The Birth Of Tanya

The Birth Of Tanya

It happened so fast that Jeremy didn't even have time to react. He was walking down a fairly deserted street on his way to a club he had heard about. The women are hot and loose, is what they said. Quietly, an unmarked white van drove up behind him. He barely heard the engine when they got up next to him. 

He looked up at a figure dressed in black with a black mask and gloves. The person put something against his face, and he blacked out. When he awoke, he was sitting in a room that was very dark. There was a glowing big box in front of him that was humming. Wires where connected from the box to himself. He realized he was wearing a cap of some kind that was connected to his head.

Looking to his right, he saw a beautiful blonde haired woman. She was naked and standing up, but motionless. Her eyes were shut, and she appeared to be propped up somehow. He couldn't get a good look at her. "What the hell am I doing here," he yelled? Get me out of here."

He heard a voice. "My apologies Mr Phillips. May I call you Jeremy?"

"Who are you?" he looked around to find a face to go with the voice, but he saw nothing. He noticed a window on his right, but he couldn't make out any figures behind that window.

"Who I am is not as important as why you're here. I'm afraid I must apologize to you for bringing you here under rather unfortunate circumstances, but our company was in a bind."

"What company?"

"We cater to a very elite clientele. People who would rather not die and have the money to ensure that it doesn't happen."

He laughed. "That's ridiculous. That's like something out of a science-fiction movie. Why am I really here?"

"Laugh all you want, but I'm afraid it's true. We clone human bodies, but we need time for the bodies to grow completely. That body next to you is the result of one year of growth. We have to perfect the process. When the soul gets transferred into the body, it needs to age regularly, and this is something we have perfected. It can't be rushed any quicker than a year."

"Okay, so what if it's true? What does that have to do with me?"

We had a client to come to us for a rebirth. This would be his third time with us. He's one of our oldest clients.

Jeremy's jaw dropped. "How long have you been doing this?"

"It's been a while," the voice said smugly. "Suffice it to say, our customer had expectations, and one of our engineers bungled the order and gave us the body you see next to you. We couldn't get a male body in time, and his soul only has so much time before we lose it."

He strained to look at the female body next to him, she was naked. She had rather impressive features, including Double D size breasts, from the looks of her, she had a nice ass. She looked like the kind of woman that would be out of his league. "The body looks fine to me."

"I'm glad you said that, Mr Phillips. Maybe this doesn't have to be such a bad experience after all." 

"What does that mean," he asked nervously? 

"Well you see, we are going to take your body and give it to our client. That much has been decided. Our teams have been roaming the streets for 48 hours trying to find somebody, and you fit the bill perfectly."

"I won't do it," he protested. "You can't get away with this."

The man laughed. "You're in no position to disagree with anything, Mister Phillips. We are going to take your body, whether you agree to it or not. However, we have an opportunity for you."

"What opportunity," he asked skeptically? He didn't like where this conversation was going.

"You see, the beautiful body next to yours won't last very long without a soul in it. In fact, there are no clients on our list looking for a body quite like hers, so we might have to dispose of her, but that's where you come in."

"What the hell are you talking about?"

"Oh its simple, Mr Phillips. We're taking your body whether you like it or not. You can either fade away to wherever your soul is headed, or you can enter this body and live out her life."

"I won't live life as a woman. That's ridiculous."

"Hear me out. You may like the terms."

"Our client is a rich man. When you make a deposit for your next body, we establish a bank account for that individual. We establish legal documents. It's all on the up-and-up in the eyes of the law. She's got a bank account, and there is over 1 million dollars in it. She's got a condominium in the good part of town, she's got an extensive wardrobe and she's got a job. She's a receptionist, but it pays well. She starts work on Monday."

Jeremy laughed nervously. "No way. I'm not going to live my life as a woman."

"A financially solvent woman. From what we gleaned from your wallet, you don't do so well. You've kind of bungled your life, and it's just getting started. Our client will live the life of Jeremy Phillips in a much more successful manner than you ever could."

"But it's my life. I won't give it up," he protested. "I'm not living life as a woman."

"Suit yourself, Jeremy." He hit a switch and a buzzing sound was heard. Jeremy's head started feeling funny. 

"No, wait. I'll do it. I'll take her body," he began to sweat and was in a panic.

"A wise decision, Mr Phillips," The voice replied smugly. "Just relax. It will be over soon."

Jeremy woke up in a dimly lit room. His body was tingling all over as he was laying in bed. "Hello, he yelled, hearing a feminine voice come out of his mouth."

"Miss Wilson, glad you are awake," came the voice. "We have your ID and all your information in your purse. We picked out clothing for you to wear. Put it on and wait. Our people will be in there shortly to transfer you."

"Can't I just walk out of here?"

"I'm afraid not, Tanya. That would put our whole organization at risk. Don't worry, we will see you to your condo. Everything you'll need to go about your life will be there."

Tanya set up on the bed, looking down at her breasts. She had never seen them from this perspective before. She began gently squeezing them, and her body felt tingles. Her groin area was reacting to the touch. "Oh shit," she said to herself. "Is this real?"

She reached between her legs, gently fingering her neatly trimmed pussy, and the feelings were unlike anything she had ever experienced before. She looked around the room. "There must be something here."

Sitting on the white stand next to the bed was a vibrator. She grabbed it and turned it on, gently massaging her clit and feeling pleasure unlike she had ever experienced before. Something was coming over her, and she didn't fight it. Soon, she was exploring her pussy with the vibrator and having an orgasm. 

She wanted to keep going, but the voice came over the PA system. "I'm glad you like your new body, Miss Wilson, but you to need get dressed."

She was embarrassed. She sat the vibrator on the stand and grabbed the nude panty and bra set, jeans and lavender blouse that were provided for her. The jeans hugged her hips and ass in the right way, and she was looking at her backside. Her breasts filled out her blouse nicely. On the floor was a pair of sandals.

No sooner had she gotten dressed than somebody dressed in black with a mask on came towards her. "You don't have to," she began to say, but the figure grabbed her and put something against her face.

Tanya was laying on a couch in a rather nicely decorated condominium when she opened her eyes. She stood up. "I must be dreaming," she muttered to herself. The voice that came out of her mouth told her she wasn't.

She looked in the bathroom, which was decorated in pastel pink. There were towels and other essentials. The bathtub also had a shower nozzle. It looked nice enough.

She walked into a bedroom, which looked like the guest bedroom. It had a nice bed and a dresser. 'I wonder how much this place costs," she muttered to herself?

She went into the master bedroom. There was a big queen size bed. The pinks were brighter. The bed had nice sheets on it that looked comfortable. There was a makeup desk with a full-length mirror and lights above it. "Oh that's right," she said to herself. "I've got to learn how to do makeup."

She opened the closet door to find that it was a walk in. They weren't kidding when they said there were clothes. There were dresses, skirt outfits, pant suits and plenty of lingerie to relax in. There were also rows of shoes of many types. "Oh my God," she said, feeling a tingle. The idea of dressing up in these clothes appealed to her body at least. She was still getting used to the thought.

There was a bathroom with a very nice sauna tub that could be used for a shower. Various hygiene products were there along with lotions and that kind of thing.

She sat on the bed. Instinctively, she opened the bed stand drawer. Her mouth opened when she saw the contents. There was lube, a couple of nice vibrators, bigger dildos, and even a strap-on. They were butt plugs as well.

