A Fairly Odd Year

The Blue-eyed buck tooth felt the bus come to a halt; looking up, he could see a new batch of Teens hop on. A lanky blonde with a beat-up old green jacket flopped down beside the brunette. Leaning forward, he rested his head on the seat in front of him. That was when the trailer park teen spoke. "I don't know if I can take it today, Timmy. I just wish it gets skipped over every year, but I never seem to have any luck." Rubbing the back of his forlorn friend, Timmy tried to give him some relief. "It's not all bad. Just think of all the chocolate you get to eat from the girl's rejections. Wasn't your backpack about to burst last year? And that is with leaving all your school stuff behind." 

The blonde gave a slight nod before turning to his friend. "You always know how to cheer me up. Speaking of unloved chocolate, have you heard from A.J.?" Timmy pinched the bridge of his nose at his friend's comment before releasing a sigh. Their old friend had always been academically gifted. Enough so that he was able to skip a full two years of high school and just breeze his way into whichever college he wanted. And to their partial surprise, only Timmy's. Their old friend didn't really think too hard about the decision. Sadly, that meant their bald buddy had to move away. 

To make matters worse, Sanjay had gotten a similar ride for his own intellect and ability to somewhat understand their friend's madness. Even Elmer got to skip a year. They could still chat via phones, but Sanjay, Elmer, and A.J. were always busy, and Chester never seemed to have service. Regulating the brunette to act as the in-between for the dwindling interactions of his friends. Leaving the two the remaining Old Guard. That meant that they had to take in new people. With even the backup friends gone. They brought in Tootie. She was as unpopular as they were and had similar interests. As long as she kept her promise to behave around Timmy. Which she did, for the most part.

Opening his mouth to reprimand his blunt friend, Timmy halted as the bus picked up more teenagers. His expression quickly switched from mild annoyance to a look of pure ignorant bliss. The gruff Bus Driver seemed to do a one-eighty, becoming much more cheery as he pulled out a small gold-plated device. Speaking into the electronic, his voice could be heard in every seat. "Ladies and Gentlemen and poor kids, presenting the wonderful Trixie Tang!" The usual uproar begins but with the added attempts of boys trying to present the popular, rich girl extravagant valentines. She would give them a moment of consideration before throwing them away. Once again, she accepted no one. 

Timmy was snapped out of his trance when hearing the sound of sloppy chewing. Looking to his side, he could see that Chester had already scavenged the various chocolates, leaving the cards and pretties on the bus floor. His backpack bulged showing he had a fair amount stuffed in there. He spoke with his mouth still full, leaving a confused Timmy to just stare at him. Making an over-exaggerated swallow, topped off with a content sigh, the blonde repeated what he had said. "I asked. Do you really think you have a chance with her this year? You might as well give me the chocolate now." Timmy rolled his eyes at his friend's comment, instead choosing to put his hands on his hips and nose in the air. "Not this time. I have the best plan to get not only her attention but for her to accept my Valentine."

Chester shook his head in disbelief before checking that his loot was secure. Double-check the zippers and buckles on the bags. "You know she won't accept anyone's Valentine. If Tad and Chad, or even Remy, don't have a chance. What makes you think you do? Wouldn't it be easier to just go for Tootie? She is a freebie, dude. At least for you." The blonde had long since given up on trying to keep the two apart. At least she wouldn't hurt his bud like Trixie. But he wouldn't make it too easy on the dark-haired girl. Timmy crossed his arms before glancing back at his friend. He was about to speak, but at the mention of Tootie, he found himself turning toward the troubled girl. 

She was a bit shorter than him, 5'5 to his 5'9, but she seemed to grow up everywhere else. Her black hair was longer, but she still kept it in pigtails that split her hair in the middle. They were long enough to go mid-way down her back. Her style didn't seem to change much. Preferring a black vest over a white button-up shirt. But now she tends to wear black thigh-highs with different plaid skirts. Today's color seemed to be red. She also seemed to be wearing a red pair of glasses that day. The most significant change for her was the poor girl's chest. Puberty hit her hard, leaving her with a bust that made most of her classmates jealous. But comparing Tootie to her older sister hinted at the potential for more growth. 

After blooming, more and more guys wanted to get to know Tootie. Timmy felt bad for the girl, figuring half or more of it was just wanting to get in her pants. Luckily, or unluckily, the raven-haired girl seemed to still have an obsession with the brunette. Turning down any guys and injuring any of the more forceful ones. Timmy contemplated Tootie for a moment before she turned his direction, giving him a big toothy grin while waving wildly. She was their replacement friend for A.J. Nothing more. Granted, it didn't mean he didn't care about her, just as a friend. And he was sure he made this point a good few times. To Chester and Tootie. 

He turned back quickly before giving Chester an annoyed beam. "You can't honestly be serious. Tootie is Tootie; she could end up locking me in a room somewhere, never to see the light of day, or dissect me to make the perfect clone. She will always be a friend." The blonde gave a small chuckle at his friend's paranoia. Remembering a few of the schemes the raven-haired girl has done over the years. Unenthused by his fun at his expense, Timmy used his shoulder to push his friend. "Just keep an eye out during lunch today. I will prove the impossible by getting Trixie to accept my Valentine."

The bus pulled up to the school, letting the kids off to wander to their lockers. Timmy ignored the pink and green magnets on his locker while Tootie and Chester approached. The dark-haired teen poked Timmy's shoulder quite roughly before speaking. "Hey, jerkward. You didn't save me a seat or wave back." Before the brunette could reply, the blonde embraced him from behind. Speaking with a fake sharp tone. "Begone Tootie. You will never understand our love." Timmy didn't have to look over his shoulder to know what was going on, again. He had gotten used to their weird banter for a few years now.

Chester nuzzled into Timmy's back in an overdramatic manner. Tootie pulled her phone out with an evil grin. Then spoke with a bit of a gruff tone. "Come on, you two, kiss for Mama. Give me something to enjoy later." The brunette finished in his locker, turned around, and looked down at the still nuzzling blonde. Chester gave him a hurt expression. "You don't cuddle anymore! I want a divorce. I am marrying!" He looked around at his options in the hallway at the time. Stopping at Tootie. He grew a mischievous grin before continuing. "I guess I will die a spinster with seven cats." The brunette watched as the two did their morning routine of trying to claim Timmy Tower. As they have called it in the past. 

