Date: Mon, 28 Jan 2013 15:45:30 -0800 (PST) From: Matt Parker Subject: Mike and the Babysitter / Chapter 5 Disclaimer: All characters that appear in this work are fictitious. Any resemblance to real persons, living or dead, is purely coincidental. Some characters in this ongoing story may be under the age of 18. If this offends you or if you or if you yourself are not of legal age to read this story, I suggest you move on. Note: Thank you to all of you who have supported my story so far and reached out with such positive comments. I hope to continue hearing from you! Please donate to Nifty if you are able! http://donate.nifty.org/donate.html Mike and the Babysitter Chapter 5 - The Weekend, Part II After an incredible night fucking my babysitter yet again and then falling asleep together naked in the same bed for the first time, it was no wonder my dreams that night were all about sex. One of the most vivid came close to morning. In the dream, Nate was giving me one of his incredible blowjobs. It was one of those super realistic dreams where I could practically feel his wet lips wrapped around my dick as if they actually were. Suddenly, I opened my eyes and realized I wasn't dreaming at all. The reason this dream felt so real was because it was actually happening. Once Nate realized I was awake he stopped sucking my dick long enough to mutter, "Good morning sleepyhead!" Before I even had time to respond, he resumed sucking on my dick. I was always somewhat groggy in the morning, but for Nate I was able to manage a bit of praise. "This sure beats the way my parents wake me up," I said. "I would hope so!" Nate exclaimed, taking only his second break from sucking me, but going right back to work as soon as he finished speaking. Nate went on sucking me for a few minutes before I spoke again. "I want to suck you off too, but this feels so good that I don't want you to stop sucking me." "We could 69," Nate suggested. "What's that?" I asked. It frustrated me that for as much as I had already learned, there was so much I still didn't know. However, I knew I was lucky to have Nate. He was an incredible teacher and never made me feel dumb for not knowing something. "You stay where you are, only turn on your side," Nate instructed. I did as he said. "Perfect. Now, I'm going to do the same thing, except I'll be upside down," Nate explained as he got into position. "See, now this way we can suck simultaneously." "Wow!" I smiled, grinning at Nate's perfect rod, which was positioned perfectly in my face. Nate resumed sucking me off instantaneously and not long after, I began to suck him. Nate moaned the second he felt his dick enter my warm mouth. After a few minutes of nonstop sucking, Nate said, "Uh Mike! I'm close!" "Fuck Nate! Me too!" I exclaimed just after him. "Keep sucking me," Nate replied. Nate and I went back to sucking each other off and within a minute I felt my load ready to blow. I moaned, "Aw fuck I'm cumming!" As I shot my load right into Nate's mouth, I heard him gag for the first time ever while sucking me. Nonetheless, Nate still managed to swallow my entire load. "Damn Mike! You made me gag on that load! Nice work my little rockstar!" Nate said. "Can I try something?" "Anything! What do you want to try?" I asked. "I wanna cum on your face," Nate said. "Sure! That's hot!" I said, validating his desires. Nate moved out himself of the 69 position and then straddled me, putting his knees down on either side of my shoulders. I sucked on his dick a little longer and then he groaned and pulled out of my mouth. "Fuck!" he screamed as he started jerking his dick. "Fuck ya! I'm gonna fucking cum!" Then Nate fired a big load, 7 shots to be exact. They landed all over my face, mouth and neck. Two of them even managed to hit my hair. Always one to shock, Nate leaned down after he finished cumming and gave me a passionate kiss on the lips. Next, he moved his lips all over my face and managed to clean off all the cum that had landed on my face only seconds before. "Wow! That was super hot!" I exclaimed. I was definitely feeling more awake now. "It certainly was!" Nate replied before saying, "So your parents left me in charge of getting you to your tutoring session today." "Ugh! Really? I was hoping they would let me off the hook today," I replied. "Nope. Your mom wanted me to have some time to get my own school work done so she decided not to cancel your session. What do you get tutored in anyway? I thought you were a straight A student?" Nate inquired. "I am. I am getting tutored for the private high school entrance exam," I explained. "Isn't that still a couple years off for you?" Nate asked. "Yeah, but my parents are all about academics. They want me to do well, so we started the process early," I replied. "I see. Well you had better get ready. We have to be there in an hour," Nate said. "What do you mean? I don't have to be there till one," I said. "I know. It's already noon! Why do you think I called you a sleepyhead earlier?" Nate retorted with a wink. "Crap!" I said flying out of bed. I got ready in a complete frenzy while Nate made us scrambled eggs, sausage and toast in the kitchen. Nate walked me to my tutor and said he would be back to get me in two and a half hours. During the session, I could barely focus. All I wanted to be doing was hanging out with Nate. For the first time ever, I found myself wondering if Nate was also thinking about me. After tutoring, Nate picked me up as promised. When we got home he told me he had not quite finished his assignments. I then decided it would be best for me to get all my work done now as well, so that we could just enjoy the rest of the weekend. I went to my room and sat down quietly at my desk and began working while Nate completed his assignments out in the living room. At precisely six o'clock, Nate knocked on the door to my room. "Hey