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.
At porn store now for new strap on can’t wait
Oh and I forgot to say, we now do this regularly!
Good confession, now my turn!
My husband and I are very sexual and have commited a vow that we will try anything once as long as we both agree and trust each other. After a few drinks he agreed to be tied up and be dominated by me, little did he know I had bought a strap on the day before!
If you have a strong marriage then surely anything goes!
I’m still waiting for a girl like you, to come into my life..
Good article, though I could do without silly terms like “peen,” “vajayjay,” and “fudge packing.”
It’s great to know that more women are free from stereotypes about men and anal play. Lots of straight men crave receiving it, but fear negative reactions. For a lot of us, a woman like this is a dream come true . . . she loves male ass like straight men are mad for female ass.
I’m a strap-on virgin but my wife is into licking and fingering me. I’ve been trying for years to convince her to strap one on, but she has a phobia against toys. Lately, though, we’ve been role playing from time to time with her as the doctor and me as the patient, and she has said she can see using a dildo or plug on me as part of this scenario. So my hopes are alive.
Most of my favorite memories of sex with girlfriends before I married and also with my wife have to do with anal play. I couldn’t live happily without it.
So good for you. Love that man’s ass!
Me and my wife tried this once and we are both hooked! It is an amazing feeling and it really turns her on. It started when I wanted to fuck her in the ass and she replied “Only if I can fuck your ass.” Needless to say I said ok and 3 years later she still fucks my ass and we both love it!
You know, most girls start off using their fingers, and if they have long nails just wear gloves. I told them what I wanted and it worked well. Sounds like your boyfriend didn’t enjoy being your science project, though. But, it seems like you never considered finding the gland with your hand and providing direct stimulation. Why would I want some inflexible foreign object inside of me when I could have a finger that seeks out and stimulates my prostate directly? 😀
I let my girl stick a vib up my arse and she gave me head/jack off. and it was amazing.. best orgasm ever!
A midwestern man looking for a willing party interested in taking turns bending each other over…
my wife bends me over and loves it.. I was unsure at first but gave in to he and really ended up liking it more and more now she calls me her little butt slut:)
My husband is going to let me fuck him in the ass and I so cant wait. I also brought up the idea about us getting a double sided dildo and fucking both our asses at the same time…soooo effin hot. There’s so much to be explored…I think I can make this marriage last forever if we keep things spicy so he doesn’t feel the need to cheat
Couples you don’t know what you are missing if you don’t do strap on sex. My wife and I both love it. We use both regular dildos and double dildos. She fucks me about once a week.
my guy actually let me do this to him on several occasions. we started with a small vibrating toy and then moved to a silicone vibrating dildo. he moans so loud and seems to really love anal. i get off just by doing this to him and we now have many toys for the anal play. some times i will lay down on my back and he will stratile my face and i will suck him while pulling the dildo in and out of his ass..its amazing sexual experience. sex has only gotten better since and we have been together now 6 years and going strong..very highly recommend anal!!
HI I am a male my g friend and i bought a dildo and played togather first. then she played with my butt a few moths later it was a slow task but eventiuly we bought the strap on and omg wow it was nice i loved it and she did too. best orgasm i ever had very sexy i ugge every guy to try it once and yes for anyone with doubts i am very hetro.
my guy and i were dating for like 2 years when i asked if he would ever consider letting me try anal sex with him…and he said maybe..well then i talked him into looking at the local sex shop and he actually found one he said he really wanted to try to we went home and i gave him oral first and then rubbed lu