Her body tingled, and without much thought, she removed her clothing. She sat on the bed with a big eight inch neon pink dildo and vibrator. The closet door opposite the bed had a mirror, and she lowered herself on her dildo, taking it into her ass while she begin rubbing the vibrator outside her pussy. This was intense for Tanya. 

The part in her mind that was still Jeremy didn't understand why he would want to do this, but her body was speaking another language. She bounced up and down on the dildo, stretching her ass. Rubbing her clit with her vibrator, leading to a powerful orgasm. How long she was playing with her toys, she didn't know. She collapsed on the bed with the vibrator running in her pussy and the dildo still in her ass.

She composed yourself. "What the hell is wrong with me?" She was a little ashamed of herself.

She walked back into the living room and noticed some papers on the kitchen table. There were instructions on where she needed to go to work, what her job was and other vital information. 

There were headphones, a flash drive and a note, telling her that she could watch the videos on the flash drive to become more comfortable with her body.

It said hyper-sexualized body, and she stopped and pondered that for a moment. "What the hell did that mean?"

She went back to the instructions. Two pages in, it mentioned that her body was hyper-sexualized, supposedly by mistake. She took immense pleasure in having sex and might have overwhelming sexual cravings. It was written as a warning. "What kind of twisted fucks are these people," she muttered to herself? 

She had a laptop on her makeup desk, and she put the flash drive into it and the headphones synchronized with the laptop. There were hypnosis videos, but it was more than that. It was like her body had been programmed to receive this information. There was female etiquette, protocol and makeup. Images flashed on the screen, and then there were instruction videos that she watched intently. The content was hours long, and before she knew it, it was time for bed.

She had the most intense dream, being tied down and raped. It also led to her squirting herself awake. "Oh my God," she sat up in bed. "What the hell is happening to me?" 

She did her best to get sleep, but the morning came quickly. She took a break for a warm bubble bath and set down at her makeup table. It was amazing how effortless doing her makeup was. She reached for a bra and panty set. Her closet had several pant suits, and she grabbed a blue one. She moved the contents from the purse she had brought with her and put them into a blue purse. After checking her makeup in the mirror again and fixing her red lipstick, she headed out the door.

She was a receptionist for one of the bigger office buildings in there city. It was basic work. People came in and asked for directions, and she helped them. There were times when she escorted people where they needed to go as a personal touch for the company. The work wasn't too difficult and it paid well, which she realized when she got her first check.

One thing Tanya learned was how it was to be an attractive woman in the city. Guys were staring at her, no matter what she wore. Even if she wasn't dressing up fancy, they were checking out her ass or her breasts. When she dressed up a little bit prettier, she got lewd comments. Even the occasional woman smiled at her in such a way that she knew they were attracted to her. She liked that idea.

At home, her vibrators and her dildos got regular use as she couldn't seem to get enough of that. She had started wearing a butt plug to work sometimes, just because it helped dim her urges a little bit. It was one day when she thought she saw a ghost. Walking up to the desk was her. That is to say, it was Jeremy Phillips. She looked over at her colleague, "Steve, do you mind if I step away for a moment? I need to talk to this person."

"Go ahead, Tanya. I'll cover for you," he smiled. Steve, like most of the guys, was very attracted to Tanya. He thought there might even be a chance because she talked to him during their lunch breaks.

"You," she said to Jeremy, who was smiling.

"Now don't get mad," he said as he took her hand. "Come outside with me. I'll explain everything."

The road was busy, people were walking up and down the streets. It was a typical weekday in the city. She stared at him, anger in her eyes. "Go ahead, explain why you had to have me abducted." 

He put his hands up and shook his head. "I didn't. The company botched this whole deal."

"Yeah right," she rolled her eyes.

"Really," he nodded. "Look, my wife Susan was sick. I wanted her to use the program so we could still be together. I even made arrangements for the body that you're in now. I was healthy, and I was willing to end that life to be with her again if she didn't want to be my granddaughter for a while." 

"That sounds sick," Tanya said, repulsed by the idea. 

"She said the same thing," he frowned. "Playing God and all that stuff. I told her, if I hadn't played God, we never would have met and had 50 years together. I didn't want it to end, but she said that it was unnatural. She wanted no part of it."

"So the body that was left there for her?"

"They were going to be disposed of it." He wiped a tear from his eye, feeling the loss of his beloved wife. "Anyway, where it gets complicated is the company was advised that I wasn't ending my life, although I wanted to. The body being cloned for me was not needed. It was earmarked for somebody else, and the genetic code they wanted was implanted into it." 

*I don't like any of this," her face went red with disgust. "Playing God and manipulating things like this. It's repulsive."

"Anyway, I had a heart attack, and I died. I was ready to end it. Three lifetimes is enough for me without the one I love. I was ready to answer to God for my crimes. That's what she said would happen to me," he wiped a tear. 

"Well, dragging people off the street and stealing their bodies," she snapped.

"Was not my idea. I swear. However, I had paid for five lifetimes, so they were prepared to honor the deal. They had nobody for me, and I'm not interested in living life as a woman. So, they grabbed somebody off the street, which I knew nothing about."

"Me, they grabbed me," she snapped back, wanting to wrap her hands around his throat. 

"Which I knew nothing about," he insisted. "I never would have done that. I was ready to die, but they made the decision without my input. I wasn't here to say anything."

"So me being a woman?"

"Not my idea, but I have to admit I'm happy to see her again. You're the spitting image of my wife at 20 years old. He put his hand against her face, and she tingled at his touch. I want to kiss you."

"Please don't," she tried to resist, but he moved in, putting his lips against hers and putting his tongue in her mouth.

Something stirred inside of Tanya at that moment, but she tried to fight it. "I'm a woman now because of you, and my body was perfectly fine the way it was."

"I know," he smiled. "You were in great shape. I had a physical. And I might add, you were rather nicely endowed down there, so thank you for that too." 

She slapped him in the face. "You bastard."

"I probably deserved that, but I'd still like to get to know you, if you'd let me."

"I need to go back to work." She turned to walk back into the building. 

"Coffee," he said. "Meet me for coffee."

"Why should I," she turned her head?

"Because you're curious about what makes me tick. You want to know why all this is happening. You want to know more about the man who has changed your life this way."

She shook her head. "No I don't." The doorman opened the door.

"Fair enough. I'll leave now, and you'll never see me again. You'll never have the answers. You'll never..."

"Fine," she interrupted. "Coffee at the building on the corner. Noon."

"Great, I'll see you there, Tanya."

The two sat down for coffee.  Jeremy told her that his name was Gerald Baker. In his original life, he was born in the 1800s, and the program, as far as he knew, started back in England before the original ship's sailed for America to colonize it. He found out about it by accident on his deathbed. 

A college friend who was involved with the program told him about it and that his life could be extended. His wealth could be transferred and he would start with the advantages his life had at the moment. "How could I resist that," he asked asked?

"I don't know," she sipped her coffee. "No would have been a good answer. I mean, why play God? There is something better on the other side for us anyway." 

"That's what my wife said, and I understand now. I wouldn't have taken this life if I could have stopped them, and you'd still be living your normal life, I promise you." He reached down and grabbed Tanya's hand.

"Yeah, I bet you're just trying to say that to get closer to me," she shifted in her chair, feeling her panties getting wet from arousal.

"Not at all," he lifted her hand up to kiss it. "I didn't want this, but it's happening. And the least I can do is help give you a better life."

"I've got a decent life for what it is," she responded flippantly. "The job pays well. You set me up in a nice condo, money in the bank if I want to make a big change in my life." 

