Family Affair Cuckold

Benjamin had given his consent, albeit after the fact, for Jenny to sleep around, but he felt that her fucking his brother was crossing a line. After he dropped her off at the airport, he stopped by an apartment complex in a low income neighborhood, where Jenny's cousin Sharona Rizzo lived. She was surprised to see him.

Sharona wore only a bathrobe as she invited Benjamin inside.

"What's going on, Benny?" She knew he didn't like being called Benny.

Benjamin surveyed the apartment. "Is Tony home?"

"No, he's working."

Benjamin got cozy on the couch. "I forget, what line of work is he in?"

"Security guard." Sharona found it rude that he sat without asking.

Benjamin nods. "Blue collar."

"Yeah." Sharona lounges next to him.

"And he's husband number four?"

"Three, I've only been married three times."

"My apologizes. Do you and Tony see Dr. Boothe?"

"No, we don't need counseling. I saw Dr. Boothe to help me quit smoking."

Benjamin admired Sharona's tanned legs. "Did he help?"

Sharona was spooked, so she covered up. "Yeah."

"Where's your darling daughter, Teresa?"

"I don't know. I think she's on a date. She doesn't tell her mother anything."

He then began massaging her bare feet. "So, we're alone? Just the two of us?"

"Yeah..." Sharona was taken aback by his actions. "Why? What's up?"

"What would Tony do if he found out about you and Dr. Boothe?"

She pulled her feet away. "How did you know!? Don't tell Tony! He'd kill me!"

He opened up her robe, exposing her tits. "Relax, it will be our little secret."

"Benny, are you serious? You came over here to try and fuck me?"

He started tracing his finger around her pink areola.

"Would you rather I wait for Tony? We could chat about Dr. Boothe?"

Sharona felt a sensation between her legs, aroused by blackmail.

"Wow, I'm really impressed. I never realized what balls you had."

"How about you stop talking and get busy sucking my dick..."

Sharona shrugged and sunk to her knees. "I'll do anything to protect my marriage..." She unzipped his fly and whipped out his rock hard cock. She stroked it with vigor until pre-cum was visible, her tongue swirled around the tip, then she wrapped her lips around his shaft and her bobbed, steadily beginning to deep throat him.

"Holy shit... Sharona... All your husbands have been lucky men..." He clutched her hair while cumming. She kept sucking until she drained his prick, swallowing every last drop. "Ohh...yeah...great job, babe..."

Sharona came up for air, wiping her mouth off. "So, are we finished here?"

"No, we're just getting started..." He dropped his pants and she took this as a cue to ditch the robe. He reclined on the couch, then she sat on his cock, facing away from him, and began to grind. He had a nice view of her tramp-stamp. She always wore low cut jeans despite her age and enjoyed flaunted her ink.

"Mmm... Just like high school when I would fuck Jenny's boyfriends..." she cried. Benjamin then laid her on her stomach and resumed sliding his cock in and out of her wet pussy. She was hanging halfway off the couch, but loving every pump. "Ohh...my...gawd... Ohh...my...gawd... Yeah...just like that..."

Benjamin came again, but Sharona was not yet satiated. They switched positions and she rode him, holding onto the back of the couch as she dropped all her weight down on his cock. "Ohh...Benny... Benny... Yes! Yes!" He caressed her thighs, then she leaned down and kissed him sensually. It was curious how much passion was in the kiss considering their contempt for each other.

Unlike when he fucked Haylie, he was able to squeeze Sharona's tits.

"Mmm... Benny...do I fuck you better than your wife does?"

Benjamin was too fatigued to give her an answer.

"Mmm... I know I do... All her boyfriends said I was the better lay..."

She felt her orgasm building and picked up the pace, moaning loud enough for the entire complex to hear. He was spent, thinking he might faint, but rallied to stay with her until she climaxed. She nuzzled him while they caught their breath, with his cock still in her pussy.

Blackmailing married and engaged women was awesome. Unfortunately, there was no one left to blackmail. The fun was over already. Meanwhile, Jenny was going to spend the next three days entwined with Alexander. Sharona hopped in the shower. Benjamin exited the apartment and was greeted by Teresa, Sharona's 19 year old daughter.

"Enjoying my mom's cunt, Cousin Benjamin?" Teresa asked.

"What...Teresa...no...that's crazy talk..."

"Don't bullshit me. I know what it sounds like when mom has an orgasm."

Benjamin was surprised to hear that. "Really?"

"Yeah, I've caught her fucking a bunch of my boyfriends."

"Oh, I'm sorry. That must be hard for you to cope with."

"I got my revenge," she smiled sexily. "I've fucked both my step-dads."

He was getting hard again. "Well, I shouldn't judge. We're all adults here."

Teresa laughs. "Tony is going to kick your ass."

A cold sweat, fear, overtook Benjamin. "What?"

"He's gonna hunt you down and beat you to a bloody pulp."

"Umm... I'm sure I can reason with him..."

"You can beg him for mercy, but it won't do you any good."

"But, please, you don't have to tell him."

"What's in in for me?"

"I could pay you," he pleaded. "$500?"

"$800," she retorted firmly.

He nodded. "Alright..." He probably would have agreed to any amount.

"And I want some of what my bitch mother just got."

"Are you serious?" His eyes were buried in her cleavage.

"I like older men." She brazenly grabbed his crotch. "I have daddy issues."

"A lot of that going on these days," he joked as she led him down the hall by his dick.

***

Ten minutes later, Teresa was fucked up the ass by her second cousin, fifteen years her senior, in the backseat of his car. Benjamin wasn't even remotely concerned about Comic Con at the moment. Having his cock in this 19 year old girl's ass was way more therapeutic than those sessions with Dr. Boothe.