Previously: https://www.reddit.com/r/cuckoldstories2/comments/1ioprtn/i_am_at_a_teachers_conference_with_a_man_less/
Free cuckold community
Sign up now!
2-13-2025
Dear James,
I woke up in another man's arms. I loved knowing you likely struggled to get comfortable with your tight little cage on. Getting that pillow between your legs just right. I know the internal debate you have. You so desperately crave sexual frustration but you also long for the closeness with me when we have sexual time together. How much courage it had to take of you, to ask me to lock you longer. To deny you more. To share my sexual energy with other men. I delight in your struggle my sweet James. I will always accept you. I will take the control you want so badly to give me. You know I love taking that control and making you wish you had set boundaries. Remember, you want me to be in control. You've asked, begged, pleaded. Be strong. By the time the year is up you'll have forgotten what it truly feels like to be inside your wife. You won't even remember what it's like to cum with an erect cock.
Isn't that the fantasy? You lying on your back, hands bound, eyes covered, mouth gaged. Is today just another cleaning and my letting your cock out for a stretch or will today be the day you enter me? I'll make sure there's so many "close calls" when we are getting close to the date.. but only I will decide when that date is. When I slide my tight pussy down your tiny little shaft, well, it will feel like the first time. With your hands tied to the headboard I will be moaning in your ear as I ride you. Telling you how much I missed your dick. Begging you to cum in me. Pleading for your cum. I will coax that cum out of your tiny balls in no time, never letting up to your moans of being on edge. And then, after you've sprayed your cum into your wife's slutty tight pussy, I'll slither up to your mouth, remove the gag, and allow you to clean me.
I hope your morning is difficult in that tiny little cage my dear.
Let the day commence!
I woke up with Darren's arm around me. I slept in the little daisy panties and top. Darren went to the bathroom and when he came back out I was playing with myself. I had hoped he would come to the bed and tell me to give him a blowjob. Tell.. or order me. I love that musky morning smell. Instead he offered to eat me out. I explained to Darren how that was not a dominate thing to do. It was something my cuck would do and I would demand that he'd do it.
Darren tried to catch himself and then said, "Fine, come give me a blowjob". It was too late though. My headspace wouldn't be submissive if I got on my knees smelling that musky smell, pushing myself not to gag as I worked his cock in and out of my mouth. It would be charity.
I told Darren no. He missed his chance. Told him to take some pictures for James.
and then he suggested getting in the shower together. "No, you said you wanted to eat me out. Get to work" I said to him. Even then he could have done it in a manly fashion. I'm thinking, please just come up here and 69 me with you on top. Force that cock into my mouth while your tongue loses interest in my clit… Then the tongue turns to a finger.. turns to nothing.. Then I'm a submissive little puddle with this 20 year old trying to force his cock into my throat and his stinky balls are pressed against my nose or chin.
No luck. He kneels down at the side of the bed. Darren, on his knees. Shameful. He doesn't even yank me to the side of the bed, I slink over and he starts to kiss the sides of my slender legs. I finally had to invite him to start licking me. Pulling my panties aside and wrapping my leg around his neck I pull him in.
He does perform a great job at eating pussy. I will give him that. I squirt a little and he doesn't miss a beat. Keeps licking while tasting my squirt. I cum hard twice and then I tell him it's time for that shower. He doesn't even protest about his turn.
After our shower I get dressed for breakfast and then I'll head to my conference. Darren is going to go site seeing. I get dressed in my cute little pink dress, thigh highs and garters.
Darren complains about what I'm wearing. He thinks dressing slutty and wearing an anklet will make him look like a cuck to other men… I'm in aww… "Darren sweety. You are showing every sign of being a cuck. A dominate man, the man I'm trying to make you into, would tell me what to wear." He asks if I would at least put on some panties so people wouldn't see my pussy. I oblige and put on a pair.
James.. I know you know this already but all the other men reading about your slutty wife's escapades don't. So just know I'm adding this next bit of information for all those guys stroking their dicks thinking about your dirty wife.
It's going to be so weird wearing panties all day. I typically wear them to bed and to school, but rarely wear panties out any other times. This is going to suck.
At this point Darren and I are in an actual argument. An argument that lasts for 45 mins and is going to make me miss breakfast. All the times Darren and I spoke he acted all dominate and wanted to be in control but then in person he confessed it was all a show. He wanted to be dominate but didn't know how, wasn't sure if he could. James, as he and I spoke he was never attracted to the idea of being the bull, he envied you, the cuck. He dreamt of being able to attain a woman that looked like me, took care of herself like I do and then share her. But he also loves the times we fucked and wants to keep fucking.
I decided to skip my first lecture and we went to breakfast together at a restaurant nearby. We parted ways with my assuring him we'd figure this out tonight.
