0-100 chastity fun!

So about a year ago I though I'd buy a chastity cage as alot of people on discord were having a heated debate about them and how amazing they were.

So it finally turned up. Now due to my living situation and my wife having no idea about this lifestyle I was very limited at how long I could wear it. I think the longest time in chastity was about 4-5 hours.

So the first time I wore it I didn't really get the appeal of it. I just wanted to take it off and cum with the dildo in my ass like normal so I did. Put it away and didn't think much more of it other than meh bit of a waste of money!

So tell me this why was it all I could think about when I knew another Hypno session was coming up, why was I looking up things about chastity, researching it!

Maybe I could give it another chance and again a similar ending to the first time... Almost

It dawned on me ( and yes I'm sure most of u already knew it) shit this was the point of chastity. To frustrate and concentrate the mind away from that and onto my ass.

Now a new game started during Hypno. The search to have a sissygasm.

So roll forward a few more months and I was getting sent away on a 4 day course so 3 nights away

3 whole nights to play. So the plan almost immediately started to form. 3 and a half full days in chastity. Fuck the idea alone made me so excited and giddy. And 3 nights of fucking the shit out of my asshole.

I left at 5.30 am to drive there and at the first opportunity I pulled over and fitted my cage

6.00am on day 1 baptism of fire started! Felt weird but oddly normal, safe even. Throughout that first day all I could think about was shit this is cool I'm doing this and that I can't wait to see how this goes. Like I said the longest I had gone before was 5 hours.
By the time I got to the hotel room i was already well past that and had amassed a considerable amount of pre cum in my boxers.
The evening went as planned. Consumed a ton Of Hypno and toyed untill about 1 am. Wow that was fun

Day 2 - Ok so wow, I was warned about the morning glory phase of watering chastity which it's usually advised to not go all in and work up the amount of time. But fuck I was not expecting that level of intensity. Not Gunna lie it wasn't the most comfortable thing I've experienced but a necessary evil for the experience. Got dressed had breakfast and left.

Day 2 was pretty much the same but there was a turn. I was now seriously considering trying to get a hook up to ruin me that night.
Wait what but I'm not gay. What the hell is this device doing to my brain! My mind again was on the device I could feel gently holding and moving and that my ass hole was a still leaking just the smallest amount of lube and I little tender from the 7 hours of playing.
The evening again followed a similar form but this time I had downloaded grinder and was starting to strike up a couple of chats but unfortunately nothing really happened but there is now a person in the UK who has several videos of me fucking myself and asking them to fuck me harder so I hope u enjoy them. Finally finished up about 11.00 pm. Washed and bed.

3 am day 3, I woke up for no reason other than I felt a need to have something filling my asshole! Passed it off and went back to sleep
3.30 again woke up feeling the same but sleepily fell back. 4 am again but this time I was awake. I sat there wondering what was was going on! fuck it I'll see if toying would help. The answer yes and no. I was able to get some sleep after about 15 mins of playing.

6 am and again woke up in discomfort but with the over whelming urge to fill my ass again, so I did. Wow that one felt amazing. Sleepily fucking my dildo I stuck to the door as I pushed back on it hard and grinded against it like a dirty little sissy slut. I grabbed by chest and squeezed and moaned while I rubbed my now useless encased sissy clit. Holy shit what the fuck was happening to me! Where the hell did this come from. The rest of the day training was a bit of a blur, kinda luck I've already done the course acople of time in the past!

Got back to the room and straight away was squatting on my newer dildo. No other thought was in my head, just pound it sissy, fuck that hole hard. Before I knew it I had my massive hoodlum dildo stuck to the door and was hovering the tip over my well lubed sissy hole. I pushed back onto it hard, harder than ever before but I felt that I could, like I had to push past the point. It just slide in opening me up like never before, a wave shot over me my legs shuddered and I felt my clit twitch. I pushed back on it again going even deeper and held it there. I could feel my whole body shaking almost to say thankyou. I proceed to fuck this monster for a good hour. Mind blank with the same video on loop. I didn't want to have to do anything other than focus on fucking.
Finally pulled my self out of this trance and needed food. I put in my biggest plug kept on my fishnets and suspenders and went for food. Felling like a massive slut still having a lubed up hole now filled with a large but still loose fitting plug!

Got back and had a break watched some TV but the hole time thinking about going again. After a while I gave in and went back over to it both dildos were still stuck to the door I looked it them both and though I wonder if the big one will still fit. After almost 2 hours I was amazed to find it just slide right back into it's home! My now rather sloppy sissy cunt!

So I had to remove it in the morning so I woke up early took of the cage and almost instantly missed its close embrace around my now much smaller and pathetic looking dick. Cracked out the Hypno and a dildo and had one last go but this time I was Gunna release. It was ok but not as fun as when caged.

My 0-100 approach taught me alot of things. Vaseline is your Friend to help with chaffing and rubbing. Talk with the sweeting. But unfortunately it taught me that a sissygasm is alot harder to achieve than I first though.

Time to do some serious research as sissygasm's look fun

Chastity I'll miss u, but away in sept so.......?
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