As the blonde expected, that got the raven-haired teen riled up before yelling. "What is that supposed to mean?" Chester was laughing hard, leaning against the lockers. He assumed he was safe because Tootie never used her fists on friends. He didn't see the magazine under her arm. Or it being rolled up and swung towards his head. The impact caught the blonde off guard as the dark-haired teen continued to swing. He knew all he could do was cover his head and run as Tootie chased Chester, raging. The few people still in the hallway knew to get out of the way. The blonde would and has thrown innocent bystanders behind him to slow down the raging Toot. 

Timmy just watched as his two idiots ran down the hallway. He could feel some eyes on his back. Turning to see Trixie and Veronica. They had managed to escape the cool kids crowd as well as the adoring fans. The very popular girls gave him a strange look, one of caution, the other of curiosity. He understood a bit. Ever since he and Trixie had first gotten their comics together, she has been worried for years about him keeping her secret. And he has. After a very scary encounter years ago, Veronica turned out to be more obsessed than Tootie. At least they have the cool kids just ignore Timmy and his friends. Which was enough for the brunette, and why he still tried to be her Valentine.

The brunette smiled and waved back, both of them shaking their heads before returning to their airhead expressions and heading off to their class. Timmy had accepted that as the best he was getting for years now. He was used to it. He realized he was about to be late and sprinted to his class. Leaping into the room and sliding along the floor as the bell rang and the door locked behind him. He could mentally see a pair of pink and green eyes giving him scorecards of five and a sideways chicken. He could see another kid's face at the door window that didn't make it in time. High School sucked for the not-so-intelligent brunette.

Granted, most of his problems were Crocker. The insane teacher had found a way to become Timmy's homeroom teacher all four years. Timmy knew why he was still sticking around. Due to his various saving of Fairy World, mainly the ones he didn't cause. He was allowed to keep Cosmo and Wanda as long as all three were fine with this. And since Timmy kept them, Chloe was keeping them, too.  Speaking of, her parents made her go to a fancy high school for a better college resume. She only comes back during the summer. So Timmy and Chloe had to share Cosmo and Wanda long distance. Since she was alone and in a new place she got to keep them on hand. But Timmy has a Wanda pager, so that is fine. He originally had a Cosmo pager. It didn't end well. Also, Mama Cosma has taken over babysitting Poof. 

But back on track. It was Crockpot, I mean Crocker, who had taken to teaching fairy stuff during homeroom. No one listens. Timmy stood up to the laughter of a few students and the annoyance of Crocker. He eyeballed the brunette until he took his seat. Timmy always sat near the back. Chester was in a different homeroom, but Tootie was there. She was ignoring Crocker, reading her magazine. Timmy could peek over to her desk and see that it was one of those girly mags. And was in the Zodiac section. She also seemed to be side-eyeing the brunette. He didn't know if it was because of what she was reading or if he was looking at the magazine.

Turner didn't know what compelled him to do it, but he gave her a stone-faced wink. Maybe he just wanted to get his own daily dose of messing with her out of the way. That definitely confused the dark-haired girl. She stared him down with a brow raised. Timmy just ignored Tootie. Knowing she couldn't do anything to really get his attention without the ire of Crocker. He decided to look over yesterday's homework, pretending to care. After about five or so minutes, Tootie finally gave in. Going back to her magazine. Except now she was looking through stylish glasses.

The rest of the day to the lunch period was pretty normal. Chester and Tootie were standing in the lunchroom. They were trying to find Timmy. He seemed to be missing. The blonde's pockets were bulging with rejection chocolate. After they approached a large table, a strange noise could be heard. The table opened, and their friend ascended with a massive chocolate cake in the shape of a heart. It was taller than Timmy.  What caught Tootie off guard the most were the letters T + T on the front. The two teens just stared, mouths agape at the sight before them. The blonde had to admit, it was awe-inspiring. He doubted Trixie would accept it. But she couldn't ignore it. 

Then the raven-haired teen's face then turned into a deep crimson. She assumed this was for Trixie, but what if it was for Tootie? Her name did start with a T as well. He also popped out when she approached. Was this what the wink was for? She didn't hear Timmy or Chester speaking to each other as her thoughts overtook her mind. The brunette had leaped down next to her. Without a thought, Tootie threw herself at the other teen. That was not the first time that it had happened. Timmy's instincts grabbed her with one arm and redirected her momentum onto the table. Her own instincts caught herself fast on the table and moved into a position to allow her to strike again.

She looked back at Timmy with a look that told him to run. The brunette sprinted out of the lunchroom with the dark-haired girl fast after him. The two bowled their way through anyone left in the hallway. The other students, being quite used to it, knew to move out of the way. Timmy sped through the bottom floor of the school, passing by the principal's office. He knew he would slow down too much if he tried to climb the stairs. He could see a pair of pink eyes that seemed to be following him, worried. He waved her off, knowing that he could handle this one without her help. Giving Wanda a thumbs up as she poofed back to Chloe. This was going to be an interesting day.

Luckily, someone had opened one of the double doors leading to the sports field. The brunette sped outside with the raven-haired teen in hot pursuit. There are a few times when Tootie almost caught Timmy, but he spent most of his life running from things. He had much more experience making turns while keeping speed. So he was able to keep a small distance, about ten feet, away from the woman. He noticed that the door to the gym was open. He figured he could lose her inside. The two ran inside. Timmy tried to sidestep the teen and make his escape. But it seems her own instincts have finally learned, and she has tackled the brunette. Both went tumbling into an open equipment shed and passed out. 

Sometime later, the two would be waking up. They had to untangle themselves and look around to discover where they were. The brunette pulled his phone out, using the flashlight to find the light switch. Timmy was the first to speak. "Looks like we are in the Gym storage. And it's." He walked back to his friend while checking the time before continuing. "Uh. 5:20. So we are probably alone here." Checking his friend, the brunette could see that his raven-haired girl was looking down somberly. She was sitting against the nearest wall. "Means we are locked in. And it is my fault." She spoke with an equally sad tone. 

