The Softening of Jessie - Part 37

Suddenly Jessie was overcome with emotion. It hit him from out the blue with the intensity of a Mack truck. He was helplessly caught in its grasp. His eyes met Jason’s once again…then he glanced down to Jason’s lips. His lips looked so good…so inviting.. They looked undeniably yummy. Jessie couldn’t think straight…he felt a magnetic attraction pull him closer to Jason’s face. Wait, this was not right…was it? He so wanted to feel Jason’s lips on his…he just wanted them to touch for even a brief moment. That would be ok right? It didn’t matter, he had no say in the matter. He felt as if he was not in control of his actions any longer. He glanced at Jason’s eyes once again as their lips got closer. Jason’s eyes had almost a glazed look on them, Oh they were so handsome! Caught up in the moment, Jessie let his emotions fully take over as his lips met Jason’s.

...We're talkin' about Jason's Girl!...

The Softening of Jessie

Part 37

By AshleyTS


 

Jessie glanced down at his hand as it swung slightly holding unto Jason’s. There wasn’t anything wrong with two boys holding hands right? He looked around at some other people in the park. No-one was giving them odd looks. He saw quit a few boys holding girls hands strolling along. He was sure that a least some of those couples involved boys who have developed a female body form like himself. His mind was set at ease and he enjoyed the moment.

“So what do you enjoy doing?” Jason asked striking up a conversation with the pretty girl.

“Well, I’ve changed a little Jason. I used to be into sports a lot but lately I’ve been all about going to the mall & hanging out with your sister. She’s pretty awesome.”

“Cool, I like the mall too. You used to be into sports? Like what? Watching them or playing?” Jason asked. He couldn’t imagine her playing sports after her obvious lack of coordination or any hint of physical dexterity today.

“I used to watch baseball & basketball but I’m not really into them anymore. They seem kind of boring to me now. I’m sure that sounds silly & totally not like me. As far as playing sports I must tell you that I am a killer soccer player.”

“Oh yeah? Soccer huh? You ever play on any teams?”

“Yep, for 3 years.” Jessie replied. That was weird how Jason didn’t remember that since he was in the same league as Jessie. Jessie figured that Jason most likely decided to just start over from scratch with him. Jessie didn’t mind playing along.

“Wow, 3 years huh? I was in a soccer league for 3 years as well. So you think you could kick my butt on the field?” Jason teased.

“Oh please! You know I could run rings around you!” Jessie replied knowing that Jason knew he was a far better player. Jessie was always one of the MVP’s for his league. He was fast, very agile and could maneuver the soccer ball in ways that would leave the opponents in the dust. Jessie always felt that Jason was a bit jealous of him. Jason just wasn’t as athletically gifted on the field and that was that.

“Is that a challenge girl? I like you, you’re feisty! I would have to put you in your place though on the field.” Jason joked. He really couldn’t see Jessica as being a good soccer player. He imagined her as the type of girl who spent hours playing with her hair & makeup while reading Vogue & such.

“You find a soccer ball & some grass and it’s on Jason.” Jessie stated as he accepted the challenge.

“I’ll keep my eyes on the look-out”

“I like your lip gloss. It’s very shimmery.” Jason complimented Jessie. His lips were a very shiny pink tone.

“Thanks. I have some in my purse if you want to try some on.” Jessie asked. He noticed that Jason didn’t have any make-up on at all & thought it would be nice to offer.

“Ha! Nah, I think it looks better on you for sure.” Jason replied. He liked her sense of humor.

“Your sister is responsible for that. She did my makeup today.”

“Well she had a great canvas on which to work.”

“Hey now, look at that! Do I see what I think I see?” Jason asked as he looked at the large patch of grassy area with picnic tables sporadically placed. There was a basketball court as well as a jungle gym for the kids. And what do you know…there was a soccer net and 3 or 4 soccer balls in plain sight.

“Yes it is. So are ya ready to eat your words?” Jessie challenged.

“Bring it on girl.”

The two headed to the grass and the soccer balls. Walking in grass was hard to do in heels Jessie thought. In fact, he couldn’t remember ever playing soccer in high heels.

“I think that you have an unfair advantage Jason. You’re not wearing high heels & I am.” Jessie stated wondering if Jason intentionally didn’t wear heels for a reason. Wait, boys don’t wear heels right?

“You could take them off. We are on grass ya know. To make it fair I’ll take off my shoes as well if that makes you feel better.”

“Yes it does.” Jessie said as he unbuckled the straps and removed his heels.

“Shoot, I should take off my pantyhose as well. The last thing I want is a run.”

