Lily's Saga

Lily fidgeted nervously, this wasn’t the first time she’d be seeing Tyler since he confronted her, but it was the first time he made her dress like THIS to do it in public. She busied herself smoothing her overly short skirt and looking ashamedly at her reflection. Her outfit belonged more appropriately on a porn popup ad than a 40 year old mom but her figure was very flattered in it. Soft brown hair, perky B cup breasts and smooth legs, she wasn’t very tall only 5′ 4″ but she was fit and thin despite being a mom. Tyler had demanded the outfit his exact words were. “A slutty outfit for a slutty girl.” She didn’t know how he found out about who might be Jimmy’s real father but that video wasn’t faked. “How doesn’t matter. All that matters is it stays private.” She told herself. Tyler pulled up just then and waved at her to get in on the passenger side. Her skirt barely covered her panties as she got in.

“That’s a much better outfit than what you were wearing last time.” He said snidely, not taking his eyes off the road.

“Can we just get this over with, Tyler?? Jimmy won’t be at school all day. He can’t just get away with cutting class like you.” she said, annoyed and trying desperately to disappear into the seat.

“Oh don’t worry, since that loser doesn’t have a car, we’ll have plenty of time.” He replied, pulling out onto the road. Tyler had been picking on Jimmy all year and now he was literally fucking his mom.

Thus far his promise to not tell Jimmy had held out and she was determined to keep Jimmy from finding out. They pulled into her driveway and she practically scurried into the house hoping her neighbors didn’t notice the outfit and this strange boy going into her house in the middle of the day. The door clicked shut behind them and Tyler was already heading upstairs. He looked back when he noticed she wasn’t following.

“Lily, the longer you take the less time you’re gonna have to clean up.” He taunted as he walked out of sight. She gritted her teeth and walked up to her room only to stop when she saw Tyler in Jimmy’s room.

“Wh-what are you doing?” She asked urgently.

“Oh c’mon, I wanna be telling the truth when I tell Jimmy I banged his mom in his bed tomorrow at school.” He said, already taking off his shoes and pants. Lily tried to stand her ground and tell him she wasn’t fucking him on her son’s bed, but that video played in her head again and where she’d be if Charlie ever found out about the affair…

“Do you have to be mean to him like that??” She whined. He laughed.

“No, but it’s really fun.” She groaned but walked into Jimmy’s room. Tyler stopped her as she entered the doorway.

“Aren’t you forgetting something?” Her heart fell, and she fetched her vibrator from her room and returned with it. “That’s better.” He leered. She stood there a moment and he grew impatient “Hey, I’m not getting you wet, slut. Get to it.” He finished by pointing at the bed. She resolutely started to take off her panties but Tyler interrupted her again “No no take em off sexy like.” He mocked, idly stroking himself from the doorway. She bent forward arched her back and slowly slid the panties down, blushing crimson and failing to fake a smile at him. She sat gingerly on the edge vibrator in hand, she closed her eyes and took a breath- “Ah ah, right on the middle.” Tyler’s command made her clench her jaws but she complied with his request. There she sat. Legs wide, pussy exposed and vibrator in hand in the middle of her 18 year old son’s bed. Tyler stood there naked, rock hard and as much as Lily would never admit it aloud, he 𝘸𝘢𝘴 hot. Abs, tan, blondish hair, boy-next-door good looks; in any other scenario he’d be exactly who she was thinking about with her vibrator buzzing away on her clit…But this wasn’t like her fantasies at all.

“Tick tock, Lily” Tyler said before he bent over to stretch. She closed her eyes and did as she was told. The waves of pleasure were instantaneous, but they took time to take her mind off Tyler and the affair and where she was…. She hadn’t been able to cum by herself in weeks from worrying about everything. Even when her and Charlie made love she had to fake her orgasms. it was like she had a mental block since Tyler’s games began. To add to her shame, being with Tyler was the only way she could cum. With him it felt like she was protecting her family by doing it and besides, he already knew her darkest secret….. she didn’t have to lie when she was alone with him….

Tyler just watched for a while, thoroughly enjoying the sight.

“For a mom she’s got a killer body, and that pussy is the best I’ve ever had. You’re a lucky man, Charlie.” He thought to himself with a silent laugh.

He grabbed his phone and got up close to film her. He was always careful to never show her face or much above her tits for that matter. She noticed him filling and instinctively closed her legs for a moment before noticing Tyler’s disapproval and opening them again. “Moan slut.” he said quietly. Her writhing body, sloppy wet pussy and seductive moans had his cock twitching. “Say it.” She only moaned in response. “Say. It.” He said menacingly. She audibly gulped before saying in a husky small voice “P-please fuck your slut.” She felt his weight on the bed between her feet and clenched every muscle in her body when he slid into her. The sounds of wet skin slapping against wet skin soon drowned out the sound of the vibrator and her moans slowly began to sound genuine….

