Evan T. meets Avril Lavigne

[Thesyguy]

Part I - A Prelude to the Band

*Note* Evan T was one of the original band mates in Avril’s punk era band. I am unsure in real life if they were ever romantically involved, however the two did seem very affectionate toward each other back in the early 2000s. This part of the story will take place several years before Evan was a member of the band.

The current year is 1999, and Evan was stuck in the middle of gym class, the boys were grouped on the south side of the gymnasium and the girls were grouped on the north side. Wrestling was the gym activity of the day, which wasn’t one the favorites of the skinny 5’8” high school-er. Skateboarding, snowboarding, and hockey, those were the sports he was into and also very good at. Although the nice thing about wrestling was that he spent most of class sitting there daydreaming because usually only a few people wrestled at a time, while the others watched.

He had to glance toward the north side of the gym again. Thats where his crush Gina was, a fellow skateboarder like him, that he had been gushing over for a year, but unfortunately for Evan, she seemed to have already found a guy. The two never seemed right for each other though, in Evan’s head. That guy was more of a lazy, useless pothead. Just then, that electric guitar rhythm he had been working on came into his head again, the one he had writing for Gina. Da naaaa da naaaa da nanana.

“You want to practice next Evan?” Scott asked suddenly. The abrupt voice woke Evan from his dreamlike state.

“Nah, Fred, you go ahead, I just want to chill,'' replied Evan. As some of the boys continued to wrestle, the music came back into Evan’s head again. Da naaaa da naaaa da nanana. He was secretly staring at Gina again. She was standing about 10 meters away from him on the north side of the gym, also just chilling out. As he continued to gaze at Skater Gina, new lyrics started to form in his head.

"She was a skater girl"
"He said, "See you later, girl"
"She wasn't good enough for him"
"She had a pretty face"
"But his head was up in space"
"He needed to come back down to earth"

‘Yes, that was it’ he thought. Those were the perfect lyrics to the melody he had been writing all month. He couldn't wait to get home and match the new lyrics to the Guitar tune he had created. He wanted to cut class for the rest of the day, but he didn't want to get in trouble with his mom again. He had just needed to double check and talk to his twin fraternal sister in the class. He meandered over to where his sister Annie was on the north side of the gym with the rest of the girl wrestlers.

"Hey Ann, Is mom working this afternoon or this evening?" asked Evan.

"She's working all day and tomorrow, why?" replied Annie. Evan was by no means perverted, he was actually just your average teenage boy. However, he couldn't help but notice two of the most beautiful classmates wrestling playfully in their regular gym clothes. Annie's cute friend Sun-yeong was trying to pin down her other friend Jen, and her hand slid up and squeezed Jen's left boob accidentally. Nothing unusual was actually acknowledged between them as they continued to grapple with each other.

"Oh nothing, i was just planning on skipping out for the rest of the day, but you know I don't want to get caught by mom again" Evan slowly responded, now mesmerized by what was happening just 3 meters away. As the wrestling continued Sun-yeong's legs naturally spread apart. Evan couldn't miss an opportunity like this and hastily looked up her gym shorts, and he could tell she had a nice pair of light blue panties on. There was no way now he was going back to the south side of the gym so quickly.

"Yeah, well don't get caught again, you will put her in a bad mood" Annie replied looking at Evan but he was now fully gazing at the girls. The two beautiful girls' faces were just centimeters apart, if only they would just kiss Evan wished to himself.

"Uh huh...... yeah.....will do......." Evan didn't even give a full response to Annie; he was still extremely fixated on the girls wrestling match. Sun-yeong had separated herself from Jen and then moved back in. While Jen still remained on her back on the floor, Sun-yeong grabbed one of Jen's legs with one arm, and the bottom of Jen's shorts with the other arm. She dragged Jen about half a meter causing Jen's shirt to roll-up exposing her perfect flat belly but also Jen's shorts to come down, exposing the top of her panties. The panties were a black and white striped lace panties at the top but it was a solid grey color further down from the top, at least 7 cm of panty was now exposed.  The girls were giggling as Jen was telling Sun-yeong to stop but Sun-yeong was telling Jen to surrender instead. Much to Evan's delight Jen would not give up so easily.

