Jen Teases Her Husband Into Panties Part VI free porn video

Chapter XVIII "Time to wake up, sleepyhead." Tom opened one eye to see Jen standing over him wearing a towel. She had already showered and now it was Tom's turn. He groaned and looked at the clock. It was already ten in the morning. Yesterday had tired him out more than he'd thought. He pulled the covers off and was once again self-conscious. The nightgown he was wearing reminded him that Jen was in charge; as she had so aptly proven yesterday. More girlish training was in store for him today. In the shower Tom half-heartedly tried to wash off the nail polish. He knew soap wouldn't do the trick but gave it a try anyway. Somehow he'd have to get nail polish remover before Monday morning; otherwise going to work would become an issue. Jen was already dressed when he came back from his shower and was standing with her arms folded eyeing him. "Are you nice and clean now? Did you shave?" Tom nodded. Of course he shaved. He did that every morning. Jen knew that. "Good." Jen smiled. "But I'm going to check to make sure there's no stubble. Now raise up your arms." "Huh?" Tom asked. What did his arms have to do with shaving? Then it dawned on him what she meant. "Uh... er...," he began as he slowly raised his arms. "I... I just shaved my face." Jen stepped toward him. "You mean you didn't shave under your arms?" "No," Tom replied. "Tom," his wife began. "a girl keeps her underarms shaved. I thought you understood that." The fingers of one hand lightly grazed his underarm as she spoke. "Now I can feel a bit of stubble here. Why don't you go back into the bathroom and shave all the places a girl would shave." Tom gulped. His training was once again underway. Now had Jen told him to shave his underarms a couple of days ago or even yesterday morning, Tom would have refused. That was before. The spanking he had received at the hands of Jen and her sister yesterday afternoon made it perfectly clear who was in charge. And it wasn't Tom. With a nod he turned and headed back to the bathroom again. "And don't forget... girls keep their legs nice and smooth too." In the bathroom Tom took his razor and shaving cream and went to work on what was probably going to become a daily occurrence. He shaved each underarm and checked to make sure it was perfectly smooth and hairless. Then he started on his legs. He suspected Jen would check them too so he switched to a new razor blade. Christ... at this rate he'd be going through a blade every day or two. When he was done with his legs he took a look at his hairless crotch. Better safe than sorry, he thought as he squirted more shaving cream into his nether region. Maybe because he knew he was going back into panties and a bra Tom found himself getting aroused. As he removed what little stubble surrounded his penis, it stiffened. Meanwhile Jen was getting impatient. "Don't take all day," she called out. "Ok... be right out," Tom replied grabbing a towel and cleaning himself off. His damn penis refused to cooperate and pointed stiffly forward. It was going to be embarrassing to show off like this. Covering his privates as best he could, Tom stepped back into the bedroom where Jen was waiting. "I... I shaved," he said. "Well I'm going to check anyway. Raise your arms up." A bit embarrassed, Tom complied. His little penis immediately poked out. "Oh Tom," Jen exclaimed with a laugh. "What are we going to do about this little fellow?" Her eyes twinkled as she gazed down at Tom's erection. "I think we're going to have to get you some special panties." "Wh... What do you mean?" "When girls are feeling a little bloated they wear something called a control panty. It's a heavier material than the panties you have and it's somewhat snug to keep a girl from looking fat." "Oh," Tom replied not knowing what else to say. "Next time we go shopping it will be on the list," she finished with a smile. Tom gulped. Of course. It was only a matter of time before he ended up back in the department store's lingerie department. "Now let me feel those underarms." Tom stood with his arms up and his hands on his head feeling very subservient while Jen inspected him. She felt each underarm and nodded approvingly. Then she knelt down and did the same to his legs. His hairless crotch didn't escape her scrutiny as she felt all around his now very erect penis and balls. Finally she stood up. "Not bad," she acknowledged. "Being a girl is a little more work. Legs and underarms are to be shaved every day. Do you understand?" Christ. Lingerie... nightgowns.... and now keeping his legs and underarms shaved. He was being transformed whether he liked it or not. "Do you understand?" Jen repeated and the stern look on her face though made him think back to yesterday's spanking. Tom nodded. "Yes Jen." "Good," she said, stepping back. "Now today's Sunday. That means there will be plenty of time with no interruptions." She smiled before continuing. "Yesterday was a good start but you definitely need more training. Today we'll be working on that." Oh Geez! Another whole day of this? He wished it were Monday and he was off at work. "Oh and by the way, Karen promised to drop by later." At the mention of her sister, Tom's face fell. Yesterday the girls had proven he was no match for the two of them. Tom did not want to be spanked like that again. Ever. Jen smiled to herself as she could see Tom recalling the day before. Spanking him for as long and as hard as they did had been way more punishment than he deserved at the time. In fact his rear end still showed the marks of their hands. However the effect it had was on him was dramatic, just as she knew it would be. Tom was the model of cooperation once they untied him. But just to be on the safe side she'd made plans for her sister to come over. Another spanking would be administered if Tom's cooperation waned. "Now Tom.... I think its time you got dressed." Jen smiled. "Remember. Sunday is dress-up day. That means a matching bra and panty set. Maybe some pantyhose. Once we go shopping again you'll be expected to wear a slip or camisole and a dress too. For now just put on my robe." Oh Geez! The bra and panty had been expected. That didn't bother him all that much. What worried Tom was the mention of the next shopping trip where it seemed like he'd be buying dresses and more girl underwear. God! Jen was definitely planning his future as a girl. Jen turned and left the room. Tom headed resignedly to his bureau where he selected a lightly colored bra and panty which he slipped on. Jen had mentioned pantyhose. Even though she had said 'maybe pantyhose' he decided to be on the safe side; especially with Karen coming over later. He carefully pulled them up over his shins and thighs, making sure not to catch them on anything. He glanced in the mirror and was embarrassed by what he saw. A man dressed up in a bra, panty and pantyhose. And there was a distinct lump poking out the front. He wished it would go away. In Jen's closet he found her robe and slipped into it. It barely fit. Actually not even barely. It didn't fit at all. The sleeves came to just below his elbows and the hem to mid-thigh. He found the belt and tied it about his waist. It barely covered him at all as the mirror showed. God he hoped nobody came to the door! ? Chapter IXX "Hello Tom," Jen said looking up from the paper when he arrived in the living room. She looked him up and down and then motioned him over. "Untie your belt. I want to check that your bra and panty match." Grimacing, Tom did as he was told. It was a bit humiliating to have his underwear inspected by his wife but he didn't argue. He opened the robe. "Oh good. I'm glad to see you decided on pantyhose too." She smiled then pulled the waistband of the pantyhose down. "And what color panties are we wearing?" With the pantyhose out of the way, Tom's erection poked forward. Jen laughed. "Oh