This choice: Sheila suggests a day clothes shopping • Go Back...Chapter #33Sheila suggests a day clothes shopping by: Kirafair   Sheila awoke the next morning in an exceptionally good mood. Partly due to the fact her cock was fully erect. What did men call it? The ‘morning wood’ she seemed to recall. She reached down with her right hand and gently stroked it. Masturbating last night was an interesting new experience. Though not quite as good as sex with Amanda.
Which was a reminder of their conversation last night. Amanda reported her mom’s rehab for the broken leg was proceeding well. However, her best guess was she’d need to stay another few weeks. Sheila faked a sad acceptance but secretly she was delighted.
Her plan to get Kyle well versed in living the life of ‘Sheila Greene’ was moving ahead nicely. He was getting to know her coworkers, had already developed some basic cooking skills, and was about to experience his first menstrual cycle. Most impressive of all was his ability to apply makeup. Sheila seriously doubted she could do much better. All this was accomplished in less than a week.
‘By the time Amanda gets back, her husband will be indistinguishable from her best friend’ she thought while pumping her cock. It didn’t take long for her to cum.
*****
Sheila entered the kitchen and found Kyle already at work preparing breakfast. Leaning against the door jamb with a satisfied smirk, she watched him flit about the kitchen in just a nighty and panties.
“Good morning Kyle” he chirped upon noticing her presence. She took a seat at the kitchen table pleased to see he was staying in character. It would be helpful to keep this up the rest of the day but another idea had occurred to her. Since his training to be ‘Sheila’ was going so well, it was time to move on to more advanced levels.
While they ate, he must have been wondering about today’s activities as well. “Any plans for today, Kyle?”
She placed both palms together under her chin and nodded as if conceding defeat “I give up, you’re too good at this”
His face reddened in modesty “Oh stop! You did really well yourself. The lawn and car look great. You won’t hear me complaining if in the future you’d like to stop by and cut the grass or wash the car”
At times Sheila could scarcely believe her good fortune. Kyle was making this too easy.
“Thank you, I did enjoy it. But I was thinking for today we could head to the mall and do so some clothes shopping”
*****
The change in plans caught Kyle off guard. “Shopping for me, ummm I mean you?” he asked
She appeared thoughtful “For Amanda actually though we probably won’t end up buying anything”
He was even more confused. Sheila continued: “Remember a few weeks ago when you came along with Amanda and me to the craft fair?”
Kyle grimaced at the memory. Or what he could recall of that day. He’d twinned Sheila and drank a little too much at dinner. Amanda got confused who her husband really was when he fell asleep on the way home.
Sheila was still explaining her idea: “….you learned so much about which jewelry Amanda likes, right?”
“I guess,” he said noncommittally.
“So for today, I’ll teach you about women’s fashion and what kinds of clothing will look good on Amanda. Then whenever you buy her a present, there will be a greater likelihood she’ll love it”
He mulled it over. Amanda never complained but he was aware she’d returned some gifts he purchased for a birthday or at Christmas. Despite how the day ended, the outing at the craft fair had proved very educational. Amanda had heaped effusive praise on a set of earrings he’d picked out. He would do anything to become the best husband possible.
“Sounds like a plan” he said enthusiastically
A few details still remained to be ironed out. It was decided Sheila would morph into ‘Amanda’ once again while Kyle remained in her body. However, she was the last one to use the Medallion.
“Set the timer for 10 minutes and try to unlock one of my memories. While you do that, I’ll clean up the kitchen” she commanded.
Though they hadn’t studied this new feature of the Medallion very much over the last few days, it had always been in the back of his mind. Kyle thought he detected a pattern in which memories could be unlocked. Recent ones, such as those which happened in the last day or so, had a higher success rate than older ones. But those with a strong emotional attachment, no matter how old, could be recalled. For example, he could remember in exquisite detail wearing Sheila’s beautiful wedding gown as if he was the one getting married that day.
Without any prompts, Kyle was able to unlock the memory of the first dance at the reception with her now ex-husband Frank. Everyone was watching from the edge of the dance floor as he was swept around in Franks’ strong arms. Unbidden, the lyrics to the song sprang to mind.
https://youtu.be/rtOvBOTyX00?si=FhS8bQMC...