"You can do it Jen" Evan finally spoke up, giving her the thumbs up. Jen looked at Evan and smiled and looked back at Sun-yeong. Jen already knew Evan quite well through Annie, and Evan was considered fairly handsome to most of the girls at school.  Sun-yeong Delivered another impressive tug, and dragged Jen a further half meter. Her shirt lifted further to just underneath her bra now and her shorts dropped further now exposing about 3/4 of her panties because Sun-yeong had still not let go of them. The grey coloured portion of her underwear did indeed extend further down. The girl's playfulness had really turned on Evan, and he was enjoying every moment of this. Any moment those shorts would come off completely, and Jen could be left laying there in her panties and a lifted tee shirt right in the middle of the floor.

"Evan, what are you doing there, get back with the guys you are up next!" the Coach exclaimed. This was enough distraction for Sun-yeong to let go for a second and Jen managed to pull her shorts back up again. It was heartbreaking for Evan, his fantasy ended so abruptly. He exhaled in disappointment and walked slowly back to the south side of the gym to rejoin with the guys. But as he walked back he saved the images in his mind of Sun-yeong and Jen, and their exposed underwear.

Later that night at home Evan was in the basement. He had his Electric Guitar out and was aligning the lyrics in his head to the guitar riff he had created earlier. He called his new song 'Sk8er Girl", inspired by Gina the Skater Girl from school. Evan had also frantically written another verse to go along with what he thought up at school.

"Sorry, boy, but you missed out"
"Well, tough, luck that girl's mine now"
"We are more than just good friends"
"This is how the story ends"
"Too bad that you couldn't see"
"See the woman that girl could be"
"There is more that meets the eye"
"I see the soul that is inside "

"Awesome" a female voice suddenly was heard from behind Evan. He swung around to see his twin sister Annie, and her two friends Jen, Sun-yeong had joined him in the basement unexpectedly. Jen was standing closest to Evan.

"Hey great song, you got some talent there" Jen said further. She smiled and looked him in the face from about 2 meters away. Although Evans' crush was Skater Girl Gina, Jen was very attractive as well.

"Gee, thanks" Evan responded slowly. He enjoyed the compliment but was really stunned they were there, that song was not quite polished yet, and his voice wasn't fully in tune. He could see Sun-yeong was staring at the lyrics paper he had written.

"For Gina,'' she suddenly said, now holding the lyrics sheet that Evan had written.

"You wrote that for Gina, ahhh, that's so cute" Jen giggled. Evan stood there a little shocked, and a little embarrassed not knowing what to say next. He had good looks, he had talent, and he had some style, but he wasn't best with his words.

"Hey, we actually just came down for some ice cream, we are going to watch some movies, we will get out of your hair soon" said Annie. The other girls smiled again at Evan and soon the three girls made their way to the other side of the basement. While Annie opened up the deep freezer the other girls both had to bend over to get ice cream.  It was Evan's second peek of the day. Both the girls' shorts slipped down as they had to dive deep to look through the cluttered deep freezer for the flavor of ice cream they wanted. Sun-yeong still had that light coloured lace panties on, while Jenn had those black and white striped ones. For a young guy in 1999 who didn't get to see too much porn, this was quite a turn on, and was grateful there were so many ice cream flavours to choose from down there. After they each found two flavours each of ice cream they liked the girls all left and Evan didn't see them for the rest of the night. Inspired Evan soon finished working on that 'Sk8er Girl' song, plus he also got started on a new song he titled 'Don't tell me' before going to bed that night.

Evan awoke the next day with some morning wood. His first thought like usual was Skater Gina, but then he started fantasizing about seeing Sun-yeong and Jen's panties the day before and how they were wrestling. Evan who slept in just his boxers and a tee shirt, reached down and pulled his dick out and started jerking off. In his imagination the beautiful girls would rip each other's clothes off, and thought of how hot that would be, if they just stripped down to their underwear. This was an amazing fantasy but he needed more visuals now to go along with his jerkoff session. He lowered his boxers to his knees, and reached down next to his bed stand and grabbed his favourite Sears Catalogue. The pages were already bent in such a way from frequent use that when he opened the magazine it went straight to the womens underwear section. He flipped through some of the pages till he saw something that blew his mind. The black, white, and grey panties that one of the models was wearing. It was exactly what Jen wore yesterday. 100% cotton, machine washable, the magazine said. The model looked so much like Jen too. Finally he got to see that last quarter of underwear that he couldn't see in gym class. He was so further turned on now, and he threw off his shirt and pushed his boxers down to his ankles, and jerked off at a faster pace. As he continued to fantasize about the girls wrestling he thought of the girls removing their underwear and how hot it would be if they wrestled nude. He also slid his boxers all the way off and was completely naked while the sheets had slid down below exposing his dick. With one hand he was holding the Sears Catalog with the other hand his near Climax fully hard dick. 

