0 comments/ 30709 views/ 7 favorites First Time Cuckold Ch. 02 By: Angelscuck I thought about the wonderful night I had just experienced with Jordi, my handsome, strong lover. How he made me feel things I had never felt before, his beautiful body, his magnificent cock! I started getting hot and wet, just thinking about him. Then I looked at my husband Oscar. How pathetic he looked. Drinking my lover's cum just for a chance to hear about our night of pleasure. I could feel my attitude changing. Yes, he was a good man, an intelligent man. A husband who cared and provided for his family. I enjoyed our conversations and he never said an unkind word to me. But I needed more. I wanted a man who could excite me. A sophisticated man of the world. A man who could make me feel like a hot sexy woman. Oscar was incapable of doing this. He begged me again to tell him of our night together. I decided to take pity on him. I told him that my pussy was sore and needed some tender loving care. Now that I was awakened to the joys of having my cunt sucked, this would be his job after my dates with my lover. I told him I would give him all the details he desired but he must clean and lick my sore, cum-filled, stretched out pussy while I did it. He was instructed that he was not going to ever be allowed to fuck me again and must be willing to do whatever I asked without complaining or hesitation. To my amazement, he quickly agreed. He really was into this fantasy. I was starting to realize we had started a whole new chapter in our marriage and I was getting the most of the perks! I felt both love and contempt for him. I lay back and spread my legs and beckoned with my finger for my new cuckold, to start sucking. Cum was still leaking from my pussy where Jordi had deposited what seemed like buckets of his thick, luscious load. Oscar's cum was thin and puny in comparison. I closed my eyes and relaxed while Oscar greedily lapped my cum-soaked, inflamed pussy. He didn't have Jordi's experience, but with enough practice, he'll learn, he'll learn. The idea of my hubby sucking my lover's cum from me excited me so much I could feel my cunt muscles start to spasm. Finally my dear husband had given me an orgasm! I told him he was not to play with is tiny penis until I told him he could. I didn't want him to be distracted as he continued his cunt-lapping. I explained if he did a good job, I would let him cum later, maybe. This new feeling of power over my hubby was really starting to feel good. I laughed as I watched him swallow copious amounts of Jordi's cum during my orgasm. I had never felt so much semen inside me in my entire life. It felt like Jordi had delivered in one night, more cum than Oscar had given me in our years of marriage! Remembering the taste of Jordi's semen from last night I was amazed how much I liked it. It had a sweet/sour flavor and so thick! Not bitter and runny like Oscars. "First we went to a French Restaurant," I explained. Jordi did the ordering and in French! I like it when a real man takes charge! The food was amazing and I was totally mesmerized by his looks and witty conversation. Next we went to a fancy nightclub to dance. I have never danced like that in my live. I fit in his arms perfectly as he led me across the dance floor, I could feel his hard, huge cock against me when he held me tight. I could feel my pussy juice soaking through my new panties and run down my thighs. I knew Jordi could smell my arousal and I loved it! I could here Oscar's muffled moaning as he licked and listened. I knew pre-cum was leaking from the tip of his teeny-weeny as I described our evening of bliss. I continued describing our date. "We danced and danced. I lost all track of time. I knew by the way we moved together, our love-making would be spectacular. He had told me that sex was only part of the evening if I wanted it. I wanted it, boy, did I want it." I heard the familiar sounds of Oscar's little orgasmic squeals as he came with my words. He must have been humping the bed as I talked. I had warned him that he could only cum at my command and I knew I had to show him I meant business. "Ok, cuckold! I warned you about cumming without my permission, now it's time for some punishment! Bring me my hairbrush from the dresser." I ordered. Reluctantly, Oscar, lifted his soaking face from my pussy and went to fetch the hairbrush. He started to wipe my juices from my face but I told him to leave it on. I could see his feeble little cum-stain on his jockey shorts. I had him remove his shorts and lay naked on his stomach on the bed and gave him twenty, very hard smacks with the brush on his bare bottom, balls and cock. He started out quietly taking his punishment but by the time I reached fifteen swats, I could hear him start to sniffle and by the time I was finished, he was crying like a little girl. "I went easy on you tonight because it was your first time. I won't be as gentle the next time!" I warned. He told me "Thank you Irene!" between sniffles and avoided my eyes. "That's Mistress Irene!" I corrected him giving him an extra smack on his balls. Then I went over to my dresser and pulled out a pair of my panties. "You don't deserve to wear real men's underwear anymore, my little sissy cucklod, now put these on and my apron and start cleaning the house. Vacuum, clean the kitchen, and do the laundry and you had better hurry up unless you want my parents and the girls seeing you in your new uniform. They will be dropped off in three hours. "Yes, Mistress Irene!" he meekly replied and slipped the panties over his inflamed, red, bottom, scrotum and cock and rushed off the start his chores. I still couldn't believe he was actually doing this. He would do the cleaning, laundry and cooking while I fucked any man I chose. I wondered why I had resisted this idea so long. He finished his duties before the girls and my parents arrived. I let him put on his pants and shirt over the panties and remove the apron. No sense involving outsiders in our little games, yet. Later that evening after the girls had gone to bed I ordered Oscar to remove his clothes, except for his panties and start kissing and sucking my feet and toes while I called Jordi. It was fun to watch Oscar turn beet red as we talked on the phone. "Oh yes, darling," I