*schlapschlapschlap*

Tyler pounded her pussy hard, he held the phone as steady as he could and shifted from bouncing tits to parting pussy lips all the while the wet spot beneath them grew. Tyler could tell by now what her pussy felt like after she’d cum. He squeezed her thigh. “C’mon you know the rules” he said while pounding her, her moans undulating with every thrust. She shook her head in protest He sighed and let her get away with denying him the satisfaction of telling him he’d made her cum.

“Oh Lily you’re going to regret that.” He thought to himself. He ignored her and kept on using her body.

She could have almost laughed, she’d told him no and it worked! Maybe this is the start of things getting better! She dared a small smile. The toy and the pounding combined with her relief at defying Tyler and the hope of this being over eventually brought on a real, earnest and greatly appreciated chance for an orgasm. His gorgeous body and hard cock helped, but the power she felt she’d gained back did all the rest as she came hard. Every spasm of her pussy gripped his cock tight, the force of his thrusting felt so perfect. He seized up and buried himself completely in her and pumped her still spasming sex with his teenage cum. Spurt after spurt after spurt unloaded deep inside her as she quietly moaned “yesyesyesyes” over and over again. Tyler’s cock still held most of its stiffness as he slid out of Lily’s lightly gaped and dripping slit. She breathed heavily and her pussy clenched with each breath, she let her legs fall open and basked in the glow of her first real orgasm in weeks.

Tyler got up and grabbed his clothes, and phone. “Man that was a good one! Thanks Mrs. Miller.” He said mockingly sweet. Lily who for just a moment had forgotten her troubles and was enjoying herself post orgasm was brought back to reality and sat up horrified.

“Oh my god, my cum is all over Jimmy’s bed!” She cupped her crotch to try and keep any of Tyler’s from getting on the sheets and quickly grabbed her skirt to try and dry off the wet spot.

Tyler laughed at the sight of her: naked from the waist down, holding her crotch, with a rumpled skirt in one hand trying to dry off a surprisingly large cum stain. She finally gave up and used the skirt to wipe up his cum from between her legs and off her hand. He laughed as he walked off to the bathroom.

“I’m gonna get cleaned up first since you’re busy.” He mocked and she heard the shower water turn on.

She guiltily gathered up the blanket and her skirt and took them down to the washing machine.

“Fuck I don’t have enough time to wash his sheets too.” She groaned. “His bed is going to smell like my pussy for days.” She thought as she made her way back upstairs to Jimmy’s room.

She grabbed the vibrator and put it away and then sprayed some air freshener in there to try and cover her scent. Tyler walked out of the shower dressed and to her surprise holding her panties.

“What are yo-?”

“Shut up, you wore these and rubbed yourself in them this morning like I told you to right?” He said sniffing them like a pervert.

Her blush was all he needed to confirm.

“Good, write me a cutesy note about how you touched yourself while thinking of me in them. Sign it ‘your crush’ I wanna show these off to the guys at school.” He laughed

“Will you leave after I do this??” She practically barked at him

He raised his hands defensively.

“Whoa, cougar! Put the claws away, yea ill leave and you won’t even see me for a week. How’s that for incentive?”

She looked at him, puzzled, but went and grabbed a pen and paper from the office desk just to be rid of him. She wrote in neat girly writing and even added a cutesy heart so it looked like some doe-eyed cheerleader wrote it.

“Here!” She said thrusting the paper at him.

Tyler quickly read it to himself.

“Blah blah blah I touched myself while wearing these and thinking of you. Hope you do the same blah blah blah xoxoxo ❤️❤️ your crush”

“That’ll do nicely.”

He made his way downstairs and she didn’t even bother to see him out, she went straight to the shower and loudly vented her frustration as she tried to wash away how dirty she felt.

…….

The next day was Saturday and she hoped Tyler would keep his word. He’d done so, so far but his cruel streak ran deep so she worried all weekend. Thankfully the whole week went by without much incident.

Charlie came back from his business trip Sunday but still had to go in to the office like regular but they were all home in the evenings together. Over dinner on Wednesday Jimmy even said Tyler hadn’t bothered him once so far that week. That really put Lily in a much better mood. Charlie made a nice offhand comment about Jimmy being more confident and how the ladies love a confident man. He even seemed excited to go to school, a rare occurrence indeed. After dinner he headed upstairs and Charlie and Lily sat on the couch chit chatting. After her weeks enduring Tyler’s commands and having to keep it all a secret she was even happy to listen to all the boring work things Charlie rambled on about, and he did so for quite some time.