somebody likes what he's wearing. I think that certain somebody is going to have to go shopping for his special panties real soon. Don't you think so?" Tom's face turned red as he grimaced. Not waiting for an answer, Jen continued with her underwear inspection. The bra and panties matched but Tom had forgotten something. "What?" he asked. "Now Tom. If I tell you you'll just forget next time. I want you to think it through and figure it out." He stood perplexed. He'd dressed up like she told him. What could be missing? Jen smiled and waited patiently. This was all part of his training. If he was going to wear girl underwear he was going to do it properly. "Tom," she began when it looked like he hadn't a clue. "Why do girls wear bras?" "Oh... to hold up their boobs." "Tom. We don't call them boobs. They are breasts. Now what is your bra holding up?" Tom looked down. His bra wasn't holding much of anything. "I don't know," he answered. "Nothing I suppose." "That's right, Tom. What's the point of wearing a bra if you've got nothing to fill it out with?" Ahhh yes. Now he realized what he was missing. "I'll get some tissues," he muttered and headed to the bathroom. Two minutes later he returned, adjusting his bra to cover his new shape. "Satisfied?" he asked. "Yes. That's much better." She smiled up at him. "Now tell me what you just learned." "Not to wear a bra without first stuffing tissues into it?" "Well that's one way of phrasing it.... But that's not all you learned. Try again." "Uhhh....," Tom muttered trying to think of what else. "I know... Girls wear bras to hold up their boobs....er I mean breasts," he added quickly realizing his mistake. Jen smiled. "That's right. And when you wear a bra what do you have to do?" "Put tissues in it." "That's right. Why?" "Ummm.... because I don't have breasts?" Jen's smile grew. "No silly...your breasts are just not big enough to fill out your bra and give it shape." Tom nodded, not quite sure he agreed. "Now tell me again what you learned." "Girls wear bras to hold up their breasts," Tom began. "And when I wear a bra I have to put tissues inside.... because... because..." He stammered a bit before continuing. "Because I'm not big enough to fill it out." Jen slowly shook her head. "What's not big enough? You? You're much bigger than me and I fill out my bra. So what's not big enough?" "My breasts," Tom muttered. "Right... now let's say it correctly this time." Inwardly Tom groaned. He wasn't going to forget tissues next time. "Girls wear bras to hold their breasts up. When I wear a bra I have to put tissues inside because my breasts aren't big enough to fill out my bra." He looked expectantly at Jen. "How's that?" "Better," she replied. "But you forgot one word at the end." "Huh?" Tom looked puzzled. He'd said everything she'd told him. What had he forgotten? Jen had an impish look on her face. "... my breasts aren't big enough to fill out my bra...." She paused and then added. "...yet." Tom looked quizzically at her and then blanched when he realized what she meant. "I... I'll stick with tissues." "For now," Jen retorted. "But you know they have hormones that help you grow." Her impish smile widened. "Someday soon you may be surprised to find you don't need quite as many tissues to fill out your bra." "Oh Geez Jen! No! Don't you dare! Don't give me hormones." "You won't know until it's too late," she teased. "Ground up in your food, you won't even taste them." "Don't do that! Please Jen," Tom beseeched anxiously. Jen had to smile at the look on Tom's face. That she might secretly treat him to hormone therapy had made the poor boy frantic. It was time to turn his thoughts back to something more pleasurable. "Come. Sit down," she said, patting the cushion next to her. When he complied she smiled and reached for him; giving him a kiss as she let her hand fall on his leg. For the next minute or so she kissed him while casually sliding her hand over his crotch. It wasn't long before his erection returned. "That's it," Jen murmured as Tom's little penis grew to her touch. "I want you to be happy..." Her fingers squeezed and stroked. "Are you happy now?" "Uhhh huh," Tom answered somewhat breathlessly, unable to resist his wife. Jen continued to play, teasing Tom's erect penis through his pantyhose. "See... learning to be a girl can be fun..... I'm glad you're happy to be wearing panties...." She moved her hand to his chest. ".... and a bra." She squeezed his tissue filled bra cups. Then for the next fifteen minutes she gently teased Tom about wearing girl underwear and how he was obviously enjoying it. All the while she kept his penis at full alert; ensuring he didn't voice any argument. This was all part of his training; making sure that dressing like a girl embarrassed him while at the same time getting him sexually excited. It would make it that much easier to keep him petticoated and under her thumb. There was another reason she was getting him all excited. As she had mentioned earlier, it was Sunday and they had the whole day without interruptions. A whole day to continue Tom's training that is. She wanted him in a compliant mood and what better way to achieve that then to make sure he was horny and needed her for sexual relief. "Tom," she whispered as she pulled away from him. "I want to finish reading the paper." Glancing quickly down she was happy to see that his little penis was as big as it ever got. Time for some housework. "While I'm doing that would you be a good boy and get yesterday's dirty laundry from upstairs?" "Huh?... Now?" Jen nodded her head. "Uh huh," she answered sweetly and casually stroked his erection. "Go and get the laundry. After yesterday I'm afraid you'll run out of panties before the week's over." Tom blushed. True he'd soiled several panties yesterday. "Ok," he muttered. Jen turned back to the paper, smiling to herself as Tom headed up the stairs. He returned a few minutes later carrying the hamper. It didn't have much in it; Jen's clothing from yesterday and Tom's underwear. He hadn't gotten much else dirty. "Ok now. Put them into the washing machine and start the cycle." Tom did as he was told. A minute later Jen heard the machine start. "Did you make the bed yet?" Jen asked when Tom came back to the living room. "Huh?" The bed? She hadn't said a word about the bed. "No," he muttered. "Well why don't you go upstairs and do that?" Tom nodded but before he had taken two steps, Jen added to his chores. "The sheets are probably dirty. Take them off and get a clean pair out of the linen closet. Then bring the dirty sheets downstairs to be washed." Jen went back to the paper as Tom headed for the stairs. She was quite pleased. As she had hoped, her husband hadn't balked at all as she doled out his chores. In fact making the bed was about to become his new morning duty. Meanwhile Tom pulled the blanket and sheets from their bed. Off came the pillow cases as they joined the pile on the floor. Damn! Jen seemed to have an unending list of things for him to do. He wanted to protest. She was down relaxing with the Sunday paper while he was doing laundry, making the bed and god knew what other chores were in store for him. Instead of protesting he got clean sheets from the linen closet and began the process of making the bed. Like he had a choice. First of all his damn penis hadn't argued when Jen gave him orders. It remained stiff as ever. And secondly he couldn't forget the spanking he'd received yesterday. Knowing Karen was coming over meant he needed to be careful. Being disobedient or even arguing with Jen would surely earn him another very sore bottom. For the rest of the morning Tom followed his wife's orders. It wasn't all that bad. Every so often she would pat the couch next to her and Tom would be rewarded for his efforts. Actually rewarded was perhaps too strong a word. Oh sure. His little penis got plenty of attention which