you," he began, "Sorry about all that work I had to do." "It's okay, I understand. I had work too," I said. "So what's up?" "I want you to get changed and be ready in forty five minutes," Nate replied. "What are we doing?" I asked. "I'm taking you out for the night you deserve," Nate replied with a huge smile. I was well aware a sensation known as 'having butterflies in your stomach' existed, but had never felt them myself until this moment. I could not believe that Nate was taking me out for the first date of my life. I got ready in even more of a frenzy than I did this morning, but not because I was running late. This time my nerves were off the chart because I had to prep for an actual date with Nate. At six forty five, Nate knocked on my door once again. "You ready Mike?" he said as he opened the door. "Yup! Let me just grab my cardigan," I said looking in my closet for the right one. "Got it!" I exclaimed when I found the one I wanted. "Great! Let's head out," Nate replied. "Are you going to tell me where we're going?" I asked. "Nope, you'll just have to wait and see," Nate winked. We left the apartment and Nate hailed a cab. He gave the driver an address that did not sound familiar to me, but when we arrived we walked an additional two blocks and turned a corner. It was then I realized Nate was taking me to my favorite Italian restaurant. He had slyly asked me for the name of my favorite restaurant a few weeks earlier. Nate held the door open for me and when we approached the podium he said, "Hello, we have a seven o'clock reservation under Kent." This was the first time I had ever heard Nate's last name, but it had a nice ring to it: Nathan Kent. When we reached our table, I said, "So far I'm impressed Mr. Kent." "Well thank you Mr. Peterson. I'm glad you approve," Nate replied with a smile. Throughout the course of the meal Nate orchestrated an interesting conversation and made certain to direct his questions toward getting to know me better. I have always been very mature for my age and enjoy chatting with adults. Fortunately, this allowed me to keep up a normal conversation with Nate for the duration of dinner. We exchanged a number of smiles over the course of the meal and even though I did not have much experience with dates, I had a strong feeling this one was going rather well. After dinner, I expected we would go home, but Nate had already purchased tickets to the movies. When it got dark in the theatre, Nate reached over, took my hand and basically refused to let it go until the end. We arrived home shortly before midnight and the second we were on the other side of a closed door, our lips connected as if by magnetic force. "I've been wanting to kiss you all night," Nate said. "Me too," I grinned. "How does tonight compare to other dates you've been on?" Nate asked. "I haven't been on any other dates before, but I'd say it was perfect!" I replied. "You're perfect," Nate said with a smile. I was a bit shocked by the comment and had no idea how to respond, so I just smiled back and kissed Nate. As we kissed with our bodies pressed against one another, I could feel his dick growing in his pants. I took Nate by the hand and led him to my bedroom. Our clothing accumulated on my floor the second we entered the room. Once naked, Nate jumped onto my bed. "I wanna fuck you," I said looking over at him. "Well then get over here," he retorted. I didn't waste a moment. After hearing Nate's response, I flung myself on top of him. I spat on my already hard dick and then pushed it balls deep into his tight ass. Nate screamed in pleasure and as I began thrusting I saw his eyes roll back into his head. We continued fucking in the missionary position for a few minutes until I felt as if I was already getting close. "Fuck Nate, I think I'm already getting close..." my voice trailed off. "Let's change positions. I don't want you to cum yet. It feels so good having you inside of me!" he replied. I pulled out only momentarily to get onto my back. It only took Nate a few seconds to sit down on my dick and begin moaning again. "Oh yah baby," Nate exclaimed as he started to ride my dick. "Fuck this is hot!" I replied, realizing the reason I enjoy this position so much is because I get to see how much pleasure my hot babysitter gets from mounting me. Nate continued to ride me for a while longer until I once again felt myself getting close. At his request to make it last even longer, we changed positions again. Nate got on his knees and I began to fuck him doggystyle. As I got more into it, I reached forward and grabbed onto his hair. I then began pulling him back by his hair. Nate was clearly impressed by my aggressive side and turned his head enough to flash me a wicked smile. As we fucked I reached around with my free hand and began to jerk Nate off. After a few minutes Nate said, "Fuck you're getting me close. Slow down." "No way," I replied as I started to jerk him faster. "Oh my god! Uhhhhh you're gonna make me cum! Fuck Mike! I'm cumming!" Nate screamed and I felt his dick throb in my hand as he fired his load all over my sheets. I didn't care if he made a mess, so I continued to simultaneously fuck him and jerk him off until he had finished cumming. At that point I was close myself and I yelled out, "I'm gonna fucking cum inside you!" "Yes! Give me that load! I want it!" Nate replied. "Oh here it comes! Ohhhh god! Ohhhh fuck! Uhhhhhhhhhh!" I screamed as I shot my load deep into Nate's ass. When I had finished cumming, I pulled out. Nate lay down and then pulled me down to snuggle up next to him. "Did I mention already that you're perfect?" he whispered. "Yup. You did," I replied, flattered, but still shocked by the comment. "Well you deserve to hear it over and over again," Nate said. "Thank you for being so nice to me," I smiled. "Like I said, you deserve it." replied Nate.