Friday Night Fun

by Transsub

 

It was late Friday afternoon and I had just returned home after a long day at work. The minute I walked in the door, I knew the evening would be a mixture of indescribable pleasure/torture. My wife, Connie greeted me at the door with a glass of wine in her hand, and a gentle kiss on my cheek. As she greeted me, she ran her hand down my back and softly squeezed my ass, casually feeling to make sure I was still wearing the camisole and panties she makes me wear under my suit everyday. Feeling my panty line, she just smiled to herself. As she led me into the family room, she casually asked how my day was. Connie asked me if I touched myself at work, and I sheepishly told her I didn’t, although I admitted that I had wanted to. Again, she just knowingly smiled and told me to hurry along and get "changed." I quickly went upstairs and changed out of my male clothes into my feminine uniform.

After getting made up and putting on a matching pair of pink panties and bra, a white blouse, black leather miniskirt, pantyhose and heels, I meekly, but quickly returned downstairs to my wife. She nonchalantly looked me over and then explained that I took too long changing and had kept her waiting. I quickly got down on my knees in front of her and bent my head, as she had trained me to do. When my wife asked if I knew I was late, and whether I should be punished, I nodded my head up and down. "Well, you know what to do, Timmy," she softly purred, and I obediently got up and stood by the dining room table. I pulled my skirt up around my hips, pulled my pink panties down, and bent over, bearing my ass to my wife. She came over and gently pulled on the tampon string hanging out of my pussy ass. My wife just shook her head and smiled to herself, and then proceeded to spank me 10 times with her riding crop.

Then Connie sexily walked away from me and told me to straighten my outfit up. My ass cheeks were on fire as I pulled my panties up and smoothed out my skirt. By this time, Connie was sitting on the couch in the family room and opened her legs seductively, rubbing the riding crop on the inside of her thighs. She beckoned me to her and then said, "Lick my pussy, you little sissy, and do it good." I was confused at first because for the past six months, ever since I became cuckolded, my wife has normally rewarded me by allowing me to eat her. She usually punished me in other ways. (I quickly thought back to just six months earlier in the year, when Jim, my wife’s lover, first seduced Connie. My wife quickly became an adulteress, and even though I was the one who had initially encouraged her to take a lover, through telling her fantasies, I became a reluctant cuckold husband). But I had no time for such idle thoughts, so without hesitation, I obediently dropped to my knees between my wife’s sexy legs and began licking. Connie just smiled and rubbed her riding crop through my hair, telling me what a good househusband I had become.

As I began to eat my wife, I wondered if she had been to the toilet recently and had purposely not cleaned herself well, wanting to humiliate me as much as possible when she used me as her toilet slave. She smelled and tasted very salty. Perhaps she had gone to the gym for a workout and had been sweating. Then it dawned on me – it was Friday – Connie’s day off – and I became certain she had spent the part of the day earlier with Jim, fucking him repeatedly. I knew Connie expected me to lick her labia and clit without hesitation, and bring her to an orgasm. If I didn’t, I would be punished, so I continued to eat, despite feeling a humiliating sense of nausea. Soon, my lovely wife’s legs started quivering. I quickly plunged my tongue deep into her moist cunt, and sucked on her pussy lips for all I was worth. Connie pressed her legs against my head and I felt her first orgasm. Relieved that I had performed as expected, I slowed my pace down as she panted sexily, rubbing her nipples.

As she ran her crop through my hair, Connie smiled and cooed, "Did that taste good, Timmy?" Before I could answer, she moved her riding crop slowly along the outline of my rock hard little dick which had created an obvious bulge in the front of my skirt. "It certainly seems like you enjoyed your meal, my little sissy," she teased. "Yes mistress," is all I could say, feeling humiliated and excited at the same time.

I did, in fact, like it – more than words could describe.

Knowingly, Connie continued, "Well then – get up and just follow me." My wife led me into the living room. I timidly trailed behind her, watching her sexy ass sway underneath the silk nightgown she was wearing.

In the living room, sitting on our couch, was Jim, Connie’s black lover. She went over to him, leaned over, and gave him a passionate kiss on the mouth. Jim returned my wife’s kiss and gently caressed her left tit that hung out of her nightgown. I sighed to myself knowing it had been months since my wife had allowed me to so much as touch her breasts. Then they cast their eyes at me, looked at one another and just giggled. "Can you say ‘Hi’ to Jim, little Timmy?" Connie asked, "He’s the one that made my pussy taste so good, my sweet little wimp. We fucked all afternoon, and the taste that you like so much is Jim’s cum mixed with my juices." I began to blush noticeably and my wife came back over to me and patted me on the ass and smiled, "C’mon Timmy – don’t act all hurt or surprised. You knew damn well what you were eating and you enjoyed it. I just stared down at my feet. "Admit it, Timmy," she continued, "unless it’s not true."