he certainly enjoyed; but a true reward would have included an orgasm and that did not happen. Instead after rejuvenating his erection, she sent him off to do another chore. Lunchtime came and went. Tom dutifully washed the dishes while Jen remained at the table finishing her tea. Done at last she took her cup to the sink and handed it to Tom. "Let me take a look at your hands," she said. Tom held out his hands, palms up. "Turn them over. I want to see how your fingernails are doing." Tom complied and Jen peered closely at each finger, examining them. "Look," she said, pointing to one nail with a chip in the polish. "It's already chipping. I should never have allowed you to skip the other two coats. Next time we'll do it right." On the one hand Tom was happy to see the polish already coming off. That would make removing it later easier. However he didn't like the sound of 'Next time we'll do it right.' It sure seemed like he'd be stuck going to work with polished nails sooner or later. Speaking of polish though, he needed to get something to remove it before tomorrow. He'd found out too late that Jen was out of polish remover. "Uhhh... Jen," he began. "I'm going to need something to... to take the polish off later." "Oh?" she replied with an impish smile. "Don't you want to show them off at work tomorrow? We could fix up that chip with another coat." Tom gulped and quickly shook his head. "No!... C'mon you promised." "Well what would you like me to do?" "Could you get some from your sister?... Maybe have her to bring it over?" "Or you could go over there and get it," Jen retorted. "Maybe Mike will answer the door and you can ask him." Tom blanched at the idea of his brother-in-law discovering what Jen was doing to him. "No thanks," he quickly replied. "Maybe we could go out and buy some?" "You want to go to the store again?" Jen asked, her smile growing. "I... I've got to get something to take off this polish." He wasn't looking forward to a trip to the store but he couldn't go to work like this tomorrow. He needed to get some nail polish remover. "Ok," she said. "I suppose we can go to the mall for that." Tom let out a sigh of relief. He'd been afraid Jen would have refused and made him go to work like he was. Of course now he had to go back to that damn mall and buy the stuff. God that was going to be embarrassing. Since they were going out Jen suggested Tom might want to put on some clothes. Before he headed upstairs, Jen reminded him not to change out of anything but her robe. The bra, panties and pantyhose were to stay on. And to Tom's further consternation she told him he was not to remove the tissues. In the bedroom Tom quickly pulled on his jeans. He thought for a second and decided to put on socks over the pantyhose before stepping into his sneakers. He looked down at his chest and the damned mounds filling out his bra. He wished Jen hadn't told him to keep the tissues in. Maybe he could take one or two out so they wouldn't poke out so far. Jen wouldn't notice, would she? But before he did that he had to find something so that the bra itself wouldn't show through. A shirt wouldn't do... How about a sweater or a sweatshirt? Something thick. Tom rummaged through his drawers looking for the baggiest thing he could find. While he was looking he heard Jen come up the stairs. Damn! He'd missed the opportunity to remove any tissues. "Ready yet?" she asked from the doorway. Jen couldn't keep the smile from her face as Tom looked for something to hide his new girlish figure. Wearing a bra and panties certainly made for a more docile and compliant husband, that was for sure. "Just let me find something to put over this." He looked down, indicating his bra covered chest. "Why don't you wear my sweater again? You wore it yesterday and it fits you." Tom groaned. Jen's sweater was so pink. Besides it wasn't bulky enough to hide his new shape. But she was already getting it out of the drawer. As she handed it to him he realized he didn't really have a choice an on it went. After adjusting the sweater as best he could, it still seemed not to hide enough. The little mounds on his chest still protruded. A glance at the mirror confirmed his worst fears. God! He couldn't go out like this! "Jen," he began. "Do I... Do I have to keep the tissues in? Everybody will see and know I'm wearing a bra." Jen gave her husband a firm look. "Tom. You were the one who wanted to go out shopping. If you don't want to dress properly we don't have to go." Oh damn her! He had to get the nail polish remover; otherwise he couldn't go to work in the morning. "But Jen," Tom pleaded again. "The sweater doesn't hide anything..... Look." He turned to face her. "Everybody can see I've got boobies underneath." "Tom I thought we discussed this. When you wear a bra you need to fill it out; otherwise there's no point in it. Now if you want to go to the store and buy nail polish remover you'll wear your bra filled out with tissues." Tom gulped. Jen wasn't relenting. This was going to be so embarrassing. If he hadn't received the spanking from the two sisters yesterday he might have argued more or perhaps even refused. However he was quite aware that Karen was only a phone call away. He could wind up earning a very sore bottom and still end up going out like this. It didn't seem he had much choice. "Ok," Tom muttered defeated. Chapter XX Jen drove while Tom sat in the passenger seat very aware of his girlish figure. He dreaded the prospect of the mall but he needed that damn nail polish remover. Hopefully they could just run in, buy it and leave. Jen parked close to the entrance. Being Sunday the mall wasn't very crowded yet but Tom felt everyone's eyes upon him as he got out of the car. The so very pink sweater seemed to call attention to what he was wearing. Jen however, was enjoying Tom's discomfort and was glad she'd thought to have him keep his bra stuffed for the trip. Although he'd resisted at first he'd eventually given in. His compliance was evidence that his training was coming along and he was becoming the obedient husband she wanted. Tom held the door to the mall for her and looked about for the department store. Damn! It was down the other end of the mall. They would have to walk the length and back before he'd be able to retreat to the privacy of the car again. As they walked, Tom wanted to hurry but Jen kept stopping to look in clothing store windows. To his consternation she would point out girlish outfits and teasingly tell him, in a not too quiet voice, how cute he'd look wearing them. Finally they reached the department store. "Ok Tom. We need to go to the cosmetics counter. When we get there, ask the lady for some nail polish remover." "I have to ask for it? Isn't it out on a counter so I can just pick it up?" "No Tom," Jen replied with a laugh. They don't want cosmetics to be stolen so they are all behind the counter. You have to ask for them." Tom groaned. He hadn't realized that. Now he was sure to be embarrassed. "Couldn't you ask instead?" he tried. "Tom. I'm not the one who wants nail polish remover.... Just go up to the counter and ask like a big boy." They approached the counter and to Tom's chagrin it seemed to be the busiest place in the mall. Teenage girls and women were busy trying out makeup. All the salesgirls seemed busy so Tom and Jen had to wait. Of course standing and waiting amongst all the women was not what Tom wanted to be doing. He was the only male and after a moment he caught several eyes staring at him. God this was embarrassing. He wished he could disappear. Unfortunately Jen was not going to let that happen. "Oh Tom," she began, picking up a sample lipstick. "Take a look at this. Don't you think the color would be perfect for you?" The impish smile on her face widened as her husband turned beet red. Great! Tom thought to himself. Now everyone knows I'm a pansy. Jen held the opened tube