He squeezed her hand. "Yeah, but are you happy? I mean, truly happy? Do you want to work the rest of your life? Wouldn't you rather see the world? I can make that happen." 

"So you are coming on to me," she eyed him suspiciously?

"Maybe, but there's something about you I like. Something about your spirit. I don't deny that the fact that you look like my wife helps, but I'd like to get to know you better. I'd like to go on a date with you."

"You just want to fuck me," she said. "That's all there is to it."

"There is that," he replied. "I would definitely like to have sex with you. Over," he kiss her hand, "and over again." He kissed her hand again.

"If all you want to do is get your rocks off, we can go into the bathroom stall and do it."

"I'm game if you're game," he said with a smile. 

Her mouth flew open. "You're serious?" 

"Yeah," he grinned. "My wife was an amazing lover, but she didn't want to do anything like that. I'd love to have the experience. Besides, you're the one who suggested it."

She shifted uncomfortably in her seat, her moistening pussy betraying her. She wanted it.

"I know you're thinking about it," he smiled. "My wife would think about it too, but she'd never do something like this. Will you?"

She stood up and walked towards the bathroom, looking back at him.

She entered the ladies room, looking to see if anybody was in any of the stalls. They were empty. He came through the door. "Lock it behind you," she said.

"I'm afraid this can only be a quickie," she said. "If it's locked too long, somebody will complain and we might get in trouble." 

"That's the risk we take," he said as he removed his pants, revealing his hard seven inch cock. She removed her blue panties. The two embraced in a kiss. 

"You're so beautiful," he said as he put his hand up her skirt, bringing up his other hand and unsnapping her bra. He began fondling her breasts as they kissed.

"You move fast," she said as she reached down between his legs.

He felt her squeezing his cock. "So do you."

She got down between his legs and begin sucking him as she looked up at him. It was a bit creepy looking into the eyes of her former body, but all she could think about was the cock in her mouth. 

When she was satisfied that he was hard enough, she leaned over the sink and hiked up her pencil skirt. "You're the first woman I've been with since my wife," he said as he positioned his cock against her pussy from behind.

"Me too," she said as she look back at him. He leaned in for a kiss. He began thrusting gently into her at first, but she wanted it deeper. She began pushing back and moaning. The feelings of pleasure were intense in her body. 

The way Tanya's body talked spoke to Jeremy's. "Just like my wife," he thought to himself as he kept trusting in, feeling the warm, wet and tight sensation of her sweet love box. He lasted as long as he could, which might have been 10 minutes. It might have been a good thing as somebody had already tried to open the door and it was locked.

With a grunt and a moan, he exploded inside of her pussy with his bare cock, filling her with his seed.

The two kissed and embraced. "I want to see you again," he said.

"My place tonight," she replied. "I have a feeling you know where that is."

"I do," he kissed her as they both got dressed. "I'll see you there tonight at 8?"

"8 is fine," she replied with a smile. "7 would be better."

"7 it is." He turned and walked out the door as she watched him.

Inside of her, the part that was Jeremy was seething. "How could you give in to that. What's wrong with you?" He was mad at himself, but his body betrayed him. His body felt the desire. 

The two might have talked for an hour after Jeremy got to her place. They found that they had a few things in common and looked at life in a similar way. The rest of the time was spent having hot, steamy sex between the sheets. Nothing was off-limits to Jeremy, who had a voracious sexual appetite. He made use of all three of her holes, and they slept together.

This became a common theme during the rest of the week. Sex in various positions, and Tanya loved every minute of it as much as Jeremy did. What she wasn't expecting was the news she would get a few weeks later. She was pregnant.

Being from the older generation, Jeremy seized on the opportunity to propose marriage to her. "You don't have to give up your life. You can work, do whatever you want. But, I would like you to be my wife and have my babies."

"What makes you think I want to have your babies?"

"I just know that you do. Will you marry me and become Mrs Tanya Phillips?"

"You realize that I'm having my own baby," she eyed him skeptically?"

"Don't overthink it." He kissed her. "In another manner of speaking, you are continuing your family line. Your old body will be the daddy, and you'll be the mommy. He rubbed her belly. I look forward to every minute of it."

"Did your wife have kids?"

He shook his head. "No, she couldn't. I always wanted to, and I guess I like the idea of being the father of your children."

"You really want to be with me for the rest of my life?" 

"I do. I think we can have a lot of fun together and make wonderful memories, and our kids will want for nothing."

She wrapped her arms around him. "Then yes, I'll marry you."

A Place For Abigail

A Place For Abigail

Scott sat on his legs on the couch, looking at his iPad. He wore a pair of lavender women's jogging shorts and a matching top. "Thanks for letting me stay with you Keith."

Keith looked at his friend, who had come out as trans to his wife with disastrous results. His body was smooth from the laser hair removal, his brown hair growing longer and tied back. "My wife and I weren't going to let you sleep in a motel. Besides, when my parents got a divorce, I was going through a difficult time, remember?"

Scott smiled. "I couldn't let my best friend go through that by himself." He thought about his his wife, who couldn't accept it when he came out as trans. She tried at first, but as his body became smooth with the hair removal treatments and his wardrobe changed, she grew more distant. 

When the day finally came that she served him with divorce papers, he was devastated. With his first hormone prescription in his possession, he hesitated to begin taking them. He didn't know what he would do next. He was fortunate enough to have an office job in a trans friendly environment, but finding a new place quickly was problematic. 

Keith and his wife insisted that he move in with them, and Keith came to the motel room to get him. "I don't want to put you out or anything," Scott said as he wrote an office memo on his iPad.

"You're not putting either one of us out," he finished his beer. "Besides, I think Debbie would have killed me if I hadn't went and got you that day."

"Well, it means a lot to me." He stood up. "I'm going to go run a bath."

Scott had become more fond of baths and his luxurious bath oils. He loved how the water caressed his skin. He closed his eyes and thought of being able to present as female. Something was holding him back from doing what he truly desired. Was he hoping his wife would take him back? What was his problem?

Scott stood in his bedroom, his door open just a crack. He'd just woke up and was wearing a red satin babydoll nightie and matching panties. He was looking at his hormone tablets, deciding if he should take his first dosage. 

He felt a set of soft hands touch him on his sides, moving in for a hug. He felt a pair of breasts touch his back and knew it was Debbie. "Good morning sweetie," she said as she give him a hug from behind.

He nearly jumped. "Debbie, um, I was."

"I love that nightie. I need to get me one of those," she released him. "We really should go shopping sometime. From the looks of your closet, you might be able to teach me a thing or two about shopping."

"Oh, yeah, that would be fun," he stammered, looking at her wearing a t-shirt and a pair of running shorts, her long blonde hair flowing downward past her shoulders. She smiled at him, her nipples pressing through her shirt.

"Hey, could you come to my room with me? I need your help." she grabbed his hand. 

"I don't know if I should, Debbie. Keith would..."

"Keith doesn't care if you help me pick out something to wear silly," she grinned. "Come on. it's not like we're going to have sex or anything." She squeezed his hand as she said the word sex.

When they got in the room, she had three bras laying on her bed, a pink one, a red one and a blue one. She removed her bra, allowing her Double D breasts to pop out. He stared at them for a moment.

"As you can see, I'm in a dilemma. I was thinking of wearing a red dress, but I have this blue one that I really love. Then there's this skirt outfit with an adorable pink floral pattern. I can't decide." She went to her closet. "Can you help me?"

