First time sissygasm

I used to be able to do that… 20 yrs ago. Actually I was warming up to exercise and while stretching my gf says as flexible as you are and the size of your dick (7”) you could easily suck your own dick. I said probably. She responded, well show me. So I did. She loved it more than I could have imagined.
I love those sissyorgasams I ride dildo while watching wife get black cock mind blowing
 

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Tell me more about this story (; sounds hot
After years of watching porn and playing with toys I finally got the courage to respond to one of the Craigslist ads I’d kept seeing. His ad had a pic of his really nice looking thick cock laying across someone’s face. I knew it was risky but i had gotten pretty worked up and couldn’t stop myself. After swapping just a couple of messages he said if I was going to do this, no more messages, call him. That message ended with his number. Excited and scared I called him. I couldn’t tell you what was even said up to when he gave me his location. About 30 minutes later I was standing at his door with the last words of the phone call echoing in my mind, “you better not flake on me!” He opened the door wearing only grey sweatpants and I mean only because the outline of his 3/4 hard clock was plainly visible. In less than 2 minutes of walking through that door I was on my knees sucking that hard cock I’d seen in that ad. It looked even sexier in person.
 
There is nothing in the world like a sissygasm. Once you have one you will NEVER be the same. You will crave it and you can make it happen over and over because the excitement doesn't end when you sissygasm like a regular orgasm. I have had them with dildos and with a big black cock in my sissy hole. Most amazing thing every. Would take a BBC sissygasm over pussy any day and every day.
 
There is nothing in the world like a sissygasm. Once you have one you will NEVER be the same. You will crave it and you can make it happen over and over because the excitement doesn't end when you sissygasm like a regular orgasm. I have had them with dildos and with a big black cock in my sissy hole. Most amazing thing every. Would take a BBC sissygasm over pussy any day and every day.
Tell me more please .i want to achieve this sissygasm
 
Can everybody list on here some hints and tips on how to achieve the elusive sissygasm. For me and others hoping to experience one e.g. size and type of dildos, positioning m, rhythm and other aids etc.
Sure happy to offer what works best for me. First I find having a sissygasm completely different than jerking off to orgasm. Actually I now refrain from jerking off and cumming as my sissygasms are more pleasurable. I allow about 2 to 3 hours starting with a really hot shower. I may then watch a very little porn while doing some very light touching. I do not stroke etc,
I find the lube and toys can make a difference. I start very slow while looking for my prostate. Let’s say I am about 30 minutes into this. It’s more about findings it and massaging slowing, not pounding or anything else like that, yet. I usually lie on my side or on my back. Once I feel myself getting more mellow I use a bigger toy and always more lube. For me using more speed and pressure
almost is worse. When I approach my first sissygasm I get a little lightheaded but I remained calm and concentrate on my prostate and may go deeper if I am feeling slutty. In this position I can have multiple sissygasms, almost at will.
Once warmed up I suggest having a somewhat large dildo with a suction cup and yes more lube. In this position I have better control and have very deep and intense orgasms. For me my dick withdraws and leaks cum. And yes I use this cum in my mouth
to feel more of a sissy. Please notice i never stroke my cock during the entire time. You may not have sissygasms the first time or you may have them at first then not the next time. For me it’s about my mood and taking my time. But once you get use to the waves of pleasure you may not enjoy jerking off and cumming. For me it’s just not worth it! Maybe also dressing feminine would help? Enjoy and let us know how you feel after!
 
I just had one a few weekends ago...wife was away so rode her dildo in a pair of her panties. I was watching some BBC/gangbang porn while thinking of being the girl in the video....I was riding it so fast that my sissy clit was flopping and then it happened, I came while being soft but the motion of it flopping all around made it spew everywhere. I definitely made a mess....I always love to lift my legs above my head and try to give myself a facial and was going to do that..but I simply didn't make it to that point....although the feeling may have been better while riding the dildo....
 
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