Alice Pemblot was not ugly per se. She had nice shapely legs, firm C-cup breasts, and was around 5'6. But her whole life, she was bullied for her looks. At first came the always hurtful "butterface"; as in "she's hot in everything but-her-face". Her long nose and large mouth always made her self-conscious and deeply shy. When COVID hit and masks were required, being forced to cover her mouth and nose was a gift from Heaven. But just as one or her insecurities seemed to be solved (at least temporarily) that's when Alice first heard the term "skinny fat".
Alice's drop-dead gorgeous cousin Ainsley was talking to a guy on the phone when Alice dropped by her house after school. Alice and Ainsley were only months apart, so they usually hung out during and after school. This being their senior year and both being 18, they would often sign themselves out of school early and hang out at Ainsley's house until their parents got home. Ainsley was the family wild child, often showing up to family functions reeking of pot, making inappropriate jokes, and wearing clothes that accented her amazing ass and firm, enormous breasts. At school, she was the alpha female. She earned decent grades, was a second seat violinist, played on the field hockey team, and was also known as an upscale slut. Only the most elite boys in the school had a shot with her, but almost all of them gushed at her insane sex drive, willingness to do truly dirty, nasty sexual favors, and of course her ability to deepthroat and swallow any load a boy worthy of her affections could muster.
Alice overheard Ainsley talking with a boy and swore she heard the boy mentioned Alice. Her name from a boy?!? Ainsley, who liked the boy, responded, "Yah Alice is thin, but she's skinny fat. She couldn't even do one pushup in gym class!"
To Alice's shock, her pussy, an area of her body which was more a nuisance than anything, suddenly came alive. Ainsley hadn't heard Alice come in, so Alice quietly snuck into the bathroom which shared a wall with Ainsley's room. Ainsley had the phone on speaker, so Alice could hear the boy's voice. It was Jaden Phillips, a soon-to-be college wrestler whose tight spandex uniform left little to the imagination. His enormous cock was always clearly outlined and though he was merely 5'8, his impressive rod had developed something of a cult following among the girls at school.
"I'd still let her have it!" Alice heard Jaden brag.
"Eww I'm literally right here Jaden! She's my cousin and she's not even that cute. So forget her. Come over and give me some of that fat dick of yours and I'll try to forget you talking about my ugly, skinny fat, out of shape cousin. I'm the one you deserve anyway."
Alice was now furiously rubbing her clit. Something she never knew existed suddenly came alive inside her. The combination of a guy like Jaden wanting her and the humiliation of her cousin's hurtful words made for an irresistible sexual brew that made Alice's toes curl.
"Beg me," Jaden demanded.
"What? C'mon no, baby. Don't make me do that." Ainsley pleaded.
"Beg me to not fuck your cousin's giant fuckin mouth and instead break in your tight little asshole," Jaden insisted.
Alice was about to erupt. Her fingers were a blur and her pussy a sopping wet mess. She just hoped her cousin was too distracted to hear her soft moans through the wall.
"Oooh you want my anal cherry, Daddy?" Ainsley cooed while moving her panties aside and slowly fingering her own now dripping wet slit.
"Hey I gotta go. My girlfriend is calling me. Talk to you later." And with that Jaden hung up. Ainsley was in disbelief that a guy would just hang up on her. That never happened! She threw her phone down on her bed, screamed into her pillow, and stormed downstairs to the garage to grab a drink from the fridge.
Alice, who was on the edge of a massive orgasm when Jaden abruptly ended the call, was about to sneak out of the house when she passed by Ainsley's room and saw her phone still open to her call history. Quickly, Alice looked at the phone, copied Jaden's phone number, and ran out of Ainsley's house without being caught.
Alice ran the five blocks to her apartment, stopping three times to catch her breath, and flew into her room. She used Jaden's phone number to find his social media accounts and spent the next hour making herself cum looking at the various pictures of Jaden in his skin-tight spandex uniform and dreaming that the lead pipe he kept in his pants was mercilessly fucking her. Oddly, she came the hardest when she also heard her cousin mocking her big nose, her wide mouth, her frumpy clothes. Four orgasms later and Alice finally felt like she could think clearly.
She used her phone to take several topless photos accenting her firm, bouncy tits. Then she bent in front of a mirror and snapped pictures of her pussy and asshole. They weren't perfect pictures by any means. Her matted, curly black public hair looked like a diaper, going from just below her belly button down to her sphincter. But they hid her face and were the best Alice could do.
She used another picture that hid her face and didn't show any naughty parts as a profile picture. The picture still showed a clear outline of her ample cleavage but didn't give anything else away so it could be used to create a new, anonymous social media account. Then she added Jaden and waited.
