-  [WT]  [PS]  [Home] [Manage]

[Return] [Entire Thread] [Last 50 posts] [First 100 posts]
Posting mode: Reply
  1.   (reply to 18110)
  2. (for post and file deletion)
/elit/ - Erotic Literature
  • Supported file types are:
  • Maximum file size allowed is 5120 KB.
  • Images greater than 200x200 pixels will be thumbnailed.
  • Currently 3844 unique user posts. View catalog

  • Blotter updated: 2018-08-24 Show/Hide Show All

We are in the process of fixing long-standing bugs with the thread reader. This will probably cause more bugs for a short period of time. Buckle up.

Movies & TV 24/7 via Channel7: Web Player, .m3u file. Music via Radio7: Web Player, .m3u file.

WebM is now available sitewide! Please check this thread for more info.

A Sissy Story Dee 13/01/12(Sat)18:49 No. 18110 ID: 9b0c45

PART I

James swallowed hard as he walked toward the front door. He rang the doorbell and stood fidgeting on the stoop. James was a popular enough guy. He was a surfer with the classic long blond hair, blue eyed beach bum look, he was also a star swimmer -- the only freshman to make the varsity squad. Despite this he was nervous. This was the first time he’d gone to a girls house when her parents weren’t home. Not only that, but the girl, Julie, was the hottest freshman at school. The door swung open and Tommy, Julie’s brother, stood inside.

“Hey come on in,” said Tommy.

James stepped through the door and looked up at Tommy -- a senior and the captain of the swim team. He was at least 6 inches taller than him. Most guys were taller than James, who was barely 5-foot 7-inches. He walked into the hallway and looked into the living room where Chris -- Tommy’s best friend -- was sitting on the couch playing xbox. Chris was a wrestler and was short and broad chested, although he was still taller than James.

“Who invited the midget?” Chris called out.

“My sister,” said Tommy. “She’s upstairs in her room. Go on up its the first door on the right.”

James thanked Tommy and gave Chris the finger as he ran up the stairs. He took a deep breath and slowly opened the door. Julie was laying on her bed listening to her ipod and flipping through facebook on her laptop. She was laying on her stomach in just a sweater and panties. Her socked feet were crossed in the air behind her.

James felt his cock grow in his pants as he admired her smooth cream colored legs that led to a large round ass and narrow waist. Her straight blond hair was cut into a short bob. She looked back noticing James. Her big blue eyes widened and her pink lips parted leaving a surprised look on her gorgeous face. She pulled a blanket over her legs.

“Jeez, James why didn’t you knock?” She exclaimed.

“Oh, I’m sorry I thought you knew I was coming,” he replied sheepishly.

“Well,” she said with a smile. “you’ve seen me in my undies. It’s only fair I get to see you.”

This made James already hardening dick jump to attention. James blushed, closed the door and stepped into the room. He agreed to the punishment, and began racking his brain to come up with a way to hide his hardon. He turned his back to Julie, who was now sitting up on her bed, and unzipped his jeans letting them fall to his feet. He stepped out of them and kicked them aside.

“There, now you’ve seen me.” James said.

Julie got up and strolled over to him. She looked him up and down, noticing he shaved his legs -- for the swim team no doubt. She turn around and press her ass against his.

“I think your ass is wider than mine!” she teased turning around. “You have very girly hips.”

James’ face turned bright red. He knew he had wide hips that was one of the things that made him so good at the breaststroke, but getting called girly by the hottest girl in school made him want to crawl under her bed and die. Sensing she’d embarrassed him she turned him around and kissed him softly on the lips.

“Don’t worry, all the girls think you have a cute butt,” she said.

She ran her fingers through his long hair. A mischievous smirk spread on her face before she said, “Shaved legs, a girly butt, long hair. I think I have an idea. I’m going to dress you up!”

“No. Absolutely not,” James said.

“Oh come on it’ll be fun,” Julie laughed then reached down and gripped his hard cock through his boxers. “I promise.”

James reluctantly agreed, but thought he could name a few things a guy with a massive boner in the bedroom of a hot girl would consider more fun. While James stripped Julie began pulling out various clothes and underwear. Standing stark naked in the middle of Julie’s room, James thought things were going ok. So he was naked for a different reason than he hoped, but he was still naked. It was only a matter of time until she was too right?

Julie walked over holding a black lace cheekie thong. Getting on her knees in front of James she pulled it up over his smooth legs and up to his waist. His hard cock was poking out the top of the panties. Julie frowned at it.

“Well this won’t do,” she said.

Yanking the panties down to the floor, Julie looked up at James and smiled. She reached up and took his cock firmly in her hand massaging it while looking into his eyes. Moving her face toward his smoothly shaven crotch she licked with one broad stroke from the base of his balls all the way to the head of his cock.

Pausing with the tip against her lips, Julie slowly took it into her mouth while she gently cupped and massaged his balls. He felt her fingers tease further behind his balls, which surprised him but made him even more excited. With a sigh of pleasure James ran his fingers through her soft hair as she started to bob her head on his dick. Faster and deeper she worked his cock into her mouth and down her throat. With his hand on her head James started to hump Julie’s face until her nose was pressed against his pelvis and his balls slapped against her chin.

Julie slid her hand between his legs and wiggled her finger between his cheeks as she continued to take him all the way down her throat. Her middle finger found his tight asshole. James moaned while Julie teased his hole moving it around and increasing the pressure against it. Just as he felt her finger slide into his ass his cock erupted shooting a massive load straight down Julie’s throat. She continued to work his cock until every last drop of cum was sucked out leaving his spent cock flaccid. Legs shaking he looked down at Julie who smiled up at him as she wiped the cum from her chin.

“Ok that thong should fit just right now,” she smiled.


90 posts omitted. Last 50 shown.
>>
Anonymous 14/04/28(Mon)10:50 No. 21640 ID: 01f217

>>21637
I'd love to be him. Different strokes for different folks I guess.


>>
Anonymous 14/04/30(Wed)09:29 No. 21652 ID: 80814b

Wish the author would write more. o well


>>
Anonymous 14/06/11(Wed)03:48 No. 21924 ID: 638974

this needs a bump


>>
Anonymous 14/07/12(Sat)02:26 No. 22060 ID: a06bd3

this might be dead but it deserves one more bump


>>
Anonymous 14/07/26(Sat)06:49 No. 22122 ID: a9d5a0

R.I.P.
http://youtu.be/aJxrX42WcjQ


>>
Anonymous 14/12/18(Thu)04:22 No. 22986 ID: 93cbab

Desperate Bump


>>
Anonymous 15/01/21(Wed)08:21 No. 23144 ID: 1f54c4

OP let us down


>>
Anonymous 15/04/04(Sat)04:28 No. 23441 ID: 2c45c6

Really need some closure on this awesome story


>>
Anonymous 15/04/22(Wed)08:49 No. 23491 ID: 1f54c4

>>23441

its been nearly a year and a half since the last update, im pretty sure op died. i wouldnt be opposed to somebody picking this up, its my favorite elit ive seen here


>>
Anonymous 15/07/02(Thu)20:52 No. 23709 ID: e2489c

>>23491

going to read the rest over the weekend and see if I would be up to it.

am pretty hooked so far

i wrote ex ex why btw


>>
Anonymous 15/07/20(Mon)12:46 No. 23744 ID: ba1f0b

>>23709

i would suck your sack if you wrote more (and it was any good)


>>
Anonymous 15/07/21(Tue)03:34 No. 23749 ID: 908e6e

>>23709
Any progress?


