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.
where do i find a girl like this?
me and my girlfrind have been dating for a year and a half, she let me try anal on her i loved it, then i told her im bisexual and gosh shes loving returning the favor, as am I, men should really “open up” to this idea of women playing with the back door
becareful baby…today butt plug, tomorrow strap on…then the real thing! Some places you just don;t want to go…remember “Curiosity killed the cat”
My wife and I have done the pegging thing a couple of times now, and we both enjoy it. I was the one who brought up the idea. I had a girlfriend who back in the day talked me into prostate massages while performing orally on me and it was fantastic, but mainly I wanted to see my wife get more into our sexual encounters. I got her into anal play a long time ago with the occasional finger insertion, but more and more I wanted to take in further. During an intense sexual escaped after my companies holiday party last year I broke the request to her, figuring I could blame the request on being drunk if she freaked about the request. To my delight when I mentioned it to her in her ear…game on! About 6 months later we purchased a beginners kit from A&E online. The first use was fun, it was small and was relatively easy to take. The latest use started with anal play which was okay, but when she finally put on the harness it went otherwordly. Theres a big difference going from fingers to having your wife behind you hands on your hips pulling you onto her. The mindset is much more erotic, the fell of her being in control, she is naturally a submissive, the wamth of her hips as my bum gets slammed against her, these are the reasons I enjoy it. I would say for me the mental aspect of her taking control and me giving in are what makes pegging enjoyable.
My girlfriend and I just read this and all the comments, we had a bit of a laugh.After we finshed she asked me jokinly if I wanted to try it I first shook my head then i shrugged my shoulders and then I done both at the same time she starting laughing at me and I thourght she was making fun of me but now I realize she feels as awkward as I do. We have sort of tried before but it was with fingers and we where both very drunk (I think.)
Does anyone have any tips to make it less awkward to talk about and if we both agree on it in the end an easy way to get started??
and to the chick who says your boyfriend is a queer lol….you are in for a rude awakening some day lol hate to tell ya this but everyone has a secret dirty side. Everyone is a little bisexual
I want to try the same thing. After being with him for over a year he admitted to wanting to try the strap on. I’m turned on by it but im normally pretty shy. I also don’t want to hurt him…i wanna turn him on.
I don’t know why he is making such a fuss, as a heterosexual bloke it’s an abiding fetish fantasy of mine to be taken by a woman wielding a strapon. Chance would be a fine thing to locate such a wonderfoll woman wanting to plunder my virgin tush
Am cool its pumped me up… after I red this text.
But in our country no one knows about this ejaculating manner especially ladies, I may try it in future just to see what taste will have and for fun.
voltexm
I wont post my “didn’t make it into Penthouse” story, promise.. I will say that while discussing anal sex with what at the time was my gf I made her a deal. She was unsure since I’m rather large (not bragging) and she is all of 5′ and 105lbs. I told her if she would try it for me that I’d be very careful and take my time. Not good enough, so I in a sarcastic remark stated that if she would so would I with a strapon…Bold talk I can assure you, but she called me on it and so trusting what was at that point my wife to be, we tried it both ways…She gave me her ass and I gave her mine…My wife as she is now we can exchange such fun as often as we like and we do. She doesn’t think I’m gay…I don’t think she is a would be lesbian Domme in the least..We are two people having fun, and having it often. If you people are concerned about what others will think, keep your secrets to yourself..But don’t miss out on strapon fun because of what others might think…As always discuss it and trust each other.
signed…Ocassional fuckee…
For any women or men who may read this and have inquiries about how to approach this:
First off the act of penetrating is one of dominance and the act of being penetrated is one of submission. Being pegged (having a woman use a strapon on you) is not only very physically stimulating but also very mentally stimulating. This requires a certain amount of trust. Talk about it and set some limits first, also it is a good idea to ‘clean out’ (pretty sure you can figure this out) before you try anything.
If you are just starting out it may be a good idea to let her explore with her finger while she manually or orally stimulates you. This can get you used to the feeling. There are many positions that you can try when you do get to the pegging part.
As others have said…this does NOT make you gay…it’s an act between a male and female. And trust me from experience….it’s amazing and can open up new avenues of pleasure for both you and your partner. Don’t try to rush into it, take your time and do it right, you’ll be happy you did. And ladies…sharing this information with you is a big act of trust on his part, and it isn’t as dirty as you may think it is. Just prepare before hand and all will go well. 😀
My girlfriend of 6 years asked if I would try, I said yes, then she got me to wear female underwear.. then there was a suggestion of three some.. which I went along with.. now its all change.. I’ve left my girlfriend, seeing the guy from the threesome and still wearing womens underwear.. trying strapons does not always end in happiness for both of you.. we are still friends but it might open up a can or worms..
Hi peeps
i have been wanting to do my BF with a strap – on for atleast a year now! and trust me he makes sure that I understand that it’s a NO NO! Well since I was not getting the answer I wanted I went and bought a dildo to see his reaction to it. He liked it all right! First I let him tease me with the dildo and afterwards I thought that it would only be fair if I do the same to him, well I did not get him in the anal, atleast not yet!!! 8=====D
AN OPEN LETTER TO STRAP-ON ENTHUSIASTS from THE EDITORS:
Thank you for visiting EMandLO.com. We understand that that this website is one of the few places that discusses issues around sex openly and honestly, without too many euphemisms or immature jokes, and no hardcore images. It’s probably the only truly female-friendly site where you can discuss strap-on sex maturely. This would account for the fact that the Confession by an anonymous female contributor of ours entitled “I Want to Do My Boyfriend with a Strap-On” is one of our most popular posts (to the horror of our parents). But let us be clear, people: this post is not an invitation for you to pen your first attempts at anal erotica or to publish your rejected Penthouse Forum letters regarding backdoor loving. Nor is it a place for you to go trolling for willing butt pirates by leaving your email addresses — that’s what Craigslist is for. Please, for the love of all that is holy (or wholly, if you insist), let’s keep the discussions here clean, respectful and, yes, restrained. Save the stories about the graphic details of your unit and where it’s been, who it’s poked, and what it’s expended for sites dedicated to more prurient interests. EMandLO.com is about advice and education and heady (heh) discussions around topics of sexuality, but please know (and respect) this: we truly didn’t mean to turn you on.
I’ve done this with a couple of different women. It gives you incredible insight about anal, and makes you a much better lover as far as “giving” anal. It wasn’t until I went through the process of learning how to take a dildo that I understood how to teach women how to take my cock. It’s a real skill, and it’s all that easy to learn. Plus, it’s an incredible feeling. I’ve come this way without having my cock touched. It feels like your whole body is exploding.