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Strap-dreamer's Stories | xHamster

First Trans experience

Haven't written here in a long time. Still no luck finding a woman willing to wield a strapon for me, so I've started to branch out. I've just had my first experience with a trans woman. Bottom line. Its was amazing. With the dream of wanting a good pegging, I consider myself heteroflexible or bi-curious. Being with a trans woman seemed like a logical step. With all the hypno and goon porn I've been watching, I was/am completely brainwashed and girlcock is on the table. She started on her knees sucking my cock. Trans BJ was better then some women to be honest. She really wanted to please me… Read more

Posted by strap-dreamer 3 years ago 6

New chastity Adventure-key master

It has been awhile since I wrote anything. Starting a new chastity adventure today. Let's see how long I can go. I've decided to add a ball stretcher to my chastity to make everything very tight. So far so good for today, but I'm feeling weak and might try to cum though the chastity. I'm also looking for a key master to tease and melt my brain… Read more

Posted by strap-dreamer 5 years ago

Fisting

My toys have been getting bigger and bigger since going for the handsfree prostate cum. I have been close before, but I think it is time to go for the whole fist. I'll post my toys of choice to get me there once I reach this new goal. I figure this will take a few sessions but hopefully I'll also get a few prostate orgasms along the way. I'll also be doing this in chastity....just for fun :) Tips, advice, friendship, local strapon Mistress, all are welcome… Read more

Posted by strap-dreamer 7 years ago 4

Cum in steel chastity

So I'm quite glad I decided to continue my chastity adventures, because I was able to cum while wearing my new steel chastity and it felt awesome. There was no prostate stimulation and I was tugging at it so I wouldn't consider it handsfree, but it is one step closer and I couldn't be happier. The feeling of my cock and balls struggling against the cold steel to only have the cum dribble out was amazing. My mind was just overloaded sexually and had me wanting more. My new steel chastity has been excellent. It doesn't make any rattling noise while wearing and it is only slightly heavie… Read more

Posted by strap-dreamer 7 years ago 2

Handsfree prostate cum - update

I'm so close that I'm pretty sure I'll get it in the next couple attempts. You can see from my pics and vids just how much prostate juice I can get going. Maybe I'll collect it all next time to show you. I decided to just give chastity another go while massaging my prostate. I think if I wear the chastity a few days beforehand I would have had the full handsfree cumshot. It also helps that my new toy "The Rumpy" is really a great fit for my ass. Its nice and thick and had the perfect shape Anal orgasms? Yes, I had at least 2 during my session. It was an amazing feeling. Heart rate goes up… Read more

Posted by strap-dreamer 7 years ago 3

Broken chastity dreams

Sorry I haven't had time to write as much as I want to. Anyway, quick update on my chastity adventures. I have now broken a few chastities with my cock. The first was user error, but the next ones snapped with a big erection. Both times I was watching my favourite pornstars, Aurora Snow and Gauge. As much as I like the feeling of chastity and the amount of precum that leaks out, I'll be taking a little break from it. Gotta listen to the cock. If it wants to be free I'm not going to stop it. I am contemplating a steel chastity for the near future, but I fear the noise. Anyone with experi… Read more

Posted by strap-dreamer 7 years ago

New chastity

Today is day one of wearing my new chastity. It is more traditional style (Check new gallery). It is much tighter then the others I have had which I think will be good. Very much a wrestling match to get it on but it is very comfortable once locked in. Just looking to go a couple days as a test run. If you haven't read my other posts, my goal is to have a hands-free prostate cumshot (sissygasm). Precum flows like mad which I like. I figure I'll be quite sex crazed once I take it off :) I've been asked, but I don't consider myself a sissy, but more of an experimenter. I'll never… Read more

Posted by strap-dreamer 7 years ago 1

Chastity experience round 2

So I bought myself a new chastity because I felt my other one wasn't restrictive enough. I probably should just buy a CB-X chastity, but I not sure if I'm quite there. Anyway, I have been wearing one for the past 5 days (picture posted). This one has a bit of weight so it pulls my package out a bit (feels and looks good) but is still discreet. Mentally, this chastity has made me crazy horny. Not being able to touch my cock at all has made me think of nothing but sex. Which is exactly what I'm looking for. Just thinking hard enough caused streams of precum by day 3. Even as I type this, I'… Read more

Posted by strap-dreamer 7 years ago 6

Handsfree prostate cum

What I'm looking for is to cum with only prostate stimulation. It's been called handsfree orgasm, sissygasam, prostate milking, etc. I've been trying for a few years and never quite get the result I want. I can get loads of precum but never a full orgasm. The one time I think I was close took me about an hour to get there, but could never get over the edge. I've tried lots of anal toys in different sizes.Don't get me wrong the journey of trying is awesome, but I want to reach the goal. Being in chastity is my latest idea to really build up frustration to a good release. I'm thinking this… Read more

Posted by strap-dreamer 7 years ago 16

Toy review

I love this new toy so much, thought I'd share. I'm not sponsored or paid for this. The Armour Tug Lock from Perfect Fit Brand I have yet to try it with a partner, but for solo play it has been amazing. The cock ring portion is nice and snug but really comfortable. It doesn't dig in like many other rings I have tried. The strap that tugs on your balls I also found comfortable and pulls just enough to create a nice build up as you play. The front part of this toy rests very well and makes normal movement easy. It can be worn all day under clothes with no problem. The icing on the cak… Read more

Posted by strap-dreamer 7 years ago 3

Chastity experience

Just a few words about my chastity experience. I like to experiment and wanted to try chastity, so I bought a soft cage just to try it out. It was not easy. When I first when to use the cage I was so excited it was most difficult to put on.Once I finally got everything into place it was fairly comfortable. I lasted about a day and a half which I think is ok for my first time. For those out there that can go longer then a few days you have my utmost respect. I can't image being teased, prostate milked, strapon fucked by a Mistress for a few days while in chastity. My mind would explode.....… Read more

Posted by strap-dreamer 8 years ago 6