“The things you girls have to go through. Having to walk in high heels, worrying about getting runs, making sure your make-up is just right. I don’t envy you.”

“Oh it’s not that bad. I’m still getting used to wearing heels and the whole make-up thing, but I really enjoy wearing pantyhose. It can kind of ruin your day if you get a run thought. I’ll be right back.” Jessie said as he walked to the ladies room.

Jason watched her as she headed towards the restroom. She had such a great ass & she knew how to work it. It had the perfect amount of sway and jiggle.

Moments later Jessie return with his pantyhose bunched up in his hand. He tucked them into his heels.

“Ok, let me show you how it’s done.” Jessie stated. He moved the ball with his foot. It was weird because he found himself in the same predicament he had with the baseball throw. He knew that he knew how to play soccer & how to kick & maneuver the ball but it was just so fuzzy. He couldn’t remember how to do anything. It was almost like he had never kicked a ball in his life. He tried to play it off hoping it would come back to him.

“So why don’t you kick the ball to me Jess?”

“Okay.” Jessie replied as he gave it an attempt. The ball ended up going a bit sideways missing his aim by about 10 yards. Crap that was not good!

“Whoah girl. You’re making me run.” Jason laughed. He knew that Jessica didn’t know how to play soccer. Maybe he could get her to run a bit and get a glance under her short skirt.

“Okay, I’ll kick you the ball then you try to get it past me and into the net ok?”

“No sweat.” Jessie said. He was sure that his skills would return and he would leave Jason in the dust.

Jason kicked the ball right at Jessie. It quickly approached him…what should he do??? Dang, he knew how to play soccer! How was he going to stop the ball??? He couldn’t remember!

The ball zipped past Jessie as he stood there frozen. He felt so embarrassed. He ran after the ball and began trying to advance it. A small kick at first, then another. It wasn’t pretty. It felt like he had never kicked a ball before.

“I’ll give you a five second head start before I come after you.” Jason stated.

Jessie felt so humiliated. Jason was giving him 5 seconds?!? The same Jason who couldn’t hold a candle to Jessie when they were on the leagues was now giving him 5 seconds? Jessie didn’t understand why he was so awful.

With determination behind him, Jessie tried to quickly move the ball towards the net. He gave the ball a mighty kick which somewhat connected. He swiftly ran towards the ball. He found himself very self-conscious about his short skirt. He couldn’t recall so many moving body parts when he used to play soccer. His ass seemed to jiggle & sway with each stride. The worst though were his breasts. He found that it was impossible for him to run quickly due to them bouncing to and fro.

Jason admired the show. Jessica looked so cute running after the ball. She was such a girly girl he thought. I mean just look at the way she ran. Her arms flailed in a very feminine fashion as she gingerly ran. There was a lot of jiggle from her butt to her breasts. Jason tried to sneak a peak under her skirt as she pranced along.

“Okay, here I come.” Jason said as he ran to intercept the soccer ball.

As he got closer to him, Jessie let out a girlish squeal and attempted to run faster with his arms flailing ever more. Jason easily surpassed Jessie and obtained the ball. He felt kind of bad since he didn’t want to show up Jessica so much. She was pretty awful though.

Jason juggled the ball back & moved closer to Jessie.

“I’m gonna get this past you.” He said.

He attempted to run past Jessie who was very frustrated by this time. He wasn’t about to let Jason show him up at a game that he used to be so good at.

Jessie tried to kick the ball as Jason ran past. He swooped his leg to steal the ball away but missed altogether and lost his balance. Jessie fell to the ground…ouch!

He checked himself for a brief moment to see if he had hurt anything. He was fine and just was shaken up a little. Gosh he hoped that Jason didn’t see up his skirt.

“Are you ok?” Jason asked feeling very concerned for his friend. He should have taken it easier on her since she was a girl.

“I’m fine.” Jessie replied. He wasn’t hurt but he couldn’t understand how he couldn’t remember how to even kick a soccer ball. Jason was so much better than him now & it was humiliating. All of the frustrations and confusion he felt came rushing to the surface & he began to cry. He tried to hold it back. The last thing he wanted was for Jason to think he was a sissy who cried like a baby. He found that he had no control over his emotions however & the tears flowed.

“Hey now, why are you crying?” Jason asked feeling sorry for the pretty girl.

“I’m sorry. I’m just a horrible soccer player now.” Jessie said. The tears continued to flow.

Jason sat next to Jessie on the grass & tried to comfort him.

“You did good Jessica. Maybe you’re just out of practice. Hey now, you’re way too pretty to be so upset.” Jason comforted her.