"Knock knock, Hey Evan, do you want breakfast!" said a female voice suddenly.

"Uhhhh, no no, no thank you" quickly replied Evan completely shocked, it took him a moment to realize that was Jen's voice. The girls must have stayed over for the whole night. But his brain couldn't handle the proper quick thinking response to the situation. He needed to frantically grab his boxers, grab the blankets, drop the Sears catalogue all at the same moment. What he failed to tell her is not to come in yet. The door soon flung open and Jen and Sun-yeong enthusiastically entered the room. Evan had managed to quickly drop the magazine, pull up the blankets, and got his boxers up halfway just in time. He nervously grinned back at the girls, but unfortunately he soon realized he didn't get his boxers on right, he had both legs stuck going through the same boxer leg hole.

"Good morning, Cutie. We cooked pancakes and waffles for you, come down when you are ready" said Sun-yeong. Evan was nodding while also trying to wave them off, with his hands he was trying to pull his boxers back down under the sheet and try to get them on correctly. He neglected to realize his big stiffy was protruding into the sheets, while the girls continued to approach.

"Hey, maybe you girls could come ba....." Evan said but was quickly cut off.

"Are you looking at girls underwear, Evan?" asked Sun-yeong with a naughty smile, while she stared at the magazine which landed fully open on the floor.

"Oh my god were you jerking off"? asked Jenn. Evan had only a split second to perform his next move, but what? Grab the boxers and get them on, hold down the blanket, or grab the Sears catalogue which remained on the floor with the pages open? He unfortunately accomplished none of the moves.

"No!" Responded Evan, his tone was confident but his face was panicking.

"Okay, really, let's see," Jen responded with a smile. She grabbed the blankets and ripped them off with one quick motion. Evan lay there frozen completely naked in front of the girls with his boxers inside out in his hands never managing to get them back on correctly.

"Hahahaha you are jerking off, I knew it" the girls laughed. Evan lay there stunned again completely naked with his boxers in his hands, and a full erection.  This was the first time anyone had seen him naked before. He was red in the face and embarrassed beyond belief, but still turned on. He tried once again to get those boxers back on but Jen grabbed them and pulled back.

"Wait, not so fast, I rarely get to see these things, I think yours is a big one too" Jen exclaimed staring at his cock. Sun-yeong also started to approach the bed with an excited smile. With the way the girls looked at Evan he gradually let go of the boxers and they slid them back off and threw them on the floor. Jenn started first by grabbing his dick and gently tugging up and down on it. The girl's beautiful smiling faces soon disarmed him, and he leaned back and started to relax.

"Evan, were you thinking about Skater Gina, before we came in?" asked Sun-yeong with a sexy tone.

"Uhhh...... actually I was thinking of you two" Evan responded slowly enjoying the handjob from Jen. It was actually a good and honest answer. Jen soon increased the speed and the pressure of the handjob, and Evan further relaxed and laid back onto the bed.

"Really?" Sun-yeong responded before quickly pressing her lips on his. It was his first kiss ever and it felt glorious.

"Did I kiss you like this in your fantasy?" Sun-yeong's sweet voice continued as she now stuck her tongue in his mouth.

"Or did it taste like this?" Jen was now hovering her face above Evan's, she soon joined in and created a three way kiss among the three. Evan was in heaven as he could feel Sun-yeong's hand was also on his dick. The two girls and uniform firmly rubbed his sensitive dick up and down.

"Hey Evan, what do you think of this?" Jen leaned back all the sudden and started kissing Sun-yeong. Evan watched in awe as the two most beautiful girls in class started making out just a few centimeters in front of his face. Their soft sweet lips gently massaged each other, and the light pecking sounds they were making were sensational. Jen started intentionally tugging on her own shorts exposing the top part of those beautiful black, white and grey panties that he had been fantasizing about earlier. Sun-yeong followed up and tugged on hers, exposing the light blue panties he also liked.

"Go ahead Evan, finish your jerk off session we so rudely interrupted" said Sun-yeong in that sweet tone he loved. With both girls on each side of him with a beaming beautiful smile and their top of panties exposed, Evan reached down and started to jerk off. At this point the climax was now just a moment away. His young dick was extremely volcanic like as it powerfully erupted spewing cum up into the air. The spew went high and wide, hurdling through the air landing on him, the girls and the bed.

