Chapter 2

Chapter 2

Grabbing the maid costume off the bed Calvin stepped over to the hanger bag he kept it in when he heard Moriah’s voice behind him. “Cal, what are you doing?” Turning around slowly he looked at his ex-wife, now girlfriend horrified that she had caught him.

“I ahh, umm. I was just about to put this away.” He could see her eyes studying him, making him feel like the jig was up, she was going to call him out on having a woman over. She was going to lose it. He went over a small prayer that at least she hadn’t actually caught him with the whore, but he knew this could still end their relationship.

“Panties and a maids outfit?” Moriah’s dark eyes settled onto the red pair of panties her boyfriend was wearing that she knew hadn’t come from her drawer, before her eyes slipped over to the sexualized maid outfit he was holding.

Calvin had completely forgotten he was wearing Candy’s panties. “I can explain!” He watched as Moriah shook her head and walked into the room from the doorway where she stood.

“Honey, I had no idea. You could have told me about this before, I wouldn’t have been angry with you.” She smiled the same way she might when interacting with an irate customer that she didn’t want to actually deal with.

Still holding the dress Calvin’s eyes went wide, surprised that she would say such a thing when he knew otherwise. No way would she be calm if she had caught him with another woman. “Your… your not mad?”

“This isn’t the nineteen sixties Cal and we live in California. If you want to explore your feminine side, I’m not going to be upset, in fact I will help you.”

Calvin didn’t dare move or even breathe as she came over and pulled the dress from his hands and then held it up against his chest. “No, ahh Moriah I am not like that, I’m not some sort of freak.” He looked into her beautiful brown eyes, he loved looking into her eyes that had little flecks of gold that most didn’t notice. With her use of makeup they always seemed sexier, making it easier for him to look her in the eye than have his eyes glued to her chest. He watched as she moved her hand up to clasp just behind his neck, while holding the dress in the other.

“Sweetie, you aren’t a freak. You shouldn’t say things like that, you know I love you and I’m going to help you. I have an idea of how much you spent on this dress and I’m going to help you look your best in it.”

The truth of what she thought was happening made Calvin let out a small whimper trying to think of what he could say in order to make her believe something else… anything else other than sleeping with another woman. ‘What can I say? Think Cal, think! I’m wearing thong fucking panties and have a dress in my hands.’

Pulling the maids dress away from her once husband she pretended to inspect it closer as she spoke. “We don’t have to do this now, but you don’t need to hide this under the bed in that bag sweetie. I will hang it up in the closet for you and we can do this when you are ready.”

That feeling of dread Calvin felt when she first came home had returned as she started walking toward the closet. “Moriah, we can do it now.” He said hating himself for it. The dress was for some sexy little thing, not himself. He didn’t know what else to say to keep her from opening the closet and finding out not only had he cheated on her again, but he was about to sleep with another woman in their bed. She would of course yell, but she might even have him trespassed from the house while wearing just the panties. He didn’t have a place of his own, when they divorced he had just lived at the hotel and was **** to downsize his possessions to practically nothing.

“Good, I’m so happy you can share this part of yourself with me.” She said, turning back around to face the man, taking a single step closer to him. “Now how about you run off to the shower so we can get you shaved. You have way too much hair on your legs for that dress and it is rather unlady-like to have a chinstrap beard.”

Calvin swallowed hard and then slowly nodded, not sure what else he could do at this point and still keep things secret. His head slumped as he started to walk toward their master bathroom when he was stopped in his tracks.

“Honey, use the guest bathroom. I still need to clean up the drain from my hair and I don’t want it to get worse. Though if you are dressing up as a maid, maybe you can do the cleaning around here instead of me.” With another deep breath Calvin changed direction, hating that the woman he loved was smiling so brightly at him like this was the bonding moment. “Honey, is everything okay? I thought you would be happy with me helping you.”

Forcing a smile on his face he looked her in the eye, the same way he would when he was trying to convince a new maid at the hotel to come inspect a room with him. “Moriah I love that you are being so open and understanding. This is just a lot, maybe we could take it slow and only do the dress and I don’t have to shave?” He swallowed hard as she sauntered closer to him before he felt her short but tender kiss.

“I’m sure you have been hiding all of this for too long, I am going to help you explore your feminine side and look like a proper woman. Doesn’t that sound wonderful Clara?” She said, using the first feminine version of his name she could think of.

Calvin tilted his head to the side ready to ask her why she had called him that, but before he could the lovely woman in front of him answered as if she could read his mind.

“I can’t be calling you Calvin when all dressed up, Clara sounds cute just like I know you will be. Now get a move on.” She had punctuated that statement with a smack to his exposed ass. The smack made him jump and pick up his pace.

