Danny tries to hold onto his masculinity

Just wanted to thank all the guys, girls, and gurls that have read, liked, commented, and especially messaged me about this story! It’s so sweet you guys are enjoying my little fantasy about Dani and his feminization! Please keep commenting and messaging me, I looooove to talk about ideas, thoughts, criticism, and even just to chat about stories in general!

Please enjoy the next chapter in Dani’s feminization nightmare!

There was no way Danny could walk into his lecture hall dressed like a girl! And he knew Jessica wouldn’t have him dress modestly. He was a man and he had to remember that. Even after that spanking and telling Jessica he’d be her “good bimbo girl” he just couldn’t bring himself to willingly put on a skirt and heels. “Oh god, what is she gunna make me do when I choose my boy clothes???” Danny worried to himself.

“Mistress I can’t go to class dressed like… like… a girl. Can I please choose the first option and go in my boy clothes?” Danny begged to Jessica, pleading with his eyes hoping she’d have leniency.

“Ohhhhh Dani, I thought that spanking would have set you straight. Well, not straight exactly since you’re so boy crazy lately. But I was hoping you’d pick cute girlie clothes like me. Oh well, I’ll get it through that macho side of you soon enough. Yes, you can go in your boy clothes. Now get in the bathroom so we can get you out of your lingerie. Damn girl, your ass looks AMAZING in that thong! And just the right shade of pink from your spanking lol. Hop to it girlfriend! You can’t be late for your exam” Jessica lightly slapped his rear one more time to get him moving.

Danny minced into the bathroom, rubbing his sore ass, thankful that he was getting out of these constricting clothes! His waist felt so tight and tiny and his feet were killing him. Jessica turned him around and undid the laces of his corset. Danny breathed deep for the first time in forever, finally free of the **** device. Next, she took a key off her necklace, right next to the key to his cage, and undid the locks on his heels. Stepping out felt like heaven, but he had trouble lowering his heel to the ground. Standing on tip toes, he realized he had been in heels for so long that his feet got used to them. “Hopefully this will wear off soon!” Danny wished to himself. Danny undid the bra, with a lot of effort still unused to the feminine task of unhooking a bra on himself. He’d done it so many times before on girlfriends and flings but doing it on yourself was a different story. Finally, he slid the stained satin thong down his legs, along with his white thigh high socks. With a feeling of fear, Danny reached behind himself to grab the base of the plug. His intruder made itself known again once he started moving around. Danny bent over, grabbing the sink with one hand the plug with the other, as he slowly twisted and pulled the plug from his ass. A low moan escaped, as well as some precum from his cage, as he worked the plug past the widest point. Slowly he pulled it out until the silicone plug was out. Disgusted, he dropped it in the sink.

Naked, except for his cute little pink cage, Danny stood in the mirror. Before him stood a slightly flat chested girl. Her hair was still up in a pony and her make up looked the worse for wear, but still a sexy girl. Danny would have no question he would hit on her in a bar if given the chance. Now, he would be the one getting hit on! “Oh no, I’ve already been hit on. Multiple times! Wtf has my life come to??” Danny looked down at his body and saw the red marks from the edges of his… the bra (it’s not my bra! I’m a man damnit!) as well as the indent marks from the boning of the corset. Even with the corset off, he still had an hour glass figure. “God I hope that goes away too! Damn my hips being so big! Makes my figure look so much more… girly!”

Danny turned on the shower and got it very hot to try and physically and mentally scrub away the humiliations of the last day. He took his hair out of its pony and was about to grab his shampoo when Jessica’s pink manicured hand reached past the curtain. “No more 3-1 shampoo/body wash/car degreaser for you, sissy girl! Here, use these on your hair and this on your body and this one to get your old make up off. Looks like your hair remover is still going strong but we’ll follow up with that in a few days. Hurry up sissy!”

Danny grabbed his new shampoo and soaped up his hair. It felt so great to just have a moment to relax in the shower. But then the smell of the shampoo came out. Smelling of fruits and flowers, Danny was reminded that this wasn’t his normal shampoo, but one to feminize him even further. He washed out the fruity suds and put in some conditioner. The same fruit smell permeated his nostrils. While it smelled great, he didn’t want his hair to smell this… girly!

While he let the conditioner soak in, he scrubbed his face with the make up remover Jessica provided. Feeling refreshed and somewhat feeling like his normal manly self without the feeling of make up on his face or the heavy lashes on his eyes, Danny soaped up the rest of his body with another lavender scented body wash. His skin felt so silky and smooth without hair, and the water and feminine soap made it feel like heaven. He soaped up and down his body, surprisingly focusing on his chest and nipples. He’d never noticed before how sensitive his nipples felt, and if he closed his eyes he could imagine that the small breasts he was fondling were not his own while still reveling in the feeling of having his own chest fondled. Danny bit his plump lip in lust as he pinched a nipple and struggled to hold in the moan that escaped his open mouth. His cock tried to get hard in its cage, twitching wildly from the feeling on his nipples. Snapped back to reality by the painful feeling in his crotch, Danny finished off soaping his body, rinsed off, and stepped out of the shower. “Get it together, Danny! Stop feeling yourself up like some slut! All this girly shit is getting to me. Come on Danny get back to your dude self!”