I looked at my wife and then sheepishly replied, "He tasted good in your pussy, Mistress." "I know," Connie said, "and you’re a good little girl."

Then my wife went back over to the couch and sat next to Jim. He immediately slipped his hand between my wife’s legs and started caressing the inside of her thigh. Connie just looked at me and then said, matter-of-factly, "Now Timmy, don’t act like your feelings are hurt, little girl. You know I love you. You’re the perfect househusband, Timmy. You know the difference between you and Jim. He’s a real man and has a nice big cock – and you…. Well, you’re just a sissy and all you have is a puny little dick. Nobody’s interested in that little thing except maybe you, but I love Jim’s cock." I watched as she instinctively grabbed for her black lover’s crotch and began to rub his shaft through the material of his pants.

"You know I need a man’s cock, Timmy – not your little sissy dick," Connie continued. Listening to my wife and watching her actions, I didn’t know what to say. I was paralyzed. I quickly reflected on how we got to this stage of our "marriage." I had talked about my wife having an affair often while she touched herself and I was rock hard whenever I fantasized about licking another man’s cum out of her willing pussy. And my wife had caught me repeatedly dressing up in her clothes, with make-up on, masturbating. I also knew the painful truth that my dick was not very big and I rarely lasted more than a minute inside my wife’s pussy. But still, I never thought it would become a reality some day.

I replied to my wife, "Yes, mistress, I know you need it, but I...." Connie quickly interrupted me. "My dear, you don't have a cock, you’ve got a little dick. What am I supposed to do? Just not get fucked? Jim’s a real man and he has a cock," she said, "most importantly, he knows how to use it. Now crawl over here on your hands and knees like a good little slave and thank Jim for satisfying me." I hesitated a moment, but the thought of being spanked again in front of Jim, no less, motivated me to get on my knees. I obediently crawled over to my wife and her black lover, feeling totally humiliated but also excited beyond words. I looked up to my wife and then to Jim and saw him just smiling. Connie then unzipped Jim’s pants and pulled his big cock out. Connie then ran the end of her riding crop up along my neck and jaw and said, "C’mon Tim, you know how to show your appreciation to Jim for fucking your wife." I meekly gave the tip of his heavily foreskinned love tool a kiss, when I heard my wife scold me, "That's not good enough, Timmy. I've just had that cock buried in my pussy and enjoyed it so much. Thank it properly. Lick it clean.".

I replied, "Yes mistress," and started to lick the cock that had so recently been in my wife’s pussy. I could taste her cum on Jim’s cock, along with the salty taste of his seed. As I finished licking Jim’s cock, he lifted his groin slightly as my wife pulled his balls out of his underwear. I obediently took each ball in my mouth and gently sucked on them, one after the other. I swirled my tongue around each ball, cleaning his sperm and my wife’s jism off of them. I knew the routine. Then I pulled away and said, "Thank you Jim, for fucking my wife. I’m glad you can satisfy her."

"Don't mention it, bitch," Jim replied, "I'll do it anytime. Your wife’s one fine fuck." Then Connie ran her hand up and down Jim’s stiff prick and said, "Gee Jim, look what my little husband went and did – he got you all hard again. Your cock obviously likes my husband’s mouth."

"Not as much as it likes your pussy, baby," Jim replied.

I looked at Jim’s massive love tool and sure enough, the purplish black head of his penis was beginning to emerge from his foreskin. His cock was at least 10 inches long, and twice as thick as mine. Totally ignoring me, my wife rubbed Jim’s cock up and down a bit and asked, "Jim, make love to me again before you leave, okay?" Jim just responded by kissing her right in front of me. Connie broke away from Jim’s kiss and then looked down at me and said, "Keep licking, Tim. I didn’t tell you to stop." Then she got up and removed her nightgown.

