What A Babysitter! - Part 5

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The next morning Betty was up early. She had breakfast for him on the side table when he woke up. Much to her relief, he drank every last drop. “So are you going to wear a skirt or stay with pants?” “I’m wearing my blue pants and work shirt.” “I thought that things had gone well the last two days.” “They have.” “Why not continue?” “It’s just Tom and me working this weekend?” “Did something happen between you two?”

He paused long enough that she knew that she had it. “No! It’s just that the boss won’t be there. There’s no reason to dress up.” He got up and pulled out his pants. He had trouble getting them buttoned.

He had not been eating that much, how had he gained weight? He had even more trouble with the shirt. He had to leave three buttons undone. Betty had watched his attempt in deep amusement. “Somebody’s gaining weight. Those don’t fit. Won’t you wear something decent?” “I’m not wearing women’s clothes today!” He said it with such intensity that she knew that she was not winning the argument today. Suddenly, a light went on in her head. ‘Had Tom made a pass at her husband?’ The thought amused her, but she did not see how to use it to her advantage. After brushing his hair he surveyed himself in the mirror. The pants were obviously under the strain from his hips, just as his breasts strained the buttons on the shirt.

The curls were feminine and even without makeup, his face could hardly be called masculine. There was still polish on his fingernails. The one word that described his appearance was weird. Still, he felt that he had no choice. He kissed Betty on the cheek and set off for work. During the entire walk to the shop, he replayed last Sunday afternoon over and over in his mind. By the time he reached the shop, he had made his decision. He walked right on by.

He eventually came to a park where he spent most of the day sitting on a bench. He was too embarrassed to go home to his wife. If he waited until the usual time that he went home, maybe he could put off telling her a couple of days. When he got home, he was surprised to find Betty dressed in a pretty peacock blue cocktail dress.

Had he forgotten some important event? She kissed him on the lips. “So how was work today?” “It was fine.” She kissed him again. “You don’t have to lie to me, dear! Harry called. He told me that you didn’t show up today.” Mark burst out crying. She led him to the couch. There was a box of tissues on the coffee table. She handed him one. “I’m so sorry. I know that I have let you down.” “Don’t be silly, honey. I never liked that auto shop.

You use to come home so greasy. You could never wash it off. And that Harry is such a Neanderthal.” “But what will I do?” “Well, you’ve been helping out at Sylvia’s daycare. If you asked, I bet that she would take you on full time.” “Do you really think so?” “Sure, I do. We’re good friends and I’m sure that she would do it for me.” He hugged hug her tight. She smiled. Things were right back on track again. “Besides I make enough that your salary is just extra money anyway.”

Mark felt so grateful. He was lucky to have such an understanding wife and she was so good to him. “Now, you need to go out and have some fun to take your mind off things. You may have noticed my dress.” “Yes. It’s very pretty. I’m sorry that I didn’t mention it sooner.” “Well, I’ve got you some new clothes and I’m taking you out to dinner.

Go take a shower and remember to depilate.” As he walked through the bedroom, he noticed a black dress lying on the bed. His wife must have tried on several outfits. She must have been planning their night out all day. When he stepped out of the shower, all nice and smooth, Betty was there to rub in some moisturizer. “Now, I’ve gotten you a strapless bra, so that it will not show under your dress.” “Why do I have to wear a dress?”

“Don’t be mad. It’s just that you been wearing dresses for Sylvia, haven’t you?” “Yes.” “Since it looks like you may be working there full time, I thought that this may help make you more comfortable. Come on, it’ll be fun.” She sounded so sure of herself. He lifted his arms. He was amazed when he was able to fill the cups. She handed him a black gaff and panties. After he had also pulled on black sheer pantyhose, she helped slide the black cocktail dress into place. She zipped up the back zipper. He wondered how he was ever supposed to get out of that dress. She helped him with some more dramatic makeup.

She explained that women usually wore heavier makeup when they went out in the evening. She completed his outfit with decorative black dress shoes with a small black bow. They seemed to have an even higher heel than the shoes that he had worn to the shop. Fortunately, he did not have to walk far. Betty helped situate him in the passenger seat of the car, reminding him to keep his skirt pulled down. Still, it covered barely half his thigh when he was seated.

At the restaurant, she pulled up to the front door and let the valet park the car. Someone was there to open the door making Mark feel special. As they waited at the reservation desk, he noted how different it felt to have a short skirt and sheer hose. Finally, the hostess returned. “Yes?” “We had a reservation for two. The name is Baumann.” Mark could almost feel the men’s eyes on his body as they walked across the room to their table.