Danny toweled himself off, patting to dry as trying to rub his skin dry was irritating. He walked out of the bathroom with the towel around his waist.

“Um, fix your towel, sissy! Can’t be showing off the girls like that!” Jessica said as she whipped the towel off his waist. Danny stood there naked except for his cage when Jessica started laughing. “Hahahahha even naked you still look like a girl! Look at those hips and that ass! And no wonder that push up worked so well, you got little titties on your chest hahaha I don’t know how I didn’t notice that before when we were dating. Maybe with your “clit” caged up, your femininity just rose to the surface. To be honest, it wasn’t much to look at before it was caged, but now the pink cage really draws attention to your girly self! Now you just look pathetic. Look down and say ‘that’s a MAN’s body’ Hahahaha no way girlie. You’re much better as a girl. Now say thank you for bringing out my inner girl, Mistress” Jessica pulled out her phone and started recording.

Danny, filled with confidence from being out of his slut attire, was plunged back into humiliation by Jessica’s scathing tongue he tried covering up his cage, even putting his hand across his chest to cover his nipples, but all it did was make him look even more pathetic and submissive. Hanging his head, Danny answered, remembering to use his sissy voice “thank you, Mistress Jessica, for bringing out my inner girl.” Now she had a video that clearly showed it was Danny in only a pink chastity cage thanking Jessica for making him girly. His **** hole dug deeper and deeper

“Much better bitch. Now I’m tired of looking at your naked self, as cute as that ass is we gotta get you dressed. Here, put this on” Jessica handed him a bundle of fabric that looked much too small to be his underwear and boy clothes.

Danny held out a pair of hot pink lace boy short panties with a silky crotch. He also held an unlined matching hot pink lace bralette, sheer through the lace to show off his nipples. Next was a matching hot pink waist cincher with 6 garters hanging from the bottom. Finally, a pair of hot pink stockings with a lace welt.

“Mi-Mistress I thought I was wearing boy clothes to class today???” Danny asked, getting angry at the clothes before him.

“Yeah, sissy, you’re wearing a boys shirt and pants to class but I didn’t say you’d be wearing those ugly boxer briefs. Those days are long past. Dont worry, I already gathered up all your ugly boy undies and threw them in the trash chute. Come look at your new undies drawer!” Jessica opened the top two drawers of his dresser where Danny had his socks and boxers.

Instead of his normal bland and drab guy underwear and socks, a rainbow of lace and silk and leather and latex was displayed before him. Every type of panty was in his dresser, bikini and boyshort, thong and tanga, and everything in between. There were even some crotchless panties in there. Danny held up a pair of pink latex cheeky panties with a zipper that went from the front all the way to the back. He looked in the next drawer and saw a similar situation but with bras. Most of these were push up bras but, like the one Danny was gunna wear that day, there were some sexy unlined bras as well. Inside were a number of corsets as well. Some full bust corsets that had their own cups, as well as just waist clinchers as well. In that same drawer were stockings of all types. He’d have panties and bras for months! Danny sat there shocked at the femininity before him before turning to Jessica with an open mouth.

“Do you love it?? Oh you’re so surprised you’re speechless! You’re welcome sweetie! You know my Daddy is LOADED and I’m such a shopaholic that I could use more space in my dresser. I’m glad I was able to start your new wardrobe sissy!! Now thank Mistress for your new pretty lingerie, and give me a kiss on the cheek too sweetie” Jessica bounced with glee seeing her sissy humiliated by his new attire.

“Mistress… you threw away all my underwear??? And all I have left is panties?? What am I supposed to do??”

Jessica raised her hand to give him a spanking again but Danny shrinked away from her raised hand and quickly begged.

“I’m sorry Mistress!! Please don’t spank me again! Th-thank you for my p-p-pretty lingerie!” Danny quickly gave her a kiss on the cheek, blushing with shame from the humiliating act.

“Good girl. You learn quickly but that outburst can’t go unpunished. Sit down on the bed, your nails need some TLC… and maybe some color girlfriend.”

Danny sat, scared to piss her off again but his mind reeling that she was gunna paint his nails! Jessica went back to the suitcase and grabbed a bottle of hot pink nail polish, a base coat and a top coat with some sparkle to it, as well as an emery board and some clippers. She sat next to him on the bed, grabbed his legs and pulled them onto her lap. She got to work trimming and buffing his toe nails as he sat naked on his bed.

