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Chapter 56
by Wolf Keeper
Made to submit
Sucking cock and getting fucked
Standing up she pulls the big black dildo off the end of the bed and sets it to the side. Then she wheels the machine into the wardrobe and several minutes later comes back wearing her strap-on with the big black cock that just fucked her dangling between her legs. In her hands however is a pole with a clamp on one end and a small flat plate on the other. Attaching the pole to the end of the bed so that it's facing the TV she then sticks the dildo to plate. Coming over to you, she pulls you forward onto your knees in front of her and places the head of the dildo at your lips.
"Suck my cock Mary. Suck the cock that just finished fucking me, and submit to the cock that just cuckolded you."
Opening your mouth in resignation, you know that you're only going to get out of this by following her orders. Letting the cock slide into your mouth, she pulls you deep onto the dildo until you start to gag. Holding you there for several minutes, she releases you and lets you pull back to briefly catch you breath before she pulls you back onto the dildo. Repeating this several times until you end up being able to deep throat the dildo that fucked her, she finally relents. She then has you turn around and undoes the strap holding the butt plug in place. Pulling the plug out and quickly taking it into the bathroom, and tells you to get onto the bed.
"Hands and knees, and I want that cock in your mouth. You my dear sissy are going to get fucked hard, as we need to train that pussy of yours to take a nice cock."
Taking the head of the dildo into your mouth and preparing yourself to be fucked by Jane. She picks up the TV remote and turns it on, then using her phone she starts a porn video going. You briefly feel her doing something with your chastity cage before you feel her getting on the bed behind you and cold lube being squirted inside you and some around your arsehole. Staring at the TV when the porn vid starts to play with the cock in your mouth, you feel her run the head of the dildo up and down your bum. The porn vid had a woman walking into a sex toy, and porn DVD store, with her looking at the various films on display that all follow the same theme. White women going to be fucked by either one or multiple black guys.
As the woman in the porn vid was walking into a room that had several chairs, a lot of writing on the walls, with several holes and a chair facing a TV on the wall. The woman sits down on the chair and the TV starts to play a scene from another porn vid where a woman in a bikini is surrounded by multiple black guys as they are grabbing and spanking her. She then starts to masturbate in the chair watching the woman on the TV slowly get the bikini taken off as the black guys start to encourage her to suck them off. You realise when the black cock gets stuck through the wall that you're looking at a gloryhole video, and as the woman notices the cock through the wall your wife starts to get you to suck the dildo in your mouth faster and pushing you to deep throat. This coincides with the woman in the porn vid sucking the black cock, as she's slowly stripping off her clothes while praising the size of the black cock she's sucking.
"See that Mary, she's sucking on a real black cock there. While it's obviously not anonymous in porn, they do exist in real life though. Could you imagine it? Both of us sucking on a black cock together completely anonymously. Both of us working a nice big black cock each or together to get that big load. Oh look! Another cock has appeared through the hole behind her, I wonder what she'll do."
When she points it out, the woman in the porn vid reaches behind herself and lines the cock up with her pussy, and then thrusts herself back on it. When the woman does this, you feel your wife line her cock up with your arsehole, then grab your hips and thrust inside you. Using your hips to control your movements, she thrusts you between her and the dildo your sucking in time with the woman in the porn vid. Fucking you hard and making sure you take the entire length of the dildo in your throat each time. When the woman in the vid finally gets the two cocks off, she pulls herself off from the cock that creampied her and turns around to suck it clean. This then leads to that cock getting hard again, and a new cock appears through the other hole. She then lines that cock up with her pussy and gets fucked again, taking two big black cocks at the same time again.
"Look at that slut getting fucked bareback again. She must want to be bred by a random black guy as that's now two black guys she's fucking bareback, and she's already had one creampie deep inside of herself. Do you wanna do that as well my little sissy. Both of us getting fucked by big black cocks, real ones, that can cum in both of us? I've heard of a set of gloryholes that would allow us to do that. I could reach out and arrange it you know."
With how frustrated you are right now with your clitty locked, and how close you feel to orgasm right now. You can't properly think, and you start to imagine that the dildo your sucking is a real big black cock. This causes you to get even more enthusiastic in sucking the cock and fucking the big black cock your wife is using on you. You start to fuck yourself back against your wife, and willingly deep throat the cock you're sucking.
"Oh my sweet sissy seems to like that idea. Should I make the call Mary? We could have you sucking and maybe even fucking a real big black cock by the end of the week. I'm sure if I asked my sister she could see if Anthony wants to have another woman and a sissy to satisfy?"
Giving into the sensations of being fucked while deep throating the big cock in your mouth. Letting your imagination run wild of the thoughts of them being real, and tasting their cum when they finally orgasms. Your moaning gets louder as Jane fucks you harder as the woman in the porn vid has given up all pretence of fucking the black guys anonymously and has been joined by 3 black guys who are fucking her in both her pussy and arse, while she's sucking on the third. You slip the cock from your mouth.