cooed, "You made me a real woman last night. I have never been fucked so well or so long. Oscar? Oh yes, I told him all about it in great detail as he cleaned your wonderful cum from my pussy. No, really, he enjoyed it! Can you believe that? No, I didn't let him fuck me. From now on you are the only one who will have that privilege." I could hear Oscar's whimpering as he licked and kissed my feet, listening to Jordi and I speak our words of love I then invited Jordi to come to dinner Sunday night. I told him I couldn't wait until Monday to see him at work. He laughed and agreed. After a few more sweet words and kisses, we hung up. I pushed Oscar away with my foot and told him he would have to go to the store and buy the dinner that he was to prepare tomorrow evening for he, myself, my new lover and the girls. He asked if he could wear his male clothes to save embarrassment in front of Jordi and our daughters. I told him I would allow it this time, but he would still have to wear an apron to protect his clothing while he prepared and served our dinner. I spent most of Sunday indulging myself with reading, watching TV and soaking in an oil bath and receiving a massage from Oscar. I then took a nap while he took care of the children and prepared our dinner. The girls asked me why daddy was wearing an apron. I told them that he need to protect his clothing while cooking. About six o'clock I started getting ready. I had Oscar pick out some sexy lingerie and a thin sundress that left very little to the imagination. I asked him if he thought Jordi would be turned on by my outfit. He quickly agreed. He then gave me a manicure/pedicure and blew on my fingers and toes until they were dry before rushing off to finish dinner preparations. Jordi arrived at eight looking handsome as ever. He took me in his arms and gave me a long, passionate kiss in the doorway and Oscar, wearing his apron, looked on in amazement. I made sure the girls didn't see the kiss but as we embraced at the front door, any of our neighbors passing by could see Oscar's sweet little wife kissing another man. The girls loved Jordi. They laughed and giggled at his stories during dinner while Oscar assumed the role of maid and served the food. Oscar was mostly ignored through dinner and he was only addressed when we needed something. He was obedient, quiet and I believe quite jealous at the way I and the girls were paying so much attention to Jordi. After dinner, the girls retired to their rooms and Oscar served us drinks out on the patio. I made him stand there with a tray full of cocktails while Jordi and I kissed and hugged. I could see this was really starting to get to him. Hearing about our love making was one thing. Watch his wife of many years French kissing and rubbing her tits against another man was something else! Jordi then turned to Oscar and said, "I would like to thank you for sharing your wife with me. Not many men are that concerned about their wives' happiness!" Oscar, starting to tear up a little answered, "Yes Jordi, her happiness is the most important thing. Mine is secondary!" After making sure the girls were all tucked in and sleeping I decided it was time to let the fun begin. I was going to make this as tough on Oscar as possible. It would either really get him off or maybe make him come to his senses and give up on this fantasy. The only question in my mind was, if he did want to return to business as usual, would I? I went back downstairs and saw that Jordi and Oscar were sitting down chatting in the living room like old buddies. Men! "Ok Oscar," I said. "It's show time. First I want you to strip down to your panties and show Jordi what a pathetic little penis you have." Oscar slowly stood up and started undressing. "Don't take all night," I added. "Jordi and I have things to do!" Oscar quickly stripped down to his panties and hooked his thumbs into the waistband. He slowly peeled them down to his knees exposing his four and a half inch penis. That is the erect measurement. Soft, it measured about three inches. "Oh my god!" Exclaimed Jordi, "I feel sorry for both of you!" Oscar served Jordi and me another drink. He patiently sat and watched Jordi and I make out and soon under his expert manipulations I was hotter than a firecracker in minutes. He then followed us upstairs and helped us both undress. Jordi sat down on the bed and pulled me to my knees placing his huge cock just inches from my mouth. "What do you want?" He asked me. "To suck your beautiful cock!" I quickly replied. "Beg," He responded. "And tell me why I should let you." I loved the way he took control of my mind, body and soul. All I wanted to do was to be his bitch, his fuck slave, to serve him in any way he asked. "Please Jordi," I begged. "I need to taste your cock. To feel it fill up my mouth. I want you to shove it down my throat until I gag. Please cum in my mouth and allow me to taste and swallow your delicious cum. Please!" "Very well," He replied, "But do it slowly, after all these years of not having or giving oral sex, you need practice!" I took his swollen phallus in my mouth and slowly sucked it while Oscar masturbated, his eyes transfixed on the site of his wife who never sucked his cock, eagerly devouring Jordi's huge member. "Would you like to see me fuck your wife?" Jordi asked. Oscar replied through his tears of embarrassment. "Yes please master. I want you to show me how to please my mistress!" "Maybe another time, if you're good!" Jordi responded. "Now run along and don't disturb us until morning when you serve us breakfast." First Time Cuckold Ch. 03 Maybe it was because I was fucking Jordi in my husband and my marital bed. Maybe it was because Oscar was in the guest room next to us and could hear every sound we made. Or just maybe it was because I was falling deeper and deeper under Jordi's spell. I'm not sure but our fucking tonight was even better than the first time. I lost track of how many times I came and Jordi kept flooding me with his semen. I didn't know any man could cum so many times and in such large amount. Like a never ending river of sperm. I thought of poor Oscar in the next room listening to my screams and moaning. Hearing me beg for more cock and I suddenly realized that it was he that made this wonderful night