>>
Anonymous 16/04/15(Fri)08:14 No. 24199 ID: d95d41

I still jack it to the first chapter of this story every now and then.


>>
Anonymous 17/09/20(Wed)17:58 No. 25149 ID: 8d339d

it seems long dead but bravo


>>
Dee 18/07/31(Tue)01:03 No. 25728 ID: b02fea

Wow surprised this is still on here. I'll try to get around to writing more.


>>
Anonymous 18/08/19(Sun)01:37 No. 25751 ID: cf26e5

>>25728
when


>>
Dee 18/08/27(Mon)18:05 No. 25764 ID: b02fea

Part XII

Jets of steaming hot water splashed over James’ face. He ran his hands back over his head spreading water over his long blond hair. His eyes closed, he rubbed a bar of soap over his body from his small shoulders down his sides to his wide girlish hips. He let the bar slide over his ass cheeks and down his thighs, washing away the marker ink from the night before. He paused for a moment at an odd bruise on his right butt cheek that he didn’t remember having before. He poked it gently and it pulsed out a dull pain. Where had it come from? It felt like a bruise you would get after having a shot, but James hadn’t been to the doctor in months.

Shrugging at the mysterious bruise James rinsed his body then turned his attention to his hair, shampooing and conditioning it with care. As he returned the conditioner to the shower shelf he notices a pink razor laying there and looked down at the stubble forming on his crotch and legs. He grabbed the razor and ran it up from his ankles over his calves and thighs. He then went to work on his crotch and balls, gently shaving himself smooth. Finally he spread his ass cheeks and took extra care to remove every hint of hair from his crack.

James returned the razor to its holder and turned the knobs on the shower cutting off the flow of steamy water. He reached out of the shower stall and grabbed a fluffy blue towel from the rack. He began mopping up water from his body as he stepped out of the shower.

“How’re you feeling?” Julie asked smiling as she sat on the toilet.

“Ah, Jesus,” James said jumping at the sound of her voice. “I didn’t know you were in here.”

“Sorry had to use the toilet,” Julie said. “My head is killing me. I had way too many Jello shots.”

“Yeah, mine too,” James said wrapping the towel around his waist. “I don’t think I ever want to drink again.”

“Oh, give it a few hours,” Julie said laughing. “Anyway, turn around.”

James turned his back to her and after a few seconds heard the sound of a flushing toilet. He turned back and Julie had moved toward him holding out a paper shopping bag.

“Here’s a present from me and the girls,” she said. “For putting up with all our torture last night.”

James took the bag and opened it peering inside. What he saw were dozens of pieces of brightly colored fabric. He reached in and drew one out. It was bright blue cotton. As he held it up to his face he could see clearly this was a pair of thong panties and his heart beat a little faster. Julie took another step toward him and took the thong from his hand. She got on one knee and held out the thong beckoning for James to step in it. His cock hardened as he thought about putting on girls underwear again. Every time he’d down so in the past it ended with him bent over, but the feeling of soft cotton between his cheeks was too much to pass up. He stepped in and Julie pulled the panties up over his girlish hips.

“These are all for you,” Julie said nodding toward the shopping bag. “No more boxers. Even when you’re wearing boys clothes you have to have panties on underneath.”

“All the time?” James asked a little panicked.

“All the time.” Julie answered. “I will be checking.”

James’ mind whirled. How was he going to keep him mom from finding his new panties? How would he change for gym class or swim practice?

“Here’s your other present,” Julie said.

She took a larger bundle of fabric from the bathroom counter and presented it to James. On top he recognized the shape of a bra, taking the strap in his hand. Then he unfolded the bundle, which unfurled into the shape of a yellow sun dress. His cheeks burned red.

“Can’t I just be a boy?” James said looking over at Julie.

She looked back at him sympathetically and moved toward him. Her soft full lips pursed as she leaned in to kiss him. Their lips met and James instantly forgot his embarrassment as he tasted her sweat saliva. She wrapped her arms around his shoulders then moved her mouth next to his ear.

“No,” she whispered then withdrew. “Put on the dress and do your makeup. I’ll be upstairs.”

Julie was in the kitchen eating breakfast with Sarah and Mandy when James emerged from the basement. The dress flowed around his toned thighs and flared out over his wide hips. He’d returned as Jamie, in full makeup with his hair braided loosely behind him.

“Well don’t you look cute this morning,” Mandy said giggling.

Jamie ignored her and pulled out a chair as Julie set a bowl of cereal in front of him. He ate in silence as the girls chatted back and forth. They all had homework to get down and decided to get on their way after breakfast.

“Do you want me to drop you at home?” Sarah asked Jamie.

“What, like this?” He said motioning down. “I can’t go home in a dress.”

“Well then where do you want to go?” Sarah replied.

James thought for a few moments. He didn’t have any clothes at Julie’s house. The girls had gotten rid of what he’d originally worn to the mall. Where could he get something to change into?

“Take me to Sam Fischer’s house,” He said.

Sam was his best friend. Jamie really didn’t want him to know he was cross dressing, but it was better than his mom or step-dad finding out. Jamie hoped Sam would understand once he’d told him what had happened.

Sarah agreed and they all left in her Jeep waving goodbye to Julie. They weaved their way through the tree lined streets, Jamie directing Sarah to Sam’s house until they pulled up in front of a small bungalow. Jamie stepped out of the car and walked to the door as Sarah sped off. He prayed Sam would be home alone as he rung the doorbell.

“Hey,” Sam said a little confused as he swung the door open. “Can I help you?”

All of a sudden Jamie felt his stomach tighten and panic began to rise in his chest. He hadn’t thought about what he was going to say or how he could explain himself. Would Sam tell him to get out? Would this ruin their friendship?

“I, uh, I’m… Jamie,” James stammered. “Can I come in for a minute?”

“Yeah, I guess, sure,” Sam said a bit wary at the hot young girl who’d suddenly appeared at his doorstep.

They walked inside and Jamie was relieved to see that Sam was home alone. This was normal for Sam, whose Mom was often out working one of her many jobs. Sam walked to the couch and sat down. Jamie sat next to him.

“So, not to be rude, but what are you doing here?” Sam asked after a few moments of awkward silence.

Sam swallowed hard and looked into his friends eyes. He had big green eyes framed by shaggy dark brown hair. His face was tanned, as was the rest of his athletic body. They grew up surfing and swimming together, but this was the first time Jamie had really looked into his eyes.

“This is going to sound weird,” Jamie said. “But, you know me and I need your help.”

“Okay, what do you need?” Sam asked.

“I need to borrow some of your clothes,” Jamie said.

“What?” Sam said laughing. “What do you need me clothes for.”

“I’m… It’s me… James,” Jamie said his face burning red.

“No fucking way,” Sam said laughing harder now.

“No, really it is,” Jamie said getting a little annoyed. “Julie has been making me crossdress for some weird contest.”

“James put you up to this,” Sam said. “If he thinks I’m dumb enough to fall for this…”

“It really is me!” Jamie said more forcefully.

“Prove it,” Sam said.

