A Few Fun Dares

Dare.” Josie answered her sister’s question.

“I dare you to get completely naked and pick one of the boys to make out with.” Jenn said with a smirk and Josie smirked back at her taking her sister’s challenge.

Josie wasted no time in taking her dress off that she was wearing and then started to work on the clasp of her bra and let it fall to the floor. All of the guys in the room knew that Josephine Moore had big tits, but they looked even bigger when they were out of clothes. To the guys surprise, there was just a bit of sag to her tits, but not much at all, which was a surprise since her tits were quite large.

Josie then pulled down her panties so that she was completely naked. All of the guys, including Patrick, were admiring Josie’s body, which was in very good shape from the yoga and exercises she did on a normal basis.

Josie stood in front of everyone completely naked. She looked around the circle to decide which guy she wanted to make out with and she made her way to one of her favorites of her son’s friends and straddled his lap so that she was facing him.

Chad had no issue with the brunette MILF sitting in his lap, especially since her tits were rubbing against his chest. He leaned in and so did Josie and the two of them were kissing slowly at first. Chad wrapped one of his arms around Josie while his other hand went up to her tits and started to grope them one at a time. His other hand grabbed ahold of her ass and started to squeeze and spank her butt cheeks.

The two of them were really getting into the kissing now. There was a lot of tongue being used and Josie was even starting to grind against Chad’s cock as she rocked against him. Chad never thought that he would ever be making out with one of his best friend’s moms, but he couldn’t say that he was upset about it. The truth was, all of his friends' moms were hot as hell and he would make out with any of them if they ever wanted to.

Josie was moaning into Chad’s mouth as the two of them continued to kiss each other. Neither of them were going to cum from this, but they were definitely feeling good with what was going on between them.

Soon enough, Jenn called time and the two of them pulled apart and Josie stood up from Chad’s lap and smiled at him. “That was fun.” Josie said to Chad.

“Yeah, it was. Maybe we can do it again sometime?” Chad asked.

“We’ll see.” Josie said as she walked back over to her spot and sat down.

She didn’t put her clothes back on as she knew that at some point she would probably have to get naked again anyway. She thought about who she wanted to pick and then she turned to her friend, Hilary Dawkins.

“Hilary, truth or dare?” Josie asked.

“Dare.” Hilary said.

“I dare you to make out with one of the girls. You can pick from Sasha, Kate, Sabel, or Mallory.” Josie said.

“Naked?” Hilary asked.

“Might as well.” Josie said and Hilary nodded as she stood up and started to strip her clothes off slowly.

Chad was surprised that he couldn’t keep his eyes off of his mom’s body. He had never had thoughts like that about his mom, but seeing her naked and seeing how nice her tits and ass were, was enough to make him reconsider that. She was definitely worth thinking about and he was sure that he was going to have some not so pure dreams about his mom when he went to sleep that night.

Hilary looked at all four of the girls that Josie had named and then made her decision. She walked over to the shocked brunette and sat down beside her and turned the girl toward her. She gave the girl a reassuring smile and then leaned in and gave her a small kiss on the lips to warm her up. Hilary did this a few times until the girl started to finally start to kiss her back.

Kate Storm was not into girls, so she was shocked at first when Hilary started to kiss her, but then she started to kiss the blonde back and slowly started to get into things. Kate had never done anything with a girl before, so she was stiff through most of the session, not ever moving her hands up to fondle Hilary’s naked body. That was okay though as Hilary didn’t expect much from the girl. Hilary on the other hand started to grope Kate’s tits through her shirt and that started to bring low moans from the teen’s lips while they were making out now.

Both of them were using their tongues now. Kate wasn’t getting much more adventurous with her hands, but she was getting into the kiss at least. She leaned into the blonde MILF and wrapped her arms around her so that the blonde was pulled tight to her.

Soon time was called by Josie and the two women pulled apart and then were both panting. “You did good, sweetie. My only advice would be to get more into it next time. Touch the other person’s body because it really turns them on.” Hilary said.

“I’ll do that. Thanks Mrs. Dawkins.” Kate said as Hilary stood up and made her way back to her seat and just like Josie and Sally before her, she didn’t put her clothes back on.

