Jo let out a satisfied sigh as she finished her final check and found everything in place in what she called her "play room". Today was going to be a big day in her relationship with her boyfriend and so she wanted things to be perfect. She left the room and went to her bedroom. She took a moment to check herself out in the mirror and smiled. She stood six feet tall and took a moment to flex her muscles that she had developed during her time on her university softball team and kept up with after graduating. She ran her hands through her short blond pixie-cut hair and checked out her outfit which was a loose tank-top over her sports bra and her lower half clad in jeans. She kicked off the slippers she had been wearing since they would just be in the way later on. Satisfied, she went to the living room where her boyfriend had been waiting patiently. 

She smiled as she entered, seeing Jessie kneeling in the middle of the room obediently and clad in nothing but a pair of pink panties. A bulge was visible against the fabric between his legs due to the chastity cage she had him wear. He sat silently, sitting as he had been told and waited for her instruction. She had truly trained him well.

She took a moment to just look at him, thinking about their relationship and how it had developed over the past two years. They had chanced to meet in a bar, when she had seen him with a few of his friends. She had found herself drawn to him by his shy nature and being more aggressive than some women, she had made the first move. Throughout the early days of their relationship, she had been the more dominant of the two and the one who had been the initiator of anything intimate which she found she enjoyed. After a few months, Jo asked Jessie to move in with her which he happily accepted. Jo's nature was perfect in her law firm and she had already made junior partner. Since she made more than enough to support both of them, Jessie quit his low paying job and became a stay-at-home boyfriend, taking care of the cooking and cleaning for his girlfriend.

After he had moved in, she slowly began pushing him in more submissive habits and began to work on feminizing him, which Jessie was hesitant to accept at first, but slowly began to take to eagerly. Jo had recognized early on that Jessie was a natural submissive with an interest in being more effeminate which she also found exciting. Now that they were living together, she could work on helping him find his true self. First, she had him start taking yoga and aerobics classes while also monitoring his diet. He was already slim and 5' 10" to her well-toned 6-foot Amazon-like form, but she worked with him to mold his body to make it more effeminate. The next step followed soon after when she began making him shave all of his body hair (not that he'd had much to speak of) and growing his hair longer. After a year, when the couple were out people who didn't know them would sometimes mistake them for a lesbian pair which Jessie always seemed to find amusing.

After a year together, she brought up a new twist. They had already had a submissive/dominant relationship in bed, but she introduced a strap-on and talked Jessie into trying pegging. He had never tried anything anal before, but after she had him bent over and was thrusting into him, he had the biggest orgasm of his life and he was hooked. Slowly, Jo made their sex life more about her rutting him with the strap-on and less him penetrating her. Eventually, pegging became the only sexual release he was getting while also becoming adept at getting Jo off with his mouth and tongue. 

During this time, she had also been increasing his submissiveness by directing him to wear panties other feminine clothing more and more. First it was just in the bedroom. Then it became whenever they were home together. This ultimately culminated in her decreeing that he turn over his entire wardrobe to her. She picked out some of his clothing that would fit her (the tank top she was wearing was one such item) and the rest she donated to Goodwill. He was now only allowed to select clothing from the new wardrobe she selected for him. It was, of course, mostly female clothing, though there were a few gender-neutral outfits for when he needed to go out alone. However, all of his boxers and briefs were thrown out and replaced with soft panties of various pastel colors. It took him a moment to adjust, but soon he couldn't imagine wearing any of his former clothing. 

This was also the time she introduced the chastity cage for his cock. He'd never been able to get her off with it and once pegging became their primary sexual activity, she explained that since it wasn't really being used he ought to let her lock it up. He took a little convincing, but he finally caved. 

Handing over that level of control, the rest of his submission to Jo was fast. He'd already let her direct what he was allowed to wear, how he looked, what he ate, and even control over his dick. Their dom/sub relationship almost immediately moved from the bedroom to becoming a full-time arrangement. Jessie quickly became an obedient submissive femboi ready to drop everything and do whatever his beloved mistress Jo requested.

