Pretending to Sleep

By Terrance Phillips

Published on Aug 8, 2005

Gay

I woke up the next morning to Ron gently rubbing my hard dick through my briefs while looking at my face.

"Morning sleepyhead." He said.

"Morning." I replied "What time is it?"

"9:00." He responded.

"It feels later then that. So what's on tap for today? Spring break technically begins today since its Monday." I said.

Ron started rubbing my dick more forcefully, spending more time rubbing the sensitive flair of the head.

"Oh I have some plans for later, but first I promised to give you some of what you gave me last night." He replied with a wicked little grin.

In one swift motion that I could barely see he slid his hand into the left leg opening of my briefs and with some weird flick of his wrist twirled my hard dick out and locked his hand around it.

"Wow," I said, "How did you do that?"

"Practice practice." He said grinning.

"On who?" I said feeling a bit jealous.

"Myself." He replied sensing my jealousy. "I've never been with anyone else, didn't I tell you that last night?"

"I don't remember." I said. "I had my mind on other things."

Grinning, he slowly slid down my body positioning himself between my legs. I could feel my heart begin to beat faster. Then while giving me that smirk I know he reserved just for me, and staring directly into my eyes he put his tongue in that same spot he had been rubbing through my briefs and swirled it around the head.

I shuddered with pleasure. Oddly it wasn't all just the motion of his tongue that made me shudder, but the image of the best looking guy in our school looking at me with both lust and even more importantly love in his eyes.

"Feel good?" he asked.

"I never felt anything so good in my life." I admitted.

"You don't know how happy it makes me that we were each other's first. I really hope we are also each other's last." He said with a slightly frightened look on his face.

"I don't know of anything that could make me stop loving you." I told him.

"Well then," he said, "Let me see how much I can make you squirm."

I've been jerking off for a long time, but Ron did something to me that I've never tried. He held the base of my dick with his left hand and after drying off the head, he started rubbing his palm over it in a circular motion.

"Oh my God!" I screamed. "Oh my God! Oh my God!"

I was squirming around the waterbed so hard that it was making waves.

"W-h-a-t a-r-e y-o-u d-o-i-n-g?" I asked?

His answering chuckle was a bit evil. "Something I have a hard time doing to myself because it feels so good like that overly sensitive feeling you get after you cum."

"Oh my God!" I said again as he sped up his rubbing.

I wanted him to both stop and to not stop at the same time. Just when I didn't think I could take it anymore, he plunged about three or four inches of my cock into his mouth and hollowed his cheeks with the effort of sucking while swirling his tongue around the now very sensitive head of my dick. The whole time he was staring into my eyes with that same look of lustful love on his face. I actually screamed with the pleasure.

"Feels good don't it?" he asked coming up for air a few minutes later.

"Oh my God!" I said again, "Please don't stop!"

Once again, with that same grin on his face, he started rubbing the head of my dick with his hand in that same circular motion causing me to squirm around on the bed again. Once again he seemed to know exactly when I had too much and plunged my dick into his mouth and swirling his tongue around the head.

This time I had had too much and felt my whole body go rigid, my toes curled up and for a brief moment all I saw were stars. My body then started to spasm and I felt my hips involuntarily pumping as my body gave up shot after shot of cum into Ron's waiting mouth. After the last shot left me, my body once again went rigid and then I collapsed back onto the bed. Ron had swallowed every drop and was actually trying to suck more out of me when I pulled him up to my face and kissed him.

"Did I do good?" he asked with that smirk I loved so much.

"You did great! I've never felt anything like that in my life. Are you sure you've never been with anyone else?" I asked feeling jealous again.

"I swear I haven't." he said. "I've been too afraid to make a move on anyone because I thought if they weren't gay too, they'd tell everyone and I'd end up with no friends and picked on."

"Let's go take a shower" I said putting my dick back into my briefs. "Come with me to my parent's room, their shower is huge and we can take one together."

We got up and he followed me to my parent's room. He hadn't seen this wing of the house and I couldn't help but notice how impressed he was.

"Your dad must be good at what he does." He said as we reached their bathroom. "This house is unbelievable."

"He is one of the best." I said. "And I'm not just saying that because he's my dad either. It took him a long time to build up his business, but a lot of people trust him to make sure their systems keep running. This is the first vacation my mom and he have taken since I was born."