Hilary, who was sitting beside Josie was now trying to think about who she wanted to pick. She turned to the only woman in the room that she knew hadn’t done anything yet. “Carol, truth or dare?” Hilary asked.

“The way things are going, I should probably say truth, but to join in the fun, I think I will go with dare. Just make sure it isn’t something too bad.” Carol said.

“Don’t be a prude, Carol. How long has it been since you got laid anyways?” Sally Green asked.

Carol didn’t answer, but she did blush though, which let everyone know that it had been quite a while. Hilary was still thinking about what to dare Carol to do when Josie leaned over and whispered something into her ear and the blonde pulled back and looked at the brunette in shock and then she smiled and nodded.

“Carol, I dare you to go into another room with Patrick and let him fuck you good and hard, of course that is if Sasha and Kelly are okay with it.” Hilary said.

To say that Carol was shocked by the dare was an understatement. There were single guys in the room, but Hilary picked Patrick for some reason. Must have had something to do with what Josie had whispered to her.

“I am not going to have sex with a guy who is in a relationship.” Carol said.

“Oh, you would be saying something to get out of having sex with any of the guys here. Just go and have some fun.” Hilary said.

“Josie, how could you name your son to Hilary like that? I mean, look at all the single guys in the room.” Carol said.

“Well, from what I have heard when Patrick has fucked his girls, he must be pretty good. He sure has them maoning like crazy when he is fucking them. I don’t know anything about the other guys, so Patrick was the only guy that I knew that would fuck you good and hard.” Josie said with a shrug as she wasn’t going to put it out there that she knew that her son was good because she had fucked him as well.

“Sasha and Kelly, talk some sense into these two. You know you don’t want your boyfriend to fuck me.” Carol said.

“Actually, I don’t have a problem with it. If it is to help someone out, I am all for it.” Kelly said.

“Well, you are no help. Sasha, please help me out here.” Carol said.

“I wish I could, Aunt Carol, but the thought of Patrick fucking you is kinda turning me on right now.” Sasha said as she was finding out lately that she liked watching her boyfriend with other women as it really turned her on.

“Oh come on. What would the consequences be?” Carol asked as she turned back to Hilary.

Hilary thought about it for a second and then answered. “How about you take three guys back to the other room and you let them fuck you the way that that they want to. Meaning they can run train on you, fuck you air tight, so anything goes.” Hilary said.

“Fuck, Hilary. Why are you being so hard on me?” Carol asked.

“I am trying to get my best friend some cock since I know it has been a long time since you had any. Most women would be happy to take the cock or cocks that are being offered to her.” Hilary said.

“I don’t need sex all the time. All of you obviously have sex with your husbands very often with the way that you all think about sex.” Carol said.

“You would be surprised.” Josie said and Hilary and Sally heard what she said and nodded in agreement and she looked toward Sherri to see that she had heard as well and was nodding.

“So, what’s it going to be Carol? Patrick or three guys?” Hilary asked.

“Fuck. Let’s go Patrick. As long as it is fine with your girlfriends.” Carol said as she looked at both of the girls and they nodded letting her know that it was okay.

“Don’t worry, Aunt Carol. I will make sure that you have a good time.” Patrick said as he walked over to the blonde MILF and took her hand and started to lead her out of the room.

“Oh, and Carol, when you come back, I don’t want to see any clothes on you.” Hilary said.

“Jenn didn’t have to leave her clothes off.” Carol argued.

“It wasn’t part of her dare. It is part of yours.” Hilary said.

“You know, to make things fair, I will take my clothes off.” Jenn said as she stood up and took off all of her clothes.

“Fine.” Carol said as she let Patrick lead her out of the room so that she could get fucked for the first time in years.

It wasn’t that she didn’t want sex, she just wasn’t one to sleep with someone just to do it. Normally there had to be some sort of feeling there for her to have sex with someone and she hadn’t even been dating anyone so there had been no chance of sex in the past few years. Who knows though, she was going to go into this with open eyes and hoped that she enjoyed herself with Patrick today. She could definitely use some stress relief. That was for sure.