Jo snapped out of her reminiscing and returned to the present where Jessie was still kneeling and waiting. She thought about what she was planning to do and realized that this is something that they had been moving toward from almost the beginning though they hadn't known it at the time.

"You are looking particularly cute today," she said to Jessie as she walked behind him and pulled a simple cloth blindfold from her pocket.

"Thank you, Mistress," Jessie said happily, smiling at the praise, as Jo tied on the blindfold and then took Jessie's hand.

"Come with me, baby," Jo said as she led Jessie toward the play room she had set up earlier.

Once they entered, Jo led Jessie to the middle of the room and wordlessly lifted his arms up. Padded cuffs where attached to chains that hung from the ceiling and she secured both of Jessie's wrists. She then knelt down and pulled down his panties to his ankles, prodding him to step out of them so she could lay them aside. Next, she picked up a spreader bar that she had laid nearby earlier. She locked the ends around Jessie's ankles, forcing his legs apart and then secured his ankles to rings bolted into the floor. Finally, she moved to the side of the room and tinkered with a pulley that adjusted the chains holding Jessie's wrists, removing any slack. Once done, she gave his arms and legs and few gentle pulls to make sure that he was properly immobilized. Satisfied, she went to the play room door and pushed it shut, closing them both in the sound-proofed room.

She moved back behind Jessie and removed the blindfold. She circled back around to stand in front of him and watched him blink, letting his eyes adjust to the light in the room. It was much brighter than it typically was, but Jo was going to need the extra illumination for what she had planned. After Jessie had acclimated to the light, he looked at Jo questioningly, not sure why he had been blindfolded for such a short time and only to be brought to the play room which he was quite familiar with. Reading his expression, Jo smiled and said, "I have some special items in here today, but I didn't want you to see them just yet. They are on a cart behind you, but we'll get to those later. First, I think we'll start with a milking."

Jo knelt before Jessie and pulled the key to his cage from her pocket, gently freeing his cock and balls from their confinement. Jessie looked down as she quickly removed the device and asked, "Really? I just had a milking 2 weeks ago. You usually only do that once a month."

Jo looked at him. "Sort of. I was thinking of doing something different this time. But first, I want to ask you something serious. Not between pet and Mistress. This is between Jo and Jessie."

Jessie cocked his head but didn't respond.

Jo asked, "How long have we been together?"

"Two years, Mist--I mean, Jo."

"And in that time, I've pretty successfully feminized you. I know you've heard the times we've been out and a salesperson has called you "ma'am". Hell, you are even more effeminate than me, though I quite enjoy my more tomboy-ish looks, as do you. Am I wrong about any of that?"

"No, I've loved it and how you've helped me discover and develop the femboi within me."

"I think it's time for one last big step," Jo took a steadying breath. "I want to cut off your cock and balls. We no longer use them for anything other than milking. You yourself have said that your orgasms from my strap-ons are better than any others you've had. And I love you so much that I dearly want to see you become the perfect little femboi you truly are. Will you allow me to castrate you completely?"

Jessie's eyes widened at her statement and he took a moment to answer. "Jo, I love you so much. I want to be with you forever. You are right, my cock and balls are pretty much useless to me. I can't think of anything to show my devotion more than letting you remove the only thing I have left that is unmistakably male. Yes, please castrate me."

Jo let out a cry of delight at Jessie's acquiescence and gave him a hug and a deep, loving kiss, though it was somewhat awkward, chained up as he was. She took a step back and caressed his cheek. "Oh, I'm so happy and you are going to be so beautiful. 

She let her look become more dominant and her eyes a little harder, stepping back into her Mistress role.

"Now I think I should get a little more comfortable", Jo said, picking up Jessie's chastity cage and moving to set it on a small table against the wall. "I guess you won't be needing this anymore after today," she said with a chuckle.