The brunette looked down at his friend, placing his hand on her shoulder. "Don't worry about it. I can get us out of here in no time." Timmy said with a smile. The dark-haired teen continued to just stare at the floor. He gave her a questioning look before asking. "I'm not the smartest guy here. If that's not it. What's wrong?" Tootie didn't look up, she just asked her question. "That was for Trixie, wasn't it?" And that was when it clicked for the brunette. All of the pieces coming together, the wink, him not putting the full names, and when he accidentally popped out when Tootie and Chester had gotten close. He could understand this one. 

With his own somber sigh, he spoke. "Yes, it was for her." He could see that Tootie was not taking it well. She started to talk again. "Sorry for the chase. I just thought you finally liked me back." Timmy rubbed the back of his neck, now feeling more down; he decided to try and cheer her up. "I'd offer you the cake, but I am sure Chester already ate it all." The raven-haired teen looked up her friend blankly before replying. "You don't have to do this. I am used to not getting anything at this point." The brunette just sat down next to her with a sigh. He leaned against her, not sure what to say.

A few moments later, the woman started to talk again. She was clenching her hands. "Why don't you?" It was quiet at first, but she repeated it a few times. It took the brunette a bit before he could understand what she was saying. He just felt worse at the question. Before Timmy could really do anything, Tootie stared him dead in the eyes. Pointing at the brunette as she spoke in a very determined tone. "I have a challenge for you, Turner! With your own crush on Trixie, I bet you never even thought of someone else. So I challenge you to kiss me. On the mouth! And prove to both of us that you don't like me like that!" She waited for his reply. 

The brunette listened to her challenge. He was caught off guard by the demand. What made it worse was that it made him glance at Tootie's lips. And for a second, he actually looked at her. Taking in his friend. Her purple eyes, the way her hair looked at that angle and even the… Then he shook his head. Getting the rest out of his head. He was about to deny the challenge, but remembering that it was his fault that they were in this current situation, it was something that he was willing to do to make up for it. To the surprise of both, Timmy closed his eyes before answering. "Fine. I accept." He moved himself into a more comfortable position.

Tootie was not expecting this, her face turning crimson again as she realized what was about to happen. Luckily, Timmy's was as well. The raven-haired girl got on her knees next to the brunette, and they were both going for the kiss with their eyes closed. The only problem was that without paying attention, they missed their faces being knocked together. They pulled back laughing, the tension having been broken. The brunette had to shake his laughter away. Once ready, he refused. This time, Timmy put his hands on Tootie's head, aiming her mouth so that there would be no more collisions. And it worked perfectly. 

The two shared their first kiss. It wasn't bad for the brunette. It continued for longer than he expected. And he would always blame what would happen next on that kiss. The two kissed again and again. At some point, Tootie moved onto his lap, and his arms embraced his friend. The two never realized just how something like this could feel. The two teens just gave in to hormones at that point. His hands experimentally moved lower to her rear end. After no bad reaction, Timmy pulled Tootie closer by her butt. It was only supposed to be a single kiss, but they didn't want to stop.

After who knows how long, Tootie broke the kiss with satisfied half-lidded eyes. She could see that Timmy was about to speak. She put her finger over his mouth to silence him, then spoke. "Let me do one more thing to convince you." The brunette was very confused by what she meant by that. Then, quick understanding as his friend started to slide down his legs. Hoping he was right about what she was planning. Tootie was enjoying the effect she was having on Timmy on both ends. She looked like the cat that swallowed the canary. The idea now seemed like the best of all of her schemes.

---

The dark-haired teen unzipped the brunette's pants, opening them so that she could reach inside. There was an obvious bulge underneath Timmy's clothes. She finally pulled his member, looking down at it with a bit of surprise. She grabbed it gently, moving it around experimentally. The brunette was a bit worried about the strange look the dark-haired girl had. He couldn't help but ask. "Is everything okay down there? No guy wants to see that look when it involves…well. You know." Tootie refocused on the other head. Giving him a nervous wave before answering. "Everything is fine. Just, uh. It's bigger than my toy. I wasn't expecting that. I was taking it all in, I guess." She was blushing heavily at her admissions.

Timmy had to admit that it was definitely a boost to his ego. He was so in his own head from Tootie's words he didn't realize she was talking about a sex toy. The brunette was going to just keep quiet for the rest of whatever this was. The dark-haired girl closed her eyes to collect her nerves. Mentally hyping herself up. She finally got Turner. She has to keep him now. Opening her eyes again, she started to stroke the very hard member in her hand slowly. It was much warmer than she expected. And much more satisfying than the plastic she was used to. It was hard to explain the new sensations she was going through. But all of them were nice. Timmy had to admit that having someone else doing it felt great.

When the brunette assumed that she was going to just use her hand, his friend started to lower her head more. She wanted to see what he tasted like. She gave the hard rod an experimental lick. In her opinion, it wasn't really good, but it wasn't terrible either. It was hard for her to explain it as well. Granted, her own head was starting to get foggy. This caught Timmy off guard. With her experiment proving it to be fine, the dark-haired girl dragged her tongue along the bottom of the cock. It was something new for both of the teens. She started to repeat the licks, then moved to the sides. Using a hand on the base of his member to allow Tootie to aim the member as she needed.

Once Tootie was satisfied with her prep work. She kissed the head of his member. Then took the tip into her mouth. Timmy's eyes never left her actions as she descended deeper and deeper on his hard rod. She seemed to be able to take him just past the halfway mark without much of a problem. Then the dark-hard girl pulled back, sucking the entire time. He had to grab random things in the room to keep from going for Tootie's head. She started to bob back and forth, sucking the entire time. Seeing the reactions she was making Timmy do fueled Tootie to keep up the assumed good work. She closed her eyes so she could focus on the member she had in her mouth. 