“Thanks, you have been so sweet to me today.” Jessie replied. He had truly seen a different side to Jason. A gentler, more caring Jason who usually would have rubbed in the fact that he beat him on the soccer field. Jessie was filled with so much emotion that he felt the urge once again to give Jason a hug.

“Can I give you another hug?” Jessica asked as he gently wiped his eyes. “Oh no, is my mascara running?”.

“No, you look beautiful…and yes, I would love to give you a hug.” Jason replied as he scooted very close to her and wrapped his arms around her.

Jessie felt so close to Jason at that moment. It was as if their friendship had grown to an amazing level.

“Thanks, I feel better now. You are a sweet boy.” Jessie replied.

“Thanks, I try my best.” Jason replied himself feeling extremely nervous around the pretty lass.

As they chatted Jessie noticed Jason’s facial features. He never realized how pretty Jason’s eyes were. They were so searing with their deep blue color. His hair was so cute too with its wild, untamed look. There was something dangerous about him, but it was attractive.

“I’m glad you feel better. Hey, you got some leaves in your hair when you fell haha. Let me get those out.” Jason said as he reached to get the leaves out of her hair. She had such pretty long hair and it was done up so nice with its soft, cascading curls.

Jason’s hands in his hair sent shivers down Jessie’s spine. Jason was being so nice to him. He was feeling so many confusing yet exciting emotions. Why was there anything special about Jason pulling leaves out of his hair. Jason was doing it so gently and with so much care behind it he thought.

“There ya go.” Jason said as he picked the last leaf out of her hair.

Jessie looked into Jason’s eyes once again. His eyes met hers. She looked so sexy with the way she did her makeup.

Suddenly Jessie was overcome with emotion. It hit him from out the blue with the intensity of a Mack truck. He was helplessly caught in its grasp. His eyes met Jason’s once again…then he glanced down to Jason’s lips. His lips looked so good…so inviting.. They looked undeniably yummy. Jessie couldn’t think straight…he felt a magnetic attraction pull him closer to Jason’s face. Wait, this was not right…was it? He so wanted to feel Jason’s lips on his…he just wanted them to touch for even a brief moment. That would be ok right? It didn’t matter, he had no say in the matter. He felt as if he was not in control of his actions any longer. He glanced at Jason’s eyes once again as their lips got closer. Jason’s eyes had almost a glazed look on them, Oh they were so handsome! Caught up in the moment, Jessie let his emotions fully take over as his lips met Jason’s.

An electrical charge went through Jessie. Jason’s lips were meant for him. For a brief moment Jessie attempted to stop as he tried to think of what was wrong with this. It was pointless though as he was fully caught up in a wave of girlish emotions. Jason’s arm wrapped around Jessie and it felt so good in his arms. He loved Jason’s muscles, his scent, his roughness. Instinctively, Jessie thrust his chest out knowing for some reason that Jason would like that.

Jason relished his moment with Jessica. She was such a good kisser and her lips tasted so dang good. He darted a few glances down at her chest. From this angle he could see her two marvelous mounds pushing through that lacy bra.

As they stopped kissing, the moment came into focus once again. Jessie realized what had happened and the gravity of the situation struck him.

He had just kissed a guy! What the heck?!? He wasn’t gay! Since when was Jason gay?!?

Jason noticed the shocked look on Jessica’s face. Had he moved to fast for her? He hoped he didn’t ruin it.

“Are you ok Jessica?”

“That kiss really freaked me out.” Jessie replied as his heart raced. How come Jason wasn’t freaked out?!? They were best friends…they were both boys! It wasn’t right!

“I’m sorry. It was my fault. I shouldn’t have moved so fast.”

As Jason said that Jessie became confused. His racing mind clouded up and he had a hard time thinking. He knew that kissing Jason was not right…right? What was wrong with it again? He searched his foggy mind for the answer. Why was he so upset about kissing Jason? Did he rush into it too fast. He didn’t want Jason to think he was an easy girl maybe? No, that wasn’t it. The more he tried to think the cloudier his thoughts became and then…nothing.

“Oh look at your lips.” Jessie said with a girlish giggle. “I got my lipstick all over them.”

“I bet I look pretty silly huh?” Jason replied hoping that he could loosen the tension.

“Nah, you look cute.” Jessie replied as he reached into his purse to grab some Kleenex.

“Let me wipe that off of you. It doesn’t look good for boys to go around wearing lipstick. We wouldn’t want people to get the wrong idea” Jessie joked. Why was he upset again? Oh well. It mustn’t have been that important.
 


To Be Continued...

 



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