Scene 7

Scene 7

It wasn’t long before Aaron found himself back in his navy long sleeved shirt and jeans, but things felt very different with the pantyhose underneath and the addition of the stuffed bra. The bra itself was one of those cotton white underwire bras with a tiny bow between the cups and for stuffing Eve had shoved balled up pantyhose into the cups. The C cup stuffed bra changed the way his shirt fit, it wasn’t enough for skin to show between his pants and shirt, but it was close. His sister was ever so helpful by giving him a red sash belt, the knot hanging off the side over his left leg, while the sleeves of his shirt were pulled up to look like they were three quarter sleeves, to look more feminine Evelyn had said.

“Looking good, little changes can make the difference.” Evelyn pressed her palms together next to her head as she grinned like a crazy person.

“Super, does that mean we are done and I can… umm…” Aaron cupped his hands to his fake chest, causing his gold necklace to jump slightly from the movement, it no longer hidden under his shirt. “Take this off?”

Eve put her hands on her hips as she shook her head. “Afraid not little sister we have a lot more to do to help you get in touch with the real you.”

“The real me? You know you are insane right?” Touching the little necklace around his neck he held it out. “You know I’m not a girl named Erin.” He said letting go of the piece of feminine jewelry before jerking his hand up to point at himself with his thumb. “I’m a boy, a man named Aaron.” His name and the feminine version of it were pronounced the exact same, but he knew she was aware of what he meant.

“A man? Hardly, but I do agree that you are a massive tomboy and I’m here to help.” She said with a slight shrug of her shoulders. “Now do you want my help or would you like the alternative?”

Glaring at the girl two years his senior Aaron clenched and unclenched his jaw a few times doing his best to stare her down, but as the seconds ticked by, him feeling the straps of the bra and the feel of the pantyhose on his legs with every slight shift that caused his jeans to rub against his legs he lost his steam and looked away. “Yeah, fine.”

“Ohhhhh no little sister. I want to hear you say this exactly. Please big sis, won't you please help me out of my tomboy phase so I can be the pretty girl I really want to be!” Evelyn narrowed her eyes as she leaned forward. “I want to hear that exactly.”

Aaron had no end to his anger, something he needed to work on, but his rage was impotent and the frustration in him caused his lip to quiver as his eyes began to water. “Please… Eve, please don’t make me say that.” The stern look he got in reply made his nervous habit show itself, swallowing the non existent saliva in his mouth. “Please big sis, will you help me out of my tomboy phase so that I can be the pretty girl I really want to be.”

Clapping her hands together Eve spun in place. “That was not exactly what I said, but it was close enough and of course I will help you little sister.” She then stepped forward to give her brother a big hug that left a slight blush to his cheeks. “Now the next step is getting you the right shoes!” Reaching under her bed she pulled out a shoe box, opening it slowly as if to build up anticipation. “You are just going to love these.”

What Aaron saw in the box would have been something he would love, so long as they were on a girl. He would have thought a sexy girl, but any girl wearing them probably already fit that description. They were a pair of glossy black seven inch stiletto rounded toe heels with a two inch platform. The way she was presenting them made his eyes go wide, knowing exactly what she intended to happen. Turning his head he looked to her room's bedroom door, ready to bolt. That was when he felt her hand grip his wrist.

“Erin…” Evelyn spoke like a school teacher talking to a misbehaving child. “You asked me to help, it is your job as a good girl to accept it and to thank me for it. Otherwise we can explore the option of our little sisters clothes or… and I like this option. When our parents come home you can still be dressed like this and as Mom to spank you for being a bad girl. I mean there is a third option, but I really don’t think I need to keep holding that over your head, or at least telling you I’m doing so.”

Tearing his eyes away from the door Aaron didn’t even bother to try and pull his hand away. “Thank you for helping me…” he said in a monotone voice.

“You can do better than that!”

With his lip trembling once more he looked into his eldest sibling’s brown eyes, forcing a smile to his face as he spoke in a more chipper voice. “Thank you for helping me.”

“That is the spirit! Now sit down and put on Mom’s shoes.”

It was not until he sat down that Aaron’s eyebrows shot up. “Mom? You mean these are Dalila’s shoes?!”