Scott picked up the red bra, which was satin. He brushed it up against his face. "This bra is amazing. Where'd you get it?"

"Lilly's Boutique downtown. They had a two-for-one sale that day."

"You should wear the blue dress," he suggested. "I mean, the blue bra would go with it, and it looks like it's very comfortable.

"You think," she asked uncertainly? "I mean, I kind of like the floral pattern on my blouse, but now that you mention it."

Scott smiled. "Blue today, floral pattern tomorrow. It's all good. I think you look sexy in anything." He blushed, having told her she looked sexy. It didn't seem right for him to borderline flirt with his best friend's wife, who seemed to be initiating the flirting.

She wrapped her hands around him and give him a hug, pressing her bare breasts against him. "Thanks sweetie. Help me put it on."

Scott stood behind her and fastened the straps, admiring her beautiful, feminine back.

She removed her shorts and went to her panty drawer, Scott couldn't help but look at her sexy, firm ass as she grabbed a pair of matching panties. She turned around and stepped into the panties. "So, you were looking at your hormones?" He nodded. "Have you started taking them yet?"

He shook his head. "No. Not yet." 

"Why not? You've got the doctor's approval, you've got the hormones now and it's something you've been wanting to do." 

"I don't know," he shrugged.

"I'm here to talk to you, one girl to another. Anytime you want." She kissed him on the cheek. Then she giggled. "Except when my husband and I are having sex."

He blushed and didn't say a word. She laughed. "I'm only joking. Unless you want to join us."

"I need to get ready for work," he said as he turned and left the room. She watched the effeminate man walk out of the room in his red satin nightie. "I really do need to get me one of those," she muttered to herself.

Scott got home from work and headed to his room. He closed the door behind him, stripping down to his turquoise bra and panties. He removed his bra and looked at himself in the mirror, squeezing his small tits. He thought about Debbie and wished he had a pair as big as hers. 

He picked up his estrogen tablets and looked at them for a moment, thinking about taking one. Why was it so hard for him? He knew he wanted it, but something was still holding him back. 

He picked up his cellphone to call his ex-wife. They had been inseparable since high school, and he thought he had found his soul mate. It all changed when he came out as trans. She said she would stand by him, but that changed when he removed his body hair and got approved for hormone replacement therapy. 

It was like his world ended when she served him with the divorce papers. Her message system picked up. "Hi Renee. It's Scott. I know we're through as a couple, but I really wish we could still be friends. I'd like to go somewhere and talk if you want to. Call me back. please."

He knew she wouldn't return the call. He wiped a tear from his eye. He put his bra on and reached for a santin burgundy blouse and a black skirt before taking his hair out of the ponytail, grabbing his iPad and leaving his room. 

Keith was walking down the hallway in just his shorts with his shirt off. "Hey," he smiled. "I hope you don't mind me getting comfortable." 

"It's your house," Scott replied. "Actually, I hope you don't mind me wearing this."

"Why would I mind Scott?" He put his hand on his friend's shoulder. "You dress however you want. You know Debbie and I support you, and you're my friend whether you're a girl or a guy. I accept you for who you are." 

Scott gave his friend a hug. "Thank you. I really needed to hear that."

"It's true," he rubbed his hand over his friend's back. You know how I feel about you, and Debbie loves you. You be who you are. Keith became aware that his cock was getting hard and pressing against his friend. "Oh, I'm sorry."

Scott blushed. "It's okay. I was just going to go into the living room to kick back for a little bit."

"I'll join you. Keith and Scott sat down on the couch next to each other. He looked at his friend smooth legs. "Hey, I hope you don't mind me asking, but." He hesitated.

"What?"

"It's just that, with you wanting to transition, I was wondering if you liked guys, you know, that way?"

Scott blushed. "No, I mean, I don't know. I hadn't thought about it. I've been with my wife, and we didn't really have problems until I started going to therapy."

"So you've never been with a guy?"

Scott thought about his female persona, Abigail. The woman he wanted to be. He had been making female accounts for certain sites online, a few of them sissy sites. He had dressed up privately when he thought he could get away with it, and a few times guys struck up conversations with him. Though there were flirtations, he never acted on anything. "No, I haven't."

They silently watched the ballgame for a while before Keith asked, "Have you thought about it?"

"Thought about what?"

"Being with a guy?"

Scott looked at his friend for a few moments, wondering what he was thinking. "Why are you asking me this?"

"No reason," he smiled. "Just curious."

"Curious about what? Being with me?"

Scott stared at Keith, who started watching the game again. He went back to looking at his iPad. Keith broke the silence again. "What if I was?"

Scott shifted his seat nervously. "Are you?"

"Have you ever, I don't know, thought about you and I?" Keith had a noticeable bulge in his shorts.

"You're my best friend," Scott replied. "We hang out together. I just."

"Hey, I'm not saying anything. I was just curious if you thought about it. You can tell me. Sometimes it's best to get these things out in the open."

Maybe I've thought about, you know, giving a blowjob before. Just to see what it would be like."

He put his hand on Scott's leg. "I bet you'd be good at it. I mean, I'm not pressuring you or anything, but I think you'd do it pretty well."

"You think?" Scott flashed back to a conversation he had with a guy named Jim on one of the sissy sites. They had a similar conversation that turned explicit. Jim said that Scott made him cum just from talking about what he would do. 

Keith, seeing the uncertainty in his friends demeanor, took the initiative to pull down his shorts, revealing his 7 inch cock. "If you want to, you can touch it." 

Scott knew he shouldn't, but without thinking too much he moved his hand to his friends hard cock and begin stroking it.

"That's nice," Keith encouraged. "Very nice. You know, my wife is open to just about anything."

Scott moved his head down on his friend's cock and begin sucking it before he could complete his sentence. He had never done something like this before, but he was doing all the things he thought would work, things his wife had done to him. 

"Oh yeah, that's it baby," Keith said as he ran his hands through his friend's brown hair. "Oh, right there."

He felt his friend licking his shaft and his tip touching the back of his throat. Keith didn't last long before he exploded in his mouth.

Unsure what to do, Scott caught it all, sucking until every drop that was released. He lifted his head up and looked at his friend, with his cum still in his mouth.

Keith was smiling as he looked at him. "That was amazing. Did you like it?"

Scott nodded, his mouth still full of cum. 

"I thought you might," he said as he put his hand on his friend's leg and rubbed it. "It's okay. Nothing changes between you and me."

Scott wasn't certain what to do with the load in his mouth, so he swallowed it. The taste was something he never had before, and he felt a strange feeling that he didn't quite recognize. It wasn't bad. There was a taste in his mouth for the rest of the day. I(t didn't go away, even after rinsing with mouthwash.

As Scott was getting undressed and into his nightie, Debbie entered his room. "I hope you don't mind, but." 

"I was just getting ready for bed," he said as he slipped into his pink satin chemise and matching panties.

"Those are cute, Debbie said. She was wearing a black nightie, leaving little to the imagination. "Keith and I are going to have a little fun tonight, but I wanted to talk to you." 

"Is everything okay?"

"He told me that you gave him a blowjob earlier today."

"I'm sorry," Scott bowed his head. "It shouldn't have happened."

She put her hand on his. "Why? It's okay with me. Anyway, I was coming in here to ask you if you wanted to go shopping with me tomorrow. Get dolled up and see if we can buy something cute to wear." 

Scott smiled. "Really?"