With the actions turning on the dark-haired teen as well, her free hand slid down her body, between her legs. Tootie started to rub herself as she started to take the hard rod deeper and deeper. Getting muffled moans from herself. Timmy couldn't stop himself anymore, he had to touch her. He reached down, pulling her shirt and bra over her breasts. Tootie didn't try to stop him, so the brunette reached down to squeeze and grope them. Getting more fun noises from the woman sucking his cock. With it ending good for the both of them, Timmy started to play with her breasts more roughly. Pinching and pulling on her nipples. Tootie had moved her hand under her underwear and slid a finger inside of her. Finding herself quite wet.

This continued for about ten or so minutes. At some point, Tootie had added a second finger to herself and was throating Timmy every now and then. With a very satisfying gulk. Tootie was the first to be pushed over the edge. Tensing up as she fought through her climax to continue sucking. Detensing after a bit. Timmy was next. "G-getting close. Tootie." Hearing that, the girl was enthralled by him saying her name that way. Then, panicking as she realized what was about to happen. She remembered all of the hentais she watched, with the guys covering the girls. She couldn't afford to get dirty, so she violently throated Timmy until he finally released into her mouth. She almost pulled off but stopped herself. Once he was done, she pulled back and swallowed. Timmy was enthralled watching it.

"Blegh!" The dark-haired teen belted out. Tootie had her eyes closed and her tongue out as she spoke. "I wasn't expecting that, it was slimy and salty." Timmy gave a chuckle at her reaction before replying. "I'd offer you some water, but I don't have anything here. So let's get out of here." The raven-haired girl nodded and then remembered what caused it to begin with. She poked his chest while speaking. "Not until you answer the question." She had a playful expression but made sure that he couldn't get past her. Timmy shrugged. "I haven't decided on it. I want to think it over first. But how about we go on a couple of dates to see how they feel?" 

With that answer appeasing Tootie, the two stood up and put themselves away. Moving to the locked door, Timmy subtlety hit the Wanda pager, and with a mumbled wish the door was unlocked. Using their phones as flashlights, the two made their way to their lockers. Grabbing their things. Timmy saw that it was now around six. It was getting late. He knew which doors had cameras, so he led Tootie, the safest route out of the school. Having to stop at the water fountain first so she could clean her mouth out. All the while, Timmy was laughing more at this reaction. Soon enough, the two were free. 

That was when Timmy had an idea. It was a Friday and Valentine's Day. His parents were long gone. He spoke to Tootie with a teasing tone. "I know you just ate. But I haven't eaten since breakfast. Wonder why I missed lunch?" Tootie turned red from what he was saying. The brunette wasn't finished, though. "I won't make it home, I am too hungry. So I guess that means we have to stop and eat somewhere before I walk you home." The raven-haired teen was still processing the perverted tease. Timmy pulled out his phone to check on what places they could stop at on the way to her place. 

Once she finally caught on to the rest of what he said, Tootie leaped at Timmy again. His instincts had him catch her, but with no other momentum, she was just there in his arms. The brunette was surprised at how light she was. The two blushed again, and Timmy set her down. Trying to break the tension with some humor. "I know I am awesome. But I am also starving here. Be glad I am not making you carry me there." He started to walk while Tootie was thinking about what he had said. "You know, I am Vicky's sister. With no muscle up there, I can probably carry your skinny ass easily. Maybe even with Chester." She walked alongside Timmy with a smug grin. The brunette gave her a shoulder nudge to get her back.

The two made their way to the nearest diner. Tootie had an embarrassed look as she sat down across from Timmy. She twiddled her fingers before speaking. "I don't really have any money. Would you be able to cover it?" Timmy nodded and motioned for his friend to come closer, then spoke quietly. "That is fine. I have a secret for you. Don't tell Chester." The dark-haired teen leaned over the table to hear. Turner continued. "Ever since I was fourteen or fifteen. My parents have been giving me a sort of special allowance. Leave the house and don't come back until late or days later payments. So they can get the house to themselves. And with Dad, an office worker, and Mom, a realtor. It is now a pretty good payment. It isn't crazy, though."

The raven-haired teen was quite surprised by the secret. But with her sister no longer getting paid by them, it makes more sense. Also, it relieved her, knowing that they could afford to do stuff together. It also explained how Timmy was able to afford all of his weird schemes. Tootie put a finger over her lips before speaking. Using a teasing tone. "Not a word from me. But now we can afford to get and do all of the fun lewd stuff." As much fun as she was having teasing the brunette, her face was going red as she continued. "Lingerie and toy shopping. Showing off the stuff in the changing rooms. Doing lewd things in public." She whispered the last bit. She is not able to look her friend in the eye from embarrassment, though. 

The brunette was very surprised at how open Tootie was being. She was very confident about him picking her. He shook his head to focus when the waitress approached. Both of the teens ordered burgers and fries. Timmy got one with three patties because he was pretty hungry. They ate in silence, enjoying the food. Timmy realized that Tootie was kinda cute on the other side of the table. Taking in more of her, with the lights now being better than a storage room. And now he was thinking she was cute. His mind had turned on him. It might not take as long to think this stuff over as he previously assumed. Damn, he would need more information. Timmy was sure it would be easy to get it.

When the two finished their food, Timmy still had some fries left over. Offering them to Tootie, who downed them happily. Checking his phone, it was a little past seven. The brunette rested his head on his hands before speaking. "So, what are, or what were your plans for tonight?" The dark-haired teen thought it over before answering. "Well. Since this Valentine's is on a Friday. My parents have probably gone to a hotel to escape Vicky. But since I also have not been asked to be anyone's Valentine. I guess I was just dealing with my raging, probably drunk, sister, who also wasn't asked. Me and her, alone." She sighed afterward, staring down at the empty plate.

The brunette sighed after hearing that, but he had an idea. "How about you stay at my place tonight? Call and let your family know." Tootie gave him an odd look before replying. "Are you sure you want that? Just you and me, alone at your place during Valentine's Day? Spending the entire night with me?" Timmy thought it over and quickly answered. "Sounds like you need it. So sure." The raven-haired teen couldn't hide how excited she was. Almost vibrating from how happy she was. She quickly called home, telling them she would be staying at the Turner's house. Her parents sounded excited as well.