She turned back and regarded him, enjoying the view of his effeminate body naked, exposed, and helpless with his arms chained over his head and his legs locked apart, unable to close them. Should could hardly wait to see what he looked like after he'd been castrated and no longer had his balls providing him with testosterone.

Jo grabbed the hem of her tank top and tugged it up and off, making sure to flex her strong arms as she did. She then unsnapped and unzipped her pants, tugging them down her toned legs and leaving her in just her sports bra and simple panties. Jo grinned as she saw his cock starting to stiffen from her display. She idly wondered if it knew its fate. Jo next pulled up her sports bra and tugged it off. She dropped it on top of the other clothing she had shed and ran her hands over her breasts. She didn't have a huge chest, but she had a decent pair of b-cups which suited her just fine. She let out a soft sigh as she traced her finger tips over them then giggled as she looked back at Jessie, his cock already at near full-mast. Jo hooked her thumbs into the waistband of the boy shorts she had been wearing under the jeans. She never wore panties, saying that those were for fembois like Jessie. She tugged them down and off and ran a hand idly over the neat landing strip of hair above her vagina and letting Jessie get a good look at her. One of the jobs she had him do was to regularly attend to her landscaping down below. It was easier than contorting to do it herself and Jessie took pride in the job he did. 

Jo stretched, set her discarded clothes on the same table where she had left Jessie's cage and then looked to him, smiling at how his cock was now fully hard and twitching in time with his heartbeat. She retrieved a small bottle of lube and a towel from a shelf and then moved toward him. "My, so hard already? Do you think your cock knows what is coming and is desperate to unload its contents before it is removed?"

Jessie just blushed but didn't answer.

"Ready for your final milking, pet?" she asked, though the answer was obvious.

"Yes, Mistress," Jessie replied, also smiling.

Jo applied a small amount of lube to her hand and spread it over Jessie's cock, the organ jumping at her touch. Jo wrapped her hand around it and began steadily stroking it, smiling at the sound of Jessie's quickened breathing and soft sighs. After a few short strokes, she noticed a bead of pre forming at the head of Jessie's cock. She paused her stroking for a moment, just holding his cock for a moment, and looked up at her love. 

"I want you to cum good and hard for me, pet. I want you to remember that this is the last ejaculation you will have and I want you to completely drain your balls before they are cut off." Jo grinned as she felt his cock twitching hard at her words and saw Jessie's hips flexing, trying to hump her hand. She slowly resumed her stroking as more pre dripped from the head of Jessie's cock. Jo thought for a moment, then smeared the cum on her non-stroking hand. As she continued stroking him, she reached behind him with her cum-lubed fingers and slid them gently into his ass, finding his prostate his practiced ease. She watched Jessie's eyes roll back in pleasure as she stimulated his g-spot and his cock drooled even more precum.

After a minute, Jessie was panting and groaned out that he was close. Jo increased the speed of her stroking and pressed harder on his prostate. She kissed his groin and said "Yes, pet. Let it all out. Drain yourself. Cum for the final time."

Jessie cried out at her words as he came explosively, large ropes of seed surging from him. It was as if her words had been heard by his subconscious and his body was fully draining his balls. She continued to stimulate him until his hard, thick spurts began to die down to small twitches and his cock became super-sensitive post-orgasm. She gave him a few minutes to come down from his high and for his cock to soften after the last dregs of cum had poured from it, a large puddle of cum now on the floor before him while he hung limply from his restraints. Jo went to the sink they had installed in the play room and cleaned off her hands, then went to a small mini-fridge and retrieved a bottle of water. She opened it and slid a straw in it, holding for Jessie to sip and rehydrate while Jo lovingly caressed his face and hair repeating that she loved him and how happy she was about his impending castration. Jessie drank deep and smiled, relaying that he felt the same as she did with his eyes.

After letting him drink, she decided to give Jessie a few more minutes to recover while she went about cleaning the area. She wiped up the puddle of cum, then took a soft washcloth and thoroughly cleaned Jessie cock, balls, and groin area. She took the used towels and washcloth and left for a minute to drop them off at their washing machine then return and re-sealed the play room. Jessie had now recovered enough that he was now standing on his own, no longer relying on the chains to keep him up. Jo smiled and said, "Ok. I think we are ready."