I reached into the shower and turned it on to warm it up then turned back to Ron. I felt my knees go weak as I looked at him. He was like a sculpture come to life. He had the perfect male build. His skin was like fine marble, accenting the perfect musculature beneath. He had a hairless chest which joined an equally hairless washboard abdomen. Pure white briefs began an inch or so below his navel where his blonde pubic hair started. I admired his powerful legs with their light coating of blond hair emerging from the leg openings of his briefs. The best part was the bulge between those legs that I had put in my mouth the night before.

I noticed him staring at me in a similar fashion. I took in the whole view of him and then walked over, pulled his head down toward mine and kissed him.

"What was that for?" he asked with that grin.

"Just because I love you." I answered.

He looked shocked then his eyes misted over and he kissed me back.

"I love you too. I've never loved anyone like I love you!" he said.

I hooked my thumbs on each side of his waistband and slid his briefs down until they fell to the floor. He did the same to mine and we got into the shower. We took turns washing each other examining each other's bodies closely. He was even more spectacular looking naked and wet. After about half an hour in the shower we got out, dried off, went back to my room, got dressed, went to the kitchen and ate breakfast.

"Let's go to the mall." He said after we finished eating and cleaning up.

"What for?" I asked.

"Shopping." He answered.

"What for?" I asked again.

"You." He answered.

"What for?" I asked again getting exasperated.

"Clothes." He answered.

"What for?" I said this time with a chuckle.

"Very funny." He said grinning. "I'm tired of you looking like a nerdy bum. We're buying you some decent clothes. My boyfriend needs to look good."

I was a little shocked by the "boyfriend" reference but once I thought about it I felt warm inside.

"Okay, let's go." I answered.

We got into the Sneaker and drove to the mall. Once there, we went browsing through various stores picking out clothes for me and for him. My parents pretty much let me buy whatever I liked as long as it was presentable. Ron was a bit of a preppy and was picking out clothes for me that way too.

He hated the baggy grungy look that is so popular. He pointed out that you couldn't see what the person beneath all that loose clothing looked like. He figured it was the out of shape people that had made it popular so they could compete with those that actually took pride in the way they looked. In his opinion people that dressed that way looked no better than the people who lived on the streets picking through garbage for their clothes. He hated boxers for the same reason. He felt that boxers were for old men.

"Let's go to the underwear section." He said. "I think some nice low or mid-rise white briefs may be in order for both of us."

"I've never worn those." I said. "I don't know if I have the build for them."

"Your build is just fine John." He said with a trace of annoyance in his voice. "Trust me."

"If you say so." I answered.

"I do." He replied.

We headed over to the underwear section where Ron picked out a few pair of low rise AussieBum 30"-31" white briefs. (The only low rise briefs with an operational fly).

"I prefer white on you." He said in a whisper.

"Same here with you." I whispered back.

We paid for our purchases and headed out of the store.

"Come with me." He said.

"Where are we going?" I asked.

"Hair salon." He answered.

"What for?" I asked. "We missed lunch and I'm getting hungry."

"I'm not playing that game again John." He said with a smile.

"Oh, all right." I answered.

We went to the hair salon and Ron told the stylist exactly what he wanted done.

"Don't let him see it." Ron told her.

"No problem Ron." She answered.

She didn't speak as she cut and styled my hair with Ron watching closely.

"All set." She said.

He whispered something to her and she pointed to the back of the salon.

"Come on John." He said.

We headed to the back and went into the bathroom. Surprisingly Ron came in with me.

"Strip." He ordered.

"What?" I asked.

"Take off your clothing, all of it." He said grinning.

I took of my clothes and looked at him when I was done naked but for my socks. He had that same lustful glint in his eyes as he looked at me. He had opened a pair of the briefs and handed them to me. He watched lustily as I put them on.

"Very nice." He said admiringly. "Very nice indeed."

I actually felt myself blush as he handed me some pants and a shirt. I put them on along with the new sneakers we had bought.

"Damn you are good looking." He said.

"Yeah right." I said.

"Okay, that's it. Listen to me John. You are nearly as good looking as I am. I'm not saying that in a conceited way either. I know I'm good looking, everyone says I'm good looking and now I'm telling you that YOU are good looking too. You're also nearly as well built as I am just a bit shorter."

