My Kinky Sissy Boy got out of the grocery store as fast as he could.

He’s not the most perfect Kinky Sissy Boy but he IS fun to play with!

 We got to Partick aka Sissy Shondra’s apartment and it was just as tacky as he was. It looked like a cheap whore’s room in Vegas with animal prints and tassels on everything. He was trying so hard to be a woman but he just doesn’t have the Kinky Sissy Boy magic. I felt so bad for him but I was having so much fun humiliating him.

 He did a good job at the supermarket and now I was going to let him show me how he likes to get his Kinky Sissy Boy pussy fucked.

 I stood there with his bag and I sat on the coffee table. Patrick asked what I wanted him to do and I told him to pull his panties down to his ankles.

He lifted up his skirt and I saw his panties were actually a pink lacy thong that was too tight. His dick was hanging out the side of it. It took him a minute just to slide the thong down his fat thighs. They finally got to his ankles and I told him to take the cucumber out of the big and give it to me. He did and I liked what I saw, it was long and thick which made it perfect for fucking. I opened my legs and held it in front of my pussy like a dick and told him to put a condom on it. He blushed and I saw his dick twitch as he opened the box and took one out.

 Patrick ripped the packet open and put it on the end of the cucumber. He rolled up and I had to smack him hard when his hand brushed against me. I told him to keep his filthy hands off me and I took a small bottle of lube out of my handbag.

 Squirting lube all over the cucumber I made him use his hands to spread it around.

I watched as he practically gave the damn thing a handjob. Then I told him to get down on all fours in front of me. 

 His ass was facing me and I told him he better loosen his boy pussy up if he was going to get this baby in him.

 He spread his fat ass cheeks and I saw he was wearing a butt plug. Maybe he’s a good sissy after all. He pulled it out and I handed him the cucumber. Patrick leaned down and pushed the tip of it in his ass. It went in easily and as he pushed the rest of it in smoothly. I wondered how many big things he’s had up there. 

The cucumber filled his ass and he started fucking himself with it.

You should have seen him, black skirt around his stomach, his heels hanging off his feet, wig falling in his face and his thong around his ankles. I lifted a foot up and gave him a little kick now and then when he got too gentle with his thrusting because I wanted him to tear his boy pussy up.

 Watching as the cucumber slid in and out of him, it nearly disappeared each time he shoved up and he was moaning really loud.

 I let him fuck himself for a long time, getting him all worked up and then I told him he had one minute to cum. Counting down the seconds I tried not to laugh as he pounded his ass with the cucumber and started tugging on his dick. He came in less than a minute and I lost interest in him. I left him like that and went home. Maybe next time I’ll Cuckold him!

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