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.
Reading these posts has been great, esp to hear what normal people have to say on the subject. I also would love my gf to do me with a strapon, so far she has spanked me and fingered me but I have not pushed the subject of the strapon – though really would like to.
I love the intense mental aspect of the role-reversal, ie giving her that control. Although I am a ver straight guy, I love the fact that she can have that intimate control over me – this would also extend to having her make me wear a pair of panties under a formal suit – once again it is something no one else knows about but is intensely intimate.
I love haveing my ass fingered but can’t convince my gf to go further can anyone help me?
Ill do it for ya 🙂 lol
has any body a way i can get my wife to do me in my ass ,, without turning her away or off me ? i love my wife and would do anything for her ,, but lately i have this crazey idea of here of doig me in my ass
Thats funny because im the same way! My boyfriends ass is so yummy and perfect but he rarely lets me finger it.. But when i do its so amazing i even got him to let me stick a vibrater in his ass i know he loved it.. Is it weird if i wanna lick it? Cause i do and i have 🙂 only once and it was in thr shower lol i wish he would let me f… Him in the a$$ with a strap on … Right now its outta the question to him.. But im workin on it;)
your storys and reploys are good ,,ive asked my wife lately to do me in my ass ,,why i dont realy know and she has ,,dut she hates the idea and realy lets me know when we are at it etc ,,i would have though that some wemon would have loved too be asked to do this ?but i gess i was wrong ,,PS not gay or have any plans too BE sorry.
tell her you would like for yall to host a toy party and invite some of your good friends to break the ice and make it fun so she wont feel uneasy me and my wife hosted a few and we had a blast. just a few people over have some food and drinks and have the host so some of the product. and asks her to buy a few things to use on you
I’ve read through the discussion and have almost tried everything to get my wife to just even think about toyin with my rear…still nothing I do find it ironic that I can lick, play and stuff her rear with all the toys in the world and yet she cannot return the favor. help
Hey its been a few days but i told her what i wanted her to do and it was great. it was the best time i had in a long time. she was a little uneasy at first but she came around we are going to try a few more time and try to incorp.it into our sex life
I love this too, but hope women do not have that much complications about strapon sex. Most of us men love strapon sex for its sexual pleasure, but for women it is another thing.
My last girlfriend loved to use a strap-on with me, it was her idea at first but as I warmed to the idea we experimented with Analplay, I love the idea of giving all the ‘power’ over to a woman & reversing the role in the bedroom 🙂
this is fantastic!
i bought my BF a strap-on for xmas, because my wrist gets tired and his ass is hungry. we haven’t gotten around to using it yet (the hecticity of the holidays!), but i’m looking forward to it.
Cam,
Ask her to help you find your P-spot, and that you want to know if it will rock your world like you have heard. Nothing more, nothing less. I would save the “in control” conversation for the post game follow up. Baby steps.
THANKS
Just tell her that you like to explore all your body, and that you also like to psychologically feel being controlled. Sex is not just a physical pleasure, but also psychological. There is no need to have any complications about sex.