I couldn’t believe it. My wife was going to fuck her black lover right in front of me. Usually, when they made love, my wife would make me sit alone in the guest bedroom, where I could hear what they were doing but couldn’t watch. She always bound my hands behind my back with handcuffs so I couldn’t masturbate while they made love to one another. Jim roughly pulled his cock out of my mouth after my wife had laid on her back on our couch. Then Jim got out of his pants, and taking a one of Connie’s ankles in each of his hands, he slowly spread her open. After positioning himself between my wife’s legs, he thrust forward and I helplessly watched as my wife reached down and eagerly grabbed his cock. She moaned softly as she excitedly ran the head of it up and down her very wet and waiting slit. Jim then pushed forward some more, and his cock began to disappear in my wife’s willing cunt. Connie then began to moan like I’ve never heard her moan before. It was painfully clear to me that my wife just loved Jim’s cock. Connie had me come close to her so she could look right in my eyes as she allowed Jim to fuck her. I knelt on the floor by her side, and obediently returned her stare, feeling disgusted and hurt, but also feeling more aroused than I had ever been in my life. My little penis was rock hard and I longed to pull it out of my pink panties and stroke it.

Connie wrapped her legs around Jim’s torso once he was completely inside her. She then whispered in his ear, loud enough so I could hear, "I told you she would like watching us, Jim. Look at the little bulge in the front of his skirt." I was just so humiliated - I just felt like I was going to explode right there. Jim glanced sideways in a disgusted manner at me. My wife and her lover slowly began to fuck as I impotently stood by and watched. From time to time, Connie would look me squarely in the eye and a wicked smile would form or her lips. At other times, she just closed her eyes in ecstasy and bit her lower lip with her teeth, grunting as Jim shoved his black monster into her hungry pussy.

I helplessly thought to myself, "No wonder Connie likes Jim’s cock – he’s big, hard, long and he has incredible stamina." Then another thought raced into my mind; "Jim’s everything I’m not."

Finally my wife started to orgasm, and Jim began thrusting his cock in a very rough way into her cunt. His balls kept slapping my wife’s ass and she just begged for more and more. She let out a roar as she shared her first orgasm of the fuck with Jim, covering his meat with her love juice. As Connie continued to climax, I watched as Jim increased his tempo, fucking her even harder. As my wife moaned in her lover’s arms she squeezed her pussy around Jim’s black meat just as he began his orgasm. They both grunted and moaned in front of me as I helplessly watched this black man plant his seed in my wife’s fertile womb. I could only imagine how much sperm Jim had just deposited into my wife. Both lovers then slowed down and after their panting subsided, they both glanced at me. I felt degraded and humiliated, as my wife sneered, "Get over here and clean us up – I don’t want any cum to drip on the sofa."

I quickly leaned over and put my mouth close to her vagina. Then I stared in astonishment as my eyes, only inches from my wife’s pussy focused on Jim’s big, black cock as he began to withdraw. There was thick, white cum completely covering every inch of his massive shaft. Gobs of it had formed around the base of his cock and his scrotum had rivulets of his seed beginning to run along the skin. As the head of Jim’s cock fell out of my wife’s now very loose cunt with an audible "plop," Connie gently guided it into my open mouth and I began to lick and suck the liquid essence of their love. After a moment or two, Jim pulled his cock out of my mouth and then I moved my head slightly to look at my wife’s pussy. Her labia was all pink and swollen. Glistening with her cum, her cunt lips hung loosely open and thick gobs of white sperm were already starting to run out of her stretched fuckhole. I quickly began to lap their love juices up from her twat because I knew if I let Jim’s cum drip from my wife’s pussy onto the leather sofa, I would be punished severely.

Jim sat up on the couch and just watched as I licked my wife. "Do you like my cum in your wife, sissy?" he asked. I just let out an audible moan, not knowing whether a reply was expected or not. "Did you know that Connie wants me to make her pregnant?" Jim continued, trying to humiliate me even more. A thousand thoughts ran through my mind as I desperately tried to lick all of Jim’s cum out of my wife’s pussy. I knew it would never prevent her from getting pregnant if Connie was ovulating, but I tried anyway in my own desperate way. Even though Connie always made me wear a condom on the few occasions she had allowed me in her pussy since she took Jim as her lover, I reflected on the fact that she had never asked Jim to wear a condom. I never had the courage to ask her if she was using another form of birth control, and as I finished eating my wife, I prayed she was on the pill. Being feminized I could accept, and I had no choice but to allow Connie to have a lover, but seeing pregnant and then delivering a black baby would show all of our friends just how are far our marriage had "progressed" since Jim had started coming over. It would be too much to bear.

