Cougar House Ep. 015: Well Laid Plans

"Noooo!" Still, Lily felt compelled to answer, "Why are you calling me at work?"

On the other end her recently connected with boy toy Ben rambled about missing her. She, while rubbing her pussy, looked down at Tyler's shoes and decided to say "I miss you too. Ben? I'm in the ladies room masturbating." A giggle made Tyler hopeful. "Jerk off for me Ben."

He was already beating off so that effort was already a given. Tyler could hear him over the line as Lily coaxed them both on. Stimulated by the fact she had two boys wanting her right this second led her fingers deep inside her cherry blossom pussy. Her pink recesses warm, wet, and throbbing. Hearing Ben in her ear groaning and talking dirty while Tyler stood outside stroking breathlessly led to a trio of choir members. In minutes Lily noted white droplets falling on to Tyler's shiny black shoes. Eyes bright with the thrill of it all Lily climaxes and let Tyler see her trembling feet in pumps. Her loud yet muffled squeal finished Ben off in the distance with a very verbal "I WANT TO FUCK YOU LILY." She wanted that too.

"I need to get back to work. See you this weekend. Muah!" Lily Crowe hung up and got dressed. Opening her door shyly, she expected to find Tyler. He had slipped out. Looking at the stall door she saw massive cum shots streaking their way down. She bubbled up inside. "OH MY GOSH! That was so awesome." Washing up she stepped out to find Tyler talking to Jacob outside his office. A sly grin as she passed by them, Lily hit the drive thru teller counter to help out.

Back at the Needy house, Eric was still fucking Margo. This time she was on top of him on the island counter. Funny that the only food still on the surface was bananas.

Back in Wildwood...

Brian Hancock stopped at a gas station to fill up his truck. Pumping gas, he spotted old friends moving in to park on the other side of his pump. Old wrestling buddies from High School.

"Small world! If it isn't Braedon Wilkes and the Foxholers." Brian called over as the driver got out leaving his three friends within.

"Handycock! What's strokin' Bro?" The young man that looked like a young Tom Welling with an attempted beard reached through the pump islets poles to fist bump his old rival. "Still chasing Cougars?"

"Still fucking Cougars."

"You actually tapped that nerds Mom?"

"Every day Bro."

"Daaaamn! Gonna share the wealth with us? We all know she wanted us at that bonfire. That outfit dropping past her ass was on purpose. You guys cock blocked us that night."

"All part of our plan. She's all over us now. Might share the..." He thought about it a bit..."How rich are you bastards?"

"Wealthy enough, why?" They both pumped gas while chatting. Braedon grew extremely curious suddenly.

"Just thinking. Let me mull it over awhile and I'll text you. What's this I hear about you dating my stepsister Gwen?"

"Yeah! She just told me you were her Stepbro. Like you said small world. At least her tits aren't small anymore."

"Haven't seen her. My dad mentioned her BJ...boob job." He laughed. "You seen those up close and personal?"

"Not yet. She keeps making me wait. My balls can't get any bluer."

"Did I need to hear that? No foxes over there in Foxborough worth chasing tails?"

"Plenty. Keeping my options open, just like you Bromeo."

Gas pumps silencing the two close up and head inside to pay. Within the station the cashier was yet another fellow classmate now freed upon society. Grabbing a fountain drink and a corndog from a rotisserie Braedon paid up first while Brian hung back to watch.

"Carla Sweet. How the hell you been?" Braedon flirted his charming ass off. The girl with short brown hair and very healthy chest flirted back instantly. Carla used to hang out with Gwen back in the day. Seeing Braedon tempting the girl with swagger didn't settle well with Brian. Even though he hadn't gotten too acquainted with his stepsisters over the years there was a protective nature in the wild child. Strange that Brian even cared. Coaxing the girl from behind the counter to share in a selfie Carla found herself subjected to an arm over her shoulder, and a hand on her left tit just as the pic was taken. Carla frowned at Braedon's behavior, she knew that Gwen was seeing him.

"You done feeling up the help?" Brian moved in with a bottle of Pepsi and a 2 liter for later.

"He's done." Carla swats Braedon's hand from her breast, "You need to delete that before Gwen gets the wrong idea." Even though she did flirt back Carla had no intention of doing more than that. Gwen was still her friend.

"Naaa!" Braedon chuckled, "I'm just goofing off Carl."

"Carla. Carl is my dad. Pay up and go away Braedon." She moved back behind the counter with a disturbed look. As he produced his wallet Brian swiped Braedon's cell from his grasp and turned his back to them. Braedon attempted to reach around Brian to no avail.

"Not cool Bro." He observed Brian delete the pic. Once done he handed it back.

"Relax Braedon. Just protecting my Stepsis and Carla's friendship. We're rivals remember?" He chuckled patting Braedon on the back. "Don't get your boxers in a bunch. I'll text you later." Brian tosses Carla a ten dollar bill and shows her his purchases. "Keep the change Sweet."