She nodded. "Yeah really." She opened his closet door, seeing dresses and pretty clothes hanging. She turned around and gave him a look. "However, I went to meet the girl tomorrow. Not Scott. The girl you are inside."

"Abigail?"

"Oh that's cute," she hugged him. "I like it. I want to go out with Abigail tomorrow and do some shopping."

"I'd like that too," he replied with a big smile. 

"Have you started taking your hormones yet?"

He shook his head. "No, not yet."

She put her hand on his back, gently rubbing it. "You really should do it, Abigail. You know you want to."

"I know," he sat down on the bed.

"Anyway, I just wanted to set up our little shopping date and let you know that me and Keith will be playing around tonight. I'll try not to make too much noise."

As Scott lay in bed, thinking about shopping and what it was he wanted to wear, the noises coming from the master bedroom got louder as Debbie was very much into the act. She was quite vocal and seemed to be feeling immense pleasure. He started wondering what it might be like to be penetrated. 

Scott got up early in the morning and drew a bath with his favorite bath oils. He used the bathroom mirror above the sink to put on makeup. He didn't want to go too heavy on the eye makeup, but he wanted the girl to come out. He wasn't quite sure what he wanted to wear.

He had five outfits on the bed. He was wearing a hot pink bra and panty set when Debbie entered the room. She was wearing shorts and her pink floral pattern blouse. "Come on girl, make up your mind." She laughed. "You're worse than I am." 

"I just can't figure out what I want to wear."

"I like this red dress," she held it up. "Knee length. It's a nice cut, and I think it would look good on your body. You should wear it. Do you have some heels to wear with it?"

He nodded. "Yeah, some three inch red heels in the closet." 

"Then it's settled. Put on the dress and your heels, grab your purse and let's go, Abigail. We've got a lot of shopping to do.

Debbie and Abigail enjoyed the day. They went to the mall, and both of them knew that they would be buying quite a few things. Debbie had been wanting to go shopping with a girlfriend who was really into the experience, but none of her friends seemed up for a day of making good use of their credit cards. Abigail, however, was more than ready for the experience.

They headed into the lingerie shop. The mall had the corporate company there, but they went to Lily's. Lily was an older woman who had run a lingerie shop for the past 30 years. They started browsing the racks. "Do you need more bras," Abigail asked? 

Debbie was staring at her as if she was from another planet. "Are you kidding? A girl can never have enough bras. Besides, as you can see, my bras get quite the workout." She grinned.

She pulled a couple of nice satin 34 Double D bras off the rack. They both had lace, one was lavender and the other was burgundy. She looked over at Lily. "Is the sale still on?"

She nodded. "Sure is. We have a sale on panties too. If you ladies need anything, let me know." 

Debbie smiled. "Oh yeah, panties. She's got some really nice ones, four for $30, but they wear pretty well."

"In that case, I think we should get some of those too," Abigail replied. She picked out a pair of bras, one yellow and one green. "I don't have anything in yellow," she remarked.

Debbie nodded. "Get them. You know, she's got some really cute nighties here. We should get some."

Abigail frowned. She was looking at a pink and black lace trimmed satin nightie.

"What's wrong?"

"I always kind of hoped that my wife and I would get matching nighties that we could wear to bed together."

Debbie smiled. "I love that idea." She grabbed a similar pink and black lace trim nightie and one that was opposite, black and pink lace. "Let's go to the changing room."

"Will she mind?" 

She smiled. "Lily is awesome. As long as we are paying customers, we're fine."

"Have you done this before," Abigail asked suspiciously?

"Just come on," she grabbed her by the hand and they went into a changing room. Things were more private, and there was a lock on the door.

Debbie pulled Abigail in for a kiss. "I've been wanting to do that since I saw you in that dress." 

She removed her blouse and unsnapped her bra. Her Double D breasts were sticking out, and Abigail couldn't resist looking at them. 

"You can touch them you know," Debbie insisted.

Abigail needed no further invitation. She reached out her hands, gently massaging each breast before leaning in and licking and sucking her right nipple. Debbie moaned. "Any more of that, and we may not get out of the changing room," she remarked.

"Sorry," Abigail pulled her hands back. 

"It's okay,. Help me into the bra. She's put her arms through the straps and Abigail snapped it.

This is comfortable, Debbie observed as she looked herself in the mirror. "I think I like this. Good support, and it's comfortable. I'd like to get more, but I want to go to Nordstrom and get a couple of dresses. I think Keith might kill me if I get too carried away here."

The two tried on their nighties together. Debbie pulled Abigail close for a kiss. Abigail"s hard cock poked out behind her panties. The sissy blushed. "I'm sorry."

"Don't be sorry," Debbie replied as she sat down, removing Abigail's panties to reveal her 6 inch cock. "When's the last time anybody took care of this for you?"

"My wife," she replied as Debbie boldly put her mouth on the sissy's cock and began sucking it. Abigail was about to say something, but the pleasure built up quickly. Without too much effort, Debbie managed to get her to cum in her mouth. 

She looked up, licking her lips as she swallowed. "There you go. All better?"

Abigail nodded. "I should take care of you."

Debbie got dressed. "We better go pay for this stuff before Lily becomes suspicious."

They stood at the cash register, both of them charging bills of over $300 for their purchases. "Did you find everything okay," Lily asked?

"Yeah, it was perfect, Debbie nodded and smiled.

"You know, we have some of that lotion you and your husband like," Lily said as she turned around and grabbed a bottle.

"Really?"

"I'll just throw it in with your purchase. You spend a lot of money here with me, and I appreciate your business."

The two went to Nordstrom and before they knew it had spent another $500 each on dresses, shoes and other things. Debbie insisted on them getting matching blue dresses after Abigail complimented her on how she looked in hers.

It was like a dream come true day for Abigail, beyond anything she could have imagined. Truth be known, Debbie was enjoying the experience as well. She had always liked Scott, but with Abigail, she felt she had sort of a kindred spirit.

The two stopped off at the food court for a bite and managed to pick up a few other items on their way out of the mall.

They came home to find that Keith was gone. "Shoot, I hope he didn't decide to hang out with his buddies all night."

Abigail knew that Keith liked to hang out with the guys and drink on Saturday night sometimes. Debbie didn't seem too worried about it as she took her bags back to her bedroom. Abigail did the same. She was putting a few things away when she heard Debbie call her. "Sweetie, could you come in here for a minute."

Abigail had removed her dress and was in her bra and panties, but she headed down the hallway. She was surprised to find Debbie naked on her bed. "I think you can return the favor now," she said with a evil grin as she spread her legs, revealing her pussy in its neatly trimmed glory.

Not needing much coersion, Abigail slipped between her legs and began kissing and licking. Debbie moaned. "Do your best, girlfriend. I can take it."

Eating pussy was something that Abigail loved to do for her wife, and Debbie certainly had a nice pussy. She buried her face in it, licking and sucking on her clit, to the delight of Debbie. 

From behind them in the doorway, Keith cleared his throat. "What's going on here, ladies?"

"There you are," Debbie said as she ran her fingers through Abigail's hair. "I was wondering where you were. Care to join us?"

"I'm glad you asked," he said as he removed his shorts and shirt. "I was going to go out with the guys tonight," he admitted as he walked up to the bed and kissed his wife.

She grinned. "I knew it."

He ran his hand up and down Abigail's bare back. "But," he added, "I had a feeling there was more fun to be had here tonight."