happen. If he hadn't begged and pleaded for me to fuck Jordi, this never would have happened. I decided to reward him. I excused myself to Jordi and went to the guest room. As I suspected, Oscar was laying on his back in I bed, holding his little penis. It looked like he had cum several times listening to us and imagining what was happening to his wife in the next room. "I have a present for you darling," I cooed. "Let's call it treat for being such a good boy!" With that I climb onto the bed and straddled my little cucky's face. Jordi's cum started pouring out of my well fucked pussy. "Open wide baby, time to clean up mommy! She's been a real bad mommy tonight and is all messy!" I teased. "Drink Jordi's cum. Maybe a real man's cum will make your tiny peepee bigger, but I doubt it." Oscar frantically swallowed Jordi's thick juicy cum as fast as he could to keep from drowning in it. As he sucked and swallowed I kept chiding him by saying, "Oh yes, that's it, clean mommy up real good, Jordi fucked me so long and hard and deep there must be a bucket's worth in there. Oh and don't forget to lick it off my thighs. That's a good boy!" After a few minutes, I started rubbing my sopping pussy all over his face. "Now don't wipe it off. Just wear our cum like a dry glaze of honor for being a good cuckold! We want to see it on you when you serve us breakfast. Nighty Night!" And with that I left him lying there, his face a gooey mess, and ran back to Jordi's arms. Oscar knocked at my bedroom door in the morning. He was wearing his panties and apron and his face was caked with dried cum. He was holding a tray with our breakfast and coffee. Jordi and I were cuddling, laughing and giggling like a pair of newlyweds. I asked Oscar about the girls. He said he put on his robe over his panties and explained to them that the stuff on his face was medicine because he had a rash. He had made their breakfast and got them ready for school and while they were waiting for the school bus asked him why he and mommy were making so much noise last night and he had told them we were watching a funny TV show in the bedroom. While we were eating breakfast I had Oscar press Jordi's clothes and shine his shoes. After breakfast Jordi and I took a shower together and knowing that the girls were on their way to school we had a lovely fucking session in the shower while Oscar watched and listened through the frosted shower door. I could tell that he had been playing with himself because when we got out, he quickly took his hand away which exposed his mini-erect penis. I gave it a little whack with my hand and asked him if he had been playing with himself. He said "yes" but denied cumming without my permission. He then helped towel-dry us and we dressed for work. Oscar also showered and dressed for work but we had already left by the time he was ready. Jordi and I decided to carpool to the bank together and as we were getting out of his car we noticed my ex-boss Bea had just pulled in to the space next to ours. Apparently she had come by for a quick visit. She and I had become friends since she left the bank and she often came by to see me for coffee or lunch. Bea is in her late forties. She is blond, very pretty and has kept her body in good shape. She has big brown eyes and cute little perky tits. She is married but she had admitted to me that her sex live was less than desirable. She walked over and gave us both a hug and said to me, "Why Irene you look so different, you have a glow about you today and you Jordi, I think it's admirable of you to carpool with your staff. What a boss!" I blushed at her remarks knowing she had guessed what was going on. I quickly tried to cover by saying, "Yes, my car wouldn't start this morning so I asked Jordi if he could...." "Yes I know," replied Bea, interrupting my feeble excuse, "If anyone can start your engine or give you a ride, it's Jordi!" Once again I turned bright red and excused myself and quickly went to my office. A few minutes later, Bea stopped by and said, "Don't worry dear, your secret is safe with me, if anyone knows about putting up with an unexciting, sexless husband, it's me! I just have one question. I have always liked Oscar but aren't you afraid that this quick thrill from Jordi, and believe me, he is not leaving his wife, could cause you to lose a husband who obviously adores you?" "That's the weird thing about this. I have his blessings. He knows that his little peepee can't make me cum so he really set up the whole thing! It gets him off." I explained. "Oh my god, I don't believe it! I must hear more, but not here. Why don't we plan a get together later and you can give me all the details!" Bea exclaimed. "I have a great idea, I'll not only give you the details but I'll have Oscar tell you himself. Why don't you come by tonight for dinner? The girls are having a sleep over at their friend's house and we can feel free to talk!" I replied. "I can hardly wait!" Bea said and then she gave me a big hug and I couldn't help but notice her nipples felt erect and excited as our breasts touch. I decided to surprise Oscar with our dinner guest. They had always been friendly toward each other and this would be a great opportunity to test his complete obedience and have some fun. Oscar was in a real good mood when he came home that evening. I had already packed the girls up and they had been picked up by their girlfriend's mother and taken to the sleep over. "I'm so glad we are alone tonight," Oscar told me, "I really wanted a chance to talk to you about what has happened to us the past few days!" He continued, "I have never seen you so hot, sexy and beautiful! It's like falling in love with you all over again. I love the way you take charge of me and flaunt your affair with Jordi, literally in my face! I hope you are getting as much out of it as I am!" "Oh, I think I'm getting more out of it than you," I replied. "Are you sure you like the way I boss you around and humiliate you in front of Jordi?" "Oh yes Irene, I mean Mistress," Oscar answered. "In fact I especially like it when you compare our size and how much more he comes. I know I'm small and I cum quickly and it's not very much but somehow hearing you tell me that and both you and Jordi laughing about it, makes it a turn on for