To get her mind off everything, she decided to go for a run. Maybe her cousin Ainsley was right; maybe Alice was "skinny fat". Alice couldn't even lift two textbooks out of her backpack and would get winded walking up a single flight of stairs. The run back to her house from Ainsley's was prove that was out of shape, so if she wanted to impress and athlete like Jaden, she'd have to be at least able to keep up with his cardio. So she went on a decent two mile run around the local park, stopping a dozen or so times for air and water. She purposefully left her phone at home so she wouldn't be tempted to check it 50 times a minute. When she finally go back from her run, her plan had worked. Jaden, ever the promiscuous cheater, had accepted her invites. He even wrote her a small note:
"Damn whoever you are, I can't wait to see more!"
Alice was suddenly nervous. She'd never texted a boy, forget SEXTING a boy. But feeling confident after her run, she wrote back:
"What do you want to see, Daddy?" Remembering how Ainsley had referred to him.
A minute later, Jaden wrote back:
"Do exactly as I say. Three pictures. One of your tits. One with her pussy lips spread apart. And one with your finger knuckle-deep in your asshole. Do it now."
Alice was immediately under his spell. She didn't question him, she didn't hesitate; Jaden said it, so she would do it. She took about 10 minutes to get the pictures done right, and sent them off for Daddy's approval.
Five minutes later, Jaden wrote back:
"Jesus Christ, buy a fuckin razor haha. Who is this anyway?"
The insult stung Alice, but she couldn't deny the humiliation and pain turned her on. She wasn't ready to reveal herself yet, so she wrote back:
"Just a secret admirer who will do anything to be yours."
15 minutes. 20 minutes. 2 hours passed. Alice was a nervous wreck. She had gone too far, she had pushed him too quickly. She tried to distract herself but nothing worked. Finally, 3 full hours later, Jaden responded.
"I'm not gonna lie, your pictures got me hard. But I've got a gf and to be 100% with you, I've got a side chick too. I'm training for my college wrestling tryouts and I'm trying not to flunk my senior year, so I don't have a lot of down time. But if you're willing to do THIS, I can meet tonight. Here's my address."
Alice nearly dropped her phone. The "this" Jaden was referring to was a picture with his enormous, thick, veiny cock only a quarter of the way into a tight, pink, asshole. Alice couldn't see the girl's face but she recognized the room: he was popping Ainsley's anal cherry!
She broke from her trance and wrote back:
"I'll be there, Daddy. Thank you!"
An hour later, Alice turned the corner onto the the street where Jaden lived. The main house was two stories on a 2 acre lot. A quarter acre or so behind the home was a detached garage with a window overlooking a small, pine-encircled lake. The ground floor of the garage was a training space for Jaden, complete with a full gym, wrestling mats, a couch and TV. Upstairs was Jaden's room. He rented the garage from his parents, which worked out well for both parties because Jaden would often come home late from wrestling tournaments or practice and would wake up early to work out. His parents got to sleep undisturbed and as long as Jaden paid rent and didn't flunk out, they didn't bother him much.
Alice followed Jaden's very clear instructions of how to enter the garage. The directions were so clear and he sent them so quickly it reminded Alice of an AirBnB host. "He must do this a lot," Alice thought.
She entered the back door of the garage which opened into the laundry area. It smelled horrible, like sweaty, unwashed jock. Though the smell made her gag, it also turned Alice on. The sheer testosterone in that little room flipped an evolutionary switch in the most reptilian recesses of Alice's brain. She wanted to be HIS...she even wanted...no that's silly...she didn't want him to get her pregnant. She had a future ahead of her...but she couldn't deny a small part of her would gladly welcome a wombful of Jaden's powerful sperm.
Jaden heard the door open and called her upstairs. Alice slowly crept up the narrow, nearly vertical staircase, unsure of what she would walk into. To her surprise, the entire second story of the garage was a clean, bright bedroom with a small bathroom. It was spartan, with only some old posters of a wrestler named Gable, a guitar in the far corner, a mirrored closet door, and a large calendar on the wall facing his bed. The thick, warm smell of a steamy shower filled the small room.
"Hooooly shit. I know you!" Jaden smiled as he saw Alice's head pop into view.
"God this is so crazy. Isn't your cousin Amy?"
"Uh..Ains...Ainsley," Alice meekly corrected.
"Right, right. Ainsley. This is probably a weird thing to say right now but"
Before he could finish, Alice heard herself interject, "But she was the girl in the photo you sent me, right?"
Jaden looked uncharacteristically ashamed. "Yah, yah she was. I'm sorry if I knew that was you online I wouldn't have..."
"No, no it's ok. I'm used to guys falling for her."