Timmy paid for the food, and the two made their way to his house. It was a lot of walking. The brunette's original plan had been to eat at a place on the way to Tootie's and then get wished back home. But now that they had to walk the entire way. Backtracking a good bit. Timmy was grumbling to himself, to his friend's entertainment. She poked his shoulder at some point to get his attention. When he looked back, she was very nervous, almost stuttering as she spoke. "Uhm. Since you are doing this for me. Uh. And as another way to convince you. Uh. We take a shower together?" Tootie was beet red and twiddling her fingers. It was weirdly adorable how she was getting equally embarrassed by her offerings.

Timmy's mind was trying to wrap itself around what she said. Trying to make sure if he heard her correctly. When he was sure, he had a thought. She was trying very hard, willing to do a lot of sexual stuff for him. With her obsession, he was curious just how far she would go. He would have to play the ass a bit, but he was going to push a bit and see where her limit was with this. "Hey, Tootie." She refocused on the brunette, answering. "Yes?" He gave her a blank expression before asking. Timmy moved to pin against a nearby fence. "If I demanded you to show me your boobs right now. Would you?" He made sure to keep her from escaping. 

Tootie looked up at him, blushing again. She squirmed before answering. "If you picked me, and then we kissed again. Then yes." Timmy had to push to know. "And if I didn't pick you? And still demanded it?" She looked nervous, and with a stutter, she answered again. "N-no." He forced a teasing tone. "Why do I doubt that? Why do I feel like if I bent you over against this fence, you wouldn't tell me no." That seemed to break the Toot's mind. Thinking that is what he wanted, she pushed him away and bent over against the fence. Then spoke. "I-I wouldn't" Timmy watched his friend, who he had to admit was cute, and sucked him off earlier, was now in this very erotic position. Nervously shaking her ass. It was very hard to control himself. The brunette only had one question. "Why?"

Tootie wasn't expecting that question. She was already mid-pulling her skirt down when he asked. She stopped and just stared at the fence as she thought over her answer. Finally, speaking after a bit. "Because. Even if you just use my body, just to throw me away until you want to use me again. It means to me that, in some deep and primal way. You still want me. That the one person I……want so much. Actually wants me back. You can fill me full of your kids and demand no contact. I would be fine. No matter what hole. No matter what time. I would be so happy that it is me." She seemed to get more neutral as she continued and then finished. Timmy had to say, it was not what he expected. Granted, that wasn't exactly what he asked. He let out a sigh, then asked again. "But why me?"

Finally understanding what he was asking, the dark-haired girl straightened out. Leaning her back against the fence and staring at Timmy's chest. "You were the first person to actually be nice to me and stay that way. Vicky always had my parents be too scared. You had to deal with her, too. You understood what I had to deal with regarding my sister. And you were always so nice to me way back then. Once we hit ten and I started to understand my feelings more, I realized that you were the only one for me. With a not-so-great household, I guess that is when the obsession started. Yes, I even know how bad it got." She leaned forward to hug Timmy's chest. 

He had to think this over. He let her stay for a few moments before sighing. Speaking with a teasing tone. "If you keep us here, we will not be getting home any time soon. And then we are not getting that shower you promised. He could feel a scoff against his chest, and finally, she pulled away. Timmy thought over the situation. He then smirked down at Tootie, speaking. "I need to do something to break the tension, as well as speed up our trek back." Before she could register what he meant, she felt a swat to her butt. The brunette gave a decent slap to her ass, then took off running. Tootie got an idea of what was expected. She chased after him with a playful smile. "Get back here, Turner! Give me that ass!"

They cut the trip to his house in half, but the two were now a tired mess as the brunette unlocked the front door. The two collapsed on the floor next to each other, laughing a bit at the situation. Timmy took his hat off and ran his hand through his hair before speaking. "I don't have the energy to climb the stairs and to the shower. How about we crawl in front of the couch and watch some TV while we cool down and relax?" The dark-haired girl nodded in agreement, and the two crawled into the living room. Leaving their backpacks in the hallway. Unseen to the two, a pair of green eyes appeared, and their backpacks were proofed up to Timmy's room. 

After putting all their effort into crawling across the carpet. The two flopped down in front of the couch. It was a combination of not wanting to get it dirty. At the same time, also not having the energy to climb into it. Timmy grabbed the remote and turned it on. Flipping the channels until a Crimson Chin the Animated Series episode appeared. The brunette quickly spoke. "Keeping it here if you don't say no." The raven-haired teen seemed fine with the choice. She then got a mischievous grin. Timmy was lying along the front of the couch, with his head held up by an arm. Tootie decided to lay in front of him, leaning back so they could spoon. 

The brunette decided to just accept it until the dark-haired girl grabbed his other arm and put it around her. Timmy yanked it away before speaking. "What the hell do you think you are doing, Toots?" Tooties grin never left as she replied. "It is Valentine's Day, and I have sucked your dick. I have earned my cuddles!" She laughed as she brought the arm back around her waist. Tootie then made a big show of scooching back into Timmy. It had the side effect of grinding her ass against his crotch. He decided that was a good enough reason. But if she was going to not play fair, he wasn't either. Waiting for a bit to surprise her. Knowing his friend well, Timmy used the captured hand to tickle her. 

Tootie tried to escape, but Timmy would not let her. The two had gotten their energy back. So were rolling around the floor in front of the couch. At first, it was the brunette trying to keep the girl in the spooning position to make it easier to tickle. Then it twisted into the two facing and wrestling each other. Timmy was letting her win a bit to have fun with it. Finally, the brunette pinned Tootie on her back. He had to take in the view. Due to the rolling around and wrestling, the woman's shirt was lifted up just under her breasts. Her hair and glasses were askew. Tootie was breathing heavily with her arms pinned over her head. He had to admit, she looked very sexy in that position. He hated hormones making his body betray him. Timmy didn't know why, but he leaned down and kissed Tootie. She was confused but returned the kiss.