"Okay smart guy, if I'm so good looking, why don't I get the attention you do?" I asked.

"Very good question." He said. "You don't believe you're good looking so you dress poorly, had bad hair cuts, and walk around with a shell around yourself. No one but me saw what was underneath. They will now, provided you do one thing."

"What is that?" I asked hopefully.

"Walk with your head held high and act like you own everything around you. Don't be cocky though, just walk with confidence." He answered.

"I don't know." I answered.

"Come with me." He said.

"Oh no, not yet." I answered.

"What, why?" he asked.

"Strip." I said in the same tone of voice he had used earlier.

"What?' he said sounding just like I had.

"Take all of your clothes off." I answered.

"Okay I get it." He answered.

I watched him slowly get undressed feeling my underwear getting tighter as he finished standing in only his socks. I handed him a pair of the briefs and watched him put them on.

"Very nice." I said with the same lustful look and inflection in my voice he had used. I was pleased to see him blush just as I had.

I handed him the new clothes I had bought for him and the new sneakers as well. He really looked good.

"Okay, I played along now come with me." He said.

We left the bathroom. He carried all of the many bags we had.

"Close your eyes." He ordered.

"Why?" I asked.

"Do you have to argue with everything I say?" he asked. "Just do it."

"Okay, okay, don't get your briefs in a bunch." I said with a smile.

He laughed.

I closed my eyes and he guided me a short distance took me by the shoulders turning me slightly. He then stepped away.

"Okay, open your eyes." He ordered.

I opened my eyes and gasped feeling the blood drain from my face. I was looking at myself in a large floor to ceiling mirror. He was right, I was actually good looking. Really good looking.

"Oh my God!" I said standing straighter. "Is it really me?"

"Now you see what I've seen all along." He said softly. "Pretty good isn't it?"

"Ron, I don't know what to say except Thank You." I said feeling my eyes well up.

"No John, Thank you." He said with his eyes shining as well.

"Come on, let's go. I want to show you off. Even though we can't tell anyone about us, it will be fun to make the girls drool over you." He said.

We left the hair salon through the parking lot entrance, put our purchases in the sneaker and went back into the mall through the main entrance. Ron had suggested we go get something to eat at the food court after a walk around the mall so he could "show me off".

He was right, everywhere we went both girls, and surprisingly, guys looked at us. The girls actually looked at me with the same expression I had always noticed them giving Ron. The guys also had that jealous look on their faces when they looked at me as they had with Ron.

"John, is that you?" A girl named Cindi from my English class asked me.

"Yeah." I answered.

"Wow, you look, I didn't know you, I, well you look good." She said.

Ron actually chuckled under his breath while I blushed a little.

"Uh thanks." I answered.

"See you in English next week." She said smiling.

"I told you." said Ron.

"The bitch better stay away from what's mine though." He whispered still smiling.

"You have nothing to worry about." I whispered back.

We got something to eat in the food court and ate while people glanced our way from time to time. I felt a little self conscious after a while.

"Do you feel this way too?" I asked after explaining to Ron how I felt.

"You get used to it after a while." He answered.

"I don't really notice it much anymore. At least I didn't until now. I'm a bit jealous actually." He said smirking.

"Ready?" I asked.

"Yeah, let's go." He said. "It's getting late and I'm getting tired."

We got back into the sneaker and headed to my house. It was about 9:00pm and we were both a little tired when we got there.

"Ready for bed?" he asked putting on some bedroom eyes.

"Sure am." I answered.

I locked up, set the alarm and then chased him up to my room. He put the bags down in the corner and walked over to me. He wrapped his arms around me, bent down, and kissed me gently on the lips.

"I've been wanting to do that all day." He said.

"Me too." I answered.

He slowly started unbuttoning my shirt pulling it out of my pants and then slipped his arms around my back and caressed my skin. I followed suit sliding his shirt off him as he slid mine of me. He pulled me against him with me head against his chest, I could hear his heart beating faster and faster. Looking down I could actually see his dick hardening through his cargo pants as I felt my own growing as well.

I reached down and unbuttoned his pants then slowly unzipped them. I could see the waistband of his new briefs peeking through the opening making my own dick harden even further. Slowly I pushed his pants down and he stepped out of them reaching down to take off his socks. He did the same to me and I removed my socks as well.