me!" "Ok cucky, if you can take it, I can give it. In fact it's beginning to really turn me on. I think we need a signal between us, so you can let me know if it is starting to be too much." I told him. "It's called a safe-word," Oscar replied "and I already thought of one. How about, "More Please". It's a good safe word but I doubt you'll be hearing it from me!" "Great!" I said, "Because I have a little surprise for you my little sissy cuck. I want you to go take a bath and shave from your nose to your toes. Then I want you rub some of my sweet body lotion all over to help ease the itching and the burning. When you have completed that, come see me for an inspection. While Oscar was following my orders I went to my closet and found an old maid's costume we had bought for me a few Halloween's ago. It would be a bit snug but it will work. Next I found one of my blond wigs and a bra and panty set. I took out a garter belt and some black nylons and placed them on my bed. I then went down to fix myself a stiff drink. I wanted to loosen up for the night's festivities. It was six now and we had about two hours before Bea would be by. Perfect! I listened to some soft jazz for a while and sipped my drink. "I'm ready mistress!" Oscar said has he walked down the stairs and into the living room. I couldn't believe my eyes. There before me stood my husband. Pink and smooth as the day he was born. Oscar never had a real manly physique to begin with. But, completely shaven, his little boy's penis, standing straight out, made him look like a child. I couldn't help myself. I burst into laughter. When I finally stopped, Oscar was two shades redder with small tears of humiliation swelling up in his eyes. I was determined to make him say his safe word tonight. I told him, well you manhood, or lack of manhood is clearly on display. I much prefer you this way, you will keep yourself shaven at all times as a reminder of how much a man you aren't. "Yes Mistress!" Oscar said as one tear ran down his cheek. "Come with me!" I ordered. "We haven't much time and you need to dress." As we entered the room, Oscar's eyes popped open when he saw the clothes I had chosen for him, lying on the bed. "Start with the garter-belt, then the stockings." I told him. Oscar was struggling with the garter-belt. I told him to fasten it in front of him and then turn it around. After accomplishing this he slid each stocking up his freshly shaven legs and fastened them to the belt. Actually he had some pretty nice legs and the transformation was taking place. I had him slip on the panties and sat him down in front of my dresser mirror. I had him face away so he couldn't see what I was doing to him. "First we have to do something about those eyebrows." I said as I plucked them into a high feminine arch. "P-p-please Irene, I mean mistress," Oscar pleaded. "It's going to be hard enough hiding my hairless body from my buddies at the gym. If you pluck my eyebrows, they'll really think I'm a swish!" "Well aren't you? I mean what real man would allow his wife to fuck other men and then get off on sucking their cum out of her pussy?" "But you made me do it so I could hear the details of you and Jordi, I didn't enjoy it!" Oscar said defensively. "You seemed pretty enthusiastic to me. You're missing the point. You are not a real man!" I said as I started to apply his base make up, then some lipstick. "Hmmm, you're starting to look pretty good!" I told him as I fastened down his wig and powdered his nose. "Now let's finish getting you dressed. " I said as I hooked his bra and slid the maid's costume up his body and into place. I looked at him from head to toe. "Just two more things." I added as I stuffed panties into his bodice and pined on his maid cap. He looked adorable! He made a better looking woman the he did a man!" I spun him around so he could see his new feminized self. Oscar was stunned. He just stared at his reflection in amazement. "Aright, enough of this primping, time to fix dinner." I said, breaking his fixed gaze at the girly-boy facing him. We went downstairs and I informed him he was to heat up the leftovers from the night before after fixing bacon and date hors d'oeuvres. I explained that we were going to have a friend over and he should prepare for two. I explained that now he must watch his girlish figure so he would be eating a salad later. "And chill some wine. When you hear the doorbell, you will answer it and invite whomever is there to come in with a nice little curtsey." "Who's coming?" Asked Oscar. "You'll see, not get to work but first bring me another drink!" I ordered. After sipping my drink and relaxing in the front room for about thirty minutes, I heard the bell ring. Oscar quickly answered it and welcomed Bea with a curtsy. "Oh my god! Bea exclaimed. "I don't believe it! "Oscar, she had turned you into her maid! This is hilarious! Excuse me for saying so Oscar but you are very pretty! Where's Irene?" Oscar led Bea into the living room and then excused himself to go finish dinner. "I can't believe it Irene. You have him eating out of your hand!" Bea said. "It's not out of my hand he's been eating out of," I informed her as I rubbed my pussy. Bea let out a huge laugh. "But you said you didn't care for that sort of thing?" "Let's just say, something or someone changed my mine." I told her. "But get this, he not only eats my pussy, but cleans Jordi's cum out at the same time. That's his job if he wants to hear all the details of Jordi and my love making." Bea let out a scream and said, "I'm so jealous. I can't get my husband to do it, let alone allow me to have a lover! What's you secret?" "That's the best part. It was all his idea. Being poorly endowed, cock wise, he became obsessed with me having an orgasm and since he couldn't do it, he helped me find a man who could!" I explained. "That's one of the sweetest things I've ever heard," Bea said. "What an unselfish act. You're very lucky to have a man like Oscar. He's loyal, hardworking, a good father and a completely devoted husband. I hope you do lose him over this. I wish I had a husband that would do for me, just half the things he does for you!" Just then Oscar came in with the hors d'oeuvres. He offered them to us and we each took one. Oscar started to go back to the kitchen