Well I don't have a specific device other than the one EVERYONE knows about.... The Magic Wand from Hitachi. This thing is the real deal. Nothing comes close to the orgasm inducing vibrating pulse this baby puts out. I can't say the attachments to it ever get used, I've tried them but just the straight on the clit massager can't be beat. Valentines day is coming boys, you cannot go wrong with this one, and do your self a favor and incorporate it into your sex life with her, no need to be intimidated, instead thank Hitachi for making your job easier! LOL
My girl's had one since before we got together and loves it. But I like to stay secure in the knowledge that I can do it without help, so I'll either use it to tend to her clit while I'm busy doing other things to her as foreplay, or I'm trying to escalate things and give her more and more intense orgasms.
One last thing..... any of you boys that feel like anal play (for yourself) is too gay or not manly enough.... well if you want some first hand knowledge how a womans orgasm feels, and how it works, and at the same time you wanna be able to have orgasm after orgasm, you need to quit being hypocritical ( cause you KNOW you have either gotten your woman to do it, or tried to get your woman to do anal) and do yourself this way a few times. It does't make you gay, and most ladies are turned on by a man who is willing to explore like that and secure enough in himself to know what he wants. Get yourself a dildo that is SMOOTH, none of this ridged head bullshit that just tears you up, and then jump in the shower or bathtub so clean up is easy if you end up having any kind of mess (obviously you should try to take care of it BEFORE you start, but things happen, they just don't show it in the porno movies 
) Go slow and easy, and that urge to push... just kind of go with it. The pushing against the pressure of the dildo really intensifies things. You will probably pee when it feels like you are orgasming, just go with that too. Experiment and learn yourself. After a bit you will realize how rhythm, angles, and consistency in your movements makes a huge difference in 'getting there' and it can give you some insight into how a woman's orgasm works. The thing about your ass a and a woman's ass is there really is no difference, those anal orgasms that women have you can have too, and unlike jerking off you can have them over and over again. It's why pegging and strap ons for men have become so popular lately and continue to grow.
Alright, I want reports back from those of you who are man enough to not be afraid to try it. Also, don't go in there really fast the first time, lube it good and EASE it in slowly, even putting the head in a little bit and then backing back out a few times. Also pushing against it almost like you are trying to 'go' really helps it start smoother
You know, you're reminding me of a conversation I had with a girlfriend in college who was wanting me to try it as part of her wanting to try it. She started me down that road with licking me and sticking a finger in me to massage my prostate, but interestingly, it would be the unpleasantness at the end of that relationship that resulted in me loving the next girl even more, who actually got me to enjoy more than just a finger back there. With the first girl, the whole thing was still new to me (as a guy, I wasn't used to being penetrated), and I just wasn't comfortable moving on to toys for me yet, while she (as a girl used to being penetrated) was transitioning smoothly. Well, months later when she's happily letting me fuck her ass and I'm happy getting her finger, she's wanting me to do something else new with her and try the BDSM stuff (or whatever it was). Long story short, she used the opportunity to try out a few toys on me, and the whole thing was an unpleasant experience for me.
Fast-forward to me with the next girl (the one I would marry), who already did anal and was adept at working her finger inside me, wondered if I might like to try a toy since I loved her finger. After telling her what happened with the previous girl, she wanted to correct what I'd experienced and talked me into letting her do it with me, because she knew I would enjoy it if I let her do it. I agreed, and a few days later, she had everything ready, bottle of lube, a nice smooth toy (straight so it would be her skill and not the toy's curve, and pink to help soothe me with calling it her "big clit"), bucket of warm water so I wouldn't get the shock of cold, and the harness. All I had to do was lay on the bed on my back and hold my legs, and she took care of the rest so I could concentrate on how it felt. She told me what she was doing and what she needed me to do (push to let it in and tell her the instant I felt anything wrong for her to stop and correct it), and she went so slowly and gently to maintain the tremendous trust I had given her. And while it was certainly weird having it inside me, the way she talked to me and stroked my cock kept me relaxed, and soon she was able to start her slow and gentle thrusts as she purposefully aimed at my prostate. And while that first orgasm was amazing and she looked so beautiful there between my legs, the thing that really stuck in my mind was the way she was so caring and concerned about me enjoying it and in not betraying my trust with me in such a vulnerable position. That was pretty much the moment I decided this was the girl I should spend the rest of my life with, and I have not regretted that decision since.
Since then, her "big clit" has gotten a little bigger and she's been able to do me harder and longer as I've gotten used to it, and she got me a couple of butt plugs to help, two of which vibrate. One that was meant as a masturbational aid but that I like to set to a certain speed and just let my cock drool in pleasure, and the other is basically like vibrating panties with the remote, and so she can buzz me and I can buzz her when we go out or something, which is kind of fun
She has other toys, nipple clamps, suction-cup dildos, other vibrators, butt plugs, and anal beads, all of which are fun, but really the only thing I can say about them is she likes the 1-piece silicone beads because they're easy to clean, flexible, less likely for something to be left behind (an important consideration in anal play), and she or I can easily saw them in and out of her ass with that ring to hold onto. It's especially good to quickly pull it all the way out (like a pull-start on lawn equipment) while she's in the middle of her orgasm.