Unfortunately, their love and marriage did not last a thousand years. Less than four it turned out. When she inquired if he had any success, Kyle shook his head
“Nope”
He didn’t want to admit it because this felt like an invasion of her privacy. But he had no regrets. There was something indescribably special about wearing that lovely dress and being the center of attention.
*****
Sheila missed having Kyle’s male physique but she considered today to be an important milestone in his training. It would definitely raise suspicions later on if ‘Sheila’ suddenly started dressing like a clown. When the time came to make their role reversal permanent, Kyle needed to be as knowledgeable about fashion as she was. Clothing her voluptuous body could be a challenge at times.
Luckily, he perceived their day at the mall as the means to become a better and more considerate husband.
‘Don't worry Kyle, I’ll make sure to take good care of my ‘wife’. I’m already a better lover and soon I’ll be a better version of you. At everything’
Sheila actually educated him on which colors and types of clothes were best suited for Amanda’s dark brunette hair and strawberry body type. The latter aspect could be tricky since her shoulders were a touch wider than most women’s. While not directly helping her cause, he would eventually need to seamlessly become Amanda’s BFF going on shopping trips.
While they browsed the women's clothing sections, she also took the opportunity to teach him about what worked best with her body. When he questioned why this was important, she pointed out “A solid foundation of fashion knowledge may come in handy when you least expect it. For example, both Amanda and my body look great in warm Red tones. But remember, she won’t look good in something best for 'you' since we have different body types.”
He nodded appreciatively “I see. You know this all might one day prove beneficial in developing a future marketing campaign”
Sheila smiled platonically. It was wonderful when he agreed to do what she wanted all along.
Over the next several hours, Kyle ended up trying on dozens of outfits including different types of dresses, skirts, slacks, and tops. Not to mention the foray into the Shoe warehouse. For a second there, she thought his brain was about to melt down. Sensing he was nearing the end of his endurance; she pulled him aside outside a dress store.
“Let’s make this the last one for today. I want you to pick out a lovely dress for yourself and one for Amanda. Ready to test how much you’ve learned?”
The mere mention of Amanda buoyed his spirits. He diligently sifted through rack after rack of items. When Kyle exited from the dressing area wearing his selection, she clapped excitedly
https://www.pinterest.com/pin/5889864575...
A tad more conservative in design than she might have gone with but the asymmetrical neckline and slit at the thigh made him look quite alluring. All her training was really paying off. Kyle was in no way acting like a man forced to go clothes shopping with his wife. Kyle appeared smitten with the dress as he turned back and forth in front of a mirror.
Kyle blushed at all the compliments she offered. Next it was her turn to try on the dress he picked out for Amanda. The choice was a cute A-line dress with a White lace bodice and pleats of chiffon below the waist. Sheila was certain Amanda would have adored it.
“Girl, you aced the exam!” she said, patting him on the shoulder.
*****
They soon returned home and enjoyed a light dinner as two women. Kyle was both excited and proud of his accomplishments this afternoon. Sheila felt an equal measure of pride in her student. This left one item outstanding on her ‘to do‘ list for this weekend. Kyle had yet to experience the full menstrual cycle which was due to hit any day now. After employing the Medallion to change back to her normal self, she brought this up
“I was thinking…” Evidently, Kyle was still in a good mood from his success at the mall
“Go on” he said with a smirk
“I know you need to shapeshift back so you can go to work tomorrow. But no one will really know what’s in your pants. Or lack thereof…” she said suggestively
To his credit, he didn't immediately object. They had previously discussed the idea where he could give Amanda an occasional break from the monthly cycle. Their hypothesis still needed confirmation though.
“So, change everything on my body except I’d keep your uterus and all the plumbing?” he asked with a thoughtful expression.
“Pretty much. Think about it! We could be riding the Crimson Wave together” she giggled
*****
Kyle thought this might not be the craziest thing to occur this week. With Amanda’s wellbeing in mind, Kyle agreed. A minor issue did crop up. He wouldn’t be able to wear his normal boxers underwear. They were too loose to hold the feminine pad snugly in place.
Thus, tomorrow at work he would be wearing one of Sheila’s panties.
Later, Kyle kept thinking about today at the mall. To his surprise, he had really enjoyed himself. Too bad he'd never be able to wear that beautiful dress again. Kyle would have loved to be able to walk around the office looking so glamorous.
What’s next for Kyle?
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