjay, he’s poked me in the tush too.
“Um, no.” He laughed nervously and changed the subject. Needless to say, this no-bullshit approach did not work.
Unwavering in my attempt to stick my strap-on dildo where the sun don’t shine, I approached him again in December with a more sensitive strategy: “Just because I want to pack your fudge and you let me doesn’t mean you are a fudge packer, baby.” I thought assuring him I wouldn’t think he was gay, but rather a try-anything-sexual would work for sure. Sadly, this simply wasn’t the case.
“I know,” he replied, “I just don’t want a dick in my butt. It’s not going to feel good.”
With this important information, I devised a more detailed put-it-in-the-pooper plan. In January, sounding oh so scientific (and as cute as can be), I spouted off some knowledge gleaned from this very site:
“The prostate gland is similar in size and shape to a walnut. It is located at the base of the bladder and surrounds the ejaculatory ducts and urethra. It is essentially the equivalent of the female G-spot, hence it’s called the P-spot. When stimulated during anal sex, it can produce orgasms. The P-spot is your best friend and you’re ignoring him. That’s not very nice, now is it? From what I hear he is very fun to hang out with. Perhaps you should make a play date.”
Silence…more silence…then finally, what my pretty little ears have always wanted to hear. “Maybe…”
After a month of many talks about how to travel the brown brick road, we agreed that purchasing a vibrating anal plug would be the best way to get things started. February arrived and with it a text message from my boyfriend that read, “I’m really excited for you to do me in the butt. Wanna buy a butt plug today?” Hell yes I do. Butt plug today, strap-on tomorrow!
Last week we went to Fascinations, a local sex shop, and purchased our very first 4-inch blue butt plug. We rushed home, stripped off our clothes and jumped into bed. He looked a bit uneasy.
“Are you sure you want to do this?” I asked him. “I only want to do this if you’re comfortable with it.”
“It’s probably going to feel like a turd,” he laughed. Not the response I was hoping for, but he bent over, face down, bum up, just as I’d imagined, and after applying a little lube I eased that blue puppy in.
I started slow and soft, in and out, in and out, then applied a bit more pressure. After a few minutes I turned on the vibrator located inside the butt plug. It was loud. Very loud. The longer I sat there on my knees behind him, the more I felt like I should be wearing latex gloves and a lab coat; perhaps throw in a clipboard and stethoscope as well. Probing is the word that came to mind. It felt far too formal for my liking, and I could tell by his silence and his face in the mirror behind our bed that he was not enjoying the ride.
“Okay,” I said. “Let’s try a different approach.” We sat for a few minutes and discussed what would feel good. We agreed that foreplay first without the butt plug was a good idea.
Some plug-free fondling led to some plug-free fellatio. And when he was good and ready, I popped the plug back in. He liked this combination of front and back attention much better, as did I. But after a while my mouth and hands needed a break, so we resumed the prostate exploration in the spooning position. I inserted the butt plug half-way in and angled it up towards his belly button to start. “That feels really good. It’s vibrating my balls.” Then I pushed the plug all the way in and started feeling around left to right. “That doesn’t feel so good,” he said. So I started making soft, slow circles inside. He liked that a lot.
After about an hour our anal endeavor was over and the search for his prostate gland was called off. He didn’t orgasm and he was strangely quiet as we lay there. It occurred to me that maybe I was asking too much. Maybe expecting amazing orgasms from just the push of a button was unrealistic. Maybe we should have thought of the plug as a side dish rather than the main course. Maybe P-spot stimulation just doesn’t work for some guys, just like some ladies hate having their G-spot touched…
Then he turned to me, smiling, and said, “Practice makes perfect, baby. I’m ready for round two. What about you?”
Like I said, butt plug today, strap-on tomorrow.
I’m not really a medical doctor, although I play one at the hospital. However, I’m pretty certain that you can’t catch ‘The Gay’ this way.
Well I dont think it makes men gay or even think about being gay…
I have done this to 2 guys now and niether have turned gay … they loved it … once they got used to it that is but never the less they liked bening over and taking my stapon !
I guess I am good at it but as said before they have a G spot in there and they like it when they find it !!
I think every guy who gives it should take it !