"Umm... kleenex please" a stunned and satisfied Evan was the first to speak. As the girls laid there equally as stunned looking at their arms and legs with warm liquid cum all over them.

"Oh my God!" suddenly exclaimed Annie as she had just entered the room to see her twin brother naked surrounded by her two best friends. No one even knew what to say. 

This was Evan's first real sexual experience, a double handjob by two strikingly beautiful girls from his class. It was so embarrassing but yet such a turn on, and so unexpected. His regular fantasies had never gone in this direction, seeing naked girls was all he really thought about. He really regretted later not lifting up the girls shirts to see some boobs for the first time, and that would become his main goal for next time. In the weeks that followed he jerked off to other ENM fantasies in his head but nothing ever topped his real nude experience with those girls. He soon decided he didn't want any more ENM experiences. Was there a girl out there he could sleep with that could actually top an experience like this he wondered................................

[Thesyguy]

Part II - The Party Begins, Evan joins Avril's Band

*Note* The Album 'Let go' was created during 2001-2002, Avril's first band tour started in early 2003. "Why should we care about what people think who we are, I am who I am, and who I wanna be", Quote by Avril Lavigne.

For the next while after that morning, Jen and Sun-yeong would constantly tease Evan about his ENM incident and getting to jerk him off, and of course about why he had that Sears catalogue. Fun was had by all that day, but that didn't mean it still wasn't super embarrassing to Evan. He really wanted the girls to come back so he got a chance to finger both of them and see them naked this time.  But within a few months both girls got boyfriends. This ended all the potential of another great time. Evan also got himself a girlfriend a year later. Unfortunately for him although she was a pretty girl she was also deeply religious, and nothing sexy would be permitted until marriage. Evan would eventually graduate high school, brake up with that pretty girl, form a music band and went off into the world.

By 2002 he was spotted by talent agents and asked to audition for a 'punk band' with a female lead. His audition went well and he was delighted the music executives found him very talented, but somewhat annoyed as they kept mentioning how he was 'very handsome' and 'looked right for the part'. After winning over the talent agents he was introduced to a girl named Avril Lavigne. He was expecting a Joan Jett like person with a diva like personality, but Avril was actually quite the opposite of that. She was short, 5'-1" tall young girl, very thin, very beautiful despite the fact she didn't seem to wear much makeup. Unlike a lot of other female celebs he had met before, Avril was dressed fairly low key and seemed down to earth, but somewhat immature. Their personalities got along well immediately, and Avril seemed to like having him around above all the other band mates. The Album she had been working on for the last year was almost finished, but he offered her the one song he wrote back in High School. Of course they changed the song from 'Sk8er Girl' to 'Sk8er Boi'. Her “Let Go” album was released with much success making Avril an instant star.

The current year is 2003, and the band has gone on tour for the first time. Now backstage after a show, Avril is in her usual tank top, tie, and jeans outfit and was being her adolescent self again. Currently she was playfully sticking her finger up her nose.

"You wouldn't dare! Avril that’s so gross” stated Evan smiling, while putting his hands up in a defensive posture.

"Who me, no man, I wouldn't" replied Avril, now with a wet finger she pointed at Evan, and approaching him, with a grin.

"No Avril, don't do that" Evan said again, still smiling but cautiously retreating slowly.

"Gotcha, hahaha" Avril responded, making a dive toward Evan and wiping her wet finger on Evan's arm, narrowly avoiding his face. Avril was so silly and annoying some days. But Evan decided it was always best to respond by acting down to her level. First he licked his finger and looked her in the face. Now knowing what was coming Avril tried to turn to escape but he reached over quickly and grabbed the belt loop on her pants, preventing her from escaping.  Normally the top of Avril's panties (usually boy shorts) were often exposed due to the fact she usually had on loose fitting skater jeans. But by Evan grabbing her jeans, it exposed so much more panties than usual since the jeans started to slip down due to his tight hold on her. This type of visual was typically a turn on for Evan.  The underwear she wore had a thick blue band around it and was also blue on the non-banded part. 