Carla admired Brian's bravado and let it slide her not scanning his drinks. She found it unlike Brian having known him for years. Refreshing that people can change. Yeahhhh, not Brian Hancock. It was only a temporary thing. She still admired his physique. Brian was still one of the hottest guys in Wildwood.

Outside, Brian and Braedon got over their confrontation laughing. Parting ways Braedon took off for the outskirts. Brian starting his truck up heard the pump speaker crackle, "Thanks Brian." Carla waved through the station window. He toasted her his Pepsi then pulled away. On his way out he chuckled, "Fuck you later Sweet." Yep! Not noble.

Driving the opposite direction he neared the outer business district where chain malls were littered on both sides of the street. Passing by the lot where the ice cream shack known as Cool Cones sat all alone in the world, surrounded by parking. Strangest idea for an ice cream parlor ever. Unique to say the least. Part of him wanted to go home and get a blowjob from Margo, the other part of him felt compelled to say hey to Gwen. Boob jobs tend to call out to a guy. Being a Pornstar's clone didn't hurt.

"Ha! Cool Clones." He laughed, "Dammit! I love Leah Gotti. Fuck it." Turning around he headed up the lot until reaching the very simple drive thru. With a menu sign on the wall and a window to order not much else was required. Except for an employee. Idling outside, he spotted Gwen through the glass switching out a tub of ice cream. She looked up at him with a pleasant smile. Job complete, she slid the window open.

"Hey Brian. Long time no see. Year maybe?"

"Sup Gwendolyn." He smirked trying not to look at her cleavage. That was impossible. She rolled her eyes and shook her head, "Bruno showed you my pic didn't he?"

"Pic? What pic?" He chuckled toying with his truck visor.

"Just admit it. I'm not angry."

"Yeah! They looked sexy as hell."

"I know they do." She pulls her cleavage out to admire herself, becoming giddy at their fullness. "Best investment I'll ever make. You want ice cream or just here to eyeball my tits?"

"Both. Give me..." He squints thinking about what he wanted. Finally, he points at her tits..."Those."

"Excuse me?" She blushes laughing, "Not on the menu Brian."

"Menu...ME N U." He winks.

"Are you seriously flirting with me after all this time?" She plays with her long brown hair and flares her big brown eyes at him. Strangely, he envisioned Margo for two seconds. Shaking off the vision he wondered where that had come from.

"Heard you were dating Braedon Wilkes."

"Oh, did you? Bruno talks too much."

"You and Braedon hot and heavy?"

"I'm not talking about our...not really." She fidgets, "I mean I like Braedon, but I don't think he's a keeper. Why? Scoping me out?"

"Scooping you out Ice Queen." He laughs, "Give me a chocolate cone. Take a lick of it before you pass it over."

"Closest as you'll ever get to these lips." She razzes him then shuts the window to scoop his ice cream into a waffle cone. Returning she resists handing it too him, sneering at Brian playfully before licking his ice cream rather seductively. He leaned on his truck windows threshold grinning, his sunglasses lowering to mask his full reaction. Handing it across to him she blushes. "It's on me."

"Not until it's actually on you." He wags his eye brows over his glasses.

"Dang Hancock! Flirting hard aren't you?" She shyly smiled.

She watches him swirl and flick his own tongue over where she had licked and then returns the cone to her possession. She looked troubled, "I don't taste good?" She realizes her blunder, "I mean, it doesn't taste good?"

"You taste great. You said the cone was on you. Prove it."

"What?" Her eyes bulge as he points at her tits.

"What's gotten into you?"

"Better question might be what's getting into you?"

"Wow!" She drops her jaw, "You couldn't have been like this a year ago when I had a crush...on you?" Beet red suddenly she turns her back to him. While away she feels his hand reach over and stroke her hair. Awestruck, she molds her expression into a smile from ear to ear. Catching her breath she turns back to face him then looks out the window in both directions, making certain no other customers were behind Brian. Huffing her cheeks with a hesitant look she sits the cone down on a napkin then points at him playfully, "Only once." She then lifts her shirt and skimpy bra over her tits and shares her pride and joys with him. That lowered his shades.

"Beautiful. Those need ice cream on them."

"WHAAAT?" She laughs nearly doubling over. Realizing how serious he was she stares without emotion, then drifts her eyes down toward the melting cone. Gritting her teeth she lifts the cone to her tits and swirls the chocolate ice cream around both nipples. Shivering at the chill her nips spiked. She then handed him the cone to lick where she had grazed her nips. As he claims it he drops it to the concrete and shakes his head. Unexpectedly, he wags his tongue at her and coils a luring index finger toward her. "Ohhhh crap!"

Unbuckling his seat belt, he puts his truck in park and leans out the window with his mouth wide, "Bring 'em in."

She trembles heavily but found herself unable to resist this tug he had on her. She had wanted Brian since his Junior year, even after she graduated a year earlier. Leaning her bare chest out the window she watches him swallow her left nipple. Jaw lowering at his tongue licking her areola Gwen mumbled, "I can't believe you're...that I'm letting...that feels so good Brian." He moved over to her right nipple and lets her see his tongue flicking at her meaty nipple erection. She whined at how crazy this was.