but I stopped him. "Oscar Darling, be a dear, Bea had a long day on her feet today and they both ache. Give her a nice foot rub." Oscar set down the tray and getting down on his knees, started removing her shoes. Bea sighed a soft sign and stretched out each foot for him to rub. "Since this is the first time you have ever touched Bea's feet, I think it would be nice if you gave each foot several kisses just to show them you care. Bea watched in amazement as Oscar placed loving kisses on each toe, in the instep and across the top of each foot. "Oooohhh, Oscar," She sighed, "this is heavenly!" Realizing he was pleasing her, Oscar set about his task in earnest, making love to each foot with his hands, mouth, lips and tongue. Bea started to respond more. "I think Bea would like you to kiss her pussy too, wouldn't you Bea?" I asked. "Are you kidding? I would love it!" Bea quickly replied, "Would you do that for me dear Oscar? Would you lick and suck my pussy?" Oscar moaned with desire, his little penis straining against his panties. "Yes Bea, I would love to taste you wonderful nectar, may I please?" Bea reached down and pulled off her sweater. She was not wearing a bra and her firm little breasts popped out exposing her large brown areola and a half-inch of erect nipples. Oscar reached up and taking the pants and pantie waste band in both his hands, stripped off her clothes leaving her smooth shaven cunt glistening just inches from his face. (To Be Continued) First Time Cuckold Ch. 04 Oscar could smell her vaginal juices from his proximity kneeling between her legs. Her delicious cunt beckoned his waiting mouth. "I do need to warn you dear that I'm a squirter!" Bea cautioned. "Once my floodgates are opened its head for the high ground!" "Let it pour!" Oscar replied as he buried his face deep between her thighs and tasted he sweet guim. "Oh god!" Bea responded, "Yes, yes, yes. Lick me, suck my clit, honey! It's been soooo long, oohh I think, yes I'm cumming, yes, yes Yyeeesss!! Bea's whole body started convulsing as she shot copious amounts of pussy juice onto Oscar's face and into his mouth. Again Oscar was faced with the options, swallow or drowned. He swallowed and swallowed. It seem to go on forever! Finally Bea released her death grip on Oscar's head and collapsed back on the couch. We all just sat there listening to Bea's heavy breathing subside. Finally Bea said, "Oh my goodness that was wonderful Oscar! Thank you Irene for allowing you husband to give me the first orgasm I have had in years!" She looked at Oscar's soaked, make-up smeared face. "Oh my, did I do that? I warned you I was a squirter. I've always been so self-conscience about that. My husband hates it when I gush, I suppose I should say I'm sorry, but I'm not! I haven't felt this way in a long time!" "That's quite alright Bea! Still water's run deep. My husband replied, "You're a truly a very passionate woman and it was an honor giving you that big O and your husband doesn't know what he's missing! I felt very proud of Oscar at this minute but knew I had to reset the mood. "Well," I interrupted, "That was very touching. Feel free to use my cucky husband's face anytime you like Bea, you have my permission. I'm sorry he can't give you vaginal orgasms but alas, nature robbed him of that honor, right cucky? Now run along, fix your make up and finish preparing our meal." Oscar was jerked back to reality and knew his moment of success had passed. "Y-yes mistress." He replied, hanging his head. And with that our little maid scurried of to finish preparing our meal. "Wow!" Bea said. At first I didn't believe you but now I've seen it with my own eyes and pussy. Were you really serious about me using his mouth anytime I want? I surely don't want to wear out my welcome but I could get real use to that mouth and tongue!" "I meant it," I told her, "He is yours to use and abuse whenever you choose. I said, admiring my own clever rhyme. "I have an idea. Let's play "good cop, bad cop" with him. You can lure him into a false sense of security, then I can pull the rug out from under his feet. This will keep him off balance and very vulnerable!" "Agreed!" exclaimed Bea. "I can't thank you enough for everything you have given me Irene!" "Oh, but there is a way you can thank me Bea!" I replied as I took her in my arms and ran my tongue around inside her mouth. At first Bea was startled at my advances, as was I. I think deep down I had always had a thing for Bea. Not only was she beautiful and sexy but to be in charge of a large bank with dozens of employee's at her beck n call, excited me. She was a powerful woman. I never had any lesbian urges before but Jordi had unleased in me, a new woman. A women of passion. My sexual awakening had broken down barriers that I had locked away during my entire thirteen years of marriage. Thank you Oscar for insisting that the tiger be awoken. Bea overcame he initial surprise and started to kiss me back. I could feel her tongue probing by mouth. He arms tightened around me and I could feel those sweet, naked breast tight against mine. I broke from our embrace and stood up. I slowly let the robe fall from my body revealing my nakedness except for my garter-belt, stockings and high heels. Bea quickly fell to her knees before me and started kissing my stomach and thighs. I could feel my pussy starting to get wet. The thought of this powerful woman, kneeling in front of me, worshiping my cunt really turned me on! It's strange, with a man, I preferred to be submissive, his sex slave, allowing him to do anything he wanted me to. But with a woman and my husband, I preferred to be the one in charge. Go figure. Bea's tongue started to probe my labia. I grabbed her beautiful blond hair and pulled her head tightly against my wet cunt as I lay back on the couch. She followed my movement and kept lapping my pussy like a sweet little puppy. I spread my juices across her face as I sensed my approaching climax. "Oh yes, my sweet little bitch, suck my clit! Make me cum, oh god, oh god, yes, like that, like that, aaaahhhhhhhhh!" I screamed as I came on her pretty face. I looked up and there, eyes and mouth wide open, stood my cuckold husband. His tiny peepee pointed straight up in approval. After my climax, I pulled Bea close to me and