“You know i thought you’d be happier after last night to have your own lingerie. You were so happy confessing that you are a girly sissy girl. I’m sure your old macho man ego is hard to get rid of, but we’ll work on that” Jess teased as she finished the base coat and started painting his toes a bright pink. “You loved your little bunny outfit so much. And I know it was a big step taking ‘Daddy’ in your mouth but you finally did it! Such a big step to accept that you weren’t adequate as a man and that being a ‘girl’ to a man, while it might be gay, is totally fine! You took that big BLACK cock like a fish to water honey! Honestly I was impressed.” Jess finished the two coats of pink polish and put on the sparkly top coat to protect the color. “But when you took my vibrator like that??? Holy cow girl, you could have been an onlyfans girl! You know, maybe that’s a good idea. That video of you cumming like a bitch with my vibrator so deep inside you would make a killing on onlyfans!” Jess finished the top coat and grabbed Danny’s hands to file and shape them. “Oh sweet heart, your nails just won’t do. We’ll have to get you set up with my nail lady. Get some cute acrylics on these puppies. But for now, I’ll just shape them and put a clear coat on them. I knoooowww you want to be in boy mode today, but this should satisfy your sissy cravings” she teased and she put the last swipe of sparkly top coat on his nails.

“Alright sissy, enough pampering. Get up and get your cute little undies on” Jessica pushed him off the bed.

Danny looked down at his toes, seeing them hot sparkly pink for the first time. Did he always have such dainty feet? Without hair and with the polish, they looked…. Cute. Danny looked at his hands, hand out with fingers splayed out like a woman admiring her ring. While not immediately noticeable, if you looked at his hands you could see how the nails were much too manicured. And the clear coat made his nails shine with some sparkle in the light. “I look like some poof!” Danny thought.

Danny hesitantly grabbed the lacy pink panties before Jessica stopped him. “Panties on last when wearing suspenders. Easier to take off to go tinkle…. And for other things hahahaha” Jessica grabbed the pink waist cincher and wrapped it around Danny’s waist. Buttoning the front clasps, she tightened the laces as much as possible. Danny grunted and groaned, his short lived freedom from a corset now gone. He had to resume taking short breaths up in his chest. Next, she fastened the lacy bralette around his chest. While this didn’t have the push up affect of the bra last night, it still cupped his little titties and made them look so much more inviting in pink lace. His nipples were prominent showing through the sheer material.

“You can do the stockings yourself, sissy girl. You’re gunna have to learn to do it on your own so no time like the present” Jessica said as she handed him the pink stockings. Danny sat stiffly on the bed, unable to bend much with his **** posture. He followed Jessica’s instructions to roll them up like a doughnut and slowly slide them up his smooth legs. Again, electricity flowed up from the stockings to his groin, making his locked clit twitch and leak just a small amount. Danny tried to hide it from Jessica, but of course she saw.

“Hahahaha awwww the little sissy loooves her stockings! Look at the little girl twitching in her cage. And is that clit leaking??? Omg hahaha!” Jessica tormented Danny as he finished the other stocking before standing up and fastening the garters. He remained silent, seething in his own humiliation at the hands of his ex girlfriend. When he bent, at the waist of course, for his new panties, Jess stopped him once again.

“Oh no not just yet. Your little friend isn’t up that cute behind!” Jessica picked up the butt plug, went behind poor Danny and bent him over at the waist. Danny grabbed onto the dresser for support as Jessica stood with her hips right at Danny’s ass. She took the plug and lubed it up before unceremoniously shoving it into Danny. He groaned in pain at the sudden intrusion, feeling his sphincter wrap tight around the narrow base. With a slap on his pink ass, Jessica stepped away.

“Can’t have you not filled up anymore sissy girl! You gotta train that hole or you’re never gunna fit Demarcus in there hahaha sorry I was so quick about it but we’re running out of time. Here, put these on and get going or you’re gunna be late.” Jessica handed him a wad of clothes. Thankfully, they appeared to be jeans and a polo. Danny quickly threw on the jeans and polo before taking the sneakers Jessica handed him. Realizing they weren’t his, Danny took a closer look. They looked like white sneakers with a really thick heel. But looking inside he saw that his foot would be at an angle. These were heeled sneakers!

“Yeah I know those aren’t yours but I thought they’d fit the bill for a tomboy look and I know you can’t live without a pair of heels on. Put them on sissy!”

“Um Mistress, you didn’t give me any socks?”

“Oh I know I didn’t and I did it on purpose. Now put those shoes on sissy”

Danny just sighed with defeat as he slipped the white heeled sneakers on his feet. The sole was very thick as he was raised up about four inches. Surprisingly, his feet felt… normal in them. He realized his feet were aching before when he didn’t have shoes on and they must’ve been so used to the heels from the night before. The arched position in the heel gave the support while still keeping his foot in the arched position. Looking at himself in the mirror, he saw that the heels made his big girly butt even more prominent. And from the corset, his posture accentuated it even more!

With nothing to be done about the heels, Danny looked over his outfit to make sure his lingerie couldn’t be seen. Only the faintest outline of a bra strap could be seen through the shirt so he’d have to be careful about that. But his pants kept sliding down. He didn’t have a belt!

“Mistress could I please wear a belt? My pants keep sliding down”

“Hmmmm no I don’t think so sissy. You’ll just have to be careful so your panties don’t peek out honey. Now get a move on or you’ll be late!”

With that, Jess shoved a book bag, and a purse in his hands, and pushed him out of his apartment out onto campus.