Jamie frowned at him then stood up. He walked in front of him and stood there for Sam to inspect. Sam looked from his hairless legs up to the cute dress and finally to the soft feminine face and long blond hair. Jamie blinked his long eyelashes then reached down to the hem of his dress. He lifted it up to his stomach revealing his blue panties to Sam, which showed the bulge of his cock.

Sam stared at the bulge then up at Jamie then back at the bulge. He reached out and gently rubbed his hand over the front of his friends panties feeling the contours of his friend’s cock through the thin cotton. His palm pressed against Jamie’s balls cupping them firmly as his fingers closed around the shaft holding it through the panties.

“It’s really you?” Sam asked quietly.

Jamie nodded.

“Fuck that’s hot,” Sam said rushing to his feet.

Jamie’s eyes went wide in surprise as Sam came face to face with him. Sam pressed his lips against Jamie’s and slid his tongue between “her” lips. Their tongues swirled and played together as Sam cupped Jamie’s balls under her dress. As Sam kissed her, Jamie suddenly felt an overwhelming wave of pleasure. She kissed him back voraciously, nibbling his lip, forgetting that this was her former best friend. She’d never felt more like a girl.

Sam swung Jamie around and pushed her onto the couch flat on her back. He flipped her dress up and looked down at the small lump in her panties. He rubbed it lovingly, biting his lower lip, then pulled the thong down exposing Jamie’s hard cock. He held the shaft in his hand and began to rub it up and down slowly. At the same time he unbuttoned his own pants and wiggled them off his waist. His own cock bounced out from his underwear. Jamie had seen it before, but not hard. It was long and thick. Bigger than Jamie expected it would be, but not as big as Tommy or even Chris. Jamie pulled his knees in toward his chest exposing his smooth pink asshole to Sam.

“I’m not going to be your first am I?” Sam said smirking as Jamie shook his head no. “Good. You should be getting with every guy in our school. Fuck you make a hot girl.”

Sam grabbed his own cock while continuing to massage Jamie’s. He rubbed the head up and down between Jamie’s butt crack. Jamie felt his stomach flutter as the hard smooth mushroom tip slid between his cheeks. Sam stopped at Jamie’s hole and began to press in. The pressure on his asshole made waves of pleasure shoot through his body causing him to cum in Sam’s hand. Sam took some on his fingertips then reached up and slid them into Jamie’s mouth. She sucked his fingers greedily, the taste of salt warm cum making her relive her past sessions.

As Jamie sucked his fingers Sam push his hips in hard and Jamie felt his cock head pop inside her. She moaned like a whore as Sam pushed his cock inch by inch deeper inside her. He pulled his fingers out of her mouth and grabbed both her ankles as he started to hump her. His hips slapped against her ass causing it to bounce and jiggle as he fucked her. Jamie’s mouth opened wide as she moaned louder and louder, turning into screams of pleasure as he worked the full length of his cock into her ass.

Humping as fast and hard as he could Sam released Jamie’s ankles and fell forward onto her. He pulled her hips back against him as he leaned into a long kiss with her. Jamie felt the cock in her ass tense and engorge inside her then Sam’s body shook and quivered. He jerked his hips over and over shooting more and more cum inside her. His orgasim felt like it lasted forever. When he finally pulled out a stream of thick milky white cum ran out of Jamie’s used asshole.

Sam collapsed on top of Jamie breathing heavily.

“Sorry, I have a pretty big thing for sissies,” he panted.


>>
Anonymous 18/09/04(Tue)11:45 No. 25774 ID: e52cc8

holy shit thank you
please keep posting more


>>
Hope ther is more to come Anonymous 18/09/19(Wed)02:55 No. 25789 ID: 557069

Happy to see another chapter


>>
Anonymous 18/10/09(Tue)17:25 No. 25808 ID: b02fea

Part XIII

Jamie’s butt cheeks slapped against Sam’s thighs as she bounced up and down in his lap. He arched his hips as she sat down sliding the full length of his cock deep into her ass. Her mouth hung open letting out gentle moans even as the corners of her lips turned up in a small smile.

She didn’t know what it was about Sam, but having him inside her gave her more pleasure than any guy before. He wasn’t as thick or long as some of the others, not that he was small, but the way he moved inside her and the way he looked at her made her feel like a real girl. Of course, she wasn’t a real girl as the semi-hard cock and balls flipping and flopping between her thighs proved.

The smile on her face widened as she felt Sam’s cock engorge, pushing out the walls of her asshole. This was the fourth time he’d fucked her today and her bum was feeling nice and loose, accommodating his cock easily. Sam grabbed her hips and thrust up hard. She could feel the head of his cock poking up toward her stomach.

He held her down, pressing his hips up as his stomach began to spasm. He groaned and his body jerked back. Jamie smiled widely feeling yet another big load of cum fill her bum. His hips twitched up and down over and over. They thrust into Jamie so quickly it felt like his cock was almost vibrating in her ass. He stiffened one last time then collapsed back onto the couch.

Jamie slid forward and felt his cock slide out of her asshole. The head popped out giving Jamie one last jolt of pleasure, making her let out a giggle.

“Turn around, babe,” Sam said. “I want to see what I did to you.”

Jamie smirked and spun around in front of Sam. Her dress was crumpled on the floor and her thong was hanging from one ankle, but she still wore her bra. She bent over and spread her butt cheeks with her hands. She pushed out and felt a river of cum run down her leg. Her butthole was red from being repeatedly penetrated and it gaped open about and inch.

“Beautiful,” Sam said reached out.

He grasped one of Jamie’s checks then slowly circled her open asshole with two fingers. She shuddered as goosebumps appeared on her legs. He slid two fingers in feeling little resistance then withdrew them. They were covered in cum. He sat up and presented them to Jamie. She looked into his eyes as she took his fingers in her mouth.

The salty taste of cum mixed wonderfully with the earthy flavor of her ass. Her eyes rolled and she licked and sucked his fingers. He withdrew them and kissed her deeply, tasting his own cum on Jamies tongue.

The two friends collapsed onto the couch, kissing and caressing each other. Finally they just lay next two one another, Jamie wrapping herself around Sam.

“That was fucking amazing,” Sam said out of breath. “I still can’t believe that’s you.”

“I can’t believe how good your cock felt inside me,” Jamie said. “Like it always kind of felt good, but you’re like on another level!”

“You can take it anytime you want,” Sam laughed.

“Shit,” Jamie said noticing the time. “I have to get home, but this was great. Can I borrow some clothes?”

“I dunno,” Sam said sitting up. “You make such a good girl why would you want to change into guy clothes?”

“Because my parents would murder me if they saw me like this,” Jamie said.

“Are you kidding me?” Sam said. “Your mom would love having another girl.”

“Seriously I need to borrow your clothes,” Jamie said more forcefully. “Come on, you got to fuck me four times. I deserve the clothes.”

“Yeah, alright,” Sam said. “But you have to keep the panties on.”

Jamie stood up and pulled her bright blue thong up from her ankles and over her thighs. She wiggled her wide girly hips pulling them up to her waist. As she did she felt the thin strip of cotton slide in between her butt cheeks. She smiled at Sam.

Sam took her into his room and gave her a pair of jeans and a hoodie. Jamie pulled the jeans up and found them a bit tight around the butt, but they fit. Then the hoodie went on, which made the bra Jamie was wearing harder to notice. Her face was still made up like a girl though, so she went to the bathroom sink and wasted it off then redid her hair in a more boyish style. When she left the bathroom she was back to being James.

