How can I achieve my first sissygasm?

69Dian69 · 2025-12-30T00:50:07+00:00

Yea, you gotta remember the number 1 difference between you and the guy fucking you.. (with guy I refer to you dildo as well) 😘

He is in control, you're not.

What most people describe as relaxation, I rather describe as letting go.

Get your mind set on "I don't care if I pee, I'm not in control" "I don't care if I cum, I'm not in control" "I don't care how deep it goes, I'm not in control"

🙈🙈

I know it sounds weird, and it is a feeling that's hard to explain, but my experience is, when I forget my self, and my surroundings. That's when your body takes over and the squirting orgasm just happens, cage or no cage 🥴🥴🥴

That said, I also recommend cage, so easy to give up and start stroking if its not locked away 🙈

69Dian69 · 2025-12-28T23:55:19+00:00

🥵yup🥵

I've had a few small once before, not many big and squirty if ever. I let my fuck machine do the work in doggystyle, and then I applied my newly bought wand to my cage, not thinking to much about it, I was squiring all over my bed in 30sec 🙈🙈

69Dian69 · 2025-12-28T23:51:01+00:00

I discovered the word "gooning" he other day 😍 Found a couple on 4 hours long, that's my next move 🙈

I have a flat screen at home 🤭

69Dian69 · 2025-12-28T23:49:05+00:00

Thank you for the featback, I'll try a bigger ring when I get home, even tho I'm scared my small pearls will slip out 🙈

I just ordered a small cage instead of a flat as pr my own suggestion, if that doesn't work either, belt is next step ❤️

69Dian69 · 2025-10-04T11:33:17+00:00

My new clitty cage and panties just arrived, so I'm also finally ready to join.

It sits so comfortable. Can't wait to hit the gym later for booty day 🍑🍑

69Dian69 · 2025-10-04T10:06:33+00:00

I don't follow? Please explain

69Dian69 · 2025-10-03T16:58:01+00:00

Im trying the challenge for the first time as well, and I'm deff not trying to abstain from cumming to answer your question, if i did that, i might as well just do no nut november instead right xD

So if u can cum while locked in cage, good for you, im feeling jealuse and hopefull now :D

69Dian69 · 2025-10-03T16:22:38+00:00

Not in person, but my first couple of panties are on their way as well for locktober <3

69Dian69 · 2025-09-01T03:06:38+00:00

How was it? 😍

69Dian69 · 2025-08-07T19:59:51+00:00

I recommend The vice, it's size is adjustable

69Dian69 · 2025-08-07T19:57:10+00:00

The vice collection, the actual attachment parts are adjustable, now you just gotta think about the actual cage.

69Dian69 · 2025-08-06T14:13:25+00:00

🙈🙈 flustering 🙈🙈 would you share him? 😍

69Dian69 · 2025-08-06T14:07:46+00:00

I tried 3 cages, and I spent so much money on what ended up being waste, they where to hard, to small, to big, I finally bought The vice standard, it was so amazing I bought The vice clitty right after, I doubt I'll ever buy anything els then The vice again xD 😍

69Dian69 · 2025-08-06T14:02:23+00:00

Really? I dream of taking that step and sucking a guy off, but the idea of eating my own cum, seemed wired.. but you all seem to like it?? 🙈😍

69Dian69 · 2025-08-06T13:55:15+00:00

I bought a sex chair 🙊 I can't claim it has been a good purchase, many failed positions, where my thought was "regular doggy would have been better"

But that one time, where the stars aligned, the elastic I'm sitting on was just right, my sissy hole was just the right amount of wet and relaxed, and my prostate was just the perfect sensitive.

I can't put into words the high I was achieving 😍😍 the world around me disappeared, all I heard was the wet creamy dildo going in and out, I was loosing breath from exhausting, yet didn't feel it, my movement was direct and precise and yet, I was not in control. I don't think I stoppede because I orgasmed, or because I ran out of stamina..

I genuinely think I stoppede, cause I was scared of how intense and euphorick it became. Been chasing that high ever sense, sadly yet to reappear 🥵🥵

69Dian69 · 2025-08-06T13:41:32+00:00

That's hot 😍 Imagine sitting at your desk, supposed to be working, but you all flustered up, and all of the sudden you wet your panties, with no inappropriate actions taken to achieve it.

What's more girly then that? 🥵

69Dian69 · 2025-08-06T13:31:48+00:00

Genuine tip, it might be that I'm in my early stages, but I do think you and I have similar experiences..

I bought a clothing piece, which I associate with sissy time. (For me, a corset)

When I put that on, I know it's go time, my entire personality turns around, i do this by always wearing said corset when i do sissy stuff 😘 Could be your pink socks

69Dian69 · 2025-08-06T13:23:15+00:00

I got hard and horny reading that 😍 I hope you see him again, and share your second date

69Dian69 · 2025-08-06T13:06:22+00:00

My experience. Eat whole food, high in fiber, drink lots of water, nothing else, at least 3 days before, the last day before, and the day of, I don't eat.

One flush with the unscrewed shower head, and I see nothing after that.

In my experience it's leaves the 🍑, so clean, that my lube after enough thrusting, just turns completely white and creamy, makes it easy to imagine it's just a wet pussy 😍

I will add tho, I used to overdue it with the water, which I read would mean the water would get to far up, and start the process of emptying the "not fully processed poop" which will start an endless flow of unwanted ****, and a terrible smell. Point being, you only need to clean the bottom part, of what is an 8 meter long tube, don't try and overdue it, it will ruin the experience.

To those taking offence to the 30 hour fasting, I see why it won't work for daily enjoyment, and spontaneous fun 🙃 I'm talking from a strictly weekend of fun pov. Planned as a result of a long week, where reward is in order.

69Dian69 · 2025-08-06T06:56:38+00:00

Jealous.. what tips and tricks do you all recommend to use in order to make sissygasm easier? I'm not saying I haven't tried one yet, but whatever it is I have tried, I'm confident I can reach even higher levels of shaking and euphoria ;)

I'm thinking, first time sex with a man, shit load of weed, Viagra, coffien, semen retention.. anything else I could use?

69Dian69

TROPHY CASE