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Submissive sissy wannabe

Feminized sissy fantasies. All photos are found and reposted with stories of my fantasies and desires

When I woke and went downstairs my wife was already up, and on her computer at the kitchen table. She seemed very pleased and was smiling widely. Calling me over, barely suppressing her laughter, she just pointed at her screen. There was a Craigslist ad up and I started to read:

WANTED: Large gay cock to train my straight cuckold husband how to fluff and suck cock well. He has NO experience (yet!). Come on boys, you know you would love to shove your big cock into the reluctant mouth of a straight married man while his wife watches. You know you would love to stand over him, tell him what to do, tell him how to suck you, tell him how to please your cock. If you are interested send dick pics. I want pictures of your cock soft and hard. I want large cocks only. If he is going to learn to suck cock well he should learn on the biggest cocks he can find. He is going to look at every photo he gets. With me. We will pick a few cocks for him to train on and HE will email you to set up a class. Include your email and a short note saying what you would like to do with him or why you would like his mouth wrapped around your cock. Send it to: ________________.

I read through the ad with a very nervous feeling. When I reached the end and saw that the email listed in the ad was mine I knew my wife had posted it. She couldn't contain herself any more and burst out laughing. "Isn't it perfect!" she giggled. I couldn't speak and just stared at her. "Oh, come on" she laughed, "You can't be surprised by this. You know I love the idea of making you my fluffer, watching you suck my boyfriends hard so they can fuck your pretty little wife. You SHOULD know that the idea of you on your knees and sucking their cocks and even swallowing their cum makes me wet. By now you should also know that if it excites me it is only a matter of time before I make you do it. The fact that it will be very humiliating for you is just bonus excitement for me. This is the first step in that. I don't want you all inexperienced and embarrassing me when I have you sucking my boyfriends. Who better to train my cuckold faggot how to suck cock than gay men. Who better to know what a man's mouth should feel like on their cocks and how it should be used to please them and make them cum."

She had obviously spent a lot of time thinking and planning this. It was clear that my thoughts, and certainly my approval, didn't matter at all. "Now" she said brightly, "Lets check your email. I bet it is blowing up." First she made me take off all my clothes. "Every time you check your email during your "training" you will be naked" she admonished. Then she had me log into my email on her computer as she stood over me. She was right, my email was blowing up. I had over twenty messages already, and several new ones popped up as I stared at the screen. My wife was thrilled. She had me open each one, read the message out loud for her, and look at the photos that were attached. She commented on the size and shape and attractiveness of each cock, forcing me to be a part of the evaluation process by asking me questions about them and forcing me to answer her. Giggling about halfway through the process she let her hand drop to my lap and squeezed my hard cock. "I hope you aren't feeling too inadequate cucky" she whispered in my ear, "All of these cocks are at least twice as large as yours." Finally we got through all of them and she pulled out six that she thought would do.

She chose one and told me to respond to him. He was young, in his 20's. Cock not too thick, but very long and smooth. She found it particularly attractive. "Try to get him to come over this afternoon slut" she laughed. "I am excited and want to start as soon as possible." "What do I say?" I asked, confused, nervous but undeniable aroused. "That's up to you bitch" she laughed. "I will read it and approve it before you send it, but will not tell you what to write. I love the idea of YOU being the one to convince a young gay man to come over and train you to suck cock. And" she admonished sternly, "I am loving this and getting very excited. If I don't see a cock in your mouth later today I will be very disappointed and you will be very unhappy." "OH! Wait!" she said, jumping up. Grabbing her phone she had me stand and took several photos of my cock (still hard) then a couple more of it with me holding a pen next to it, to give some size perspective, making sure she got clear photos of the head of my cock easily two inches below the tip of the pen. Looking through the photos she chose two, the best of my cock alone and the best of the ones with the pen. Sending them to my email she told me to send them with my reply and make sure I commented on the size difference between his cock and mine. I couldn't really deny that this excited me, my cock hadn't softened since I first read her ad. Taking a deep breath I clicked "reply" on his email and typed:

Sir, thank you for replying to my wife's ad. I just found out this morning that she had posted it when she showed it to me. We looked through all of the responses (which are still coming in) and we both liked your cock the most. I am including photos of my own cock that my wife just took this morning so you can see how woefully inadequate it is, particularly when compared to yours. This will assure you that there is no reciprocity expected, that my sole purpose is to learn how to please men with large cocks. My wife is very eager to begin my training and I would ask you, Please Sir, if you would be able to come over today and allow me to suck your beautiful cock, the sooner the better. Please Sir. Hoping soon to be, Your cocksucker.