up to his face. "Since we're here, maybe we should get this lipstick too. Would you like that?" Tom groaned. He knew that arguing wouldn't do any good. If anything Jen would humiliate him in front of everyone; not that she wasn't doing it already. "Can I help you?" Thank God. Finally a salesgirl. He could get the damn nail polish remover and get out of here. "I... I want some nail polish remover," Tom whispered. "Nail polish?" The salesgirl asked. "No... No," Tom replied louder. "Remover ... I want nail polish remover." "Oh." The girl's eyes looked down at Tom's hands and she nodded understandingly. She reached under the counter and came up with a small bottle. "Is this what you want?" Tom looked quickly at it. It seemed to be the stuff he needed. "Yes," he answered nodding his head. "Is that all?" Tom was about to say yes when Jen chimed in. "Tom. Don't forget the lipstick." Damn her! "Lipstick?" the salesgirl asked looking quizzically at the two of them. "Tom," Jen continued. "Tell her which lipstick you want." Oh God! This was so embarrassing! "I... I don't know," he muttered. "Well," the salesgirl began. "We have quite a number of different shades." "He was looking at that sample over here," Jen chimed in. "It's such a nice color." The girl stepped down the counter to see which one Jen was referring to. "Ahh. This is a very nice color. Let me see if I can find it." Tom glared at Jen while the girl went off to look. "Can't we go now?" he whispered. "But Tom," Jen replied with a smile in a voice that was the opposite of Tom's whisper. "I can't have you borrowing my lipstick. You need your own." "Jen... Shhhh." Tom was mortified that a couple of teenage girls had turned to stare and then broke into giggles. Jen just smiled sweetly. If Tom was thinking he'd get out of here with his manhood intact, he was dead wrong. Embarrassing him like this was a bit cruel but it would reinforce that she wore the pants now and had the power to humiliate him. Like yesterday's spanking this was all part of his obedience training. "Tom," she said. "You're buying lipstick and that's final. I don't want to hear another word out of you about it." Tom gulped. Another pair of eyes glanced in his direction then dropped to his chest. Oh God! Couldn't this be over? Christ! He was so very embarrassed. However he realized that Jen had the upper hand. She could easily humiliate him further by saying something about his girl underwear. He didn't have a choice and quietly waited for the salesgirl to return. Finally after conferring with another salesperson, the salesgirl returned with the lipstick. "Will that be all now?" Tom looked in askance at Jen who gave a slight nod. Tom turned back to the salesgirl and told her he was done. After paying and taking the package Tom wanted nothing more than to leave the store and head back to the car. Unfortunately Jen had other plans. "Let's go over and take a look at shoes," Jen said before Tom had gotten two steps toward the door. "Wearing high heels isn't as easy as it looks so the sooner we get you into them, the sooner you can practice." Noooo! Tom moaned to himself. Heels? He couldn't try on women's shoes in the store. Everyone would know he was dressing up as a girl. "C'mon Tom. Let's look at what they have in this store and, if you don't like any well... there are several women's shoe stores in the mall. I'm sure one of them will have what you want. We have all afternoon." The message was clear. Tom was buying high heels today. Chapter XXI Two hours later Jen and Tom pulled into their driveway. Karen pulled her car in behind them and watched as Tom opened the passenger door and hurried to the driver's side to hold the door for his wife. He looked so adorable in the pink sweater with his budding breasts poking out. Too bad they weren't real, yet. Karen had to hand it to her sister. She'd taken Tom's training to a new level this weekend. Between the spanking they had given him yesterday and the public embarrassment Jen had forced him to endure at the mall this afternoon, Tom was learning to behave. Jen was in charge and Tom would be wise to accept that. He now knew what his punishment would be if he didn't. However Karen was here for a reason. Her sister had called her from the mall and asked her to join them. When she'd arrived she had to smile. Tom was already carrying a bag with the name of a shoe store on it. Jen must have gotten him the high heels they had discussed. Jen had one more surprise in store for her husband which was the real reason Karen was accompanying them. Although she had primed Tom yesterday with her fingers she was afraid he might be reluctant for what she planned next. Karen was along to assure he didn't get a choice in the matter. However before they went back to the house for Tom's little surprise, she wanted to subject him to a little public embarrassment to dissolve any feelings of masculinity he might have. To that end the girls paraded him up and down the mall making frequent stops at women's store windows where they discussed how adorable he would look in the clothes on display. The mall grew more crowded as the afternoon wore on and the trio was subjected to quite a few stares; mostly toward Tom. The pink sweater caught the eyes of passerby's and when giggling teenagers pointed at him, Tom was completely mortified. On several occasions he pleaded with Jen to leave the mall but she refused and, since his wife held the car keys, he had no choice but to meekly allow them to continue his humiliation. Finally the girls decided Tom had had enough. They'd already had one run in with a mall cop and didn't need for Tom to be detained for the real police. Besides Jen had made her point; Tom was now as docile as could be. The look of relief on his face as they headed for the exit was priceless. Tom couldn't wait to get to the safety of the car. He put his packages in the back seat. Yes there were more than just his heels, lipstick and nail polish remover. The girls couldn't resist making him buy a skirt, blouse and dress so he'd have a complete outfit to wear. Tom was very quiet during the drive home as he thought about the predicament he was in. Jen was in charge. That point had been made perfectly clear. And it looked like he was going to be wearing girl clothes from now on; at least when he wasn't away at work. She'd also given him chores that he was now expected to do each week. And if he argued or protested, there was a spanking or a humiliating trip to the mall awaiting him. Christ! He couldn't think of any way out of this. He'd learned he was no match for Jen and her sister so being spanked was a definite possibility if he didn't do as he was told. And he dreaded another embarrassing trip to the mall. He gulped. It looked like he was going to be obeying his wife from now on. ? Chapter XXII A smiling Karen held the door for Tom as his hands were full with his packages. "I bet you can't wait to try on your new clothes," she teased as he stepped into the house. Tom didn't answer as he dropped the bags onto the couch then turned to see the two girls standing with their hands on their hips. "Ok Tom," Jen said. "We're back home now so there's no need for your boy clothes. Take off your pants and sneakers." Christ! Was he allowed no modesty? But he didn't argue and began undoing his belt buckle. "And my sweater too," Jen added. Tom nodded and shortly he was standing before them in just his bra, panties and pantyhose. He suspected what was coming next and he was right. "Why don't you try on the dress you bought?" It wasn't really a question that required an answer. And certainly not the one Tom wished to say. Instead he reached for the bag, took out the dress and pulled it over his head. It buttoned in the back and he struggled for a few moments before Jen stepped behind him and helped. The girls nodded approvingly and brought Tom to the mirror where he gulped