My submission to my wife, Christine, started years ago when we were dating. Sometimes she would let me enter her pussy, but I had to withdraw before climaxing. Most of the time, though, she would only let me hump her with my pants on, and she’d send me home with a load of come in my shorts. One time, she bent over and let me fuck her from behind, but I had to pull out and shoot on her ass. Then she informed me there was nothing to clean up with, so I had to kneel on the floor and clean her with my tongue.

After we were married, she decided that Friday nights were “Girls’ Night Out.” On these occasions, she’d go out with her friends, so I’d have the whole night to myself. For entertainment, I’d put on a pair of her panties and masturbate. One Friday, she returned home early and caught me in the act. She said we’d discuss my behavior later and told me to finish, and then she left the room. This incident led to where we are today: Before I am allowed to have sex with her, I must paint my toenails bright red, don black stockings and a black lace garter belt, black lace panties, a black lace bra and black open toe four inch heels. When she’s riding my dick, I proclaim my love for her, telling her I’ll do anything for her even suck a cock or let a man fuck me in the ass. After lots of dirty talk about what she’ll make me do, I come in her pussy. Then she slides up my body and feeds me my load as she rides my face to orgasm.

But as dirty as all that is, our sex life recently took an even kinkier turn thanks to my wife’s friend.

When Christine was in college, she met a girl named Kara, and they’ve remained friends all these years. Kara works in a law office with her husband, Louis. One day, my wife asked Kara to redo our wills. She took care of everything, and my wife said that we’d take Kara and her husband out for dinner as payment. The ladies set a date for that Saturday night. My wife said we would meet at their house and then go out. Saturday came, and as I did yard work, my wife went shopping. She picked up a couple bottles of wine, and that evening we set off to their place. When we entered their house, the vibe quickly changed. Kara informed me that she had gone out with my wife that afternoon and had a wonderful talk. She said Christine had told her that I’d said she had a fat ass. She also told her that she made me dress in women’s clothes before sex, and that I’d vowed to perform any sexual act she desired. Kara informed me that we were staying in, and that I was to obey her and Louis, as well as my wife. Then I was told to strip naked. I looked to Christine, and all she said was, “Do it.”

I quickly stripped and stood naked in front of these clothed people. They looked at my red painted toenails, and they all laughed. Kara was the first to speak. She said if I was to serve them properly, I needed to first get rid of my unsightly body hair. She told Louis to take me to the master bathroom and not to return until I was smooth and hairless from the neck down. Louis then took me into the bathroom and shaved me bare. I’d never felt so naked in my life.

My mistresses entered the bedroom and handed me a bag, telling me to get dressed. Inside the bag, I found my black lingerie, as well as new six inch heels and a French maid’s uniform, complete with ruffled skirt and white apron. After I was dressed, Mistress Kara sat me down and applied makeup to my face and put a blonde wig on my head. When she was done, Mistress Christine applied bright red lipstick to my mouth, a shade that matched the polish on my toenails. I looked over at Master Louis, and he was capturing the whole scene on videotape. Being prettified and seeing him with the camera gave me a thrill, and my cock was stiff in no time.

Once I was properly attired, they sat and chatted as I served them wine and cheese. But before long, Mistress Christine decided it was time for some entertainment. She’d told Mistress Kara about how I beg her to spank my ass. I was then bent over an ottoman, and Mistress Kara loomed behind me with a paddle. She said I deserved twenty swats on each cheek for saying she had a fat ass. She told me that before the night was over I would be worshiping that fat ass. Mistress Kara spanked me hard, making me count out each of her swats. By the time she was done, my butt was hot, and my cock was pulsing and threatening to burst.

Sometime during my paddling, they’d gotten naked. Master Louis’s cock was huge. Mistress Christine came over and reminded me that I’d vowed to do anything for her, even suck a cock. She told me she wanted Master Louis to fuck her with that monster cock, so I should get my mouth working and make his dick nice and wet for her. I looked up, and Master Louis was standing in front of me with a smile on his face.

“Suck it,” my wife demanded. I opened my mouth and in slipped his cock. I started out tentatively, but soon I got into it, licking and sucking away, and even taking his balls in my mouth before going back to swallowing the whole shaft. It swelled to its full length, and he began fucking my throat. I relaxed and let him take me while the women watched and made comments about how I was such a pretty little cocksucker.

Before I could get him off, Master Louis pulled out of my mouth and headed over to Mistress Christine, who lay back on the sofa. “Take it easy,” she said. “I’m not used to such a big dick.” I knelt in my place on the floor, watching Master Louis impale the pussy I love so much. My view was soon eclipsed, however, as Mistress Kara backed herself up to my face and demanded that I lick and kiss her ass. I was orally worshiping her behind when she reached back and spread her cheeks, telling me to fuck her asshole with my tongue while she fingered her cunt. While this was going on, I could hear my wife’s groans as Master Louis fucked her.

Mistress Kara climaxed and then moved out of my way, so I could watch my wife get fucked by Master Louis. Mistress Christine must have had five orgasms when he grunted and shoved in hard one last time. When he pulled out of my wife, she had come all over her legs, ass and pussy. Remarkably, Master Louis’s cock did not soften but remained hard. He walked over to me and ordered me to lick his cock and balls clean. I then crawled on my hands and knees over to Mistress Christine and began to lick their combined juices from her thighs. When they were clean, I licked the come from her ass and then moved on to her cunt. She gave a sigh when I tongued her clit. I paid extra attention to it as I realized she was edging ever closer to another orgasm. Before long, she came, and the spasms from her pussy forced another glob of Louis’s come onto my tongue. As I was swallowing this offering, I felt a cold and slippery liquid being applied to my asshole. Mistress Kara was behind me with a strap on dildo, poised to penetrate me.

Mistress Kara demanded that I beg for her cock, and I did. “Please, Mistress Kara. Please fuck my sissy ass,” I pleaded. Mistress Kara rammed into my ass and picked up speed, fucking me harder and faster. Meanwhile, Mistress Christine was sucking Master Louis’s cock. Mistress Kara eventually tired and pulled out of my ass, and then I knew why Mistress Christine was getting his cock wet. Master Louis replaced Mistress Kara and fucked my ass good, shooting a load of hot come deep inside me.

We all rested and then Mistress Christine said she wanted his giant cock again. They went into the bathroom to shower first and left Mistress Kara and me alone in the living room.

Mistress Kara looked at me and said, “Poor sissy, you’re the only one who hasn’t come yet.” She tossed me the strap on dildo and said I could jerk myself off to completion, but only if I also fucked my own ass with the dildo. I agreed to her terms, jamming the slippery toy up my ass and fucking my hole with it, while I used my free hand to stroke my shaft. As I worked, she sat and watched, directing me to move faster or slower to exert her power over me and control how and when I climaxed. When I eventually came, she put her hand under my cock and caught my cream in her palm. She then made me lick my load from her hand. Not long after that, Mistress Christine and Master Louis called us into the bedroom.

“It’s clean up time,” Mistress Christine announced, and I had to lick Master Louis’s ass, balls and cock clean, and then give Mistress Christine a tongue bath, licking all of his semen off of her body.

My wife told me I had to ride home dressed as I was and handed me my “man clothes” in a bag. Mistress Kara informed us that we’d paid them in full for the will revisions but I think we may have to redo them again next month.

Mr. Benjamin B., Via E Mail