we kissed in post orgasmic embrace. We held each other close in silent bliss while my sweet hubby looked on in amazement. After a few moments, Oscar said, "D-d-dinner is served, mistress, I mean mistresses." Bea and I both laughed at this ridiculous situation. Oscar, dressed in full, maid drag, asking his wife and her lesbian lover's permission to serve dinner. It was just too bizarre for words. We walked naked to the dining table and talked girl talk while our little sissy serve our meal. For the next couple of weeks, Jordi, Bea, Oscar and I played our games of cuckolding, humiliation, domination and discipline. Jordi, Bea and I were getting all the sex we needed while Oscar had to satisfy himself with masturbation. Everyone seemed content with this arrangement. Oscar's birthday was coming up and Jordi, Bea and I came up with an idea to give him a surprise birthday party that he would never forget. We invited some of his friends from work, and some of mine to come over on a Saturday night. Oscar was told nothing about it. He was dressed in his maid's uniform and given a complete makeover from a local beauty salon. I had him given a complete body wax, a cute feminine hair cut because his hair was long enough to be worn in a pageboy with bangs and ribbons. He had his nails polished and full make up. And to top it all off, I bought him his very own maid's uniform. It was ultra-sexy with lots of frills. The night of the party Jordi and I were sitting on the couch making out when the guests started to arrive. Oscar, unaware of what was about to transpire, answered the door in maid drag, thinking it was Bea. To his surprise, he was faced with two of his male buddies that he works out with at the gym. His expression was priceless. His pals were shocked to see their buddy in full French maid drag. He looked at me with a "Please have mercy" look. I told him, "Don't forget to curtsy and show your guests in. You may introduce them to me and my lover." Oscar was completely humiliated. Totally feminized and having to introduce his wife and her lover to his friends was almost too much to bear, but he complied. "Y-y-yes, won't you come in? This is my wife Irene and her, ah, boyfriend Jordi. This is Ben and Mike and William." Oscar was totally mortified. "It's a pleasure to meet you. Would you like my maid Oscar to get you a drink?" I added. Oscar's friends started laughing, thinking this was all some sort of gag. Ben was the first to ask, "What is this, some kind of joke? Did you lose a bet or something Oscar?" "No joke," I told them. "You see my husband and I have a special relationship. Why don't you tell them darling?" Oscar was bright red with embarrassment and practically in tears as he fumbled for the words, "W-w-well you see, I'm not very big, down t-there I mean and well, s-she needs more, so..." "What my sissy husband is saying is, " I interrupted, "He has a very tiny penis and cums very quickly which leave me unsatisfied so we have an arrangement where he allows me to have any man I want as long as I let him watch or give him the details. In exchange, he serves me as my maid and cleans up any messes my lover leaves between my legs, isn't that right, dear?" Oscar was close to a breaking point but managed to reply, "Y-yes mistress." His friends howled with laughter upon hearing this and remarked, "Boy, how pussy-whipped can you get!" and, "I wouldn't mind taking a whack at your wife myself!" and "You mean you eat their cum right out of her pussy? No wonder she has you all femmed up!" Oscar was almost in tears when the doorbell rang again. He slowly went to answer it. This time it was Bea. When she saws how humiliated Oscar looked she said, "Poor Oscar, this must be terrible for you. I tried to talk Irene out of this, but you know her, once she gets her mind set, there's no changing it. Here use my hanky to dry those tears, you don't want to smear your makeup!" Oscar spent the next hour, answering the door, greeting our guests and explaining his relationship with his wife. He also served drinks, hors d'oeuvres while I and my guest talked, danced and enjoyed ourselves. My female co-workers told me how envious they were, and wished they could get their husband as under control as I had mine. As the drinks started to take effect, the party got wilder. Some of the ladies wanted to see just how small Oscar really was so I made him lift his dress and drop his panties and put on a little show. The women laughed a teased him. One woman took his little penis in her hand and played with it until it was hard and remarked, "It doesn't get much bigger does it?" Another woman asked how I disciplined Oscar so I gave them a demonstration. With dress up and panties down, I had Oscar lay across my lap while I spanked him with a hairbrush. I also let some of the other ladies take a turn. We finally stopped at Bea's request when Oscar started to cry. Later that evening I noticed that Jordi and Bea were missing. I realized that they were probably off somewhere fucking which was ok with me. Bea deserved a nice big cock, but I was getting horny and needed one myself. Then I noticed two of Oscar's male friends were looking at me with lust in their eyes. I went over to them and put my hands on both of their crotches. They seemed to enjoy this and started undressing me. Then I noticed Oscar looking at us and I smiled and said to him. "Please go to my bedroom and turn back the sheets, I think we are going to need some room." Oscar quickly followed my instructions as Ben and Mike carried me nude to our bedroom. I explained to Oscar that he could stay and watch if he was quiet and didn't interrupt. He quickly agreed and started playing with himself as my two lovers ravished me. They fucked my pussy, ass and face most of the night. At one point, Bea came in and started talking to Oscar. "You see, she is really enjoying having two real cocks inside her. It's not your fault that you're so small. It's very sensible for you to be so generous with your wife. I am very proud of you Oscar!" She taunted him. "All this fucking is making me horny again. Jordi fucked me real good but I think I would like you to clean me and give me another orgasm, would you do that for me, dear?" "Yes, Bea, I would love to!" replied Oscar. First Time Cuckold Ch. 