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
 
I love to take both straps and cocks which are way too big for me (felt truth, in the end they always make themselves fit), any reccomendations regarding lube? Also listening to any sadistically inclined member with 'ideas' that could be incorporated. DM open!
 
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 wife’s strapon harness has a slot for a bullet vibrator to stimulate her clit while she pegs me. We often cum together as a result!
 
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.
My nipples are also very sensitive and I love having them played with while my wife, or her girlfriends, peg me. Guaranteed to make me cum!
 
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.
Nipples: About two years ago or so, I’d begin discovering that my nipples, were like a hot button for me. It started off with my wife, licking them, but then it progressed to her pinching them. Now, when she rides me, or I have her on her back, pounding away she grabs both nipples hard! it’s like an extension of my cock.

I absolutely delight in having them sucked while I jerk off.
 
My wife pegs me regularly. I wasn't sure the first time she suggested it, but i agreed to it. So she bought a roughly 9inch lifelike strapon that has a nubs on her end that poke into her clit while she fucks me so that she get pleasure too. The first time we did it, I was hooked.

She had me lay facedown on the bed and she fingered and lick my ass to start. Then she lubed strapon and slowly pushed it into my ass. As she pushed it in, I let out a little moan, so she knew I liked it. At first she fucked me slowly use only half strapon. When she was sure I was enjoying it, she picked up the pace and put it all the way in. She started fucking me as hard as she could, and I was just panting with every stroke.

After a while she ordered me to turn over. When did, she saw how hard I was and just smiled She then pulled a pair of padded handcuffs out from under her pillow, and handcuffed both of my hands to the headboard. Then she pushed my legs up in the air and slammed the strapon back in me.

Then she wrapped her arms around me and started pounding away at my ass again. She became very vocal saying things you certainly seem to like cock, don't you. Maybe we should get you a real dick for your ass.

After she pounded me for a while like that, she got up on her knees, and started to stroke my cock while she fucked me. Needless to say, it didn't take me long to cum.

As afterward, she fucks me almost as much as I fuck her. And I eventually did try a real cock. We couple we play with every so often. We both fuck each when we get together.
 
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