"No, don't" said Avril giggling. Evan's arm swung around and he held her just below the shoulders. Evan was trying to hold her down with both arms but she was squirming around trying to escape, and still laughing at the situation. This was actually a positive for Evan, she pushed to the right and his hand slipped down 'accidentally', (but technically on purpose) and slid on top of her right boob. He gave it a light squeeze and it felt awesome. He had never done that before, she likely had 'A cup' boobs, but they looked much bigger due to the fact he could tell she had a push up bra on everyday. There was also no complaint from Avril due to the fact she was still merrily laughing, and playfully still trying to escape. She next jerked to the left and fell forward. Since Evan wouldn't let go of her belt, this meant her pants slipped down even further and were at below the bottom of her butt level now. Her soft cotton panties felt tremendous as his hand also gave her butt 'accidentally' a good squeeze. Avril soon fell to the floor on her stomach while trying to escape during this lighthearted wrestling match. He could now get on top of her, and pin her tiny body down easily. Once again he licked his finger, but this time because Avril couldn't escape anymore he jammed it right in her ear. Yes, the 19 year old Evan just gave 18 year old Avril a Wet Willy, as she was still jokingly giggling. Evan found fooling around like this a super turn on, he loved fondling her body, his mind almost couldn't handle what it would be like to sleep with this girl.

 “Eck, Evan no, hehe, my nose was clean this is so unfair” Avril was pleading and laughing at the same time. 

"Food is here," they were suddenly interrupted by their three other band mates: Matt, Jesse and Charlie entering the room with a bunch of hot dogs for an after show snack.   Charlie was holding the buns, and Jesse who was only wearing his underwear again was holding the cooked wieners. The other band mate held the condiments. Avril and Evan who were both hungry got up and went toward the food. Avril pulled her jeans back up since they were hanging down around her knees after all that horseplay. Like usual though the top of panties were still exposed. Avril was the first to reach the food. 

"Say Ahhhh" Avril quickly asked, affectionately looking at Evan, smiling again.

"Ahhhhhhh" Evan opened his mouth as per her request. Avril quickly threw a hot dog obviously trying to get it in his mouth but missed and hit his chin, while laughing again. Evan, stunned at first, but smoothly retaliated by grabbing the mustard bottle placed it near his groin and gave it three big squirts. The mustard spewed out all over Avril’s tank top. The two laughed, and Avril grabbed her tank top near the armpits and pushed them out, this exposed most of the black bra she had on underneath. She made some silly faces toward Evan before dashing toward him He couldn't escape in time. She soon ran up to him and hugged him, smearing the mustard all over both of them. Evan soon fell over on to the ground.  She could be so immature, but it was fun. Avril's sparkling beautiful blue eyes were now staring at Evan's wild green eyes and it was a sweet moment between the two. They rolled around on the floor embracing each other. She stuck her tongue out and waved it around, and Evan did the same, after that they both giggled and laughed. Evan really relished holding her so closely and Avril seemed to have no problem with it. Just then Avril's eyes grew wide and her head turned to the side.

"Bahhh hahhahaha!" Avril burst out laughing, harder than he had ever heard her laugh before. Evan turned his head to the side to see what she was laughing at. His band mate Jesse had his boxers around his ankles and his dick was placed smoothly inside a hot dog bun.

"Oh my god! That's so rock and roll" claimed Avril.

"Hehe," Evan responded with a fake laugh. He couldn't believe Jesse ruined such a perfect moment he was having with Avril. Especially annoying that it was ruined with a dick in a hot dog bun moment, he was miffed. The guy was always sticking his ass out and mooning people on the red carpets. He was the complete opposite of Evan, where he was shy about nudity. Jesse seemed to embrace it. Perhaps it was because Jesse lost his virginity years ago and he was no longer bothered by hiding his own nudity.

"Hey, I am afraid that's a poor fit" Avril spoke, excitedly hoping across the room toward Jesse and yanking an end piece off the hot dog bun.

"Now the wiener fits the bun" Avril commented while laughing out loud, and throwing that end piece of the bun across the room. Jesse matched her enthusiasm and began shaking his dick side to side, with the stupidest smile on his face. 

"No, hold it still, we gotta put some ketchup on that" Avril said with glee. Charlie who was sitting to the side also perplexed by the nude show, tossed her a bottle and she began chasing naked Jesse around the room trying to put ketchup on his exposed dick in a bun.  Evan was grateful Avril would spend so much time with himself flirting back and forth everyday, but what the hell was this? He joined a rock band to hopefully meet some girls, this silly ridiculousness was the last thing he imagined seeing on tour.