Then in the conference, I met someone. We will call him "B". You know how I can lure them in. He is 30, thin but with some muscle and a full beard. We talked for hours and his words were like my favorite song. He knew just what to say. How to forcefully say it. If I could finger myself right there I would have. My panties were soaked. I went to the bathroom and texted him some pics of knuckle deep inside of me. He texted me some pictures of his erect cock. 6" but quite thick. Really quite perfect for me. But fuck.. Darren.
B and I talk about Darren and he's understanding. It turns out B lives about 4 hours away from our home and after the conference we're going to meet up. Until then, there's Darren. To be honest, I'm quickly losing steam with Darren. I don't think I can teach someone to be who B is naturally. I just don't know how. I think you have to have a certain type of perversion to be super dominate… Just like you and your perversion to be ultimately submissive. I have both, I love dominating you James and I love being submissive to a man like B.
But back to Darren. I meet Darren back in the hotel room to get ready for dinner. I ask him to take a few more pictures for you.
We're talking during the photos and he asks if anyone noticed my anklet. "You're really worried about that anklet Darren." I tell him, purposely avoiding giving an answer.
I peel off my dress.
Darren asks me why my panties are over the top of my garter belt. "So you can pull my panties off without having to deal with my garters silly" I explain.
I flip over and wiggle my little ass at him. I expect him to stop taking photos, put down the phone and pull off my panties like I pointed out but nothing.
In frustration I fall back.
He can watch me play with myself again.
It's now I decide a new approach. I tell Darren to put down the phone and get down on his knees. The way he responds it is so obvious he wants me to dominate him. His face is all bright, smiles, he's excited being told what to do.
We're going to play a game Darren. Your dick will not go in me tonight Darren but we are both going to cum. Interested so far? Darren is like a new man and excitedly agrees.
We're going to play a game. We are going to kiss and thank every object that brings us pleasure. And then we are going to kiss and thank them afterwards. Darren looks confused. What do you mean? he asks.
I lean forward and inches from his face I kiss my 2 fingers, one at a time, thanking each one for the pleasure they are about to bring me. "Thank you index finger and next finger for the pleasure you're about to give me" I then reach down and slide them into myself. 4 or 5 strokes in and out and I'm so wet at my diabolical plan. I pull out my fingers, they are coated in my juices and I kiss them again, thanking them. "Thank you Index finger and other finger for the pleasure you gave to me".
Darren's interest is piqued. Promise me Darren, you will not break this single rule. You will kiss and thank by name everything that brings you pleasure tonight. As will I. No exceptions. Darren agrees.
I tell Darren to kiss my hand… I keep it just enough out of reach that he has to lean towards it. You know how I am James, it's the little things that break the man. Darren leans way forward and kisses it. "AND???" he says "Thank you Elizabeth's hand for the pleasure you're about to give me". "Good boy" I answer back, while I reach down and take his cock into my hand. Slowly stroking his thin but long long dick. There's little to no coaxing to get that 20 year old rock hard. I whisper in his ear how magnificent his cock is. But again, James, you know me. I am on a mission to break him. I tell him "It's a little thin. I've had bigger and better. But it's a pretty OK cock considering." I take my hand away and set it back on the bed, just out of reach.
"Now thank my hand for the pleasure it gave" "Now?" he asks. "Yes now" he starts to lean in put I purposely move it a bit. Like a good wanna-be-cuck he chases it down and kisses it, thanking it like he should.
This goes on like this for a good half hour. I thank his tongue, he thanks my breasts. I ask him if he's ready to cum. I tell him to get back on his knees next to the bed. Kiss the high heel on your left and thank it for the pleasure it's about to bring you. He confusingly thanks it. Take off the shoe on your right and thank my stocking foot for the pleasure it's about to bring you. He again does it with confusion in his eyes.
My stocking cover foot slides down his chest, down his leg and then back up his inner thigh. I look him in the eye as I start to slide my silky foot back and forth on his long thin dick. "Now do you understand" I bark at him. He starts to answer but I stop him, telling him "Focus!". "Darren, you should be kissing and thanking every inch of me because just the sight of me brings you pleasure. You should be thanking the smell in the air because just my smell alone brings you pleasure"
As my one foot is playing with his dick my other still has it's heels on. I place it firmly on his chest. He winces in slight pain but I tell him not to pull away. "Show me how tough you are Darren, push into my heel" He pushes surprisingly hard and I feel my thin long black heel digging into his chest. As my stocking foot rubs his long shaft back and forth and my high heel is digging into his chest I explain "Even pain brings you pleasure, doesn't it? That's how badly you want my attention. If I stopped with this foot" and I pull my stocking foot away "but kept pressing my heel against your chest. You would still thank it. Because you know that is your place and it feel pleasurable to be in your place, doesn't it Darren?"