I stopped typing, attached the two photos and my wife leaned over my shoulder to read it. "OH, that's perfect" she cooed "Send it!" I hit send and realized I was committed to this. Leaving myself signed into my email, we both looked at the screen whenever we heard the alert of a new email. They were all new potential dicks that I would have to "evaluate" with my wife. It seemed like much longer but was actually less than twenty minutes and we received a response from my email. It was short, and the tone of the email thrilled my wife. "I can see why she cuckolds you. Inadequate does not even begin to describe it. Yeah, absolutely no reciprocity with that little thing. I will be over in an hour." I responded immediately, less than one minute after receiving his email. "Thank you Sir. Thank you for coming over quickly to start my training. Thank you for providing such a beautiful cock for me to learn to suck. Please be strict with me. I have no experience and need to learn to be an accomplished cocksucker. Yours, cocksucker"

My wife told me to pick up the house and that I was to stay naked until he arrived while she went off to change. We waited for him in the living room and when the doorbell rang my wife sent me to answer it, still naked. I opened the door, standing naked in the doorway, greeted him and thanked him for coming over. He looked down, gave a short bark of laughter and just said, "The photos were accurate" "Yes Sir," I mumbled and led him into the living room. My wife greeted him, thanked him for helping her. She told me to take his clothes off and then do anything he said.

As he stood there, not helping me at all, I took off his shirt, folded it neatly and put it on a chair. Dropping to my knees and bending down I untied his shoes and pulled his shoes and socks off. Rising back up on my knees, my face right at his crotch, I opened his pants and slid his pants and underpants down and off his legs. His cock sprang out, larger than mine and only partially hard. Kneeling quietly, my face an inch from his cock I waited. He seemed to enjoy looking down at me, enjoying his position of power, enjoying the anticipation of my mouth on his cock, enjoying the knowledge that his would be the first cock to use my mouth. My wife moved behind me, leaning over me to get a better view.

"Suck it slut, make it hard first" he growled. I leaned forward, took the head into my mouth and began to suck. My wife squealed when my lips first closed around his cock and I knew she was tremendously aroused and I would be spending a very long time between her legs with my tongue in her pussy when the man left. I felt his cock growing in my mouth as I sucked, getting harder, forcing my lips apart. My own little cock was quivering as I had my first taste of the warm musky skin. I leaned back once he was fully hard and look up, waiting. "Not bad for a straight boy" he admitted. "Now take as much of it as you can and then slide your lips up and down. Use your tongue on the head when you get to the top."

I could only get about a third of it into my mouth. I slid my mouth up and down over his cock, pressing my lips more tightly to it as my drool made it more and more slick. My tongue licking around the head as I pulled my mouth up. Soon there was a difference in the taste. I still tasted the dark musky taste, but now there was also a slightly slimy, salty taste too. I suddenly realized that it was precum and the next time my mouth slid up his cock I held it there, lips just behind the head of his cock, tongue swirling around the head, tongue probing the slit, eagerly licking and tasting his precum.