"This is so funny, holy dang you have got to go show my Chaperone your penis in a bun"  Avril said excitedly. Possibly the only person that could be more annoying than Avril was the Chaperone that her parents had hired to look after her. Evan had no idea how the Chaperone would respond to this. Jesse bravely agreed and allowed Avril to put ketchup all over his dick, removed his underwear from his ankles and he ran off to show the Chaperone his shocking new outfit. 

The next day the situation was repeating, the band was backstage after a concert but this time the guys were skateboarding around the room, while Avril was busy responding to Fan Mail. 

“Jesse, what did the Chaperone say about your outfit yesterday”? Avril suddenly asked. Jesse began to smile and everyone looked his way, in curiosity.

“You are not gonna believe this, I thought she was gonna hit the roof. First she yelled at me and told me to get into the closet right away.  She followed me inside, and the next thing I know the crazy Milf is blowing me” Jesse responded. 

“No way dude! That’s so totally punk rock” Avril responded. Evan often wondered if Avril actually knew what ‘punk rock’ really was, he was baffled the other day when Avril mentioned she never heard of Joe Strummer before.

“Yes way, that was so much fun, great idea, I need another one now, I hope I can bang your Chaperone tonight”. Jesse replied. 

“I don’t know man, like I don’t think you can really top that stunt. Unless; maybe two of you went naked this time or perhaps all three of you” Avril hinted. 

“Haha, no the only way we can top this is if you went naked Avril” responded Matt. 

“What no! I’m barely 18. I can't do that plus you're gonna get me in trouble with my parents. She would totally rat me out”. Avril countered. 

“Maybe you can have a foursome with my Chaperone, and get her out of my hair” Avril continued. 

“Shouldn’t Evan come too?” asked Charlie. 

“Nahhh, Evan’s a virgin leave him out of this” Avril replied winking at Evan. Plus I already saw your guy’s dicks. Remember the night you three all peed in a garbage can.” Avril countered. There was a long pause in the room where there was silence, and the three bandmates looked at each other. 

“Let’s do this” Matt suddenly shouted out. He immediately started stripping off his clothes. Jesse, and Charlie soon followed. Within a minute they were naked except for their shoes. The three grabbed their skateboards and raced out of the room. After a moment Avril looked back toward Evan.

“And now there was just one” Avril spoke up after locking the door behind the other three boys. She had a naughty smile on her face.

“I can’t wait to hear about their adventures tomorrow” Avril further added, while now getting back on her skateboard. She began circling slowly around Evan, staring at his face with a Jokers sized smile, as he stood there looking back, slightly turning himself to follow her movements. She may have been dressed very simply but she looked sexy as hell to Evan. She had on a tight green t shirt, black tie, loose fitted jeans which had slipped down a bit exposing the top of her panties. The panties today had a thick white band with a black and red stripes on it and the word ‘champion’ across it. The rest of the underwear below seemed to be black. 

“So Evan is there anything you want to share with me?” Avril asked, still spinning around him. 

“I don’t know, is there anything you want to share with me?” Evan responded, with a smile that matched hers. 

“Evan you are such a prude, man” Avril responded. Avril next moved toward the corner of the room. She grabbed some plywood and put it on a box making a simple ramp. 

“Let’s make a game, skateboard off the ramp and the person who goes the least furthest or can't land their board properly has to take an item of clothes off” Avril suggested, while probably knowing she was the much better skateboarder of the two. Evan just nodded his head and reluctantly accepted after some hesitation, he knew this would be a challenge. 

“Deal” Evan responded and they shook hands, momentarily while once again Avril’s crystal blue eyes and Evan’s sharp green eyes locked onto each other and they each smiled affectionately. 

Evan was the first to go up off the ramp. His head narrowly missed the roof, and he travelled several meters before landing, spinning around and looking back at Avril. She went next mirroring what Evan just did, but she couldn’t land it properly and fell over. That was a round one win for Evan. Avril looked at him and took off her shirt and stuck out her tongue. She did however have a tank top underneath. 

“My bad, let’s go again” Avril said. She went first the next time, she hurled through the air and made a perfect landing. Evan couldn’t compete with her distance and lost the second round, he also removed his buttoned up over shirt. The two both went for the third round but only Avril could land her jump. Evan removed his shirt and was now getting nervous. Avril stared at his lean hairless bare chest and smiled. She was pretty good at this, he really needed to go faster if he was gonna win this. Avril was now beaming with confidence and even slapped him on the ass before he was about to take the next jump. Evan really sped up this time before the jump and landed a further 2 meters than he ever did before, Avril wasn’t even close this time. She lifted her tank top up halfway before changing her mind and removing the belt instead. 