05 Oscar started sucking my well fucked pussy with great zeal, licking up all the cum that Jordi had deposited. Jordi's cock was so big and thick that it had left me quite sore and Oscar's attentions were both soothing and stimulating. After about an hour and four orgasms, I reached the conclusion that I really enjoyed being sucked to being fucked. Oscar looked up at me, his face dripping with saliva, cum and pussy juice and asked, "Do you want me to continue Bea? My jaw is a little sore but if you would like, I will keep sucking!" I smiled down at the little feminized cuckold and said, "No, you did a real good job dear, you more than made up for your inadequacies in the cock department. You can run along now." I laid back on the bed and drifted off into a luxurious sleep feeling completely relaxed and satisfied. I made a mental note, remembering Irene's offer to use his mouth anytime I wanted, to ask her if I could barrow Oscar for a few days. The next morning while Irene and I were having coffee in the dining room, told me that she and Jordi were going on a little vacation on his yacht. They would be gone for about a week and she asked would I mind looking after Oscar. I told her I would be delighted. I will tell my husband that I am going to visit some friends, pack a few things and stay at her place. I was really looking forward to the chance of having Oscar to myself and putting him through his paces obeying my slightest whim. Irene then called Oscar into the room and told him that she and Jordi needed some alone time. They wanted to do some fucking without him looking on while he fingered his miserable excuse for a cock. She also told him that I would be staying with him and he was to obey my every command, without hesitation or face punishment when she returned. Oscar, although he was not pleased that his wife would be off, publically fucking another man, realized he had no choice in the matter and simply agreed. Monday morning, after explaining to my husband I need some "away time", I packed a few things and headed over to Irene and Oscar's home. When I got there, Irene and Jordi had already headed off for their vacation and Oscar, who had taken the week off from work, was wearing his maid's outfit and was busy doing his household chores. He looked so cute all femmed up and busy doing the dishes, just like a good little housewife. I noticed his mascara was a little streaked and realized he had been crying. I asked him what the problem was and he told me that although he was aroused by the fact that Irene and Jordi were having an affair, he was not happy that they had gone off to fuck in the sun and left him all alone. I knew it was time to take charge and told him to stop what he was doing and to come into the living room. Next I told him to lift his skirt and drop his panties. He seemed a bit surprised but complied. I looked down at his tiny, shaved penis which was now encased in a CB3000 chastity devise which only Irene and I had a key to and smiling, unlocked the devise. Immediately his tiny penis, swelled hard and was saluting me. I then removed a tape measure from my purse which I had brought with me to humiliate Oscar with and had him measure himself. "Four and a half inches," was his reply when I asked him to tell me what total erect measurement was. "Not even four inches," I teased, "How can you expect Irene, or any woman, for that matter to do anything with your teeny wheenie? Of course she is going to seek out real men to make her happy. I know you suck pussy well but most women need to feel a big cock deep inside them to be truly satisfied!" Oscar looked down at the floor, ashamed to look me in the eye. He knew I was right. I then made him tell me why his wife was off fucking Jordi. "Because I'm too small to satisfy her." He meekly replied. "That's right Oscar, "I replied. "Men like you have only two choices in life. Either allow their wives to fuck other men to their hearts content or spend their lives alone, playing with their little dicks and fantasizing that they are real men! You are lucky Irene allows you to watch and clean her afterward." Oscar seemed to understand and agreed with me. I told him that he and I were going have a fun week and right now, I needed his tongue in my pussy. I told him to lie down on the floor on his back and I quickly removed my pants and panties and straddled his face. First I slowly rubbed my already moist cunt across his nose and lips allowing him to inhale my scent. It seemed to act like an aphrodisiac on him and I laughed as I watched his hard little penis pop up with excitement. I grabbed it and started stroking it as he licked and sucked my clitoris and stuck his tongue deep inside my pussy, which caused my juices to run into his mouth and down his throat. I let go of his penis before he could cum. I wanted him hot and needy as he continued to suck me. He was good at sucking pussy and soon I could feel my orgasm start to rise from deep inside me. My whole body began to convulse and I pressed my cunt hard on his mouth squirting my juice and glazing his face with my cum. I heard him gasping for air and realized in my passion, was smothering him. I quickly lifted my pussy from his face and he started taking in deep breaths of air. I reached back and felt his penis, now soft and gooey and realized he had cum without my touching him. I got up and told him to go and clean himself up and reapply his make-up. I had only been there for an hour and already been satisfied by his cunt-lapping. This was going to be a wonderful week! I had two girlfriends, Betty and Jan who were bisexual like myself and I decided that it would be fun to invite them over for dinner and really put Oscar through his paces. I told him to go to the store and buy the necessary items needed to provide a gourmet meal. I called my two ladies who were more than please to come to dinner. I did not however, tell them about Oscar. I decided to surprise them. They both had husbands who not very interested in sex and I knew they would love to help my torment my little feminized suck slave. Oscar changed into his male street clothes and went off to do the shopping. I decided to take a long luxurious bath. I was soaking in the tub when Oscar returned from the market. After putting the