Same thread, but if you can also click on my profile and read it there.
This is a bit of a story so bear with it.
I spent nearly three days doing what I've heard called "GentleDom"; politely tell her to do something then praise her for doing it when its done, sprinkled with compliments about her and her body throughout the day. There's no sex or sex related tasks with this, what I ask for is all traditional housewife type stuff like put the laundry away, update the seasonal decorations, go pick out new curtains so I can hang them, that kind of thing.
My wife is a smart woman with two Masters Degrees and works full time as Professional so she knows what I'm up to with this but she has a submissive streak and normally responds pretty well. I normallly only do it for a day as a run-up to sex that night but this time I just carried on without starting Sex in the evening.
Apparently two plus days of this was her limit. In the late afternoon of day three she pulled me into the bedroom and initiated with me, which is rare, and I figured since she started it I'd let her run the show. We fooled around for awhile and she was naked lying in bed on her back when she asked for a toy. While I walked across the bedroom she elevated the top of our adjustable bed so that she was sitting up. I came back with the really basic Rabbit G-Spot / Clit vibrator that she likes and with some lube and teasing she's having a good time.
Here's where it takes a turn in the "Dear Playboy" direction. She's worked up and obviously wanting some stronger vibes because she breathily asks me to grab her smaller vibrator, it's like a Hitachi but battery powered and about 1/2 the size. Again, she's running the show so off I go, intentionally leaving the first toy inserted and running but with the clit vibrator part aimed down. The idea was to keep the G-Spot vibes going but nothing else. I walked back to the ToyBox and as I'm rummaging up what she asked for I looked over to see that her hands are still behind her pillow and she's got some hip rocking motion going. I smirked and mentally patted myself on the back.
When I got back around the bed with the 2nd toy I realized that the 1st one had shifted and the woman who wouldn't even discuss anal play now had Toy #1 halfway up her ass! After my brain was done Blue Screening I rolled with it by adding more lube and slowly pushing it all the way inside, then I added Toy #2 in the customary place. Since it was already there I made sure that Toy1 stayed lubed while I slowly worked it in and out and continued to run Toy2. I did that for a few minutes and then put the wand at the entrance to her Kitty and applied some pressure while continuing with what I was doing with Toy1. The result was her having one hell of an orgasm, which was no surprise to me (obviously not my first rodeo with this stuff) but it was to her.
In discussion afterwards I found out what happened. Toy #1 slid out when I walked away, however because of the angle of the bed it couldn't get away completely. It was only able to back out until the battery end hit the bed, it was still vibrating and with how slick everything was the tip end slid down her crack and re-aimed itself. She was extremely turned on and with everything being so slick she just...hip rocked herself onto it. To be clear she knew what was happening she just didn't care enough to stop as she chased the sensation. The situation was odd but the experience was hot as hell. When I asked her if she liked it she smiled and gave a somewhat vague answer about how it was a lot of sensation. I honestly think she was embarrassed to admit at the time how enjoyable it was for her. She got over that before the end of the week.
If you are wondering Toy1 is pretty damn basic, it doesn't have all the curves and swoops that a lot of Rabbits do. It's firm, straight, and maybe 1" across at its widest point with a blunt tapered (but vibrating) tip. It was never in danger of going all the way in because the clit vibrator part wouldn't allow it. It's actually a near ideal design for what it ended up doing.
So there you go, the story of how my wife managed to accidentally self-discover that she enjoyed anal.
Pre Marriage it would have been a toss up between my first threesome and the afternoon I found out that my girlfriend was a submissive who would do nearly anything. The two involve different people and happened several years apart but both of them led to a lot of shenanigans.
Post Marriage it's a tie between my wife managing to accidentally self-discover she liked anal (a truly funny and hot story that does not involve a dick) and a few days later when she purposely tried DP and found out that it gives her a rolling orgasm.
Agreed, I just wanted to try it one time to see if it would work. Surprisingly it does, mostly.
That's a cool show, the wife and I watched it together.
That up there is porn and I’m not in it but if I was setting that up in real life with my current partner it would probably go something like this:
“Okay baby, damn you look sexy in that lipstick, I want you to sit down on the edge of the couch and put your hands on your thighs.”
“Good, good, that’s exactly what I wanted. I know you are going to enjoy this but I need you to keep your hands on your thighs and your head straight up while I put the first part of this on. Wow, the view from up here is fantastic! Why don’t you arch your back just a bit and show off those Double D’s while I do this?”
“Mmmm pretty lady, love those boobs! Raise your right hand and put it in this cuff right here, good good, now your left. Oh yeah, that position really shows it off!”
“Yeah I know the curtains are open, don’t worry about it. Lean back and scoot your butt to the edge of the couch. Yeah, that’s my girl. When you’re ready spread your legs, here let me help you get one of them over the arm of the couch. Oh that’s perfect! Keep them right there, don’t move an inch!”
It’s at this point the vibrator comes out and the teasing starts. After a while I’d add lube to the situation and over the course of a few minutes purposely over lube to the point where her butthole is greased up. Vibrator is working away and I’m using the other hand to play with her hair, nipples, touch her face, and working her G-Spot occasionally with a couple of fingers.
“No, I told you to keep your legs spread! I’ll put this one back over the arm of the couch and you keep that other one right there where I told you too.”
“Yeah, I know I’m naughty. I also know that you love being told what to do. Now you hold still or I’ll tie you to the couch and leave you like this”.
It’s at this point I stop the vibrator and work a finger, then two in her ass. She’ll usually get whiny about the vibrator going away so I’ll say something like “I haven’t forgotten about you. I’ll bring that back in a minute but right now I’m doing this and I’m definitely enjoying the view!”
Once I’ve gotten the fingers in there I’ll add the vibe back and then start moving the fingers. Do that for a few minutes with the vibe alternating between the clit and her pussy then remove the vibe and fingers.
“Ah this is too hot, I’ve got to get inside you!”
Put the vibrator back on, put my dick inside her pussy for a few strokes then pull out and remove vibe. She will definitely squirm around at the pull out.
“$Name, feels great being inside you but I’ve decided that I want the other hole.”
“No, keep your head down and your legs spread.”
Return of vibrator, line up with her backdoor and apply pressure. She’ll start hip rocking while she rides the vibe and that will work my cock up inside her.
“Fuck yeah baby, your ass feels great! I knew you could do this and I knew you’d enjoy it! I love the way your boobs bounce around when you move! Ride it! Ride it!”
Presto, one super heated partner who will ride herself to orgasm with an empty pussy and a dick up her ass. Once you are up in there you can mix it up too.
Turn off the vibrator “C’mon baby, I know you can orgasm with just this! Ride it!” and then see what happens. Current partner surprised me, and herself, to no end the first time I did this because she actually did ride it to orgasm.
Or “If you don’t starting getting louder I’m going to turn this vibrator off!” Then take it away for a minute or so no matter what. When you bring it back “I didn’t forget about you, here let me help.”
My current partner likes to be commanded but she usually needs the commanding and the sex to be softer and more encouraging. I’ve had other partners that needed me to be more direct / commanding (Get on that couch and put that collar on your neck right now! After I put your hands in I’m going to fuck that ass raw."), others that just wanted me to physically move them around and do what I wanted, and still others that wanted the humiliation aspect (“Listen slut, I left those curtains open so the neighbors could watch me pound your ass while you got worked with a vibrator! If you don’t behave I’ll make you stand out in the backyard naked while I whip your ass!” )
It’s all fun but if want to do it more than once with the same woman then you need to make sure that what you are doing is in-line with what your partner wants, not just what you want.