Kelly Tries to Impress Shaun (Week 4)

Come Monday morning, Kelly didn’t even bother to wake up and make breakfast. She was sore from all the walking yesterday. Besides, she had a big day ahead of her. So, when John kissed her goodbye on the forehead, she only groaned and couldn’t bother to open her eyes.

After waking up late, Kelly started a skin and haircare routine. She wanted to look her absolute best today. She wasn’t going to take any more chances. She’d make Shaun ditch that bitch and be her boyfriend, no matter what.

As she was done a couple of hours later, she gave herself a mani-pedi. Looking in the mirror, she nodded her approval. She was feeling confident, with a rare glow that made her look even hotter.

She went into the closet and started going through her newly bought clothes. She felt bad spending so much on shopping, particularly thinking of John. But Sharon and the girls kept encouraging her, reminding her of Shaun every now and then and how she had to compete with the Instagram skank to win his approval.

Going through the clothes, she decided to try out the denim shorts. Those looked incredibly inviting on her ass. By now, the naïve housewife had almost forgot about her vow of modesty. Instead, she was checking which shorts made her ass look juicier.

In the end, she decided for a pair of pink shorts that reached a couple of inches below her ass. Her entire legs and thighs were on full display. She imagined Shaun looking at them, and it made her feel pretty good about herself.

For the top, she chose one of the low-cut, v-neck cut-off tops that came up to her midriff. She had never shown off her cleavage in her entire life, but standing in her new top in front of the mirror, she could not but admit her boobs looked incredibly delicious. “I hope Shaun likes the view”, was her first thought.

Next, she grabbed the bag with the lingerie. She was a nervous wreck when the girls dragged her into Victoria’s Secret. She had never shopped for lingerie at such a fancy place. Besides, she saw no point in buying expensive lingerie for getting a school boyfriend.

But Sharon explained to her that she will probably show off little bits of her underwear with the kind of outfits Shaun liked. If she wore her usual granny underwear, he will definitely be disgusted. So, she better update her underwear collection. And looking back at herself in the mirror, Kelly was thankful that Sharon pushed her for that.

Her low-cut top was showing quite a bit of her chest, including the tops of her boobs. Straps of her pink lacy bra from VS, which she matched with the shorts, were showing just the slightest bit every time she moved. It looked mesmerizing to Kelly. She reminded herself to thank Sharon and the girls for helping her update her wardrobe. She could never do it herself.

Kelly smiled at her reflection in the mirror. She could not wait to go to school today.

... ... ...

Since the teachers didn’t show up, the first couple of classes were cancelled with the students milling around. As Kelly walked through the classroom door, tottering on her new 4-inch heels she wasn’t used to at all, literally every eye in the room turned to look at her. There were audible catcalls and wolf-whistles from a few of the guys.

The girls mostly gave her disgusted looks. Since she hung around with the bullies, she wasn’t a popular girl in the class anyway. Her new looks only alienated her more from the crowd – not that she minded. Her gang was all she needed.

Speaking about her gang – the three girls could not contain their glee seeing the formerly modest housewife dress like a wanton slut. Her ass looked absolutely huge in her tiny shirts, swaying and jiggling with her every step on the heels.

Her boobs bounced in the same rhythm, showing off a respectable amount of cleavage for everyone. Classy pink lipstick and her flowing, regal brunette hair only further accentuated how lewd the rest of her body looked. She looked straight out of a porn.

The girls all cheered and hugged Kelly. They were actually really happy seeing their devious plan working out so perfectly. The three guys – Dave, Deacon, and Pete –even gave a couple of light slaps on her perpetually bouncing ass to compliment her. Kelly was so happy she felt like she was floating on a cloud.

She then remembered her primary objective – winning over Shaun. He was sitting with his headphones in at the back of the class as usual, checking out his phone. He hadn’t noticed the appreciative racket around Kelly yet. Sharon noticed her looking at Shaun across the class, so she took the naïve brunette to the side, whispering a couple of helpful advices in her ear.

Kelly’s face lit up as she listened to the advices. She was so blessed to have helpful friends like that!

Sharon took her to another side of the classroom. She told the scantily dressed girl to bend forward to pose to the phone camera, with her delicious cleavage, top of her boobs, and some of her bra showing. Sharon quickly took a couple of pictures, making sure to get her ample jugs in the center of frame. She also directed Kelly to stick her tongue out and pose with her cleavage, getting some great shots.

She selected a few of the best ones, and told Kelly to post those on her new Instagram. She was hesitant as before, but when Sharon reminded her that it was all for Shaun, she relented. After posting the pictures, Sharon told her to forward the link to Shaun. Just as Shaun was checking the post, Kelly bent over his desk in the same pose.

“Looking for these boobs, mister?” she said in playful tone.

“I don’t see the tongue sticking out. That’s my favorite part!”

“Oh, you mean like this?” Kelly stuck her tongue out like before, giving Shaun a great view of her cleavage.

“So, how do I look?” she added, twirling around, giving him a 360 view.

Shaun’s cock literally ached seeing her huge ass bounce in that tiny shorts. Her thighs looked milky soft. She was a walking, talking wet dream.

“Not bad, but you could do better”, said a smiling Shaun.

Kelly felt deflated. She was sure Shaun would jump to his feet saying yes when he saw her. She felt she wasn’t good enough, which dealt her ego a massive blow.

“So, you’re… You’re saying she is still better?” she could feel her eyes started to moisten.

“Eh, I’d say yes, she’s better”, Shaun said matter-of-factly.

Kelly’s heart dropped.

“But I guess we can give it a try”, he winked.