Then again, he knew about her family as well as anyone, so maybe it wouldn’t be weird. The conversation was still going on around her as she kicked off her jeans, her brother and Kayleigh talking about his apparent visit to Double D’s.
She turned, still wearing her t-shirt for the time being and reached for the skirt. Her father held up the top, then switched to the skirt.
“Thaaank you,” she said, slipping the skirt on and zipping it up, then stripping off her shirt and bra in short order.
Jessie tied the top in between her breasts and adjusted it, dipping her hands inside to scoop her boobs into position and make her cleavage pop.
“Oh… that is sexy, sweetie,” her mother remarked. Jessie stepped over to allow her to get a closer look, her brother and Kayleigh still yammering about the same thing.
She reached down and pulled briefly at Jessie’s skirt, then lifted a bit.
“Can they see your bits?” her mother asked.
“Well, if I pull it up enough, I guess,” she said. “I have to wear panties though, unfortunately.”
She turned, hearing her dad chuckle behind her.
“It sure doesn’t leave much to the imagination,” he commented, openly ogling her ample cleavage.
“Well, that’s the idea,” she said. “I need to be able to give horny old men a good show so that they give me good tips!”
“Well, I think its cute,” her mother commented.
“Do you really like it?” Jessie asked, turning around in place for them.
“I know do,” her father confirmed, and offered her a warm smile.
“It’s very sexy,” her mother agreed. “I can see you with cute little ponytails, flirting it up with customers.”
Jessie smiled and twirled around again, then noticed Kayleigh standing up. For a moment she thought she was going to come over to look at the uniform but headed for the bathroom instead.
Taking the opportunity provided, Jessie went over to where her brother was sitting and plopped down into the seat next to him.
“So, how are you and sexy Dexy?” Jake asked.
“Good,” she said. “I finally got him to fuck me in the ass Sunday night,” she revealed.
“Nice,” he said. “Did he like it?”
“Of course,” she said. “But in truth, Sunday was a night for several firsts for me.”
“Oh?” her brother asked, his interest piqued. “Do tell you little hussy.”
She snickered and idly traced a finger on his chest after turning to face him. His hand came down, resting easily on her inner thigh and stroking softly.
“Well, I had sex with Dex, his brother Jack, and John, and they all three came in a different hole,” she began. “Plus, it was my first double-penetration.”
“Mmm, nice and dirty,” Jake said, an approving smile on his face. “I’m proud of you.”
“Aww, thanks,” she said. “To tell you the truth, I’m a little sore from all the fun. My poor pussy,” she sighed, frowning at him.
“Poor thing,” he said sympathetically. “Well… at least you’re letting Dex have anal.”
“Is Kayleigh still not ready for it?” she asked.
“Nah,” he said, chuckling. “I’m not pressuring her at all, though.”
“Well, that’s good” she said. “It might be a serious leap for her.”
“Yeah, I know,” he said. “Still, I’m glad you guys are good. Dex seems like a good guy for my baby sister.”
“God… he’s so wonderful, Jake,” she said, her eyes rolling back in her head. “I’m so in love with him.”
“I know how you feel,” he said. “I can’t imagine being without Kayleigh.”
Jessie heard Kayleigh returning then and started to get up to let her sit back down, but she was waved back down as her future sister-in-law went and sat between Jessie’s mom and dad.
“You know,” Jessie said, turning back to look Jake. “You can always use your little sister’s ass if you need to.”
“Oh?” Jake asked.
“Of course!” she said, wondering if he actually didn’t know he could user her like that.
“Yeah, I know,” he said, chuckling. She realized that he’d been teasing her and scowled playfully.
She glanced over at her folks, both laughing and talking with Kayleigh. Both of them had a hand on her breasts for a second before they pulled them away, the three laughing about something.
“Or,” she said, smiling as she turned back to look at him. “You can always just fuck my pussy,” she said, whispering the last part into his ear.
“Oh really?” he asked, raising a single eyebrow.
“Mmmhmm, she confirmed. “I told you before that Dex said that I could do what I wanted, excluding my pussy, with people that I’d been with before? Well, he recently changed the rule to say that I could do what I wanted, including my pussy, with anyone that we both knew and trusted.”
Jake’s smile widened.