He got on the bed behind the sissy, who was still working her mouth magic on Debbie's sweet love box. When her panties were pulled down by Keith, she knew what was happening next. However, she was ready for whatever might happen. 

Keith surprised her as he spread her ass and began licking her tight hole. She'd never had an experience like this, and it caused her to moan in pleasure and she stopped eating Debbie's pussy for a moment. 

Debbie guided her head back between her legs. "Focus, Abby. You're not done here yet." 

Keith was licking her tight entrance, pushing his tongue inside. When he saw that she was loosening up, he began stroking his cock a little bit to get it hard. He reached into the nightstand for some additional lube.

Debbie was in the throes of a mini orgasm and Abigail seemed to have figured out where it felt best for her. Abigail also felt the 7 inch cock of her best friend pushing against her hole. She moaned, but Debbie was pushing her face down into her pussy. 

With a few pushes into the sissy's tight hole, Keith entered her. The tightness was everything he expected it to be, and more. There was pain at first for Abigail, but she soldiered on, giving Debbie's most intimate place the attention it deserved.

As Abigail relaxed and her body got used to it, Keith grabbed her by the hips and continued to thrust. "Fuck, she is tight," he said as he looked down at his wife, who had a look of absolute pleasure on her face.

She smiled. "You knew she would be. Don't split her in half dear."

"I'm not splitting her in half, am I Abby? 

Abigail lifted her head up, moaning. "No, don't stop." She put her mouth back on Debbie's pussy again.

The three enjoyed this position for several minutes. Keith had amazing stamina, and Abigail actually orgasmed before he did, dribbling her cum onto the bed. The contractions of her ass on Keith's cock nearly had him ready to explode inside of her, but he slowed his pace and tried to keep control.

When the contractions stopped, he took her hips and begin thrusting faster and harder. Abigail was having a difficult time focusing on Debbie. Debbie begin fingering herself as Abigail was on her hands and knees, looking at Debbie and pushing back against Keith's hard cock.

"Take my husband's big dick," Debbie encourage her with a smile. "Take it all."

Keith was thrusting harder and his breath was getting more rapid. He knew he was about ready to have his first orgasm of the evening, but it also wouldn't be his last. With the pleasure building, Keith erupted his seed inside of her.

Keith leaned down and kissed Abigail on the back of the neck, his cock still inside of her. Abigail returned to giving Debbie's sweet vagina the attention it deserved.

They enjoyed an amazing threesome as they gave each other the pleasure they desired. The relationship between the three would change, but the friendship was still as strong as ever.

Debbie was standing in the open doorway to Abigail's bedroom, observing her as she did her daily ritual of looking at her hormones. On this occasion, however she grabbed her pills for the day. It was finally time for her to begin her proper transition.

She entered the room, and the two realized that they were both wearing the same pink and black lace trim nightie that they bought together at Lily's. "So today's the day then," Debbie asked?

Abigail nodded. "Yeah, I'm taking them with breakfast."

"Perfect timing, because I wanted to tell you that breakfast is ready." 

Abigail gave Debbie a big hug. "Thank you."

"For what?"

"For being my friend and helping me through this," she replied.

"That's what friends are for." Debbie ran her hands up and down her back, enjoying the hug and their bodies pressed together. "Let's go eat. Keith is waiting for us."

 

The Bad Student

The Bad Student

Jason was asked by Miss Ryan to stay after class. It sounded to him like he had really blown it this time. He was a smart boy, but he liked to goof off in class too much and could be very disruptive. He spent more time trying to be funny than applying himself, and the semester was just about over.

Miss Ryan was a woman in her mid-30s. She had short black hair and wore black framed glasses. She was very attractive, but the joke going around class was that she was a butch dyke. Jason contributed to that rumor. 

He cleared his throat as he nervously stood in front of her desk. "You wanted to see me ma'am?"

She was grading one of the papers. "Yeah, I want to talk to you about your failing grade," she replied without looking up from the paper. 

"Failing grade? You can't fail me," he protested.

She looked up over the top of her glasses. "I most certainly can. But I didn't fail you Jason. You failed me."

"Look," he pleaded, "I'm not stupid. I can pass. We have a test coming up and."

She looked up at him, disappointment in her tone. "Of course, I thought you were smart, but you've proven to be quite dumb. Even if you passed the test with flying colors, you're still going to fail this semester."

"But I can't. I can't stay back a year. I graduate this year."

She smirked. "Not if you fail my class you don't. It is a requirement, and you're not going to make it."

"Please," be bagged. "Isn't there anything I can do? I'll do anything. "

Her right eyebrow arched, and Jason gulped as her look sent chills through his body. "Anything? Are you sure about that?"

He nodded. "Yeah, anything."

"Okay. I want you to come to my house after school. We can go over a few things."

"But, I was going to.' 

"You're going to come over to my house if you want to pass," she cut him off. "I'm only going to offer you this opportunity once. We need to go over your behavior and how it's affected your grade this year, and this is the only time I'm willing to give you. Otherwise, you fail."

"Okay," he replied nervously. "I'll be there. I promise."

She handed with him a piece of paper. "This is where I live. I expect you to be there at 4. Not a minute later, do you understand?"

"4," he replied haughtily. "I can't make it there at "

"You can if you want to pass this class. I'll be expecting you. Don't disappoint me."

He showed up at 3:55, and she opened the door before he knocked. She showed the hint of a smile. "Early? Well, at least you took this seriously. Maybe there's hope for you yet. Please come in."

He brought his books and held one of them up. "I figured you might want to go over the lessons from this semester, but I know the answers. I can."

She waved her hand and interrupted him. "Put those on the kitchen table."

As he was putting the books on the kitchen table, she shut the living room curtain. The room got a dimmer, but it was still light enough.

Jason sat on the chair at the kitchen table. "So anyway."

"What are you doing," she snapped at him? "Did I tell you to sit down?"

"No ma'am."

"Come over here," she ordered. He stood in front of her nervously. This was the first time he noticed what she was wearing. She wore a skin tight black leather outfit. There was some removable parts to the crotch area and the breast area, but they remained attached.

"So," he nervously asked, "what do you want me to do?"

"I'm glad you asked," she said with the hint of a smile. "I want you to strip naked for me."

"You what?"

She put her hands on her hips. "I think you heard me. Strip, now Missy."

"What? Do you want me to have sex with you or something? Is that how I'm going to get my grades up?*

She slapped him hard across the face. "Do I look like some kind of slut to you? Get naked now."

"Why?"

There was another slap across the face. "Because I told you to. Do it right now or get out of my house and accept your failing grade."

Nervously, Jason removed his clothes. He was embarrassed by the not very impressive four inch cock between his legs. It was starting to get erect.

She smirked when she saw what he had. "It's always the little ones that cause the most trouble."

"What?"

She slapped him across the face. "Answer me when I ask you a question. 

Otherwise, keep your mouth shut."

She grabbed a pair of satin pink panties that were sitting on the coffee table and handed them to him. "Put these on."

"Why?"

Again, she slapped his face. *Because I told you to. Now quit asking questions and do what I tell you."

Jason took the panties and pulled them up his somewhat hairless legs.

"Good girl," she smiled. She held a pink shirt that had the words Prissy Little Sissy in red glitter.

"No way," he protested before he saw her hand raised to slap him again. He took the shirt and put it on.

She grabbed a tube of hot pink lipstick and begin to apply it to his lips. "The other problem with you is you are a disobedient little boy, but I bet there's a good little girl in there somewhere, begging for direction."

