It wasn't until Thomas had finished and Elaine had all of his semen inside of her that Thomas finally pulled out. And even then, he did not remove himself from the bed, he hovered over Elaine and watched as his cum flowed out from her ass. He ran his fingers through the wig on her head before moving to lay on his back pulling the woman on top of him.
"I've been wanting to do that for years, to put you in your place, I'm so glad Charlotte has finally realized that your true place is as a woman. Sadly, I do have Amy and she doesn't like to share much. She'll let me do this every once in a while, but I have already informed our beautiful Charlotte that she'll need to find a man. One that will put you in your place on a regular basis, and of course take care of Charlotte's needs since you can't do that anymore," Thomas said quietly before he settled down onto the bed. He would savor this moment, remember it, and etch it into his memory.
His hand reached down between their two bodies to touch the clit that Elaine's cock had become, it was smaller than it had ever been, and he knew Amy had linked Charlotte to the perfect sites, he was also sure that Charlotte would be fixing a lot more of what was not womanly about her girlfriend. It would be quite a change for the two of them, and he would work to make sure that he left her a list of men that he thought would work well within their new dynamic. His fingers rubbed along the clit and Elaine squirmed against him, he chuckled before working to get out of the bed. "Remember this moment, I'll be seeing you again, as long as the new man in your lives allow it. I quite enjoyed you, you are certainly on your way to becoming the woman that you were always meant to be."
He stood up and left her on the bed before he got dressed and walked down the stairs. Charlotte was nowhere to be seen so he took some paper and began to write down a list of names and phone numbers for her, he hoped that one of these men would work out for her, that she could find a man that would treat her right and find Elaine someone that would treat Elaine like Edward had treated Charlotte.
~
After Thomas had left the room, Charlotte made her way in. She undid bonds holding the new woman in place and led her to the bathroom to clean up. She wasn't cruel after all. After helping to clean up she gave her water before putting some bonds back in place, Elaine had more ability to move around but she couldn't get out of bed. She was given some snacks and some water before Charlotte left the room, to go and view the tapes she had made of the event.
She couldn't stop thinking about how hot it was, and how much it turned her on to see her former boyfriend being used in such a way, she even brought out a toy to play with herself. It was a couple hours later and quite a few orgasms later that Charlotte drifted off to sleep as well.
Ignoring Elaine in the morning Charlotte headed downstairs and saw a note on the counter in Thomas's handwriting. She looked over it quickly and smiled as she realized just what it was, she pulled out her phone and texted him a quick thank you for the note and the night before. She then proceeded to make breakfast. A hearty meal of bacon, eggs, and toast for herself, while Elaine was getting what Edward had always thought would be a healthy breakfast for a woman. Fruit, egg whites, and cut-up avocado. It was something that Charlotte did enjoy, but it was not something that Edward would have ever eaten himself, making it a perfect meal for her new girlfriend. She finished off the tray with a green smoothie and headed upstairs to Elaine's room.
Elaine was curled up in a fetal position, something her new bonds allowed her to do, and she was still sleeping when Charlotte walked in. The slam of the door awoke her quickly and she looked at Charlotte through her bleary eyes. Food. An actual meal, something she had not had in days, something that Charlotte had told her she didn't need while the medicine did it's work on her body, tearing down the muscles and turning it to fat. But she was hungry, and she was looking forward to even the disgusting mush that she would be fed this morning.
"Get up," Charlotte said in a commanding voice before she sat the food down on the bed. "You need to eat, we have a lot of plans for the day. I will help you get ready once you have finished eating. We are going to the doctor's today and then we are going to go get you a job. Don't worry, I quit your old job for you, now you can enter a new job that is appropriate for a woman." She smirked as she settled down in a seat across the room, her own food on her lap. "You have fifteen minutes to eat and then we will go through your new morning bathroom rituals."
