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 relationship is the exact opposite. He wants it but, I am kind of scared. We have been shopping for a strap on but I don’t know… It seems odd to me. Maybe I’ll like it when we do it? I just know anal hurtsssss me.
can i get a hell no
i have tried this and it was great. i found someone who was willing to do it and just went for it we both loved it and she really got turned on by it.
i thought my girlfriend would want to. the day i brought it up she gave me a look and smiled. as i thought she was into it, i was wrong. she was kinda grossed out. a few nights later after it slipped my mind a was awakened to cold rubber rubbing against my back… it happend and i honestly loved it. A honest uncontrolable feeling and release! all men should try it and not be ashamed.
I really really wanna do my bf. I have licked his butt several times and he orgasms a lot, but he doesn’t want anything inside. One night we were drunk and I brought a girl home and she put a strap-on but he didn’t want either.
I have tried my fingers and my tongue and while I’m doing it I get so turned on.
Oh yes my wife and I do it a few times a month, and we love it. We use a “Feeldoe” and it is great.
I wish I could find a girl that is into this :'(
Yes, please. 🙂
That’s funny my ex-girlfriend loved my ass too and I always thought she was joking when she said she wanted to fuck me in the ass. After reading this I guess she wasn’t ha.. My response to her every time was NO FUCKING WAY.
just a word for all the insecure boys that read this…think about it, every one if us has either felt the unrelenting, cold, slimy glove of doom. most of us have felt the date raped feeling of “the scope” fully inserted into our rectums, and since most doctors are boys (sorry ladies) aren’t you feeling more queer already? This is your wife, or your girlfriend, or Jenny from the block, that wants you to experience that intensity that typically only women can feel. I don’t know about any one else in the room but I can’t orgasm with out direct stimulation, if this is a way I’ll try it..hell in case it hasn’t already been said RIDE THAT PONY!
tell me why does women like do her boy friend?
OMG I’ve been wanting to use a strap on
on a Man for a long time. I love a man’s ass and use to play with my ex boys behind while giving him head but, never put my finger all the way. Sex is great, but its my fantasy to ram a guy from behind. of course i’ll be gentle until he wants it the way I can give it. I wanna hear him moan and groan even say my name. Oh, I’m turned on thinking about it. I Just have to meet a guy who’s down to go for rounds lol
This is something that will make a relationship grow. Plain sex gets old. It took me forever to open up to my gf about how I wanted her to I guess to call it plugging me or whatever. But when she told me about her all time fantasy about wanting to f**k a guy, I told her how that has been fantasy and now that has brought us even closer. I was always scared of her thing I’m gay or something which I’m not. It made me fell better to here her say it’s not. We have grown some much closer.
love it when my dates are open to using strap on!
I love it. My girl and I do this a lot. It’s such an intense feeling to have ur woman take u. I can’t wait for a strap on. We have been playing with a plug and I want her to actually screw me.