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.
My husband and I went camping for 4 days and asked for every night! So excited he wants to get a strap on now because he wants more than my fingers. We have a dildo but I think it’s a little too big for him at the moment. I’m so glad he’s finally opened up to this. Any girls who haven’t convinced their man you should keep trying, don’t be forceful, but hint at it, use a finger to massage the area between his scrotum and anus and and maybe toy his anus some with so penetration. Good luck and I hope your patience pays off as mine did.
My boyfriend jimmy loves it! At first he was shy but now he chases me around are house with the butt plug screaming ‘again again’ haha. Next stop….the strap on! 😛
Wow, I stumbled on this over night just searching random things on the Internet and I really did not know this was important in so many mens lives, was such an insight and rather sweet all of you how you all have so my courage to say so thankyou x
I would like to be taken by a woman wearing a strapon. But.. Here in South Africa you do not get woman like this
i love to do this . i shy to ask my girl friend 🙁
man its great you all are open about this I was sure you were out there. I moved to this town 9 years ago and the 2nd girl i was with made me. after her i was afraid i would not find another, and i sure as hell was not attracted to guys, it didnt turn me gay. much to my suprize of the next three, two were into it already and the other was not only willing but always wanted to, only was too shy to ask. any of you women out there who want to know how to work your way in. i suggest this to you: start like someone else said on him with oral that moves back and lick like you like to be licked. if you are a bit squeenish try flavored lubes. then work in a finger in like you would like it in you and just take your time and dont get carried away at first. it wont be long and he will be asking you please! my wife of the past 2 1/2 years and i make love 7 days aweek sometimes 3 or 4 times a day. she makes love to me in my butt 2 to 6 times a week. she has major orgasims almost every time she dose me. i have them too with a helping hand from her or myself! it rocks!. One other thing she uses a feeldoe and a realdoe on me. these are strapless strapons that vibrate and she weilds them like she had one all her life. took a little pratice but in a verry short time she got it butt good. and guys there is another side of this… tit for tat…. sense she gets yours.. you get hers more….. all things are legal between a couple in bond of love cuz the two = 1 its a gift from above. that is the main thing that makes us soooo different frome the beast of the field an forest.
I have hint to my husband for the lay few years but he always jokes it away. While having sex I have grabbed, spanked and rubbed my finger tips over the crack of his juicey butt but have went no farther, but I could tell that it turned him on. Although he had asked me to lick his a** I have never done it. I don’t know why but I have been thinking not do this lately hoping it will lead to something more in that area.
Where are all these women who want to try this on a man? Why can’t I find one? Even adds on craigslist hasn’t gotten a reply….Just an exchange of power is how I see pegging, but it seems here is the only place where women admit to such a fantasy…
Well looking at this page all you guys and girls sound very lucky !!!
I have been an in the closet anal fan for years since I was 17 and I am now 25 years old with a slim build and told ” im not bad looking “I have a bag that I keep in the loft with all my toys that I have collected over the years, ranging from love eggs, anal beads, vibrating butt plugs, a 7″ dildo with suction cup for riding and the big boy an 18” double ender for when I feeling ambitious. I’m not gay just enjoy anal play.
my grilfriend used a strapon on me yesterday: loved it. she went slow and i climaxed with no touching at all.
My husband has a lovely ass. When he sleeps on his stomach and just has the sheet over him I fantasize about taking the sheet off and slowly fucking him awake, which I would never do with out consent. Ive told him how much I love his ass and how much I want to lick it, finger it, and fuck it. The first time we tried we had been drinking, not a good idea. I took it too far and he didn’t want to try again. Another time, I was going down on him and massaging the patch of skin before his anus, he was really in to it and said “I know you want to do it, just go ahead”. So I lubed up and fingered his ass and he asked for more. The next night I fucked him with a dildo. He liked it for a little bit. I really want to bend the boy over and take him with a strap on until he blows. I’m so hot thinking about it and I’m hoping he opens up to it. Wish me luck.
your man was very very lucky because you do it with him
woooooooooooow, i like it very much , i really want my wife do it with me, its so good sex, but i don’t know, she we understand it or not, but i really want she strap on me
You are ALL WEIRD!!!!!! I love my man but would never stick anything in his ass
After reading this article my boyfriend and I decided to try this out. So much for my British boyfriend being so “proper” lol. We found a great website http://www.sextoysforless.co.uk as we live in London now. It has a variety of strap ons and all types of lube. Now he is hooked I need to order a bigger strap on! I like the dominant feeling it gives me being in charge and watching him squirm, he he.