I hear this issue. I am just concerned at the consecuences. What will happen when the couple splits? It is not easy to find another woman that would want to do this to a guy. Yes, on line it appears all women do it, but in real life, most women would make fun of a guy that gets penetrated, most women would be just horrified about using a strap on on her BF.
So, back to the issue, after months of penetration , and a subsequent break up, where is the guy going to satisfy his newly acquired desire to be penetrated? I thimnk these women are just destroying a human being just for the sake of their fantasy. If it was a married couple, I see no problem, the woman has the commitment to stay with the end product of her making. If it is just a BF/GF thing, guys beware, you might end up becoming a complete different person, that was created after that girl bent you over, and once alone, you will have created for yourself a different path.
Would you tuen gay? not necesarily, but by paralell destinations, you might end up in gay guys company, the only ones able to hear you once you are alone.
To women, are you understanding of the real implications here? Women seem to play bi sexuality like a game, women go in and out of it with no real consecuences ( women playing, not talking about hard core tombiyish lesbians ), but men are different, a man that plays with homosexuality ( other men ) never go back like women do. By bending your man over for your pleasure, you are not necesarily turning that man into a homosexual, but yes, you are taking him to the doorstep of that road. Do you have the right to do so?
If there s anyone in the Los Angeles area who would like to have fun. [email protected]
I am a dominant male who is very interested in having strap on fun. It turns me on to think about a sexy women wearing black fishnet and a large strap on also. How do i go about finding someone to experience with?
I can’t believe this story, its AMAZING ! I would LOVE to find a girl that’s interested in this. Its been a long-time fantasy of mine to Find a STRAP_ON Chick ! I masturbate to Strap-on Porn all the time. I find it so erotic. I have had GF’s joking about it but they never really mean it, and I’m too shy to just cum out and ask for it. I been to sex shops and joked with them about buying a strap-on, but they just laugh. One gf even caught me looking at a site, Girls in Boys” and just jokes with me about it !
Well, I guess it will remain just a Fantasy until I find that Special Woman, or Women ! Wow, a room full of Strap_on Chicks waiting to fuck me ! Now that’s a Fantasy !
You guys are soooooooooo Lucky !
Sex is sex, regardless of who penetrates. Why some men and women have all the complications of strapon sex? For me, I wish I could find a woman who is so much into strapon sex.
Pff i can’t believe… i gues i just never meet women who are actually interested in that. It’s strange how a man can be horrified by this. 🙂
oh man i’ve been wanting to try that with my boyfriend, i -very sweetly- asked him about it recently, he looked horrified and said “NO.” i was dissapointed but of course its totally his choice so o well. i did tell him that i would never have anal sex with him again( i was never a big fan anyways, but he sure was). 🙂
I used to love when my wife would rub my perineum with massage oil when giving me head then one day she slipper her finger in my anus. Eventually she googled prostate massage. She recently picked up a Fun Factory Share and truly loves doing me. I mean she really cums hard while doing it and collapses in afterglow after finishing. I have not yet quite acquired the taste yet but maybe learning to relax and building up with smaller plug like the fun factory bootie would help. It really introduces a new level of closeness to the relationship.
There is nothing like an orgasm from being screwed with a strap-on. My girlfriend has used one on me many times but it wasn’t until about the fourth time when she ws really pounding me hard that I experienced the three in a row ogasms. It was so incredible my cock was only semi hard but it just flowed juice. I love to be bent over by my girlfriend and can’t wait for the next tripple orgasm maybe even quadruple.
There are no words to describe the feeling, It makes me moan like a girl and beg for more!
I agree with Lucy, its really good getting to be the one doing the penetrating and watching my man learn to take it in the ass …
Why should it just be girls who get penetrated in the ass?
I think more men should be more open and learn how to receive a strapon in the ass … esp if they like doing anal with their GF or wife.. its fun and its only fair that they experience what its like too.
Its great knowing there are so many girls out there who love to take control with a strapon dildo 🙂 For me its all about having fun and turning the tables, its amazing bending my husband over and having my wicked way… He wasnt so sure at first but now its part of our regular sex live !
Whats good for my ass is good for his 😉
Not that I’m totally impressed, but this is more than I expected when I stumpled upon a link on Furl telling that the info is awesome. Thanks.
I personally find this to be a very hot activity and something I’d definitely do with a partner. I’m glad to see I’m not alone in this type of fantasy.