at his girlish image. The dress clung to his body with the bodice showing off his small breasts. Christ! All he needed was a wig and makeup and he could pass for a girl, a rather tall girl but still a girl. There was no wig but Jen remembered the lipstick and to his embarrassment, Tom had his lips turned a bright red. What next? He didn't have long to find out. "We're almost finished, Tom," Jen said. "Just try on your new shoes." Of course, Tom muttered to himself. Who could forget his high heels? He had to sit down to put them on and when he stood, he almost fell on his face. Oh my God! He couldn't walk in these things! Laughing the girls caught him and helped him stand back up. It took a moment for him to regain his balance. "Try walking," Jen directed. Feeling he was about to fall forward, Tom took a tentative step and then another. It was harder than it looked but he slowly got the hang of it as the girls had him pace back and forth across the living room. "That wasn't too bad," Karen commented with a smile. "You're a quick learner." "Now comes the hard part," Jen said. "Stairs." "You want me to go upstairs in these?" Tom asked. "Uh huh," Jen replied still smiling. "Hold onto the banister and take your time." Tom headed toward the stairs and the girls fell in behind him. As it turned out climbing the stairs wasn't too bad as long as he didn't step on his heels. Had he known what was in store for him though he might have taken more time. When he reached the top he turned around, half expecting Jen to have him practice climbing down the stairs. Instead he was surprised to find the two girls on the landing with him. "Bedroom," Jen said in a no nonsense voice, pointing. Wordlessly Tom turned and stepped down the hall. He was surprised the girl's had followed him but it was obvious they had something else in mind besides him practicing to walk in heels. "Hang your dress in the closet," Jen directed. Tom gulped sensing his wife would not tolerate an argument. He quickly reached behind trying to undo the buttons of the dress but could only get a couple before his arms refused to reach. Jen stepped forward and undid the remaining ones. "Hang it carefully," she instructed as Tom pulled the dress over his head. He walked quickly to the closet, found a hanger and did as directed, relieved that his wife didn't find fault with the way he'd hung it. "Take off your heels and put them in your closet too." Tom did as he was told. "Now the pantyhose." "My pantyhose?" he asked a little surprised. He hadn't been expecting that. "Yes Tom. Don't make me say it again." Tom silently gulped. He could tell from the tone of her voice he needed to be careful. Off came the pantyhose which he wisely placed in the hamper before turning back clad only in his bra and panties. Jen still had a stern look on her face and Tom prayed he'd obeyed quickly enough. "What would you like next?" he asked hoping to avoid another spanking. "Keep your bra and panties on for now," she replied. "I want you over the end of the bed like you were yesterday." Oh God! He was going to be spanked again! "Please Jen," he whimpered. "Don't spank me again. I'll be good... I promise." "I'm not going to spank you," she replied. "Unless of course you don't do as you're told. I want you over the end of the bed for another reason." "Why?" Tom asked. "You'll find out soon enough." She glanced down at Tom's crotch and for the first time smiled. "I think little Tommy's looking forward to it no matter what." Tom glanced down and saw he was sporting an erection. Christ! How long had that been there? "Now step over to the bed and let Karen tie your legs like we did yesterday." Oh Geez! This was a very vulnerable position he was putting himself in. Of course, he didn't have much of a choice. Either he willingly allowed them to tie him up or the two girls would go for his privates and tie him up anyway. The latter would most likely provoke a sound spanking. Tom quietly gulped as he headed toward the foot of the bed. The girls grinned. Tom knew the score. Jen retrieved several stockings and tossed them to her sister who knelt down and positioned Tom's right foot by the corresponding bedpost. Taking one stocking she proceeded to tie it around Tom's ankle and then the post. She tied Tom's other ankle and then wrapped the stocking around the post. "Spread those legs," Karen instructed as she pulled the stocking tight. Tom's ankle moved several inches closer to the post. Jen approached and lightly swatted his backside. "Wider," she commanded. Tom gulped. He was in no position to argue. "I am!... I am!" he exclaimed, stretching his legs as wide as he could while Karen tightened the stocking. God! Why did they have to buy a queen sized bed? Karen tugged once again and Tom grunted as he was stretched further than he thought possible. Thankfully she was satisfied and tied the final knot. He was stuck. All of a sudden he felt a tickling sensation on the bottom of his foot. He giggled and twitched as best he could. "Guess who's ticklish," Karen laughed. Her fingers lightly ran up Tom's leg causing him to squirm about and giggle. "Stop...Stop it!" Tom frantically reached back grabbing for Karen's hand. That was a mistake. "Tom!" Jen's voice was sharp. "Let go of my sister." Tom realized what he'd done and immediately dropped Karen's wrist. He'd grabbed her purely out of instinct. Now he wished he hadn't. Oh please don't spank me! Please! Luckily his quiet pleas were answered. Unfortunately they were answered because Jen had another idea in mind. "Tom," she said. "I expect you to behave. That means not grabbing at my sister. Or me. Do you understand?" "Yes," Tom replied quickly, not yet sure he had avoided a spanking. "I... I didn't mean to. I'm sorry." "Well we're going to make sure you don't do it again. Now put your hands behind your back." Oh God! But Tom did as he was told as another stocking materialized in Karen's hands. She tied it around one wrist and placed his arm across his back. She took his other arm and positioned both arms parallel to his waist. Then she wrapped the stocking about his forearms and tied it to his second wrist. Tom gulped. His arms were immobilized behind his back. He tried twisting about but found it was useless. With his ankles attached to the bedposts and his arms tied behind him, he was a prisoner. When Jen pushed him face down onto the bed he realized just how helpless he was. Oh God! "I don't think he'll give us anymore trouble," Jen exclaimed to her sister. Then turning back to her husband she spoke. "Stay like that." "Yes Jen," Tom said, hurriedly voicing his compliance. He didn't want to take a chance she might think he was being disobedient. Not in this position. He watched his wife open her nightstand drawer. Then he audibly gulped when he saw what she took out. It was a strap-on dildo. When had she gotten that? And, more importantly what was she planning to do with it? Somehow he knew. "I've got a little surprise for you Tom." Jen smiled sweetly as she held up the strap-on. The look on Tom's face was priceless. The business portion of the strap-on was a bit more than six inches long and quite thick. Tom's fully erect penis, by comparison, could have been its baby brother. "Oh Geez," Tom whimpered when his wife slipped the harness around her waist. He was about to be fucked in the ass and there was nothing he could do to stop her. "Jen... No...Don't." "Now Tom," she said, ignoring his pleas. "Remember yesterday how you had such a good time with my finger up your butt?" Tom remembered. Christ! How could he forget? He'd been totally humiliated. However he also recalled having a tremendous orgasm. But Jeez! This was so much bigger than Jen's finger! It was going to hurt; he just knew it. "Please Jen," he tried again. "It... It's so big... Please don't...Oh Jeez... It's going to hurt." He gulped once again as he stared at the