Sienna joins them

The bedroom door opened, and Nicole was standing in the doorway with Sienna next to her. They had both changed into T-shirts to sleep in.

“I brought someone to join us. I hope you don't mind.” Nicole told him

“Well, clearly I'm going to have objections to you bringing another girl to get in bed with us,” Dan replied sarcastically.

Sienna laughed at Dan's reply. The two of them got in bed alongside him, with Sienna in the middle. The girls were lying facing each other. Dan moved around so he was cuddling Sienna. He slipped one hand underneath her, and the three of them started holding hands.

“You're really pretty,” Nicole said to Sienna again.

“Dan's really lucky to have such a beautiful girlfriend.” Sienna returned the compliment.

Dan found it adorable watching Nicole blush at getting compliments from other girls. Nicole was very attractive, but she also wasn't quite one of the popular girls at school. She had always concentrated on her grades rather than trying to climb the school's social ladder. So he wasn't surprised that she was shocked at getting admiration from one of the most popular girls in school.

“Thank you for sharing Dan with me tonight,” Sienna said to her.

“I could be the jealous girlfriend, but seeing Dan with other girls gets me really wet,” Nicole explained.

“I personally don't have any complaints,” Dan replied.

“Please kick my boyfriend for me.” Nicole joked

“You mentioned Kaitlyn earlier?” Sienna asked, sounding genuinely curious.

“Mrs Adebe gave Dan and me detention after she caught me letting him touch me in class. Kaitlyn was in detention too. She encouraged Dan to fuck me, and I ended up snowballing her.” Nicole explained.

“But Kaitlyn really?” Sienna asked incredulously.

“She puts on a harsh exterior, but she's sweeter than she wants to admit,” Nicole suggested.

“You're really not innocent, are you, Ms Page?” Sienna joked.

“I have a boyfriend who is a really bad influence,” Nicole replied, trying to sound innocent.

Dan watched as the two of them kissed and started stroking each other's hair. It looked cuter than an erotic display of two girls being with each other. Regardless of which he couldn't help but getting turned at the sight of it.

“Has Dan shared you with another guy?” Sienna queried.

“I'm not going to fuck Randy,” Nicole told her.

“Yeah, seeing Nicole with my best friend would be weird,” Dan told them.

“I bet he wouldn't have any complaints if it was Emma, though.” Sienna teased.

“No comment,” Dan said.

“Can I ask you something?” Nicole said, staring at Sienna

“Your boyfriend had his cock in me earlier. I think you can ask me anything tonight.” Sienna told her.

Nicole paused a moment before asking. “Have you ever tried anal sex?

Sienna took a moment to reply as if she was fondly recalling previous sexual experiences. “With two different guys at school. I liked it, neither was particularly great or very big. I don't do it with every guy, unlike Sarah, but with the right guy I don't say no. Why do you ask?”

“I really want to try it with Dan. I'm just nervous, but I saw the way Sarah loved it earlier.”

Sienna let out a quick shriek, which interrupted the conversation.

“What's wrong?” Nicole asked, sounding concerned.

“Your boyfriend is playing with my ass,” Sienna advised

Dan had started running his free hand over Sienna's ass. Playing with her buttocks and running his fingers in the groove between them. He heard Sienna moan softly. Dan saw her giving him some side eye and then went back to talking to Nicole.

“It's really intense, and if the guy knows what he is doing when he is inside you like that, you'll love it. Use a lot of lube and try with some toys first. If you let Dan try it, he'll make you feel really good.” Sienna advised.

Sienna looked over her shoulder at Dan. “Apart from Sarah. How many girls have you done anal with, Dan?”

“Four.”

“If I hear that you don't make Nicole's first time really special, you are going to answer to me,” Sienna warned.

“Yes, Ma'am,” Dan replied, trying to sound serious.

All three of them started laughing. Dan felt Sienna reaching back and gripping his cock in her hand. He was already hard as the conversation had really turned him on. She guided him into her pussy. Dan went inside her slowly. He watched the girls start kissing each other. He was very content to have a slow fuck with Sienna. He plunged in very gradually until he bottomed out inside of her. He kept almost the entire length inside her and only moved in and out a little.

“He's really deep.” Sienna moaned.