HOOOOOOOOONNKK!

"Oh shit!" Gwen pulled back inside and lowered her shirt and bra. Brian casually looks over to see Braedon's bunch laughing. Flipping him off Brian turns to an embarressed Gwen and smirks. Braedon hadn't seen their personal interaction, merely wanting to scare Brian by sneaking up on him.

"Piss your pants Hancock?" Braedon busts up. His buddies sharing in the amusement.

Brian winks at Gwen and said in a lower tone, "Jizzed maybe." She was spooked for certain. "Calm down, he didn't see anything."

"Are you sure?"

"We should hook up sometime."

"I don't know Brian. Let me sort out my feelings for Braedon." She looks out over the vehicles, "Great! Now my sisters show up." Brian looks over to his right and spots Daphne, MJ, and Heidi getting out of their Mom's car.

"I'll make sure Braedon doesn't think anything is up. Text me sometime." He pulls away from the drive thru and circles in front of Braedon. Pulling up next to the sisters Brian leaves plenty of room for everyone to see him. Hopping down he walks over to Daphne and MJ pulling them into a hug. The older sisters who both resembled Jennifer-Love-Hewitt were happy to see Brian and hugged him back. Smugly, Brian did the unexpected. Right in front of Braedon and Gwen he first pulled MJ in and kissed her full on the lips. Having blown her away, he swiftly switches sisters and kisses Daphne. Both girls grew giddy wanting more. Younger sister Heidi puckered up expecting the same only to find Brian palming her face and saying, "Pucker up when you're 18." As mean as it was the older sisters laughed at Heidi. Heidi folded her arms and pouted. Flipping them all off seemed to help.

Gwen felt ill suddenly, Brian had used her very own sisters to make her jealous. Worse, Braedon was actually checking out her sisters too. She felt as if she was on the losing end of both boys. Groaning she just shuts the window to cool off.

"What brought on that?" Daphne pats Brian's abs as he maintained his hugs from their sides.

"Long overdue. Can't a fella show some love to his super hot stepsisters?"

"You think we're super hot?" MJ brightens up, her own fingers prowling his shirt over his pecs.

"Always have. You know the family history...my dad and mom...I just needed to accept everybody. Yes! All of my stepsisters are fuckable."

"FUCKABLE?" Both MJ and Daphne bulge their eyes. Having all had crushes on Brian over the years, certain sensations arose that had not been socialized with in a very long time. Finally, Daphne speaks up, "You...want to have sex with us?" MJ looked hopeful.

"I know...weird right?" He chuckles, "Can't help it. The dick tells me what he wants. Who am I to deny?"

"Oh my God!" MJ shivers then looks down at Brian's tented jeans. Pointing at it draws Daphne in with a look of awe.

Darting his gaze between the sisters he goes bolder, "Is that a threesome calling out to us?"

"Hold up." Daphne breaks away whispering, "We can't talk like this in front of Heidi. She'll run straight to Mom."

"Tell you what. You two mull it over. You know my number...if not get it from my dad. I have to get home." Margo was waiting to finish off what he was holding in reserve. "Love you guys." He says loud enough for even Heidi. "Not you though. No punks allowed." Again she flips him off. Blown away, the sisters quickly confront Heidi with, "Don't tell Mom he kissed us."

Braedon had gotten out of his car to talk with a still trembling Gwen. Brian noting them walked over to the drive thru window. She nearly pissed herself at his smug behavior. Patting Braedon on the shoulder Brian scowled, "You better treat my sister right. If you don't I will..." He looked strange at his own words, "I meant I'll beat your ass."

Gwen just rolled her eyes and tried to keep her composure. "Oh! Looks like you got some chocolate on your shirt Sis." Brian pointed as she examined her top. Right above her nipple was indeed a stain. With a cold stare toward Brian they were swarmed by the girls. Brian smirked at Gwen, then while Braedon wasn't looking Brian mouthed, "I'm going to fuck you." Gwen held her breath and shivered. She wanted him badly, but using her sisters too?

"Okay." Gwen could not resist him, mouthing her own silent acceptance.

With another fist bump toward Braedon and two pats on the ass for Daphne and MJ, Brian Hancock headed for his truck. At his door stood Heidi still pouting. Without warning she dove into his arms and hugged him tight. Frowning Brian just patted her atop the head.

"Love you too Lil Sis." Nothing perverted. Merely sincerity. Brian wasn't totally an asshole. 80% at worst.

Honking at his departure Brian pulled away. Hitting the country he heard his cell ring. Looking at it he discovered it to be his older brother Jeff. Answering, regardless of the cellphone driving law he coughed up, "Yo Bro." Listening to Jeff run an idea by him Brian revealed an evil grin. "Dude! She won't see that coming." Another five minutes of planning Brian ended the call.

"I love it when two plans cum together. Three even."

Evil drove an F-150.