How To Sissygasm: Tips for reaching sissygasm

[SissyRIanne]

Hohoho Kinksters,  

The holiday season is coming and the #1 gift on Sissy Rianne's wishlist is gaining the ability to achieve a sissygasm before she goes back to a place without her toys and beautifull clothes for the holidays: her parents home. The question is how to sissygasm. 

In all seriousness, I've been depriving myself of an orgasm, wearing my chastity cage as much as possible (even though it's a piece of shit that I sometimes just slip out of without even trying, and I don't wear it outdoors as it's the size of a big apple and hangs between my legs making it really impractical), and I've done 2 15 minute anal sessions so far in my quest to find how to sissygasm. 

what has struck me so far is that both times I needed to take a break to not pee all over my floor, even the second time it wast just a little bit but it does just get ***d out.

so the things I've been doing is fucking myself under my table (it has some drawers that I can put my dildo there and fuck myself doggystyle while having my legs out of the way) with some porn from my laptop standing in front of me. but everytime I feel like I"m making progress it's pee and when I then quickly take a piss I can't manage to get back to that arousal state for some reason. It's like my body forgets how to sissygasm. 

 

I'm hoping some people here have some tips on how to sissygasm as I'm leaving in 2 days and I'm definitely not gonna be able to not cum for 2 weeks at home without my chastity cage so then it's all ruined.

 

Kisses,licks and Sucks,

Sissy Rianne

[Deleted Member]

If you seek to cum from anal as how to sissygasm,  you might want to try something that has a shape to stimulate your prostate. That should help you cum.

[Bondage-sub]

How to sissygasm? If you have any vibes could be helpful teasing the cage a bit

[SissyRIanne]

16 minutes ago, Bondage-sub said:

If you have any vibes could be helpful teasing the cage a bit

I tried my electric toothbrush but that didn't do much except make a lot of noise

 

22 minutes ago, SidoraxVonCreep said:

If you seek to cum from anal, you might want to try something that has a shape to stimulate your prostate. That should help you cum.

can you elaborate a bit?

[Bondage-sub]

Yeah a wand or vibrating dildo or something bigger than toothbrush would helpwith how to sissygasm.

[SissyRIanne]

18 minutes ago, Bondage-sub said:

Yeah a wand or vibrating dildo or something bigger than toothbrush would help

guess I'll need to get my sissy side a present in the new year sometime

[Deleted Member]

55 minutes ago, SissyRIanne said:

can you elaborate a bit?

You know what's the prostate, right? It can trigger orgasm in men just through anal stimulation.

[SissyRIanne]

yes I meant elaborate about the different shape? 

[Deleted Member]

1 minute ago, SissyRIanne said:

yes I meant elaborate about the different shape? 

Ok. I was talking about a special shaped dildo. A curved one with a widened end. If you insert it in the right direction, it presses against your prostate. Moving it in and out will rub your prostate and eventually, it will make you cum. If it can vibrate, it will be even more intense.

You can look up "prostate stimulator", and see which one seems good to you.

[Deleted Member]

Good responses here, I hope a satisfying sisygasm was achieved. 

For more fun with sissyfication and how to sissygasm check out this magazine article for ideas!

 

https://www.fetish.com/magazine/bdsm/***d-feminization-sissy-guide/

[IndigoSigmaSwitch]

Interesting topic!  For me its a prostate orgasm and for you its a sissygasm.  How much of the turn on for Sissys is the costume and the role play aspect of this?  Would the experience be as good for a sissy if they didn''t dress up and feminise their role?  

[Crustyoldman]

Try a thrusting dildo. Aim it at your Prostate.