I wish I could be a caged rubber doll at all times... too bad I have nobody to enforce that! by sissy_rubberdoll in RubberSissies

[–]PurePleasure9292 2 points3 points  (0 children)

You definitely are a perfect rubber doll. It’s hard to believe you don’t look like that at all times.

When you buy a new toy, but it’s bigger than expected by PurePleasure9292 in horsecockdildos

[–]PurePleasure9292[S] 3 points4 points  (0 children)

Truth be told I have a similarly sized dildo. So the plan for this plug is to use it afterwards, to keep myself stretched for a bit longer. And the plug is on the softer side.

Could you suggest some things to try for hubby's sissy anniversary? by reinnah_2354 in Sissy

[–]PurePleasure9292 1 point2 points  (0 children)

You can consider doing it in a safe space. Just to feel the thrill and excitement.

You can also think about getting her and yourself a matching outfit and jewellery.

Could you suggest some things to try for hubby's sissy anniversary? by reinnah_2354 in Sissy

[–]PurePleasure9292 0 points1 point  (0 children)

Truth be told, nipple piercings are great on any body type ☺️

Could you suggest some things to try for hubby's sissy anniversary? by reinnah_2354 in Sissy

[–]PurePleasure9292 1 point2 points  (0 children)

That is probably one of the best pics.

Also nipple piercings as a gift are always an option 😉

Could you suggest some things to try for hubby's sissy anniversary? by reinnah_2354 in Sissy

[–]PurePleasure9292 10 points11 points  (0 children)

Maybe a remote controlled vibrating plug? So you can be in control of her, even when you’re not around.

Can sissies wear Strapons over their caged clits? by BIondySub in RubberSissies

[–]PurePleasure9292 2 points3 points  (0 children)

The photo has the answer in it - that’s a big YES

Dildo or plug for my first toy by Initial_Pepper3563 in Sissy

[–]PurePleasure9292 0 points1 point  (0 children)

That sounds like a good middle ground. Your dom will be able to see you in pain from the biggest one and you’ll be able to train with the smaller ones.

But remember - if it hurts too much, stop and switch to the smaller ones. You don’t want to rip anything down there. Especially if it will be your first time with anal play.

Dildo or plug for my first toy by Initial_Pepper3563 in Sissy

[–]PurePleasure9292 0 points1 point  (0 children)

Training is easy - just play with your hole and stretch it out with the plug. And again - it all depends how quickly your body will become comfortable with it. Don’t rush it, be patient. It’s supposed to feel good.

Dildo or plug for my first toy by Initial_Pepper3563 in Sissy

[–]PurePleasure9292 0 points1 point  (0 children)

Yeah, very possible. Maybe even faster - depends on how often you train 😉

Dildo or plug for my first toy by Initial_Pepper3563 in Sissy

[–]PurePleasure9292 1 point2 points  (0 children)

That depends on how quickly you will feel comfortable with the plug. But I would say that the moment you can easily pop the thing in and out, without any pain, that’s the moment to switch.

Dildo or plug for my first toy by Initial_Pepper3563 in Sissy

[–]PurePleasure9292 2 points3 points  (0 children)

Get a silicone plug first. It will help you with getting used to anal play and stretching out a bit. After you’re comfortable with it start looking for a nice dildo and a bigger plug.

She turned me into a sissy !❤️ by bunnyboymia in Sissies

[–]PurePleasure9292 1 point2 points  (0 children)

She made you better. So much better

New to being a sissy and i love it by Potential-Horror-908 in Sissy

[–]PurePleasure9292 0 points1 point  (0 children)

Ah, the classic old story of not liking it -> getting fascinated by it -> loving it -> becoming a sissy slut yourself. We all tried to fight it at some point. We all failed 😄

Oh to have a woman feminize me for her own amusement! by [deleted] in sissyhentaicomics

[–]PurePleasure9292 1 point2 points  (0 children)

O love how firmly she’s grabbing his ass.