The two kissed a few more times, each one lasting longer than the previous. Once Timmy broke the kiss, it was clear that both of the teens were affected by it. Tootie gave a half-lidded, confused look before asking. "What was that for?" The brunette just stared down at her. Trying to figure out why himself. Until finally shrugging as he replied. "Don't know. I just wanted to. We should be rested enough for that shower, right?" He raised and lowered his brows at Tootie in a teasing way. The raven-haired girl just gave a nervous nod in reply. Timmy stood up and helped his friend up as well. Tootie spent a few moments fixing her clothes. The brunette was starting to wonder if he would pick her by the end of the night. He did like kissing Tootie. And she actually liked him back. 

Timmy continued his thoughts as the two made their way out of the living room and up the stairs. The brunette led them into his room first. Tootie was confused but followed. She just enjoyed being in his room. When Timmy stopped at, opened, and dug around his closet. The dark-haired girl was not expecting him to pull out two robes with Ts on them. Timmy could see that she was getting ready to ask about it. So he beat her to the punch. Shrugging as he spoke. "What? I know what I like. They are good after a shower. And after Vicky stole mine, I got a few to spare." Tootie couldn't find a problem in the brunette's logic. So she just nodded and dropped it with a smirk.

With the robes in hand, the two left Timmy's bedroom, heading through the hallway and into the bathroom. Tootie has visited a lot in the past, and she is still getting used to just how oversized the bathtub shower is, especially with his parents having a master bathroom. Now, it meant the two would have a decent amount of space. She could still probably joke about a tight fit to let her rub against some things. The door was closed, and the faucets were turned on. Timmy made sure it was hot but not scalding. After Tootie tested it, he switched to the shower head and pulled the curtain into place. The raven-haired girl hung up the robes as the brunette pulled out some towels and hung them up by the shower. Tootie pulled the hairbands out, freeing her locks. 

It was now time for the big step. The teens couldn't delay it any longer. Timmy poked Tootie's shoulder and motioned back. Speaking with a slightly nervous tone. "How about we face away from each other while we get undressed? And then we go inside one at a time?" The ball of anxiety that was Tootie nodded, only able to get out. "Sure. You first." Seeing how the dark-haired teen was, the brunette decided to try to break the tension with a joke. "This better not be some elaborate plan where I go in the shower. And instead of coming in, you get in and hog my bed all night. I better see you in there." That created a small smile, and she went with it, replying afterward. "Oh crapbaskets. You caught me. Dangnabbit. Fine." 

With some of the tension broken, Timmy and Tootie faced away from each other. The brunette was the first, pulling his shirt over his head. He could hear his raven-haired friend getting undressed behind him. Once his clothes were off, he left them in a pile by the shower. Keeping his gaze forward, Timmy climbed into the shower, letting his body get adjusted to the hot water. After a good few minutes, Tootie climbed into the shower as well. To his surprise, it was in front of him. She had a half-sure look on her face, twiddling her fingers as she spoke. "You are taller than me. I just didn't want you blocking the water." With her reason given, the dark-haired girl turned to face the water. She closed her eyes to adjust to the heat.

With the lovely view of Tootie's backside, Timmy was doing his best to focus on the shower. The two started to get their hair wet. The brunette watched as his friend went through the arduous task of cleaning long hair for women. He understood why it takes them so long now. Before she was finished, Timmy started and was done cleaning just as she was. He tried to make small talk, the silence being too awkward. "Want me to wash your back?" The raven-haired girl nodded, so he looked for a rag. Seeing that it was around Tootie, Timmy decided to just soap up his hands. He rubbed his sudsy hands against her back. Making sure to get as much space as possible but stopping just above her butt.

Tootie pushed her back into his hands, humming to herself before speaking with a playful tone. "That feels amazing. Your hands are the perfect warmth back there. And just think. If you pick me right now. Then you get to play with my boobs. They don't hold a candle to Vicky's. But they are still quite big." She leaned back to see his reaction. He had to finish up his thoughts on the entire situation. He had to finally accept that even with the rare time he got to read comics with Trixie. She cared too much about her image for him. Tootie would actually want to be seen with Timmy. From what he saw, she would also appreciate the dates. Her attempts to convince him today have proven that to the brunette, she was quite attractive in both ways. He could also jokingly call it charity work, saving her from Vicky.

With his mind made up, Timmy decided to pick the Toot. He knew what she was expecting, but if they were turning into a full relationship tonight, he was going to do it his way. Taking a few deep breaths to calm himself, the brunette spoke with a smirk. "Pick you for that? We both know you won't stop me. But." He paused there. Tootie looked up, confused. He took the chance to grab her chin, aiming it up at his own face. Just before they kissed, Timmy spoke. "I pick you, Toots. Seriously." He then released her face, taking a step back. His raven-haired friend was very red in the face. She shot daggers up at the brunette; she didn't look that intimidating, though. She crossed her arms as she spoke. "You suck. And you're not just messing with me?

The brunette couldn't resist himself, laughing at the view of the Tootie, trying to look mean. He wrapped his arms around her, pulling the raven-haired girl close to convince her. Then he replied. "I think we both know you are the one that sucks. And I am not messing with you. Just had to get you back for a lot of previous teasing. I pick you. Unless you don't want to now." He goes to pull back, and Tootie holds his arms in place. She had a strange grin, seeming to be thinking of something before speaking. "Just making sure. That means I can do this." The woman leaped up, grabbing Timmy's head and pulling it so she could kiss him. He did his best to keep them from falling in the shower. The brunette almost failed, but he managed to catch himself on the shelf for the bottles of soap, shampoo, and conditioner.

After the raven-haired girl breaks the kiss, she hangs from his neck. Before she could say anything, the brunette spoke first. "How about we finish up here? Before we break our necks." Remembering that the two were in the shower, the girl gave an embarrassed grin before releasing his neck and sliding back down to the floor. Tootie turned back around to finish getting washed. She felt as Timmy embraced her from behind. Before she could comment on it, the brunette behind her had decided to grab her breasts from behind. She backed into him. Not expecting it or how it felt. She closed her eyes to just enjoy it. Timmy bounced them in his hands a few times before asking. "Pretty good-sized handfuls. How big are these anyway?" The dark-haired girl had to focus on his question to get something out. "They are DDs."