“That’s not clothes” Evan stated. 

“Sure it is, that totally counts” Avril replied. But it was actually a disadvantage for her, without her belt, her pants sunk even lower and affecting her next jump. Evan soon won again making it 3-2 now for him. Avril removed her pants next. The panties she had on were indeed black all below the thick white panty band like Evan had imagined. He continued to stare at the back of her panties as she went for another jump, the panties Avril wore were triangular shaped near her butt. Fascinating for Evan, but almost too fascinating. He was getting an erection. This was going to ruin him if he couldn’t concentrate. He put his foot down once again and sped as fast as he could. He hurled through the air with a full bulge in his pants and landed perfectly again. Several meters further than Avril again. 

“Boo-yeah” he said out loud and turned his head to look at Avril. This time he had the Joker sized smile on his face. And now she removed her tank top and he could fully see her beautiful red padded push-up bra. Now Avril was the one looking bedazzled. It was like she was looking for a reason to quit for the night but she didn’t say anything. The next jump Avril couldn’t even land again. Evan was so excited this time, she was staring at her bra contemplating and Evan’s boner was returning to full size. But once again she changed her mind and removed a shoe, and took off a sock and put on a shoe again. 

“A sock, really?” confident Evan now leading 5-2 spoke out.
 
“Hey, it still counts” replied Avril. 

“Hey Evan you know what would be so rock and roll, let’s pull the fire alarm”. Avril said looking for a way out now. 

“Nah” Evan quickly responded and lined back up at the jump. His next jump was flawless and she was once again removing a sock, but she lined back up to go again. The next time Evan could see Avril was speeding up herself now before the jump and matched Evan’s furthest jump yet. When it was Evans' turn he missed her distance by just a few centimetres but he just played her game and removed a belt. But Avril still didn’t have her confidence back yet, she was slow moving before the next jump and Evan decided to slap her butt before she moved much like she did to him earlier. Avril as well couldn’t land her next jump, widening the lead to 7-3 for Evan. Evan was expecting the bra or tie to come off but she hesitated for a second before removing a shoe.

"A shoe? you can't skateboard with one shoe Avril" Evan looked at her, she didn't respond, obviously there was a lot of thought and confusion in her head. Evan was correct, she looked even more clumsy without that shoe. Within 30 seconds she lost the next round and removed the other shoe.

"Do you want to makeout instead" suddenly suggested Avril, looking for a way out.

"Of course Avril, but let's wait till after the game" Evan replied with a confident smile. She put on her serious face, bent over far and went as fast as she could. But it was another easy win for Evan; she couldn't even land the board. She crashed hard on her way down and cut her elbow. A little bit of blood was coming out. Evan was thinking of pausing the game, but his penis told him to keep going. To Avril’s credit she didn’t complain. She moved over to where Evan was and thought about which piece of clothes to remove.

"Allow me" Evan this time removed her tie, she was down to panties and underwear. Evan was getting a full boner now. Finally for the first time in his life he was probably going to see a naked girl, better yet it was going to be Avril Lavigne. What a bonus. Moments later they both went, Evan first followed by her. Evan had gone further and had won again. Time for the bra. She turned her back to him and removed it. Avril then placed both of hands on her boobs to cover up, not letting him see anything. Evan was mesmerized, one little slip and he could finally see those boobs.

"I think you win Evan" Avril finally said very timidly.

"Hang on, you still got those panties on, one more round" Evan responded with excitement.

"Well, how about a dance instead," Avril replied with a sexy face. Evan was about to reject that idea but her hips started to slowly shake back and forth. She turned around and continued to shake her butt, lowering down to the floor. While Evan stood there and stared she next started spinning in a circle still covering her boobs with her hands till she got close to Evan. As she took one final spin she covered both boobs with one arm rather than two. She gave Evan a push with her one free arm and he fell back into a chair. She next lowered her groin onto his one leg and started to grind all over it. Evan just sunk into the chair with a full erection in his pants, his heart was beating so fast at this sexy lap dance scene. As Avril continued to grind on him she reached out with the free arm and pulled his face closer to hers. Without hesitation she stuck her tongue down his throat. Evan had never kissed a girl like this before, especially not in this type of situation. She soon turned around, and continued to grind on his leg but this time she had her butt toward him. She bent over and picked up her tie off the floor and loosened it. Evan began tugging on her underwear almost enough to look like she had a thong on. Avril countered by turning back around to Evan and placed the tie around his eyes. He was completely blind folded by the tie but he could feel that Avril was still grinding on his leg and it felt tremendous.