large, cock-like object his wife intended to use on him. I'll be gentle," Jen said with a laugh. She winked at her sister as she tightened the harness. Her new manhood stood out in front of her. Tom's training wouldn't be complete without teaching him to take on the girl's role. After all it was going to be his role from now on. She reached back into her nightstand and retrieved a jar of petroleum jelly. "This will make it a little easier." She walked to the end of the bed dipping her finger into the jar. "Karen. Could you spread his cheeks? He needs to be well lubricated." "Of course," her sister replied eagerly. She knelt on the bed and, after yanking the back of Tom's panties down, grasped each cheek firmly. Tom knew better than to resist and Karen pulled his cheeks apart, exposing his private hole. Jen placed a large gob of Vaseline directly on it and began to rub it in. "Ooooh." Tom gave a little squeal. The Vaseline felt cold. However he meekly submitted as Jen, using her finger, proceeded to coat his entranceway. Then pausing, she loaded her finger from the jar a second time. "Hold still now." Tom gulped as his wife pushed her finger inside him. This shouldn't be happening! It was so humiliating. Without thinking he squirmed and tried to clamp his cheeks together. SMACK... SMACK... SMACK "OWWWWWWWW!" Tom cried and immediately relaxed his cheek muscles. God! That was stupid. He was in such a vulnerable position. What was he thinking? "I told you to hold still," Jen exclaimed angrily. "I... I'm sorry," Tom whimpered. "You should be," Jen retorted. She nodded to Karen who stood ready with her hand. SMACK!.... SMACK! "OWWWWWWWWWWW!" Tom cried out. His backside stung. "Please don't.... I'm sorry." "Now Tom. My finger gets to go wherever I want it to. And I think you know where it wants to be right now. Are you going to cooperate?" "Yes... Yes Jen." Of course. What choice did he have? "Good. Consider this a warning. Next time you'll be spanked - and I mean really spanked. Do you understand?" "Yes Jen," Tom replied quickly. "I understand." No way did he want there to be a 'next time'. Moments later Jen's finger was back, probing between his cheeks. Tom grimaced, wishing this ordeal was over. He was humiliated by what she was doing and mortified at what was to come. "That's it," Jen coaxed. "Open up for my finger." Tom quietly gulped as he obediently complied. "That's it... good boy," she murmured pushing her finger inside him. For the next minute or so a humiliated Tom meekly submitted while his wife probed and lubricated him. One finger was soon replaced by two as she prepared him for what was to come. As she did, Tom slowly became aware that he was sporting an erection. What the girls were doing was arousing him which only added to his humiliation. Without realizing it Tom pushed back against Jen's fingers and caught his breath when they touched his excitable prostate. Oh Jeez. Tom knew the feeling. And he knew he couldn't resist it for very long. The girls sensed his growing arousal. It wasn't that difficult. In fact it was quite obvious when Tom's rear began to rhythmically bounce up and down. "I think he's starting to like it," Karen exclaimed. Tom's breathing was coming in quick gasps now. "Better get ready." Jen quickly pulled her fingers out and dipped them into the Vaseline again. Swabbing the business end of the strap-on she placed it between Tom's cheeks and pushed. "Mmmph." Tom eagerly thrust back to meet Jen as she pushed against him. Oh God it was big. It didn't slide in like her fingers. Instead he felt his little hole being stretched. Thank God for the Vaseline! In his excitement his humiliation was forgotten. He opened as wide as he could to allow the bulbous tip in. His wife pushed and the head went in. "Ohhhh! Jeez!" Tom groaned. He felt he was being split in two. "Jen.... It... It's so big! It hurts." "Take your time....just relax and don't fight it." She gently pushed, inching her way inside him. "Owwww.... Oh Jen... It hurts. It really does." Jen glanced down at the strap-on protruding from her husband's ass. Most of it was outside. Sure it was his first time and it probably did hurt; however she was training him. He had to get used to being the girl. "Just a little more," she replied. "You can do it... I know you can." "Oh! Oh Jeez! Owwww! Owwwww!" "That's it," she murmured soothingly looking down. He'd barely taken two inches. "Jen. Please... It hurts." Poor Tom. His excitement had waned, replaced by the pain of his little hole being stretched beyond belief. He was going to be very sore when this was over. "Maybe a little more Vaseline would help," Karen suggested. Jen nodded. "You might be right." Oh! Thank God. A sigh of relief escaped Tom's lips as Jen backed the strap-on out of him. It was short lived however. A large gob of Vaseline was placed between his cheeks and Jen pushed it into him. "Don't worry. We'll get you nice and slippery." Her finger probed deeply, coating his anus with the greasy substance. Tom grunted. At least he wasn't being stretched apart. Jen's finger kept going, moving in and out and tickling his prostate. Back came Tom's erection. After a minute or two a second finger joined in. "Let's see if we can loosen you up back here." Tom's breath was coming a little quicker now and once again he began thrusting back against his wife's fingers. Another gob of Vaseline and a third finger joined the fray. "Mmmpph" Tom groaned. He was being stretched again but not as badly. Besides he was getting more and more aroused and his bottom started bouncing up and down. "Oh Jeez! Oh God! That's big!" Tom cried when, a few moments later, Jen's fingers were replace by the strap-on. In it went. First the head, stretching his little hole. Jen pushed hard and Tom cried out. It hurt! It was so very big. Jen's three fingers had been mild compared to this! But Jen was not giving up. Tom had to learn to accept this. She held her husband's hips as she thrust against him, grunting as another inch went in. "Owwwwww! Jen please!" "Tom. This is not much bigger than your average sized cock. Most girls would have no trouble handling it. You're going to learn to handle it too." "Owwwwww! Owwwwww! Oh Jen! It hurts! Please stop!" Tom's rectum felt like she'd shoved a telephone pole up it. Jen looked down and saw that at least three inches of hard rubber remained outside her husband. Jeez. The way he was moaning and crying, she'd never get the rest inside him; at least not today. "Ok Tom," she relented. "You don't have to take it all." "Oh God! Thank you!" Tom groaned as his wife slowly pulled out. God that felt better. He lay recovering, the head of the dildo still inside him. Jen wasn't letting him completely off the hook. "Now Tom. As I said before, a girl should have no trouble with an average sized cock. This fellow isn't that much bigger. I want you to learn to handle it." Tom gulped. He'd never be able to take the whole thing. Besides girls didn't have to take it up their ass like that. Christ! What was Jen doing to him? He didn't want to become a girl! "Tom. Do you understand me?" "Yes," Tom replied quickly. Although he didn't want to become a girl, he certainly didn't want another spanking. "I... I understand." "Good." She stood behind him; the head of the dildo still inside him. Slowly she pushed into him again. In and out. "I want you to get used to this." "Yes... Yes Jen." It wasn't too bad. At least she didn't shove it in like before. A moment later her hands slid up his chest and found his tissue filled bra. She pushed it up and her fingers found his nipples. Tom couldn't help squirming. They were quite sensitive. In and out. In and out. The slow thrusts of her hips were beginning to get him aroused again. Coupled with what she was doing to his nipples and Tom's breath quickened. Soon he was answering her thrusts as his excitement grew. "Baby like?" Jen asked. "Ohhhh," was