Suddenly he bent over grabbed my legs and picked me up in his arms and carried me to the bed. At 5' 8" and about 160 pounds I wasn't a small burden, but he carried me as if didn't weigh a thing. Since he was over six inches taller and probably at least 25 or 30 pounds heavier it shouldn't really have been a surprise.

"My hero." I said.

"Very funny." He answered.

"What now?" I asked.

"I think . . . well, I think I'd like you to fuck me." He answered.

"Uh, I, uh." I stammered.

"What's wrong? Don't you want to?" he asked.

"I hadn't really thought about it. I mean, I've never done it. Not with a guy or a girl." I answered.

"That's okay, I think it's instinctive." He answered. "I haven't done it either, but I'm sure you've seen it in pornos."

"I have, but that doesn't mean I'll know what to do. I've never seen two guys in a porno."

"I'm sure you'll figure it out." He answered confidently. "I've practiced putting things in to get used to the feeling. Once you get used to it and the pain goes away, it feels pretty good. Of course I've never used anything as thick as you so you'll have to go slow."

"I don't have any protection or lube or anything." I said.

He got off the bed and went over to the bags.

"I got us some." He said coming back over to the bed. "See."

"Okay." I said a little nervously. "Do I have to get fucked too?"

"Not if you don't want to." He said. "I'll never ask you to do something you don't want to."

He came back over to the bed putting the condom and the lube on my nightstand and pulled me in for another kiss. My dick instantly went hard. He rubbed it through my briefs.

"You look great in these briefs." He said. "You've got the biggest nuts I've ever seen."

"I do?" I answered rubbing his hard dick.

"Yeah." He said as he reached down and pulled my briefs off. He then pulled off his own.

"Damn you are good too look at." He said.

He reached over and grabbed the condom opened it and unrolled it onto my throbbing member and then caressed my balls. He then opened the lube and coated my dick thoroughly; knelt down and lubed himself up.

"It'll go easier at first if you do it from behind. I'll put my head down on the pillow, arch my back and put my butt in the air. You just slide your dick slowly into me. I do mean slowly too. I'll let you know how fast."

He got into position and I got behind him admiring the view.

"Okay, I think I'm ready." He said sounding nervous.

"Tell me if I'm hurting you, it would kill me to be responsible for hurting you." I said.

"I love you John." was his answer.

"I love you too, Ron." I said as I put my dick against his waiting hole. I slowly pushed feeling the resistance.

"A little harder." He said. "You're almost in."

I pushed harder and felt the head slide in.

"Ow." He said. "Stop, stop, but don't pull out."

I stopped pushing and waited. After about 30 seconds he said. "Okay push some more."

I pushed slowly, he didn't say to stop so I very carefully pushed until my dark pubic hair was resting against him.

"Are you okay?" I asked.

"Yeah." He answered. "It feels strange, but good. It hurts but I also know I have you inside of me and that makes it feel good. Give me a second and start pulling out when I tell you, not all the way though."

"Okay." I said starting to enjoy it. I was inside my best friend!

"Go." He said.

I pulled out until just the head was in.

"Okay, start pumping - slowly though." He said.

I didn't have to be told twice. I pushed in slowly and then pulled out. It was tight, but started to loosen and feel really good.

"Faster." He said.

I started pumping faster, the hip motions (as Ron had surmised) coming instinctively.

"Oh, oh, oh. That is great." He said.

"Stop." He said.

I stopped a little disappointed.

"Pull out." He ordered.

I pulled out even more disappointed.

He rolled over and put his legs in the air. "Okay, get in!"

I slid my dick back in and started pumping while looking into his eyes.

"Faster" he said with a look of pleasure on his face.

I pumped faster.

"Faster, faster!" he said.

I obliged. I pumped for at least ten minutes then I could feel my balls tightening which meant I was getting close.

"Don't stop, don't stop, I'm almost there." He said.

I continued to pump not knowing how long I could hold back.

Suddenly I felt his ass tighten around my dick as spurt after spurt of cum erupted from his dick. I couldn't take it anymore and shot my own load while my dick was buried to the root inside of him. I fell against his chest still shuddering feeling his cum against my chest as he rubbed my back still shuddering from his own orgasm.

Next: Chapter 6


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