For those of you who don't know, a sissygasm is when a sissy (male chastity slave) cums while locked in chastity primarily from anal stimlation.

I am a fairly experienced kink submissive, I've been in the scene for about 2.5 years now, and I've been experimenting with chastity for almost a year now. Because I don't have a lot of privacy in my life, I have never bought a dildo or vibrator before. This is set to change, as I have just ordered my first ever vibrating dildo, with multiple grooves which also can function as a butt plug. I did this because coming up in January I will have significantly more privacy in my living situation and I want to learn how to make myself cum in chastity using anal. I've cum in chastity before by desperatley shaking my cage, and I've practiced with Anal before using butt plugs and my own fingers, so now I want to combine the two.

So what am I looking for in a Domme?

I want to find a domme who is fairly casual for the most part but can be more strict during planned sessions. I also would like someone who does not require face pictures from their subs, as this is a big privacy no for me. Outside of those things, I am currently looking for a short term relationship (Less than 2 weeks) but we can reconnect in January for a considerably longer period of time if these two weeks go well! Kink wise, I will be locked in chastity at all times when I am submissive to you, and I will never ask for release once, I'll only release myself if you grant it to me on your own volition. Also, I love humiliation! Small penis humiliation, virgin humiliation, cuckold humiliation, CEI, CBT all of it. Any form of humiliation you can think of other than crossdressing, have a blast taking out all your anger and sadistic thoughts on me. I am so turned on by women calling me worthless and pathetic.

If you would be interested in helping me achieve my first ever sissygasm, please chat me with your age, country, and something interesting about yourself or your kink life. Thank you for reading!

TL;DR I want to have my first sissygasm and I want help from a Domme to train my ass either in person or online. This will be only a couple weeks, but in January I can reach out again about a longer period of time.