Elaine gulped, his job? The one that he had worked so hard to get he had now lost? And just what job did Charlotte think he was going to do? She didn't even want to think about what would happen at the doctors. She looked longingly at Charlotte's food but began to eat her own, she knew better than to deny her orders, after days of her controlling the new woman, she knew she would be punished if she didn't obey. So, she quickly dug in, even as she gagged slightly on the food. She would finish it. She was lucky too, that she finished it with thirty seconds to spare, even with her gagging at the new textures, and she was rewarded with a smile from Charlotte.
Charlotte walked over to Elaine once the food was finished and worked on taking off the bonds, no longer worried about the woman trying to get away from her, she was too weak to do so now. And her spirit was far too broken down to even consider it. Charlotte wrapped her arm around her to help her out of bed and walk to the bathroom, she would need to clean her up, again as well as teach her the basics of makeup and a routine.
The makeup and all toiletries had already been bought, now it was just to teach her how to use them and teach her how to make sure she looked good for her future man. Charlotte sat her down on the toilet seat before she started the shower. "You will take a quick shower and then we will get started, I have your wig, I look forward to the day your hair is long enough that you won't need to wear one. I still expect you to wash your hair and all your body parts, especially that little asshole, which we will begin now calling a cunt, at least until we talk to the doctor about getting you one of your own."
At her words Elaine blushed, she didn't want a cunt, she wanted to be a man, she needed to figure out how to get out of this situation, but right now she was too weak, she could barely stand up for more than five minutes. Luckily Charlotte had thought ahead and made sure that there was a shower chair for her to use while she was washing herself. She avoided thinking about what she was going to do, she avoided remembering just what she did last night with the man she used to consider one of her best friends. The things that he had said to her made her shiver even now. She looked at the products before grabbing the body wash, a vanilla scent, a loofa was provided for her to use.
She soaped up and rinsed off, before contemplating the other items before her. The shampoo went on next and once that was rinsed out the conditioner went in and would stay there. She looked at the razor and sucked in a breath, but as she looked at Charlotte, she knew that she would need to use it. So, she picked it up and began to work, shaving her legs first, then her armpits, her arms, and then her pubic hair. Once she got a nod from Charlotte, she put the razor down. The next part was easier, a face cleanser. Once she had rinsed her hair and face, she turned off the water and Charlotte stood there with a towel.
"I am glad you know the proper way to wash yourself, it would have been sad if I had to teach you that as well." She said before she wrapped Elaine up in a towel and dried her off, focusing on her face, she pointed back to the toilet seat and Elaine dutifully sat down.
"First comes the primer," Charlotte said as she grabbed the little bottle of primer. "These first few times I will do this for you, so you learn just what is expected of you, but in about a week I expect you to know exactly what to do with all of these products." And so, she began to go through all of the products, describing what they were and what order to put them on. "I know you are new to being a woman, so you may ask questions about these products, but these were all chosen especially for you, I am not cruel after all. I want you to be a beautiful woman, you need to attract a man." She said with a smirk as she finally finished up with a bright red lipstick. "Your outfit comes next, of course, follow me."
The food had given Elaine a little bit of strength, but nothing near to what she had as a man and she found it difficult even walking the twenty feet back into the bedroom and over to the closet where Charlotte had revamped her entire wardrobe. Gone were the suits and the ties, the jeans and the graphic tees. Now there were short dresses, skirts, blouses, lingerie, and everything that a woman might be expected to wear, along with heels for her feet. Her eyes looked lost and betrayed as she looked over her new clothing options, wondering just how she would ever get out of this situation.
Charlotte laughed at the look in her girlfriend's eyes as she walked into the closet to pull out Elaine's outfit for the day. A short skirt and a red blouse. The skirt would barely cover her growing ass, and the buttons would already be straining on the top. "Don't worry, we'll make sure to get you more clothes as your body grows in the proper ways, but we need to flaunt what little you have right now. You need to impress your future bosses and the men that might take care of you. Get those on."