Teenage Curiosities

After leaving the farm and Chase behind, I thought about our afternoon in the loft and tried to block out the discomfort below my waist. I got home, slowly climbed my stairs, and jumped in the shower. I had plenty to shower off, the dirt and dust from work, the cum that had left the ass of my underwear soaked, and any thoughts about how I allowed Chase to take my virginity as he did. The warm water flowed across my head and down my back. Spreading my ass, I let the water wash away traces of Chase that he left in me. My hole was still quite sensitive, so I gently ran my fingers down my crack, feeling how much he had stretched me out. I cleaned myself as much as possible before drying off and heading to my room.

Figuring there was still going to be some semen leaking out of me throughout the night, I threw on an old pair of tighty-whiteys and lay in bed. My mind kept racing. I had not ever intended to have another guy inside of me, but then again, I never thought I would enjoy sucking Jeremy and Chase. There have been a lot of new experiences, but today was different. I keep recalling Chase's weight on me, not allowing me to move. I didn't want it to happen, but once he was in me and the pain was manageable, I didn't fight it. I enjoyed it. I was so confused, and on top of that, I felt guilty that it had happened with Chase and NOT Jeremy. Why would that even matter unless I had some feelings for Jeremy? My mind wandered until I decided to fall asleep and overthink it in the morning.

The following day, I woke to the smell of breakfast cooking downstairs. Sitting up in bed, I could feel all my body had been through the day before. Everything was sore. My thighs, back, arms, and chest from fixing the fence, and then there was my ass and jaw. Dropping my feet to the floor, I noticed a wet spot in my underwear, but not where it usually was. This time the cum in my underwear belonged to Chase, and it was coming from my ass. I pulled the tighty-whiteys down and saw the slick, clear-ish liquid in them. I balled them up and gently slid them against my hole to get any leftover juice before tossing them under my bed. I felt a bit gross and turned on. Willing myself to get dressed, I cleaned up and headed downstairs. Today was going to be just another day, and I didn't want to think about yesterday.

After breakfast, I started my chores and quickly ran through them, ensuring I stayed out of the heat as much as possible. Saving the pool for last, I worked on brushing it down when I heard someone shout behind me. As I flinched, I lost balance and fell into the sparkling water. WHAT THE HELL WAS THAT! Breaking the water's surface, I saw Jeremy standing at the pool's edge. 

"Dude, sorry, didn't mean to scare you." he laughed.

I swam to the edge and pulled myself out. "What the hell, man?"

"I called your name a few times, bro. Didn't you hear me?" Jeremy spoke as I stood there, fully clothed and dripping wet.

"Nah, I must have zoned out. Fuck, that sucked. Can you grab me a towel from inside?" I laughed back at him.

Jeremy walked in to retrieve a towel as I kicked off my soaked shoes and socks. Peeling my dripping shirt off my body, Jeremy returned and tossed me a dry towel. "What's going on? I asked as I dried my chest and head.

"Nothing, man. Just finished some stuff at home and wanted to see what you were up to." He said as he watched me dry myself.

After drying off my legs and shorts, I wrapped the towel around my waist. "That's cool. Let's go upstairs. I need to change."

I led Jeremy to my room; I contemplated whether I should tell him about my afternoon with Chase. I shut the door behind him and walked over to my closet when we got to my room. I pulled my towel off and unbuttoned my soggy shorts. Standing in front of him in just my dripping tighty-whiteys, I could feel his eyes staring at my package. The wet cotton fabric left very little to the imagination as I rifled through my underwear drawer, looking for a fresh pair to put on. 

"Sorry about yesterday, man. Hope you and Chase didn't work too hard," Jeremey said as he watched me.

"WHAT? What do you mean? Did he say something?" I shot back. I was suddenly scared that Chase called the twins last night to brag about what we had done.

Giving me an odd look, he replied, "Um, no. I was talking about being unable to hang out all day yesterday as planned. You know, having to go with my dad and leaving you to work on Chase's family farm."

"Oh yeah, nah it's all good," I said as I pulled off my soaking underwear and grabbed the towel to finish drying my balls and groin. I noticed him smile a bit as my flaccid cock wiggled as I dried it, facing him. Forgetting about my sore hole, I winced a bit as my hands instinctually reached around my backside, continuing to dry off. Bending over, I placed each foot into my dry white boxer briefs and pulled them up. Reaching into the front of my underwear, I adjusted my balls and dick so my soft bulge was front and center. 