Tom's response as he pushed back against her. He was getting more accustomed to the thickness of the strap-on. Now that she wasn't forcing it into him the in and out motion against his prostate felt oh so good! The humiliation of being taken doggie style by his wife was forgotten as his feelings of arousal grew. He was going to cum and it would be in his new girlish role. His breath quickened as his wife continued to fuck him. "That's my girl," Jen whispered gently thrusting her pelvis into him. She glanced down and smiled. The strap-on was almost halfway in. Maybe not tonight but he'd soon be taking it all. Tom's arousal grew and very soon he reached the point of no return. "Oh Jen! Honey!" he cried when his little penis began to spurt into the front of the panties. Like the day before his orgasm was very intense and he squirted excitedly for longer than usual, before collapsing in a heap. Tom lay recovering as Jen slowly pulled out of him. He grunted as the bulbous head retreated through his opening. "It seems you really enjoyed yourself." That was Karen. Tom opened one eye to see his sister-in-law smiling at him. Christ! She'd watched the whole embarrassing show and now that he was no longer aroused, his humiliation came back in force. "I bet your panties are going to need a washing, aren't they?" Jen laughed; the girls' teasing did not make him feel any better. His wife stepped momentarily away and returned wiping the strap-on with a washcloth. His rear end was next and Jen wiped the grease from between his cheeks before pulling his panties back up. "Ewwww," she uttered with disgust and quickly tossed the washcloth in the hamper. Tom had deposited more than just used Vaseline. "Well," Karen said with a glance toward the bedside clock. "I've really got to be going. Mike's wants to go out to dinner soon." She started heading out but turned back at the doorway. "Would you like a hand untying Tom?" "That won't be necessary," Jen replied. "He's going to stay tied up like this. I've got a few things I want to discuss with him." She followed Karen out the door and down the stairs. Chapter XXIII Tom groaned. Christ! Why did he have to remain tied up like this? It only meant one thing. He wasn't going to like the upcoming discussion. Hoping to get free before his wife returned, Tom reached vainly for the knots Karen had tied around his wrists. He couldn't quite reach and without his arms and hands there was no way he could free his ankles. He was still struggling five minutes later when Jen returned. "Good luck with that," she said with a laugh from the doorway as she watched her husband twist about in vain. Then she walked over, stood behind Tom and yanked his panties back down. SMACK... SMACK... SMACK "OWWWWWWW! Jen Stop! Please don't spank me. I didn't do anything!" Tom was frightened. His wife was in total control. She could spank him all night and he couldn't do a thing about it. SMACK... SMACK! Jen's hand slapped Tom's bare bottom again. She wanted him to fully understand the position he was in. It would make the upcoming discussion easier. "Now Tom," she said in a no nonsense voice, walking around and sitting on the bed by her husband's head. "I want to make a couple of things perfectly clear to you." Tom looked up and fearfully nodded. "What?" "First of all I want you to think long and hard about this weekend. From now on things are going to be a little different." She paused and looked directly at her husband. "I'm in charge." She certainly was. Tom couldn't argue that point. Jen continued. "The chores I had you do this weekend I expect to be done every week. Understand?" Tom gulped but quickly nodded his head in agreement. His bottom still stung. "And as part of taking on a girl's role I want you in panties. When you're not at work I expect you to be in a bra as well." Tom nodded. What choice did he have? "That means," Jen continued. "When you get home from work the first thing you do is change your clothes. I want you in girl underwear and whatever skirt or dress you choose." Oh Jeez. Tom had naturally assumed he'd wear the bra beneath his shirt. He hadn't realized she meant for him to dress completely as a girl! "I... I can't wear my shirt over the bra?" "We call them blouses, Tom," Jen corrected. "Of course you can wear a blouse. A blouse and skirt are perfectly acceptable when you're not wearing a dress." Oh God. No shirt and he guessed pants would not be allowed either. His boy clothing would be for work only. This wasn't right. He was a guy. "Jen. Do I have to? Can't I keep my shirt and pants on?" "This is why you're still tied up," Jen said, pushing herself off the bed. Tom gulped. Oh Jeez. It had been a stupid mistake to argue. "Jen. No!" he frantically protested as his wife walked around to stand behind him. "I...I didn't mean it. Please!" "So." SMACK.... SMACK.... SMACK.... "You don't want to change into girl clothes?" "OWWWWWWW! Jen Please!" SMACK!..... SMACK!.... SMACK! Her hand came down harder. Tom would be more than happy to oblige her when she was done. "OWWWWWW! OWWWWWW! OWWWWWWW!... Jen Please! Yes I'll change into girl clothes. OWWWWWW! Please don't spank me!" "That's right Tom. You will." SMACK!...SMACK!... SMACK! The spanking continued. "Now what are you going to do when you get home from work tomorrow?" "OWWWWWWW! I... I'm going to change." "And what are you going to change into?" SMACK!... SMACK! "OWWWWWW!...A bra," Tom replied quickly. "And a dress....I'll put on the dress I bought today... OWWWWW!" Jen smiled, looking down at Tom's red bottom. Nothing like a little spanking to help him understand the new facts of life. She was in charge and would not tolerate any disagreements. "Good," she said approvingly. "And I don't want to hear any more arguments about dressing up. Is that clear?" "Yes Jen," Tom replied quickly, not wanting to risk another stinging swat to his rear end. Christ! This was some predicament. His choices were to obey Jen or be spanked. Not much of a choice! And even when he was free he'd always have to worry about what the two girls could and would do if he follow Jen's orders. "I'm glad you understand." Jen then stepped away out of Tom's view. "Now that we are clear on that, there's another thing we need to take care of." A wary Tom asked. "What?" "Well you've been a lucky boy this weekend. How many times did you manage to cum?" Tom wasn't sure where this was going but he quickly calculated. Two yesterday and one so far today. "Three." "I haven't had any," came the reply. "But that's about to change." Jen hopped onto the bed and the first thing Tom noticed was that she wasn't wearing anything below her waist. She knelt with her legs apart, a knee on either side of Tom's head. "Get busy," she said directing his head to where she wanted it. Tom did as he was told and began licking her. He didn't mind this and went to work with his tongue. It wasn't long before Jen began to moan and a few minutes later she pulled Tom's face against her while she had climaxed. Tom rested while she recovered. After a moment or two she looked at him and smiled. "That's the first one. Two more to go." "Again? Now?" Tom asked, not sure if she'd meant that or not. "Uh huh," she replied dreamily. Tom went back to work. This time it wasn't so quick. Jen was enjoying his tongue but wasn't ready to climax again. Tom kept at it but after ten minutes his tongue began to tire. He'd brought her to one orgasm but this second was elusive. "Don't stop!" When he tried to rest Jen pulled his face back to where she wanted it. Being tied like he was he had no leverage to resist. Resignedly his tired tongue went back to work but after several more minutes, he ran out of energy. "Tom... You're not trying." "Mmmmpphh." He pushed back against her hand holding his face to her crotch. "I... I can't. I need to rest a minute." "Get that tongue back inside." With both hands, Jen pulled Tom's