Pegging

The wife will do me when I ask but she really doesn’t get anything out of it. I think it pushes against her expectations of what constitutes a “normal “ male/female sexual relationship
I can see that. A lot of people feel awkward doing things that aren't "normal".
But at least she's willing to try.

Does she use anything to help herself cum when she's doing you?
 
It helps. Also, a good, high fiber diet keeps things from getting messy as well.
“Wow, you’re so healthy, OP!”

“Uh, thanks. <coughs to cover a blush>”

Anyone here who watched Sex Education recall which episode has the tutorial scene?
 
I can see that. A lot of people feel awkward doing things that aren't "normal".
But at least she's willing to try.

Does she use anything to help herself cum when she's doing you?
No, we. have a strapless strapon but with her trying to fuck me, the part that goes in her and vibrates actually bangs too hard against her insides.
 
The wife will do me when I ask but she really doesn’t get anything out of it. I think it pushes against her expectations of what constitutes a “normal “ male/female sexual relationship
My then partner was super excited when we were picking out the toys at the sex positive toy store but looked like she was doing the dishes during. And since I was a coward who didn’t talk about feelings back then, and also have hangups about NC, if my partner isn’t obviously having fun it sucks all of the joy out of it for me too. So those purchases ended up being a bust.

There are designs targeted at lesbian that give… feedback… to the wearer. Seems like that would be a better starting point today.

Also if you haven’t orgasmed wearing a plug that is long enough to pass your prostate, you are missing out on an experience.
 
No, we. have a strapless strapon but with her trying to fuck me, the part that goes in her and vibrates actually bangs too hard against her insides.
Maybe she would be willing to try a traditional strapon, it would leave room to sneak a vibrator between her legs or similar?

We do this once in a while with her on her back and the vibe in place. Then I ride her cowgirl style. That one works really well for her. Once she cums, she can turn off the vibrator and keep cumming from me riding her. Honestly, it's pretty wild.
 
My then partner was super excited when we were picking out the toys at the sex positive toy store but looked like she was doing the dishes during. And since I was a coward who didn’t talk about feelings back then, and also have hangups about NC, if my partner isn’t obviously having fun it sucks all of the joy out of it for me too. So those purchases ended up being a bust.

There are designs targeted at lesbian that give… feedback… to the wearer. Seems like that would be a better starting point today.

Also if you haven’t orgasmed wearing a plug that is long enough to pass your prostate, you are missing out on an experience.
Before kids, her nipples were super sensitive. I could get her to orgasm just playing with them. Since then, however, they’ve become much less sensitive. Coincidentally, mine are now the ones that are triggers. So if I’m on my back while she’s pegging me, she’ll reach up and scrape her nails on them and I’ll orgasm, screaming like a little bitch.
 
No, we. have a strapless strapon but with her trying to fuck me, the part that goes in her and vibrates actually bangs too hard against her insides.
You know what can fix that? Using the strapless strapon with a strap! She still gets the internal pleasuring part herself but it isn't so out of control.
 
I have a fantasy about being tied down, completely helpless while I get pounded in the ass by a mistress. Only after a long while letting me cum by pumping my dick while ramming the strap-on even deeper in me. First I have to serve her my making her cum with only my mouth.

I have tried bringing up something like this with my wife but she is very vanilla. So I wanted to hear if anyone have experience with this and how it turned out.
“making her cum with only my mouth”
Mmmmmmm happy to oblige
 
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