"Miss Ryan, I'm not sure what's going on here."

She picked up a paddle that was sitting on the table. "The first thing you need to learn is your place. I'm going to spank you for every time I feel you disrupted me during this last semester. I figure about 50 times should cover it."

"That will hurt."

She laughed. "That's the point dear." She sat down in a chair in the living room and looked at the confused boy. "Why don't you bend over my lap and take your punishment." 

"You're not my mother," he protested.

She laughed. "That's the problem dear. Your mother hasn't disciplined you properly, and as a result she sends you to my classroom to disrupt my lessons for the other students, the ones who actually want to learn." 

He stared at her in disbelief. "I don't have to do this."

"You're right," she was growing impatient. "You don't have to. You can leave and take your failing grade. Maybe I'll see you again next year."

"This isn't right," he protested, starting to become resigned to his fate.

"Maybe it is, maybe it isn't." She ran her hand over the paddle. "In any case, it's what you have coming to you. Quit stalling and get on my lap."

Slowly and tentatively he walked over to her and bent over her lap. He felt her hand sliding over his pantied ass. He was enjoying the feeling as she teased him. "You know, really look cute in those panties. I think your problem is you really are a prissy little sissy. You just haven't admitted it yet." 

"I'm no sissy," he protested as he felt her paddle rubbing against his ass, dreading what was coming next.

She laughed. "You didn't fight it too much, did you? Slipping into a cute pair of panties and that shirt. And the lipstick." 

"I didn't have a choice," he protested. Still feeling her paddle rubbing his ass, taunting him with what was coming next.

She laughed. "Sure you didn't have a choice. If I had decided to dress you up in a pretty little Sunday dress and makeup, you would have done that too."

"No way," he started to yell when he felt the paddle come down swiftly on his ass. "Ouch, stop it."

"I've only just begun," she said in a stern voice, coming down hard on the word begun. "You disobedient little shit." The blows came down swiftly, and he had no idea how many she had delivered as he went from begging for mercy to crying.

She stopped. "You really are sorry, aren't you?"

"Please stop," he sobbed. "I'm sorry."

"I really want to believe you," she once again ran her hand gently over his reddening ass. "I really do, but you don't mean it at all. You just want me to stop." 

"Please," he sobbed. "I won't do it again."

"You're right," she said before the blows of the paddle began hitting his pink pantied ass again. "You won't do it again. Disobedient little bitch." The blows came swiftly again as he sobbed and begged for mercy.

She stopped again as the boy was crying uncontrollably and begging. "Please, I didn't mean to." 

She stifled a laugh, clearly amused by his demeanor. "You know what?"

"What," he sobbed?

I believe that was 50 swats.

He continued sobbing as she reached over to the table, pulling down his panties and rubbing a smooth ointment on his red ass. "I don't like doing this, but you left me no choice. Disobedient little sissies like you need to learn their place."

"I'm sorry," he sobbed, regaining his composure.

"Well of course, I'd like to believe you. Stand up." He got up from her lap.

"Your problem is you don't know how to behave when faced with a superior woman like myself."

He said nothing, still wiping his eyes has he watched her walk across the room. What was she going to do next? He wanted to leave.

"I've seen your type, and I've given them just what they needed." She smirked. "You think I am, what was is it you called me?" She paused for a moment. "Oh yeah, a butch dyke?" 

"I didn't mean it," he insisted.

She laughed. "Sure you didn't. You think, what? I don't strut around with long hair and wear dresses all the time, so that it makes me a lesbian?"

He shook his head "No."

"Well, maybe I do enjoy the company of women," she remarked as she gently stroked his cheek. His now uncovered cock stuck out at 4 inches "I do like men. Not little boys like you. I doubt you could satisfy a hamster with that thing." 

He blushed, and her next move surprised him. She removed the breast covering from her leather suit, revealing her cute and perky C cup breasts. His eyes got wider. This was the first time he'd seen a pair of breasts in person.

"Oh, you like that, do you?" 

He nodded. 

"You think you're worthy of touching them?" 

He looked at her, practically begging with his eyes, but he said nothing. "Go ahead," she encouraged. "Touch them." 

He held both of his hands up, just above her breasts before gently touching them. He wasn't sure what he should do next. Would she spank him again? 

She smiled approvingly at him, enjoying his touch. "They're nice, aren't they?"

He noticed how big her nipples were, gently putting his fingers on them and squeezing them. "Yes ma'am, they're beautiful."

"Beautiful huh?" She smiled even wider. She knew she had him right where she wanted him. "They're beautiful now? The butch dyke has beautiful breasts?"

He blushed, enjoying the feel of their breasts in his hands. "Kiss them," she ordered. "Go ahead. Kiss my beautiful breasts. Go ahead and lick my nipples."

"Are you sure?"

"I wouldn't tell you to do something unless I wanted you to do it," she snapped at him. "Do it." 

The teen boy did exactly as he was told, kissing both of her breasts multiple times before moving to her nipples. He licked her left nipple for a few moments before moving to her right nipple.

She let out a light moan. "Good boy." She felt him lick her right nipple, and then he got bold and began sucking it. She pulled away. "Did I tell you you could suck my nipples?"

"No ma'am. I'm sorry I just."

"You like to do things with your mouth, don't you?"

"What do you mean?" 

She smiled and walked over the couch, turning around and revealing her pussy as she removed the l crotch of her leather suit. 

He stood with his mouth open, shocked at what he was seeing. She gently ran her hand over her smoothly shaved pussy, putting a finger on each lip and moving her index finger into her sweet hole. She licked your lips and sat down with her legs spread. 

He stared at her, not sure what to do as she eyed him lustfully. "Well, don't just stand there, come over here and put that mouth to use." 

The sissy boy practically tripped over himself going over the couch. In moments, he was between her legs, staring right at Miss Ryan's sweet love box. He wanted to shove his face in there, but he waited.

"Well go ahead, show me how you use your mouth."

He moved closer, licking her most intimate place and kissing it as she moaned. "That's it, do more of that. You've never kissed a pussy before, have you?" 

"No ma'am," he responded before going back to licking and trying to do what he thought would please her. 

"Right there," she instructed as she ran her fingers through his hair. "Right there. Good boy."

He continued to lick and suck and kiss her pussy, enjoying his first experience, though it was not under circumstances he thought he would ever have in his life. How could he know a moment like this would happen to him?

He became very familiar with Miss Ryan's sweet love box as he gave her what he hoped was a satisfying oral experience. He breathed in her aroma and savored her sweet taste, licking her as she moaned and moved her body. She was having an orgasm, the first of multiples, but she didn't let him stop. 

In his excitement, he wasn't even stroking himself, but he felt certain he would cum at any moment. His little cock was on high alert as he enjoyed the taste of her sweet love fluids.

His jaw was getting a bit sore. After what amounted to over an hour, she stopped him. "Okay my dear," she finally said. I suppose you think we should have sex now?" 

He nodded hopefully. "Yes ma'am. I'd like to."

She laughed. "With that little thing?"

She reached over to the table as she stood up, and he realized that she had a dildo there. He never heard of strap-on sex before, but he was about to get an introduction to it. She put on a black harness with a pink dildo, not huge at about 6 inches and not too thick. 

Miss Ryan was skilled in the art of strap-on play, although Jason had no clue about her experiences. "We are going to have sex, my dear. This will clear you of your bad record, and it will earn you the passing grade you need."

He shook his head. "No way. I ain't doing that." 