“So… if you happen to accidentally find your way to my room later, I won’t mind finding my big brother’s cock in my poor little pussy.” She kissed him playfully on the lips, punctuating it with a flick of her tongue across them.
“Tease,” he said, scowling at her.
“Never,” she replied.
Their conversation turned back to wedding plans and the two were joined by the other three a little later. After that, the family watched a movie together. Jessie was still pretty worn out from the weekend’s activities, so after the movie ended, she got up, saying goodnight to her family kissing them before taking her stuff to her room and getting ready for bed.
Just as she was getting out of the shower, she heard her phone ringing and ran to answer it. Leaving the bathroom naked, she darted past her dad who was returning from his bedroom and scrambled to reach her phone in time.
“Hi baby!” she said. “Sorry, I was just getting out of the shower.”
“No problem,” Dex replied. “How are you? How’s the fam?”
“We’re all great,” she said. “You still at work?” She glanced at the clock, hoping that he wasn’t still there since it was after 10 in the evening.
“Nah, I got home about 10 minutes ago,” he said. “I’m beat though. Gonna eat after I get off the phone with you and go to bed.”
“Aww, my poor baby,” she said. “I can come over if you need me to take care of you.”
“Don’t worry about me,” he said. “I’ll be out in a few minutes and wouldn’t be able to play even if you did come over.”
“Okay,” she said. “Well… get some good rest. I love you.”
“I love you too, baby,” he said. “I’ll talk to you tomorrow.”
“Okay,” she said. “I work around lunch tomorrow, but I’ll call you when I get a break if you don’t call before then.”
“Okay. Night babe.”
“Night,” she said, then ended the call.
Turning, she left the room and went back to the bathroom to finish getting dried off, then headed back to her bedroom. Heading over to her clothes, she grabbed her work uniform from where she tossed it earlier. Going over to her old closet, she grabbed a hanger and smoothed out the garments after putting them on it, hanging it on the door to her room.
Finally, ready for bed, she went back to the living room and saw Kayleigh, Jake, and their dad all still there talking. The three looked up, smiling as Jessie came over and gave them each a kiss goodnight.
“Night all!” she said, waving as she left the room again.
Crawling into bed, she smiled happily and drifted off to sleep in minutes
***
A warm body pushed up next to her, the nude form pushing up close to her as Dex’s cock pushed into her mouth. She was on her knees then, seeing herself from outside her body. Don was behind her, hammering in and out of her ass. She could see Jack beneath her, fucking her poor little pussy while Dex fucked her mouth without holding back.
Each man was violently slamming into each of her holes, unrelentingly fucking her brains out. The positions seemed to change then, Dex fucking her ass, then her pussy, each man shifting spots. Different men seemed to take their places, her old boss at the law-firm, her new boss at the restaurant, her brother, John, Jason…
She moaned, feeling strong, masculine arms pulling her tight and the heat of someone’s breath behind her.
Groggily, she opened her eyes, realizing that the visions of sex she’d been having were a wonderful dream. She comfortingly stroked Dex’s hand, sighing happily and wiggling her rear against his cock. She realized then that she was at her folk’s house and that it wasn’t Dex.
“Jake?” she asked quietly.
“Mmm,” he said, nuzzling her neck.
She giggled quietly and settled back down. His hand went from her waist up to her breast, idly playing with it as they resumed their reverie, quietly enjoying each other. She figured that he was horny and had come to find her but had felt bad and hadn’t wanted to wake her up just so that he could fuck. Of course, that’s what it was, since he’d stupidly feel that way about waking her up to fuck, no matter how valid of a reason she would consider that particular scenario.
She turned in place, facing him and lacing one of her legs up over his thigh, kissing him on the lips and gently urging him to turn over and lay on top of her.
“Mmm?” he asked, slowly climbing up out of his sleep-haze.
“You came to fuck me,” she stated.
“Mmm,” he said. “Can’t.”
“What?” she asked, frowning at his still closed-eyed face.
He sighed, his eyes opening slowly and eventually focusing on her. “You said you were sore, Jess,” he explained. “I don’t need it so bad that I’m going to hurt my baby sister.”
She rolled her eyes. “I’ll be fine,” she said.
“Nope,” he said, shaking his head. “I’m good, Jess, I promise.”