With a wicked grin on her face Evelyn placed the shoe box next to her brother. “Yes, though I have never seen her wear them. Can you imagine how amazing she looks in them though? In them she would be six foot five and looking like she is all legs, Dad might have a heart attack.” She said imagining him like any man would have all the blood flow from their head to their lower regions. “They won't bite you, stop staring at them and put them on, you can drool over yourself in the mirror after.”

Looking from the shoes, one that he would love to see Dalila in, and then his sister and then back again Arron nodded, feeling as if he had little choice. Reaching into the box his fingers slid across the black glossy surface of one of the heels, his teenage imagination went wild at the thought of his blonde busty stepmom wearing them and causing no end of discomfort as his member that was pulled between his legs started to awaken once more.

“Goooo on.” Evelyn rolled her hand in a circle, encouraging her brother to put on the high heeled shoe that just screamed come fuck me to men. She didn’t think she would be able to walk in them without practice, but could imagine wearing them out on a date, having a young man practically eating out of her hand. “They should be about a size too big for you.”

“What?” Aaron asked, he hadn’t even thought about it fitting or not till she mentioned it. “A size too big?”

“Yep, despite me having the height advantage on you little sister we are about the same shoe size, I checked and Mom is a size up from us. So you can wear them in good health.”

Aaron started to move his foot to try and put his foot in the shoe, but like any kid wanting to avoid their bedtime he stalled, hoping to find a way out. “How can you call her Mom? Have you forgotten who our real Mom is?”

Leaning back on her dresser Eve crossed her in a way so she could hold herself as she pressed her lips together in a line. “You were eight when Mom, our first Mom died. I don’t think you loved her any less because you were younger, but you didn’t know her like I did. I miss her… and considering your ass is being punished because you destroyed something of hers, you should know better than to question if I have forgotten her. But…” Eve's voice trailed off a little. “It is harder to remember everything about her, I’m not sure if I would remember how she smelled if I didn’t have the same perfume she wore. The thing you need to remember is that Mom would have wanted Dad to be happy. Dalila came into our lives when you were what? Eleven? So I was thirteen and yeah I get it that she is super young to have married Dad. She was nineteen and him thirty three when they met. Apparently, not sure if you knew this, but they met at a bar. It was just a hookup type thing and then it happened again and again and that was before their official first date. Now this next part I’m not saying is true, but the time lines add up when you consider when Dotty was born that they might not have married for love.” She shrugged her shoulders in an exaggerated way. “I don’t know for sure, but I know they love one another now. Dalila has been in our lives for almost half your life. She has taken care of us and Dad, as given us a wonderful little sister that is so much more behaved than you were at her age. Dalila has earned the right to be called Mom. Now, I could **** you to call her that, but I won't. I think you should, it would make her happy, I just wont **** that upon you.”

‘Like you could make me.’ Aaron thought slipping his foot into the incredibly tall heel, it felt odd right away before even putting the little strap that it had over his foot to lock him into the torturous looking shoe as he tried to process what his sister had said about his dad and stepmom. Slipping the strap through the tiny buckle, something that seemed much harder than it had any right to be, Aaron put his foot down on the floor and just while sitting he felt wobbly and completely unsteady. “How does anyone walk in these?” He whined.

“With practice, now get the other shoe on so you can get to practicing too.”

Grumbling Aaron did as he was told, his nylon covered foot slipped into the shoes with no problem and seeing them strapped to his feet gave him uncomfortable thoughts. Seeing his pantyhose covered ankles just below his jeans, his legs in the incredibly sexy shoes that belonged to his stepmother wasn’t making things easier with his manhood. ‘I’m a freak… why am I turned on!?’

“Erin, do me a favor and slide your feet out as far as you can on the carpet and look down at Mom’s heels for me.”

“Why?” He asked, looking up from the shoes when his sister gave him a command.

