Sharing My Sissy

I've been to my share of threesomes, gang bangs and group scenes, had a lot of fun. But some things stand out in my mind better then others. I once had a coworker that I was really close to. We worked together for years and often shared stories from our home life, but nothing too explicit. So imagine my surprise the day she asked me "Have you ever pegged a guy?" She mistook my stunned silence as ignorance to the subject. "That's when you use a strap-on on a guy." She said with a sly smile. So we started talking about it. Shared a few stories. Laughed at some. I got to explain to her that I peg my husband often. Apparently she and her ex-boyfriend really enjoyed the act. And THAT gave me an idea!
It took a couple weeks before we arranged a date. I had told my Cuck Sissy Husband nothing about what was to come. My friend came by that evening. We changed our clothes and both had on our strap-ons. My Cuck Hubby was in the kitchen, washing dishes, when we surprised him.
"And here is my loving husband", I announced in order to get his attention. "He does whatever I want him to." He turned around to face us and his eyes got wide. Her strap-on was a bit longer then mine but not as thick. It still looked intimidating. "That's nice," said my friend. "Does he eat ass and suck dick?"
"Get on your knees and show her how you eat ass, boi." Bottom Slut immediately got on his knees as she presented her ass to him. "Get in there and clean her asshole like a good cuck." I commanded. And he obliged. She moaned as his tongue slid in and out of her crack. I encouraged them to continue. I liked watching him service her like this. It was hot, having him lick on someone he didn't even know. But he is well trained and offered no resistance. I got closer to them and put my cock in his face. "Suck it", I commanded, knowing full well that my cock is too big for his mouth. But he tried anyway, also knowing it was not possible. I tried to fuck his mouth with my big cock. He kept gagging, and tears swelled up in his eyes. My friend turned around and put her cock in his face too. I grabbed his head and guided it until her smaller cock was in his mouth. He had a much easier time with hers and tried to deep throat it, but couldn't. More gagging, more tears as I guided his head from one cock to the other. It was clear that these strap-ons were too big for his mouth, but we played with him like a cat with a mouse. I wanted to make sure my cock was good and wet for what I was going to do next.
I moved us into the living room and put him in position on the couch, face down, back arched, ass up. He knew the position well. "My he has a cute little butt." said my friend. I licked my fingers and rubbed them across his pussy. "I don't think we will need more lube then this." I said out loud. But I really didn't believe it so I spit on my cock anyway. I demanded that he spread his cheeks, both hands, and pushed the tip of my strap-on against his fuck hole. It was not going to slide in easily. So I pushed harder, got the tip in, and then just kept pushing. I pushed it all the way in as he let out a muffled moan against the couch cushion. I pulled my cock all the way out then pushed it all the way back in again. Much easier this time. I did so again, just to make sure he was open well, then I turned him over to my friend "Let's take turns." I said. This is what I wanted. To open him up first then let her fuck him good.
My friend seemed eager to play and it was clear from the start that she meant business. She also spit on her cock first but then just plunged in. Hard and fast. Immediately fucking his ass like it was a pussy. He let out a gasp every time she bottomed out on him. Her's was at least an inch longer than mine. She even talked shit to him. "Do you like that, sissy?" "You like taking dick, bitch?" Every now and then she would smack his ass kinda hard. I forgot to tell her not to leave any bruises.
"Let's split him up. Take the top while I wreck the bottom." I said something similar to that and she agreed. I liked the idea of him doing ass to mouth while I fucked him. She sat on the couch while he got on his knees and I came up behind him. I bet he was a little swollen when I think back on it, but I managed to get back in. He got comfortable quickly and I was soon giving him a proper fucking. Up front my friend was having a great time, with her hand on his head, bobbing it up and down on her cock. She and I made eye contact and, I swear, she let out a Whoop! and set her hand up to give me a high five!! So I did! This was some hot action and I was really enjoying myself. I was so wet I could feel it. It was time to stop teasing myself.
I took off my strap-on and suggested we switch position. This was the first time he ever got fucked while eating my pussy. It was amazing. I don't know what got me off harder; his tongue or just his moaning into my pussy. But I did cum, hard. My friend must have said that looked like fun because next thing you know she was on the couch, legs in the air, and I was demanding that he worship her pussy, lick both holes, taste all her juices and get his face wet. She was in ecstasy. Clearly no one had ever payed this much attention to her poor snatch. I was happy for her. I sat on the other end of the couch, one leg in the air, debating if I could get off again while watching them. Turns out I didn't have time. She's just started squirting all over his face! Just a few little squirts that made her whole body shiver. She later described it as mind blowing.

We never did anything else with another woman. And we probably won't again. I find that I like being the only Queen in the room. But it was a fun night. One that I'll never forget.

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