“What a shame,” Sam said frowning.

Usually James felt relieved to be back in boy clothes, but this time he felt just a little bit sad about it. Still he needed to get home.

He made the short walk from Sam’s house to his and found it empty. He didn’t have to go through all that with Sam after all, he thought. He didn’t regret it though. In fact he was certain he’d be Jamie again soon with Sam.

He hid all his new panties and bras deep in his bottom drawer where his mom wouldn’t find them. He wasn’t sure what she’d do if she did, but he didn’t want to find out. It wasn’t long after he finished hiding them that his mom and stepdad walked into the house with his brother and sister in tow.

“Oh, hi honey, did you have a nice sleep over?” James’ mom asked.

“Uh, yeah, it was pretty fun,” James said. “I’m kind of tired though, so I’ll probably just go to my room.”

“We got pizza,” James’ stepdad said. “At least have a slice first.”

James agreed and they all sat around the table munching on pizza. He couldn’t help but think about the thin piece of cotton between his cheeks as his family talked around him. He cheeks burned red at the thought.

“Are you okay?” His stepdad asked. “You look kind of flushed.”

“Yeah, I don’t feel great,” James said picking his plate up. “I’m going to go to my room.”

As he turned the remainder of his pizza slid off the plate and hit the floor. He bent over quickly and snagged the pizza then stood up again. When he turned toward the garbage he saw a strange look had crossed his stepdad’s face.

“Well, um, goodnight,” James said as he tossed his pizza in the trash and retreated from the room.

He locked the door and threw himself onto the bed. What was that look about? James hoped it was just because he’d been acting strange, but had a sinking feeling. Had he revealed his thong to his stepdad when he bent over? He went to the mirror in his room and bent over in front of it. His thong did ride up enough to see it if someone was looking. Was his stepdad looking at his ass?

Jame changed into his pajama pants and a tshirt, but kept the thong on. He crawled under the covers and tried to think about something, other than his stepdad seeing him in panties.


>>
Anonymous 18/10/18(Thu)13:27 No. 25837 ID: 557069

bump!


>>
tSade!O9S.2cqv5k 18/10/19(Fri)03:45 No. 25839 ID: 4c5c71

Well, those are some awesome new chapters. Thank you!


>>
Anonymous 18/11/07(Wed)15:43 No. 25858 ID: c054a2

Fantastic story what will happen with Jamie next


>>
Anonymous 19/01/13(Sun)11:48 No. 25923 ID: 9827a1

Bump


>>
Anticipation 19/02/04(Mon)06:51 No. 25951 ID: f818f4

Bump


>>
Please I want more 19/02/22(Fri)16:08 No. 25981 ID: 5844ca

Bump


>>
Dee 19/03/27(Wed)16:23 No. 26025 ID: 194c8f

Part XIV

James stood in front of his dresser looking down into the top drawer as morning light filled his room. In the center, folded haphazardly, were his boxer briefs -- all grays and blues. Tucked in the back left of the drawer was a colorful ball of pink and green and yellow panties.

James took a pair of boxers in his hand, looked at it and sighed. He laid them back in the drawer and grasped a lacy turquoise thong. He dropped the towel he had around his waist to the floor and stepped into the panties.

They felt soft and thin against his skin. As he pulled them up over his wide hips the thong slid between his round butt cheeks causing his cock to go instantly hard. He looked up into the mirror, his long blond hair fell down over his shoulders.

Maybe it was his imagination, but even without makeup his face was looking more feminine. His lips were fuller, his cheeks softer and his eyes seemed bigger. His thin body led down to his wide hips, which were accented by the thong underwear. He legs were cream colored and freshly shaved.

For half a second James considered just putting on a dress and going to school as Jamie, which made his stomach flip with excitement, but he let the thought pass. All Julie wanted was for him to wear panties and that’s all he would do.

James quickly found his jeans and a t-shirt then brushed his hair back out of his face. He checked to make sure his thong wasn’t peeking out from over his jeans. They were tucked down safely, but James noticed how much tighter his pants were against his butt. As he walked downstairs his shirt brushed against his nipples which tingled with pleasure. He pecs and nipples were much more sensitive this morning.

He wolfed down his breakfast and was out the door before his stepfather made it downstairs. James was still worried he’d seen his thong yesterday and was eager to avoid that conversation.

After the quick bus ride James entered his high school for the first time in girls underwear. His face burned red thinking about them as he walked through the crowded halls, but not one seemed to notice anything different about him. He heart began to beat slower as he opened his locker.

“Hey Jamie,” a voice sang from a few lockers away.

It was Julie walking toward him with a grin on her face.

“Oh, hey,” James said. “How’s it going.”

“Fine,” Julie said. “I’m just ready to check to see if your wearing the panties I gave you.”

Her voice was entirely too loud for James’ comfort and he thought he saw a few heads turn their way.

“Keep your voice down,” James whispered. “I’m wearing them I promise.”

“I want to see,” she said. “Come on show me.”

“What? Right here?” James heart was racing again.

Julie moved in so their stomachs were touching then hooked her finger in his waistband. She lowered her head and pulled his jeans down ever so slightly at the hip. She smiled at him and pulled them back in place quickly.

“Good girl,” she whispered.

The rest of the day went fairly normally for James, other than the constant anxiety he got thinking about his thong riding up and being seen. It wasn’t until the final bell rang that James remembered he had swim practice today.

“Shit,” he muttered as he pulled his swim bag from his locker.

All the guys changed into their speedos together. How could he hide the fact that he was wearing a thong when he was changing in front of the entire team?

He walked slowly to the locker room, hoping if he was a few minutes late he’d have it to himself, but as he entered he could hear voices echoing off the tile walls. More than half the team was still in the locker room in various stages of undress. He decided he only had one option.

James looked up and saw Tommy leaning up against a locker in nothing but his black speedo. James eyes flickered down to the large bulge Tommy had stuffed into the small suit. He couldn’t help but picture Tommy’s cock sliding in and out of his asshole.

“How’s it going James?” Tommy said casually.

“Fine,” James squeaked as he lowered his bag onto a bench. “I forgot my suit though, so I can’t swim today. I’ll just go to the weight room.”

“Who forgot their suit this time?” Coach Burrell said sticking his head out of his office and into the locker room.

“Oh that’s me coach,” James said. “Sorry.”

“I am so sick of you guys showing up unprepared,” Burrell said ducking back into his office.

He re emerged holding a black suit balled in his hands and threw it to James.

“Since this has been a continuous problem with this team I came up with a solution,” Burrell said to all the boys in the locker room. “Anyone who forgets their suit will be given that one.”

James unfurled the suit in front of him. He was holding a girls’ one-piece.

“Coach, please,” James said looking at him.

“Too bad,” Burrell said. “Maybe next time you’ll remember your suit.”

Coach Burrell walked back in and shut the door of his office. There was no arguing with him. The guys all burst into fits of hysterical laughter.

“All right knock it off,” Tommy said. “This is all our faults and James is paying for it, so be nice.”

James was glad Tommy was playing it cool, unlike his sister who got a kick out of embarrassing him. He looked around and all the other guys still laughing but they’d returned to getting dressed, mostly ignoring his presence again. He still was wearing the thong though. There was only one way to get it off without anyone noticing -- just going for it.

