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Chapter 11
by
Nicegent42
What's next?
Chapter 10
The day had been one of the worst for Zeek in recent memory, the photos of him in flowing sundress hadn’t been close to the end. Next came a dress of some sort of nylon cotton blend, it was navy blue he had to put it on like a coat as it wrapped around him before it was tied off. It apparently being called a wrap dress, it had been shorter than the first thing he wore making him feel even more exposed. The wedge heels were traded for a pair of black rounded toe four inch glossy black shoes. Just changing the outfit hadn’t been enough, the pair of women had dragged him to his own vanish mirror where an assortment of makeup was laid out and he was instructed on how to remove his current makeup and then redo his look for the new outfit. He of course looked like a clown, but with help… the girls doing most of the work he once more looked pretty much exactly as he had before, only now having some dark blue shade of eyeshadow. He endured more photos and more photos as he had to change up his hair once more.
Sleep couldn’t come quick enough to the virtually imprisoned Zeek as he finally was able to get into bed, still wearing what had been dubbed as his panties. While he lay there, Theadora sat at the edge of his bed, one leg crossed over the other, her warm hand resting on his exposed chest. “Ezme, if you're staying over we are going to have to get you some nighties, OH! What do you like more, a chemise or babydoll nighties?”
“Ahh, anything on you.” he said trying to win points. That was when he felt a light slap on his chest.
“No silly, for you. A babydoll has a form fitting bodice, being loose or flared on the body, while a chemise is fitted all over. Just imagine…” Thea started to run her fingertips over the prone young man’s chest, slowly moving lower down his body. “Satin fabric flowing around you, like a cloud. You both comfortable and sexy in bed, Ezme… doesn’t that sound nice?”
The lingering touches and cooing voice of Thea had Zeek nodding as blood pumped to his groin. “Yeah, yeah that feels nice.”
“Mmm, it would.” Thea added. I love hearing how Ezme wants to feel sexy. Hmm Ezme, Ez-mee, Me… May!”
The disappearance of Thea hand got Zeek’s attention more than her exclamation. “What?”
“Ezme, would it be okay if I called you May for a nickname? I think it is cute and fits you so well.”
“Ahh, sure?”
“Perfect!” Thea stood up starting to move to the door much to Zeek’s disappointment. “Almost forgot!” she said before spinning on the ball of one of her feet, coming back next to the bed, leaning down to give her little doll a quick kiss on his lips and skipping to the door. One of Zeek’s last sights before the lights were turned off was Thea practically bouncing out of his room and closing the door while he could only think of two things. That kiss, their first and how horny he was after she worked him up.
Slipping the cotton panties down Zeek started to touch himself, sliding his hand down the length of his manhood thinking about Thea as his other grabbed some tissues, hoping the next time it would be her hand doing this to him.
Soon enough another day dawned, and Zeek was gently brought out of his slumber by the soft call of his name, or rather, a name that had been bestowed upon him, and not by choice.
“May… May… Time to wake up, gorgeous…”
Zeek’s eyes fluttered awake to behold the beautiful vision of Thea, sitting right next to him on the edge of his bed. When she had left the room the night before he had imagined her coming back, sitting right where she was now, telling how she always wanted him as she gave him a hand job.
“There you are sleepyhead. You’ve got a busy day ahead of you unfortunately, so make sure to get yourself nice and clean in the shower. I’ll leave an outfit out for you; just let me know when you’ve gotten dressed and done your hair, then we can do your makeup together, okay?”
The double whammy of it being the morning and the love of his life right there next to him, Zeek was sporting wood. Thea and Zeek’s eyes were both drawn to it simultaneously, and the former jumped out of his skin to sit up and cover himself, blushing like a pinot grigio rose.
Thea giggled, covering her mouth. I didn’t know you were so excited to get all dolled up! Don’t worry; I’m excited too.” Thea flirted, adding an almost musical tone to her words, touching Zeek’s thigh briefly. “I’d recommend a bun or ponytail, so your hair doesn’t get in the way while you work, May.”
To repeat the habit of getting Zeek to endear to her using a nickname, Thea had started calling ‘Ezme’, May, while ‘her cousin’ used ‘her’ full name. When Thea had told Liz about the name she had come up with she only gave a half shrug. “One girl’s name is really good as the next. Not like I picked a stripper name, but wouldn’t that have been fun?” She had laughed as they looked through the many pictures that had been taken.
Zeek did as instructed, virtually all fight in him having been extinguished the night prior. Showered, shaved again, patted himself dry and even rubbed the lotion into his skin. It added a great deal more time to his normal routine, but thoughts of the negative consequences filled his mind. Liz running her finger across his thigh like someone checking for dust and feeling stubble was one such thought, but it made way for the memory of Thea, leaning into him, pressing herself against him and telling him how much she liked how he smelled.