Jo went to the sink once more and scrubbed her hands, making sure to clean them carefully. She then slid on a pair of latex gloves and approached Jessie. She walked around him and grabbed the cart then rolled it into his line of sight. Upon the cart were a variety of instruments, but he particularly noticed the scalpels, some sort of needle and thread (for stitches, presumably) and some syringes filled with something. Jo also rolled a small stool around front and adjusted it to the proper height to allow her to do her work comfortably and carefully. She stood before him at her full height and turned his face to look at her. "One more time, I will ask you. May I take your cock and balls?"

Jessie nodded, "Do it. Take it all. It's yours."

Jo smiled and sat on the stool before Jessie. "Ok. First, the anesthetic. Now I won't lie," she began, "this is going to sting a little, at first but it won't last long." Jo picked up the first syringe and carefully inserted it just above Jessie's groin. He hissed a little at the sting as she injected the numbing chemical but as promised it didn't last very long and he felt the area going numb. Jo injected the other syringes at various points around and near his genitals and waited a few minutes. After she felt enough time had passed, she looked up at Jessie.

"How does this feel?" she asked as she pinched part of his scrotum hard.

Jessie didn't flinch or really react, merely saying, "I can kinda feel something pulling a little, but it dulled. No pain, though.

Jo then asked "How about this?" and slapped his cock hard enough to echo in the play room. Jessie shook his head and answered the same.

"Good. Then time for the real thing," she adjusted the stool up to where her head was at Jessie's chest level but his genitals were in easy reach of Jo. 

"I want you to look at me, only me," she said as she picked up a scalpel. "Don't look at what I'm doing; keep your eyes on me."

She circled her hand around his scrotum and began tugging downward. She then made the first incision, opening up his sack carefully. She then began narrating her actions, looking into Jessie's eyes as much as she could while she worked.

"Okay, I've made a large enough opening. I'm going to push out one of your testicles now. Keep looking at me, baby. Can you feel me pushing it? It's slipping through the cut. Ok, that's one outside of your sack. It's so small and fragile looking. Don't look down. Keep your eyes on me, pet. That's it. I'm tying it off. All right, here we go. I'm cutting the cords now. And done. That's one testicle down. One left. You look so lovely as I'm castrating you. So beautiful. Ok, I'm pushing the other one out now. Tying it off. Ok, keep looking into my eyes, hon. This is it, your last seconds as a male. Annnnd....done. You've been castrated. I'm so happy, baby. Now to cut off your dick. No, don't look down yet. Can you feel my hand wrapping around it? Can you feel the pressure of the scalpel against the base? Keep looking at me. The scalpel is cutting through it now. It's a quarter of the way through. Now it's halfway. Look at me. Here it comes. And it's off. You've been completely emasculated, honey! Keep looking at me while I sew this up."

Jo stopped her commentary for a moment as she stitched up the cuts she had made and cleaned up the blood. 

"Oh baby, you look so beautiful. I can hardly wait for this to completely heal up and leave you so smooth and soft between your legs. I'm going to call a doctor friend of mine to come over tomorrow to handle to finishing up. She'll need to reorient your urethra and remove any excess skin left over. She's a professional and once she's done it will look like you never had anything there at all."

Jo removed Jessie's restraints and slowly lowered him down to cuddle with him, spooning up behind him and sharing the heat of her nude body with him. She hugged him, wrapping her strong arms around him, telling him that he was loved and that she would take care of him. "Look," she said after a minute and grabbed a small tray, bringing it before him. On it were laying Jessie's balls and his severed cock. He gasped. "Yes, that's it, pet. They've been truly removed. I'm going to have them preserved as proof of our devotion. But for now, let's just relax, my lovely little femboi."

Jo cuddled her Jessie until they eventually fell asleep.