"You should come over to my place. My mom is working late tonight, and my dad will be at the base all this week. Jack and I have the place to ourselves today." Jeremy offered, still not breaking his gaze from my groin.

"That's cool," I said, grabbing a pair of basketball shorts and a t-shirt from my closet. When I turned around, Jeremy was standing right in front of me. I felt his hand cup my bulge gently.

"I'll have plenty of time to show you what I was hoping to do yesterday," he said, smiling and giving my package a few squeezes. 

Damn, it felt good having his fingers drag across the fabric where my scrotum sat. Holding my clothes in one hand, I place the other on his shoulder, letting him rub me, his thumb and index finger sliding back and forth on my shaft, tugging my cock down every time he reached my tip. Almost milking the blood into my shaft, trying to get me hard. But before I could let him, I backed away.

"Whoa, slow down. I can't say bye to my mom with a raging hard-on." I laughed.

"Okay, get dressed; I'll meet you outside." 

I quickly put on my clothes and shoes and ran downstairs. I told my mom I was heading to the twins' house and would return later tonight. Racing out the door, I met Jeremy on the sidewalk, and we made our way to his house. As we walked up his driveway, we were met by his dad, loading the rest of his gear into his truck. This man was the picture of the modern American soldier. He looked like an older version of his sons, standing about 6'2", 215lbs, with short blonde hair, striking blue eyes, and a jawline that could cut stone. He wore a tight khaki shirt, army fatigue pants, and boots. His muscular physique stretched every bit of his clothing. 

"Hey, son, I'm heading out. Make sure to help your mom and stay out of trouble. " Mr. Collins called to Jeremy. "Also, when Jack gets out of the shower, have him change out his laundry. I don't want your mom doing it after work."

"Yes, sir," Jeremy replied as he approached his dad and hugged him goodbye. "Be safe."

"Later, Mr. Collins." I waved as I walked by. 

"See ya, Skylar. When your dad gets in town, let him know he owes me a rematch at pool." Mr Collins laughed, jumped in his truck, and left.

As Jeremy and I made our way to his room, I saw Jack's door shut and could hear the shower going. Jeremy closed his door behind me and instantly said, "Dude, I got this new porn mag last night; check it out." He walked over to his nightstand, grabbed the magazine, and tossed it to me. Flipping through the pages, I saw that it was mundane stuff at first as I made my way to his bed. I was trying to sit on his bed as lightly as I could when I turned the page and saw two guys kissing as a woman watched. Flipping to the next page, one guy was bending over the bed with his head in between the woman's thighs, exposing his shaved ass to the second guy who was rubbing it. I quickly flipped the page to see how this scene progressed. The next page showed the woman grabbing the man's hair as he lifted his head from her crotch. He had an expression of pain and pleasure on his face while the second guy grabbed both hips and was directly behind him. I was getting hard; I wondered if that was the expression I made as Chase was pushing into me.  

"Pretty wild stuff," Jeremy said as he sat beside me. "That doesn't look like it feels good." He laughed.

Recalling the searing pain from yesterday and the ongoing soreness of my hole, I gave Jeremy a crooked smile as I flipped to the next page. There was a photo of the man standing there looking down at his monster cock sliding into the other guy. Is this what Chase saw when he was lifting my legs and staring down at his cock, stretching me?

"Yeah, that does look painful," I mumbled back. 

"You okay, Sky? You have been a bit quiet today," Jeremy said, now looking at me rather than the magazine.

I should tell him about yesterday. If anyone was going to understand, I was hoping it was Jeremy. He and I were getting close. Not only have we messed around with each other, but we have also told each other everything. 

"Yeah, I think so. Some stuff happened at Chase's place yesterday, and I'm not..." I began to say but was interrupted by a knock on the door and Jack walking in. 

"Jerm, can you...SKY, what's up, man?" Jack greeted, wearing just his red briefs and still slightly wet from the shower. He made his way over to Jeremy's desk and sat in the chair.

"Hey, Jack." I greeted back

"Jeremy, are you showing him what we got last night? Some of the guys from Dad's unit came over, and one always brings some porn for us. I have a couple of new mags, too," Jack boasted. 

"So what happened at Chase's yesterday?" Jeremy jumped in. 

"Nah, nothing happened, just a long day on the farm." I downplayed.

Jack looked confused at Jeremy and I. "What's going on? Did I interrupt something?"

"Sky was telling me about yesterday at Chase's farm," Jeremy said.

