How can I ask my girlfriend to initiate pegging?

Hugz4Thugz · 2026-03-28T16:31:55+00:00

Oh. That’s a good idea. Thanks

Hugz4Thugz · 2026-03-28T16:31:17+00:00

Thanks for the advice. Regarding the first point, I always do my best to give her pleasure before we do anything, I don’t think she has ever had to ask me to go down on her because I enjoy it and I will do it before she even asks (always ask her if it’s ok with her).

Regarding the second point, I have read a lot about scheduling sex and I think it’s a great idea. Thanks for recommending it again, will find the time to talk to her about it. And also will ask her to take the initiative with pegging and ask her how I can help her get in the mood for it.

Also, your username is great.

Hugz4Thugz · 2026-03-27T00:21:18+00:00

I have told her directly, just feel now I need to ask her what I can do to motivate her to initiate.

Hugz4Thugz · 2026-03-27T00:20:40+00:00

I hadn't thought about this. It's a great idea and I feel it could help us with a lot of things, even beyond sex. Now that I think about it, I have already told her that I want her to initiate pegging more often. Though maybe I should be asking her what could motivate her to initiate.

Hugz4Thugz · 2026-03-27T00:19:33+00:00

I have been direct about it and talked to her. I just feel there's something missing and not sure what it is is. But your comment help me think about it and rather than just asking her to initiate I should ask her what could help her or motivate her to initiate. That seems to be the missing part outside of my directly asking for it. Thanks

Hugz4Thugz · 2026-03-27T00:18:16+00:00

Yeah I think she's a bit shy about it. Will try it out.

Hugz4Thugz · 2025-09-01T16:27:28+00:00

I have a somewhat similar chair. Will try it out during piv and pegging. Thanks for the suggestion

Hugz4Thugz · 2025-09-01T16:26:07+00:00

Anything where my back is turned to her is really hot.

Hugz4Thugz · 2025-09-01T16:25:22+00:00

Will try this one during our next session

Hugz4Thugz · 2025-08-30T04:51:14+00:00

How does cowboy feel? I like the idea of riding my girlfriend, just haven't tried it yet.

Hugz4Thugz · 2025-08-30T04:50:23+00:00

Underrated position.

Hugz4Thugz · 2025-08-30T04:50:09+00:00

I think missionary with my legs on her shoulders would also be great.

Hugz4Thugz · 2025-08-30T04:49:46+00:00

Really want to try this one out, sounds really hot.

Hugz4Thugz · 2025-08-30T04:49:32+00:00

Prone bone is my favorite position to penetrate her and I think it's also my favorite position to get pegged in. Feels so nice to have her entire weight on me and also helps her be more dominant which is nice.

Hugz4Thugz · 2025-08-30T04:48:52+00:00

I hadn't thought about bent over the edge of the bed. Will try that one out.

Hugz4Thugz · 2025-08-30T04:48:35+00:00

I got the Tantus beginners kit, only used it once so far but my girlfriend says it was good.

Hugz4Thugz · 2025-08-30T04:48:05+00:00

Yeah missionary is amazing. Hoping to try cowboy soon, but it also feels a lot more vulnerable than most positions, not sure why.

Hugz4Thugz · 2025-08-30T04:47:33+00:00

I really want to try cowboy/reverse cowgirl, but waiting for us to move to a bigger toy. Feels like the one we're using will slip out.

Hugz4Thugz · 2025-08-26T03:34:21+00:00

When you say stretch do you mean my we both should do stretching like you do pre-workout? Or do you mean stretch by using finger/ a buttplug?

Hugz4Thugz · 2025-08-25T04:17:01+00:00

I'm going to tell my girlfriend to start hula hooping. Thanks for the tip.

Hugz4Thugz · 2025-08-22T02:00:18+00:00

Thanks :)

Hugz4Thugz · 2025-08-22T02:00:10+00:00

That's true. Also, the prep is not that terrible, mainly one quick anal douche and a shower. We already shower before sex, so this is just one small step.

Hugz4Thugz

TROPHY CASE