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Her juices flowed freely and coated my mouth and chin. Jesse was panting from the orgasm through the ball bag. I let her recover while I went back to the table and retrieved yet another toy along with a plastic bottle. I showed the toy to her. It was a butt plug. It was by far not the biggest one they sold on the website I ordered from, but it was still impressive. It was hand blown glass and it flared out into a good size. It would hurt going in, but it would be fine one it was in place. The bottle contained hi-grade sex lube. I coated my fingers with some and I rubbed it all over her exposed anus. Jesse started giving out moans of protest and she really started to squirm against her bonds but I wasnt going to stop. I gently inserted the tip of the plug after completely covering it with more lube. I knew this would hurt, so I was extra careful and took it slow. Jesse and I rarely had anal sex. It happened only when she was really drunk and horny, and today was going to be a rare. How was I going to fit my cock in there? Did she know I planned to fit my cock in there? One finger, in and out, getting her used to the feeling. Then a second finger."Oh fuck, you going to stick your whole hand in there?" No not my hand" I think she then got the idea. This wasn't me just one upping her finger in the butt. No, this was something more."Are you ready" Oh god" OK lift your butt up like we're going doggie style. That's it. Now more lube"I squeezed a good bit on her now not so puckered anus and used my fingers to work it in. Then removing my fingers I added more lube and generously coated my raging hardon. It took all my control to continue taking it easy and slow. I placed my cock head against her anus and pushed, oh so easy. Constant pressure, but gently."Oh, oh fuck, oh my god. Fuck, I can feel it stretching my ass. Will it fit?" Oh it'll fit. Going slowly here. It feels like the head is in. It's SO fucking tight. Your ass looks amazing." OK, ok, keep.
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