Putting his hair in a ponytail was simple, though time consuming considering he had to brush it so many times then he got dressed in the tight-stuffed bra and panties that had been laid out for him. They looked similar to what he wore the day before with the white ruffled lace, but instead of yellow they were a plum purple. Zeek cringed, it was bad enough he wore his sister's underwear the day before and now he was being told to do it again, having no idea what he was putting on was brand new. It took some effort to clasp the bra and then when he looked at himself, the little vanity he had in his room the image made his stomach churn. “Does Liz want me to…?” he asked no one as he looked at his noticeable bulge in the plum colored panties, thinking about how she made him tuck himself. It hadn’t been painful, but it definitely was something he wanted to ever do again, much like wearing panties, or shaving his legs, but unlike those things where he had been directed to do them, no one had said he needed to keep tucking so he took it as a victory.
Next was the outfit itself a white wide-collared peplum top, not that Zeek knew what was called, only that the wide collared white girls blouse had ruffled sewn into the waistline of it, making it flare out slightly. With it was a short black pencil skirt, and pair of ‘natural’ coloured tights with black seams running up the backs, rolling them up and on as Liz and Thea had made him practice during their fashion shoot. A pair of three inch black kitten heeled patent leather court shoes served as footwear, while a silver bangle, plain black velvet choker, and diamond stud earrings clipped on with adaptors finished the look.
“Thea, I’m ready!” Zeek shouted out from his door after dressing, the depression in voice tangible.
“Like how we practiced!”, came Liz’s voice from downstairs, a smugness to its tone.
Closing his eyes Zeek counted to three before trying again. “Thea, I’m ready for you to do my makeup!” Zeek reiterated, his voice pitched up and more melodic in a manner not-too-amateurish; another skill taught to him the day prior, though one he was told he needed to practice to be the best Esme he could be.
“Coming! Oh you do look a treat, hon. I could just eat you up!”, Thea complimented as she returned from Liz’s room, where she had stayed the night.
With the head of the household, Edward, being gone, Theadora used the excuse of wanting to spend as much time with her friend as possible, staying overnight, and soon to be the week when she fetched some clothes and supplies from home. Truthfully, she was enjoying her time with Liz, especially seeing as she got to torment her brother. There was just something about seeing him all femmed up, embarrassed and helpless that she just found… alluring.
As Thea prepared the makeup products, lining them up in order of use. Zeek made a **** plea for salvation. “Please, you gotta help me! You gotta delete those pictures Liz has on her phone! And convince her to stop this fucking madness!”
Leaning a little closer so that her shoulder touched his, Thea let her head drop enough to the side so she could press the side of his head to his as well. “May this is for your own good; you could really learn a lot from seeing how a girl feels.” She then let her fingers glide over his nylon covered legs. “I’m a girl and I like that feeling, I’m betting you do too, so it can’t all be bad. Right?”
A chill ran through Zeek, putting on the tights had been a new feeling, rolling them up over his smooth legs had been enjoyable, Thea’s fingers only brought that to new heights. “Yeah, but I’m a boy.”
Thea pulled away with a tisking sound. “For now you are a girl, a pretty one at that. Take pride in that fact, you do like pretty girls don’t you?” Thea said getting up and moving behind Zeek, putting her hands on his shoulders and looking at him through the vanity mirror. “Right?”
“Yeah…, but again…” He was going to complain some more having enough to complain about that he could have kept going till the afternoon, but feeling her squeeze his shoulders, her grip pulling on the bra strap before moving into a shoulder massage he stopped talking.
“None of that now May, I want to hear you tell me two things. That you are a pretty girl and that you like being pretty. After all, you already told me you like pretty girls.”
The skirt wearing young man gave her a disapproving look, he didn’t have much of a choice other than to look this way without Thea’s help. It was either keep going along or his sister would show photos of him in a rather delicate situation that he wasn’t sure his father would give him a chance to explain, and if he did, getting him to believe him would be another battle. The shoulder massage continued though so he did as he was asked. “I’m a pretty girl and I like being pretty.”
“See! That wasn’t so hard. I like hearing things like that from you May.” She leaned in giving the captive another kiss on the cheek, enjoying the light blush coming to his cheeks. “Liz’ll probably get bored in a couple of days anyway. But think of the good things that you can get out of this; girls love a guy who’s empathetic, so you’ll just be all that more attractive to the ladies. I know I like my gurls like that…”
Pulling the frilly black scrunchie from his hair, Thea brushed it to the side to kiss him low on the neck, and then a little higher. Then let out another light laugh near his ear as she felt his body grow tense. “The low ponytail doesn’t look quite enough, let's move it higher up your head, it will look cuter and I now that is something you want to be, isn’t it?”
Swallowing his saliva and trying to keep himself from getting a hard on, Zeek answered in a small voice, knowing what the kinky, sexy woman wanted to hear. “Yes, I would love to look cuter.”
What's next?
Locks for Love
Hair
Ezekiel is sick of hearing about how perfect his older sister is and plays a mean "prank on herby cutting her long hair, as punishment her has to learn how much effort goes into having long hair but soon as their father goes out of town thing get so uch more involved and worse for him.
Updated on Feb 12, 2026
by Nicegent42
Created on Dec 8, 2025
by Nicegent42
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