"Oh fuck me with your big black cock Jane. Fuck me until we both cum."
With your encouragement she starts to really pound into you. Grabbing your head and forcing you to take the cock back into your mouth, she makes sure you can't stop sucking it while she fucks you hard. Each thrust from her cock is rubbing against your prostate, and you feel a tingle of sensation burst forth up and then down your spine in time with her. Every thrust is driving you closer to the edge of orgasm, as your clitty struggles to try and get hard in your chastity cage. The feeling of being **** to remain limp while you receive overwhelming pleasure from being fucked causes you to finally orgasm. The shaking and arching of your back from your ogasms and the scream of pleasure you let loose around the cock in your mouth sets your wife off for an orgasm of her own. She collapses on top of your back as her hips start jerking wildly as her cock is making short stabs in and out of you against your prostate.
After recovering from her orgasm, she undoes the strap on leaving the cock inside you. Walking into the bathroom, you hear water running for a few minutes before she returns. Removing the dildo from your arse she quickly replaces it with the already lubed plug, and then locks it back into place with the strap. Pulling you off the cock your still sucking on, she has you lay down on your back at the end of the bed. She disappears into the wardrobe before reappearing several minutes later holding a box in one hand and a small bag in the other.
Setting the box next to you, she takes off the lid and takes several spray cans out of the bag. You hear her do several sprays on what you can only assume at this point are the breastforms you going to be wearing. Sliding the straps of the bra off your shoulders and then pulling down the cups, you feel her rub a wipe over your chest to clean your chest and the nipple covers your still wearing. Then she uses a peice of carboard to cover the bra as she quickly sprays your chest, then once the spray has dried rubs the adhesive tac onto your skin to help secure the breastforms in place. Taking the carboard away, she picks up one of the breastforms and aligns it with your chest before she places it down. Repeating the same with the other breastform before pulling the bra cups back into place and getting the straps back over your shoulders.
As you lay there waiting for the adhesive to dry, you wonder how you're going to explain having breasts to your colleagues should anyone ask. After 15 or so minutes of laying there while she sorts herself out, you feel her slide the bra straps and lower the cups again. After this you feel her applying make up to hide the edges of the forms, and then a final spray as she seals the make up into place. Finally you feel her adjusting something on your chastity cage for several seconds.
"As I'm sure you've realised, you're now wearing breastforms. Now I know your nipples are still contained in the shields, and the reason I kept those on is to protect your nipples while the forms are on for so long. The final thing that needs doing tonight is eating your cum like a good sissy, so when I tip the contents of this condom into your mouth your going to eat it down like a good girl. If you don't then I can see that chastity cage staying on for much longer than it is going to be. Open wide Mary!"
While she is saying the last part about eating your cum from the condom, she has walked into your view and is holding the condom over your head. Opening your mouth as instructed, you see her tip the condom over and see your cum sliding down. When the first drop hits your tongue you expect it to taste horrible, but strangely it tastes okay. As the condom empties out you let it build up in your mouth instead of swallowing right away, as you can see you filled up at least a quarter of the condom with your cum and pre-cum.
"Good girl Mary, now swallow that load for me. There will be plenty more where that came from. I can't wait to see your lips wrapped around a real big black cock, as I'm right next to you sucking on one myself. Do you want that my lovely sissy? Do you want to suck a real big black cock, and look over to see me sucking one as well? We have one in the house that we can ask, and I'm sure that Anthony won't mind it. Imagine it, both of us on our knees worshipping his big black cock together. Or would you prefer we do it at a real life gloryhole? As I know someone that can arrange for both of us to not only suck plenty of big black cocks, but also get fucked by them if we wanted to. All of them would be fully tested to ensure they are free of STDs, and they would all be at least as large as the cocks you just sucked and fucked, though they could very well be larger. Let's see how the rest of the week goes as to what happens. For now lets go to sleep, you have a big day tomorrow."
The next day
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Are you willing to try this?
When your wife gets more into your feminisation.
You and your wife have always been adventurous, and willing to have fun together in and out of the bedroom. While you're not exactly the peak of masculinity, you're not complete enfeminate. You won't get called buff, but you won't get mistaken for a women when dressed as a guy. You've always been willing to accept the kinks your wife introduces, as they've always led to fun for both of you. Are you going to make decisions that will push you quickly through the changes, or will you need a longer time to accept the changes that your wife is introducing. This story will involve minor and , and will involve the main character taking on the role of a sissy. Either in all or some situations depending on the choices you make. For now I'll be keeping this as a private story, but may allow others to submit chapters in the future. I'll try and make sure updates are semi regular, but as this will be done in my free time they will probably be every few months.
- Tags
- Chastity, fucking machine, fuck machine, Sissy, Feminization, Cuckold, Submissive, Pegging, strap-on, dildo
Updated on Jun 7, 2025
by Wolf Keeper
Created on Apr 12, 2023
by Wolf Keeper
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