"Oh, Sky, what's up"? Jack asked.

"You know, nothing really. I don't know," I continued to mumble. Why was I worried? Chase had told me that he and Jack messed around. Jeremy and I messed around. I don't think the news of Chase and me doing the same would come as a huge surprise. I guess?

"Well, after we fixed a stretch of fencing, we went back and hung out in his loft," I mentioned, staring at Jack the whole time. I wanted to gauge his reaction, knowing that he and Chase would hang out there looking at magazines and playing with each other.

Jack sat up straight, and his eyes widened. I could see the gears turning in his head, possibly wondering what Chase had told me about when he hung out in the loft.

"What did you guys do up there?" Jack asked cautiously. 

"He showed me around, and we talked about wrestling. He was interested in me trying out for the squad this year," I responded.

"Did he have you try on one of his singlets and run through some drills? He's super hyped about wrestling and does that whenever I hang out." Jack mentioned with a smirk.

"Nah, he showed me his collection of singlets, but I was too tired after the fence to roll around. He did show me his collection of magazines. We looked through a few of those for a bit." I admitted.

This information had the twins both leaning into what I was telling them. Their curiosity was noticeable as Jeremy scooted to the edge of the bed next to me, and Jack shifted his weight in the chair.

"Well, Chase being Chase, didn't miss the chance to pull his dick out," I said as I turned to look at Jeremy.

"Was he hard? 'Cause that thing can be intimidating when he's hard." Jack laughed. "If stuff like that bothers you, you should say something to him. He's cool but immature, so he doesn't understand that not everyone wants to see that thing. I can say something to him if you want. He probably thought that you wouldn't care since you saw us naked in my bathroom Friday."

"Nah, that didn't bother me at all. I was curious to see what he looked like hard. In fact, he let me feel it, and we messed around a bit." I told them.

"Really?? What did you guys do?" Both of them asked simultaneously.

"Well, we were both jacking off together when he leaned in and licked a drop of precum off my tip." Jack's eyes got big, but Jeremy didn't react. "He sucked me until I came," I said bluntly. 

"Did you do it back to him?" Jeremy asked.

"I tried." I laughed, rubbing my jaw, "but his dick is huge. I couldn't go more than a few inches."

"Duuuuude, you both sucked each other????" Jack asked.

"Did you guys do anything else?" Jeremy asked while giving Jack a scowled look.

Jack sat back in his chair, and I could see that his bulge was more prominent than when he had walked in. His semi was noticeable.

Ignoring Jack's question, "Yeah, we did. I wasn't able to make him cum like he did me. So he started kissing me, he fell on top of me, and things kinda went from there." I stated in a low tone.

"What do you mean things went from there?" Jeremy quizzed.

"Well, you know, he was on top of me, and he kinda stuck it in me." 

"WHAT THE FUCK IS GOING ON?" Jack exclaimed, standing up. "He fucked you? In the loft? You're gay?" 

Both he and Jeremy had shocked looks on their faces. Although, Jack seemed more curious.

"That's one way of putting it," I stated. "It wasn't planned. I didn't even want to, but I was pinned down and didn't know what to do. After a few minutes, I just went with it. AND NO, I'M NOT GAY. It all just kinda happened. ARE YOU GAY? You wanted to feel my dick on Friday while Chase was in the shower." I exclaimed, glaring at Jack.

"No, I didn't mean it like that. Sorry man. That came out wrong. I was just curious and a bit shocked." Jack said apologetically.

"Look, I think we're both shocked about you and Chase. Didn't think you guys were cool like that," Jeremy chimed in.

"Dude, we're not. It just happened. I'm not proud of it, but you asked what was bothering me," I said, calming down. 

"Can I be the asshole in the room and ask...was it fun?" Jack quipped with a smile.

I thought Jeremy would tell him to shut up or roll his eyes, but he was also interested in my response. I laughed. "Kinda. It hurt more at first, but then it was fun. It felt really weird. My ass still hurts."

"Damn, I bet. Chase has one of the biggest dicks I've seen. It's like getting fucked by a horse." Jack chuckled. "Too soon to ask for details?"

"Yeah, maybe later," I said.

"Would you do it again though?" Jeremy asked with a smile.

"I don't know. I mean, definitely not with Chase. That was too much," I joked. "We can keep this between us, right?"

"Yeah, of course, man. Chase is the one with the big mouth," Jack said.

"For sure; besides, I think we all have enough on each other that blabbing would suck for all of us." Jeremy agreed.

