Cougar House
Copyright© 2022 by SZENSEI
Episode 1: Milf Money
Erotica Sex Story: Episode 1: Milf Money - The widow Margo Needy prepared to send her adopted son Elliot off to Paris to a college program for high intellects. Left alone in the wilderness mansion of her late husband, college basketball coach Darryl Needy, she opted to let her son's young friends rent spare rooms to feel safe. Let her secrets and theirs lead Momma Margo down a gloriously erotic path that goes darker by the day. It was time for Margo to let it all hang out. Just like it was time for those boys to become men. BIG TIME!
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Romantic Slavery BiSexual Heterosexual MaleDom Humiliation Rough Spanking Gang Bang Group Sex Orgy Swinging Exhibitionism Massage Masturbation Oral Sex Sex Toys Squirting Tit-Fucking Voyeurism
Wildwood, Pennsylvania. Somewhere in the Poconos. Middle of nowhere.
“Elliot’s mom is hot as fuck.” Nineteen-year-old Brian Hancock stares at his friend Elliot Needy’s mother, as she runs on her outdoor treadmill. Her beauty even under duress had a lot to offer the eye. It would be difficult for any man to not maintain a steady gaze at Margo Needy. The woman in her youth used to be a fashion model. As an added bonus her deceased husband Darryl Needy modified the goddess when they married. A reasonably wealthy basketball Coach for a Big Ten college, he demanded a trophy wife. Being somewhat naïve, as well as dedicated to Darryl, she fulfilled his requirements, possibly his fantasies. From fashion model to swimsuit model in her prime, Margo maintained her looks even as age chose younger models. She was the Cindy Crawford that got away.
At Darryl’s request she endured a busty boob job going from 36C to a perfectly rounded 40D. Money spoke, not even a scar to tell that anyone had touched her up. Adding in a tad of silicone butt cheek implants she was blessed with the perfect twerking ass. It was all just to satisfy her man, her world, Margo was in reality not all that egotistical about herself. She just wanted to please Darryl.
Trying to have children nearly ended their marriage, learning that she couldn’t grant Darryl a baby they chose adoption. There came young Elliot. Not so young anymore of course. He’s nineteen now. Darryl and Margo fell in love with seven-year-old Elliot at first introduction. Darryl noting the boys build as athletic gave him the hope he might grow to be a future sports star under his tutelage. Unfortunately, Elliot didn’t have what was necessary, no matter how hard he tried. The positive of that negative was that Elliot’s brain just wouldn’t deactivate his thirst for knowledge, his ACT’s before graduating from High School were off the charts. Valedictorian and winner of a very prestigious grant to study abroad. Elliot ended up a skinny, shy, yet highly intelligent prodigy. They were still proud of the lad.
Darryl at the time of adopting Elliot was 36, Margo 21. Even though their age range seemed awkward they became a close-knit family. All through high school he barely had friends until meeting Brian Hancock, and Cabot Ross. Through them other friends followed. Before graduation Brian had brought in his own buddies Eric Crowe and Heath Talbot into their inner circle. Elliot was the odd man in though. There was a reason they befriended poor Elliot. Have you seen his mom? All it took was for the boys to see Margo to become obsessed with her. A secret pact among friends would come to fruition in less than a week. Of course, Elliot had zero knowledge of the pact his so-called friends were setting in motion.
“Stop staring or our plans are going to go bust.” Cabot Ross elbowed his buddy. “We’ve gotten this far let’s not blow it. Margo thinks we’re the best thing since chocolate pudding. Minus the Cosby.”
“I know, but damn dude. Look at her in those yoga pants. Any tighter and I’ll rip out my own inseam.”
“Here comes Elliot. Chill!” Cabot knuckle swatted Brian’s bicep. Both boys were athletes in school, Brian wrestling, while Cabot ran track. Now with the bunch graduated and enjoying the summer before deciding their fates, they were in pure slacker mode, outside of jobs. Spending as much time with Elliot as tolerable, just to keep in the good graces of Margo. She adored the boys for making Elliot feel like one of their own. Almost brotherly.
