Don't worry, I won't go into detail when it comes to the sex. Only sexual themes are presented in this story. Their 18 to 19 in this story. Also, this is the 90's Chipmunks because I love them more. As this is my first story, Please Review~

Chapter 1: Wet Dreams

I could feel the heat from her fur and the fast patter of her heart. Her hair fell perfectly around her face and the pleasure in her eyes were threatening me to give her more. As I continued to touch her I could hear her moan, begging me to make a mess of her. "Simon...ah, please I want it now." I heard her pant. I was more then ready as well. I was gonna lose my virginity. I positioned myself on top of her. Her soft breath and smooth fur were like heaven to feel. Now, I was going to touch something no one else has ever touched before. I was almost there, then...

"WHOA!" Simon screamed as fell off his bed. It was only a dream.

"Aw, man." He cried. This was the fifth time this week that he had such a vivid dream. "Sigh, when am I going to learn that it's not real?"

Simon thru himself over and lazily stood up to stretch his sore muscles. In case you were wondering who he was dreaming about, it was... Jeanette. Every time he thought about her, he would start to feel weird and hot inside. And it's all because he was sexually frustrated. Simon fixed his bed thoroughly and hurried himself to the bathroom to, ahem, 'get rid of the problem.' Recently, Simon has been finding himself spending most of his days in the bathroom. And if not the bathroom, his bedroom. And if that wasn't pathetic enough, Simon was still a virgin. Not once has he ever done it, the closest he got was a hand down Jeanette's skirt, but even then it was just over her panties.

As soon as he was done with freshening up he went down stairs for breakfast. "Good Morning Simon." Theodore mumbled through his food. "Mornin' Si." Alvin greeted as he looked at the fridge "Morning you two." Simon replied as he grabbed a bowl of cereal.

"So, as I was saying Brittney practically made me do all the work while she just laid there, and-" Simon stopped him before he could continue. "Please Alvin, not while I'm eating." He knew what he was talking about. Alvin pouted. "What? Can't a guy complain about his sex life?" He retorted. "Yeah! Can't a guy complain about his sex life?" Theodore repeated, but soon realized his mistake when Simon shot him a glare. "I didn't say you couldn't, I just said not while people are eating." Simon explained. Alvin calmed down and sat with the others. "Alright, alright."

Alvin and Brittney had always been an on-off couple, but once they found out about the meaning of sex friends, there was no stopping them. They always have sex at least once a week. Still, even if they say they don't really care about each other, you can tell there was something more then just pleasure between friends.

"Say Theodore, how was it last night with Eleanor?" Simon asked. "It was great! I think we did it three times before we got tired!" He proudly presented. Alvin started to laugh as soon as he saw Simon's face. He didn't mean that. "Not you too." Simon cried as he banged his head on the table. "Oh, come on Simon. It was bound to happen." Alvin said. "Not until me." He gasped and slammed his hand over his mouth. He still hadn't told his own brothers about him still being a virgin yet. "Wait. What did you say?" Alvin asked. "N-nothing." Simon shyed away from the kitchen. To answer Alvin's question, Theodore replied. "He said, not until me."

Simon ran to the living room. Alvin jumped out of his seat and chased after him, as Theodore followed after. "Ah-ha! I knew it, I knew it! You still haven't done it with Jeanette." Alvin shouted as he jumped on Simon. Simon fell face first on the floor. "afam, afim fim, af famin." Simon muffled. "What? I can't hear you." Theodore leaned over. Simon shoved Alvin off and screamed. "Alright! I'm still a virgin!" Both of his brothers gasped. "No way!" Theodore exclaimed. "It seems about right." Alvin nodded calmly. "Oh yeah, that's because I'm the nerd of the family. That's why this is expected. I forgot!" Simon agreed with sarcasm. "But why?" Theodore wondered. "Theodore, we're talking about Jeanette. The most unlikely person to ever do something so sexy as sex." Alvin answered him. Simon sighed "He's right. Jeanette is just too conservative when it comes to this kind of stuff. I don't know what to do." He slouched over to the couch and rested his head on the arm rest. "Why don't you just dump her?" Alvin suggested "Are you kidding? To leave the woman I love just to have sex is just-just too cruel!" Simon disagreed.

"Huh, A life without sex. Can't imagine it." Alvin commented "You can try if you think back 3 to 4 years ago." Simon said. "Well, I agree you can't have sex with someone you don't love. It's like trying to eat a chocolate chip cookie without the chips in it. It isn't the same." Explained Theodore. "Well then why doesn't she want to do it?" Alvin asked. "She loves you right?" "My guess is because she still too scared." Simon said. "But, I've wondered if it because of me?" Alvin placed his paw on his brother's shoulder. "It can't be you. Hmm." Alvin rubbed his chin as he thought of a way to get Jeanette and Simon even closer. He snapped his fingers "I got it! We just got to make Jeanette less afraid to have sex. Come on!" He motioned his hand to their rooms and ran upstairs while the other two followed. "I've got a plan."