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I started dressing up with my wife’s dresses whenever she left the house, I used that time and started experimenting with dildos.
There are no sex shops of any kind on my area so I had order some online. I ordered a chastity cage (the standard type) a buttplug and two realistic dildos with suction cups, white skinned one of 17 cm (bigger than my penis) and a dark skinned 28 cm one (yes, I was horny)
So there I was in my bathroom floor wearing a red dress with a chastity cage on. I used a lot of lube and I slowly got the buttplug inside, it felt really good to finally get something inside my ass aside from my 2 fingers.
After a while of playing with it in and out I got used to it’s size so I wanted to finally try my first dildo. I picked the white one of course. I don’t know if the butplug and lube stretched me out more than it should’ve but the dildo, aside from the tip, went in very easily. I got it’s suction cup stuck on the floor and slowly crouched down while holding the tip in place. Once it got half way in the rest was a little thinner so I just started bouncing on it like I’ve seen on countless videos before.
I wanted to hit the P spot but the more I tried to feel it, the less I felt. I just liked the feeling of it going in and out. Made me feel like a true slut, specially with my cage bouncing up and down and hitting the dildo from time to time.
I didn’t expect my legs to get tired that fast and changing positions to where I was doing it on my knees didn’t help, they just hurt against the floor, besides I felt like I was doing too much at once. I took the cage out without getting up from the dildo and slowly got hard. I sat on that dildo making it all the way in but what I didn’t expect was to not get fully hard. Even tho this was amazing, the more it focused on my ass the less hard my penis got. (Later I found out online that it’s due to the muscles sensitivity and it’s normal) I loved the feeling of something deep inside me getting pushed like never had been before and as I rested on top of it, I started to masturbate and get hard again.
I came not long after, the feeling of post nut clarity hit me like a truck but after a few seconds it passed maybe the fact that I still had a dildo on my ass or that I was still wearing a dress, it made me feel like what I was doing was wrong but also okay.
I came so much the it went past my hand holding my dick and it dripped to the floor. As the PNC went away I knew what I had to do. I got up and rubbed my almost flaccid penis on the tip of that now dried dildo and used the cum as lube. I got in position again and feeling my sticky cum get inside as I fucked my ass felt so amazing. Now I truly became a slut.
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