Dan continued going and loved how wet Sienna was at this point. He maintained his slow rhythm and felt her body reach climax. He reached down to continue playing with her ass and found her backdoor was really slick. He pulled his cock out and pressed very gently against her ass. He was surprised at how little resistance there was and managed to slip the head inside. Sienna let out a loud moan at the change in penetration.

“He's in my ass,” Sienna exclaimed.

Dan didn't fully penetrate her and just teased the tip inside of her a little before pulling out again. He slid back into her pussy and felt that he was getting really close.

“I want to swallow this time,” Sienna told him.

Dan stroked in and out of her a few times before finally pulling out, knowing he was about to cum. Sienna quickly flipped around and took it into her mouth. Dan groaned and started filling her mouth with his load. Having orgasmed several times earlier, it was a really small load. Sienna withdrew from Dan and went back to kissing Nicole. He cuddled the cheerleader while watching her share his load with Nicole.

It wasn't much longer before the three of them drifted off to sleep while holding each other like that.

********

Dan woke first and found that Nicole and Sienna were still asleep. They both looked really angelic like that, sleeping while still cuddling each other. He got up quietly and hoped that one of the bathrooms would be free. He was only wearing the underwear he had slept in the night before. The house was quiet, so he assumed that Sarah and Maddie were also still in bed. He vaguely remembered where one of the bathrooms was from when he was here during Sarah's party. He opened the door and stepped inside, and quickly found it was already occupied.

Maddie was already in the bathroom. She was naked and looked like she was about to step into the shower.

“Morning, Dan. I hope you slept well.” Maddie greeted him,

“Shit, sorry, Maddie. I didn't realise anybody was in here.”

Dan was trying not to stare. “I can find another bathroom.”

He made to leave.

“Dan, you saw me naked and having sex last night. We are both adults. Plus, now you are here, I was hoping you wanted to join me.”

Maddie had her charms she was a very beautiful redhead. Her perky A-cup breasts were on full display.

Dan changed his mind about leaving upon hearing Maddie's tempting offer. Maddie got into the shower and indicated to join her with one of her fingers. Dan stripped off and joined her in the shower.

“I loved watching you with Sienna and Nicole last night. Angelo was okay, but I was really jealous watching you with them. I really wanted to join you.” Maddie told him.

Maddie handed a sponge to him and some shower gel. He worked up a lather and started soaping her body. He was very willing to pay attention to her breasts, ass and her mound. Maddie softly moaned as Dan played with her like this. She squirmed at his touch as he inserted a finger while he was washing her. She took the sponge from him and returned the favour, soaping his chest and her hand going lower each time until it reached his crotch. There was a very content look on Maddie's face as she started using the sponge on Dan's erect cock. After a moment, she dropped the sponge and any pretense and just started playing with it with her hand.

He pushed her up against the shower wall and raised one of her legs by placing it on the edge of the shower. He penetrated her fully, making her take all of his length.

“Fuck. I've wanted to feel this since last night.” Maddie told him softly.

He fucked her hard. Maddie was a lot tighter than either Sienna or Sarah. He felt her walls gripping him tightly as he went into her. He pulled out down to the head and then went back into her. Dan started playing with her asshole as he stroked in and out of her. He slid a finger inside, which made Maddie moan louder.

“Wrong cheerleader. I've never taken it that way. But I like the way your finger feels,” Maddie told him.

“I thought you'd tried it with Randy?” Dan asked.

“I was mostly doing coke that night. She went down on me while he was fucking her.” She answered.

He kept fucking her and felt Maddie's legs start to tremble. He grabbed her waist as he felt her buckle a little as she started to climax. Dan kept pounding her while she came. She contracted on him really hard and pushed him out for a moment. He pushed back in for a few more strokes, knowing he was getting close himself. He pulled out and sprayed his load over Maddie's back and ass. She whimpered as she felt his load hitting her.

She turned to kiss him while they continued showering. “Where's Nicole?”

“I left her and Sienna sleeping,” Dan told her.

Maddie grinned upon hearing that Sienna spent the night with them. “Next time you can always ask me to join you two.”

They finished showering and towelled each other off. Maddie gave him one last kiss before leaving to get dressed. Dan took a moment to use the facilities before returning to the bedroom he had left Nicole and Sienna in. He found the room empty so he got dressed before venturing downstairs to find them. He could hear voices coming from the kitchen.