“Quit looking at my mom.” Elliot sped by on his longboard. He wasn’t dumb. Well, halfway there on a social level. Even though they stared at her, they had always acted respectful to stay on her good side. That and the boys all knew the wounds of losing her husband less than a year ago left her emotional, and vulnerable at times, sinking every waking moment between being with her son, and fitness to keep herself active. Sane for a better word. That was a daily ritual with Darryl, something she grew to love, that would never fade away. Fond memories of working out side by side with Darryl led her to continue his legacy.
“Sorry Bud.” Brian looked away and changed the subject. “I can’t believe your mom is letting you go to Europe by yourself. Aren’t you going to feel bad about leaving her alone?”
“She’s tough. Mom knows I’ll never get another chance to study in Paris if I don’t go now. We’ll Skype every week, so she won’t miss me as much.” Elliot pops the front wheels on his skateboard up like a professional, then he lost his balance. Maybe not so professional after all.
Cabot tries to steal the skateboard chuckling, “Does Margo even go out? I’ve never seen her leave the house. No friends?”
“All of her friends have busy lives. My dad kept her at home to finish raising me. Now that Dad’s dead she just mopes and does cardio. I think fitness just keeps her from losing her mind. She refuses to even drive after Dad’s car crash. If she needs anything she, has it delivered. It’s crazy, even after Dad being killed in his SUV, we have two more sports cars out back in the garage that go to me when I come home from Europe. She just refuses to drive them.”
“Maybe she should sell them.” Cabot points out, “I recall you saying she needs the money.”
“I want them. She used to be a fashion model and she’s gotten offers to model again, but she knows what they want from her. Swimsuits and lingerie. She feels too old.”
“Not like she even needs to work, your dad was loaded.”
“Not that loaded. He had some insurance policies. That and his Coaching contract was waved toward her until it expires, which is just under a year before he would have had to up it. I know Mom is worried about money but she’s still grieving. My going to Europe probably isn’t the best timing, but she refuses to let me miss out on the grant I got. I do worry about her being alone she really has no one. Her family lives out in Cali. Heck, I even told her she should get a dog. She’s just not the pet type.”
“Big house all by her lonesome.” Brian keeps a concerned face, his thoughts his own.
“I even suggested she should rent out a room. Save the rent for a rainy day. She’s just not very trusting of people. That, and other women annoy her. Guys would only try and hit on her.”
Cabot expressed understanding through empathy, “Tough situation Elliot.”
“Guys? I know your intentions are good, so I have a favor. You volunteer to do stuff around here just to be helpful all the time, and Mom appreciates it. Can you drop by and check on her now and then?”
Brian’s eyes light up looking at Cabot. Before Brian can react further Cabot cuts him off. “You know we will Buddy. Heck, I’ll mow the yard once a week. Save her having lawncare come out.”
“It’s a big yard, but there’s a riding lawn mower, old tractor too. I kept it up pretty well. Even though Mom won’t drive a car she does mow.”
“Right. I can chauffeur her around in my truck if she needs to go anywhere.” Brian jumps in.
Cabot “I’m sure Eric and Heath would agree to that too. Give her our cell numbers.”
“She already has them, for when we all hang out. She’s just never needed to use them. I’m always home by curfew.”
“Cool. Three more days Elliot.” Cabot fist bumps the lanky young man. “You better keep in touch. Let us know if you’re hitting any French pussy.”
Blushing Elliot rolls his eyes, “Why is it you guys talk dirty around me, but not my mom?”
“Mad respect Bro. We know your mom is pretty conservative.” Brian bluffs.
“Yep, and she’s like our mom now too.” Cabot agrees, “Just like you’re our brother.”
“Thanks guys.” Elliot blushes, “I know I’m nothing like you guys are physically, but I’m proud to have you as brothers too.”
“Pretty cool knowing our Sports idol, even if it was for only a couple months. He was awesome dude.”