Getting into the bathroom Calvin shut the door and pulled the panties off and stared at them in his hand. “I am in so much trouble, shit.” Squeezing the garment in his hand for a second, he threw them on the floor as hard as he could in frustration. Looking up at his reflection in the bathroom mirror over the sink and shook his head. “Would it have been so hard for her to send a text that she was on the way home?” His reflection didn’t answer, a good sign he wasn’t actually going crazy despite how insane this situation felt.

“I will bring you some things to shave with in a second Clara, go ahead and get in the shower!” He heard her call from the other room. Moriah waited till she heard the shower turn on before opening the closet door she had been standing in front of, holding a finger to her own lips as she did. Inside she saw a younger redheaded woman standing there in a tight short red dress and incredibly high heels.

“Hey look.” Candy started to say when she was cut off by the older woman with long brown hair.

“This isn’t on you, don’t worry. You are free to escape, but…” Moriah words trailed off as she looked at the young woman, a large predatory smile coming to her face. “How much for your shoes?”

Candy climbed into the cab barefoot, looking back at the house as she got in. Thinking how this was the oddest situation she had ever been in. She assumed that was the wife of Mr. Calvin Bennent and she had apparently heard the entire exchange about hiding in the closet for a thousand dollars and had given her another five hundred on top of that for her shoes. The woman was going to make her husband wear the maid costume he wanted her to wear, the panties and heels. Saying how it seemed fitting to punish the cheating bastard in a way that would humiliate him the most. With a shrug and a smile on her freckled face she almost laughed at what had gone down. She had gotten her regular fee, plus fifteen hundred dollars for less than a half hour's work, not bad for the day. Though she promised herself that she would never again make another house call. A rich wife like that could not only call the police on her for prostitution, but probably had the clout to make things worse with the courts. Rosemarie wished she could be around to see the transformation, but it was best she had no more part in any of this. In fact it might be best if she just got out of California and headed back home to Nevada, maybe this time she would head to Las Vegas.

Calvin had washed like instructed, shaved away not only the hair on his legs, but on his chest, armpits and his beard. The lack of body hair made him feel a bit out of sorts and without his beard his baby face made him look younger than his twenty seven years. In all the simple change of less hair on his body made him feel like less of a man. All the while he worried about the escort he had paid to hide in the closet. Moriah had been insistent on everything being just perfect. Now he was sitting at the vanity in their bedroom, wearing the red thong panties once again as she painted his toenails pink.

Sitting there was more than uncomfortable, she had pulled up a video on how transgender women tuck away their manhood and he hadn’t enjoyed the experience of having his balls pushed back up into his body even the slightest. Now the little red panties had a flat front and he was **** to pretend to be happy that she was helping him live out his supposed dream. No argument seemed to work about going too far or saving things for later as she worked him over.

Moriah painted his toenails, then moved on to Calvin’s fingers with a promise of getting something better for the next time. “Once we get you some longer nails you will just love it Clara, now look down at your fingers and tell me how you just love seeing your nails painted a pretty pink. This color is called Ballet Slippers, don’t you just love it!?”

Seeing his nails colored ballet slippers pink did not at all bring to mind the word lovely or even okay, yet he couldn’t say that. He had to play along or risk things going very wrong. “I think it looks prettier on you.” he said, trying to hedge his bets, trying to think of something he could say to not only end this fiasco but get her out of the way long enough for him to get Candy out of the house.

Moriah gave him a lopsided grin for a second. “Thank you, but you just wait, you will love how you turn out.” After his nails she attacked him with all sorts of things for makeup, lining his eyes with a pencil, using the mascara wand on his lashes after running a brush over his eyelids. He could hardly tell what she was doing or why, not understanding why she outlined his lips before putting on lipstick. She had thrown a towel over the mirror so he wouldn’t get a look at the finished product or so she said, but all he knew was his face felt heavier and he wasn’t happy about the getting dressed step.

Panties he had on, but next she wrapped what she called an underbust corset around his waist. The thing felt kind of like a weightlifter's belt with the support for his lower back, or it did until she started making it tighter and tighter. “Too tight!” He called out, but she had only laughed and told him to exhale.

“Clara you are going to need to exhale, we need this a bit tighter. Once you see what this does to your figure you will never want to take it off.”

He already knew that wouldn’t be coming true, he wanted it off and that desire felt closer to a need. It was like being squeezed by a vice grip and told to just live with it. He felt her hands run over his sides and saw how pleased she was with her work. “I can’t breathe.”

“You will be fine, there is still room for us to cinch it a little tighter. I am sorry I don’t have a bra to fully match your cute panties, they are very sexy by the way. You have good taste sweetie. Now I do have a black satin bra that will just have to do.”

Calvin held out his arms and accepted the fact she was about to put a bra around his chest. The most feminine thing a woman wore and he was **** to put it on and act happy about it all because she came home early without saying a word. No consideration for him at all, or so he thought. As tortuous as this was he felt like there was a ticking time bomb in the closet and just hoped the thousand dollars bought him enough time or all this would be for nothing.