groceries away, I had him wash my back, shave my pubes nice and smooth, towel me dry and give me a nice long massage with sweet smelling lotion. It was so nice having a nice little sissy slave to do my bidding. I had put his penis back inside his chastity devise after he had bathed and shaved himself smooth all over. Then I told him to clean the house and prepare dinner for three. I explained to him that I wanted him dressed in his sexiest bra, panties, garter-belt and stockings. He was to wear his pink maid's uniform with four inch high-heels. He was also instructed to apply heavy make-up and wear his blond curly wig. I then had him make me a martini and after drinking it, took a long nap while he prepared dinner. I slept until six and was awoken by Oscar sucking on my toes as I had instructed him to. He was all dolled up in his pink maid outfit and looked darling in his blond wig and make up. "Good evening mistress," he mumbled while licking my toes, "May I help you dress for dinner?" I told him that would be just delightful and he began with my panties and bra that I had chosen, then the black silk slacks, see-through red blouse and finally the black suede boots with the four-inch heels. He kissed each boot lovingly and hurried downstairs to make the hors d'oeuvres. I went downstairs and after Oscar served me a martini, smoked some pot and relaxed while listening to some soft blues music. At seven, the doorbell rang. I told Oscar to answer it and to be sure to curtsy to our guests. He was unaware who my guests were. I saved that little surprise for him. He knew both Jan and Betty from work and I knew, for them to see him in his feminized state would be especially humiliating for him. To make things even sweeter, they both disliked Oscar and I knew when they realized who my pretty maid was, would find it especially enjoyable ridiculing and humiliating him. Oscar answered the door and turned bright red with embarrassment as he curtsied to the two women. They were both shocked at first, then, realizing it was Oscar, broke into hysterical laughter. Oscar showed them into the living room and I could see tears of humiliation running down his cheeks. "Bea," Jan said, through her laughter, "What the hell is going on here and why is Oscar dressed like a sissy maid?" I told Oscar to lift his maids dress and drop his ruffled panties and explain the situation to my two friends. Oscar, still sniffling and blushing complied with my instructions. He raised his skirt and hooked his thumbs into the waistband of his panties and pulled them down below his knees exposing his tiny, encased penis which was made even smaller inside the chastity belt. He then, unable to look Jan and Betty in the eye said, "My wife, eh, I mean mistress Irene has gone on vacation with her lover Jordi because she needed a real man's cock to satisfy her because my penis is too small and she cannot feel it. She has made me her sissy maid to remind me that I am not a real man and if I am good, she lets me watch her fuck other men and suck their cum from her pussy. She has loaned me to Mistress Bea while she and Jordi are away." Jan and Betty were howling with laughter. Betty then said, "I always knew you were a wimp, Oscar but I had no idea just how big a sissy you really were!" Jan stopped laughing long enough to add, "Look at his penis! I have never seen one so small. I think my clit is bigger than that! Tell me Bea, Just what did you have in mind for this evening's festivities?" I told Oscar to fetch the girls some drinks and serve hors d'oeuvres. After he left, I explained to my friends that after dinner we could have some fun with Oscar. He was completely trained and we could make him do anything we wanted. Jan and Betty loved the idea and we drank our martinis and discussed our plans while Oscar finished preparing dinner. After dinner and few drinks later, Jan, Betty and I were really feeling the effects of the alcohol. We were getting horny and started shedding our clothing. Oscar was also getting turned on at the site of three naked women and I could tell he was feeling the pain of his tiny penis straining at the chastity devise trying to get hard. "Is my sweet little maid getting turned on?" I asked Oscar? Oscar quickly nodded his head. "If I release you from you case, you must promise me you will not touch your little dick or drip any of your puny goo on the nice clean rug." I teased. Oscar quickly agreed and I produced the key and unlocked his cage and he immediately became hard, reaching his maximum size of four and one half inches. He looked ridiculous in his feminized state and his little penis bobbing up and down. Jan reached over and gave it a quick squeeze causing Oscar to moan with pleasure. She then slapped it very hard and said, "I think I would like you to suck my pussy sissy, would you like that?" Oscar nodded his head and immediately fell to his knees and buried his face between Jan's legs as she leaned back on the couch. He sucked her with extreme abandon while she moaned and groaned in response to his manipulations. Betty, who had been watching this spectacle, quickly strapped on a dildo which she had brought and after apply some lubricant, placed it at the opening of Oscar's asshole. "Beg me to fuck you bitch!" She commanded. Oscar paused his pussy lapping long enough to reply, "Please fuck my man pussy Mistress Betty! I need you cock deep inside me!" We all laughed at his eagerness and Betty plunged the dildo deep into Oscar's rectum. "Aaaahhhhhh!" Oscar moaned as he felt the full length of the rubber cock penetrate him. Betty was relentless as she continued to pound Oscar's ass with her strap-on. Finally it was too much to bear and Oscar started shooting cum from his undersized penis as Jan came in his mouth. Jan was a squirter and soon Oscar's face was glistening with her juices. I could feel my own orgasm cumming as I played with myself, watching the erotic scene that was unfolding before me. We then made Oscar lick up the cum he had deposited on the carpet and while he laid on his back, Betty straddled his face as he sucked her to orgasm. We continued to use and abuse Oscar for the rest of the night. We all experienced multiple orgasms and fell asleep in the wee hours of the morning, exhausted and totally satisfied.