Sliding my head back down, taking a little less than half of his cock into my mouth, my wife became impatient. I felt her hand on the back of my head, Her voice whispering hoarsely in my ear "Take it all the way. Be a good little faggot slut for me. I want to see his balls slapping against your little sissy chin." I was shocked at her words but the man just chuckled. "You heard your wife faggot, take it all" Leaning forward, feeling pressure from my wife's hand on the back of my head I took another inch of his cock. Every time my mouth pushed down his cock I tried to take it a little deeper without gagging. It wasn't easy and it took awhile, although the man seemed to enjoy it. Finally I pushed all the way down. My lips and nose buried in his pubic hair, his balls "slapping against my little sissy chin" "Ohhhh, what a good little faggot slut. You are going to suck so much cock for me!" my wife crowed. "Good slut" the man approved, "Now go back to sucking what you can accommodate easily. It is time to make me cum." By now I could accommodate almost half of his long cock and my mouth slid up and down on that as my hands cupped and caressed his balls and stroked the bottom part of his shaft. Once his hips began to rock I slid my mouth up, locked my lips around the head of his cock, pressed my tongue flat to the underside and let the rocking of his hips slide the head back and forth over my tongue as I stroked his shaft. I didn't want his cock filling my mouth when he came, I wanted room for his cum. I was sure he would cum a lot and wanted it all in my mouth.

Very soon he did cum. The first strong spurt catching me by surprise, hitting the back of my throat then dripping down to coat my tongue even as the second spurt filled my mouth. I almost pulled back, but forced myself to keep my lips locked around the ridge behind the head of his cock. My face screwed up at the first taste of thick slimy cum and my wife laughed. "Doesn't my little faggot cuckold like the taste of cum?" she gloated. "That's OK honey, I will make sure you get used to it." I just kept stroking his shaft, jerking him off into my mouth until I was sure that there was no more cum to take. Only then did I let his cock slide from my lips, sat back on my feet, looked up at my wife and opened my mouth. She was amazed at how much cum was in my mouth. I turned to show the man too, my tongue coated with the slimy cum. Closing my mouth I swallowed, I couldn't swallow all of it at once and had to swallow twice to get it down. Opening my mouth again I showed them both it was empty which pleased my wife very much. Leaning forward I sucked his cock clean and licked his balls before finally standing up.

"How was he?" My wife asked, a little anxiously. "Not bad" the man admitted. "Better than I expected. A few rough spots, but definitely has potential and there is no doubt you can easily turn him into a cum slut." "Perfect!" my wife gushed.

I was sent to get coffee for us all, my wife making a point to comment on how hard my little cock was and how long it had been hard. Smiling widely at the man she told me, "Too bad little faggot sluts don't get to cum. I have just decided that you are not getting an orgasm until you have sucked off one of my boyfriends and swallowed HIS cum." I heard the man laughing as I went off to get the coffee.

He stayed most of the afternoon and I sucked his cock four times that day. He taught me how to lick and gently suck his balls. Different ways to suck his cock and the areas that were most sensitive and pleasurable. As he came more times his already impressive stamina increased and I had to suck him longer and longer to make him cum which, my wife was quick to point out, gave me more and more practice. He even allowed her to take photos and even some video. By the time he left she had a folder full of photos and video that only showed his trim hips and large cock but showed my head and hands and face sucking and licking and stroking his cock. She even had some showing his cock right in front of my face, my mouth wide open and filled with his cum. I shuddered to think who she would be sharing those photos with.

As expected, when he finally left she had her clothes off and my face in her pussy before his car was out of the driveway. I licked her and licked her, losing count of the number of orgasms she had. I had never seen her this excited or cum this much, not even the first night she cuckolded me.

Finally she was satisfied and she dragged me back over to the computer by my still hard cock. Before we went through all the rest of the responses to her ad she had me send a "Thank you" to the man who had just left. She had me thank him for his cock, for his training and for the four loads of cum he had me swallow. She also had me tell him I would be available to him whenever he wanted to continue my training, either at our house with my wife watching, or at his house where he could enjoy me in comfort or anywhere else he wanted to use me. Finally, she made me send him one of the photos showing his cock and my mouth full of cum, making a point of commenting that the picture is now outside of her control and could wind up anywhere.

Only then did we go through the rest of the responses, choosing another eight or ten men for me to reply to. She had me send replies offering myself to each of them for training, and including the two photos of my cock that I had sent to the first man. She made it clear that I was to arrange "classes" every day. I was to be sucking cock every day until she had me suck off one of her boyfriends. Smiling wickedly she reminded me I wouldn't cum again until after I had sucked one of her boyfriends. Smiling softly she left me to send my replies and arrange for my "classes".

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