In a quick motion he yanked his jeans and panties down all at once, balled them up and stuffed them into his bag. He pulled his shirt off and pushed it on top of the pants for extra protection from view. He looked around and no one seemed to have taken any notice. James smiled and exhaled.

He looked down and realized he now had a new problem, his cock was rock hard. He spun quickly to face the lockers, hoping no one noticed. His stomach fluttered as he looked down at the girls’ bathing suit he was about to step into. He considered just quitting the team at that moment, but he knew that would just bring more attention and trouble to him. Plus the idea of the team seeing him in a girls suit got him really excited.

A couple weeks ago he wouldn’t have had the courage, but now he found himself stepping through the leg holes and pulling the suit up over his body. It was a little small and as he put the arm straps over his shoulders the back of the suit rode up. He looked behind him and saw that the suit only covered about half his butt cheeks. The rest hung out in their round creamy glory.

A boy behind him let out a loud wolf whistle. James stared at the lockers as he felt all the eyes in the locker room turn his way. There were a few short bursts of laughter, but those gave way to softer murmuring between the boys. Then he her the clicks of cellphone cameras going off.

He turned quickly and saw every member of his team staring at him. Some of their mouths hung open. Others were pointing cameras where his butt had just been.

“What are you doing?” James said angrily.

“Dude,” a junior named Ben said, “I’m not gay or anything, but you’ve got a hot ass.”

There was some nodding and mumbling of agreement. James noticed more than a few of the guys were holding their hands over their crotches to hide their excitement. James flipped his hair over his shoulder and smiled at the boys then walked out of the locker room, popping his hips as he did.


>>
Dee 19/03/27(Wed)18:07 No. 26026 ID: 194c8f

Part XV

James walked confidently out onto the pool deck in his one-piece swimsuit. His teammates who had not been in the locker room for Coach Burrell’s punishment looked up in astonishment. The rest of the team streamed out of the locker room behind him.

There was excited chattering all around as everyone explained what had happened in the locker room. There was some light teasing, but mostly amazement at how well he wore the suit.

Ben even grabbed James by the shoulders and forcibly turned him around so his backside faced the team.

“I mean look at that ass,” Ben said. “That’s as nice an ass as any girl in school!”

Every compliment was of course followed with an obligatory, “but I’m not gay,” statement.

“Okay, okay settle down,” Coach Burrell said as he walked from his office across the pool deck. “As you can see from now on there will be consequences for forgetting your suits.”

“And we’re all very grateful it was James who forget his,” Ben said and the team burst into laughter.

James face turned beat red then he jumped as he felt someone pinch his butt. He turned around, but it could’ve been any of a dozen guys.

Burrell ordered the team into the pool, four guys to a lane. Ben jumped in with James, along with two other juniors. They stood in the shallow end waiting for coach to give them direction and James felt a hand gently cup his butt. He looked to Ben, but it wasn’t him and by the time he turned the hand had moved.

All through practice, any time they stopped, James felt hands touch his bottom our crotches brush against him. He couldn’t be imagining it he thought. He’d practiced with this team for weeks and no one had ever even bumped into him.

All the touching and rubbing was driving him wild. He never caught the perpetrator, but with how many times it happened half the guys there must have felt him up.

After ninety minutes of swimming Coach Burrell ordered the team out of the pool. They’d finish up with some sprints. James felt several hands press his lower back, moving him to the front of the group.

“Okay, James and Rob you’re up first,” Burrell said.

James slowly stepped up onto the blocks as a hush grew over the rest of the team. His butt was squarely at eye level now and they were all mesmerized. James stood there feeling so exposed and scared about what came next. When the coach said “Ready” he’d have to bend at the waist in front of everyone in that tiny suit. He knew what would happen.

“Ready,” Coach said.

James bent over and the suit fabric pulled back exposing his entire round butt to the team.

“Hold on,” Coach said. “Stand up.”

When James stood up again the suit had ridden all the way up his bum making it look like he was wearing a thong. He reached back and adjusted the suit over his butt cheeks in an effortlessly girly fashion. A few of the guys groaned softly at the sight.

“Okay, let’s try again,” Coach said and winked at James. “Ready. Set. Go!”

They shot off the blocks and sliced into the water. The hundred yards they swam went by in a flash and James felt hands pulling him up out of the pool. He’d won the sprint, but instead of the usual high fives it was all butt pats for James.

He stood back as the rest of the sprints went by, but unlike pst practices he was never left alone. A few guys were always hanging out with him and again he kept feeling them touching his body stealthily. His mind wandered back to being Jamie and feeling all that attention from guys. He loved it.

The final sprints ended and everyone started toward the locker room. As James got near to the door Coach Burrell called him into his office.

Burrell was half sitting half standing in front of his desk. James walked in, but the coach didn’t offer him a chair so he stood directly in front of him.

“I’m sorry you had to be the example today,” Coach said. “I hope you understand it was to help the team remember their equipment.”

“I… yes I understand,” James said.

“I hope it wasn’t too embarrassing,” Coach said. “If the guys give you a hard time about it let me know.”

“Okay, but they were pretty nice about it,” James said.

“That’s one word for it,” Coach said.

“What do you mean?” James asked.

“It looked to me like more than a few of them would’ve fucked you right there on the pool deck,” Coach said.

“I… I don’t… I mean that’s weird,” James stammered.

“Is it?” Coach said standing up and moving closer to James. “I can’t blame them.”

Coach Burrell put a hand on James shoulder and slowly pulled the bathing suit strap to the side. He looked down into James eyes. James looked back into his. They were brown. Coach Burrell was handsomer than James remembered noticing before. He had a shaved head and maintained his swimmers build.

“I’ll take that suit back now,” Coach said.

James trembled slightly, but never broke his gaze away from his coach. He slid the other strap off his shoulder then withdrew his arms. He wiggled his body as he slid the suit down to his waist. Coach Burrell leaned in and kissed him deeply on the lips. The coach brushed his hands down James sides and hooked his fingers into the bathing suit.

He pulled the suit slowly over James big round bum then let it fall to the ground. He lifted James with his hands supporting his butt up and then let him down on the desk. James hooked his legs around his coach’s waist, the bathing suit still hanging off one ankle. They kissed passionately, their tongues swirling together.

James had completely lost himself in the moment. The excitement and embarrassment of the swim practice, all the touching had driven him to the point where all he wanted was someone to fuck him hard and long.

Jame lay back on the desk and scooted his butt forward, lifting his legs into the air. He reached back and spread his cheeks apart exposing his tight pink asshole.

“Wow you really want this huh?” Coach Burrell said grabbing his crotch.

Burrell unzipped his pants and reached down for his cock. He pulled it out and let it hang between his legs. It was already half hard, but it continued to grow in front of James ready asshole until it was nearly as large as Tommy’s had been.

The coach held his shaft and pressed the big mushroom tip against James’ tight hole. He rubbed it around in a circle then pressed hard against it. James hole resisted, giving him a wonderful sensation of pressure.

Burrell reached across the desk and opened the top drawer to retrieve a small bottle of lube. He spread it over his cock then wiped some up James butt crack. He smeared a glob on his fingers and slowly pushed them inside James butt hole.

James moaned and arched his back allowing Coach Burrell to explore deeper inside him.

“Did you like dressing as a girl James?” Coach Burrell said with his fingers up James ass.