After they were seated, he let his eyes wander around the room. He had never been in such a fancy restaurant. He did notice all the women, but to his surprise, he was more interested in how they were dressed than their bodies. He thought that it was a waste, but Betty insisted that they order the chicken salad. She also ordered champagne. Before long he was feeling pretty good. His wife was playing footsie with him under the table, rubbing her foot up and down his leg.

He looked around and wondered if anyone could see, but he was not about to ask her to stop. After they were finished eating and she had paid the bill, she said, “let’s go dancing.” He was not much of a dancer, but they had gone dancing twice that week in Las Vegas when he was trying to win her and a couple of times since they were married.

He was having fun and did not want the evening to end. “Sure.” Betty drove to a nightclub specializing in 60s music. There was a long line of people waiting to get in, mostly men with a few couples mixed in. When the bouncer saw them, he motioned them forward. “You’re looking mighty fine this evening, ladies. Go right on in.” The place was packed. They were bumped and jostled as they made their way to the bar. Mark could swear that he felt hands pawing his body as they passed. When they got to the bar, Betty ordered two frozen margaritas.

After a few minutes, a tall handsome man came and asked Betty to dance. She accepted and after taking one more swig from her drink followed him out onto the dance floor. For the first time, Mark realized that he would probably not be dancing with his wife this night. Well, he could sit and watch. The music had a fast beat and Betty seemed to be moving with a fluid motion. He had never seen her so uninhibited. The movement of her body looked so sexy.

Then the band switched to slow dance. The man put an arm around her waist and she was pulled closer than Mark thought necessary. She gave him a quick kiss on his lips. Mark looked away. He was uncomfortable with his wife being so intimate with another man. Why would she do that? He was not looking when the song ended and she pointed his way. “My sister’s horny as hell. Why don’t you ask her to dance?” A tap on his shoulder made Mark turn around to face the man that had been dancing with his wife. “My name is Brett. May I have the pleasure of this dance?”

Amazingly, he had never considered the possibility of being asked to dance. Taking his silence as acquires since the man took Mark’s hand and led the way to the dance floor. The music was going at a pretty good beat so Mark started to move his body. In his heels, he could only take small steps so he tried to compensate with the rest of his body. It was a new sensation. His breasts seemed to jiggle an enormous amount and his ass also seemed capable of more movement than normal.

The only thing that he could imagine was that somehow this dress that he was wearing was magically transforming the dynamics of his body. Every time that Brett slid by, a hand slid over Mark’s hips or thigh. A couple of times his hands reached the breasts. It was all Mark could due to keeping Brett from exploring under the skirt. As soon as the dance was over, another man, Jim, was waiting to take the next dance. His hands were as active as Brett’s.

The next dance with George was a slow dance. He placed his hands around Mark’s waist and pulled him tight. Mark could feel him thrust his groin between his legs to the beat of the dance. Then the hands slid down to massage his ass. And then after that dance, there was another man. Unbeknownst to Mark Betty was sending her partners over after every dance. He was starting to get tired, but he did know how to graceful refuse an offer.

He certainly did not want to cause a scene. He was losing the ability to control the roving hands of his partners. They could do whatever they want. Several managed to touch his panties under the sheer hose. He did know how one guy managed to reach a nipple. During one slow dance, his partner slid a hand down the back of his thigh. Then he slowly slid it up under the skirt. Then he slowly slid a finger between his legs along the crotch.

By the end of the dance, he was ready to swoon. “Sorry Hector, it’s time to take my sister home.” Mark thought, ‘did she have a sister?’ “You could come back to my place!” “Maybe some other time.” “I’ll hold you to that.” He turned and gave Mark a hard kiss on the lips. Mark was more than a little tipsy and definitely turned on. He yearned for the evening to go on. “Do we have to go?” “Yes. Do you think that I’m going to let my husband get fucked by somebody else?”

She struggled to get him across the dance floor and out the door. She paused. It was late enough that the line in front had dwindled to just a few stragglers. They whistled and made lewd remarks. She managed to get him across the parking lot to the car. Mark slept all the way home. Betty was happy that she had only one glass of champagne and half of a margarita.

When they got to their house, she was able to wake him up. With several tweaks of his nipples, he gladly followed her into the house and up the stairs. They were soon both naked. She pushed him onto the bed and started sucking on his nipples. He could not believe how aroused it made him. He was still drunk so his hands were clumsy. His tongue worked fine and she kept it busy with her nipples and the bush between her legs. Finally, she took a break. She looked down at his body and smiled.