Jack started to say, "Besides, now that I know that you are willing to..."

"Don't even finish that sentence. You're probably still wanting to feel my dick." I joked back.

As Jack stood up to leave, we all noticed he was still semi-hard. His uncut meat was filling out those red briefs, and a precum spot was clearly visible. He looked down at his bulge, "I could use a hand if you're not tired from Chase," Jack joked.

"Dude, get out. You're a dick," Jeremy shot back.

Jack, smiled and cupped his bulge, "You're loss, Sky!"

I noticed Jack's ass covered by those red briefs. It looked like a ripe apple as he walked out and shut the door behind him.

Jeremy looked at me, "You really okay, man? It didn't sound like you wanted Chase to do that to you."

"I'm cool. Talking about it made me feel better. My biggest concern was what you and Jack would think. I know if I didn't say something, Chase would brag to Jack, and you'd both find out anyway." I said.

"Sooooo....you're good, right?" Jeremy asked again.

Chuckling at his concern, "Yeah, bro. I'm cool."

"Cool, 'cause I got hard there for a second." Jeremy laughed.

"Did you?" I asked.

Jeremy stood up, unzipped his shorts, and lifted his shirt, exposing his round mound of meat. He, too, had a wet spot of precum. I would have thought I was looking at Jack again if Jeremy wasn't wearing white briefs. Shit, he was getting me hard.

"Fuck, okay," I said with a slight laugh.

I have no idea what had gotten into me, but I wanted to see his dick and lick the precum off. It felt like my 14-year-old hormones were in control. "Can I help you with that?" I asked.

"Hell yeah, if you want," Jeremy said.

"Yeah, sit on the bed and lean back," I instructed.

Jeremy sat back on his bed and leaned on his elbows. I spread his legs and kneeled in front of him. His shorts were still unzipped, so I slid them to his ankles. He lifted his shirt higher to get a better view. He looked so hot laying there in his white briefs, his balls tucked under his semi-hard shaft. I leaned forward and licked the spot on his cotton underwear, tasting his familiar sweet precum. I began to play with his package as his breathing sped up. I could smell his teenage scent, musky and sweet like a freshly used cumrag. I opened his fly and reached down into them, pulling out both his balls and shaft so they were fully exposed through briefs. I stared for a second, admiring the uncut cock. Wanting to feel it grow in my mouth, I leaned in, using my tongue and lower lip, scooped his dick into my mouth, making sure I swallowed it to the base. Jeremy let out a low moan as his light pubes tickled my nose. He placed his hand on the back of my head as his dick became engorged in my mouth. It filled up all the space as it grew and inched down my throat. Making sure to get more precum, I moved my tongue back and forth against the underside of his shaft. A few seconds later, six and a half inches of rock-hard boy meat had taken over my mouth and throat. He pulled the back of my head into his groin, making sure he was as deep as he could go, before letting go and allowing me to come up for air. 

Pulling his shaft from my mouth, I noticed how much saliva was dripping off his dick. I grabbed the base and used it to stroke. My mouth wanted more, so I licked his hooded tip and went back down, matching my strokes. His moaning was getting louder, and our eyes met as I looked up at him. He was staring down at me, watching as I worked his cock up and down. He mouthed "fuck" to me, signaling that he was enjoying every minute of this. I guess that is why neither of us heard the door open behind me. 

"Um....should I come back later?" Jack asked as he walked into the room.

Pulling Jeremy from my mouth, I yelled, "SHIT!" I quickly stood up and wiped my mouth. 

Jeremy scrambled to tuck his dick into his underwear but couldn't get it back in the fly now that he was hard.

"Calm down, damn. It's not like I didn't already put it together earlier. You two mess around like Chase and I." Jack admitted. 

"You're not going to say anything, right?" I exclaimed.

"Dude, who the fuck am I going to tell?" Jack stated, sounding annoyed. Still in his red briefs, he shut the door behind him, walked over to Jeremy's bed, and sat down. 

I looked to Jeremy to gauge his reaction. It was his brother. Was he comfortable doing this in front of his twin?

Shooting a glance at Jack and his bulge, Jeremy looked over at me, lifted his shirt, and leaned back onto his elbows. Hell, this could be fun, I thought to myself.

