r/SissygasmSchool

Do you have any advice for buying toys even if my parents can look at my cards expenses. I recently turned 19 and I don’t want anyone knowing that I might be Bisexual. And where can I hide them so nobody knows or finds out about my tendencies plz help

I learned to sissygasm after years of trying and then it unlocked, became easy, and I became obsessed. I’m chatting today if anyone wants to say hi.

Sorry about the long post, but I want to give lots of context so you all can give me the best advice possible.

Me: 32-year-old submissive bottom chub/bear gay male, usually wearing a chastity cage.  I never naturally pre-cum (seriously NEVER) but can get very slight amounts of precum using an NJOY wand to heavily stimulate the prostate (this will be relevant later in my write-up).  I use the chastity cage primarily to abstain from jerking off so that my prostate is primed and ready for play.
 
Goal: The magical, mythical Super-O – the one with the leg/body shaking that many guys describe as a full body experience.
 
Toys I Own: butt plugs, dildos, aneros, including a helix syn, progasm, and knock-offs similar in size and shape to the helix, and a knock-off NJOY wand that is identical to the brand-name NJOY wand.
 
Past experience(s):  Been playing with my ass for about 10 years – both with real dicks and toys.  Been on the hunt for the Super-O for about five years.  Get fucked frequently.  I’ve had many hands-free orgasms from toys, but they are not super-O style orgasms, just regular orgasms brought on by prostate stimulation.  I love to have the cum fucked out of me by a top (have had this happen many times).  It feels amazing, but still not as amazing as how guys describe their super-O experiences.  I can get pleasure from my prostate (obviously, since I can cum from prostate stimulation), but I don’t think I’ve ever had true “P-waves” but not entirely sure, as the descriptions I’ve read of them vary and are sometimes kind of vague.  My aneros toys seem to do nothing for me, but maybe I’m using them wrong.  I can get some great pleasurable prostate sensations both from getting fucked and from my NJOY wand.  I’ve tried rubbing my nipples to help me get there as I see lots of guys mention this in their write-ups, but it doesn’t really do much for me.  

I ALWAYS wear my chastity cage during prostate sessions so that I don’t end up just jerking off (I’m very dedicated to my training and it’s very likely for me to get frustrated and just beat off if I’m not wearing it).  I almost always do my training lying in bed while on my back with my legs bent and knees pointed outward as this is what is most comfortable for me.

Based on some previous advice I got, recently I’ve been experimenting with a “less is more” approach recently – audio files instead of porn, no poppers, way less heavy thrusting with the njoy wand and more light movements instead.  I haven’t really gotten anywhere with this approach.

Closest I’ve Gotten: The best session I’ve ever had was recently (about a month ago).  I locked up my dick in chastity for about a month, then spent a night on the couch being a goony little fuck, HAMMERING away at my prostate with the NJOY wand with a popperbate video on (the video focused on guys wearing chastity cages getting used by huge dicks) while getting super poppered up.  Lots of great sensations in my prostate and pelvis.  Ended up having a lot of precum (a lot for me anyways, considering I almost never precum) and then had a great orgasm (but again, no leg/full body shaking, the sensation was very localized to my pelvic area/not a super O).  The fluid I shot during this orgasm seemed much more like precum/seminal fluid than regular cum. The fluid was more opaquely clear and less milky/white than my regular cum, not as strong a cum smell and taste as my regular cum).
 
Outlook: Getting kind of discouraged thinking this may just be a sensation I’m not capable of/maybe my anatomy isn’t right for it.  Part of me thinks that only guys who naturally precum a lot can experience this.  I could really use both some encouragement and advice.
 
Questions: Any questions you have for me to help you offer guidance/advice.  I’m happy to answer any questions you have. I’m a total open book and just want help breaking through.  Any general advice or tips to help me break through to the super-O?  Am I on the right track?  Can someone describe P-waves to me in a clear way?  Anything I’m doing or not doing that clearly needs correction?

I’m pretty new in trans community (only a couple months) and i never dressed as a woman or had girlie clothing, i was living pretty neutral. Now something has awaken in me that i wanna turn into a shameless flirty girl who dresses up pretty and such, but i still boymoding. I’m into feminization stuff, i like when dom guys get a hold on me and manage me online. He will start slow like asking me to wear plugs outside (don’t wanna limit your imagination i wanna see how deep you can go) or control my orgasms (currently 2months not watching porn, my sexual energy comes back stringer in each wave) Telling me what to do next, asking for reports. Will basically manipulate me into the perfect girl he wants. I imagine him being so persuasive, he will make me want things that i didnt even think of. He will use shady methods on me and shape my mind into however he wants from me I’m looking for something long term. Dm me if you think that’s something you’d want to do.

33m here, been cumming from anal for the last 5 years, here's what helped me

Been trying to sissygasm but cant reach it?

Feel like you have to pee and end up ruining it?

Feel like you are ALMOST THERE, shaking, leaking and about to cum, but then it just dissappear?

Stop focusing on yourself, you are tensing your body up and its ruining your chances on cumming like a real slut

Here's what will help

1. Give yourself time

Alot of us dont have enough time in the day to just focus on masturbating. Everyone thinks "i have a free hour, im gonna make myself cum" dont do that, you'll never achieve it. Give yourself time, you have the house to yourself for a whole day? Go for it, you have a business trip and will be in a hotel for the day? Do it then. Stop trying to rush yourself into cumming like a sissy

2. Learn what your body likes

Learn what feels best, there a certain toy that feels better than others? Use that one. You feel more relaxed while wearing your cage? Do that. You enjoy more girth, or length? Listen to your body on what feels best

3. Dress the part

Dress how you want! Want to be a blue collar manly man who takes it up the ass? Wear a vest and a hard hat. Want to be the lingerie slut and put on your series outfit? Do it. Or maybe you want to be the nightclub goth girl that has the tight fishnets on who just wants to be used. Wear what you want and enjoy it, dont rush to get dressed up, enjoy the process, put on some music or hypno and enjoy getting ready

4. Toys (duh)

In the beginning dont just start going at it as fast as you can with your toys trying to achieve your sissygasm, try different size and shaped toys to find which one feels best for you. Maybe you need a big toy to feel full? Size yourself up slowly then and get to that big one. Maybe you need length to go as deep as possible. Maybe you need vibrating or moving toys to get you those pressure points. A big one is sounding, stretching your clitty hole u until it feels good. Work up to those bigger sizes until your little clit hole or asshole are pleasurable

5. Lube (fucking duh)

Please for the love of god use lube, ALOT of it, you need to be lubed constantly, the more the better

Now I bet you are wondering "this post says to not focus on yourself, but all of this is just focusing on me" im getting to that

6. STOP FOCUSING ON YOURSELF

you got into this with just your pleasure in mind when you are fucking yourself. GO SLOW and teach yourself to focus on the toys pleasure instead of your own. Pretend that toy is a real cock, dont you want them to feel good? Dont they deserve to feel as good as you? You spent all this time focusing on yourself with your outfits, and toy sizes, and everything else, but you never thought about their pleasure did you?

Start slow, make yourself feel good, but a few minutes in change your mindset and tell yourself "im gonna milk this fucking cock dry" and focus solely on the pleasure of that toy, dont rush it, enjoy it, eventually you will feel it coming, but so are they 😏 build up to it and give that toy the ride of a lifetime. I promise you with shoot a load through your cage that will hit the ceiling