The shower took much longer to finish due to all of the distracting hands from both. Once they were finally done, Tootie and Timmy climbed out. He grabbed both of their towels, holding hers above her head. She looked up at the one over her head; out of the corner of her eye, she could see that her friend had a very smug grin. Proving her intelligence over his, the raven-haired girl grabbed his and then yanked it free. His grin faded, not expecting that, and she moved to the other side of the bathroom to quickly dry off. The defeated brunette dries off before speaking. "You are no fun." That got some laughter out of Tootie. She replied as she slid the robe on. "I am very fun in the bedroom. And holy crap, this thing is so comfortable. I am stealing this." That got a scoff out of Timmy. "I see how it is. You only love me for my robes." He joked. "Damn straight." Tootie countered.

Timmy donned his robe, and the two grabbed their piles of clothes. Heading out the bathroom, through the hall, and into his room. Setting the piles down on the chest of drawers. It was getting close to the big moment. The brunette turned to Tootie with a questioning look before asking. "So, are we going to do it tonight?" She gave him a teasing look before replying. "Giving each other our first times on Valentine's night? You kinky bastard. I assume you wanted it; I want it, too. So yes. But I also want to do this many more times. So please tell me you have condoms." Timmy gave her a deadpan look before responding. "Why would I? Who would I use them with? Let me guess. For the same reasons, you don't have anything either." The raven-haired girl nodded; she let out an annoyed groan and flopped on Timmy's bed. He continued. "Too late to go out and get anything. And I refuse to door-smash condoms."

The brunette flopped onto his bed next to his friend. Tootie was thinking over the situation. She didn't want to wait either and was debating with herself on if it would be fine since it was their first time and that they would just get condoms until she was able to get some birth control. Then, she started to do the math to see if it would be a safe day regardless. It wasn't. That was when she remembered the other option. During one of Vicky's drunken rants, she told Tootie that some guys prefer it in the other hole. During one of her more obsessive days, she decided to get some toys so that when, not if Timmy finally accepted her, she would be ready. For whatever tastes he had. This technically wouldn't be her first time, either. With another person yes, but during a many lonely and frustrated night she had used her toy. So she didn't have to worry about it hurting the first time. She would just have to convince Timmy to accept using the other hole.

The raven-haired girl lifted herself up by her elbows and then nudged the friend sitting next to her. She spoke with a nervous tone. "I have an idea. But you can't judge me." The brunette slid his hands behind his head. Stared at the ceiling as he replied. "The Puerto Rican pull out? I was thinking about that, if I can manage. Would be very messy, though." The term used was utterly unexpected. It broke Tootie, and she burst into uncontrollable laughter. Timmy looked very proud of himself. Once she was able to get a word out again, she said. "Not that. I am never calling it that, you idiot. Do you know that people can do it in the butt?" Not wanting to make himself seem more perverse, the brunette gave a cautious answer. "Maybe." Tootie nudged him as she continued. "Wimp. How about we start in the front and then finish in the back? I know you think it will hurt me. Just trust me. It will be fine."

Timmy had to think over her request. It was simple enough, but it was bringing up a lot of questions in the back of his mind. Of the kind of sexual hijinks Tootie has already done. He looked at his new girlfriend before speaking. "Can I ask instead of just trusting?" She shook her head with an embarrassed look. When she replied, she had a nervous tone. "No. It's embarrassing. Just accept and take me, big T." The brunette realized he had a bit of leverage now. And it was good to learn about the person you would be hooking up with permanently. He gave her a teasing smirk before speaking. "I will accept. Only if you tell me after. If not, uh, oh perfect. If you don't, I will kick you out of my room when we are done. And you don't get to sleep in my bed with me. Understood and fine with you?" She let out an annoyed sigh, she had no choice but to accept. She nodded as she answered. "Yes, fine."

As soon as she accepted, she let out a surprised squeak as the brunette grabbed the dark-haired girl. Dragging her to the middle of the bed and laying down on top of her. He was able to muffle the woman by kissing her, and she accepted his tongue. At the same time, his hands were opening and peeling the robe from her body. Giving him quite the expanse of skin to rub and play with. Once her entire front was bare, he moved his hands down between her legs, finding her extremely wet and ready for him. His fingers rubbing against her pulled a deep exhale from Tootie. She was done just letting him do everything, and she quickly pulled his robe off. Throwing it in some random direction in the room. While they were getting back into position, Timmy grabbed her glasses and set them on his bedside table.

It was time for the event. Timmy moved his body between Tootie's legs. She felt as his hands ran along her legs. Hooking under her knees until he was raising her legs up, until the Toot was now folded up. Seeing that his hands were now busy, the dark-haired took over, holding them up. This allowed him to move into a better position, and he grabbed his already hard member. Rubbing it against her entrance. Looking up at Tootie, he asked. "Are you ready?" She could only nod. And the brunette slid himself inside of her. To his surprise, it wasn't as difficult as he thought to push further. She did indeed prepare. 

With the biggest worry out of the way, they could now focus on enjoying themselves. Tootie was moaning from getting filled up. It was much different than her toy. It was very hot and twitched at random times. Timmy was getting used to the new experiences. The two lost themselves for a few moments, and soon enough, the two were already being hit by hormones. The two were pushing against each other so that the brunette could get even deeper. Until his entire rod was inside of her. Tootie cooed as it finally bottomed out. With their bodies pressed together, she was able to release her legs and embrace Timmy tightly. He pulled back against the woman trying to keep him in and thrust back inside of her. Getting a low scream from the dark-haired girl. He repeated this over and over. Tootie used her grip on Timmy to hump him back. 

This continued for a few minutes as their fucking got more and more frantic. Their minds were so caught up in the moment that they were not registering what was coming. Until something weird happened. A pink sign appeared on the wall at eye level with Timmy. On it said. Pull out. Then, a green pava hat appeared on it. Timmy remembered the dumb joke, his mind got control back. And with a lot of willpower, he pulled out. Having been very close to exploding there. Tootie gave him a murderous glare for pulling out. He had to hold her down, as he explained. "Sorry. I almost blew inside you. Trying to keep to the plan." It took her a few moments for her brain to return enough to remember everything. She felt bad for getting mad now. She replied with a. "Thanks. You can let me go now."