“Dad was better than awesome. He didn’t expect me to be like him, he treated me good.”
“Dude! Don’t get us crying or I’ll throw you in the swimming pool.” Brian uses the threat to secure another healthy look at Margo as she finishes up her treadmill run. She had stopped the belt and found her way toward catching a breath. Wearing white and lavender yoga pants she bent over to obtain a towel and a bottled water from a portable cooler, between her treadmill and a lawn chaise. Noting the boys, she smiled and waved. That required a jest.
“Was that five miles?” Brian called out, “It looked like three to me.”
“Four and a half.” She shyly dried her forehead and beaded sweat from her chest. Brian and Cabot both tried not to look obvious that they were checking her out. She wasn’t teasing, but with a body like hers it was difficult not to seem as if she were. Her lavender shirt was baggy with a wide collar that hung over her left shoulder and offered more cleavage than normal. Under normal circumstance this type of shirt should have a sports bra worn under it, but Margo just didn’t feel like wearing one. It wasn’t as if she were showing off. Still, during her run it certainly challenged her in keeping it from drifting dangerously low. She just wanted the comfort no matter the cost.
“Come on guys.” Elliot picks up his board and leads them toward his Mom. Brian and Cabot were all for that, the closer the better. Reaching Margo, she lifted her sunglasses and squinted at their arrival, adjusting her shirt a bit to not appear slutty. The closer her son got the more emotional her expression got. Lifting her arms for a hug she pulled him in for a tight loving embrace.
“I’m going to miss you around here my world traveler.”
“I know. I’ll miss you too Mom. You can let go of me now, it’s kind of embarrassing.”
“If I must.” She releases him but snatches up his cheeks to kiss him on the forehead.
“Awww! That was too cute.” Cabot chuckled, “I wish my mom cared enough to kiss my forehead. I barely get a pat on the back.”
“Yeah, I’m jealous too.” Brian lifted his arms as if expecting a hug. Shaking her head at them Margo did the unexpected. She actually moved in to hug Brian as she had Elliot. Elliot found it amusing. Her breasts crushing against his chest made her blush. Brian, not even remotely shy did put on an act to make it appear he was. Before she moved to Cabot, he lowers his face toward her and points at his forehead. If only to look at her tits.
Margo smirked and went with it, kissing Brian on the forehead. “There. Happy now?”
“Yeah.” Brian laughed unable to look her in the eye. Mainly because he favored looking at her tits. She knew, but let it go.
“Come here Cabot. I owe you one too.”
Cabot jumps at the chance to hug her and feel her massive chest against his. She kissed his forehead before the hug ended. Smiling at him she opts to praise them. “Boys? I want to thank you for being here for Elliot and me. After...” She tears up slightly, “Darryl passed it has been...”
“You don’t have to say anything Margo. We know. Like we told Elliot, he’s, our brother. You’re like our mom.”
“I’m not quite that old, but I’m happy you feel that way.”
“We know Heath and Eric feel the same Mrs. Needy.” Cabot adds.
“Elliot says you have our cell numbers. You can call us anytime you need anything.” Brian aims for sincerity. In his thoughts he hoped for phone sex.
“Yes, I have them. I’ll be alright ... give me a week to cry my eyes out once Elliot boards that plane this weekend.”
“Oh! Seeing as you don’t drive, I’d be glad to take you guys to Philly.” Brian offers casting a thumb at his extended cab F-150 with suicide doors just beyond the fence line.
“That’s sweet of you Brian. I was going to call an Uber, but I wonder if they could even find the house out here in the sticks.”
“That would cost a fortune.” Cabot winced.
“No problem at all.” Brian held a hand up, “We all took the day off to go along and see our boy off anyway. It might be a little cramped, it normally sits five but there’s six of us.”
“I’m not sitting in another guy’s lap.” Elliot hisses.
“You can ride in the bed.” Brian punches Elliot’s arm laughing.
“Isn’t that illegal?” Margo shakes her head giggling.