Eventually Darren's hand slides down and grabs his dick. You never kissed it or thanked it Darren! He pulls his hand away and follows the rules. Then gets back to stroking himself. With his hand on his dick I've switched my foot to light (very light) kicks to his balls. Playful, zero pain. Within seconds I can see he's close.
"Do you want to cum" I ask him. A little grunt comes from him. I never even told him not to speak but his natural submissive tendencies he already knows. I tell him to cum on my foot.
Do you see where I'm going with this James? Of course you do.
Darren grunts and lets out a stream of cum. I do my best to move my foot into a position that it gets coated in cum. I switch pressure on my foot on his chest and press solely on the heel. When I pull that foot away I left a noticeable mark.
My foot returns to the edge of the bed.
"Kiss and thank it" I tell him. "This is it Darren. Don't let me down".
He leans forward and kisses above my ankle. "No no no" Darren. The longer you wait the harder this is going to be. Kiss my foot and thank it.
Darren finds a place with little or no cum, kisses and says "Thank you Elizabeth's foot for the pleasure you gave me". Mistress Elizabeth's foot. I tell him. Say it again. He repeats it using Mistress this time.
With the kiss, I demand.
Again he avoid any cum.
No Darren, kiss where there's cum. It's not a big deal. Just give it a kiss. He didn't hesitate and gave it a kiss and thanked it properly.
Again I tell him. He does it again. I push him aside and jump up.
"Now it's my turn Darren".
I walk over to my suitcase and grab a dildo I packed.
"This is my long time friend "B". "B", this is Darren", I say.
I climb onto the bed and hold it infront of me. I kiss the tip. "Thank you B's tip for the pleasure you're about to give me". I kiss the shaft and then thank it as well.
"Darren, come thank B". Darren hesitates but I say, "It's just a toy Darren". He relents and kisses the shaft and thanks it. "And the tip". He follows the rules.
"Guide B into me, will you Darren?" Other than our fingers I haven't had anything substantial in me for 2 days. Help B fuck me. Push B into your girlfriend. Help your whore of a girlfriend cum on a cock that isn't yours."
Darren takes B and I ask, "One more kiss for B.. Just so he knows how eager you are".
He kisses the shaft.. "And the tip" He kisses the tip and recites the mantra we have both said many times tonight.
As Darren fucks me with B I am just creaming all over. I ask Darren to take a photo for you.
I take B and lick my cream off his shaft. With my tongue staying out I stand up and go over to Darren and kiss him. Darren accepts my kiss. "thank you for sharing the cream B dug out of my pussy Darren" I whisper in his ear. "I'm so proud of you. "
Back on the bed I'm fucking myself with B. I ask Darren to lick my clit while B fucks me. Before he can even get his face down there I feel my pussy clench as I cum.
Please kiss B for both of us thanking him for that orgasm. There, with my dildo half in and half out of my pussy I hear Darren give a kiss and the words of thanks. "Thank him for me too Darren". He again give it a kiss. I pull B out all the way. "the tip too? I whine in my best needy girl voice".
Good boy Darren. "Take the tip in your mouth Darren."
"B really wants to feel the inside of your mouth" "Watch your teeth and do a good job for B"
"Let me show you", I tell him.
Before the night was over James.. Darren was sucking 1/4th of B and I was putting him back inside of me and back into Darren's mouth.
It was 2 am by the time the night ended. Darren came once. I came 15 or more times. We talked as it was time for bed and explained to Darren that this was his natural tendencies. Darren agreed. He said he very much enjoyed himself. We talked until 5am about what being a submissive means. What being a cuck means. How you, James, is no less loved by me. We talked about how a good submissive acts. How to please a dominate woman.
Then we fell asleep.
It's now 2/14, our last day in New Orleans. This morning I asked Darren to pick out my outfit for the day. To lay everything out on the bed, just the way he would want me to wear it. I get in the shower and return to this.
Short dress, no panties, no bra, anklet. Everything he was scared of guys seeing me wear with him because they thought he would be mistaken for a cuckold.
I get dressed and we head out for breakfast. Several looks from men and women. Some grins.
As we ate I talk about all the good things he did last night. How proud he made me giving himself over to me. I ask Darren, "Imagine if any of these people knew you will spend the entire week never fucking me but instead sucking my cum off a dildo." He blushed.
"understand, Darren, it doesn't stop here. You will be proving to me again tonight, what a cuck you are. Just accept that I have all control and enjoy yourself."
Well, I just wasted an entire lecture typing this. Maybe this wasn't such a great idea, I'm getting nothing from this conference. Too late now.
I love you James. You are the only man who will every truly understand my depravity and love me for it. I am yours forever.
Liz
Leave a Reply
You must be logged in to post a comment.