The two took a few moments to catch their breath. So they could enjoy the next part for longer. Timmy was sitting up on his knees, while Tootie was on her back facing him. He could tell she was curious about what he was thinking about right then. So he motioned to her while asking. "Waiting on you. From what I kind of know. For the butt stuff. You need to be in the doggy-style position." The dark haired girl smirked up at him. "You just want to stare at my ass. It's not our only option, though." The brunette gave her a confused look. She twiddled her fingers as she continued. "Well. We can do it with me on my back now. It should fit. And we can still look at each other since this is our first time." Timmy could see that it meant a lot to Tootie, so he agreed. 

To break her embarrassment, Timmy made a dumb joke. "You better kiss me on my hot mouth. I'm feeling romantical." He then kissed her sloppily, knocking her hands out of the way. She released a muffled giggle. He didn't break the kiss. Instead, he started to pick things back up. One hand moves to play with the woman's DDs. She released a slight moan at that. The dark-haired girl wrapped her arms around his neck to keep it in place. With his free hand, the brunette guided his rod against and inside of her cunt. Using it to lube his member up. She released a deep and muffled moan as the invader reached further and further. Using a lot of willpower, he made a few thrusts to get it fully covered. 

Once sure it was good and ready, he pulled free from her cunt, teasing the head of his rod against her ass. Toots let out an annoyed groan at feeling empty again. But this time, she could feel the member pushing slowly. It didn't take long due to her previous use of the hole and the lube covering himself. The tip and a few inches slid inside with relative ease. This was once again a new experience for the both of them. The dark-haired girl released a muffled but satisfied growl of a groan. And Timmy had to fight just bottoming out inside of her ass. Making quick but shallow thrusts, getting deeper and deeper until Tootie manages to take his entire rod. Each one pulled a muffled moan from the raven-haired girl.

With the hard part over, the two descended into debauchery. Tootie wrapped her legs around Timmy, smirking into the kiss. She used her grip on the brunette to meet his thrusts. A very challenging grin on her face. This had caused Timmy's hands to get pinned against her breasts. While enjoyable, it was time to meet the challenge. He slid his hands along and around her body. Taking a firm grip on her ass. Using them as a hold, Timmy started to slam himself inside of Tootie repeatedly. This broke the kiss as the woman threw her head back to enjoy the sensations. His instincts told him to bite her neck to help hang on, so he did. That finally broke the dark-haired girl. She devolved into a moaning mess. She was still bouncing her hips against his. 

With this being both of their first times, they didn't last long. Timmy was the first, his body tensing up as he slammed wildly into Tootie. After a few moments of this new assault, the woman was pulled over the edge as well. She tensed up, clenching hard on the member inside of her. His rod twitched as it released shot after shot of his cum inside of her ass. Tootie let out a moan with each shot. Finally, it passed. First, the brunette detensed the dark-haired girl. They just sat there, breathing heavily. 

After a few moments to cool off, Timmy's mind was the first to reset. He released Tootie and rolled over onto his back. The woman took the chance to stretch out. After a few moments of opening and closing her eyes, Tootie was back. The brunette set his arms behind his head, giving his bedmate a playful shove before asking. "So. Was it good for you?" The Raven haired girl stretched her arms in front of her body before replying. "You mean how the guy I have been in love and lust with for almost a decade. And the one-sided sexual tension? And how he finally picked me? Finally, screwing my brains out. Oh, and on Valentine's weekend." She took a moment to pause before finishing. "Could have been better."

Timmy was not expecting that ending. He could see that she was sticking her tongue out at him teasingly. So the brunette did the most gentlemanly thing he could. He gently kicked Tootie out of his bed. She failed to catch herself. Falling with a Whoa. He could hear how annoyed she was. "That wasn't nice, asshole." She said as she got up. The brunette replied with a shrug. "Play stupid games, win stupid prizes. What is the plan?" Tootie gave him the middle finger before continuing. "Well, the plan was to cuddle before sleeping. Then, going to the store in the morning. Seeing if we can use all of the condoms by the end of the day. But I don't want to sleep with you anymore. Ass." Before she could continue, Timmy pulled her into an embrace, using his strength over her to pull her under the blankets with him. 

Timmy's smirk grew as he spoke. "Ha. I just remembered that you deserved that." Tootie gave him a strange look, but before she could ask he continued. "Our deal was that I would accept doing it in the butt. But you have to explain some things to me. If you didn't, you would get kicked out of the bed. I guess that happened literally now." The dark-haired girl remembered the deal; her ire quickly switched into embarrassment. Timmy proved he was willing to kick her out. Tootie had no choice but to keep it. She grumbled before answering. "Fine, but you have to spoon me. I can't look at you and say this." With a scoff, Timmy accepted her terms. Moving the two into a spooning position. Resting on his elbow.

Tootie focused on the wall on the other side of the room. Trying to ignore the guy behind her. After a few moments, she decided to try to close her eyes. That seemed to be enough. After taking a deep breath, she spoke. "Nothing I say here leaves us. If you don't keep it to yourself, I am castrating you." Timmy nodded, trying not to laugh. The raven-haired girl continued. "I may or may not be a naughty Tootie." She twiddled her fingers before continuing. "Let's just say, after Vicky was talking about sexual things. I figured it would be a good idea to get a toy. I wanted to uh, be uhm, ready. No matter what hole you picked. So I used the uh thing to get prepared….down there. And then any lonely or frustrated night….as well." Tootie's face was a deep crimson at this point.

Timmy was enjoying the entire situation. Trying not to laugh while also taking in just how freaky Tootie was. He was going to need to figure out the best way to get both of their shame out of the way. Otherwise, the two might take things too slowly for the Toot. And she assaults the poor Timmy. He couldn't help but smirk at that dumb thought. He wrapped his arms around the raven haired girl before speaking. "Don't worry. You are my Naughty Toot. And now that we have that out of the way. Let's get some sleep. The faster we sleep, the faster we wake up, and we can make our trip to the store. For…well you know what." That got Tootie to nuzzle back into his arms, nodding nervously. The two snoozed like that until finally falling asleep.