“Yes and call me Jamie,” Jamie said.

“Of course,” Coach smiled. “Are you ready to get fucked Jamie?”

“Please fuck me,” Jamie breathed.

Coach Burrell withdrew his fingers quickly giving Jamie a small jolt of pleasure. He took his thick cock and pressed against her asshole again. This time the tip slipped in easily and Jamie gasped loudly.

Sounds of slapping flesh filled the coach’s office as he pounded into Jamie. His cock pushed and pulled against her butthole as he filled the young sissy’s ass. Jamie breathed and moaned and Coach Burrell grunted with each thrust. Neither remembered to keep things quiet with the locker room sharing a wall. Jamie didn’t know if there was anyone left in the locker room, but if there was they would certainly hear.

The coach pulled out and lifted Jamie’s butt into the air. He pulled her cheeks apart and watched as her asshole gaped open for a few moments, still craving cock. He let her down then pulled her forward onto the floor.

Jamie looked forward at the hard cock, dripping with lube. He took it in his right hand and push the head into his mouth. It tasted salty and slick from the lube and pre-cum. His own earth taste came through and he bobbed his head up and down on his coaches cock. As he finally took Burrell’s long shaft all the way down his throat he felt it engorge and pulse as he shot cum.

Jamie gulped it all down, but a bit of cum mixed drool ran down his chin as Coach Burrell pulled his cock back.

“You’re amazing,” Coach Burrell whispered down at Jamie. “Why don’t you hang on to that bathing suit.”


>>
Anonymous 19/04/04(Thu)21:21 No. 26033 ID: 190308

Awesome to see an update.


>>
Anonymous 19/04/11(Thu)03:32 No. 26044 ID: c686cf

greatly enjoying what you’ve written so far, and was especially touched/moved/turned on by the sections with jamie and sam. like...i really hope something comes of that and that there’s a good ending someday. also hoping jamie goes full-time. please don’t hint at anything though! thank you for your work!


>>
Anonymous 19/06/17(Mon)08:18 No. 26092 ID: 2a5e9d

Bump


>>
Anonymous 19/08/23(Fri)17:40 No. 26201 ID: 799cc2

Bmup


>>
Dee 19/11/16(Sat)06:36 No. 26485 ID: dd8b3b

I swear I will update with a new chapter soon!


>>
Anonymous 19/11/17(Sun)04:34 No. 26486 ID: f4fc13

>>26485
Great news, I can't wait to see the girls' plan come to fruition.


>>
Anonymous 20/01/09(Thu)21:44 No. 26562 ID: 873b6e

bump


>>
Anonymous 20/04/24(Fri)09:33 No. 26712 ID: 00a639

Quarantine bump


>>
Anonymous 20/09/20(Sun)11:52 No. 27007 ID: 613f50

One more bump


>>
Anonymous 20/09/21(Mon)22:10 No. 27011 ID: 29f7b2

Bump for moar


>>
Anonymous 20/12/22(Tue)03:34 No. 27103 ID: ed5c99

>>18110
bumping for the more to come


>>
Anonymous 21/01/09(Sat)09:16 No. 27124 ID: 588efc

I can't believe it's been 8 years


>>
Dee 21/07/04(Sun)21:24 No. 27298 ID: 6b50e1

Part XVI

James stepped slowly out into the locker room with the girl’s suit balled up in his hands. He looked around nervously, but the bays of lockers were empty except for a couple guys still packing up.

James exhaled, turned and walked to the showers, his butt bouncing as he did. They were empty as well and James turned the nearest on. Stepped under it and let the hot water wash over his thin nude body. He tilted his head up and ran his fingers through his long blonde hair.

With the locker room nearly empty James took his time, enjoying the feeling of the hot soapy water on his skin. He even took the time to shave his legs, armpits and pubic area. When he finished he walked down to the last locker bay and turned the corner.

Ben was standing there waiting for him holding the turquoise thong James had worn that day.

“So,” He said grinning, “this wasn’t your first time wearing a girl’s outfit huh?”

James stood there wrapped in a towel. His face burnt with embarrassment. It was only his first day wearing panties to school and already someone had found his secret. He didn’t know what to say. Ben threw him the panties.

“Put them on,” He instructed.

James bit his lip and looked around. They were alone and tucked into the back corner of the locker room. He then looked down at the thin lacy thong.

“I will,” James said, still looking down. “If you promise not to tell anyone.”

“There’s about 30 guys who’ve seen you in a girl’s bathing suit,” Ben said. “You think it’ll matter if I tell them you wear panties too?”

“Just fucking promise,” James said, his voice cracking with desperation.

“Okay, okay,” Ben said, hold his hands up then gesturing to James to proceed.

James bent down and stepped into the thong and slid it up his smooth legs and over his small limp cock. He pull it up back, feeling the material slide up between his milky cheeks. He looked over at Ben who walked toward him.

“You better keep this a secret too,” Ben said, placing his hands on James' shoulder and turning him to face the lockers. “Hands on the lockers and butt out.”

James did as he was told. His heart began to race again. Coach Burell had just fucked him, but James was already ready to feel another hard cock pressed against his asshole. But the cock never came.

James felt a strong kiss on his neck and Ben’s hands on his sides. Ben kissed down James' soft back and got on his knees behind him. He bite James butt cheeks softly, but hard enough to leave a mark that faded slowly.

Ben cupped James' cheeks in his hands and squeezed firmly. He moaned as he let James’ cheeks drop and they bounced and jiggled. He reached back out and pulled the thong to the side and stared at James’ little pink anus.

Standing there totally exposed, James waited, unsure of what would come next. Then he felt the warm slick pressure of Ben’s tongue on his asshole. James’ eyes went wide and he moaned as the pressure swirled around his butthole.

Licking furiously, Ben coated James' ass with saliva. He went from the base of James’ balls to the top of his crack, tasting every inch then back to his asshole. He swirled around it then pushed it in. His tongue bulged against James’ sphincter.

Breathing hard James looked down and saw Ben’s hand reach between his legs cup his balls. Ben gently rubbed James' little cock with two fingers as he bathed James’ crack with his tongue. James’ pushed back, feeling his asshole open again, gaping for Ben’s tongue.

Ben dove his long thick tongue deeply into James’ ass, fucking him with he tongue. He felt the little cock get hard and James’ legs started to quake. His stomach clenched and loosened rhythmically and he breathed and moaned Ben’s name.

A small wet spot appeared on the front of James’ panties, as Ben gave one last long lick up his crack. James kept in place staring at the lockers for a long time before turning.

“Why did you do that?” He asked.

“I’ve always wanted to eat a girls’ ass,” He said, shrugging. “This seemed like the best chance I’d get.”

Grinning, James pulled Ben in and kissed him hard on the lips then stepped back again.

“Thank you,” He said, almost giggling. “You can do that anytime you want.”

Ben smiled and left, saying he’d definitely be taking James up on his offer. James finished dressing, left the locker room and headed for the exit. He had planned to take the late bus home, but found Julie waiting in a car out front for him.

“How was swim practice?” She laughed.

“Oh, hi Tommy,” James said, looking into the car at the handsome boy sitting behind the drivers’ seat. “I guess you told her, huh?”

“Had to,” He said laughing.

Get in,” Julie said.

The door swung open and James stepped in. The car swung out of the parking lot, but instead of turning toward James’ house or even Julie’s, Tommy turned the car toward town.