I spread Jeremy's legs again. His flaccid dick was still dripping with my saliva. I looked at Jack and then put my focus back on Jeremy. Lifting his soft penis, I stretched his foreskin as he showed me and stuck my tongue into the void under his tip. I let his foreskin wrap under the tip of my tongue and began to lick side to side. As Jeremy moaned, I could feel his foreskin tighten around my tongue as it started to retreat from the blood swelling his cock.

I pulled my tongue back into my mouth, trying to slide his whole shaft back down my throat. "Oh my god!" Jeremy moaned as I used all the spit in my mouth to coat his dick before I pulled it from my lips. Gripping the base of his cock again, I used both my hand and mouth to stroke him. Not wanting to leave Jack out of the fun, I placed my left hand on the inside of this thigh. I was slowly rubbing up and down across all the fine hairs, leaving my hand to linger when I reached the space between his scrotum and thigh. Jack leaned back onto his elbows, mirroring his brother.

"Slow down, I'm getting close," Jeremy whispered. 

I felt a hand on my head pulling me towards Jack. Getting the hint from Jack, I shifted to between his legs. Inches from my face were a stretched pair of red briefs with a growing wet spot. Like his twin, Jack leaked precum like a busted faucet. I grabbed the base of his dick, pumping more precum into the cotton. Wanting to make him moan, I squeezed his cock while dragging the tip of my tongue up his thigh until my nose was buried in the pocket of his crotch. Letting out a quick lick from my tongue against the taught skin of his spread legs, Jack let out, "OH. MY. GOD. DUDE."

Jack smelled just like Jeremy. A mixture of cum and sweat. After taking a deep inhale, I released my grip on Jacks's cock. I reached into his fly and pulled out his dick and balls so he sat there just like his brother. Seeing Jack's groin exposed for the first time, I realized it was identical to Jeremy's. I took a glance at Jeremy's hard rod, watching him pump it as I tended to his brother. Their cocks were the same; the feeling of my precum soaking the fabric around my dick reminded me about how much I wanted to bust. 

Jack's dick was pulsing in anticipation of what was coming next. Leaning in, I licked the precum, tasting his sweet juice. I pulled the foreskin back and wrapped my lips around his tip, sucking more liquid out. Hearing his moans, I slid his shaft into my throat until I could feel his pubes on my face. Mimicking the job I was performing on Jeremy, I grabbed the base of Jack's cock and used the lube from my saliva to stroke him in and out of my throat. After a few strokes, I pushed Jeremy's hand away from his dick, gripped his shaft, and moved my mouth down his pole. Making sure I kept massaging Jack's pole, I looked up to see the brothers with their 
heads back, grunting lowly.

Making sure I used my mouth to jack them off equally, I would keep sliding each dick down my throat until the breathing increased pace, then would switch. After about 3 minutes, Jeremy stated that he was getting close, followed by a loud moan. I quickly switched from Jack back over to Jeremy just in time to have him buck his hips and blast rope after thick rope into my mouth. To prevent any from spilling out, I took two big gulps of semen and felt it slide into my stomach. Noticing how sensitive he was getting, I lifted my head and tugged on his dick two more times, milking the last drops of cum. I pointed the tip of Jeremy's cock toward Jack, looking Jack in the eye; I licked the last drops of his brother's cum.

"Fuck bro, can I cum in your mouth??" Jack said excitedly.

I jumped back to Jack's cock, increasing the pace of the stroke, knowing he was going to bust soon. He placed his hand on the back of my head, making sure my mouth hit the base of his shaft with every stroke. Thirty seconds of this, Jack's dick started twitching in my mouth. He reached down, grabbed my chin, pulling my mouth off his dick.

"Open your mouth," he commanded as he kept me about an inch from his tip. Opening my mouth wide, I gave his dick two more pulls when he exclaimed, "I'm cumming".

Looking up to see his face; he was staring down, watching the first couple of blasts shoot into the back of my throat. His moans got louder as I continued to pull each string of his cum into my open mouth. A few seconds later, he released my chin, allowing me to swallow his deposit. The last couple of ropes landed on my chin and hand, both of which I licked up as he was coming down from his orgasm. 

Continuing to wipe Jack's mess from my face and hand, I stood up, followed by Jeremy. He was tucking his dick back into his underwear when he motioned down to my dick. "You need help with that?" Jeremy asked.

Reaching into my shorts, I shifted my dick up so it wasn't straining too hard. Jack lifted his head back up to look at my bulged shorts. "Give me 5 minutes to catch my breath, and I'll give you a hand," he chuckled.

"I'll help, too," Jeremy responded. "You should call your mom and see if you can sleep here tonight."