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.
A couple years ago my wife wanted to do me with a strap on. I was open to the idea and while doing it for the first time I felt closer to her than any other woman I had been with in the past it was an amazingly close feeling and I am not an emotional guy but it was a very close emotional feeling. It felt so good and I regularly ask her to do me with it now. I am so glad we tried it and I love anal but only with my wife and her strap on that is. I can’t imagine sex without having my ass penetrated by her 🙂
My bf asked me to finger him and use a strap, I thought something was fqkn wrong with him, but after thinking about it and searching I stumbled upon this article and it amazes me how many men with to be taken by their gf/wife. But I seen that it’s a trust commintment that he has for me, I am so ready to make him my B****, and all the options of sex toys got my horomones flipping out ..I am going to fqk gis brains out ( Lol)
Thanks Trish! I’m glad to know I’m not a freak for having those fantasies and maybe I will tell my bf about it. Who knows maybe he’ll even get turned on about the idea and would like to see me in action lol
@Orin maybe you should surprise her someday with a dildo and ask if she’ll do the honor of bringing you pleasure. I know when my man asks me to do something I thought I wouldn’t like I end loving it just b/c I love hearing his light moans and knowing I’m the one that’s pleasing him.
In reference to Trish on August 12,2012, I had it done once to me and I fully enjoyed it! As my luck would turn out, it was the last time I had it. If you would like to try it with me, I’d be more than willing!
I wish my wife would fuck me in the butt with a strap on but she is too religious!
Reverend!
I’m looking for a new girl friend who is freaky like this. S Georgia anyone 🙂
@That_chick don’t be embarrassed. I’m bisexual. I didn’t start dating women until I was in my 30’s. Sex with a woman is a beautiful and wonderful thing!! And it would probably turn your man on to hear about your fantasies. He would only be a problem for him if he felt threatened and he thought you could form an emotional bond with another woman. People are more accepting of bisexuality in women than they are of men. So I agree with you, it may be difficult for a man to ask his girlfriend for anal sex. After reading these comments I’m thinking I would like to try wearing the strap on for once and and enjoying some anal play. It sounds powerful. But I think I would have a hard time finding a man willing to try it with me.
My bf has such a nice butt. It’s nice and round and juicy. I love grabbing a handful of it and just playing with it. Now I actually have never even thought about sticking a finger in it. I’m just very curious to know, does any “nasty stuff” come out while you’re doing it? Or any foul smell? We have never performed anything anal yet so I’m just very curious and would like to hear from some experienced people what to expect and how to do it the right way. Also for the guys that say they love it but worry that people might think they’re gay, I totally get you! U
I am a 100% straight girl but sometimes I too fantasize about doing something sexual with a body part on the same sex as me. In no way, shape or form would I ever be emotionally attracted to a female. However, I’ve even had dreams about what it’d be like to rub genitals with a female and I have felt super embarassed about it and even like a freak b/c I’ve been curious about it. I’ve never even mentioned that to my bf for fear that he might think I’m lesbian so I totally understand what you feel. Don’t feel ashamed about it. It’s definitely normal and heck it’s your sexual life so do whatever makes you happy 🙂
This is a new adventure in my relationship with my girlfriend of three years. I have always felt that I wasn’t like average guys sexually…and until 23 I had never even brought up the topic of this with a woman…but one night things just sort of progressed, and we became much closer for it. We started with fingers, and eventually I realized there was just something in me craving to be fucked by my girl. I know for some, it’s a domination thing. Not for us. I enjoy sharing roles in the relationship, and she does equally. And as a guy, it takes quite a bit of comfort with a woman to let them anywhere near that area, and vice-versa, so I think experimenting and pushing these boundaries sexually has actually benefited our relationship as a whole. I am not afraid of letting her do anything to me anymore. It builds a strong sense of trust. I wouldnt endorse anything specific, to each their own, but dont be ashamed of your own sexual desires! We all deserve to know this type of pleasure.
Hi,all came across the site by accident and had to tell you all about my experience,ive been married for 23 years and have been a xdresser a lot longer,im a lucky having such a understanding wife who lets me indulge in my passtime with her taking part as well,now ive experimented with men b4 i married but only for sex,no kissing though,so all through out married life we have used toys on each other,and i can tell you this that we have both enjoyed far better orgasms together by doing this,she likes nothing better than putting her dick on and giving me what for,we have always used quite hard rubber strap-ons,but just recently invested in two UR3 vac-u-lock one being 6″ the other a 8″ now the feeling of these new toys are amazing yes you might say 6″ is small but by god its thick and when that is put into me, im in heaven,it hits my prostate everytime and my god,the last time i climaxed so hard was in my teens but it happens everytime she does me,so now we have the 8″ ive used it on my own but im waiting for when we do a bit of role reversal for her to hit me with it,but soon (hopefully) we are going to have a 3 some with another man (hopefully a VWE) to do us both,and i can tell you this that i am not gay,do not have any feeling towards another man,i just want to be drilled by one,and the wife wants to hear me scream like a girl lol,so to all you blokes out there,let your wife/girlfriend stick there fingers up you bum,then bring in the toys,you will love it and the orgasams well try it you will find out,and it wont mean your gay and it wont turn you gay,and to all you ladies out there go on you know you want to 🙂
I’ve recently started getting turned on by the idea of pegging my boyfriend. I started talking to him about it about a week ago. He said hell no. So I asked him if I could lick his ass and he said maybe. Today during 69 (with him on top) I started to lick his ass and he responded well. So I lubed a finger and started rubbing the rim. I asked him if I could put it in and he didn’t answer for quite a while. So I just did it. It immediately got me about 50x hotter. He started fingering me and sucking my clit so much harder and faster and I came. Then we had sex. Afterwords I asked him what he thought about it. He acted all shy and like he didn’t want to talk about it. When he finally did say something he said he wasn’t really that into it. I know it turned him on though. Wish me luck trying to get him to do it again.
So I was a straight guy until my girlfriend used a strap on!! I’m 33 now, and tried this with my girlfriend for the first time 10 years ago. I have been in about 4 serious relationships since, with several partners in between. Very very surprisingly to me…every girl that I have been with for the most part is all about doing me with a strap on!! They have all loved it, and all wanted to take it to the next level. My current girlfriend does it very frequent, at least once a week now. We use realistic dongs and tight secure harnesses. And we’re now using about 9 inches and thick dongs. For her, the bigger the better. I have to admit, it really is the greatest orgasm I have had every time she does me. I am a very masculine man in the military. I say that because this strap on play has my girlfriend taking this fetish to a crazy whole other level. She now has men come over that we meet online. She is the boss when she straps it on…and I love it. She tells me what to do with the guys (go down on them) or when to watch her with the guys. Crazy thing is, it all stems from strap on play. The thought never crossed my mind or hers before! We both love it and wouldn’t change a thing. It’s just crazy what this fetish opens up in your life. I don’t kiss other men, have sex other men, or even think they are attractive, I just simply love c*ck now. Is it just us and our chemistry? Or are other girls like this and think this type of sex is hot? Do other women want this? I just find it strange that so many women are into strap on play?? So I’m wondering if other women also would want to bring other men into the relationship?? I would love to hear some thoughts from other women. Are we just fucked up!?! Lol, or Is this common?
also sa male, which my wife would consider it, made jokes about it before, but thats how far it went…
birdie – not easy finding a willing lady in sa… atleast no luck for sofar, lol…..
jan – there is definately one woman in sa who wants to