She nodded authoritatively. "Oh yes you are. You're doing it because I tell you to, but deep down inside, you want it now." She ran her hand gently on his face, looking him in the eye seductively. "Admit it. Looking at me standing here, you want this in your tight bottom, don't you?" 

"No way," he protested.

She teasingly laughed at him. "Yes you do. Why don't you kiss it. Kiss my cock."

"Please don't make me do that, Miss Ryan."

"I'm afraid I have to, my dear. It's the only way you're going to learn. Do you have any idea how disruptive you were in my class?" She paused, giving him a quizzical look. 

"I've had to put up with you for the whole school year," she continued, "and you're lucky I let you pass the first semester."

"I didn't mess up that badly, did I?"

She nodded. "Yes, you did. I gave you C for the first semester, and you deserved an F. Do you realize how badly you screwed up the final test? Some of the answers were unbelievable. Did you even study?" 

"I did," he replied. "Honestly, I studied hard." 

"I remember you saying that. I remember looking at your test, thinking that maybe you're not as smart as I thought you were if that's as good as you could do."

He started to cry. "But, I tried. I really did."

"I know Jason." She knew he was genuinely hurt by the revelation that he wasn't as smart as he thought he was. "I took pity on you. I thought there was a decent boy in there somewhere, and how did you repay me? By being a little shit in my class for this entire semester." 

"Kiss my cock," she ordered in a loud, authoritative voice. "Now!" 

He nervously got on his knees, leaned forward and kissed her pink cock. "Wait a minute," she stopped him and reached for the pink lipstick. "Put some of this on and kiss it."

He reluctantly complied. Soon, he was kissing her cock again. "That's it," she said with a chuckle. "Get that lipstick all over it. Suck it. Suck it like a little bitch."

Jason felt thoroughly humiliated, but he didn't dare stop. He needed a passing grade. He didn't want to be left behind while all of his friends graduated. Without even being told, he bobbed his head up and down on her fake cock. It was almost as if he'd been doing this sort of thing for years.

She laughed. "And you want to say that I'm gay? You look like a little sissy fairy to me." 

He stopped and looked up at her. "I'm not gay. And you're not a guy. You're a beautiful woman."

She smiled approvingly. "Thank you for the compliment, my dear. Why don't you walk over to the kitchen table and bend over for me." 

"I don't want to," he protested.

"But I do," she replied with a devilish grin. "I want you to go over there and do what I say." 

He slowly stood up and walked nervously to the table, bending over. "He looked back over at her. We don't have to do this. I'm sorry. I really am."

"I know you're sorry, but you still have to learn a lesson my dear." She grabbed some lube that was sitting on the coffee table and went to the kitchen table, standing behind him. He felt something wet pushing against his tight hole and realized that she was sticking a finger inside of him as she began to loosen him up.

"Oh God," he moaned as he felt a second finger pushing into his hole. "This, oh God. It's going to hurt."

"Well of course it will hurt a little bit silly. It will hurt at first, but you'll learn to love it." After a few minutes of fingering his hole, she lubed her pink invader and pushed it against his sphincter. 

He yelled. "It hurts."

"Relax my dear, it will go easier that way. Just take it." Her persistence led to the dildo entering his tight ass slowly as he cried and carried on.

"Miss Ryan," it hurts.

"You'll get used to it," she assured him as she slid a couple of inches into his ass, knowing that he would adjust and get used to it. She started slowly at first, and when he began moaning instead of crying, she knew he was ready.

"Look at you bent over on the table. A little sissy fag taking my cock in your ass."

"I'm not gay," he protested. "You're a woman."

"Yeah, a woman shoving a pink cock up your ass," she chuckled as she continued to thrust inside of him. 

He continued moaning, feeling the pleasure and feeling something weird. He felt like he might cum from her penetration of his back door, and he certainly wasn't touching his cock. He didn't like this, did he? 

She grabbed his hips and picked up her pace. "Look at you, my little sissy bitch. Taking it all inside of you. How do you feel having all of my cock in your ass?"

"I'm not gay," he protested, feeling on the edge of an orgasm.

"Your mouth says one thing," she teased, "but your body says another. Not so tough now, are we?" She picked up the pace, working up a sweat and breathing heavily as she was giving it to him good.

After a few more moments of this, she pulled out, and he was almost disappointed that it was over. However, it wasn't over. She had him lay on the table on his back, taking his legs over her shoulders as she entered him again.

"You're not going to be any trouble again, are you?" 

He looked her in the eye. Was he enjoying this? Why did it feel so good? He didn't understand that with the right skills, a woman with a strap-on could give a man intense pleasure. Miss Ryan was such a woman. "I'm sorry, Miss Ryan. I was wrong."

There was something in the way he moaned those words that she liked. She knew she had gotten through to him, and he meant it. She leaned down and kissed him, catching the boy by surprise. He didn't know what to do, but her tongue went into his mouth and did all the work. 

She continued thrusting inside his ass, reaching down and taking his small cock in her hand as she began stroking it. The pleasure was almost more than he could take, and he didn't want to do what he was about to do. He didn't want to cum while being fucked on the ass, but it was going to happen.

Her words of encouragement would drive him over the edge. "Cum for me, my little sissy. Cum for Miss Ryan." The look in her eye came with a smile on her face as she continued thrusting inside of him while stroking his cock. Finally, he did it. He began shooting cum. 

it didn't go the way he was used to. It almost oozed out of him like a volcano, getting all over her hands, but it was an intense orgasm. The most powerful he'd ever experienced, even if all he had was masturbation experiences.

With her cock still in his ass and his orgasm spent, she moved her hand to his mouth. "Lick it clean."

"No way," he protested.

She frowned. "You've come this far, my dear. Do what I ask of you, and you won't be failing my class. Lick it clean."

He closed his eyes and began licking her hand, tasting his own cum for the first time. She chuckled. "That's it, lick it all like a good little sissy fag."

The words were humiliating, but there was still something reaching the deepest realms of his psyche. There was something about this experience that had moved him. He would never be the same again.

After cleaning himself up, he stood next to her at the door. "You can keep the panties and the shirt as a souvenir. In fact," she handed him the lipstick, "you can keep that too. A little memento of our lesson here today." 

"Miss Ryan, I'm sorry," he said to her as she opened the door. 

"I know you are," she kissed him on the cheek. "I forgive you. You just needed to learn how to treat a woman with respect."

"I will from now on. I promise."

Class was not the same for Jason over the last two weeks. He was no longer disruptive. He wanted so badly to say something to her, but he was embarrassed. On the final day of semester, as every other student left the class for the final time, it was just he and Miss Ryan. 

He stood at her desk, not even sure what to say. "Mitch Ryan, I, have a good summer."

He turned and headed for the door. As he was about to exit, he heard her voice. "Jason, do you like to do yard work?" 

"I've done it ma'am," he turned around. "Why do you ask?" 

She smiled devilishly. "No reason. I have things that need to be done around my house, and I think you might be the right person for the job." 

He looked at her, trying to figure out what she was really up to. "Okay. I'll work for you."

"Excellent," she said that she stood and walked over to him. "I'll be in touch with you." 

"Just let me know," he turned to walk away again. 

"Oh, and Jason, we can have a few more lessons. There's so much more I can teach you."

Her words sent a shiver of excitement throughout his body, but he didn't say anything. He didn't even look at her. He just headed out the door. The hard-on he had in his pants was the indicator that he knew he was looking forward to summer with Miss Ryan.