face into her nether regions where he tried his best to satisfy her. If he could just rest for a minute or two! "Oh Tom!" Jen exclaimed exasperatedly a minute later. "This isn't working. You're not trying." She pulled her legs from around Tom's head and sat on the edge of the bed. "If it has to take another spanking to for you to put out some effort that can be arranged." "Jen.. please no! I'm trying! I really am! Please don't spank me!" Tom frantically pleaded. He was still sore from the last one. He did not want another spanking.. "Well you'd better try harder. I'm owed three orgasms and you're not getting untied until get them." Inwardly Tom groaned. If it was taking this long for orgasm number two, it might be midnight before she had the third one. "And this better not take till midnight." It was as if she were reading his mind. Glancing over at the bedside clock, it read 6:30. "You've got fifteen minutes. If you don't make it happen by then you are getting a spanking. And then you'll get another fifteen minutes. I think you get the idea." Tom did. There was no way around it. He was going to be spanked again. His wife was teaching him that her orgasms ought to be very important to him. If he didn't work hard to pleasure her he was going to be punished. Two hours later Jen achieved her third orgasm. It had taken several spankings but Tom had learned to put her pleasure above any discomfort he might be feeling. Now a very subdued Tom was rubbing his arms to bring back the circulation after his wife freed him. It was so nice not to be tied up like that anymore. His panties were stained from earlier so Jen suggested he change his underwear. Tom did so without an argument; selecting a matching bra and panty set which he donned. Fresh tissues filled out the bra cups. Then without being told, he went and got his new dress from the closet. With Jen's help he got it buttoned and they both went downstairs to have dinner. The remainder of the evening was uneventful except for when Tom wanted to use the nail polish remover. Jen explained that he was to keep his nails polished the entire weekend. That meant from Friday night when he got home from work until Monday morning. He could get up an hour earlier if it meant that much to him. Tom didn't argue. In bed Jen asked Tom for a backrub. It had been a hard day. She needed to relax her muscles. Tom had had a hard day too; a bit harder than his wife's. However he knew better than to point that out. Keeping Jen happy was more important. For the next half hour he massaged his wife's shoulders and back until her quiet breathing told him she was asleep. ? ? Epilogue The following week Tom was the model of obedience. After the experience of the weekend, he wasn't taking any chances. Each morning he shaved everywhere he'd been told. Then he dutifully wore his panties to work under his clothes. In the evening he changed; stuffing his bra with tissues and putting on his new dress or skirt and blouse. Other than his new daily chores, the list of chores was split up to allow for one or two to be done each evening. He knew sloppiness would not be tolerated and was relieved when Jen's inspections did not find anything amiss. He was also expected to give his wife an orgasm when she wanted one and at bedtime, more often than not, his tongue would be busy between her legs. His sated wife would then fall asleep leaving him somewhat frustrated. He didn't realize she was rationing his orgasms to assist in keeping him sexually subservient. Jen still planned for Tom to take all of her strap-on. To that end she bought several candles. With her husband obediently bent over the bed she would stretch his little hole with successfully larger candles, being careful not to allow him to cum. She had to smile when his bottom invariably began bouncing up and down, thrusting against the candle. He liked it. At that point the candles were put away and Tom would stand, pulling his panties back up over his now very stiff erection. As the week wore on Tom found himself daydreaming at work about his new role. The daydreams invariably brought on an erection as he recalled the weekend's spankings and humiliations. Being put into girl's underwear by his wife excited him. As did the idea of being spanked by Jen and her sister. His obedience training was working as Jen hoped. Of course not allowing Tom any sexual relief had the added bonus of making him more attentive to Jen's needs. By the end of the week he was giving her nightly backrubs without being asked. Keeping her happy was of paramount importance. The weekend was coming and his need for relief was growing. Friday found him polishing his nails again. He'd left work early in order to be all dressed and ready when Jen came home. Most of the morning he'd had an erection and had decided it would be in his best interests for Jen to see how obedient he was becoming. He'd be dressed and have his nails already polished and lipstick on by the time she got home so she could see how hard he was trying to please her. In the back of his mind he also hoped for a reward. Tom eventually got the reward; but he had to wait until Sunday night for Jen to bend him over the bed and take him with the strap-on. By then he was so aroused and thankful that he managed to accept all six plus inches before spurting uncontrollably into the front of his panties. The following week was more of the same. Tom had little time to himself. Jen kept him busy. Not only were there his chores but he was learning to wear makeup. There were nightly sessions on blusher, lipstick and eye shadow. Tom's wardrobe also grew. One dress and skirt were not enough. Soon he had several of each along with blouses, slips and camisoles. He'd had to purchase several pairs of control panties to keep his erection in check when he dressed up. He also found them helpful when the time between orgasms became unbearable. Sometimes Jen would deny him relief for a couple of weeks in a row. It made him that much more attentive to her needs. It also made him much more amiable to her continued sexual training. Afraid his infrequent orgasms might be in jeopardy, he didn't object to Jen using the strap-on and taking him doggie style. Only after several months did it dawn on him he no longer had an orgasm any other way. By then though, he had grown accustomed to his girlish role. Besides, the way Jen used the business end of the strap-on against his prostate, gave him the most exciting orgasms he'd ever experienced. He couldn't give that up. Not only did Tom's sexual training continue, so did his obedience training. Jen was pleased to see him perform his duties; dressing up, doing his chores and generally being attentive to her needs. She knew however it would be best to remind him every once in a while what punishments would be in store if he strayed. Karen was glad to help when the situation demanded it. Every so often Jen would dream up some excuse to punish Tom for being disobedient. It didn't matter what. Karen would be called and the two girls would again tie Tom over the end of the bed for a spanking. This kept him on his toes and he learned not to become complacent. The spankings left his bottom quite red and very sore. Not only was his backside a target, so were his sensitive testicles. They were Karen's favorite and she loved holding them in one hand while spanking with the other. Tom would cry out in agony and promise anything if only she would stop! Both girls enjoyed Tom's frantic cries while his balls and bottom were being spanked. This was all a reminder that Jen was in charge and Tom was to be obedient at all times. Jen found that these sessions often aroused her and afterwards Tom would remain tied up while he serviced her. Sometimes an extra spanking or two was necessary if Tom ran out of energy before she was fully satisfied. Tom learned Jen would be satisfied before he was allowed to be f