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.
I’ve had fantasies about anal play with my boyfriend since I met him, and by fantasies I mean fully fucking him in the ass. It turns me on so much just thinking about it that I’m hot just typing about my experience.
He and I have a very open relationship, and a very experimental sex life. He has fantasies of wearing my underwear, and going down on me after he’s done his deed. He didn’t tell me this straight away, he’s a timid bloke, but it did help that I have equally as kinky desires. To be honest he was reluctant at first, but I rimmed him one day mid-escapade and we’ve never looked back, progressing to his first experience with a vibrator tonight. Honest to god, his eyes looked ready to pop out of his skull when he came, and I came just as hard knowing I’d given him something nobody else has. I’d recommend anal play to anyone who asked, it’s made us a lot closer 🙂
I’ve often toyed (no pun intended) with the idea of being penetrted by someone but have so far only gotten as far as my own finger while masturbating. I’d love to experience a prostate massage though.
You will find that most women will come around to the idea of anal play. Besides they love you just like you love them and all men love to see a woman in ecstacy. The male orgasm is never as intense as it is when anal is involved and your woman will thrive on knowing that she has made you climax harder than ever.
It can be a difficult thing to bring up with somebody you’ve been with for a while. but Im 24 and ive known about all of my kinks since i was very young. I missed out on so much play because i hadnt told girls about my ideas.
The girl im with now learned about almost all of my kinks on our very first date. Now im not saying everybody should tell a girl on their first date that they love being fucked up the ass. But it is good to come clean on these things earlier on. Just saves a couple of months of getting to know someone you may not be sexually compatible with. And let me tell you now, if you’re not sexually compatible with your partner, you’ll never be 100% happy with them.
Best thing my wife ever did! Just seeing her strap it on and walk around drives me crazy. I know what’s coming and I love it. The thought of her bending me over and taking charge is great. Can’t begin to tell you how happy I was that she was willing to try it.
Ladies try some different ways to introduce it. Try to gauge his reaction. Also talk dirty, couldn’t hurt.
As for you guys who have yet to try, you don’t know what you are missing. My wife and I made a video with her bending me over the bed. I watch it from time to time. Drives me crazy!
So I’m new to the whole anal thing. The guy I’m seeing now is into anal [him being fucked not me]and I have no idea where to really start. I’m kinda a switcher myself so us going back and forth with dominance is fine by me and me messing with him like that i don’t mind so much either, but I have no idea where to start at all. What should I do?
I-wish-I-could-find-a-girl-to-try-that-with-me…im-just-to-nervus-to-bring-it-up,,
My wife does a strap-on with me about once a month It is weird, but my excitement level is much higher when I am wearing a lacy bra (with falsies) and lace panties. Then, she gets me so excited that I can’t stop trembling for about 5 minute after she stops.
Her comment is, “I love making you fell like my hot girlfriend”.
my girlfreind was asking me for agers. and then 1 night at campin we had a drink and was having sex, i was on top n then she stuck her fingers in, it felt so weried at first, but she loves it and it makes her feel in control, it dont mean your gay just because you have a laugh and try new things 🙂
me too !!! we have talk about it but he just laughs i think he wants to but dont have the nerves to let me do it hes the kind that acts like hes to much of a man to do that with his wife maybe if i was a lover or a booty call it be different
Bah, look a bit harder. Tim from Boston said his wife wouldn’t do it and asked if there were any ladies around Boston.
At any rate, on to the topic. My wife does me now and again with the strap on and I love it. Even better (and something I didn’t see addressed) is my wife is willing to fist my ass, knowing how much it gets me off. She has small hands and the feeling of her fist in my ass is indescribably amazing, plus the orgasms are awesome.
Hey gaby!! Your right, a guy thats willing to try different things is deff worth having!! The girl i was with last wouldnt even put a finger in my ass and ive brought it up serveral times! We need to hook up of ypur looking for someone to peg 😉
FriskyWife, I don’t see anybody in this thread talking about cheating on their spouse. Did I miss it? Who said it?
My problem with some of these posts is some of you people saying “My wife wont, any willing ladies?” I think if you are married and what you want to happen to you is out of her comfort zone that cheating is not OKAY! C’Mon, I know it feels good… my hubby loves it and I’ll admit I was a bit putt off by it at first but it is freaking amazing how hard his little buddy throbs. Turns me on knowing that he’s orgasming so hard his legs shake. Guess what, if the person you love can’t do this for you… then find a toy for yourself, wait for her to leave, plug yourself and go to town. It might not be quite the same… but at least you wont be cheating, she doesn’t have to know, and you get your amazing orgasm. Solution for every problem without ruining a marriage.
I used to do a bit of solo anal play (mostly fingers and small objects). Initially I felt uncomfortable talking about this with the girls I dated, never mentioned it to them, and didn’t do it too much. Then just after college I was single for a while, a little more curious and started experimenting alone with some explicitly designed sex toys. Over the course of a year, gradually these were larger and larger ones and just could not get enough. I was having very powerful, body rocking orgasms this way. It took some patience and knowledge, figuring out how to be clean about it (some suggestions above work if you’re good about it). Then, I started dating a girl long-term again, and she took to playing around with me this way too. I’m considered a nice looking guy with a great butt, and she seemed to like it. Eventually she got a really large strap-on, and was fisting me few times as well. Well, eventually we broke up for other reasons and I started to lose interest in that kind-of play. I think maybe my libido is just less nowadays, it just doesn’t do as much for me. Now I’m married with kids, and I don’t really do it any more. I don’t really miss it, though there are some memories there that bring a smile to my face.
I want my wife of 20 yrs. to do me with a strapon, but she says that she would not get into that kind of thing. How can I convince her to try it.