Glaring at him once more she pointed to herself. “We need to not make a habit of this. I’m in charge.” She then pointed at her brother who definitely wasn’t looking very masculine in his shirt and jeans anymore. “You are the person that does what I say and I think going forward every time you disobey me, don’t do what I ask without question you are going to get punished. Now do as I say.” She saw the sour look on his face and thought he might test her, but instead Evelyn watched as her much more feminine brother stretched his legs out. “Good now cross your feet at the ankle.” As soon as he did she took out her phone and snapped a photo. Capturing an image of him sitting prettily and admiring his heeled feet.

“HEY!” He started to say before the rest of what he was about to say died in his throat as his sister stepped forward, snapping her fingers and putting her index finger in his face.

“That is just some extra insurance you are going to be a good girl Erin. I don’t intend to show it to anyone, but if you keep giving me attitude instead of being a grateful little sister, then I might have to make plans. Got it?”

Swallowing hard once more, Aaron nodded and kept his comments to himself. ‘I need to think of a way out of this… can I bribe her? What can I give her that she just can’t take? Jeez!’

Seeing his compliance Evelyn stepped back, moving across her bedroom to be closer to the door, ready for what was about to happen. “Okay now, you are all dressed, you stand up if you want, or I can see about doing some makeup.”

Hearing the thinly veiled threat Aaron pushed himself off the bed to get up, trying to prepare himself for walking in what he was sure to be not just a humiliating experience, but a painful one. The second he went vertical though he went tumbling to the floor.

Taking another photo Evelyn burst into a fit of laughter. “No little sister, you need to put your legs and feet together before you try to stand so that you have the right center of balance. Now go ahead and try again.” She said, trying not to continue to snicker.

Cheeks burning from embarrassment, Aaron used the bed to help himself up, practically climbing back up to get to a sitting position. “Couldn’t have said that before I fell?” He asked, only getting a shrug as a reply. Pressing his legs together he could at least be happy his dick was no longer trying to get hard. ‘One of so many problems down.’ he thought as he touched the sides of his stepmother's heels together. As carefully as he could Aaron stood up to his full height. He felt wobbly and off balance, but he was standing.

“Good job Erin!” Evelyn clapped. “Now we are going to spend the next four hours practicing how to walk, and walk gracefully, how to properly sit like a lady and how you should hold your hands. Doesn’t that sound like fun! We better get a move on though, because I’m going to insist on those full four hours, and you will want to get them out of the way before anyone comes home. You should be fine, at least so long as you don’t incur any penalties and punishments.”

Holding his hands out to the side to try and keep his balance he put a large fake smile on his face. “Sounds Peachy.”

Laughing at how her brother was standing she gave him an eye roll. “Right verbage, but I think the tone needs to be worked on. That is fine, we can work on that too, maybe you can sing the song I’m so pretty in a feminine register while you practice, but…” Evelyn tapped her chin. “I Just don’t think this will be enough practice and I know you want to do things right. So going forward when you are alone in your room and that includes when you are sleeping those shoes will be worn.”

“What! There is no way! Even if I agreed to that, someone would see me!” Aaron’s words were full of more **** and determination than he had shown practically all day and it cost him his balancing, causing him to stumble backwards and fall back onto the bed.

“Keeping it a secret is your business Erin, not mine. My job is to tell you what to do in order to help you get out of your tomboy phase like you begged me and it is your job to do as I say. I don’t need to remind you why, do I?” She asked, already wanting to figure out what she could use to punish him for arguing with her. All of this was to punish her brother for what he did, but it was also to take him down a peg or two so that his attitude was in check. ‘OMG that is a great idea!’ she thought, her brain expanding the idea of what he would hae to keep secret.. ‘There is no reason Aaron can’t also have to wear a bra when he is home!’ Everything she was doing was for reasons, but she also couldn’t help feeling a sense of power as she controlled him. Even when they were younger he would never do what she said, saying how she wasn’t the boss of him, but now she was.

Laid out on the bed he had fallen on Aaron got up to a sitting position and held up one of his legs slightly. The heels brought his height to over six feet tall, but this was not what he had in mind when he wished so many times to be taller. He had no leverage, he couldn’t think of a way out… not yet anyhow. ‘Bide your time, she is going to screw up… or better yet! She writes in that diary all the time, I bet there is something in there she wouldn’t want to get out. It could be a mutual trade, my freedom for my silence.’