“Where are you going?” James asked, somewhat nervous about their plans.

“He’s dropping us off at our Mom’s office,” Julie said. “She’ll take us home.”

Not having much of a choice, James sat back and looked out the window, but it didn’t take long. Soon Tommy pulled into a nondescript office park and pulled in front of a glass walled building. Julie and James got out and swung their bags over their backs and walked in.

Julie smiled at the guard at reception, who she seemed to know. He waved them through security and to the elevators. They took them up four floors and out into who looked to James like a doctor’s office. They walked into a room, which looked just like every doctor’s office room James had ever seen with a desk, sink and a paper covered bed at the center.

“Is your mom a doctor or a nurse or something?” James asked, as he looked around the room.

“Sort of,” Julie said. “She’s a medical researcher.”

Before James could ask any follow up questions, a woman in a white lab coat walked in. She was blond and beautiful, looking remarkably like Julie with a thin build and big blue eyes. James guessed she was in her early or mid-40s and still hot as hell.

“Is this her?” The woman said, pointing at James. “It’s so nice to meet you, I’m Calista, Julie’s mom. You must be Jamie.”

“Uh, I’m.... yeah,” Jamie said and turned to Julie. “You told her?!”

“I didn’t really tell her,” Julie said. “I mean it was sort of her idea.”

“What?!” Jamie said, looking from daughter to mother and back. “What do you mean?”

“Why don’t you take those clothes off, put this gown on, sit over there and I’ll explain everything,” Calista said. “You can keep your little panties on though.”

By this point Jamie didn’t pretend to put up a fight. He knew he’d give Julie her way and frankly he’d enjoyed most of it if he was being honest with himself. He pulled his shirt over his head and then unzipped and stepped out of his jeans. The two women smiled and looked at each other as he exposed his big round bum to them. He slipped the gown on, turned and sat on the bed.

“Okay, first I’m going to do a routine exam,” Calista said. “Then we’ll talk.”

She went over the normal physical routine, eyes, ears, throat. She checked his reflexes then had him stand on the scale to get his weight.

“Okay, I’m going to have you stay standing for a minute,” Calista said. “I’m just going to check your testicles, so I’ll pull your undies down for a moment.”

Biting his lip, Jamie looked down as the older woman pulled the thong down and gently cupped his balls.

“One, two… three. Yup all there,” She said. “Sorry we like to make jokes at this point, but everything does seem normal. Now I’m going to check your breast development so turn around and lift your arms up.”

“Breast development?” Jamie said, quically, as he turned.

“Yes, well you’ve been on our hormone cocktail for a couple weeks, so things should be starting to progress,” She replied as she slipped her hands under the gown and put soft pressure on Jamie’s chest. “Yes, this is good progress, but let’s give you a little help.”

“Wait, hormones?” Jamie said. “I’m not taking hormones.”

Then Jamie’s mind went back to the flesh colored patch Julie had put on his hip. Then he thought of the sore spot he had after their sleep over. Had she given him a shot? His mind was spinning when he felt Calista’s hand on his back.

“Bend over, sweetie,” She smiled and snapped a glove on. “I have to check your prostate too.”

Jamie’s eyes went wide, but bent over obediently, looking over at Julie who was sitting in a chair watching it all. She smiled back at him as her mother lubed up two fingers. Calista pulled the thong down and put pressure against Jamie’s asshole. Jamie moaned and the fingers popped in easily.

“There you go honey,” Calista said, sliding her fingers right up to the knuckle. “Seems like you might have had some experience with this.”

She moved her fingers inside him shooting jolts of pleasure through his body. She found what she was looking for and slowly massaged his g-spot. It didn’t matter the cold light of the office or his crush sitting feet away watching. He didn’t even need hands. The soft rub of the satiny thong and the fingers inside her asshole were enough for Jamie to again shoot a small wet spot into his panties.

Smiling, Calista pulled her fingers slowly back, withdrawing them from the little sissy’s anus.

“Alright sweetie, go ahead and lay on the bed” Calista said.

She went and got a medical tray and brought it next to the table where Jamie laid down. She pulled up a box and removed a single flesh covered band-aid like sticker.

“This slowly releases a cocktail of hormones and blockers that will change your body’s secondary sex characteristics,” She said. “That means instead of wide shoulders, you’ll grow breasts and instead of a larger penis, a bum and wide hips… well wider hips anyway.”

“Sorry I didn’t tell you at first,” Julie said, “but you weren’t ready. I, ugh, also gave you a booster shot to help you get a bigger bum.”

“Oh. My. God!” Jamie whimpered.

“This booster will help your breasts,” Calista said, holding up two needles then moving in to inject Jamie ‘s chest. “One in each mammary will speed up your development and hopefully end up with a larger breast size.”

“How big?” Jamie asked, suddenly intrigued, as she felt the sting of the needles.

“Well that depends,” Calista said. “We’ll give you a cream that, if you apply it regularly, will help. The amount of semen you ingest also seems to be a factor. That’s one of the things we’re testing.”

“If I swallow more cum I’ll get bigger boobs?” Jamie said bemused.

“We’re not sure why it works, yet, but that does seem to be the case,” Calista said. “The last thing is this.”

Calista held up a small pink device. It was small, plastic and roughly penis shaped. Jamie had seen those before online. It was a chastity cage.

“Not getting hard helps keep your testosterone levels balanced and low,” Calista said. “Once you complete your hormone therapy you can remove it, but until then you’re to be locked up. Julie will get the key.”

She handed the cage to Julie, who lifted Jamie’s gown up and pulled the thong down. She fitted the device over Jamie’s little cock. She fitted the lock in and clicked it closed.


>>
Dee 21/07/04(Sun)21:24 No. 27299 ID: 6b50e1

Happy 4th of July!


>>
Anonymous 21/07/07(Wed)01:37 No. 27301 ID: 8233e0

Wow, it lives!


>>
Anonymous 21/07/25(Sun)22:38 No. 27325 ID: cc6bc7

so glad this is still updating <3 ive been reading it for 8 years now


>>
Anonymous 21/12/11(Sat)12:53 No. 27451 ID: b241e0

This is a great story and I am excited to read more


>>
Dee 22/03/03(Thu)02:30 No. 27565 ID: cbc371

Part XVII

Jamie lay awake in his bed. It was close to midnight, but she couldn’t sleep. She couldn’t stop thinking about what had happened that day and over the course of the last few weeks. She’d been through so much and knowing that she’d soon have real breasts excited her. She’d even stopped thinking of herself as a boy. It would have made her hard, but the chastity cage restricted her cock uncomfortably.

Callista had given her some pointers on how to keep soft, but with her mind on all the cock she’d taken it was impossible. She really needed to cum.

Back in Callista’s office, she’d made Jamie cum just with her fingers massaging Jamie’s prostate for a few seconds. Could she do that to herself, she wondered?

She raised her eyebrows, looked up and slowly reached down, sliding her fingers under the waistband of her PJ pants. She felt the hard plastic cage locked over her cock and closed her eyes. Her finger slid over her smooth taint giving her a rush of pleasure that washed over her body.

She shivered as her middle finger found the base of her butt crack. Reaching further back she started to push two fingers between her cheeks, wiggling them back as she did until they found her asshole.