Through the whole evening of stimulation, he still did not have an erection. For the past two weeks, she had ignored his penis with her hands. She had only ridden his cock long enough to gauge the progress of his hormone therapy. Now, she took it in her hands and rubbed it slowly. When she let go, it flopped like a wet dishtowel. She gave him a stern look. “You’re worthless. I should have left you for Hector.” A punch in the stomach could not hurt him more. He had been with a lot of women and this had never happened before.

He wondered if he would ever be able to please a woman again. Betty quickly answered that question. She showed him how to use one, then two, then three fingers to bring her to climax.

Finally, she collapsed next to him. He lay there still wide-awake. He looked down. A small amount of fluid trickled out of his still limp penis. His marriage had yet another threat. He knew that his body was somehow changing, but he had no idea what to do about it. Chapter 10 The next morning Betty awoke him with a kiss. “Get up sleepyhead. Go take a shower while I get breakfast. I left some clothes for you on the counter.” He quickly took his shower.

As he almost expected, the clothes she had left were very feminine shorts and a tank top along with panties and gaff. He knew that he had been a major disappointment to his wife last evening. Now she seemed to be in a good mood. He did not want to spoil it, so he put on the clothes without another thought. When he got to the kitchen Betty was eating a toasted beagle.

His usual breakfast drink was on the table along with some bottles of nail polish and remover. “What’s this?” “I promised to show you how to remove your nail polish. Now drink up your breakfast so we can get started.” After he had finished his drink, she took the bottle of remover and got rid of all traces of polish on his nails. Then she took a nail file and started shaping his nails. “You did a nice job on your nails.

It shouldn’t take long for a manicure.” He blushed. “Peggy did my nails.” “Don’t worry, I’m sure that you will be able to do your own soon. Now, pay attention.” As soon as she had filed all his nails, she started to apply a new coat of red polish without asking. Without his job at the auto shop, it did not seem to matter. So he watched intently as she carefully applied the polish. After she was done with his nails she scooted away from the table and grabbed his foot.

Placing it in her lap she proceeded to apply polish to his toenails as well. When she finished, she handed him a copy of Better Homes and Gardens. “You need to let the polish dry well. You might look at the recipes in there to get ideas about supper for next week.” Without a mind of his own, he started flipping through the pages. Betty was pleased when he enthusiastically described a chicken and a salmon recipe that he had found. “They sound good.

We’ll make a list later so that you can get the ingredients that you need. Now, were you paying attention while I did your nails?” “I think so!” “Good, I’m going to let you do my nails for practice.” He carefully followed the procedure that Betty had done on his hands and feet. It took him at least twenty minutes longer, but he was proud that her nails look as good as his. “Good job.

Why don’t you fix us a tuna salad for lunch while my nails dry.” Mark was actually getting comfortable working in the kitchen. He even added some extra curry and paprika to the salad recipe that his wife had laid out. He served it in half of a tomato with a glass of ice tea. He was pleased when Betty seemed to enjoy the meal. “That was excellent. You’re becoming quite the homemaker. I’m going to lie down for a little while. Why don’t you come up when you finish the dishes?”

He was a little peeved with her wording, but she did seem happy. After his dismal performance in bed, he guessed that she had some right to refer to him with feminine traits. He did seem to be doing a lot of the housework lately. After losing his job he really had no right to complain. He was not sure when he would find the time, but he needed to find himself a masculine occupation soon. When he got upstairs, Betty was asleep on the bed. He leaned over and kissed her on the cheek.

She opened her eyes and smiled. She sat up and kissed him on the lips. Well, she still loved him. “Since you don’t have to work today, I thought you could go aerobics with me.” Mark had never been one to exercise, but the day had been going well and he wanted to spend more time with his wife. Hopefully, he could wipe last night from her memory. “Sure! What should I wear?” “I’ve got some workout clothes for you. You’ll need to keep your gaff.”

She got off the bed and went over and rummaged in her dresser drawer. She turned and handed him a leotard. “Do I have to wear that?” “That’s right. Since I only get to exercise on the weekend when you have been working, we haven’t discussed it.

I joined a women's gym.” “That leaves me out.” “Trust me, you’ll fit in, especially if you wear the leotard. The exercise will make you feel good.” He had already let her paint his nails and he had been wearing skimpy clothes all day.

What was one more humiliation? “Okay.” He went to the bathroom and change into the leotard. He had never worn anything so revealing. You could see a good portion of his ass and there was a built-in bra that held his breasts up, making them look bigger with a lot of cleavages. It depressed him that there was no sign of his true gender.