“I’m going to stuff it with some of my pantyhose for now, we will look into getting you something better later, but it is nice that I hardly have to adjust the straps at all. If you were an inch shorter we could wear all the same clothes, though I’m willing to bet most of my things would fit you.” She laughed a little before continuing. “Though I’m sure you already know that, dressing up in my things while I’m away. In fact I bet that might have been one of the hardest things for you to lose access to my closet when you had to move out. Did you buy some clothes when you lived at the hotel and then have to purge them when you came home?” Moriah shook her head, giving a faux sad expression. “You poor thing, don’t worry, you will never have to hide this part of yourself again.” He figured she really thought that not only did he want to dress this way, but he had been wearing her clothes, it made Cal feel mortified.

“Ah, ah no, this is my first time.” He felt a light slap to his thigh like she was being playful, but when she looked him in the eye his ex-wife looked dead serious.

“Calvin David Bennent, you do not need to lie to me about this anymore and I will not have you hiding yourself from me. Now tell me the truth right now! Tell me how you have been dressing up in my clothes. Or so help me not only will I not help you finish getting ready, but I will send you from this house as you are now.” Moriah said, locking her jaw, fighting the urge to burst into laughter at the corner she was putting him into.

“Maybe if everyone saw who you really are you would be more willing to be honest with me.” He did not want to say anything close to that, but with how serious she looked and that threat he complied.

“We are similar builds and umm…” he paused trying to think of what lie to try and sell. “You have borrowed my shirts before.” It wasn’t what she had told him to say, but it was in the ballpark. While he didn’t mind girls being taller than him in heels, he did hate that he never got broad shoulders like his little brother, well younger brother.

“I have.” Moriah pressed her index finger to her chin, the pad of her finger just touching her lip as she thought about how often she had borrowed a T-shirt from him. “I guess we can share a closet going forward. Though we can probably throw out some of your things, there is no need for it if you are going to be dressing up around the house and sharing my clothes.”

Calvin’s eyes were heavier than normal thanks to the makeup, but that didn’t stop them from going wide at her comment, to the point it felt like they might be bulging out of his skull at the thought of this continuing. “Moriah, this is just for today.” He was going to explain more and put his foot down, but he stopped when he felt her hug him.

“Okay Clara, small steps.” The hug and her words felt loving and for the first time today he felt a small bit of guilt.

‘Once I got all of this off… I can tell her how this was all out of my system. Would Moriah buy that? How is she… why is she so understanding!?’ he asked himself, knowing that if she wasn’t he would still be staying in the hotel. As a single man there he had enough sex to sate his desires, but no real companionship, leaving him feeling lonely. ‘She needs to buy what I’m going to sell her.’

Stepping into the maid outfit gave the man a little thrill, experiencing his fetish from a new dimension. Despite the reaction from his tucked loins he still felt revolution. He hated putting on the dress, it was supposed to be something he fucked girls in, not for him to wear. Though considering the situation he sure felt fucked. Calvin was looking down at the outfit when he saw his ever so helpful partner move to the closet. “Moriah no!” He called out as she opened the closet and looked back at him.

There in the closet were only his suits, polo shirts and his shoes. “What is it?” Calvin looked at her not sure what to say and when he said nothing she turned back to the closet and pulled out a pair of familiar red five inch heels. “I found these in the closet earlier, I wasn’t sure if you bought a pair of shoes to go with your dress. I have to say I know now why you always pushed me to wear such high heels, it's because you wished you were wearing them.” Calvin let out a breath, not that he had much of a capacity right now with the corset restricting him. ‘The whore must have slipped out when Moriah was helping me in the shower. She must have taken her heels off to better sneak out.’ While it was great for him that she was gone, the fact he knew his feet would fit inside those shoes was less than ideal.

When Calvin was finally able to see himself he swallowed hard. His light brown messy hair had been brushed back and held in place by a black headband, his eyes had a sparkly pink across his eyelids that was then highlighted by the long curled lashes. His lips looked bigger than they should and were colored a glossy pink. “Pink doesn’t go with your honey skin tone too well, but I figured what was girlier than pink for the first time you dress up!”

The feminized man felt his stomach fall out from under him like he was falling as he looked at himself standing there in the mirror, unsteady in the unfamiliar heels. He wasn’t sure how, but the flared skirt of the dress made him feel more exposed than when he was just in the panties. The corset had really done a number on his waist pulling it in, that with the C cup padded chest he really did have the body of a girl he would have absolutely bent over something to have her back at work. His legs trembled as he tried to take a step closer to the mirrorand only just kept himself from falling thanks to Moriah. “I don’t know what to say.” Cal couldn’t take his eyes off himself, he looked like a girl made up for a porno that starred a maid.

“Clara, you can start by thanking me and then you can get on the bed. I don’t know what it is about seeing you this way, but it has my motor running.”