Jamie breathed out and began to put pressure on her hole, but found that it didn’t take much for them to push past her sphincter and slide in. Callista had gone knuckle deep in Jamie’s asshole, but with the angle Jamie couldn’t quite get back enough to reach her prostate.

She sighed, her cock aching in its cage, and pulled them out.

She flipped over on her stomach, raised her butt in the air and reached back again. She needed to cum so badly, she abandoned her timidness and shoved both fingers in hard and deep. She moaned softly so she didn’t wake her family.

Feeling around she moved fingers inside her, which sent pulses of electric pleasure through her body. Soon, instead of the soft warm walls she’d been feeling she found a small harder point that exploded with pleasure when she touched it.

On her stomach, Jamie rubbed her g-spot firmly, which jolited her body and she let out a surprised high pitched squeal. She needed more.

She pushed a third finger in stretching out her, now well exercised, asshole. It didn’t hurt or feel uncomfortable at all anymore. She loved how being stretched open felt.

Rubbing her prostate she started to move her fingers deeper in then back to the prostate over and over, finger fucking herself.

All alone in her room she was pounding her fingers inside her, moving her asshole in and out with each thrust of her hand. She tucked her pinky in and pushed nearly half her hand inside her.

That was all she needed. Convulsing on the bed she grabbed the sheets with her other hand and buried her face into a pillow to let her moan like a slut without waking the whole house up.

With her hand half buried in her ass and her butt proudly pointed at the ceiling, her little cock in its pink cage leaked out some white sticky cum that dripped onto the sheets. She fell asleep moments later.

********

Over the rest of the week, she got used to the cage, learning how to control her urges and getting better at finding her G-spot when she needed to.

Standing at his locker on Friday, Julie came up and said hi excitedly.

“What’s up?” Jamie asked.

“I’ll tell you in a second. First let’s see your panties,” Julie ordered, barely lowering her voice.

A guy a couple lockers down turned and looked at them confused then went back to what he was doing.

Jamie pulled her waistband out showing Julie the black g-string she had on under her baggy jeans.

“Oh, black!” She exclaimed, “Someone’s having sex tonight.”

“Hopefully,” Julie replied genuinely excited at the thought of a large hard dick fucking her round creamy butt.

“I think I can help,” Julie said. “Mandy knows the bouncer at the Cherry Pit. You know the club on the boardwalk? She says he can get us in. You wanna go?”

“Yeah! I’ll come by your house after school?” Jamie asked.

“Yeah, that’d be perfect,” She said and kissed Jamie on the cheek.

Julie didn’t even need to say it, Jamie knew she was going to get to dress as a girl for the club. Jamie remembered the first few times she dressed up and how weird it felt. A month later it was her boy outfits that felt wrong.

She was thinking that as she bounded down the stairs of her school on the way to the bus, she felt her boobs bounce up and down as she did. This was the first time she felt that and she grinned ear to ear. They were growing!

As she boarded the bus she swung into an empty seat. Her new tits were all she could think about. Each bump made them bounce under her hoody. It was driving her crazy and there was nothing she could do about it.

She looked around the bus in wild desperation. Then her heart leapt. Sitting alone in the back was Sam!

She got up and walked quickly back to him and slid in right next to him. He grinned at her.

“I’m growing boobs,” she whispered in his ear.

“No shit! Really?” Sam said in disbelief.

“Yeah, here, feel them,” She said, guiding his hand up her shirt.

He cupped her small little tit with one hand and his jaw dropped. He massaged them gently, but the touching only made Julie even wilder.

“Listen,” she said quietly, looking around before continuing. “Can you please fuck me?”

“Of course,” he said laughing. “I already have like four times. I’d fuck you every day if I could.”

“No, I mean right now,” Julie said.

“Sure, my parents probably aren’t home yet,” he said.

“You aren’t getting it,” Julie said more urgently, “I need you to fuck me, in the ass, right now. On. The. Bus!”

“What? You’re crazy,” Sam said, but he was still smiling. “We’d get caught.”

“No, we won’t,” Julie said. “There’s no one behind us or next to us. I’ll sit on your cock and you rock your hips under me. If the driver looks back, he’ll just see me.”

“Are you being serious?” Sam asked in a hush.

Julie nodded vigorously and started to unbutton her jeans. She dropped them around her knees, as Sam unzipped his pants. She reached into his fly and quickly found his big meaty member already rock hard. She closed her fingers around the shaft – he was so thick they didn’t make it all the way around. She looked in his eyes as she pulled it out, then turned forward and moved in front of him.

Reaching back she pulled her g-string from between her cheeks to the side then guided his cock as she sat down. She felt the big head touch her cheecks then part them as she moved her body down. She had the head pressed firmly against her asshole when the bus hit a bump. She lost her balance and fell back taking his entire cock up his ass in one fast motion.

Jamie let out a surprised scream-moan. The entire bus, about 20 of her classmates, turned around and looked at her.

Jamie cleared her throat and tried to make her voice sound deep.

“I, uh, banged my knee on the seat,” she lied.

Everyone turned back and Jamie let out a relieved sigh.

“Are you okay?” Sam asked quietly.

“Yeah, your cock feels amazing,” Jamie said. “Now, fuck me!”

Sam did as he was told. Cupping Jamie’s butt, he rocked his hips, moving his cock in then back out. They were cramped in the bus seat, so he couldn’t thrust too easily, but the potholes helped a little.

The shape of his cock and the length, not quite as long as Tommy, but more than enough made it so his cock head would rub up against her prostate each time he moved his hips. He was thick enough so she felt him stretch her hole and push against the walls inside making her feel full, but she could still handle it without lube.

It was her favorite cock.

Her little caged dick wasn’t uncomfortable anymore.

She grinded her butt in opposition to his rocking hips, letting him slide deeper inside her and pull out further. Her nipples tingled and an amazing warm pulsating feeling began emanating from deep in her ass out over her whole body.

Sam slid his hands up her sweatshirt and cupped her little budding breasts. She stifled another moan and reached her hand to the side, pressing it against the window. She felt her orgasm growing.

“Cum with me,” she said, turning her head to the side.

“I love you,” he responded.

With that Jamie’s body began to shake and she felt his cock engorge. He stopped thrusting as his cock pumped his huge load, shot after shot, deep inside her. She breathed heavily as her own cum leaked from her little limp cock into her panties.

“You’re amazing,” Sam said, as he pulled his hands back from her tits.

“I love your cock,” she said in return.

As she spoke, she looked to the side out the window and noticed they were stopped at a red light. A woman in the passenger seat of a large pick up that was stopped next to them was staring at them, her mouth wide open.

Julie snorted a laugh. She waved to the woman, then reached down and lifted her shirt, flashing her new small tits, as the bus began to move.


>>
Anonymous 22/06/24(Fri)18:28 No. 27621 ID: 6b9eb0

Thank you Dee ive been a fan for a long time


>>
Anonymous 23/02/22(Wed)02:59 No. 27817 ID: de507c

bump


>>
Anonymous 23/09/14(Thu)21:07 No. 27915 ID: a65c7b

OP was that the end? pls moar


>>
Dee 23/12/01(Fri)17:31 No. 27931 ID: 7de1aa

It's not the end. I do know where the story is going and how it ends and I want to finish it. Life has just gotten a lot busier since I started this.

Stay tuned. I promise I'll get to it!



[Return]



Delete post []
Password  
Report post
Reason