"Okay, that’s enough, sissy," my wife said as she pushed my head away from her groin with her riding crop. She got up from the sofa and embraced Jim, who had risen also. She sexily buttoned the front of his shirt as he put on his pants and zipped up his fly. As he tightened his belt, Connie rubbed his shaft up and down and thanked him for fucking her. They enjoyed a very sexy French kiss and I felt twangs of pain as I watched Jim fondle the nipple of my wife’s left breast. He bent over and gave her tit a gentle kiss and then said he had to go. Connie walked her man to the door and then opened it so anyone walking by could see into our house. The she hugged Jim and gave him one last, long, sexy kiss. His hands grabbed my wife’s ass and he pulled her womanhood close to his manhood. My wife just purred.

Standing nearby in my heels and skirt, I just looked nervously past them and out the door, wondering if any of the neighbors were watching. After a moment or two, Connie closed the front door slightly and then came over to where I was standing. She just looked me up and down, smiled to herself, and then told me to run out to the car out front in the driveway and get her purse. I felt a hot flash come over me as I stammered something to the effect that it was still light out and if I went out front, some neighbors were likely to see me dressed in a skirt and heels. My wife just replied, "Who cares, Timmy? You don’t think for one minute they haven’t noticed Jim coming over in the middle of the day after you’ve gone to work, do you? God, you’re so pathetic."

"Just go get my purse before I give you another spanking," she threatened.

I knew better than to argue with my wife so I just hoped against hope that no one would be out front as I went out the front door and hurriedly walked to the car. I felt the cool breeze on my clean-shaven legs as I walked to the car. I also felt a thousand eyes staring at me as I walked back into the house, and was harder than I had ever been before. I was panting as I returned to my wife and handed her purse to her. She thanked me and invited me to sit down by her on the sofa.

Connie ran her riding crop sexily along the back of my left ear and cooed, "You did a real good job earlier, honey… very good in fact." My wife continued to tease me with her sexy touch, all the while talking to me like I was a little girl – her property. I desperately wanted her to touch my little penis, but I knew that was out of the question. We had had no physical contact with the exception of me using my tongue on her for several months. She only touched me with her riding crop – never with her hands. Occasionally she would give me a slight kiss on the cheek – more like that of a sister than an embrace to her husband. Not only could I not touch her breasts or ass, but also she made a point of not even allowing me to look at her when she was naked, unless I was serving her in some way or another. I always had to keep my eyes lowered to the floor when I was helping her dress. I would see her when she used my mouth as a toilet and when I shaved her, but that was the extent of it. Of course my wife made it painfully clear to me that she had absolutely no interest whatsoever in touching me anywhere. It had been six months since my little dick had felt anything but my own hand, but I felt grateful that I was still allowed to touch myself on occasion.

As my wife ran her riding crop along my skin, she looked deeply into my eyes. "He tasted good, didn’t he, Timmy?" she asked. Ashamed, I looked away. Connie gently pushed her riding crop against my chin and turned my head to face her. "Admit it, sissy," Connie said, "you enjoyed his cock in your mouth almost as much as you enjoyed watching him put it in my cunt, didn’t you." My wife ran her riding crop over the bulge underneath my miniskirt. "Look, bitch, you’re still hard – you know you liked it," she said. I sheepishly had to admit that my wife was right.

Upon hearing this, Connie continued our conversation by explaining rather casually how she saw things. "Look honey, I love you. You’re a good househusband and I value our relationship very much," she said. "But you’re the one who brought this on. You were always wanting to look pretty, instead of manly. And I know you’re most comfortable when your little dick is in your hand, instead of in my cunt. But I need a real man with a big cock to make me feel like a woman. And you and I both know you don’t really have a cock – just a little dick. And you can’t last two minutes inside me. Now tell me you think I find that satisfying?" my wife asked. She continued, "Forget about me. Tell me you think any real woman would find your little dick satisfying." Again, I had no answer to my wife’s questions, so I just slowly shook by head from side to side.

"Timmy, you know you like pretending you’re a girl and that’s fine by me," my wife explained. "I haven’t looked at you as a man in quite some time. But you’re obedient, you clean the house well, and you take care of me. You meet many of my needs – just not the ones I expect from a real man. I admit you’re okay with your tongue. Nothing great – just okay. That’s why I let you eat me," Connie continued her lecture. "So I’m fine with you wearing panties, and I certainly don’t mind you masturbating. You should be able to experience sexual enjoyment too. It’s just too bad you’re so…. confused," she sighed. "There’s not one doubt in my mind that if you had to choose tomorrow between fucking the best looking woman in this town with your puny, little dick, or watching me get fucked and then licking Jim’s cum out of my twat, which choice you would make," she laughed.