“Brian’s truck has got more room than any of our cars.” Cabot points out, “I guess we could pull our cash together and rent a van maybe.”
“If we can all fit, I’m not opposed to riding in someone’s lap.” Margo scowls. If they only knew her thoughts on that option. She did offer a sheepish grin with eyes that sparkled.
“If either of you volunteer, I’m punching you out.” Elliot grumbles.
“She can sit in your lap then Punk.” Brian playfully acts as if ready to spar with him like a boxer.
“That’s awkward.”
“You could sit on my lap. Like you did when you were younger.” Margo sticks her tongue out at him.
“Pass.”
“We’ll figure it out when the time comes Bro. As long as you get on that plane and out of our hair.” Cabot winks at Margo. She knew he was playing tough but, he was charming, in a young Brad Pitt kind of way. Lowering her gaze for a brief instant she turns her attention toward her son.
“You know they’re going to miss you. Don’t you think any differently.”
“I’ll be glad to be rid of these assholes.”
“Elliot, that’s not nice.” She smirks, her top slipping a bit lower on her chest at not keeping tabs on her movements. Her cleavage was sexy with a faint gloss due to sweating.
Brian dares to clear his throat and step forward within range of Margo and reaches up to pull her blouse higher. Margo peaked both eyebrows at his boldness. Even as Brian steps back holding his hands in front of him, “Sorry Mrs. Needy. You were...”
“It wasn’t that revealing, was it?” She lowers her chin to examine the cleavage.
“Getting there. Sorry if I ... just ... I’ll shut up now.” He turns away even as Margo shared a grin with Cabot.
“That was ... thoughtful of you I suppose.” She hesitates with a second glance down at her cleavage.
“Dude! Don’t touch my mom.” Elliot winces.
“Would you rather I had let her accidently expose herself? I think not Me Amigo.” Brian offers a queer expression.
“It was harmless enough Elliot.” She felt confident that Brian was only being a gentleman. “I need a shower anyway, so I’ll just go change into something more appropriate. I wasn’t anticipating company today.”
“You look great Mrs. Needy. No one is embarrassed, but you. “Cabot attempted to alter her thoughts on Brian’s secret temptation to just be near her.
She inhales briskly and flares her eyes. “Only a wee bit embarrassed. Have fun boys.” She turns and walks away. Once she does both Brian, and Cabot antagonize Elliot instead of watching her wiggle away. At age 33 Margo Needy was unstoppable in her sway. She heard the boys wrestling and turned just enough to see them ignoring her. Something within felt upset by that. Maybe it was her modelling days returning to challenge her. Back in the day, guys couldn’t stop looking at her. With Darryl gone she needed to feel appreciated. Ending her thoughts on the situation she headed inside and up to her bedroom.
The Needy home was a massive Victorian style home that was built in the late 1800’s. Remodeled to a vast degree inside and out, it had six bedrooms, two massive living rooms, four bathes, an indoor sauna, fitness room, and so much more. The rest of the estate included a large outdoor swimming pool, an 8-car garage for extra vehicles, including snowplow and a tractor. An old barn was still solid far off to the left of the property. Timber on three sides, small pond to the east for geese. The homestead was certainly breathtaking.
She hated the idea of losing the home but, she had run out of options. Boarders just seemed too risky. A private woman with a rich history in magazines, there would always be the inevitable recognition. The only magazines she didn’t appear in were porn. Darryl discouraged her into going in that direction, mainly due to his own reputation. They did however have many secrets. Only she knew about those now that Darryl was gone. At least she presumed so.
Often compared to Gal Gadot with a hint of young Sophie Turner by Elliot’s friends, she enjoyed the subtle attention they showed her. Careful inspection over their actions and their vocal meanderings, she had long ago concluded that they respected her way more than young boys should. Called Mom or not, she expected eighteen and nineteen-year-old boys to be perverted and straight forward. Part of her was glad that they treated her with respect, yet, as a woman of beauty she wondered what she might be doing wrong. Of course, she was 12-13 years older than all of them.
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