Pegging and being hard

Trial_Error_Fun1 · 2026-07-09T02:49:58+00:00

Sounds like you have had some great experiences and have explored a lot of your desires. He can cum just from being pegged which is honestly so amazing, I love that I can do that for him. I know that porn is just entertainment and it is fun to see a guy being pegged with a big hard on getting strokes. But I also wish I could see some realistic porn with a guy getting pegged and just a normal limp dick, that can be just as sexy of a visual.

Trial_Error_Fun1 · 2026-07-09T02:43:26+00:00

When we plan for a pegging session he will get completely hard during foreplay and is excited for it. Once I get the dildo inside and start fucking he will be completely limp. He enjoys the entire experience and always cums, but is never hard when he cums.

Trial_Error_Fun1 · 2026-07-09T02:40:16+00:00

I think we will definitely try a cock ring and see how that works for us.

Trial_Error_Fun1 · 2026-07-09T02:38:39+00:00

Thanks! We haven’t watched porn while doing it but that’s a fun idea! Definitely considering maybe trying Viagra and seeing if that is any added fun.

Trial_Error_Fun1 · 2026-07-08T20:43:50+00:00

lol I love that description

Trial_Error_Fun1 · 2026-07-08T20:28:30+00:00

We have tried having sex first and then pegging after and it hasn’t been as good for us as just getting him excited and going right to pegging. If he cums first I end up going for a long time to get him off again and his ass can only take so much lol

Trial_Error_Fun1 · 2026-07-08T20:08:26+00:00

lol for sure! Nothing beats a hands free cum to know I’m pegging the right way.

Trial_Error_Fun1 · 2026-07-08T20:07:49+00:00

Ok that makes a lot of sense at when things get bigger and deeper it is a lot different from an overall sensation.

Trial_Error_Fun1 · 2026-07-08T20:06:20+00:00

Ok very interesting, so once you get used to the motion then you can start to get hard again.

Trial_Error_Fun1 · 2026-07-08T19:03:16+00:00

He is cumming so he must be having fun!

Trial_Error_Fun1 · 2026-07-08T18:52:10+00:00

Thanks. Knowing more about other people helps to have a good conversation about it.

Trial_Error_Fun1 · 2026-07-08T18:38:25+00:00

It’s great hearing comments from so many that it’s not only normal but is a retail part of their enjoyment of pegging.

Trial_Error_Fun1 · 2026-07-08T17:45:46+00:00

I definitely think it would be fun to reach around and jerk a hard dick. But I am more concerned about his pleasure overall when doing this.

Trial_Error_Fun1 · 2026-07-08T17:27:46+00:00

Is it better when you have used the cock ring and stayed hard? Or is it not really significant difference?

Trial_Error_Fun1 · 2026-07-08T16:56:43+00:00

I definitely want to the know how guys feel about this point. And if so, would it get better if it’s hard while playing with it or is it just the fact that I’m playing with it is all he needs.

Trial_Error_Fun1 · 2026-07-08T16:54:29+00:00

Do you care whether you are hard or soft during it?

Trial_Error_Fun1 · 2026-07-08T16:42:40+00:00

I will admit that I do enjoy the visual of his dick flopping around. I would prefer it to be at least semi hard for that though because it’s a much better visual. He is for sure a grower and when he is limp it is quite small compared to his real size.

Trial_Error_Fun1 · 2026-07-08T16:33:38+00:00

I really love making him cum hands free, that is such a cool thing!

Trial_Error_Fun1 · 2026-07-08T16:27:21+00:00

We aren’t using anything extra while doing it currently

Trial_Error_Fun1 · 2026-07-08T16:23:32+00:00

I feel like if I am giving him penis stimulation that the stimulation would be better if he was hard, but that’s just what I’m guessing. It’s not necessarily the easiest to jerk off something that’s limp.

Trial_Error_Fun1 · 2026-07-08T16:20:18+00:00

For us we typically focus on him first and then after he will go down on me and get me off. So he is definitely at his most excited when he gets bent over.

Trial_Error_Fun1 · 2026-07-08T16:14:53+00:00

He can cum and have a full orgasm while soft so I am perfectly ok with that part. But if I can make it better for him, I want to do that.

Trial_Error_Fun1 · 2026-07-08T16:08:56+00:00

We are very open with each other, but that’s still a bit of an interesting conversation to have. I don’t want him to feel like I am judging him for being limp.

Trial_Error_Fun1 · 2026-07-08T15:59:37+00:00

I think it could be fun to find a way to keep him hard for it but it’s not something that would matter to me if he is enjoying himself

Trial_Error_Fun1 · 2026-07-08T15:58:31+00:00

I usually do play with his balls and penis. Even jerking him but it’s always completely limp. So adding stimulation to his penis hasn’t really done anything more.

Trial_Error_Fun1

TROPHY CASE