"Like I said, I don’t have a problem with you wearing panties, bitch – just don’t expect me to be excited by it," Connie said. "You think I made you what you are, but think about it a little longer, Timmy," she said. "Sure, I had you get your ears pierced initially, and let you wear my panties and bras. But when was the last time I made you shave all of your body hair off? You do that weekly without be reminded by me at all. I made you use a tampon one time six months ago when we first started playing, and now you put one in you little pussy ass every morning after showering, even though I haven’t mentioned it to you in months. Who buys the tampons at the grocery store in this family, Timmy?" she questioned mockingly. "And I never asked you to use clear nail polish, but you do your nails every Sunday night. So don’t even tell me that I made you into the sissy you are. You willingly walked into that role with your high heels and you love it, bitch," Connie hissed.

Now go upstairs and put on some fresh lipstick, Timmy. You’re a mess from eating me," my wife commanded, "and then get back down here."

When I returned, my wife had me sit on the edge of the couch and lift up my skirt. She handed me a condom from her purse and told me I could masturbate. I quickly pulled down my panties and put the condom on my stiff little prick. As I started to touch myself, I looked at my wife as she pulled a camera from her purse and started taking photos of me. In just one or two quick minutes, I exploded into the condom. My wife just giggled as I tried to gain my composure. I moaned loudly for several minutes and when I opened my eyes, I saw my wife smiling down at me. "Was that good for my little girl?" Connie asked. I just moaned again. She sexily licked her lips and then said sternly, "C’mon Timmy – finish the job – you know what to do." Meekly, I milked my quickly shrinking little penis into the condom and then carefully pulled it off of my "manhood." I handed the soiled condom to my wife and she just smiled, as I laid my head back against the couch. As she hung the condom over my open mouth, she said, "Good girl," and she proceed to upend the rubber and let all of my cum drip from the condom into my mouth. She purposely let some of it drip onto my red lips and then took another photo of me while I licked it off.

Then Connie helped me to my feet, patted my ass and told me to get started cleaning the house. She told me she was going out with Jim later, and since it was the weekend, he would be coming back home with her. As a final act of humiliation, she had me stop cleaning the house and shave her pussy clean, to get her ready for her date with Jim. Several hours passed as I continued to do housework. Later, my wife went into the bathroom and showered. I was busy vacuuming in my heels when she came downstairs, dressed in a very sexy one-piece mini skirt. My little dick instantly got hard, and Connie made sure I knew she wasn’t wearing any underwear or a bra. Her bald pussy looked exquisite as she bent over to get her purse. Just then, the front door opened and Jim came in. Connie gave him a sexy kiss and he caressed her tits and ass right in front of me.

The last thing my wife did to me before leaving for the evening with her black lover was to have me pull down my panties in front of him and put my little cock in a chastity sheath. Then she had me turn around and she locked the sheath tightly from behind, so I could not loosen it. Just the tip of my dick protruded, pulled down between my legs, so I could pee if I needed to. Feeling fairly certain that I could not touch myself while she was gone, she gave me a gentle peek on the cheek and told me not to wait up for her and Jim. She told me to sleep in the guest bedroom and not to disturb them in the morning when I started my house chores. Finally, as she got ready to leave, with Jim’s arms around her sexy waist, she said, "Love you, Timmy. Have fun tonight. I know I will. I want a breakfast in bed for Jim and I at 10:00 am – not a minute later," she commanded. "Do you understand?" she asked. "Yes Mistress," I replied. Jim just laughed and shook his head. Feeling sorry for me, my wife came up to me and whispered in my ear, "Be a good girl, Timmy," she seductively whispered, "and after Jim and I wake up tomorrow morning, I’ll feed you your breakfast." With that, she slipped a finger under her miniskirt momentarily, and then brought it to my lips, showing me how wet she already was for Jim. I instinctively sucked the cum off her finger. "See you later, you poor little sissy," Connie laughed, and then Jim and my wife left out the front door. He had his arm around her waist, and as I watched them get into the car through the living room window, I noticed several of the neighbors were watching as well. I could have masturbated right then and there, if I had been able to.

 

 

 

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