After another minute Avril got off his leg. He couldn't see but he could hear her circling around him and feeling him up. His neck, his arms and his pecks. She soon started sucking on his nipples as he felt her hands around his waist. He could feel her hand now touch his groin through the jeans and Evan exhaled, from the feeling. It was no secret to either of them that Evan had a huge boner in his pants throughout most of the competition. Soon she slipped her hand between the pants and the boxers, the feeling was even better as she continued to rub the clothing over his dick. He could now feel her other hand loosening the zipper and button.

"Wait, can we first take off your...." Evan suddenly spoke up but Avril silenced him with her tongue down his throat again. With a two handed tug she pulled Evans jeans down to his ankles. Now she had two hands rubbing his dick over his boxers. The hands started to clutch his dick and she tugged up and down. Soon Evan’s dick popped out the boxer hole and was out in the open. Evan instinctively reached out with his hands to cover it. But she had most likely seen most of the shaft by now. Avril didn't stop rubbing up and down, and soon both their hands were working together up and down to the same rhythm on his dick.

"Take over for me babe" Avril sexually whispered in Evans ear. He was completely seduced and Evan continued to rub his shaft right in front of her, as she momentarily moved away from him. Still blindfolded with the tie Evan could hear Avril doing something a few meters away from him but he was too horny to stop what he was doing to inquire or remove the tie blind fold.

A minute later he could hear Avril re-approaching, he stood up and reached out to Avril with one hand. What he felt though was cloth instead of skin. Did Avril put her clothes back on? He soon pulled off the tie blind fold. Avril was indeed standing next to him, she was mostly fully dressed now. Before he could react, Avril had dropped to her knees and yanked his boxers down with her. She could now see Evan’s shiny balls and the big shaft, all close up too. Her sparkling blue eyes were just 20 centimetres away, and gazing right at it. His first instinct was to pull back up his boxers but Avril was too quick she shoved his dick right in her mouth.

"Uhhhh" Evan groaned. He didn’t even last one full head oscillation. His dick exploded, he couldn't even remember the last time he jerked off. Instead of going for his boxers anymore his hands next instinct was to pull Avril's head as close as he could to himself. He began pumping Avril’s mouth full of cum.

"Holy shhhh, uhhhh '' Evan continued, Avril was resisting his hands and trying to pull away and get some breath, he finally relented. Avril started coughing, she had unintentionally guzzled a lot over the last 20 seconds and spat the entire load out right on the floor. She didn't even say anything, she ran across the room to grab beer to wash her mouth out.

The walk back to the hotel room was a little bit awkward. He won the strip contest by 10-3 but somehow he was the one who ended up naked in the end. It was a shocking turn of events. He was still trying to envision what her boobs might actually look like. Probably small, perky, light pink nipples. What an opportunity wasted.

“Sorry I came in your mouth” said Evan suddenly.

“Sorry you didn’t get to see me nude” Avril responded.

“But you know I am barely legal, I’m jail bate” Avril continued.

“Barely legal is legal you aren’t jail bate anymore, you are 18 now” replied Evan.

“I know, maybe one day I’ll be ready to show off more of my body. By the way you have a nice big dick Evan. I’ve seen a lot of dicks and yours is fantastic” said Avril.

“But you’re a virgin still like me. How many dicks have you seen? I haven’t got to see any naked girls yet” asked Evan with some envy.

“Hmmm a lot, it’s not really a turn on though, dicks I think are just hilarious to see” Avril responded.

“Can you tell me how you saw a bunch?” Evan inquired again.

“Sure, I guess, where do you want me to begin?” Avril responded.

“How about from the beginning” Evan said.

“Okay, I can tell you about that then, if you find that kind of stuff interesting” said Avril…………..

[Dulcetpenguin]

Avril Lavigne was super hot back in the day. Gwen Stefani too.
Amazing story BTW.

[Thesyguy]

Thank U so much . I will write Part III one day, but actually I was planning on starting a brand new story next. In terms of just looks Avril was my favourite back then.